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$239,900
2 Beds ⋅ 2 Baths
Welcome to 4401 Roland Avenue, where space, light, and convenience converge in this meticulously renovated 2-bedroom, 2-bath condominium. Lovely treetop views through expansive windows and a wonderful corner location with southeast exposures ensure abundant natural light throughout the day. One of the largest two-bedroom units in the building, this home offers an exceptional sense of space and comfort. The heart of the home is the oversized Living Room and open Dining Room, arranged in an inviting L-shaped configuration with beautiful light and views. The adjacent kitchen has been beautifully updated with dark wood custom cabinetry with 42-inch upper cabinets, granite countertops, a designer tile backsplash, tile flooring, and stainless steel appliances, which make cooking a pleasure. The spacious Primary Suite easily accommodates a king-sized bed and offers ample closet space along with an updated ensuite bath featuring a custom double-sink vanity and tub/shower combination. The sunny second bedroom provides generous closet space and comfortably accommodates a king- or queen-sized bed. A convenient hall bath has also been updated with a custom vanity featuring a hand-painted sink and faucet, plus a large walk-in shower. Custom millwork and moldings, enhanced by inlaid recessed cove lighting, provide a distinctive architectural touch and gentle illumination throughout. Two large walk-in closets offer an abundance of storage. Recent updates include two new HVAC units serving the Living Room and Dining Room and neutral wall-to-wall carpeting throughout. 4401 Roland Avenue is ideally located and offers an array of amenities, including a swimming pool, new elevator, newly remodeled lobby, front desk service, gazebo, and easy parking. The common hallways will soon be updated with new carpet. All utilities except electricity are included in the monthly condominium fee. Conveniently located near the shops, services, and restaurants of both Roland Park and Hampden, with easy access to I-83, the park-like setting is second to none. Move-in ready and exceptionally spacious, this wonderful condominium offers low-maintenance, carefree living in the heart of one of Baltimore’s most desirable neighborhoods.

4401 Roland Ave Unit #415, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$1,795,000
5 Beds ⋅ 5 Baths
Presenting 8 Club Road, a grand home on one of Roland Park's most private and sought-after roads. This elegant and gracious southern colonial revival is being offered for the first time in 25 years. An imposing cast iron gate opens to welcome you to a half acre oasis of calm in the city. The inlaid marble porch with its fluted columns and leaded glass door surround sets the tone for the impressive entry hall beyond. Soaring 10-foot ceilings on the first floor are embellished throughout with detailed egg and dart crown moldings and other fine architectural details. Pocket doors lead into the Living Room with its beamed ceiling, original chandelier and impressive Adamesque mantel. Beyond the Living Room is the bright and comfortable Family Room with French doors that take you out to the bluestone patio. The Dining Room, Office, and Kitchen all open off the center hall. The Dining Room which can easily seat even the largest gathering of family and friends has two sets of French doors that lead to a magical brick terrace with a wisteria covered cast iron pergola. The architect designed kitchen with marble countertops includes a cozy eating area large enough for six, a breakfast bar, and a gas fireplace to add warmth and ambiance. A butler’s pantry and wet bar area are adjacent. Top of line appliances, a Wolf range, GE monogram wall oven, and Subzero fridge complete this kitchen that will please any accomplished home chef. A convenient back stairway leads to the second floor. Beyond the kitchen is a mud room and access to the back yard and pool area. Up the elegant main stairway, a broad, bright central landing leads to the spacious primary suite, complete with a custom closet and luxurious bath. The adjacent laundry and dressing area also feature a built-in closet system. A hall bath serves two other amply sized bedrooms and there is a separate au pair suite with its own bath. The third floor boasts another broad landing area, two more large bedrooms, a full bath, and an enormous family room/exercise space. For outdoor enjoyment there is a bluestone patio where al fresco dinners can be enjoyed after a cooling swim in the pool. Recently renovated, the pool has a landscaped enclosure and a natural pebbled liner that is consider top of its class. Two garages offering 3 spaces, one wired for electric car charging. make this a rare find in Roland Park. From this location all that Roland Park has to offer is near by. The newly acquired Hillside Park is just across the road and shops, schools, and restaurants are all within a few blocks. This is a home for generations to enjoy and make their own.

8 Club Rd, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$379,000
3 Beds ⋅ 4 Baths
**OFFER DEADLINE SATURDAY @ 12PM** Tucked away in the hidden Roland Springs community in the heart of Roland Park, this spacious townhouse offers an incredible opportunity in one of Baltimore’s most sought-after neighborhoods. Set within a private, established townhouse community, 617 Stoney Springs Drive offers the convenience of Roland Park living with easy access to neighborhood shops, restaurants, cafés, schools, parks and more. Enjoy nearby Lake Roland Park and its scenic trails, while Roland Avenue and the surrounding neighborhood provide a wonderful mix of local favorites and everyday conveniences. Downtown Baltimore, Johns Hopkins, Loyola University and major commuter routes are also easily accessible. Inside, the home offers 3 bedrooms, 2 full and 2 half baths, with a spacious layout and plenty of potential to make it your own. The main level features a wood-burning fireplace, while the expansive lower level offers a second fireplace, new carpeting, a powder room and unfinished utility/laundry space. Upstairs, the generously sized primary suite features vaulted ceilings, two walk-in closets and a private bath. The home has been freshly painted throughout. Additional improvements include a new roof and hot water heater in 2018, and a Rheem furnace in 2019. Outside, the fully fenced rear courtyard provides private outdoor space for relaxing or entertaining. While the home is ready for updating and offers the opportunity to bring your own vision, the location is truly the standout. Discover the potential of 617 Stoney Springs Drive and enjoy all that Roland Park has to offer. As a bonus, the neighborhood has a community pool, EV Charging, playground, and lovely common areas, all included in your HOA! This property is being sold AS-IS for ease of transaction.

617 Stoney Spring, Baltimore

Listing courtesy of Cummings & Co Realtors. Contact: 4108230033
$635,900
5 Beds ⋅ 2 Baths
Welcome to 4206 Wickford Road in Roland Park! This charming end-of-group townhouse has been freshly painted, features beautifully refinished hardwood floors, and is ready to welcome its next owners. This five bedroom home offers thoughtful updates, including partially renovated bathrooms with new tile flooring, a new vanity, and a reglazed bathtub. The kitchen has been refreshed with new countertops, new flooring, a stylish tile backsplash, and convenient access to the backyard. Just off the living room/dining room is an inviting sunroom - the perfect place to enjoy your morning coffee, unwind with a good book, or simply enjoy sun-drenched relaxation. The living room also features a classic wood-burning fireplace, conveying as-is. The dining room has an additional bump out longe aree. The second floor offers three bedrooms and a full bath, including one bedroom with a private balcony overlooking the backyard. The third level provides two additional bedrooms and a second full bath, creating flexible space for family, guests, a home office, or hobbies. Additional improvements include electrical service updates , a new furnace, a French drain system, and a smart thermostat for comfort and efficiency. Step outside to enjoy the backyard and patio—an ideal setting for entertaining, gardening, or relaxing outdoors. Located just minutes from Johns Hopkins University, the Baltimore Museum of Art, various Roland Park cafes & restaurants, the Rotunda Shopping Centre, and numerous parks and green spaces, this home blends timeless character with modern updates in one of Baltimore's most desired neighborhoods.

4206 Wickford Rd, Baltimore

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074
$925,000
Rare opportunity to acquire a substantially renovated five-unit apartment building in the heart of Roland Park. Four of the five apartments have been renovated with quartz counters, wood shaker cabinets, modern appliance packages, updated bathrooms, and contemporary finishes. Each apartment also has its own washer and dryer. The newly renovated terrace-level apartment offers one bedroom plus a den, while the spacious first-floor apartment spans the entire floor and has walk-out access to the large backyard. Located on a quiet, one-way street just off Roland Avenue, 711 Gladstone is one block from the Stony Run stream and its popular tree-shaded walking and biking trail and just two blocks from the Roland Park retail district. Eddie’s of Roland Park, neighborhood shops and restaurants are nearby, while Gilman School and Roland Park Country School are within one-half mile. I-83 is just over a mile away, providing convenient access to downtown Baltimore and the northern suburbs. Significant improvements have already been completed throughout the property. The building recently received a 400-amp electrical service upgrade and has six electric meters and five gas meters. Each apartment has a high-efficiency gas furnace with central air conditioning; three furnaces are brand new and two are approximately four years old. Each apartment also has its own water heater. Tenants pay their individual gas and electric consumption, along with an allocated portion of water, sewer, and public service electric, helping reduce landlord operating expenses. With four renovated apartments, largely new mechanical systems, tenant-paid utilities, and off-street parking for five cars, 711 Gladstone offers a turnkey opportunity in an exceptional Roland Park location. All five apartments are leased through May 31, 2027, providing a new owner with immediate, stabilized income.

711 Gladstone Ave, Baltimore

Listing courtesy of Ben Frederick Realty, Inc.. Contact: 4102359500
$1,445,000
6 Beds ⋅ 4 Baths
Coming soon!

112 Elmhurst Rd, Baltimore

Listing courtesy of Samson Properties. Contact: 4435422251
$215,000
2 Beds ⋅ 1 Baths
A tranquil courtyard welcomes you home to this beautifully updated Roland Park condominium, tucked away in one of Baltimore’s most sought-after communities. 5203 Falls Road offers a wonderful combination of classic charm, modern updates, and a peaceful setting. Once inside you will discover an updated kitchen featuring quartz countertops, updated appliances, and plenty of workspace for everyday cooking and entertaining. The spacious floor plan showcases beautiful original hardwood floors, a separate dining room, convenient in-unit laundry, and two generously sized bedrooms. The primary bedroom features a walk-in closet, while additional closets throughout the home provide excellent storage. Thoughtful improvements continue with an updated bathroom, new boiler, new water heater, and a new roof replaced in August 2026, providing added peace of mind for the next owner. Just outside the door you will enjoy a serene yard surrounded by mature trees, offering a quiet place to relax and enjoy the outdoors. Reserved parking adds to the convenience, while the condo fee includes exterior building maintenance, roof, lawn care, water, heat, reserved parking, and more. Ideally located near Loyola University, Towson University, Sinai Hospital, Cross Keys, popular restaurants and shopping, and Downtown Baltimore, this home puts an array of amenities within easy reach. With its spacious rooms, beautiful hardwood floors, extensive updates, and tranquil surroundings, this Roland Park condominium offers an exceptional opportunity to enjoy comfortable, low-maintenance living in a charming Baltimore setting.

5203 Falls Rd Unit #6, Baltimore

Listing courtesy of Compass. Contact: (410) 220-5745
$209,000
2 Beds ⋅ 1 Baths
Welcome to 5203 Falls Rd #11, a delightful Roland Park condo where timeless charm meets everyday comfort in one of Baltimore’s most prestigious and desirable neighborhoods! Tucked away in a peaceful, park-like setting, this charming two-level home offers a rare combination of privacy, character, and convenience. A beautiful courtyard leads you to the entrance, where you’ll immediately notice the home’s original hardwood floors, classic crown molding, and inviting sense of warmth. The spacious living room is filled with natural light from large windows, creating the perfect setting for relaxing or entertaining. The adjacent dining room offers plenty of room for memorable meals and gatherings, while the updated kitchen blends modern function with classic appeal. Featuring new cabinetry with glass-front doors, stainless steel appliances, granite countertops, and convenient fold-out tables for additional counter space, this kitchen is ready for your next culinary creation. Upstairs, you’ll find two generously sized bedrooms, both featuring beautiful hardwood flooring and abundant closet space. The primary bedroom adds personality with a stylish accent wall. The full bathroom showcases charming original hexagon tile and a glass-enclosed tub/shower combination, creating a timeless retreat. Additional highlights include a washer/dryer combo and central air conditioning—both rare and highly desirable features for this community. Plus new roof, and new boiler! Step outside through the back door and discover a serene yard surrounded by mature trees, offering a peaceful place to garden, unwind, or relax in a hammock. Enjoy the convenience of reserved parking and a condo fee that includes exterior building maintenance, roof, lawn care, water, heat, reserved parking, and more. Ideally located near Loyola University, Towson University, Sinai Hospital, Cross Keys, popular restaurants and shops, and Downtown Baltimore, this home puts everything you need within easy reach. Don’t miss your opportunity to own a piece of charming Roland Park living in a truly special setting!

5203 Falls Rd Unit #11, Baltimore

Listing courtesy of Core Maryland Real Estate LLC. Contact:

$559,900
5 Beds ⋅ 2 Baths
OPEN HOUSE, Sunday September 13th, 10:30am - 12 pm! Charming 5 bedroom, 2 bath shingle house perched on a secluded lot in Roland Park. Freshly painted, with gleaming hardwood floors throughout. Large kitchen with pantry, dining room, living room, and office on first floor. Dining room opens onto covered patio. Second floor features 3 bedrooms, an office, and full bathroom. The third floor has two more bedrooms and another full bath.

5415 Falls Road Ter, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$599,999
3 Beds ⋅ 3 Baths
Imagine coming home to a peaceful, private retreat while still being minutes from everything Baltimore has to offer. This beautifully maintained home delivers a rare combination of privacy, tranquility, character, and convenience. The quiet  interior makes this a home where you can truly relax, recharge, and enjoy your surroundings. From the moment you arrive, you'll appreciate the private parking and private entrance, along with the flexibility this property offers for a home-based business. Inside, timeless charm meets thoughtful modern updates, including two newly renovated bathrooms, newer soundproofing windows and doors, beautiful hardwood floors, updated lighting and ceiling fans, stainless steel appliances, and classic finishes that make the home feel both comfortable and inviting. Then there's the potential...the spacious unfinished lower level is ready to become whatever you need: a home office, gym, recreation room, studio, guest space, or additional living area. Think of it as valuable square footage waiting for your imagination. Step outside and the appeal continues. The spacious, beautifully landscaped backyard, allows for a private outdoor escape. Enjoy morning on the patio, host friends for an afternoon gathering, or watch the kids enjoy the playground while you unwind in the peaceful setting. Location is where this home truly shines. You're close to some of Baltimore's most desirable schools, colleges, and universities, while also enjoying easy access to The Rotunda, Hampden, Cross Keys, and Towson. Boutiques, restaurants, coffee shops, grocery stores, and everyday conveniences are all within easy reach. And when it's time to get outside, Lake Roland, the Jones Falls Trail, Stony Run Trail, nearby golf courses, and other recreational amenities are close at hand, making it easy to enjoy nature, exercise, and fresh air without giving up the convenience of city living. This isn't just a home North of Roland Park, it's an opportunity to enjoy a lifestyle that combines privacy, convenience, character, and the best of Baltimore right outside your door.

106 W Northern Pkwy, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$340,000
2 Beds ⋅ 1 Baths
NEW PRICE!! BRING YOUR OFFER!! 3-car parking!! This exquisite residential property in the prestigious Evergreen subdivision offers a blend of comfort and sophistication, perfect for those seeking an elevated lifestyle. Spanning 1,056 square feet, this well-maintained home features two spacious bedrooms and a fully renovated and reconfigured bathroom, designed with an open floor plan that enhances the flow of natural light throughout the living spaces. Step inside to discover elegant wood floors that add warmth and character to the interior. The inviting dining area seamlessly connects to the kitchen, which boasts ample table space and is equipped with high-end stainless steel appliances, including a refrigerator and stove. This thoughtfully designed kitchen is perfect for both casual dining and entertaining guests. The updated unfinished basement professionally cleaned and freshly painted this space is ready for your vision. The property is in good condition, ensuring a move-in ready experience while allowing for personal touches to be added over time. Outside, the property features a well-maintained rear yard, ideal for outdoor gatherings or serene relaxation. The presence of sidewalks and street lights enhances the neighborhood's charm, promoting a safe and inviting atmosphere for evening strolls. With a driveway accommodating three vehicles, convenience is at your doorstep. The Evergreen community is known for its tranquil environment, providing a perfect backdrop for those who appreciate both privacy and accessibility. Amazing location just steps away from Ms. Shirley’s Cafe, Roland Park Bagels, coffee shop, Smothie king and Loyola College. Experience the perfect blend of style, functionality, and community in this remarkable property. Don't miss the opportunity to make this exquisite residence your own. New 49 gallon water heater, roof weather seal and ceiling fans in all upstairs rooms installed 7/26!!! HVAC, windows, and roof installed 2020!

304 W Cold Spring Ln, Baltimore

Listing courtesy of Everything Real Estate, LLC. Contact: 4435260846
$539,000
2 Beds ⋅ 2 Baths
There are places that announce themselves, and then there are places you are fortunate enough to discover. Devon Hill is the latter. Tucked quietly among mature trees in the heart of Roland Park, Devon Hill has the unmistakable character of an established Baltimore enclave—private, gracious, and wonderfully removed from the hurried pace of the city beyond. Here, beautifully maintained grounds, winding paths, leafy views, and the quiet hum of nature create a setting that feels almost suspended in time. Within this refined residence, nearly 1,750 square feet of single-level living unfolds with an ease that is increasingly difficult to find. Generous living and dining rooms invite lingering, with a fireplace, abundant natural light, and woodland and meadow views that bring the outside in. The spacious primary suite feels wonderfully removed, while a second bedroom offers a graceful retreat for guests, a studio, or a home office. And then there is the balcony—a private perch among the trees, perfectly suited to morning coffee, an afternoon glass of wine, or simply watching the seasons change. There is a certain freedom to life at Devon Hill. Secure parking, professionally tended grounds, and attentive management quietly take care of the details, leaving more time to enjoy the pleasures that surround you. Roland Park's beloved schools, neighborhood shops and restaurants, Johns Hopkins University, and downtown Baltimore are all remarkably close, yet Devon Hill feels worlds away. Perhaps that is the true appeal. This is not a place designed to impress with flash. It is a place to settle into—to appreciate its setting, its sense of history, its privacy, and the rare privilege of living beautifully without the obligations of a large estate. Devon Hill is a little whimsical, a little hidden, and entirely its own. And for those who know how special that can be, HOME is waiting.

11 Devon Hill Road Unit #B8, Baltimore

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$880,000
5 Beds ⋅ 3 Baths
Nestled at the end of a quiet cul-de-sac in the heart of Roland Park, 222 Longwood Road offers a rare combination of privacy, character, and convenience. Set upon a tranquil backdrop of mature landscaping and majestic trees, this classic residence provides a peaceful retreat within walking distance of local public and private schools, Roland Avenue and Cross Keys shopping, dining & services and downtown Baltimore. Spacious gathering areas make this home an entertainer’s dream for both intimate gatherings and large celebrations. Both the 1st and 2nd floors offer enchanting office spaces, the latter part of a primary suite which also includes a separate sitting room. Visionary gardeners will delight in the possibility of creating enchanting walking paths and shade gardens on the half acre lot! Private and welcoming, this is a home designed for both everyday comfort and memorable gatherings.

222 Longwood Rd, Baltimore

Listing courtesy of Compass. Contact: (410) 886-7342
$545,000
Live in Roland Park! Own a three-unit building in one of Baltimore’s most desirable neighborhoods and offset your housing costs with rental income. With 20% down, an owner-occupant could live in one of the apartments for only $390 per month toward PITI—or with 3.5% down, for approximately $1,310 per month, often less than local rent. (Contact us for details!) 5009 Roland Avenue is close to Roland Park Elementary/Middle, Loyola University Maryland, Johns Hopkins University, and Notre Dame of Maryland University, providing a convenient location surrounded by parks, cafés, and neighborhood amenities. Each apartment offers its own layout: one 1-bedroom, 1-bath; one 2-bedroom, 1-bath; and one 2-bedroom, 2-bath. Updated kitchens feature wood cabinetry, laminate counters, and modern appliances. All units include in-unit laundry, hardwood floors, and central air. For investors, the property performs well with a 7.72% cap rate and 6.8% projected cash-on-cash return, supported by tenant-paid electric and water/sewer, modern systems, and strong rental demand in Roland Park’s high-reputation market.

5009 Roland Ave, Baltimore

Listing courtesy of Ben Frederick Realty, Inc.. Contact: 4102359500