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$930,000
6 Beds ⋅ 5 Baths ⋅ MDBA2175944 MLS
Storybook Charm in Roland Park! Step into timeless elegance with this stunning Dutch Colonial in the heart of one of Baltimore's most treasured communities. Built circa 1900 and beautifully renovated in 2013 with over 4,500 square feet of living space, this 6-bedroom home blends classic character with modern functionality. Highlights include: Impressive center hall entryway, formal dining room, living room with wood-burning fireplace, first-floor den, and an updated eat-in kitchen with double ovens and island seating. Luxe primary suite, 5 additional bedrooms, 3 full and 2 half bathrooms, plus a finished lower level with family room, office, and more. Enjoy peaceful mornings on the screened porch, entertain on the back deck, or stroll to nearby parks, shops and restaurants. Roland Park Schools and Roland Park Pool.

16 Elmwood Road, Baltimore
$726,000
5 Beds ⋅ 3 Baths ⋅ MDBA2176642 MLS
Roland Park Colonial: Modern Comfort Meets Timeless Charm Offer Deadline Tuesday July 29th by Noon. Experience the best of Roland Park living in this meticulously renovated 4-level brick colonial. This home seamlessly blends its original character with thoughtful modern upgrades, including a stunning new basement suite, a picturesque landscaped garden, and an enviable location that puts top schools and amenities within easy reach. Inside, natural light floods updated interiors featuring fresh paint and contemporary lighting. The layout flows effortlessly, perfect for everyday living and memorable gatherings. Culinary dreams come alive in the gourmet kitchen, equipped with a charming farmhouse sink, inviting island seating, a wine rack, and bespoke built-ins. Ascend to a tranquil primary suite, where a spa-like bathroom awaits with a luxurious soaking tub, dual rainfall shower heads, and elegant finishes. An adjoining flexible bonus room offers endless possibilities—a nursery, dedicated office, or generous walk-in closet. Continue to the finished attic, a bright bonus space with vaulted ceilings, exposed brick, and smart built-in storage. The recently finished walk-out basement (2024) boasts luxury vinyl plank flooring, fresh drywall, and a gorgeous full bathroom with marble floors—ideal for guests, an in-law suite, or a private retreat. The versatile finished attic provides even more living space, complete with vaulted ceilings, exposed brick, and smart built-in storage. Outdoors, your private oasis awaits. Enjoy the expansive deck, cozy fire pit, relaxing hot tub, and a beautifully terraced garden teeming with local wildlife and vibrant colors. A convenient garage and private parking pad complete the exterior. Recent upgrades enhance peace of mind: a smart thermostat (2022), new water heater (2023), new siding and gutter guards (2023), plus regraded landscaping with improved drainage (2024). Nestled in a quiet, connected community, you'll find easy access to I-83 and downtown Baltimore, and you're just a short stroll from top-rated schools like Roland Park Elementary, Gilman, Friends, Bryn Mawr, and Roland Park Country School. Move-in ready and truly a rare Roland Park gem!

5007 Greenleaf Road, Baltimore
$300,000
2 Beds ⋅ 2 Baths ⋅ CVR-2525416 MLS
Just steps from Battery Park and tucked along the grassy median of Hawthorne Avenue, this classic Dutch Colonial is brimming with charm and character. Built in 1925, it still showcases timeless features like the original slate roof, pine floors, crown molding, a decorative brick fireplace, 15-panel glass French doors, and a graceful archway—all balanced with thoughtful updates. A welcoming foyer with hardwood floors opens into an oversized living room filled with natural light. The updated kitchen features a full wall of cabinetry, gas cooking, and a peninsula with bar seating, and it flows seamlessly into the dining room for easy entertaining. A sunny first-floor Florida room with casement windows and a convenient half bath complete the main level. Upstairs, you’ll find two generous bedrooms, including a truly expansive primary that was once two bedrooms. Hardwood floors continue throughout, and the full bath offers both a garden tub and a walk-in shower. Outside, enjoy a huge, fully fenced backyard with a patio, a large detached garage, and a balcony above the sun room! There’s also a full unfinished basement offering plenty of storage - it’s incredibly functional and could extend to something beyond just additional storage! With its unbeatable location and blend of original details and modern updates, this home is one you’re sure to love!

2912 Hawthorne Avenue, Richmond
$865,000
4 Beds ⋅ 5 Baths ⋅ MDBA2170738 MLS
Welcome to this timeless residence nestled on a picturesque corner lot in the heart of Roland Park, just steps from Eddie’s, neighborhood schools, the pool and charming shops. With over 4,000 square feet of beautifully maintained and thoughtfully updated living space, this gem offers the perfect blend of historic character and modern functionality. Step inside from the large, inviting front porch and experience the warmth of hardwood floors, custom millwork, and abundant natural light throughout. The main level offers a gracious, open flow ideal for entertaining, featuring a formal living room with a fireplace, an elegant dining room, and an eat-in kitchen that opens via sliding glass doors to a private deck—perfect for al fresco dining. A cozy sunroom off the living room overlooks the lush, professionally landscaped backyard and provides a peaceful retreat year-round. The spacious family room, complete with a second fireplace and built-in bookshelves, is the heart of the home—ideal for gatherings or quiet evenings. With four large bedrooms, including two primary suites, plus a separate office, there’s ample space for family, guests, or work-from-home needs. Three full bathrooms and two powder rooms (including one in the fully finished basement) provide convenience on every level. The finished basement offers flexible living space, extra storage, and a half bath—perfect for a playroom, gym, or media room. Additional storage can be found on every floor, making organization a breeze. Outside, enjoy the fabulous front porch, rear deck, manicured gardens, and a detached garage. With dual-zone central A/C, updated systems, and a layout designed for both privacy and togetherness, this home is as comfortable as it is beautiful.

403 Club Road, Baltimore
$285,000
3 Beds ⋅ 2 Baths ⋅ VARC2000710 MLS
Beautiful Single-Family Home in Desired Richmond Location. New Carpet, Fresh Paint, Upgraded Counter Tops, Luxury Vinyl Flooring, Much More. Must See!

2007 Orlando Road, Richmond
$749,900
5 Beds ⋅ 3 Baths ⋅ MDBA2169620 MLS
Classic Roland Park porchfront Center Hall Colonial laden with character and the comforts of a truly wonderful home. Foyer entry, beautiful wood floors, inviting Living Room with woodburning Fireplace and newly relined chimney, roomy cook’s kitchen with retro countertops, freshly painted cabinetry, and breakfast bar. Sunlit breakfast room with encasement windows and French doors that open to double-tiered wooden deck and patio overlooking lush backyard oasis. Three spacious bedrooms on the second floor, which includes a Primary Bedroom with sitting room and hall bathroom with accessible shower that can easily be converted back by adding a shower door or curtain, and an expanded second bedroom with its own AC and Heat system. The third floor has two additional bedrooms and full bathroom as well as a bonus room/music practice space/art room/office. Lower Level Family Room with half-bathroom and laundry room with new commercial grade Speed Queen washer and dryer. No central air, but the window air conditioning units are energy efficient, cool the house well, and will convey. This much-adored home has hosted many fabulous dinner parties, book clubs, family gatherings and guests from around the world. You will love living here and creating your own special memories. Highly desirable location is just steps away from the Roland Park Pool, Friends School, RPCS, Gilman, Roland Park Elementary and Middle School, Eddie's Market, and some of the city's finest restaurants all within a few minutes from your door. Roland Park School District, in idyllic Wyndhurst community of Roland Park. *PROFESSIONAL PHOTOS WILL BE UPLOADED SOON.

206 Wyndhurst Avenue, Baltimore
$525,000
3 Beds ⋅ 3 Baths ⋅ MDBA2175806 MLS
Tucked away on a quiet, tree-lined block in the south end of Roland Park, 4239 Wickford Road is a beautifully updated end-of-group home that blends timeless charm with thoughtful modern upgrades. With its sun-drenched rooms, lush gardens, and inviting interior palette, this home offers warmth, comfort, and a deep connection to its green surroundings. Step inside and be welcomed by warm wood floors, soft restful tones, and a layout that feels both classic and adaptable. A bay window in the front living room frames the fenced front yard and fills the space with natural light. The wood-burning fireplace adds ambiance and comfort, especially in cooler months. The refreshed kitchen preserves the home’s retro charm with its original layout and warm white cabinetry, while stainless appliances—including a new high-end dishwasher (2025) and refrigerator (2020)—add modern functionality. Sliding glass door open to a refinished rear deck (2021), perfect for outdoor dining and morning coffee. Upstairs, you’ll find three serene bedrooms—both with expanded closets and calming views of the garden and adjacent parkland. The primary suite includes an updated ensuite bath, while a second full bath on this level also features soft-hued tilework and modern fixtures. Custom shades and updated light fixtures elevate the home’s style and functionality throughout. The lower level offers excellent flexibility: a bonus family room or guest suite with a stone fireplace surround, paneled walls, and a full bathroom—ideal for visitors or extended living. A dedicated laundry room with a sink, folding area, and two large storage closets keeps things fresh and efficient. Recent upgrades include a new sump pump and drain tile system (2020) and a chest freezer (2024). Outside, the fully fenced yard is a gardener’s paradise. Enjoy mature landscaping with roses, lilacs, peonies, hydrangeas, daylilies, a red maple, azaleas, a cherry tree, and more. Across the alley, the bonus lot includes a white stone 2-car parking pad (installed 2021) and raised vegetable beds which are ready for your summer harvest. The bonus lot opens directly to the Stony Run Trail, connecting you to one of Baltimore’s most beloved green corridors. 4239 Wickford Road is more than a house—it’s a place that feels like home the moment you arrive. From its cozy interior to its flourishing gardens and connection to the outdoors, this Roland Park gem is ready to welcome its next chapter.

4239 Wickford Road, Baltimore
$535,000
MDBA2169930 MLS
Located at 4036 Roland Avenue in Baltimore, Maryland, this multi-family residence presents an inviting home, ready to move in and begin your next chapter. Featuring 2 units - Main level unit is a 2BR/1BA, kitchen, front porch, fireplace, living room and dining room. Upstairs unit you will find 2BR/2BA, living room with fireplace and built ins with an office nook, dining room, kitchen, laundry room, and front porch/deck/balcony. Imagine evenings spent in the living room, gathered around the fireplace, the warm glow dancing across the elegant crown molding that graces the space. Live in one and rent the other!! This property further boasts a fenced backyard, amazing CARRIAGE HOUSE, 2 car garage, storage shed, workshop and could fit up to 6 vehicles! Walkout basement with tons of space. This residence offers the perfect blend of comfort and convenience, nestled between Hampden and Roland Park.

4036 Roland Avenue, Baltimore
$535,000
4 Beds ⋅ 3 Baths ⋅ MDBA2169906 MLS
Located at 4036 Roland Avenue in Baltimore, Maryland, this multi-family residence presents an inviting home, ready to move in and begin your next chapter. Featuring 2 units - Main level unit is a 2BR/1BA, kitchen, front porch, fireplace, living room and dining room. Upstairs unit you will find 2BR/2BA, living room with fireplace and built ins with an office nook, dining room, kitchen, laundry room, and front porch/deck/balcony. Imagine evenings spent in the living room, gathered around the fireplace, the warm glow dancing across the elegant crown molding that graces the space. Live in one and rent the other!! Or easily convert back to a single family! This property further boasts a fenced backyard, amazing CARRIAGE HOUSE, 2 car garage, storage shed, workshop, large yard plus garden area and could fit up to 6 vehicles! Walkout basement with tons of space. This residence offers the perfect blend of comfort and convenience, nestled between Hampden and Roland Park.

4036 Roland Avenue, Baltimore
$559,000
4 Beds ⋅ 3 Baths ⋅ MDBA2172120 MLS
Welcome to this beautifully maintained and thoughtfully updated semi-detached four bedroom, two full and one half bath home in the heart of Roland Park. From the moment you step inside, you’ll feel the warmth and character that make this house truly feel like home. The main level features an elegant living room with a wood-burning fireplace, a formal dining room perfect for entertaining, and a cozy sunroom ideal for relaxing or working from home. A classic cook’s kitchen offers ample cabinetry and storage, with large windows throughout the home bathing each room in natural light. Upstairs, you’ll find three spacious bedrooms and two updated full bathrooms on the second level, while the third floor offers a versatile fourth bedroom; perfect as a guest room, office, or creative space. The finished basement includes additional storage, a half bath, laundry, and flexible space for recreation or a home gym. Original hardwood floors and timeless mouldings add charm and character throughout. Step outside to enjoy a brand new custom patio, ideal for outdoor dining, entertaining, or simply relaxing in the landscaped backyard. Located in a prime spot overlooking Stony Run and just steps from Linkwood Park, with easy access to all the shops and restaurants of Hampden and Roland Park. This is a rare opportunity to own a stylish, updated semi-detached home in one of Baltimore’s most desirable neighborhoods. Separately deeded lot on Meadow Lane

4307 Wickford Road, Baltimore
$1,175,000
6 Beds ⋅ 5 Baths ⋅ MDBA2166342 MLS
Welcome to 4711 Roland Avenue. This grand but very livable home is one of the oldest in the neighborhood. Nestled in mature plantings, the stone columned front porch awaits. As soon as you enter you will imagine evenings spent there with friends and family. Once inside the house you will feel light and openness on both sides. To the left is a large library which could be an office or a separate sitting room. To the right is the living room that opens onto the expansive, enchanting sunporch. The elegant dining room is where you can host dinner parties and extended family gatherings with ease. The updated kitchen with marble countertop has a butler's pantry and mud room adjoining. Original details greet you at every turn: stained glass, oak staircase, and circular turret spaces. The second floor has a large Primary bedroom with ensuite updated bath and three additional bedrooms with two more baths and a laundry room. On the third floor you will find three bedrooms and a renovated bath. Two car garage built in 2005 and 3 extra parking spaces at the back of the yard can be reached from the alley Enjoy all that Roland Park has to offer: restaurants, shops and grocery within a short walk, neighborhood pool, nearby public and independent schools, walking paths and cummunity events. Close to 83 for an easy commute.

4711 Roland Avenue, Baltimore
$505,000
4 Beds ⋅ 2 Baths ⋅ MDBA2169386 MLS
Tucked into the heart of Roland Park on picturesque Deepdene Road, this enchanting storybook cottage blends timeless charm with thoughtful updates. Set against a lush, terraced backdrop, this detached home offers 4 spacious bedrooms, 2 full baths, and a versatile floor plan perfect for modern living. The main level features a warm, formal living room with a wood-burning fireplace, a gracious dining room, and a bright four-season sunroom — ideal for year-round enjoyment. The cozy den, complete with custom built-ins, provides the perfect spot for working from home or unwinding with a good book. A delightful butler’s pantry with a sink and additional cabinetry connects to the refreshed kitchen, which now boasts new quartz counters, updated flooring, and modern lighting. Upstairs, the primary suite includes a private full bath, while three additional bedrooms share a second updated bath. Original hardwood floors throughout have been beautifully refinished, and the entire home has been freshly painted for a crisp, clean look. Out back, the large rear deck offers a peaceful place to relax or entertain while enjoying the beautifully landscaped hillside—lush, green, and full of character. While there’s little traditional yard space, the surrounding greenery creates a private, serene atmosphere that’s both low-maintenance and visually stunning. With a classic slate roof meticulously maintained by Fick Bros, this charming home is a rare value in Roland Park—offering the character you love, the updates you need, and a location that can’t be beat.

201 Deepdene Road, Baltimore
$313,599
4 Beds ⋅ 2 Baths ⋅ CVR-2517790 MLS
Calling all investors! This Classic American Four Square has 4-bedrooms, 2-baths is a fantastic opportunity located just a short walk from Battery Park and pool. Has formal living/dining rooms, full front porch and patio. With its spacious layout and prime location in a desirable neighborhood, the possibilities are endless—whether you're looking to flip, rent, or restore it to its full potential. Don’t miss out on this value-added opportunity to bring new life to a property in one of Richmond’s most historic areas. Schedule your showing today and imagine the possibilities! Renovated houses in area sell for $600,000+.

2913 Noble Avenue, Richmond
$670,000
5 Beds ⋅ 3 Baths ⋅ MDBA2170850 MLS
This 5-bedroom, thoughtfully designed house on the "Roland Court" cul-de-sac is enhanced by period architectural interior and exterior detail including high ceilings with detailed crown moldings and baseboards, gleaming hardwood floors throughout, and inviting rooms in a well-designed floorplan that facilitates comfortable flow and enhances entertaining with privacy in its rear yard oasis and social outdoor common space enjoyed by the Court's neighbors. The architect's thoughtful design allows this homeowner to enjoy the outdoors via large paned windows throughout that make it evident that was the goal. The house sits three back from the main roadway on a Court that allows the homeowner to enjoy the view of the grassy and tree-bountied garden instead of the main roadway. A first-floor entrance hall flows into the welcoming living room with fireplace then into a large dining room amended by an all-window walk-through from kitchen to garden and offers a powder room. The renovated kitchen provides a direct entrance into the voluminous garden surrounding three sides of the house. This house has the largest private yard of the dozen in the Court, elegantly beautified by a brick wall between this and its neighbor's yard. The yard is a private, beautiful, relaxing, and elegant space that serves as an oasis for the home's owner and guests. Two parking spaces also convey; one directly in front and another on the Court. The upstairs rooms are large and comfortable; the second floor is a set that could serve as an accommodating primary "suite of rooms" including a large primary bedroom with private balcony, a bathroom that has both hall and bedroom entrances, a substantial room with a fireplace that serves now as an inviting den, and a large closet room with elegant built-ins to accommodate and maximize the size of the bedrooms. The third floor includes three bedrooms and a full bathroom with "ball & claw" soaking bathtub/shower. The full-footprint, dry basement provides a solid concrete floor and currently serves as a traditional basement that is well lit and includes workshop, laundry, and a "flush" toilet for the gardener's and launderer’s convenience. Its large open space will provide endless possibilities for use including storage, hobby space, play area, office, workout on solid concrete floors that withstand the equipment use, workshop, etc.. Pedestrian accessibility to Hampden, Rotunda, Roland Park, Evergreen and ready access to transportation I-83, AMTRAK nearby, light rail, and bus routes enhance its appeal. Many public and private schools are within walking distance. The owner just replaced the hidden rear gutter and maintains the solid 200-year "peach bottom slate" roof with a Black Diamond contract. All windows on the second and third floors were replaced eight years ago and four original remain (three on 1st fl and one of 2nd fl). The chimney was recently repointed when the Seller had the brick exterior assessed and was assured of its excellent condition. A transferable home warranty covers interior and exterior electrical and power lines, furnace, and A/C and it was used to replace the hot water heater in 2024. Note photographer's floor plan for the second fl is missing dressing room & balcony so is being corrected,,,, This lovely house's indoor and outdoor amenities and location are reflected in the Court's desirability as the location for its next homeowner and perhaps the family's future generations.

4316 Roland Avenue, Baltimore
$611,000
3 Beds ⋅ 4 Baths ⋅ MDBA2170178 MLS
Located in the highly desirable Keswick neighborhood and within the coveted Roland Park school district, this beautifully maintained 3-bedroom, 2 full and 2 half bath brick colonial blends timeless architecture with thoughtful updates throughout. A gracious foyer welcomes you into the home, where original hardwood floors and a soft, neutral palette create a warm and inviting atmosphere. The spacious living room features a classic fireplace with mantel and flows seamlessly into an open-concept dining room, just off the updated kitchen. The kitchen boasts a stylish two-tone cabinet design, granite countertops, and stainless steel appliances—perfect for everyday living and entertaining. At the rear of the main level, a versatile bonus room can serve as an office, den, or potential 4th bedroom, accompanied by a convenient half bath. A side entrance leads directly to the large, flat, fully fenced backyard—ideal for grilling, gardening, or enjoying time outdoors. The property also includes a parking pad and a detached one-car garage for added convenience. Upstairs, the sun-filled primary bedroom offers generous closet space, while two additional bedrooms share a Jack-and-Jill half bath. A beautifully renovated full bath completes the upper level. The finished lower level provides even more living space, including a large recreation room, a bonus flex space perfect for a home office or gym, abundant closet storage, and another full bath. The basement also features a utility area, laundry room, and direct walk-out access to the backyard. Outside, enjoy a brick patio surrounded by landscaped perennial gardens—a tranquil setting for relaxing or entertaining. Additional updates include modern Thompson Creek vinyl windows and upgraded electrical (no active knob-and-tube wiring). Offers due Monday 6/16 9 am. Don’t miss this opportunity to own a classic, move-in-ready home in one of Baltimore’s most sought-after neighborhoods. Walk to local shops, parks, restaurants, schools, and more!

4407 Sedgwick Road, Baltimore
$670,000
3 Beds ⋅ 3 Baths ⋅ MDBA2172058 MLS
Welcome to this impeccably designed, fully restored EXTRA-WIDE EOG RH in Baltimore, nestled on the edge of Hampden/Roland Park directly across from the newly renovated Roland Park Water Tower. This stunning row-home includes a compete restoration of the plaster walls, new ceilings, radiators, hardwood floors and trim thought the home. We have installed new Marvin fiberglass double hung windows, high velocity central air with zero duct-work chases. New roofs of the porch and master bathroom as well as a complete silver-coat of main roof. A Schluter waterproof master bathroom with heated flooring and a 48 X 48 inch shower and double sinks. The kitchen has a large open floor plan with counter seating and gorgeous level 7 quartz counters, tile backsplash and high end Kitchen Aid appliances. Full size laundry room on the first floor with side by side W & D, cabinets, sink and very unique quartzite counter. This TH lives like a single family home with all three bathrooms having larger windows as well as the laundry room. This home features all new plumbing, new 200 amp electric service, two zone air conditioning, new tankless Rinnai hot water heater as well as upgraded gas meter and copper hot water radiator lines. All radiators have been upgraded with new regulators and bleeder valves. Every item in this home has been carefully selected by the owners to create a beautiful timeless masterpiece. It is a one of a kind from the great attention to detail at every turn. We have restored the original door hardware as well as transom windows and even selected restored unique vintage lighting in places. Enjoy your wrap around porch and beautiful landscaping as well as a new 16 X 16 foot deck to be built off back of house at your double door entrance with fully fenced yard to be installed prior to settlement. Basement partially finished with separate zone heat and air. Top it all off with a private blacktop 3 CAR PARKING PAD! Full appraisal of property has already been completed.

4300 Evans Chapel Road, Baltimore
$890,000
6 Beds ⋅ 3 Baths ⋅ MDBA2168422 MLS
Welcome to 109 Deepdene Road, a charming porch-front home nestled in the heart of Roland Park. Original features, combined with numerous thoughtful updates, offer the perfect combination of charm and functionality. Recent updates include roof (2023), beautiful kitchen (2020), natural gas furnace (2019), gutters (2016 and 2nd floor full bath (2016). Step inside to discover a large foyer and warm and inviting atmosphere. The home's layout offers easy access to the stone patio via both the kitchen and dining room, which is perfect for entertaining and comfortable family living. The 2nd floor features 4 bedrooms and a renovated bath, while the 3rd floor offers 2 additional bedrooms, also perfect for office space. The full basement includes a separate laundry room, utility room and space for recreation and hobbies. Located within a 5-minute walk of Roland Park Elementary/Middle School, Gilman School, Roland Park Country School, as well as the post office, library, Starbucks and Eddie's, the convenience can't be beat! Experience the perfect blend of historic charm and modern convenience. 109 Deepdene Road is ready to welcome its next fortunate owner.

109 Deepdene Road, Baltimore
$540,000
5 Beds ⋅ 4 Baths ⋅ MDBA2165378 MLS
This spacious and sun-filled 5-bedroom, 3.5-bath townhome in the rarely available Roland Gate community, is just outside of Roland Park and Hampden. This pleasant and convenient community is quaint, small, and has a $380/year HOA for maintenance of the public area. The house at 4409 Lawrence Avenue is one of the largest homes in the community, featuring garage parking plus a private driveway. Built in 2006, this modern 4-level home offers 9' ceilings on the main level, abundant natural light, and exceptional living space, including a front balcony, grill pad out back, and a gas fireplace in the living room. Step inside the welcoming foyer with oversized double closets and direct access to the 2-car garage with additional storage space. The adjacent laundry and utility room provides even more room for organization and storage. The main level impresses with an open-concept layout ideal for entertaining. The expansive gourmet kitchen boasts rich wood cabinetry, some with glass doors, generous storage including a full pantry cabinet, stainless appliances, a massive 8' granite island, wet bar, a separate breakfast nook, and a convenient half bath. The combined living and dining areas flow seamlessly, with access to a front balcony, perfect for sunset views. Upstairs, the primary suite features a luxurious en-suite bath with dual vanities, a soaking tub, a separate shower, and a walk-in closet designed by California Closets. Two additional spacious bedrooms and a full hall bath complete the third level—both with more thoughtfully designed California Closets. The top floor offers two more rooms and a full bath, providing flexible options for bedrooms, a family room, home office, or whatever you may need. Perfectly positioned between Hampden and Roland Park, you'll enjoy easy access to local favorites like Union Collective, Woodberry Kitchen, Artifact Coffee, Waverly Brewing, The Avenue/36th Street shops and restaurants, Miss Shirley's, Alonso's, Eddie's, Petit Louis and so much more. Commuters will love the proximity to I-83, the Cold Spring MARC Station, and nearby institutions including Johns Hopkins University, Loyola University, College of Notre Dame, JH Hospital,and Union Memorial Hospital. Schools assigned to the property are Medfield Elementary, Roland Park Middle. Other convenient schools include Roland Park Country School, Gilman, Bryn Mawr, Friends School, Redeemer Parish Day School, Boy's Latin, Calvert School, Baltimore Polytechnic Institute and many more. Don’t miss this opportunity to own a well-appointed home with the rare blend of space, style, and location!

4409 Lawrence Ave Avenue, Baltimore
$815,000
5 Beds ⋅ 3 Baths ⋅ MDBA2167906 MLS
MULTIPLE OFFERS RECEIVED. Come meet this treasure at 111 Deepdene Road, located on a large lush lot adjacent to the bucolic ‘Litchfield Path’ footpath. This is the first time this charming house and garden has been available since 1969. Owned by a long-time artist and architect everything here is well thought out and executed. The Roland Park location is ideal for anyone looking to live close to neighborhood amenities such as Eddies Supermarket, Pratt Library, Banking, Post Office, Petit Louis, Johnny’s and curated shopping at the newly improved Cross Keys!  Within walking distance to nearby public and multiple private schools. Home overlooks Roland Park Country School forested grounds. This 1910 shingle style home is in meticulous condition inside and out. The main level has a gracious large foyer with custom built-ins, living room with wood burning fireplace, spacious dining room with window seat for large family gatherings, powder room, custom kitchen designed by a noted interior designer with well thought out spaces for all your cooking and storage needs. Enjoy morning breakfast in the kitchen with picture windows and a sliding glass door overlooking the lush gardens and paths, or on the large screened side porch ideal for entertaining overflow spaces. Adjacent to the kitchen is a butler’s pantry with sink, warming drawer, space for a microwave, additional storage and conveniently located laundry with its very own laundry chute from the second floor. Attractive bay window seat provides a resting place on the landing leading to the second floor. The second-floor has a primary bedroom with custom built-ins and ample closet space, plus three additional bedrooms and one very special full bathroom. The third floor has a large bedroom which was originally two bedrooms but the owner transformed this into an artist’s studio with additional storage/wardrobe, full bath and attic for additional storage. The gardens and grounds are full of surprises. Secret, winding stone paths, multiple seating areas, built- in benches and water feature are set amid abundant Azaleas in all colors, Peonies, Pink Dogwoods, Rhododendron, River Birch Trees, Irises and many other unique varieties dotting the landscape. A true gem of an oasis for a gardener. Something is always in bloom here in this easy to care for perennial garden front and back. With high velocity central AC on the 2nd and 3rd floors, the main floor remains cool in the summer. The seller would like a quick closing with a two-month post settlement occupancy.

111 Deepdene Road, Baltimore
$255,000
2 Beds ⋅ 2 Baths ⋅ MDBA2169008 MLS ⋅ Deer Ridge BLDG.
Welcome to this beautifully renovated, "SMART," 2-bedroom, 2-bath Roland Park condo offering over 1,400 sq ft of stylish, comfortable living in one of Baltimore’s most sought-after neighborhoods. From the moment you step inside, gleaming hardwood floors and chic contemporary finishes set the tone for a home that’s as elegant as it is functional. Enjoy the expansive, open floor plan, designed for both relaxation and entertaining. The living and dining area features two sets of French doors that open to two large private balconies—perfect for container gardening, morning coffee, or simply soaking in the peaceful southeastern views. The gourmet kitchen is a chef’s dream, featuring white quartz countertops, soft-close cabinetry, stainless steel appliances, a touch-activated faucet, and a generous pass-through layout that keeps you connected to guests while preparing meals. The spacious primary suite features an enviable walk-through closet/dressing room, providing more than ample closet space, and a modern en-suite bath. Meanwhile, the second bedroom serves as a guest room or home office. Additional highlights include a full-size in-unit laundry room with extra storage, updated bathrooms, and thoughtfully chosen contemporary light fixtures throughout. This is a smart home with Smart Wall Switches with Glass Touch technology and a kitchen faucet that comes on with a slight touch. The details in this unit should not be overlooked. Enjoy direct garage access to your floor (no elevator needed), one assigned covered parking space, and plenty of guest parking. The building is exceptionally well-located—just minutes from Johns Hopkins University, Loyola, downtown Baltimore, the Inner Harbor, and the shops and restaurants of Roland Park and Hampden. Commuters will appreciate quick access to I-83 and the Cold Spring Light Rail Station.

1040 Deer Ridge Drive Unit #101, Baltimore
$735,000
6 Beds ⋅ 3 Baths ⋅ MDBA2154376 MLS
Tremendous value in Roland Park! Situated on one of the prime blocks in the area, this Victorian beauty has been lovingly maintained by its long term owners. The large welcoming front porch leads to a very practical main level layout - large foyer, formal living & dining rooms, powder room with main level laundry, updated eat-in kitchen with stainless steel appliances and a bonus room. And don't miss the fun back staircase! The second level features four bedrooms and and an updated full bath. The third level offers another bedroom along with an extra room and storage. The basement is a real treat with super high ceilings - the current owners have used the finished room as a bedroom but could also be a fabulous family room or office - many possibilities! The lower level has the second full bathroom in the house. There are several charming attributes throughout - wood parquet floors with in-lay, window seats, spindles & more. The fabulous exterior spaces include the aforementioned awesome front porch & large rear yard. Come own a piece of history - the house was featured in a cameo scene in the hit movie The Diner. Truly walkable to all that Roland Park has to offer - multiple schools, library, Eddie's, businesses on Cold Spring to just name a few. Boasting a walk score of 73 and bike score of 77, this is such convenient living in a most fabulous locale.

423 Hawthorne Road, Baltimore
$599,000
3 Beds ⋅ 3 Baths ⋅ MDBA2110570 MLS
Step into this charming storybook cottage, meticulously maintained and nestled on a secluded, landscaped lot in Roland Park. This three bedroom, two-and-a-half bath home is full of character, with beautiful hardwood floors throughout. The first floor welcomes you with a cozy living room centered around a wood-burning fireplace, a spacious dining room, an updated kitchen, and a convenient half bath. A standout feature is the inviting sunroom with custom bookshelves. Both the sunroom and dining room open onto a spectacular private deck which is perfect for entertaining. The backyard boasts terraced landscaping that adds to the home's storybook charm. Upstairs, the freshly painted second floor offers a primary bedroom with two closets, two additional bedrooms, and two full baths. Both full baths were tastefully remodeled in 2023, to blend modern comfort with classic style. The unfinished lower level provides abundant storage space and houses the washer and dryer. All of the interior trim has been freshly painted. Ideally situated, this is just a short distance from Eddie's, Starbucks, the library, schools, and the Roland Park pool offering both convenience and a strong sense of community.

203 Deepdene Road, Baltimore
$650,000
8 Beds ⋅ 5 Baths ⋅ MDBA2158360 MLS
Welcome to this timeless gem built in 1907 that seamlessly will blend classic charm with your added modern conveniences. Nestled on a generous 0.32-acre private lot, this residence boasts an impressive 8 Bedrooms, 5 Baths with 5,154 square feet of finished living space plus 2,028 sq ft in the basement, offering endless possibilities for your customization and design. Discover your blank canvas to create a world of elegance, where hardwood floors, custom moldings, fireplaces and multiple living levels will provide an inviting atmosphere with plenty of room for everyday living, family gatherings and entertaining. The multiple sunroom/conservatories and enclosed balcony/porches on each level provide plenty of space to retreat to relax and unwind. The kitchen awaits your vision/design to include the formal butlers pantry ! The interior layout is thoughtfully designed, featuring additional stairways and ample storage, including cedar closets and walk-in spaces. The basement offers a walkout level with potential for additional rooms, half bath, and attached garage space. Situated at the end of a street, outside the property is adorned with charming neighborhood sidewalks and serene surroundings. This property is not just a home; it's a lifestyle. With its architectural elegance and spacious design, it presents a unique opportunity to create your dream residence in a coveted location. Don’t miss your chance to own this exquisite Colonial treasure! Great to renovate to move in or investment !

112 Elmhurst Road, Baltimore
$530,000
5 Beds ⋅ 2 Baths ⋅ MDBA2166872 MLS
We will hold today's Open House 1-5 and request all offers be submitted by 8pm Sunday evening May 11, 2025. Welcome to this lovely 5-bedroom, 2-bathroom home in Roland Park. This house boasts hardwood floors throughout with exquisite walnut detailing on the first floor. The inviting living room features a working wood-burning fireplace and is bathed in natural light from the all-glass sunporch entrance room. The charming front-entrance sunroom, with its all-glass panes, retains the original side "doors" for screens, allowing you to enjoy a refreshing cross-draft while sipping your favorite beverage most of the year. The first floor flows seamlessly, enhanced by a breakfast bar connecting the kitchen to the dining room. The kitchen is equipped with a new induction range with a double oven, perfect for culinary enthusiasts. The cozy gas-fueled steam radiator system ensures everyone's comfort. And the basement serves as a family room/exercise room and also includes a full bathroom and laundry room, making it a comfortable guest suite. Proactive renovations include the "rough-in" for future powder room at rear mudroom. The owners also extended water and drainage lines for easier conversion of the third-floor bedroom into a future bathroom. The large rear deck, shaded by lovely trees and with view of the Roland Park Water Tower, faces a brick wall-lined joint garden along the accessway shared by this group of homes, making it ideal for entertaining. The original garage, accessible from inside or via a new set of wood steps from the yard, is currently used for storage. The shared accessway provides vehicular access to these homes and this backyard. The backyard has outdoor electrical wiring for EV charging. This home's appeal is further enhanced by its walking access to Roland Park and Medfield schools, Linkwood Park, the dell along University Parkway, universities, and nearby public transportation. The Rotunda, Hampden, Keswick/Evergreen, Cross Keys, and Roland Park commercial areas are all within easy reach. This spacious and well-designed 5-bedroom home has everything you need to make it your next dream home!

4308 Roland Avenue, Baltimore
$880,000
5 Beds ⋅ 5 Baths ⋅ MDBA2154348 MLS
A truly gorgeous home with a contemporary design in Wynhurst & Roland Park. This home includes 5 bedrooms, 4 ½ Bathrooms. The foyer leads to a massive dining room with recessed lighting and gorgeous hardwood floors that stretch throughout the home. The kitchen located directly across the hall is phenomenal. Boasting a modern contemporary decor with stainless steel appliances, sleek black cabinets, and a gorgeous center island across from the large bay windows. This home was was renovated to keep original details such as pocket doors, stained glass & inlaid hardwood . There are multiple soaking tubs in the renovated bathrooms located throughout this property. The custom closet inserts, spacious rooms, and bright lighting make this home truly desirable. It even features a Flagstone patio and garage.

5105 Roland Avenue, Baltimore
$940,000
5 Beds ⋅ 4 Baths ⋅ MDBA2164340 MLS
Enjoy Living in Roland Park, one of Baltimore's most sought after neighborhoods! Step into timeless charm with this 5 bedroom , 3.5 bath brick Colonial nestled on a quiet tree-lined street. Featuring a wonderful first floor layout with a gracious entry FOYER, Formal LIVING ROOM with built-ins and fireplace, Separate DINING ROOM with built-in china cabinet, a spacious FAMILY ROOM with Cathedral ceiling, a versatile DEN-perfect for a home office or library and completed with the large EAT-IN KITCHEN with a center island, abundant cabinet space, and breakfast area. This home boasts tastefully renovated bathrooms on the second floor, hardwood floors throughout, great closet space and 2 car garage with loft storage. Relax on the peaceful covered porch overlooking professionally landscaped gardens and a level, private yard-ideal for entertaining or play.

600 Somerset Road, Baltimore
$600,000
7 Beds ⋅ 4 Baths ⋅ MDBA2156132 MLS
Classic Roland Park Colonial with huge potential on a highly desirable street. This charming home has so much to offer from large entertainment spaces, multiple porches, 7 bedrooms, 3 full bathrooms and 1 half bathroom, generous front and back yards, newer roof, brand new furnace, … This home needs updating but has so much to offer, plus location, location, location. Being sold "as is".

520 Woodlawn Road, Baltimore
$575,000
3 Beds ⋅ 3 Baths ⋅ MDBA2167000 MLS
Nestled in the heart of Roland Park, this beautifully maintained brick colonial offers classic charm and modern comfort. Featuring three bedrooms, one and a half baths, this home boasts a fully renovated kitchen complete with a premium Wolf range and quartz countertops. The open-concept kitchen flows seamlessly into the dining room which leads into the spacious family room adorned with a wood burning fireplace, built-ins, and hardwood floors. Outside, you will find the picturesque backyard, featuring a covered patio, hot tub, gardens, and ample yard space perfect for entertaining or relaxing. Lastly, enjoy the convenience of a two-car garage which makes parking a breeze.

501 Wingate Road, Baltimore
$170,000
CVR-2515343 MLS
Here’s your chance to secure a homesite in one of the most established and charming pockets of Richmond. Tucked away on a peaceful street in the Roland Park neighborhood, this is one of the last available lots in the area—and it's directly across from scenic Battery Park. Whether you're dreaming of a front porch view or space to design a home that fits your lifestyle, this location delivers. Parkside amenities are right across the street: tennis courts, a pool, playgrounds, and plenty of green space. The surrounding neighborhood blends historic character with steady growth—recent nearby sales are trending in the $600ks-700ks, with demand continuing to climb. You'll also love the easy access to popular local restaurants, shopping, and major interstates, putting everything within reach. Bring your own builder. Opportunities like this don’t come around often in this part of town—don’t let it slip by.

2808 Dupont Circle, Richmond
$540,000
3 Beds ⋅ 2 Baths ⋅ MDBA2159086 MLS
Welcome to your charming new home in the heart of Roland Park's Alonsoville neighborhood! Just listed, this delightful cottage at 4406 Keswick Road in Baltimore, MD, offers 1,720 square feet of living space on a generous 6,006 square foot lot. Step onto the spacious covered front porch where you can relax and enjoy the serene surroundings. Inside, the living room is a cozy retreat featuring a fireplace (sold as-is) framed by built-in bookcases, perfect for displaying your favorite reads and treasures. Adjacent to this, you'll find a comfortable dining room with a convenient office nook—ideal for working from home or managing daily tasks. The large eat-in kitchen provides ample space for cooking and entertaining, while a powder room adds to the home's functionality. The second floor boasts three generously sized bedrooms and a full bath, offering plenty of room for relaxation and privacy. The unfinished basement, with its high ceilings and rear egress exit, presents a fantastic opportunity to create additional living space tailored to your needs. A detached garage provides secure storage for your vehicles, bicycles, or other outdoor equipment. Recent updates enhance the home's appeal, including many new wood windows, roof, renovated baths, and a fresh coat of paint throughout. Experience the vibrant lifestyle this location offers! Enjoy leisurely walks to nearby eateries like Mrs. Shirleys, Alonsos, and Namaste. Explore Linkwood Park and playground, shop at The Rotunda, and discover all the amenities this desirable neighborhood has to offer.

4406 Keswick Road, Baltimore