Caroline VA Victorian Style Homes for Sale

3 Beds ⋅ 2 Baths ⋅ MDCM2007702 MLS

Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. Last but not least the possibility of a portable VA interest rate to qualified buyers. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

$435,000

3 Beds ⋅ 2 Baths ⋅ MDCM2007700 MLS

Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. Last but not least the possibility of a portable VA interest rate to qualified buyers. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

$365,000

4 Beds ⋅ 2 Baths ⋅ MDCM2007636 MLS

OFFER DEADLINE- please submit all highest and best offers by 5:30 pm on 8/4. Welcome to this stunning Victorian gem built in 1900, gracefully resting on three combined lots totaling .76 acres of mature, beautifully planted grounds. From the moment you arrive, the home's presence is unmistakable; a sweeping wrap-around front porch invites you in, while a fully enclosed back porch offers a quiet retreat overlooking the private backyard. Step inside to discover soaring high ceilings and generously proportioned rooms that speak to a bygone era of craftsmanship. Original hardwood floors, pocket doors, and period fixtures and hardware remain lovingly preserved throughout, offering that rare, authentic character today's buyers dream of. Two separate staircases lead to the second floor, where you'll find four spacious bedrooms and a beautifully updated full bathroom. The home has been thoughtfully modernized where it counts most- a stylishly updated kitchen anchors the main level, complemented by a fully updated main-floor bathroom, so timeless charm meets everyday comfort. Recent mechanical updates provide additional peace of mind, including new heat pumps installed in 2020 and 2021, a new roof in 2022, chimney repairs completed in 2022, new washer and dryer in 2025 and a new pressure tank in 2026. Outdoor space is just as impressive as the home itself. The grounds include two outbuildings- a small horse barn with stall and a versatile storage shed with workshop area- along with an expansive 5-bay garage/shop, perfect for cars, boats, hobbies, or storage of every kind. This is a rare opportunity to own a true piece of history, thoughtfully updated for modern living, on nearly three-quarters of an acre of storybook grounds. Homes with this much land, character, and versatility simply don't come along often. Welcome home.

22040 Main St, Hillsboro

$300,000

4 Beds ⋅ 3 Baths ⋅ MDCM2007314 MLS

*THE HIGHLIGHTS: 4BR | 2.5BA | True primary suite | Bedroom-level laundry | Original hardwood floors | Pre-blight American Chestnut woodwork & details | Stained glass | Grand staircase | Updated kitchen with chestnut island | Walk-up attic with 2 finished flex rooms | Updated electrical | Newer main-level windows | Owned solar panels | Pellet stove conveys | Wraparound porch | Screened rear porch | Newly fenced yard | Detached 2-bay garage with upper storage | 30-amp RV hookup | Ample parking for RVs, boats & trailers. THE DETAILS: There are houses. And then there are homes that make you feel something the moment you walk in the door. 209 W Sunset Avenue is the second kind. Built in 1910 and restored over the years, this 4-bedroom, 2.5-bath Victorian in Greensboro, Maryland is a true one-of-a-kind find, a property where original craftsmanship and modern practicality coexist in a way that simply doesn't happen by accident. Step inside and the staircase sets the tone immediately. Original hardwood floors run throughout. Stained glass catches the light. Period lighting and intricate woodwork tell the story of an era when homes were built to last a lifetime. Many of those wood details, the doors, the trim, the island in the updated kitchen, are believed to be pre-blight American Chestnut, a wood so rare today it's essentially irreplaceable. You cannot buy this. You can only find it. And unlike so many Victorian-era homes that charm you on the surface but frustrate you in daily life, this one has been thoughtfully upgraded where it counts. The primary suite is a true primary — private bath, double closet, real privacy. That's not a given in a home from 1910. Bedroom-level laundry means no hauling baskets up and down stairs. The kitchen has been updated with a chestnut island that ties the old and new together beautifully. Two finished rooms in the full walk-up attic give you the flexibility that most homes at any price point simply don't offer — a guest suite, a home office, an art studio, a gaming room, a yoga space. You decide. The major-ticket items are already handled: the electrical system has been updated, the main-level windows and the roof are newer, and the home includes owned solar panels. In Maryland — where electric bills can be genuinely painful — those panels are a financial advantage that pays you back month after month. A pellet stove conveys with the home for extra comfort in the colder months. Step outside and the property continues to impress. The wraparound porch is the kind you picture when you imagine slowing down. The screened rear porch overlooks a newly fenced backyard — private, quiet, yours. The detached 2-bay garage features a metal roof, floored upper-level storage, and an upper loading door that makes moving large items a breeze. A 30-amp RV hookup is already in place, and there is room — real room — for RVs, boats, trailers, and multiple vehicles. This is a home with history, heart, and the infrastructure to live comfortably in it for decades. Homes like this come along once, if you're lucky. Come see it before someone else does. (Garage being sold as-is.)

209 W Sunset Avenue, Greensboro

$467,900

3 Beds ⋅ 4 Baths ⋅ MDCM2007472 MLS

Charming Victorian home in the heart of Ridgely, ideally situated on a picturesque, tree-shaded corner lot. This timeless property offers classic character, curb appeal, and a prime location close to local amenities. An expansive wraparound front porch sets the stage for this beautiful home, featuring a gracious entryway, stunning columned foyer, and gleaming hardwood floors that enhance its classic charm and elegance. The kitchen boasts new warm hardwood floors, granite countertops, and a new refrigerator. Thoughtfully designed with a custom center island, stunning decorative copper farmhouse sink, and a charming stone hearth with wine cooler, this space is both stylish and functional. The adjacent family room features a vaulted wood-plank ceiling, creating a warm and inviting atmosphere, and is conveniently complemented by a full bath. Additional features include a convenient side entrance, laundry room, and pantry. Just off the kitchen, the sunroom opens to a beautiful, shady backyard that is fully fenced and complete with a storage shed—perfect for outdoor enjoyment and storage. The attached one-car garage offers valuable bonus space above, featuring a half bath and flexible living area that could serve as an additional bedroom, home office, hobby room, or guest retreat. Upstairs, you'll find a spacious primary suite featuring vaulted wood-plank ceilings, abundant natural light, and a private half bath. Two additional charming bedrooms offer beautiful wood flooring and share a hall bath highlighted by a classic clawfoot tub. A large walk-up attic provides excellent potential for future expansion and could be finished to create additional living space, a fourth bedroom, home office, or recreational area. Modern comforts include central air conditioning throughout the home, a new heat pump installed in 2023, and a traditional oil furnace that provides dependable supplemental heat during the coldest winter months. Please be sure to mark your calendars for the upcoming open house Saturday from 11 to 2 pm. I look forward to seeing you there. If you can not make the open house please give me a call to schedule a private tour!

202 Central Ave, Ridgely

$223,000

3 Beds ⋅ 2 Baths ⋅ MDCM2006842 MLS

Classic victorian with all of the historic charm on a quiet street in the beautiful town of Greensboro. Renovated in 2024. Beautiful hardwood floors, an updated kitchen and main bathroom. Lovely front porch, outdoor shed and carport in the back. Central air conditioning system. Beautiful lifestyle centrally located close to all that the Eastern Shore offers. Nearby shopping and restaurant options in Denton, Easton, Centerville, Dover, Harrington, Milford and Kent Island.

204 Maple Avenue, Greensboro

$230,000

3 Beds ⋅ 2 Baths ⋅ MDCM2006752 MLS

Classic character, generous space, and a beautiful backyard create a wonderful opportunity to bring new life to this charming property. Buyers will appreciate the timeless details, inviting layout, and the chance to transform the home with thoughtful updates. With a spacious layout and a setting buyers often love, this home offers a wonderful opportunity for someone ready to refresh and personalize the space to match their style. Situated on a lovely lot with room to enjoy outdoor living, the property provides the perfect canvas for someone ready to invest creativity and vision into a home with character. This property is being sold as-is and is offered below the January 2026 appraisal, presenting a compelling opportunity for buyers who recognize potential and value. If you’ve been searching for a home where you can create something uniquely your own, this could be the opportunity you’ve been waiting for.

115 Maple Avenue, Goldsboro

$369,900

4 Beds ⋅ 2 Baths ⋅ MDCM2007094 MLS

This inviting Victorian offers 4 bedrooms and 1.5 baths, that’s perfect for unwinding at the end of the day. Inside, natural light fills the main level, highlighting warm hardwood floors and comfortable living spaces. The living and dining areas connect seamlessly, creating an easy flow for everyday living. The kitchen features ample cabinet and counter space, stainless steel appliances, and a window over the sink that brings in soft daylight. Just beyond, a mudroom with laundry and a half bath adds everyday convenience. The main floor also includes a bedroom and a bright sunroom with vaulted ceilings and walls of windows; an ideal spot to relax or enjoy a quiet morning. Upstairs, the primary bedroom offers a spacious walk-in closet, along with two additional bedrooms and a full bath with a double vanity. Out back, the fenced yard provides room to enjoy the outdoors, along with a oversized outbuilding for extra storage. With updates like newer windows, appliances, and a water heater, and located close to shopping and dining, this home blends comfort, character, and practicality in all the right ways. What are you waiting for? Call today for your private showing or check out the 360-degree virtual tour!

803 Market St, Denton

$270,000

4 Beds ⋅ 2 Baths ⋅ MDCM2006340 MLS

Bring Your Fishing Pole! Nestled along the tranquil waters of Marshyhope Creek, this waterfront retreat offers peaceful views and the rare opportunity to fish or kayak directly from your own private shoreline. This charming 2,820 sq. ft. Victorian home features 4 spacious, freshly painted bedrooms and 1.5 baths and is ready for you to add your special touches. Begin your mornings with coffee on the inviting front porch or host memorable gatherings with family and friends in the generous outdoor living space. Inside, the thoughtfully designed layout offers expansive rooms ideal for everyday living and entertaining. Enjoy cozy evenings by the gas fireplace in the living room, relax in the separate family room, or find inspiration in the sun-filled sunroom, perfect for a home office or reading nook. Additional highlights include a dedicated office and flexible living areas that easily adapt to your lifestyle. Ideally located just minutes from a public boat ramp, walking trails, pavilion, playground, and basketball courts, this home is great for nature lovers and those with active lifestyles.

306 S Main Street, Federalsburg

$160,000

3 Beds ⋅ 2 Baths ⋅ MDCM2006792 MLS

3 bedroom, 1 full bath, 1 half bath Victorian with an attached 2-car garage. Located in a quiet, rural setting between Henderson and Marydel on the Eastern Shore of Maryland. Approximately 20 miles from downtown Dover and the Dover Air Force Base and approximately 30 miles from Easton. Restricted to owner-occupants, non-profits and government agencies through 02/24/2026, with first review of offers occurring on 02/19/2026. HUD Case #241-840729. Equal Housing Opportunity.

315 Cool Spring, Marydel

$115,000

4 Beds ⋅ 2 Baths ⋅ MDCM2006212 MLS

Traditional Victorian. 4 bedrooms, 1 1/2 baths, basement, attic, wraparound porch. Sold as is. Cash or conventional financing. Estate of Bonnie Jefferson.

208 Main Street, Federalsburg

$369,900

4 Beds ⋅ 2 Baths ⋅ MDCM2006876 MLS

Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton

$150,000

3 Beds ⋅ 1 Baths ⋅ MDCM2006574 MLS

Step into this charming Victorian home, a delightful blend of classic elegance and modern comfort. With three spacious bedrooms and a full bathroom, this residence offers a warm and inviting atmosphere perfect for relaxation and gatherings. The traditional floor plan enhances the flow of the living spaces, while the hardwood flooring adds a touch of timeless beauty. The heart of the home features a cozy dining area, ideal for sharing meals and creating lasting memories. Natural light pours in through new windows, illuminating the interior and creating a welcoming ambiance. The kitchen is equipped with newer appliances, including a gas oven/range, refrigerator, washer, and dryer, ensuring convenience for everyday living. Step outside to enjoy the lovely porch, a perfect spot for morning coffee or evening relaxation. The exterior boasts well-maintained sidewalks and a detached garage with additional storage space, electric and garage door opener, providing practicality and ease. The 0.14-acre lot offers a serene view of the city and surrounding trees, with mature landscaping that blooms all year, creating a peaceful retreat right at home. This property is being sold strictly AS IS. PROFESSIONAL PICTURES COMING SOON!

208 S 3rd Street, Denton

$240,000

MDCM2006370 MLS

Great investment opportunity. First floor unit generates $1100/month and second floor unit generates $1,000./month. Conveniently located, multi-family in Downtown Denton with the Denton Police Department directly across the street. Vinyl siding, replacement windows, ductless mini split HVAC and off-street parking in the rear.

207 Gay Street, Denton

$240,000

4 Beds ⋅ 2 Baths ⋅ MDCM2006108 MLS

Newly renovated 4 bedroom, 1.5 bath. Large back yard with large shed and mostly new fence. New central heat and air, new roof, new flooring and paint throughout; new kitchen appliances; new countertop and sink; new hot water heater. Large basement with two extra storage rooms. Home still retains many original features, lovely molding and stair, great back yard; good condition. Listing Agent is Owner, call with any questions. Thank you for showing.

317 W Central W Avenue, Federalsburg

$225,000

3 Beds ⋅ 2 Baths ⋅ MDCM2006262 MLS

Bring your finishing touches to this unique Victorian home located on the Tuckahoe River and the quiet streets of Hillsboro. Centrally located with easy, direct access to the beaches, Chesapeake Bay Bridge, Easton and Rt. 50, this home sits accessible to it all. All of the major, costly, updates, upgrades and systems have been completed per the current owner. Conversations have been had with responsible parties to confirm waterfront access clearing and utilizing the river via a dock and stairs. Grand opportunities wait for this beautiful home and lot! Call to schedule your private tour!

11198 Maple Avenue, Hillsboro

$238,000

2 Beds ⋅ 2 Baths ⋅ MDCM2005852 MLS

Charming home in the heart of Preston! Welcome to your new home! This 2/3 bedroom, 1 bathroom residence combines comfort and style in every corner. Nestled in a tranquil neighborhood, enjoy quick access to local amenities, schools, shops, and water access less than 10 minutes away! Step inside to discover an open floor plan, perfect for entertaining or relaxing. The modern kitchen boasts new appliances, spacious dining area and inviting living space. Most rooms have been freshly painted, and has had new windows installed. The backyard is your personal oasis—big shade trees, perfect for summer and fall barbecues and outdoor gatherings. Don’t miss out on this incredible opportunity! Schedule a showing today and experience all the charm this home has to offer. Approximately 15 minutes to Rt. 50/Easton, 10 minutes to Federalsburg and 20 minutes to DE.

116 Maple Avenue, Preston

$600,000

6 Beds ⋅ 5 Baths ⋅ VACV2008242 MLS

TWO HOMES FOR PRICE OF ONE! ...Opportunity to own a property where historic charm meets modern opportunity in downtown Bowling Green! The main house boasts over 2927Sq Ft with 4 Beds and 3 baths PLUS an additional 1800Sq Ft 2 bed 2 bath Income Property that would make the perfect In-Law Suite or Short Term Rental. This beautiful Queen Anne Victorian Home sits on just under 4 acres, built in the 1900s, and still has a lot of the original charm. Features include original hardwood floors, exquisite detailing, grand staircase, built ins, pocket doors, open kitchen with pantry, sunroom, five unique fireplaces, den/office space, and so much more. There is a main floor primary suite as well as additional large bedrooms upstairs. Formal dining room. Custom windows throughout with tons of natural light! This home has a large country front porch, side fenced area/deck for your pups, and large enclosed back porch with fans/speakers that would be perfect for entertaining. The second home on the property has its own separate parking lot and was renovated as a wedding venue in 2014. This home features beautiful windows, LVP Flooring, its own kitchen, and set up with two primary beds/baths. This multifunctional property could be used as wedding venue, apartments, in-law suite, or a short term rental property for extra cash flow! Plus there is a detached 2 car garage with shed/workshop with electric and second storage shed. Lot is beautifully landscaped with patio areas, sprinkler system, and plenty of space for family fun. Dual HVAC. NEW ROOF! Located in the heart of Bowling Green this home is walkable to restaurants, shopping, town square, and entertainment. Central location only 30 minutes to Fredericksburg and 30 minutes to Richmond. Excellent location trash/leaf removal is included in town taxes. (Assessed value is $496,200 plus added $168,900 for second home with old address of 117 E Broaddus = Priced below taxed assessed!!)

115 E Broaddus Avenue, Bowling Green

$380,000

4 Beds ⋅ 2 Baths ⋅ MDCM2005178 MLS

Welcome to 411 Main St! This stunning Victorian home one of a kind offering 4 spacious bedrooms and 2 baths with over 2400 sqft of living space. This house has been lovingly maintained and updated by long term owners, offering amazing original character. Home draws you in with a porch swing and a stunning wrap around porch with made with teak wood- wood that is strong, durable, and virtually impervious to all weather extremes and rotting. Walking through the into the front door adorned with stained glass, you are greeted with a spacious entryway and original stairwell with a coat/shoe closet. A door opens to a nice size library/den/4th bedroom with door to the full bathroom. To the right of the entry way is a large living room, and a formal dining room. The kitchen is updated with custom made oak/solid wood cabinets, built in side by side freezer and larger refrigerator. An electric, self cleaning wall oven and gas stove top is a chefs dream and is brand new for new owners cooking pleasure! Enjoy the ample counter space for your entertaining needs and the stunning bay window with a beautiful view of the mature Red Wood Dawn and Cypress trees giving the backyard a cool place in the heat of summer. The downstairs full bath is connected to the library/4th bedroom and large laundry/mud room with custom solid wood built-ins, room for all your shoes, jackets and outdoor activities. As you walk upstairs, there are three nice size bedrooms and an open loft that can be a playroom, sitting room or make into your own reading space. A door goes up to the walk up attic that has great potential for a recreation room or large play area for the kids with access to the widows walk! The large primary bedroom has a walk in closet, large bathroom and a door to the screened in balcony addition perfect for your morning cup of tea/coffee. Mini-split units are installed thoughout the 1st floor for maximum comfort. Large Deck is located off the kitchen with figs and other trees in the back yard. In the back yard you will also find an above ground Swimming Pool, an Admiral Walk 12' X 24' above ground solid thick aluminum Rectangle pool that has walk around deck with fence enclosure for safety. Walk-in Steps, pool robot for cleaning is included. Large Detached Garage/Pole Barn with electric and parking for 6 vehicles/and an RV and a 2nd floor shop! Other features: Deep well water, very good quality water, sweet tasting. Baseboard radiant Heat with heated flooring thoughout the home Large Hot Water Capacity Custom made solid wood cabinets. Well insulated walls and floors and ceiling Central Vac system with outlets in basement mechinacal room, 3 on the first floor, 1 on the second floor and 1 in the attic Second floor has central A/C First floor has 3 Mitsubishi Split Heating and AirConditioning Updated 200 amp service, with 100 amp service in the garage, and electric ran out to the outbuild. Garage: Parking up to 6 vehicles, or RV's in the 40 foot in the RV bay and up to 4 vehicles in the other bay's Electric in 1st floor and second floor of the garage, to including a 50 amp circuit for EV or RV plugin, 2 30amp recepticles for RV plug in's. Tons of storage space, 2nd floor workshop 51 panel 14.23 kW PPA Leased Solar aray, major impact to electric bills. 20 year lease, 13.5 remaining Septic Genie! Don't miss this opportunity, schedule an appointment to see this beauty today!

411 Main Street, Marydel

$227,000

3 Beds ⋅ 2 Baths ⋅ MDCM2004966 MLS

Step into this beautiful Victorian-style home featuring 3 bedrooms, 2.5 baths, and a classic freshly painted wrap-around porch perfect for morning coffee or evening relaxation. From the moment you enter, you'll appreciate the blend of old-world charm and modern touches, including a cozy den with a beautiful barn door and a wood stove that adds warmth and character. Hardwood flooring flows throughout, even beneath new carpeting upstairs, preserving the home’s timeless appeal. Enjoy formal living spaces, a functional kitchen with new tile backsplash and pendant lighting, and a convenient laundry room with an adjoining half bath - highlighted with fresh paint. Upstairs, you'll find all three bedrooms and a full bath, plus an unfinished walk-up attic with excellent potential for future expansion. Outdoors, a tree-lined backyard provides privacy, complemented by a covered patio and a detached garage. The paved parking area offers convenience for you and visitors. Ideally located near boat ramps and parks, this home offers easy access to outdoor recreation while delivering the charm and warmth you’ve been searching for!

326 N Main Street, Federalsburg

$245,000

4 Beds ⋅ 2 Baths ⋅ MDCM2005488 MLS

Step into a piece of Greensboro's history with this two-story Victorian home. This large home has four spacious bedrooms and offers ample space for family living and entertaining. The heart of the home, a kitchen remodeled in 2018. The home's exterior had a new roof installed in 2022 and windows replaced in 2023, ensuring both aesthetic appeal and energy efficiency. Nestled in the town of Greensboro, Maryland, residents can enjoy the serene surroundings of the Choptank River.

308 W Sunset Ave, Greensboro

$298,000

3 Beds ⋅ 2 Baths ⋅ MDCM2005476 MLS

Lovingly restored and maintained Victorian charmer, located in the heart of Historic Hillsboro is now searching for a new owner. Stepping inside, you'll be transported to yesteryear as you tread on original hardwood floors and enjoy the neutral paint palette of the generously sized rooms. The living room features a wood burning stove to gather round and enjoy cozy evenings. The dining room and kitchen are also generously sized and offer great storage and counter space to prepare meals together. The kitchen has an adjoining breakfast room/family room that provides another great community space and is ideal for entertaining guests or intimate family gatherings. There's a downstairs bath that includes a handy laundry center. Upstairs you'll find three light-filled bedrooms and a full bath. The primary bedroom measures in at 14’ X 21’ which lends space for a reading nook or a sitting/dressing area. The expansive windows create perfect picture frames to take in water views of the Tuckahoe Creek and from the rear you overlook tranquil, pastoral views. Recent updates include blown in attic insulation, newer garage roof and well. This gracious home is sited on a generous .42+/- acre parcel that the owners thoughtfully partnered with Adkins Arboretum to install 8 beds of native landscaping. The property features an outbuilding with a parking space and a workshop with an oversized loft for storage. There's also an additional storage/potting shed. The outbuildings will be useful for outdoor enthusiasts to store kayaks that can be launched just moments away or walking gear that will come in handy at the Tuckahoe State Park (less than a mile away). Conveniently located, the property is bordered by Talbot, Queen Anne’s and Caroline County - the Bay Bridge is about a 30 minute drive and the Delaware Beaches are about an hour away!

21954 Main Street, Hillsboro

$85,000

3 Beds ⋅ 1 Baths ⋅ MDCM2005428 MLS

Cash or Conventional Sale Investor Opportunity Interior Renovation Needed Exterior in good conditon, relatively new roof.

304 Central Avenue, Federalsburg

$250,000

4 Beds ⋅ 2 Baths ⋅ MDCM2004712 MLS

Huge Price Improvement! Come out and see this lovely home! Welcome to this charming Victorian home nestled in the heart of Denton, where classic elegance meets modern convenience. This delightful 4-bedroom, 2-bathroom residence features a welcoming wrap-around front porch perfect for relaxing and enjoying the neighborhood ambiance. With one bedroom conveniently located on the first floor, it offers flexibility for guests or family members or use as an office. Situated on a spacious corner lot along a serene one-way street, this home is ideally positioned just a short stroll from all the vibrant shops, restaurants, and amenities Denton has to offer. The side-entry garage enhances both the aesthetic appeal and functionality of this lovely property. Recent updates have been thoughtfully made to ensure comfort and style, including a brand-new roof with plywood, modernized gutters, and a new driveway and entry walkway. The kitchen and laundry rooms boast fresh flooring, and new appliances—including a washing machine, dishwasher, stove, and refrigerator—make daily living a breeze. Additionally, recent upgrades include new drywall, paint, GFCI outlets, light switch plates, and fixtures, with new lighting in the hallway and upstairs primary bedroom as well as new air duct ventilation. The heating system is very warm and cozy!

201 S 2nd Street, Denton

$219,000

4 Beds ⋅ 2 Baths ⋅ MDCM2005146 MLS

The heavy lifting has already been done in this adorable, cozy, 1900's Victorian! Brand new mini split units with room for expansion, and a completely refurbished foundation & gutter system, this home is ready to make it your own! This home features an open floor plan downstairs with hardwood flooring, a low maintenance backyard, 2 larger bedrooms & one small bedroom would make a great office, and a huge finished 3rd floor to make fit your needs! Sitting on a quiet street in town, enjoy a short walk to in town amenities & restaurants!

111 Riverton Avenue, Denton

$305,000

4 Beds ⋅ 2 Baths ⋅ MDCM2004954 MLS

Welcome to this Grand Victorian home resting on 3 lots for a total of .76 acres with mature planting and ample storage, including 2 outbuildings one a small horse barn with stall and a storage shed with workshop area and a large garage/shop area. This grand home offers large rooms with high ceilings and all the expected original features: beautiful hardwood floors, original pocket doors, fixtures, and hardware. Two separate staircases lead you to the second floor, which boasts 4 bedrooms and a full bathroom. A large wrap-around front porch and a fully enclosed back porch overlook the backyard with a separate storage shed, livestock stable/barn, and 5-bay garage for cars, boats, or other items. Home offers the modern essentials needed with updates including new heat pumps in 2020 & 2021 and, new roof and chimney repair in 2022.

22040 Main Street, Hillsboro

$250,000

4 Beds ⋅ 2 Baths ⋅ MDCM2004948 MLS

Welcome to this beautifully updated Victorian home, nestled in the heart of Greensboro, MD. This expansive residence boasts timeless charm, from its original hardwood floors throughout most of the home to its distinctive architectural features. The home has been thoughtfully enhanced with modern upgrades, including a structural lift with new supports, ensuring durability and peace of mind for years to come. The addition of new windows floods the home with natural light, while a partial remodel of the kitchen and bathrooms brings a fresh, contemporary feel to the classic design. The master suite is a private retreat, featuring a newly created archway connecting it to an inviting sitting room—a perfect space for relaxation or a home office. Step outside to your private oasis, complete with an 18x36 in-ground vinyl pool, ideal for summer entertaining or quiet relaxation. With its spacious layout and unique blend of historic charm and modern conveniences, this Greensboro gem is ready to welcome you home. Don’t miss your chance to own a piece of history with all the modern amenities you could want!

305 W Sunset Avenue, Greensboro

$375,000

MDCM2004692 MLS

This 1885 Victorian Home is the perfect income property or can be converted back to a single family home. The home features 2 apartments both with 3 bedrooms and 1 bathroom and tons of updates throughout including laundry on both levels and the utilities are metered separately. Apartment A(first level) and Apartment B (second level) both features spacious kitchens and updated bathrooms. Also includes buildable lot located in the rear yard (507 Franklin Street) with water & sewer hook up fees already paid First Floor Unit has ductless mini splits along with baseboard heat(oil) Second Floor Unit has central HVAC along with baseboard heat(oil) Come see for yourself all that this beautiful home has to offer.

9 S 5th Avenue, Denton

$382,000

4 Beds ⋅ 3 Baths ⋅ MDCM2004012 MLS

SELLERS ARE INSTALLING A NEW ROOF! Welcome to this meticulously updated Victorian home nestled within the charming town of Denton MD. This 4 bedroom, 2.5 bath, turn-of-the-century home has undergone a tasteful transformation offering over 3,000 square feet of modern sophistication. As you approach, the classic façade and charming covered front porch welcomes you with blend of elegance and cozy warmth. Upon entering, the living spaces are a perfect blend of Victorian architecture and modern comfort. The warm flooring guides you through the open concept main level with high ceilings, recessed lighting, thoughtful finishes and neutral tones that enhance the timeless atmosphere, creating spaces that are both elegant and comfortable. The main level family room is a harmonious blend of comfort, style, and functionality—a space designed for shared moments, and relaxation. The kitchen has been transformed into a chef's dream with an open-concept design. subway tile back splash and gleaming stainless steel appliances, gas cooktop, wall oven and custom cabinetry. The granite-topped island serves as both a functional workspace and a gathering spot for family and friends, while modern pendant lighting adds a touch of luxury. The spacious pantry also features ample storage and countertop workspace, ideal for staging groceries or storing items. Just off of the kitchen, is your beautifully updated laundry room with granite countertops, cabinetry and closet storage that offers abundant storage for laundry essentials, keeping the space clutter-free and organized. Travel to the upper level where you will find generously sized secondary bedrooms with high ceilings, recessed lighting and ample closet space that share updated, hall bath. The spacious primary suite features tall windows that flood the space in natural light and large, walk in closet. The updated ensuite primary bathroom is completed with a beautiful vanity, tasteful fixtures and spacious walk in and custom tiled shower. Step outside into your deep, level and grassy backyard yard enveloped by privacy fencing that is ready for gatherings of any size, is perfect for kids and pets and a gardener's dream. The detached single car garage combines the functionality of vehicle storage and creative design of a well-equipped workshop. This home's location adds another layer of appeal and is situated close to shopping and dining and Crouse Park with a boat ramp on the Choptank River, trailer parking, fishing dock, and walking trail. Outdoor enthusiast? Enjoy nearby Martinak and Tuckahoe State Parks for boating, fishing, camping and hiking. Denton offers the perfect combination of small town charm, shopping, dining and entertainment and is conveniently located for commuting to the Bay Bridge, Easton and the Delaware Beaches.

610 Market Street, Denton

$220,000

4 Beds ⋅ 2 Baths ⋅ MDCM2003726 MLS

Nice Victorian, Big open rooms, Remodeled 4 years ago, walls have been painted with a fresh coat of primer, making it easy for you to add your own color, without all the work. Plenty of room for a big family or room to grow into. Large eat in kitchen, main floor full bathroom, large upper bathroom, huge attic for lots of storage. Close to Restaurants, and shopping and parks.

611 Market Street, Denton

$299,000

3 Beds ⋅ 2 Baths ⋅ MDCM2003112 MLS

HUGE price reduction. Property was under contract for close to asking. Inspections revealed some issues that are not insurmountable - just not ideal. It is still a very livable home on 1.65 acres of bulkheaded wterfront on the Marshy Hope. It is the perfect home for someone who wants a very reasonably priced waterfront home that comes with it's own projects. The one acre vacant lot next door sold for $150,000. We are happy to share information with serious buyers. It is being sold "as is" in an estate. Picture youself fishing and relaxing in your own back yard. This well maintained Victorian sits on a spacious 1.65 acre lot on Marshy Hope River. A delightful little home that has been well loved since 1890 and is move in ready. Enjoy nature and the serenity of living in the country without breaking the bank! Take your time doing updates or upgrades. There are bright and sunny windows everywhere to let in the natural light. Excellent permanent residence or get away for fishing or boating. This home still has its original Victorian character and charm. Great shop for projects and garage for storage. Only minutes from town. Bulkheaded waterfront in your back yard and boat ramp a block away. Plenty of room to roam and enjoy life.

2569 Veterans Drive, Federalsburg

$250,000

3 Beds ⋅ 2 Baths ⋅ MDCM2004112 MLS

Nestled in the heart of Greensboro, Maryland, 201 South Main St. stands as a testament to the timeless elegance of Victorian architecture. This pre-1900 masterpiece, constructed circa 1870, offers a unique blend of historical charm and modern living, making it a coveted gem in this quaint rural town. As you approach the property, the first thing that captures your attention is the meticulously crafted brick foundation, a hallmark of enduring craftsmanship. The welcoming front porch, adorned with an antique porch swing, invites you to experience moments of serene relaxation while enjoying the view of the beautifully landscaped double-sized lot. The brick walkway, leading up to the porch, adds a touch of sophistication and charm to the entrance. Enclosed by a lovely 4-foot picket fence, the front yard exudes a sense of privacy and exclusivity, while retaining the inviting atmosphere characteristic of Greensboro's close-knit community. The residence itself is a full two stories of architectural beauty, featuring three bedrooms and two full baths, ensuring ample space for both comfort and hospitality. The heart of the home lies in its large kitchen, which boasts enough room for a center island, making it an ideal space for culinary exploration and social gatherings. The adjacent front family room, with its working wood stove fireplace, provides a cozy retreat for chilly evenings, where the warmth of the fire and the glow of the original oversized antique windows create an ambiance of warmth and nostalgia. The natural light that floods through these windows highlights the exquisite details of the all-original wood floors, each plank telling a story of the home's storied past. The separate laundry room adds a touch of modern convenience to the home, seamlessly blending the old with the new. Greensboro, Maryland, is a treasure trove of rural charm, where the pace of life slows down, and community bonds are strong. Its location offers a peaceful retreat from the hustle and bustle, while still providing easy access to the surrounding counties of Talbot, Dorchester, Caroline, and Queen Anne's. The town's rich history, combined with its natural beauty and friendly atmosphere, makes it an attractive destination for those seeking a quieter, more connected way of life. 201 South Main St. is not just a house; it's a piece of Greensboro's heritage, a place where the past and present converge to offer a unique living experience. It's an opportunity to own a piece of history, to be part of a community that values tradition and togetherness. This Victorian beauty is more than a home; it's a lifestyle, a statement of elegance and grace, awaiting its next chapter with you.

201 S Main Street, Greensboro

$420,000

4 Beds ⋅ 4 Baths ⋅ MDCM2003632 MLS

BACK ON THE MARKET!! Magnificent grand home in the heart of historic Denton. Newly refinished hardwood floors, gorgeous moldings, built in bookcases and pocket doors. Chimney was completely re-lined and redone. Many options for heating. 2 zoned central heat and air. The gorgeous living room has a beautiful wood burning propane stove and kitchen has a ceramic, propane stove in kitchen. Both stoves keep the home nice and toasty. Instant hot water that can be used with oil heat. This home was brought up to date with a lovely modern kitchen yet still maintaining the old warm charm and fine craftsmanship. Gorgeous large rooms with high ceilings. This home boasts 5 porches, the side porch is screened in, perfect for summer days. Lovely gardens and big back yard with fire pit. The carriage house can be used as a garage and the upstairs is perfect for storage or made into a bonus room!

205 S 5th Avenue, Denton

$295,000

5 Beds ⋅ 3 Baths ⋅ MDCM2002926 MLS

Charming Victorian home with a lot of original features still here. Some remaining stain glass windows still shine in this home. Many updates have been completed, such as, new roof, new windows, refinished hardwood floors, new kitchen and bathrooms. Freshly painted on the inside and the outside. Sit on one of the dual wraparound porches that this home offers and enjoy the cool fall days. Old carriage house at the back of the property.

205 N Main Street, Greensboro

$380,000

3 Beds ⋅ 2 Baths ⋅ MDCM2003640 MLS

Charming Historic Victorian home on an amazing corner lot. This home is bursting with character and details from turn of the century craftsmanship. Unparalleled care and attention have been given to all the recent upgrades, including new windows throughout, new roof with 6" gutters, dual zoned HVAC units (previous oil furnace and tank are in basement if someone would like to switch back to oil heat), updated electric panels, and a whole house water filtration system. As you enter the grand foyer, you'll notice the hand painted mural from a local artist, and the stained-glass window on the classic stairway. The cozy LR is accented with a beautiful fireplace. The formal DR blends into the open Family Room for memorable gatherings. While all rooms are outfitted with high ceilings and amazing wood floors. An updated kitchen with granite counters and an island rounds out the main floor. Upstairs highlights the 3 spacious BRs (2 with stately Bay windows), an office which can be used as a 4th BR, and an upstairs laundry. Let's not forget the 1500+SF unfinished basement with 2nd laundry area, and a massive walk-up attic for tons of storage space. The detached 2 car garage is perfect for a boat or workshop as well. At the end of the day, you can relax in the oversized yard with Koi Pond or pull up a chair on the incredible wrap around porch.

201 Central Avenue, Ridgely

$165,000

MDCM2003618 MLS

This Federalsburg duplex is fully occupied and bringing in $2175 a month. Unit 208 has 3 beds and 1 bathroom and Unit 210 has 3 beds and 1 bathroom. There are also 2 detached garages that are currently owner occupied but would rent for roughly $150/month each. Recent updates to Unit 208 include flooring, kitchen appliances, some fixtures, and paint. The Landlord pays for property taxes, insurance, landscaping, and water The Tenant pays for electric and heating oil Federalsburg recently approved plans for a Chick Fil A, Wawa, Dollar General, and 43 unit housing community. Dart has also announced plans to double its manufacturing facility in the Federalsburg Industrial Park - lots of growth is happening!

210 E Central Avenue, Federalsburg

$275,000

3 Beds ⋅ 2 Baths ⋅ MDCM2003140 MLS

Prepare to be captivated by this lovingly restored Victorian home located on Market Street. As you step inside, you'll be greeted by stunning hardwood floors and generously proportioned rooms that exude elegance and charm. The thoughtful layout of the house creates a seamless flow, making it ideal for hosting gatherings and entertaining guests. For those who appreciate dining al fresco, the large covered portico provides the perfect setting. Moving upstairs, you'll discover three bedrooms that offer a tranquil retreat for relaxation and privacy. Additionally, there's an enchanting enclosed porch that presents endless possibilities—it can serve as a serene office space, an extra bedroom, or a cozy den for unwinding after a long day. The property has a sizable rear yard, offering plenty of space for outdoor activities and the convenience of off-street parking through the alley. This beautifully restored Victorian home on Market Street is a true gem. With its timeless beauty, spacious interiors, and versatile spaces, it offers a unique blend of historic charm and modern living. Don't miss the opportunity to make this your dream home.

609 N Market N Street, Denton

$359,900

4 Beds ⋅ 3 Baths ⋅ MDCM2003432 MLS

Charming fully renovated historic home in downtown Denton. One of a kind four bedroom house with a mixture of old and new. Three different sitting areas for all kinds of weather! Welcoming front porch and lead glass panel front door. Original woodwork and hardwoods in front hall and front dining/music room. Bricked in sidewalk, foundation is bricked in with vents. Brick hearth vented for wood stove. Gravel driveway with enough room for two cars plus two car parking pad off rear alley. Home features include: Granite countertops, glass backsplash, wood kitchen cabinets, double sink, greenhouse window, stainless steel appliances; Frigidaire dishwasher that's barely been used, Frigidaire microwave and refrigerator with ice maker. GE range. Large kitchen island with pendant lights. Side screened porch with custom made doors with adjustable shades. Beautiful, light filled custom built sunroom addition with heated hardwood floor and access to backyard. Office with French doors wired for cable and Wifi. Workshop shed with electric, work bench, shelving and storage cabinets. Outdoor storage closet on side of the house. Fully finished third floor accessed by spiral staircase features Berber carpet and front and back windows. Entire house wired for cable and ADT security system. All freshly painted and new carpeting. Close to Food Lion, Walmart, Walgreens, new Starbucks, Aldi's, medical center, urgent care, PNC Bank & a huge selection of restaurants!

207 S 6th Street, Denton

$290,000

4 Beds ⋅ 3 Baths ⋅ MDCM2003036 MLS

Welcome to the enchanting heart of historic Denton, where this wonderful home awaits you. Step inside and be greeted by the timeless allure of beautiful moldings, hardwood floors, and the classic charm of pocket doors. The sellers have lovingly maintained the home, and performed many upgrades, including a second full bath upstairs. When it comes to heating options, this home offers versatility and comfort. Experience the toasty heat from the oil fueled radiators, in addition to ductless split units adding heat and cooling to ensure a cozy atmosphere on even the coldest or hottest days. Additionally, the oil furnace has been meticulously inspected and serviced each year. This home seamlessly combines modern convenience with the warm, inviting ambiance of yesteryear. The spacious rooms with their lofty ceilings are nothing short of breathtaking, providing ample space for all your desires. Outdoor living is a delight with a wrap around porch that has been recently redone. Relax and unwind on the porch or back patio, offering a perfect sanctuary for enjoying blissful summer days. Surrounding the property, you'll discover delightful trees and plantings and a spacious backyard, inviting you to create memories and make this oasis your own. The driveway behind the home and the attached garage allow plenty of space for off street parking. Words cannot fully capture the essence of this remarkable home. It is a must-see, an invitation to experience the harmonious blend of history and modern comfort, where dreams take shape and memories are made.

524 Market Street, Denton

$390,000

3 Beds ⋅ 4 Baths ⋅ MDCM2003362 MLS

202 Central Avenue, Ridgely

$367,500

4 Beds ⋅ 3 Baths ⋅ MDCM2003238 MLS

This property is occupied, drive by only. do not contract occupants. Offered for sale through XOME auction site.

22192 Hillsboro Road, Denton

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