Jamaica Plain Homes for Sale

Jamaica Plain Homes for Sale

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history, diverse community, and stunning green spaces, Jamaica Plain offers a unique blend of urban living and suburban charm. With its roots dating back to the 19th century, this area has evolved into a cultural hub, attracting artists, families, and young professionals alike.

One of Jamaica Plain's most notable features is its abundance of parks and outdoor spaces. The picturesque Jamaica Pond and the sprawling Arnold Arboretum provide residents with breathtaking natural beauty and recreational opportunities. Whether you enjoy jogging, picnicking, or simply soaking in the sights, these green spaces are perfect for relaxation and leisure.

The real estate market in Jamaica Plain is as diverse as its community. From charming Victorian homes to modern condos, there’s something for everyone. Homes for sale in this neighborhood often reflect its rich architectural heritage, featuring unique designs and spacious layouts. With a strong sense of community, residents enjoy a vibrant local scene filled with eclectic shops, cafés, and restaurants that cater to every palate.

Accessibility is another highlight of Jamaica Plain. With convenient public transportation options, including the Orange Line and several bus routes, commuting to downtown Boston or other neighborhoods is a breeze.

If you’re looking for a place that combines culture, community, and convenience, Jamaica Plain is the perfect choice. Explore our listings today and discover your dream home in this charming Boston neighborhood!

Newest Jamaica Plain Homes for Sale

$1,690,000
4 Beds ⋅ 3 Baths ⋅ 73574821 MLS
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.
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73573627 MLS
PONDSIDE Jamaiica Plain Single-Family Opportunity! More Photos coming! After more than 40 years in the same family, 52 Prince Street is ready for its next chapter. This charming 4-bedroom, 1.5-bath Colonial offers approximately 1,550 sq. ft. of living space, a generous 4,300+ sq. ft. lot, a standing detached garage, and additional parking - an exceptional combination in Boston. Recent improvements provide a great starting point for the next owner, including refinished wood flooring, freshly painted rooms, and a newer roof approximately two years old. The home retains its classic character with a traditional layout while offering plenty of opportunity to bring your own vision, style, and updates. Living room, dining room, kitchen and extra bedroom/office plus half bath complete the first floor. Second floor has 3 bedrooms and a bath and attic access. Ideally located Pondside, in the heart of Jamaica Plain, this home offers convenient access to neighborhood shops, restaurants, cafes, the Arboretum, and Jamaica Pond. Public transportation and nearby routes make commuting to Downtown Boston and the Longwood Medical Area convenient, putting many of Boston’s hospitals, universities, and cultural destinations within easy reach. Whether you are looking for a long-term family home, a well-located city property, or an opportunity to create something truly your own, 52 Prince Street offers a rare opportunity to put your touch on this Pondside gem.

52 Prince St, Boston

Listing courtesy of Listing Agent: Andrew Brilliant from Listing Office: Gibson Sotheby's International Realty.
$795,000
2 Beds ⋅ 2 Baths ⋅ 73573179 MLS
Perched on a west-facing hillside in Jamaica Plain’s historic Bourne neighborhood, this single-family home offers incredible indoor-outdoor living at a condo price point. A spacious screened porch leads into an open-concept main level featuring a cozy living room with a wood-burning fireplace, a sunlit dining area with an attached sunroom/office, a bedroom, and a full tiled bath. The updated kitchen opens directly to a secluded terraced garden and deck, perfect for entertaining in a private yard filled with mature perennials, with sun and shaded areas. Upstairs, a second bedroom with a half bath serves as a quiet retreat. Enjoy peace of mind with fresh paint, a repointed basement, and a 2024 hot water. Minutes from the Forest Hills T Station for an easy Boston commute, and steps from Parkman Playground, the Arnold Arboretum, and the Southwest Corridor Park.

47 Northbourne Road, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.
$2,249,999
5 Beds ⋅ 4 Baths ⋅ 73568180 MLS
Privately nestled on one of Jamaica Plain's most distinguished residential streets, 5 Moss Hill Road presents a rare opportunity to own a timeless brick Colonial in the highly sought-after Moss Hill neighborhood. Blending classic architecture with thoughtfully updated interiors, this exceptional residence offers over 3,100 square feet of refined living space designed for both elegant entertaining and everyday comfort.A welcoming foyer leads to gracious living and dining rooms filled with natural light, rich hardwood flooring, and architectural details that reflect the home's enduring character. At the heart of the residence is a beautifully renovated kitchen featuring quartz countertops, premium appliances, a generous center island, and seamless access to multiple outdoor living spaces. The covered porch, expansive deck, and professionally landscaped grounds create an effortless indoor-outdoor lifestyle ideal for gatherings or quiet relaxation.The upper levels offer five spacious bedrooms, including a serene primary suite complete with a private balcony and spa-inspired bath. Additional balconies, flexible guest accommodations, and a finished lower level provide versatile space for a recreation room, fitness studio, media room, or home office to meet today's evolving lifestyle needs.Perfectly positioned between Brookline and Jamaica Plain, Moss Hill is one of Boston's most coveted residential enclaves, celebrated for its tree-lined streets, estate-style homes, and exceptional access to the city's finest amenities. Enjoy close proximity to the Longwood Medical Area, Centre Street's acclaimed restaurants, cafés, and boutiques, the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, while remaining just minutes from Downtown Boston, Back Bay, Fenway, major universities, and convenient public transportation.Offering an exceptional balance of privacy, character, modern functionality, and an unparalleled location, 5 Moss Hill Road represents a rare opportunity to own a distinguished residence in one of Boston's most established and desirable neighborhoods.

5 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.
$925,000
4 Beds ⋅ 4 Baths ⋅ 73567344 MLS
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!

3 Round Hill St, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.
$975,000
2 Beds ⋅ 3 Baths ⋅ 73564646 MLS
Originally Single Family Urban Living or Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat (after modifications to return it to a SF) or currently a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with additional washer/dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: David Elliott from Listing Office: David W. Elliott.
$899,000
3 Beds ⋅ 2 Baths ⋅ 73562991 MLS
WOW! Don't miss out on this beautifully renovated 1912 home in the Woodbourne Historic District blends original character with completely updated systems. Beautiful hardwood floors, a grand staircase, soaring ceilings, and oversized windows bring warmth and charm throughout the open concept main level. The kitchen features quartz countertops and backsplash, new appliances, island seating for four, gold fixtures, and warm wood accents. The main floor also offers a three quarter bath and laundry. Upstairs are the primary bedroom with a rare walk in closet, two additional bedrooms, and a full bath. Updates include a new roof, windows, insulation, 200 amp electrical service, all new plumbing, and two zone heating and cooling. Enjoy front and rear yards, a side porch entrance, and a paved driveway. Conveniently located minutes from Forest Hills Station, Centre Street, and the 281 acre Arnold Arboretum. Original character and modern systems rarely come together this well.

302 Wachusett St, Boston

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.
$996,000
3 Beds ⋅ 1 Baths ⋅ 73547892 MLS
Tucked away on a quiet side street just steps from the heart of Jamaica Plain, 21 Starr Lane offers a beautifully updated, low maintenance home in one of Boston's most sought after neighborhoods. Thoughtfully renovated with everyday functionality and clean, modern design in mind, this home provides a comfortable and efficient layout that blends seamlessly with its surroundings. The property also features a garage and private driveway, an added convenience that's hard to find in the city. Enjoy being moments from the local shops, cafes, and restaurants along Centre Street, with easy access to Jamaica Pond and the Arnold Arboretum of Harvard University. Nearby Orange Line access, bus routes, and bike paths make commuting to the Longwood Medical Area and downtown Boston a breeze. A rare opportunity to own a turnkey home in one of JP's most desirable locations.

21 Starr Lane, Boston

Listing courtesy of Listing Agent: Wilbert Berthaud from Listing Office: Chinatti Realty Group, Inc..
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 73545634 MLS
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..
$849,000
3 Beds ⋅ 3 Baths ⋅ 73540790 MLS
Why buy a condo when you can own a fully renovated single-family home for a similar price—with no HOA fees, a private backyard, and 480 sq. ft. of basement storage? This stunning 3-bedroom, 3 full-bathroom single-family home offers modern comfort, quality craftsmanship, and private outdoor living just steps from Stony Brook Station. Thoughtfully renovated from top to bottom, the home features brand-new electrical, plumbing, HVAC, windows, kitchen, bathrooms, hardwood flooring, staircase, lighting, siding, and finishes throughout. Additional highlights include soaring ceilings, recessed lighting, exclusive basement storage, and a private enclosed brick patio—perfect for relaxing or entertaining. Located on a quiet one-way street with abundant street parking, this home is just steps from restaurants, shops, grocery stores, the Southwest Corridor Park, the Stony Brook Orange Line station, and the Samuel Adams Brewery. Unrestricted street parking directly outside and nearby—no resident permit required. Fully renovated with permits and final inspections completed.

41 Haverford St, Boston

Listing courtesy of Listing Agent: Carlos Xu from Listing Office: Lexwin Realty.
$2,250,000
5 Beds ⋅ 4 Baths ⋅ 73530127 MLS
Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

24 Sigourney St Unit 2, Boston

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 73524195 MLS
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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