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3 Round Hill St Unit 1, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73596640 MLS ⋅ NEW Status
Fantastic home in the heart this vibrant Jamaica Plain neighborhood! This spacious home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.

244 Jamaicaway, Boston
$899,900
4 Beds ⋅ 2 Baths ⋅ 73595385 MLS ⋅ NEW Status
**Prime Jamaica Plain Location with Incredible Potential!** Opportunity awaits at 244 Jamaicaway! Situated on a desirable corner lot in one of Boston’s most sought-after neighborhoods, this spacious single-family home offers over 2,700 square feet of living space and endless possibilities for investors, renovators, or buyers looking to create their dream home. Featuring a finished basement, an expansive third-floor bonus room, and multiple flexible spaces ready for your vision. The property also offers off-street parking, a yard, and outdoor space—a rare combination in the city. Enjoy a prime location near Jamaica Pond, the Emerald Necklace, Longwood Medical Area, local shops, restaurants, and public transportation. With its generous footprint, flexible layout, and exceptional location, this property presents an exciting opportunity to renovate, reimagine, and unlock its full potential. Bring your vision and make it your own!

244 Jamaicaway, Boston

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.

41 Orchardhill Rd Unit 2, Boston
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591330 MLS ⋅ ACTIVE Status
Sprawling bi-level condo sits on a quiet, closed-end street only minutes from Forest Hills station & the Arboretum. With oversized rooms, high ceilings, hardwood floors and plentiful original details, this home offers a flexible layout with room to grow. On the main level, you’ll find a living room with direct access to a large front deck and French doors to a formal dining room. This level is also comprised of two sizable bedrooms, 1.5 baths and an eat-in kitchen. The top floor is set up as an in-law suite, complete with two bedrooms, a full bath, eat-in kitchenette and huge walk-in pantry closet. The massive front bedroom with charming dormer windows could easily function as a family or media room. Enjoy driveway parking for 1 car, in-unit laundry and a pet-friendly HOA. Exceptional opportunity to bring your vision for updates and invest in long-term ownership. Having been previously rented, the unit is now vacant and ready for a quick closing. Low traffic, tight-knit neighborhood with many activities for residents, located just 0.2 mi to Forest Hills and walkable to the Arboretum.

41 Orchardhill Rd Unit 2, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..

130 Moss Hill Rd, Boston
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 73583887 MLS ⋅ ACTIVE Status
DISCOVER A TRULY EXCEPTIONAL OPPORTUNITY IN PRIME MOSS HILL. This elegant, sun-drenched spilt entry colonial boasts a thoughtfully designed, versatile floor plan spanning four expansive levels of living space. On the main level, an inviting fireplace-warmed living room leads to a cozy den w/skylights, a newer full bathroom w/walk in shower, and a luminous, spacious kitchen equipped with skylights and generous counter space. The adjoining dining area features its own cozy fireplace and a captivating wall of windows, seamlessly transitioning to a deck—ideal for basking in morning light or hosting evening gatherings. The second floor offers 3 spacious bedrooms, including a flexible ensuite with a private bath, alongside a stylishly updated full hall bath. The top level serves as a serene, sunlit primary suite complete with skylights and an updated bath. The lower level extends the living space with an multi-purpose family room, and direct outdoor access to the private backyard. This special home is conveniently situated near Jamaica Pond, vibrant JP Centre, and the Longwood Medical Area. A rare gem ready for its next owner!

130 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: Bunny Cecchetto from Listing Office: Focus Real Estate.

38 Holbrook St, Boston
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 73581241 MLS ⋅ ACTIVE Status
Across from the wooded lawn of the Eliot Art School, this Jamaica Plain single-family offers a view that changes with every season. Inlaid floors, original windows, and a front door with sidelights carry the home’s history forward. Bay windows brighten the living room, a formal dining room invites hosting, and a back family room awaits insulation to become a year-round space. Upstairs are two bedrooms, two full baths, a flex space, and two finished attic rooms for a studio, office, or guests. A separate entrance leads to a bedroom, bath, flex space, and kitchenette, offering options for extended family or independent living. The roof, windows, and exterior stairs need work, giving a buyer the chance to invest in a home whose character and location can’t be replicated. The home is close to Centre Street's shops and restaurants, Jamaica Pond, the Arnold Arboretum and everything JP has to offer. Homes like this, in this location, don't come around often!

38 Holbrook St, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.

214 Allandale Road Unit D, Boston
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73578974 MLS ⋅ ACTIVE Status ⋅ ['Allandale Condominiums'] BLDG.
Beautifully designed townhouse set within a special 40-acre community, offering a bucolic setting with maintained grounds, walking paths, and picturesque pond. Amenities include tennis court, renovated clubhouse with kitchen, pool with deck, gym, and yoga studio. The interior is defined by high ceilings, deep moldings, and rich oak flooring. The den has custom built-ins and gas fireplace. The kitchen is enhanced by artistic lighting, custom cabinetry, Sub-Zero and Thermador appliances, and access to a deck. The main level also features a dining room, living room with fireplace and sliding doors to a deck with views, and primary bedroom with exceptional closet space and luxurious bathroom. A laundry room and powder room complete this floor. Upstairs, a landing with skylight provides an office area, and there are two bedrooms sharing a connecting bathroom. The finished lower level has a great room, bedroom, and bathroom. There is also an unfinished storage area and attached 2-car garage.

214 Allandale Road Unit D, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

241 Perkins Street Unit D302, Boston
$1,949,000
4 Beds ⋅ 4 Baths ⋅ 73578040 MLS ⋅ ACTIVE Status ⋅ ['Cabot Estates Condominium'] BLDG.
Luxury and effortless maintenance-free living at Cabot Estate, a premier 24-hour guard-gated wooded sanctuary along the Boston-Brookline border. From the wood-burning fireplace, to 2 private outdoor spaces, and heated indoor parking, to a stunning primary suite with spacious walk-in closet, sitting room, and spa-like bathroom featuring a roll-in shower, deep soaking tub and exquisite italian marble with mosaic accents, this unique property is a must-see. Both floors have exterior elevator access. Ideal for downsizers, frequent travelers, or Longwood Medical staff seeking a secure retreat just minutes from work. The main level offers a seamless open-concept layout with a custom kitchen, dining area, bar nook, and a sunlit living room opening to a private patio. Step outside to your private patio to enjoy sweeping, serene views of Jamaica Pond, the historic Castle clubhouse, and surrounding Olmsted-designed parklands.The full walkout lower level adds exceptional versatility with 3 additional bedrooms, 2 full baths, a secondary kitchenette, and dedicated laundry—accessible via a built-in laundry chute or the building’s elevator. Abundant closets, private storage locker, and 2 garage parking spaces complete the offering.Resort-style amenities provide active leisure right at home, including a heated outdoor pool, tennis courts, fitness center, library, and private function spaces in the historic Castle. Minutes from world-class healthcare in the Longwood Medical Area and Faulkner Hospital, as well as premier dining and shopping in Brookline Village and Centre Street. Security, convenience, and single-family space combine in one of the area's finest gated addresses.

241 Perkins Street Unit D302, Boston

Listing courtesy of Listing Agent: Michal Zeitouni from Listing Office: William Raveis R.E. & Home Services.

75 Seaverns Ave, Boston
$1,849,000
4 Beds ⋅ 4 Baths ⋅ 73577476 MLS ⋅ ACTIVE Status
Welcome home to this beautifully crafted, newer-construction home in the heart of Jamaica Plain’s coveted Sumner Hill Historic District — designed with distinctive eave brackets, high ceilings, and rich hardwood floors to respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs period-inspired detail with a fully modern interior. The open floor plan flows effortlessly from a fireplaced living room into a well-appointed kitchen featuring Corian countertops and a handy office nook, perfect for remote work. Step directly from the kitchen onto the deck overlooking a lush perennial garden — a private retreat fully fenced for kids and pets. A first-floor laundry room and updated half bath add everyday ease. Upstairs are three bedrooms and two baths, including a generous primary suite with en-suite bath and walk-in closet. The finished ground floor includes a fourth bedroom and full bath — ideal as an au pair suite, home office, gym, or private guest space. Additional highlights include solar panels, abundant storage, and a rare 2.5-car garage. All this just a block from the Green Street Orange Line station and moments from JP’s eclectic shops, restaurants, parks, and green space — an exceptional combination of historic charm, neighborhood living, and easy access to downtown Boston.

75 Seaverns Ave, Boston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.

292 Pond, Boston
$1,690,000
4 Beds ⋅ 3 Baths ⋅ 73574821 MLS ⋅ ACTIVE Status
Beautifully updated brick and slate Dutch Grambel on Moss Hill that has all – classic period detail inside and out, modern systems, new baths and kitchen, large level back yard, PLUS private parking for 4 directly behind the home. The whole package! Imaging entertaining in a newly renovated eat-in kitchen w/ stainless appliances, sleek silestone counters, shaker cabinetry & herringbone tile backsplash…creating memories in a welcoming window-filled formal dining room…relaxing in a spacious and sunny fireplaced living room. Main level also offers a stylish ½ bath, and bedroom that could be used for office, guest, or play-space. Upstairs are a spacious primary suite w/updated bath, 2 large family bedrooms and a stylish new main bath. All bedrooms have walk-in closets! Can’t beat the lot – large mature trees, bucolic setting with stone patio, gardens, tree canopy in back. Central AC, 2022 boiler, copper gutters, great basement storage & the list goes on! Easy access to Longwood Medical, JP Center & Pond, Arnold Arboretum, shops, MBTA & Goddard Corridor private schools.

292 Pond, Boston

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

3 Round Hill St, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73567344 MLS ⋅ ACTIVE Status
A unique single family in the heart this vibrant Jamaica Plain neighborhood! This spacious single-family home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.

One Gartland Street Unit 3C, Boston
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 73554403 MLS ⋅ ACTIVE Status ⋅ ["At Doyle's"] BLDG.
Where history meets modern design. One Gartland introduces sixteen thoughtfully crafted condominium residences that honor the legacy of Doyle’s while ushering in a new chapter for Jamaica Plain’s Stonybrook neighborhood. Light-filled interiors, floor-to-ceiling windows, and private balconies create a seamless connection between home and city life. Each residence features open kitchen, living, and dining spaces designed for both everyday living and entertaining, with room for full dining tables, generous seating, and expansive kitchen islands. Custom hardwood cabinetry, paneled appliances, and Taj Mahal quartz counters deliver timeless craftsmanship and understated luxury. Oak floors, solid-core doors, spa-inspired baths, and superior soundproofing complete each home. Residents enjoy elevator access from the garage plus ground-floor retail and a rooftop bar and terrace overlooking the neighborhood. Moments from Franklin Park, the Southwest Corridor, and JP favs like Third Cliff Bakery.

One Gartland Street Unit 3C, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.

12 Allandale Street, Boston
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 73545634 MLS ⋅ ACTIVE Status
Newly completed and ready to impress, this standout new construction home blends modern design with effortless style. The open main level is made for today’s living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, custom cabinetry, and a seamless flow into the spacious living area with a gas fireplace and crisp contemporary finishes. A stylish den with designer millwork adds valuable flexibility for a home office, media room, or lounge. Upstairs, the airy primary suite offers generous walk-in closets and a spa-like bath with elevated finishes. Three additional bedrooms share a chic hall bath with modern details. Enjoy outdoor living with a private patio, landscaped yard, and the convenience of a two-car garage. With multi-zone heating and cooling, oversized windows, fresh curated finishes, and low-maintenance new construction ease, this home delivers high-impact style in an ideal location near the Arnold Arboretum and the city

12 Allandale Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

2 Brownson Terrace, Boston
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 73524195 MLS ⋅ ACTIVE Status
Welcome to this newly constructed 4 bed 3.5 bath architectural masterpiece, where sophisticated design meets unparalleled craftsmanship. Located in Jamaica Plain, one of the city’s most sought after communities, offering the perfect blend of city convenience and suburban comfort. The expansive open concept main floor features oversized windows, rich hardwood floors that flow seamlessly throughout. A chef’s culinary kitchen serves as the heart of the home, boasting custom cabinetry and a striking waterfall island. Outside, a landscaped, fenced yard with a custom patio stands ready for entertaining. Modern high energy efficiency design, two-car garage. This premier location is close to top-rated schools, offers an effortless downtown commute, provides quick access to nearby major medical hubs, and sits just steps from the scenic trails of the historic Arnold Arboretum.

2 Brownson Terrace, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

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