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$580,000

This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

5 Beds ⋅ 4 Baths ⋅ MDDO2012136 MLS

This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

309 Glenburn Ave, Cambridge

$1,950,000

Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

6 Beds ⋅ 4 Baths ⋅ MDAA2144086 MLS

Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis

$3,050,000

LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property Buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes Annapolis so special—while maintaining a sense of privacy rarely found in the city. Parking is truly unmatched, with four dedicated spaces including two garages (with EV charger), a private driveway, and a parking pad—an extraordinary amenity in the Historic District. This American Four Square home features 4/5 spacious bedrooms and three full baths, with beautifully designed living and dining spaces that flow seamlessly for both everyday living and effortless entertaining. Elevated above street level, the property enjoys enhanced privacy and light. The main level includes a parlor with a gas fireplace that you could convert to a bedroom and full bath, offering flexibility for guests, office space, or multigenerational living. Thoughtful upgrades blend modern comfort with timeless character. Recent improvements include a newer kitchen island, a porch enclosure with mini-split HVAC (2019), and a floating deck with a new roof off the primary bedroom (2023)—creating inviting outdoor spaces for relaxing and entertaining. Practical enhancements provide peace of mind, including two new HVAC systems (2025) and a hot water heater with recirculating pump (2026). Bump outs in the family room, dining room and primary bedroom enhance the living spaces. Craftsman-inspired fir siding, a fully fenced private yard with amazing landscaping, and multiple outdoor living spaces complete this rare downtown offering. A property that combines historic Annapolis charm, modern updates, exceptional parking, and walkable convenience—this is downtown living at its very best!

4 Beds ⋅ 3 Baths ⋅ MDAA2139684 MLS

LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property Buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes Annapolis so special—while maintaining a sense of privacy rarely found in the city. Parking is truly unmatched, with four dedicated spaces including two garages (with EV charger), a private driveway, and a parking pad—an extraordinary amenity in the Historic District. This American Four Square home features 4/5 spacious bedrooms and three full baths, with beautifully designed living and dining spaces that flow seamlessly for both everyday living and effortless entertaining. Elevated above street level, the property enjoys enhanced privacy and light. The main level includes a parlor with a gas fireplace that you could convert to a bedroom and full bath, offering flexibility for guests, office space, or multigenerational living. Thoughtful upgrades blend modern comfort with timeless character. Recent improvements include a newer kitchen island, a porch enclosure with mini-split HVAC (2019), and a floating deck with a new roof off the primary bedroom (2023)—creating inviting outdoor spaces for relaxing and entertaining. Practical enhancements provide peace of mind, including two new HVAC systems (2025) and a hot water heater with recirculating pump (2026). Bump outs in the family room, dining room and primary bedroom enhance the living spaces. Craftsman-inspired fir siding, a fully fenced private yard with amazing landscaping, and multiple outdoor living spaces complete this rare downtown offering. A property that combines historic Annapolis charm, modern updates, exceptional parking, and walkable convenience—this is downtown living at its very best!

98 Duke Of Gloucester Street, Annapolis

$3,250,000

Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

4 Beds ⋅ 5 Baths ⋅ MDAA2143742 MLS ⋅ Market Quay BLDG.

Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

$2,295,000

This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

5 Beds ⋅ 4 Baths ⋅ MDAA2143042 MLS

This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

$675,000

Nestled in the heart of Winchester's cherished historic district, this enchanting circa 1928 cottage blends timeless charm with exceptional opportunity. Rich in character and architectural detail, the home showcases the craftsmanship of a bygone era - warm hardwood floors, inviting living spaces, and distinctive period touches that create an atmosphere both welcoming and refined. The home's vintage appeal offers the perfect canvas for thoughtful updates while preserving its historic integrity. A rare and valuable offering, the price includes an additional buildable lot, providing endless possibilities for expansion, new construction, investment potential, or a private garden retreat in one of the city's most desirable locations. Just moments from Old Town's vibrant shops, dining and cultural attractions, this property presents a unique opportunity to own a piece of history with room to grow in Winchester's most sought-after neighborhoods. Both lots are zoned HR-!

5 Beds ⋅ 4 Baths ⋅ VAWI2010072 MLS

Nestled in the heart of Winchester's cherished historic district, this enchanting circa 1928 cottage blends timeless charm with exceptional opportunity. Rich in character and architectural detail, the home showcases the craftsmanship of a bygone era - warm hardwood floors, inviting living spaces, and distinctive period touches that create an atmosphere both welcoming and refined. The home's vintage appeal offers the perfect canvas for thoughtful updates while preserving its historic integrity. A rare and valuable offering, the price includes an additional buildable lot, providing endless possibilities for expansion, new construction, investment potential, or a private garden retreat in one of the city's most desirable locations. Just moments from Old Town's vibrant shops, dining and cultural attractions, this property presents a unique opportunity to own a piece of history with room to grow in Winchester's most sought-after neighborhoods. Both lots are zoned HR-!

200 & 210 W Fairfax Lane, Winchester

$1,449,000

75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

5 Beds ⋅ 4 Baths ⋅ MDAA2141982 MLS

75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

$855,000

The perfect Downtown Annapolis home and location! This great blend of old and new, melds lots of beautiful original material with modern updates like an open floor plan with a great room and an easy and convenient gas fireplace. Lots of natural light shines through the wavy glass windows and bathes each room in sunshine. The primary bedroom has a fun and functional loft, which has been used as a sleeping space and also an office. Backyard has a large deck, is completely fenced and is an ideal size for entertaining. Being on the coveted "water block" of Charles St. has many advantages. The street is one-way, so there is little through traffic which adds to the peaceful neighborhood atmosphere and provides better parking than in other parts of downtown Annapolis. The welcoming front porch has a view of the waterfront park with a floating dock to launch your kayak or hop on the water taxi. It's just a stone's throw away. Charles St. also has parking on BOTH sides of the street and is just 3 short blocks from Main St. House systems are all natural gas.

3 Beds ⋅ 2 Baths ⋅ MDAA2136158 MLS

The perfect Downtown Annapolis home and location! This great blend of old and new, melds lots of beautiful original material with modern updates like an open floor plan with a great room and an easy and convenient gas fireplace. Lots of natural light shines through the wavy glass windows and bathes each room in sunshine. The primary bedroom has a fun and functional loft, which has been used as a sleeping space and also an office. Backyard has a large deck, is completely fenced and is an ideal size for entertaining. Being on the coveted "water block" of Charles St. has many advantages. The street is one-way, so there is little through traffic which adds to the peaceful neighborhood atmosphere and provides better parking than in other parts of downtown Annapolis. The welcoming front porch has a view of the waterfront park with a floating dock to launch your kayak or hop on the water taxi. It's just a stone's throw away. Charles St. also has parking on BOTH sides of the street and is just 3 short blocks from Main St. House systems are all natural gas.

79 Charles Street, Annapolis

$865,000

OPEN HOUSE HAS BEEN MOVED TO SATURDAY JANUARY 24TH FROM 1-3 PM Situated on one of Historic Annapolis’ most desirable streets, this circa-1815 row house offers a rare combination of early American character, thoughtful renovation and enviable outdoor space, all just steps from the William Paca House and Garden. The home opens to a gracious living room with hardwood floors and a substantial wood-burning fireplace, a space that feels both intimate and surprisingly generous. Unlike many homes of its era, an earlier renovation introduced a layout with a more open flow, while also allowing natural light to move easily from front to back. Toward the rear, a well-defined dining area transitions into a sunroom addition wrapped in glass, with a wall of sliding doors that open directly to the brick-paved courtyard and garden beyond. The result is a house that lives comfortably year-round, with multiple places to gather, work or unwind. The kitchen is tucked discreetly off the dining area, and features classic Quaker Maid wood cabinetry, natural gas cooking, a wall oven, and ample counter space. This galley layout functions efficiently while remaining true to the home’s character. A discreet laundry area with utility sink is conveniently located nearby. Upstairs, two en suite bedrooms provide privacy and balance. The owner’s suite is a step-down retreat with double closets and a skylit bath that brings in soft, natural light. On this level, a charming nook anchored by the home’s second wood-burning fireplace offers flexible bonus space, ideal for a home office, reading room or creative retreat, helping the home live large. Outdoors, the ample rear courtyard is a standout feature for a downtown Annapolis property. Designed with intention and deliberately chosen professional plantings, the brick terrace and garden create a peaceful counterpoint to the historic streetscape out front. The exterior of the home was freshly painted in 2023, and the interior has also been recently refreshed. The front-facing windows have been carefully restored, preserving the home’s historic integrity. Owned and carefully stewarded by the same owner for more than 30 years, the home carries a well-documented history. Originally serving as both a cobbler shop and residence, elements of its early construction, including hand-forged nails, remain part of its story. Architectural drawings from a 1980 renovation by noted architect Chip Bohl are available for those who appreciate the provenance behind the home’s evolution. Just moments from the waterfront, the U.S. Naval Academy, Maryland Avenue, and Main Street’s shops and restaurants, this home blends authenticity, history, and location in a way that is increasingly hard to find in Historic Annapolis. For buyers who value authenticity, walkability and architectural integrity, this Prince George Street residence offers a rare opportunity to own a meaningful piece of Annapolis history beautifully adapted for everyday modern living.

2 Beds ⋅ 3 Baths ⋅ MDAA2132236 MLS

OPEN HOUSE HAS BEEN MOVED TO SATURDAY JANUARY 24TH FROM 1-3 PM Situated on one of Historic Annapolis’ most desirable streets, this circa-1815 row house offers a rare combination of early American character, thoughtful renovation and enviable outdoor space, all just steps from the William Paca House and Garden. The home opens to a gracious living room with hardwood floors and a substantial wood-burning fireplace, a space that feels both intimate and surprisingly generous. Unlike many homes of its era, an earlier renovation introduced a layout with a more open flow, while also allowing natural light to move easily from front to back. Toward the rear, a well-defined dining area transitions into a sunroom addition wrapped in glass, with a wall of sliding doors that open directly to the brick-paved courtyard and garden beyond. The result is a house that lives comfortably year-round, with multiple places to gather, work or unwind. The kitchen is tucked discreetly off the dining area, and features classic Quaker Maid wood cabinetry, natural gas cooking, a wall oven, and ample counter space. This galley layout functions efficiently while remaining true to the home’s character. A discreet laundry area with utility sink is conveniently located nearby. Upstairs, two en suite bedrooms provide privacy and balance. The owner’s suite is a step-down retreat with double closets and a skylit bath that brings in soft, natural light. On this level, a charming nook anchored by the home’s second wood-burning fireplace offers flexible bonus space, ideal for a home office, reading room or creative retreat, helping the home live large. Outdoors, the ample rear courtyard is a standout feature for a downtown Annapolis property. Designed with intention and deliberately chosen professional plantings, the brick terrace and garden create a peaceful counterpoint to the historic streetscape out front. The exterior of the home was freshly painted in 2023, and the interior has also been recently refreshed. The front-facing windows have been carefully restored, preserving the home’s historic integrity. Owned and carefully stewarded by the same owner for more than 30 years, the home carries a well-documented history. Originally serving as both a cobbler shop and residence, elements of its early construction, including hand-forged nails, remain part of its story. Architectural drawings from a 1980 renovation by noted architect Chip Bohl are available for those who appreciate the provenance behind the home’s evolution. Just moments from the waterfront, the U.S. Naval Academy, Maryland Avenue, and Main Street’s shops and restaurants, this home blends authenticity, history, and location in a way that is increasingly hard to find in Historic Annapolis. For buyers who value authenticity, walkability and architectural integrity, this Prince George Street residence offers a rare opportunity to own a meaningful piece of Annapolis history beautifully adapted for everyday modern living.

167 Prince George Street, Annapolis

$5,675,000

Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

3 Beds ⋅ 4 Baths ⋅ MDAA2132250 MLS

Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

1 Shipwright Harbor, Annapolis

$875,000

Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley! Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury. Step inside to an inviting open floor plan filled with natural light and accented by gleaming heart pine floors. The highlight of the main level is the completely renovated gourmet kitchen, featuring quartz countertops, stainless steel appliances, custom cabinetry, and designer finishes—a perfect blend of elegance and functionality. The flexible living/dining space offers built-ins, a wood-burning fireplace, and seamless flow for everyday living or entertaining. The second level offers two bright bedrooms and beautifully updated baths, including a primary bedroom with a wood-burning fireplace and private half bath. The third level features a spacious bedroom suite, providing additional privacy and versatility—ideal as a guest suite, office, or studio retreat. Below it all, the home includes an unfinished lower level, perfect for storage, and a workshop. Outdoor spaces abound: enjoy a professionally hardscaped, fully fenced private rear yard—ideal for quiet relaxation or hosting guests. And for the ultimate Annapolis experience, head up to the rooftop deck overlooking downtown Annapolis, where historic rooftops and seasonal waterfront peeks create an unforgettable backdrop. This home has it all—historic charm, modern upgrades, unbeatable walkability, and exceptional outdoor living. A must-see in the heart of Annapolis!

3 Beds ⋅ 3 Baths ⋅ MDAA2130498 MLS

Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley! Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury. Step inside to an inviting open floor plan filled with natural light and accented by gleaming heart pine floors. The highlight of the main level is the completely renovated gourmet kitchen, featuring quartz countertops, stainless steel appliances, custom cabinetry, and designer finishes—a perfect blend of elegance and functionality. The flexible living/dining space offers built-ins, a wood-burning fireplace, and seamless flow for everyday living or entertaining. The second level offers two bright bedrooms and beautifully updated baths, including a primary bedroom with a wood-burning fireplace and private half bath. The third level features a spacious bedroom suite, providing additional privacy and versatility—ideal as a guest suite, office, or studio retreat. Below it all, the home includes an unfinished lower level, perfect for storage, and a workshop. Outdoor spaces abound: enjoy a professionally hardscaped, fully fenced private rear yard—ideal for quiet relaxation or hosting guests. And for the ultimate Annapolis experience, head up to the rooftop deck overlooking downtown Annapolis, where historic rooftops and seasonal waterfront peeks create an unforgettable backdrop. This home has it all—historic charm, modern upgrades, unbeatable walkability, and exceptional outdoor living. A must-see in the heart of Annapolis!

54 Cornhill Street, Annapolis

$1,400,000

Nestled within Fredericksburg's prestigious Historic District, this home is more than just a home; it's a living piece of history, meticulously preserved and thoughtfully updated in 2012's full remodel. This stunning historic residence seamlessly blends timeless charm with modern comfort, offering an unparalleled living experience. Prepare to be captivated by the elegance and grandeur of a bygone era, perfectly harmonized with the conveniences of contemporary life. Step onto the welcoming front porch, overlooking the tranquil courtyard and covered portico leading to the garage and separate apartment, and instantly feel transported to a more gracious time. Inside, hardwood and soaring ceilings amplify the sense of space and sophistication. The main level flows effortlessly from the inviting living room to the stately office, warmed by a double-sided fireplace. Continue to the formal dining room, perfect for hosting memorable gatherings, and finally, to the heart of the home: the gourmet kitchen. This expansive family room with yet another cozy fireplace provides the perfect spot to relax or to entertain. The chef's dream kitchen is a masterpiece of design, boasting stainless steel appliances, custom cabinetry, and gleaming countertops. While fully modernized for today's culinary needs, the kitchen retains its historic charm, creating an inspiring space for both everyday meals and grand celebrations. Imagine preparing culinary delights surrounded by the echoes of laughter and lively conversations from days gone by. Ascend the staircase to discover spacious bedrooms, each a private sanctuary bathed in natural light. The updated bathrooms offer a spa-like experience, thoughtfully designed with modern fixtures that complement the home's classic aesthetic. The primary suite is a true haven of tranquility, featuring ample space, a large custom closet, and an elegant en-suite bathroom, providing the perfect escape at the end of the day. Bonus Feature: A Charming Garage Apartment. Adding to the allure of this property is a detached garage featuring a beautifully appointed one-bedroom apartment. With both street and garage access, this private space boasts a full kitchen, a full bath, soaring ceilings, and an abundance of natural light. It's perfect for guests, in-laws, or potential rental income. Immerse yourself in the city's vibrant downtown, just steps from your front door. Explore charming boutiques, indulge in delectable cuisine at renowned restaurants, and experience the rich history and culture that permeate every corner of this historic city. Commuting is effortless, with easy access to the VRE, connecting you to Northern Virginia and Washington, D.C. 1200 Prince Edward Street is an invitation to own a piece of Fredericksburg's rich history while enjoying all the comforts of modern living. This is more than a home; it's a legacy waiting to be continued. Don't miss the opportunity to make this historic masterpiece your own and become part of its enduring story.

6 Beds ⋅ 5 Baths ⋅ VAFB2009184 MLS

Nestled within Fredericksburg's prestigious Historic District, this home is more than just a home; it's a living piece of history, meticulously preserved and thoughtfully updated in 2012's full remodel. This stunning historic residence seamlessly blends timeless charm with modern comfort, offering an unparalleled living experience. Prepare to be captivated by the elegance and grandeur of a bygone era, perfectly harmonized with the conveniences of contemporary life. Step onto the welcoming front porch, overlooking the tranquil courtyard and covered portico leading to the garage and separate apartment, and instantly feel transported to a more gracious time. Inside, hardwood and soaring ceilings amplify the sense of space and sophistication. The main level flows effortlessly from the inviting living room to the stately office, warmed by a double-sided fireplace. Continue to the formal dining room, perfect for hosting memorable gatherings, and finally, to the heart of the home: the gourmet kitchen. This expansive family room with yet another cozy fireplace provides the perfect spot to relax or to entertain. The chef's dream kitchen is a masterpiece of design, boasting stainless steel appliances, custom cabinetry, and gleaming countertops. While fully modernized for today's culinary needs, the kitchen retains its historic charm, creating an inspiring space for both everyday meals and grand celebrations. Imagine preparing culinary delights surrounded by the echoes of laughter and lively conversations from days gone by. Ascend the staircase to discover spacious bedrooms, each a private sanctuary bathed in natural light. The updated bathrooms offer a spa-like experience, thoughtfully designed with modern fixtures that complement the home's classic aesthetic. The primary suite is a true haven of tranquility, featuring ample space, a large custom closet, and an elegant en-suite bathroom, providing the perfect escape at the end of the day. Bonus Feature: A Charming Garage Apartment. Adding to the allure of this property is a detached garage featuring a beautifully appointed one-bedroom apartment. With both street and garage access, this private space boasts a full kitchen, a full bath, soaring ceilings, and an abundance of natural light. It's perfect for guests, in-laws, or potential rental income. Immerse yourself in the city's vibrant downtown, just steps from your front door. Explore charming boutiques, indulge in delectable cuisine at renowned restaurants, and experience the rich history and culture that permeate every corner of this historic city. Commuting is effortless, with easy access to the VRE, connecting you to Northern Virginia and Washington, D.C. 1200 Prince Edward Street is an invitation to own a piece of Fredericksburg's rich history while enjoying all the comforts of modern living. This is more than a home; it's a legacy waiting to be continued. Don't miss the opportunity to make this historic masterpiece your own and become part of its enduring story.

1200 Prince Edward Street, Fredericksburg

$300,000

Welcome to "Ann's Ark"! Originally built on Charles Street in 1909, this historic Cottage was moved to its current location across from the Fredericksburg City Dock in 1972, but then owner Ann Smoot. Excellent water views and water access being steps away from the Rappahannock River, and only a few blocks from all of Downtown Fredericksburg's restaurants and amenities as well as the VRE. The interior is complete with one bedroom, one full bathroom, a fireplace/mantle, upgraded kitchen appliances as of 2018, wood floors, and a washer and dryer.

1 Beds ⋅ 1 Baths ⋅ VAFB2008634 MLS

Welcome to "Ann's Ark"! Originally built on Charles Street in 1909, this historic Cottage was moved to its current location across from the Fredericksburg City Dock in 1972, but then owner Ann Smoot. Excellent water views and water access being steps away from the Rappahannock River, and only a few blocks from all of Downtown Fredericksburg's restaurants and amenities as well as the VRE. The interior is complete with one bedroom, one full bathroom, a fireplace/mantle, upgraded kitchen appliances as of 2018, wood floors, and a washer and dryer.

210 Sophia Street, Fredericksburg

$1,098,000

There’s a timeless allure to this cheerful yellow home on Green Street. Built in the 1870s as part of Annapolis’s historic core, it retains the character of its era with original hardwood floors, a classic Queen Anne façade with its distinctive mansard roof, and a welcoming front porch, while also offering the comfort of thoughtful modern updates. Inside, history meets convenience. Three gas fireplaces anchor the living spaces, and the kitchen blends rustic character with modern function: clapboard cupboards with wrought-iron hinges, exposed beams, a Dacor gas range, and sea-green granite counters. French doors open onto an expansive deck, making outdoor dining effortless. Upstairs, the second-floor bathroom is a retreat in itself, expansive, spa-like, and designed for daily indulgence. The top-floor suite has been transformed into a private escape in 2023, while a powder room on the main level adds charm and practicality. The metal roof lining was also replaced in 2023, a thoughtful update that complements these renovations. The setting completes the picture. Just 475 feet from the base of Main Street, you’re steps from shopping, dining, and the waterfront. Yet the backyard feels worlds away, with a brick path leading to a private courtyard surrounded by greenery. From the rear bedroom balcony, you can enjoy serene treetop views with your morning coffee. 168 Green Street is more than a house; it’s a rare opportunity to own a piece of Annapolis history that lives beautifully in the present. Sq footage per photographer's floor plan

3 Beds ⋅ 3 Baths ⋅ MDAA2128222 MLS

There’s a timeless allure to this cheerful yellow home on Green Street. Built in the 1870s as part of Annapolis’s historic core, it retains the character of its era with original hardwood floors, a classic Queen Anne façade with its distinctive mansard roof, and a welcoming front porch, while also offering the comfort of thoughtful modern updates. Inside, history meets convenience. Three gas fireplaces anchor the living spaces, and the kitchen blends rustic character with modern function: clapboard cupboards with wrought-iron hinges, exposed beams, a Dacor gas range, and sea-green granite counters. French doors open onto an expansive deck, making outdoor dining effortless. Upstairs, the second-floor bathroom is a retreat in itself, expansive, spa-like, and designed for daily indulgence. The top-floor suite has been transformed into a private escape in 2023, while a powder room on the main level adds charm and practicality. The metal roof lining was also replaced in 2023, a thoughtful update that complements these renovations. The setting completes the picture. Just 475 feet from the base of Main Street, you’re steps from shopping, dining, and the waterfront. Yet the backyard feels worlds away, with a brick path leading to a private courtyard surrounded by greenery. From the rear bedroom balcony, you can enjoy serene treetop views with your morning coffee. 168 Green Street is more than a house; it’s a rare opportunity to own a piece of Annapolis history that lives beautifully in the present. Sq footage per photographer's floor plan

168 Green Street, Annapolis

$1,035,000

3 Beds ⋅ 3 Baths ⋅ MDAA2128006 MLS

32 East Street, Annapolis

$870,000

Fro Appraisers: Property went under contract before going live. Property was sold as-is w/o inspections with buyers agent contributing 1%. Stately three bedroom home in the heart of Annapolis, with parking for one car, two in tandem with a small vehicle. Most beautiful, unparalleled view of the MD State Capital from 2nd story deck. Features hardwood flooring on Main level, two fireplaces, bedroom level Full sized laundry, and a below grade basement area for loads of storage.

3 Beds ⋅ 2 Baths ⋅ MDAA2129526 MLS

Fro Appraisers: Property went under contract before going live. Property was sold as-is w/o inspections with buyers agent contributing 1%. Stately three bedroom home in the heart of Annapolis, with parking for one car, two in tandem with a small vehicle. Most beautiful, unparalleled view of the MD State Capital from 2nd story deck. Features hardwood flooring on Main level, two fireplaces, bedroom level Full sized laundry, and a below grade basement area for loads of storage.

76 East Street, Annapolis

$710,000

A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, shopping, and waterfront attractions, this home provides convenience and style, along with designated PARKING. This stylish residence blends sleek modern updates and design along with nautical-inspired details throughout! Inside the home features high ceilings, beautiful custom built-ins with integrated spotlighting, warm hardwood floors, an abundance of bright natural light, and exposed brick accent walls that set an authentic city vibe! The home includes Two bedrooms, two full and one half bathrooms. Fabulous balcony located off the primary bedroom suite to enjoy morning coffee or a relaxing evening/ ! With designated parking, thoughtful updates, and in-town walkability, this home embodies Annapolis charm with a modern costal twist. You will love living here!

2 Beds ⋅ 3 Baths ⋅ MDAA2128240 MLS

A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, shopping, and waterfront attractions, this home provides convenience and style, along with designated PARKING. This stylish residence blends sleek modern updates and design along with nautical-inspired details throughout! Inside the home features high ceilings, beautiful custom built-ins with integrated spotlighting, warm hardwood floors, an abundance of bright natural light, and exposed brick accent walls that set an authentic city vibe! The home includes Two bedrooms, two full and one half bathrooms. Fabulous balcony located off the primary bedroom suite to enjoy morning coffee or a relaxing evening/ ! With designated parking, thoughtful updates, and in-town walkability, this home embodies Annapolis charm with a modern costal twist. You will love living here!

222 West Street Unit #A, Annapolis

$750,000

Looking for someone to care for a lovingly designed garden, created as a lasting personal tribute. This property feature a huge deck about 500 SQFT, wisteria covered pergola, bricked (herringbone with exterior soldier course) entertainment area with peripheral garden, cobbelstone driveway, gas lights, garage with arts and crafts studio upstairs and storage (using pull down-stairs). Wainscoting in dining-room and kitchen, wetroom in master bath with Victorian clawfoot tub, original heart pine flooring, gutters drain to French drain. Possible owner finance options. Preservation easement to be assigned to Historic Fredericksburg Foundation Inc. Old town Fredericksburg at its best. 2 blocks to rail. Why choose faux Victorian when the real thing is available?

3 Beds ⋅ 3 Baths ⋅ VAFB2008200 MLS

Looking for someone to care for a lovingly designed garden, created as a lasting personal tribute. This property feature a huge deck about 500 SQFT, wisteria covered pergola, bricked (herringbone with exterior soldier course) entertainment area with peripheral garden, cobbelstone driveway, gas lights, garage with arts and crafts studio upstairs and storage (using pull down-stairs). Wainscoting in dining-room and kitchen, wetroom in master bath with Victorian clawfoot tub, original heart pine flooring, gutters drain to French drain. Possible owner finance options. Preservation easement to be assigned to Historic Fredericksburg Foundation Inc. Old town Fredericksburg at its best. 2 blocks to rail. Why choose faux Victorian when the real thing is available?

213 Princess Anne Street, Fredericksburg

$1,200,000

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

MDAA2132270 MLS

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

$1,200,000

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

4 Beds ⋅ 3 Baths ⋅ MDAA2132242 MLS

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

$1,480,000

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

3 Beds ⋅ 3 Baths ⋅ MDAA2126138 MLS

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

141 West Street Unit #403, Annapolis

$1,050,000

This historic and inviting Colonial home, built in 1786, is uniquely charming with large, elegant living spaces. Full of sophistication, it is also exceptionally comfortable and livable. Built as a tavern that Thomas Jefferson famously visited, 39 Cornhill is considered one of the best surviving homes of its kind in America with a remarkable amount of original material. This meticulously maintained residence invites you to experience the best of life in Annapolis as it has been enjoyed for centuries. Unwind in the sunny living room with original wide-plank pine floors and custom cabinets. Enjoy an intimate dinner or host large parties in the pleasant dining room space. Gaze out the bright and airy kitchen’s large windows at the private courtyard outside. Oversized custom cabinets, generous storage, plenty of counter space and room for dining are all part of this exceptional kitchen. The laundry room and a powder room are conveniently located off the kitchen. Another kitchen door leads directly to the pleasant outdoor courtyard, perfect for relaxing or entertaining. The home’s elegant front door opens to a wide entrance hall, the elegant living and dining rooms and the original staircase with impressive architectural detail. A large coat closet provides plenty of storage. On the second level, the serene primary bedroom includes exceptionally roomy closets. Three additional bedrooms are comfortable spaces for guests and/or home offices, ensuring flexibility to suit your lifestyle. The attic features a huge storage area and the basement is newly improved. In this historic home, the charm of downtown Annapolis surrounds you and calls you to be part of its rich history and vibrant lifestyle. BONUS-Rented parking and garage just outside the back gate through the deeded access to the alley.

3 Beds ⋅ 2 Baths ⋅ MDAA2127644 MLS

This historic and inviting Colonial home, built in 1786, is uniquely charming with large, elegant living spaces. Full of sophistication, it is also exceptionally comfortable and livable. Built as a tavern that Thomas Jefferson famously visited, 39 Cornhill is considered one of the best surviving homes of its kind in America with a remarkable amount of original material. This meticulously maintained residence invites you to experience the best of life in Annapolis as it has been enjoyed for centuries. Unwind in the sunny living room with original wide-plank pine floors and custom cabinets. Enjoy an intimate dinner or host large parties in the pleasant dining room space. Gaze out the bright and airy kitchen’s large windows at the private courtyard outside. Oversized custom cabinets, generous storage, plenty of counter space and room for dining are all part of this exceptional kitchen. The laundry room and a powder room are conveniently located off the kitchen. Another kitchen door leads directly to the pleasant outdoor courtyard, perfect for relaxing or entertaining. The home’s elegant front door opens to a wide entrance hall, the elegant living and dining rooms and the original staircase with impressive architectural detail. A large coat closet provides plenty of storage. On the second level, the serene primary bedroom includes exceptionally roomy closets. Three additional bedrooms are comfortable spaces for guests and/or home offices, ensuring flexibility to suit your lifestyle. The attic features a huge storage area and the basement is newly improved. In this historic home, the charm of downtown Annapolis surrounds you and calls you to be part of its rich history and vibrant lifestyle. BONUS-Rented parking and garage just outside the back gate through the deeded access to the alley.

39 Cornhill Street, Annapolis

$530,000

***$5000 closing cost assistance offered with full price offer*** This welcoming, historical home, boasting 3 beds and 2.5 baths, is nestled on a quaint and quiet side street in the Historic District of downtown Fredericksburg. Originally two separate cottages, this unique property was thoughtfully converted into a single-family home in 2005, blending its rich past with modern living. While updated with a gorgeous, contemporary interior, it beautifully retains the original charm of a classic two-level Colonial. Too many features to list here, so be sure to check out the attached feature sheet. A truly great location offers unparalleled convenience. Enjoy easy walks to the VRE, a diverse array of restaurants and shopping, the University of Mary Washington, and Mary Washington Hospital. Dont miss your opportunty to own your very own piece of local history, in a lovely quiet community. Be sure to check out the floor plans added with the pictures and virtual tour.

3 Beds ⋅ 3 Baths ⋅ VAFB2008426 MLS

***$5000 closing cost assistance offered with full price offer*** This welcoming, historical home, boasting 3 beds and 2.5 baths, is nestled on a quaint and quiet side street in the Historic District of downtown Fredericksburg. Originally two separate cottages, this unique property was thoughtfully converted into a single-family home in 2005, blending its rich past with modern living. While updated with a gorgeous, contemporary interior, it beautifully retains the original charm of a classic two-level Colonial. Too many features to list here, so be sure to check out the attached feature sheet. A truly great location offers unparalleled convenience. Enjoy easy walks to the VRE, a diverse array of restaurants and shopping, the University of Mary Washington, and Mary Washington Hospital. Dont miss your opportunty to own your very own piece of local history, in a lovely quiet community. Be sure to check out the floor plans added with the pictures and virtual tour.

211 Prince Edward Street, Fredericksburg

$830,000

OFFER DEADLINE - TUESDAY OCT 14 @ 5M. Live the Annapolis lifestyle in this beautifully updated historic district colonial. Tucked on a quiet street just blocks from downtown, this home offers the best of both worlds. Walk to dining, shops, and the waterfront, then return to your own private retreat that blends historic charm with today’s modern updates. Hardwood floors throughout the main level bring warmth and continuity to the home’s design. Head upstairs to find two comfortable bedrooms and a fully renovated bath, while a top-level loft provides flexible space with its own deck, ideal for a guest room, office, or studio. For added convenience, a newly added half bath is located on the lower level. Fresh carpet and an updated HVAC system enhance comfort and efficiency, making the home move-in ready. With a fenced yard off the kitchen and a large deck off of the the loft, you’ll enjoy both privacy and easy access to all that downtown Annapolis has to offer.

3 Beds ⋅ 2 Baths ⋅ MDAA2127584 MLS

OFFER DEADLINE - TUESDAY OCT 14 @ 5M. Live the Annapolis lifestyle in this beautifully updated historic district colonial. Tucked on a quiet street just blocks from downtown, this home offers the best of both worlds. Walk to dining, shops, and the waterfront, then return to your own private retreat that blends historic charm with today’s modern updates. Hardwood floors throughout the main level bring warmth and continuity to the home’s design. Head upstairs to find two comfortable bedrooms and a fully renovated bath, while a top-level loft provides flexible space with its own deck, ideal for a guest room, office, or studio. For added convenience, a newly added half bath is located on the lower level. Fresh carpet and an updated HVAC system enhance comfort and efficiency, making the home move-in ready. With a fenced yard off the kitchen and a large deck off of the the loft, you’ll enjoy both privacy and easy access to all that downtown Annapolis has to offer.

115 Charles Street, Annapolis

$870,000

Charming, turn-key jewel box in the heart of downtown Annapolis. This 3 bedroom, 2.5 bath historic home features original heart of pine floors, high ceilings, a welcoming front porch, an antique decorative fireplace, and abundant natural light. French doors off the kitchen open to a private deck, fenced courtyard, and majestic magnolia tree. A trap door off the kitchen provides access to a basement, offering ample storage space - one former owner used it as a workshop to build his 22 ft. kayak! Come see this quintessential Historic Annapolis home, ideally located on a peaceful, tree-lined side street just two blocks from the downtown waterfront, shops, restaurants, music venues, and art galleries. See interactive tour and floor plan under virtual tours.

3 Beds ⋅ 3 Baths ⋅ MDAA2123874 MLS

Charming, turn-key jewel box in the heart of downtown Annapolis. This 3 bedroom, 2.5 bath historic home features original heart of pine floors, high ceilings, a welcoming front porch, an antique decorative fireplace, and abundant natural light. French doors off the kitchen open to a private deck, fenced courtyard, and majestic magnolia tree. A trap door off the kitchen provides access to a basement, offering ample storage space - one former owner used it as a workshop to build his 22 ft. kayak! Come see this quintessential Historic Annapolis home, ideally located on a peaceful, tree-lined side street just two blocks from the downtown waterfront, shops, restaurants, music venues, and art galleries. See interactive tour and floor plan under virtual tours.

107 Charles Street, Annapolis

$2,500,000

A rare opportunity to "Live on the Avenue" in one of downtown Fredericksburg's finest and most distinguished homes. Originally built in 1910 and meticulously rebuilt in 2001, this home blends historic charm with modern convenience. Inside, grand hallways, soaring ceilings, rich hardwood floors and elegant dentil crown moldings create an immediate feeling of the quality you'll enjoy throughout. The chef’s kitchen features a new Forno eight-burner range with double oven (2024), a full refrigerator (2025), and a Subzero two-drawer freezer. The adjacent hearth room, with a cozy fireplace and floor-to-ceiling windows, offers stunning views of downtown and the University of Mary Washington. Four levels of living space are easily accessible via an elevator. The primary bedroom features a private balcony and spa-like en-suite. Two additional bedrooms have en-suite baths, and a partially finished basement offers entertainment space and storage. Set on 0.89 acres, the home features lush landscaping and a spacious front porch. Updates include a five-zone HVAC (2024), renovated built-in gutters (2024), exterior paint (2024), and Trex decking (2024). A timeless estate in a prime location—don’t miss this rare find. Option to purchase Lots 14-18 BL 139-P1 along Russell St for $500,000 with sale of house.

6 Beds ⋅ 6 Baths ⋅ VAFB2009114 MLS

A rare opportunity to "Live on the Avenue" in one of downtown Fredericksburg's finest and most distinguished homes. Originally built in 1910 and meticulously rebuilt in 2001, this home blends historic charm with modern convenience. Inside, grand hallways, soaring ceilings, rich hardwood floors and elegant dentil crown moldings create an immediate feeling of the quality you'll enjoy throughout. The chef’s kitchen features a new Forno eight-burner range with double oven (2024), a full refrigerator (2025), and a Subzero two-drawer freezer. The adjacent hearth room, with a cozy fireplace and floor-to-ceiling windows, offers stunning views of downtown and the University of Mary Washington. Four levels of living space are easily accessible via an elevator. The primary bedroom features a private balcony and spa-like en-suite. Two additional bedrooms have en-suite baths, and a partially finished basement offers entertainment space and storage. Set on 0.89 acres, the home features lush landscaping and a spacious front porch. Updates include a five-zone HVAC (2024), renovated built-in gutters (2024), exterior paint (2024), and Trex decking (2024). A timeless estate in a prime location—don’t miss this rare find. Option to purchase Lots 14-18 BL 139-P1 along Russell St for $500,000 with sale of house.

1304 Washington Ave, Fredericksburg

$1,212,500

This is a rare opportunity to own a well-documented (MHA) Greek Revival home on quiet Hanover St. facing USNA across from Officers' Club., very close to Gate 3 and the Navy Chapel (with its wonderful bells). Fully renovated (managed by architect Gary Schwerzler) with 3 fireplaces (LR FP original marble with period details recently converted to gas), KT FP wood-burning and Primary Suite FP wood burning (not in use currently) but beautiful woodwork was recently added by master carpenter. Floors are beautiful Hickory throughout LR, DR and KT`- All rooms have large 6 over 6 windows with marble sills flowing nicely lpast a convenient 1st. floor full bath with a stack Miele washer and dryer. Continue back to the efficient KT with up to date appliances, gas cooking, new Bosch DW,, granite countertop and eat-at bar. There is a cozy seating area, wood-burning FP with TV above. In the corner is a new, top-end elevator to 2nd floor! (please do not operate). Glass doors lead to a fully enclosed, private garden with brick walkway. This is a very special spot, partially shaded by the new deck above - a real retreat in City-living! Stairs (wth new mahogany railing and period newel post) lead from front entrance to Primary BR with FP (not currently in use) a corner nook with little desk and 2 set-backs on either side of the FR that could accommodate large bureaus, be enclosed for closets.... this room has a half-wall, opening to the staircase! An en-suite bath,with marble, tile, nice shower - all re-done complete s this Primary space. Continuing down the hallway is a similar quality hall bath (also with shower) that serves hall BR that could work beautifully as a home office and the end-of-hall BR (with Amish-built Murphy beds and rolling-door closets. This BR has glass doors to the newly built IPE upper deck with custom iron railing. This is the upper end for the elevator. Some important details are the zoned whole house top-end Mitsubishi HVAC system, and the newly installed sprinkler system. No detail has gone overlooked. An unfinished basement has another large washer and dryer, its own HVAC unit and conveniently has its own entrance/exit to the street side of the house. Thank you for your attention to these details.

3 Beds ⋅ 3 Baths ⋅ MDAA2124536 MLS

This is a rare opportunity to own a well-documented (MHA) Greek Revival home on quiet Hanover St. facing USNA across from Officers' Club., very close to Gate 3 and the Navy Chapel (with its wonderful bells). Fully renovated (managed by architect Gary Schwerzler) with 3 fireplaces (LR FP original marble with period details recently converted to gas), KT FP wood-burning and Primary Suite FP wood burning (not in use currently) but beautiful woodwork was recently added by master carpenter. Floors are beautiful Hickory throughout LR, DR and KT`- All rooms have large 6 over 6 windows with marble sills flowing nicely lpast a convenient 1st. floor full bath with a stack Miele washer and dryer. Continue back to the efficient KT with up to date appliances, gas cooking, new Bosch DW,, granite countertop and eat-at bar. There is a cozy seating area, wood-burning FP with TV above. In the corner is a new, top-end elevator to 2nd floor! (please do not operate). Glass doors lead to a fully enclosed, private garden with brick walkway. This is a very special spot, partially shaded by the new deck above - a real retreat in City-living! Stairs (wth new mahogany railing and period newel post) lead from front entrance to Primary BR with FP (not currently in use) a corner nook with little desk and 2 set-backs on either side of the FR that could accommodate large bureaus, be enclosed for closets.... this room has a half-wall, opening to the staircase! An en-suite bath,with marble, tile, nice shower - all re-done complete s this Primary space. Continuing down the hallway is a similar quality hall bath (also with shower) that serves hall BR that could work beautifully as a home office and the end-of-hall BR (with Amish-built Murphy beds and rolling-door closets. This BR has glass doors to the newly built IPE upper deck with custom iron railing. This is the upper end for the elevator. Some important details are the zoned whole house top-end Mitsubishi HVAC system, and the newly installed sprinkler system. No detail has gone overlooked. An unfinished basement has another large washer and dryer, its own HVAC unit and conveniently has its own entrance/exit to the street side of the house. Thank you for your attention to these details.

237 Hanover Street, Annapolis

$2,150,000

Absolutely stunning home on the idyllic waterside of Market St. - just a stone's throw from the waterfront, enjoy seasonal water views from several places within the home!! You will fall in love even before you step inside as you enjoy the manicured landscaping and then the absolute to-die-for screened-in porch!! It is that good!! As you step inside, you will continue to be impressed with 10-foot ceilings and thoughtful renovations that fully maintain the true character of the home. Main floor highlights include a family room anchored by a timeless fireplace, a study with built-in bookcases, a dining room that will have you wishing for Thanksgiving, and a hammock room - yes, you read that right :-) All of this nicely flows to the back of the home and the expansive eat-in kitchen with oversized island, two ovens, and a built-in desk area. Entertaining will be a breeze as this flows directly to the impressively hardscaped rear patio with gazebo. You may not need to see anymore!! However, the primary suite will continue to impress with winter water views, dual closets with organizers, and a nicely renovated primary bathroom. The second bedroom also has an en suite bathroom, and the laundry room might just try to steal the show!! Well enough talking about it, please don't hesitate to come see this amazing and quintessential Annapolis home!! You will not be disappointed!!

4 Beds ⋅ 4 Baths ⋅ MDAA2123192 MLS

Absolutely stunning home on the idyllic waterside of Market St. - just a stone's throw from the waterfront, enjoy seasonal water views from several places within the home!! You will fall in love even before you step inside as you enjoy the manicured landscaping and then the absolute to-die-for screened-in porch!! It is that good!! As you step inside, you will continue to be impressed with 10-foot ceilings and thoughtful renovations that fully maintain the true character of the home. Main floor highlights include a family room anchored by a timeless fireplace, a study with built-in bookcases, a dining room that will have you wishing for Thanksgiving, and a hammock room - yes, you read that right :-) All of this nicely flows to the back of the home and the expansive eat-in kitchen with oversized island, two ovens, and a built-in desk area. Entertaining will be a breeze as this flows directly to the impressively hardscaped rear patio with gazebo. You may not need to see anymore!! However, the primary suite will continue to impress with winter water views, dual closets with organizers, and a nicely renovated primary bathroom. The second bedroom also has an en suite bathroom, and the laundry room might just try to steal the show!! Well enough talking about it, please don't hesitate to come see this amazing and quintessential Annapolis home!! You will not be disappointed!!

83 Market Street, Annapolis

$875,000

In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This is 48 Cornhill, and now it's ready for your family, friends, and guests. The property has been updated while respecting the character and tradition that can only be found in an historic property. The large rooms, en-suite bathrooms, flexible living spaces, an updated kitchen, comfortable baths, and generously sized outdoor living space all offer amenities that modern standards demand. The living and dining room feature heart of pine flooring, and lead into a modern kitchen complete with double oven, granite countertops and custom cabinetry. From there, you can step down to the Family Room and out to the fenced brick paver garden or upstairs to the lofted den/ sleeping space with direct access to one of the two full baths. Upstairs, generously sized bedrooms, built in storage, and a large, bright bath with a cast iron clawfoot tub. Throughout, you'll find details that remind us of the history that these halls have seen. Exposed bricks and beams, original details abound. All of this in a location that is, has been, and will always be, one of Maryland's most coveted areas. Walk to City Docks, the Statehouse, the US Naval Academy, and countless unique shops, restaurants, bars, and entertainment venues. The current owner enjoys over $40,000 in annual gross income through short term rentals on just selected weekend and weekly rentals. A new owner could maximize occupancy through the year for even more! This property is being sold TURNKEY, with all furnishings, decor, and implements included. Truly ready for you to move right in, or activate your short term rental business tomorrow! Existing bookings and weekly occupancies in place, please see documents for details. Street parking is available all over the area, including metered and free spaces, and the new owner may obtain a residential parking pass from the city to utilize District One parking. Discover the charm and timeless appeal of Downtown Annapolis here at 48 Cornhill Street.

3 Beds ⋅ 2 Baths ⋅ MDAA2121434 MLS

In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This is 48 Cornhill, and now it's ready for your family, friends, and guests. The property has been updated while respecting the character and tradition that can only be found in an historic property. The large rooms, en-suite bathrooms, flexible living spaces, an updated kitchen, comfortable baths, and generously sized outdoor living space all offer amenities that modern standards demand. The living and dining room feature heart of pine flooring, and lead into a modern kitchen complete with double oven, granite countertops and custom cabinetry. From there, you can step down to the Family Room and out to the fenced brick paver garden or upstairs to the lofted den/ sleeping space with direct access to one of the two full baths. Upstairs, generously sized bedrooms, built in storage, and a large, bright bath with a cast iron clawfoot tub. Throughout, you'll find details that remind us of the history that these halls have seen. Exposed bricks and beams, original details abound. All of this in a location that is, has been, and will always be, one of Maryland's most coveted areas. Walk to City Docks, the Statehouse, the US Naval Academy, and countless unique shops, restaurants, bars, and entertainment venues. The current owner enjoys over $40,000 in annual gross income through short term rentals on just selected weekend and weekly rentals. A new owner could maximize occupancy through the year for even more! This property is being sold TURNKEY, with all furnishings, decor, and implements included. Truly ready for you to move right in, or activate your short term rental business tomorrow! Existing bookings and weekly occupancies in place, please see documents for details. Street parking is available all over the area, including metered and free spaces, and the new owner may obtain a residential parking pass from the city to utilize District One parking. Discover the charm and timeless appeal of Downtown Annapolis here at 48 Cornhill Street.

48 Cornhill Street, Annapolis

$1,075,000

Experience timeless charm and modern living at 96 Conduit Street — a residence in the heart of Historic Downtown Annapolis. Nestled on a quiet street just steps from Spa Creek and City Dock, this 3/4-bedroom, 2-bath home blends colonial character with modern updates. Recent updates include new roof, new electric, new hot water heater, a new liner for the gas furnace and interior and exterior paint. Enjoy original hardwood floors, exposed brick accents, and sun-filled living spaces throughout. The kitchen features granite countertops and stainless steel appliances. Baths in need of updating. Fexible living space allows for a den/office/guest room with ensuite bath on the main floor. The unfinished basement offers plenty of opportunity for storage. Relax on the private rear patio and enjoy a green, spacious backyard or explore everything Annapolis has to offer, right outside your door — including the U.S. Naval Academy, restaurants, shops, waterfront parks. Ideal as a primary residence, weekend retreat, or investment property.

3 Beds ⋅ 2 Baths ⋅ MDAA2121284 MLS

Experience timeless charm and modern living at 96 Conduit Street — a residence in the heart of Historic Downtown Annapolis. Nestled on a quiet street just steps from Spa Creek and City Dock, this 3/4-bedroom, 2-bath home blends colonial character with modern updates. Recent updates include new roof, new electric, new hot water heater, a new liner for the gas furnace and interior and exterior paint. Enjoy original hardwood floors, exposed brick accents, and sun-filled living spaces throughout. The kitchen features granite countertops and stainless steel appliances. Baths in need of updating. Fexible living space allows for a den/office/guest room with ensuite bath on the main floor. The unfinished basement offers plenty of opportunity for storage. Relax on the private rear patio and enjoy a green, spacious backyard or explore everything Annapolis has to offer, right outside your door — including the U.S. Naval Academy, restaurants, shops, waterfront parks. Ideal as a primary residence, weekend retreat, or investment property.

96 Conduit Street, Annapolis