Jamaica Plain Real Estate

Welcome to Jamaica Plain, a vibrant neighborhood nestled within the heart of Boston, Massachusetts, and part of the historic Suffolk County. Known for its eclectic charm, Jamaica Plain, affectionately referred to as “JP” by locals, is a delightful blend of urban energy and natural beauty.

One of the standout features of Jamaica Plain is its rich cultural diversity, reflected in the array of restaurants, shops, and community events that celebrate various traditions. Whether you're craving authentic Caribbean cuisine or artisanal coffee from a local café, JP has something to satisfy every palate. The neighborhood is also home to a thriving arts scene, with galleries and studios showcasing the talents of local artists.

Nature enthusiasts will find Jamaica Plain particularly appealing, as it boasts the stunning Arnold Arboretum, a part of the famed Emerald Necklace park system. This expansive green space offers a tranquil escape from the city hustle, with winding paths, vibrant gardens, and breathtaking views, perfect for leisurely strolls or picnics with family and friends.

Jamaica Plain is also known for its strong sense of community. Residents take pride in their neighborhood, often coming together for events such as the JP Music Festival and the annual Jamaica Plain Open Studios. The area's walkability, coupled with excellent public transportation options, makes it easy to explore all that Boston has to offer.

In summary, Jamaica Plain is more than just a neighborhood; it’s a lifestyle. With its unique blend of culture, community, and natural beauty, it’s no wonder that so many are drawn to call this enchanting area home. Come discover the charm of Jamaica Plain, where every street tells a story and every day feels like a celebration.

Newest Listings in Jamaica Plain

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 73594282 MLS

60 Carolina Avenue, Unit 3, is the perfect blend of historic character and modern space in an exceptional Jamaica Plain location. The entire home is flooded with natural light, highlighting the rich walnut hardwoods and an open floor plan that feels both airy and sophisticated. The kitchen is a chef’s dream, anchored by a quartz center island and outfitted with sleek European cabinetry, a wine cooler, and high-end Fisher & Paykel gas appliances. The primary suite serves as a true retreat, featuring a walk-through dressing room and a spa-like bathroom with a double vanity, full glass shower, and the comfort of radiant heated floors. Throughout the home, custom closets ensure everything has its place, while floor-to-ceiling windows and a sunny front porch bridge the gap between indoors and out. For those who love to entertain, the sliding glass doors lead to a large, private back deck with stairs leading to a professionally landscaped fenced in yard. Modern conveniences are integrated everywhere, including a built in Sonos ceiling speaker system (living room and primary bed/bath), Nest thermostat, video doorbell, efficient LED lighting, in-unit washer/dryer and central AC. Complete with two-car parking and a private basement storage room, this home balances high-end style with everyday functionality. Enjoy all that JP has to offer including restaurants, bookstores, local shops, cafés, parks and a well connected public transportation system.

60 Carolina Avenue Unit 3, Boston

Listing courtesy of Listing Agent: Maureen Johnson from Listing Office: Coldwell Banker Realty - Weston.

$829,000

3 Beds ⋅ 2 Baths ⋅ 73594066 MLS

Bright and beautifully renovated, this second-floor condo offers the perfect blend of comfort, style, and convenience. Filled with natural light, the home features a thoughtfully updated interior, a modern kitchen, efficient HVAC, and an inviting open layout that's ideal for both everyday living and entertaining. The spacious primary bedroom includes an en-suite bathroom and two closets, providing both comfort and ample storage. A dedicated laundry room with washer and dryer hookups adds everyday convenience. Step outside to your private back deck, perfect for relaxing with a morning coffee or dining outdoors. Additional private storage in the basement offers even more space for your belongings. Ideally located just minutes from the train, parks, restaurants, and shopping, this home combines neighborhood charm with easy access to everything you need.

29 Rosemary St Unit 2, Boston

Listing courtesy of Listing Agent: Jennifer Epstein from Listing Office: Coldwell Banker Realty - Wellesley.

$749,000

2 Beds ⋅ 1 Baths ⋅ 73593633 MLS

Embrace loft-style living in the heart of Jamaica Plain in this historic 2 bed condo that was once an early 20th-century storefront. The unique interior offers a welcome break from cookie-cutter urban offerings, blending vintage character with modern updates. Dramatic 10-foot beadboard ceilings, custom built-in bookshelves, and gorgeous original wood flooring greet you inside. The expansive main living space is highlighted by huge, oversized windows that bring in spectacular sunlight, and the open floor plan provides an exceptional setting for entertaining. Beautifully renovated kitchen is complete with quartz countertops, pantry, stainless appliances & peninsula seating. There are two sizeable bedrooms with excellent closets, and a fully renovated bathroom offering modern fixtures and a clean, spa-like aesthetic. Notable features include private back patio, rare off-street parking, 2023 mini split heat + AC, tankless hot water, in-unit laundry, and basement storage. Desirable commuter location just a short walk to Green Street T (orange line) and Southwest Corridor Park and bike path for an easy ride downtown. The vibrancy of Centre Street is only a stone’s throw away, with restaurants, cafes, shops and easy access to the greenery of Jamaica Pond. Combining historical architecture, modern amenities, and an unbeatable central JP location, this property is a rare treat.

45 Green St Unit A, Boston

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

$1,395,000

6 Beds ⋅ 2 Baths ⋅ 73593621 MLS

Offered for the first time in more than 50 years, 9 Newbern Street is a substantial Sumner Hill home, rich with history, original architectural detail and extraordinary potential. Lovingly held by the same family since 1971—and the place where 11 children were raised—the home now awaits its next chapter. Set up on the hillside with a welcoming covered front porch, a gracious center staircase, coved plaster ceilings in the living and dining rooms and six bedrooms spanning the second and third floors provide the bones for a truly special restoration. The home offers a rare opportunity to thoughtfully reimagine a large, character-filled central Jamaica Plain residence.

9 Newbern Street, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.

$565,000

2 Beds ⋅ 1 Baths ⋅ 73593589 MLS

Situated in the vibrant Arnold Arboretum and Centre Street neighborhood, this sun-drenched, elevated first-floor condo perfectly combines timeless charm with modern comfort. Natural light pours through classic bay windows, accentuating rich hardwood flooring and a fluid open layout that connects the living and dining areas to the kitchen. Ideal for both daily living and entertaining, the home features generous bedrooms, custom built-in bookshelves, and seamless access to a private back patio overlooking a fenced shared yard. Complete with exceptional proximity to public transit, popular dining, and neighborhood shops, this well-appointed residence offers an ideal blend of convenience and quiet retreat.

85 Jamaica St Unit 1, Boston

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..

$680,000

3 Beds ⋅ 1 Baths ⋅ 73593331 MLS

Welcome to this inviting 3 bedroom condo in the heart of Jamaica Plain, where thoughtful spaces, outdoor living, and an unbeatable location come together. A welcoming foyer sets the tone as you enter, opening into a comfortable living and dining area filled with natural light. Toward the rear of the home, the spacious eat-in kitchen offers plenty of room for everyday living, along with the convenience of in-unit laundry. Step outside to your private deck, a peaceful spot for morning coffee or unwinding at the end of the day. The home offers two well-sized bedrooms plus a versatile bonus room that can easily serve as a third bedroom, home office, or additional living space. Enjoy the rare convenience of a driveway parking space, a beautifully landscaped garden, and additional private storage in the basement. Ideally situated just moments from the Forest Hills and Green Street T stops, Centre St, and the Southwest Corridor, this home makes commuting and exploring the neighborhood effortless.

44 Boynton St Unit B, Boston

Listing courtesy of Listing Agent: Emma Kaloupek from Listing Office: Columbus and Over Group, LLC.

$949,000

2 Beds ⋅ 2 Baths ⋅ 73593291 MLS ⋅ ['Cabot Estates'] BLDG.

Welcome to luxurious resort-style living at Cabot Estate! Situated on over 23 acres of pristine, lushly landscaped grounds, Unit H402 is a sun-drenched, turnkey condominium offering an exceptional blend of modern elegance, tranquil surroundings, and unmatched location convenience. As you step inside, you are greeted by an inviting open-concept layout defined by soaring high ceilings, skylights, fresh neutral tones, and expansive windows flooding the home with natural light. The sprawling living area serves as the warm heart of the home, centered around a cozy fireplace—ideal for relaxing on cool evenings or entertaining guests. Step through glass sliding doors out onto your large private balcony, an ideal spot for morning coffee, outdoor dining, or simply taking in the serene, tree-lined views.The chef-inspired kitchen features rich cabinetry, quality countertops, stainless steel appliances, and a seamless flow into the dedicated dining space. The bedroom wing is up just a few stairs from the main living area. The generous primary suite acts as a peaceful retreat, featuring ample closet space and a full en-suite bath. The spacious second bedroom is perfect for guests, a den, or a dedicated home office. Additional features include 2026 installed high efficiency heat and ac pump, in-unit laundry, and a spacious garage.Set within a secure 24-hour gated, pet-friendly community, residents enjoy top-tier lifestyle amenities including scenic walking and jogging trails throughout the expansive private grounds, a sparkling outdoor pool, tennis courts, a fitness center, and a historic stone clubhouse.Unbeatably located, this home offers fast, effortless access to the Longwood Medical Area, historic Brookline Village, Jamaica Pond, and Downtown Boston. Whether commuting for work or enjoying local boutique shopping and fine dining, everything you need is just minutes away. Schedule your private showing today and be home in time for the holidays! Furniture and furnishings available for separate purchase; details upon request!

241 Perkins St Unit H-402, Boston

Listing courtesy of Listing Agent: Brilliant Places Team from Listing Office: Gibson Sotheby's International Realty.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73593293 MLS

The marble mantel is still there — arched opening, scrolled keystone, original cast-iron summer cover in place. So are two pierced plaster ceiling medallions, a walnut stair with a carved volute and a rosette newel cap, deep built-up casings under a century intact after more than a century, 4-panel doors on original hardware, and a bay-window parlor that already works. JP's best condo resales are conversions of pre-1910 buildings, not new construction. Plenty of details to preserve here! An 1865 Second Empire three-family on a 9,600 square foot lot in the 3F-5000 subdistrict. Straight-sided slate mansard, segmental dormers with bracketed hoods, deep cornice on paired scroll brackets, 2-story canted bay. A spindled entry porch, a bracketed side porch, and wall-mounted espaliers. Nothing is built on the east side and nothing is likely to be: a community garden runs that line, then Lawndale Terrace, then the Southwest Corridor park, with the Orange Line beyond. 63.61 feet of frontage, just over 150 feet deep, roughly 73 feet of open yard behind the house, a 17.7 foot driveway on the west side, pkg for 4.The lot clears district minimums on area and frontage with room to spare. Setbacks are not a constraint. Keeping the shell and adding to the rear is the path the comps and the approvals both favor. Real work ahead, but the reward here is worth the effort. Site visits by appointment.

6 Oakdale St, Boston

Listing courtesy of Listing Agent: The Boston Home Team from Listing Office: Gibson Sotheby's International Realty.

$1,100,000

2 Beds ⋅ 3 Baths ⋅ 73593197 MLS

Ideally situated in the heart of Jamaica Plain’s coveted Hyde Square neighborhood, overlooking the leafy canopy of Sheridan Street, this luxurious 2 bed, 2.5 bath duplex offers 1,409 square feet of beautifully appointed living space with the scale and comfort of a single-family home. Perfect for entertaining, the spectacular open-concept main level seamlessly connects the living room, dining room, and chef-inspired kitchen, all enhanced by elegant tray ceilings and oversized windows that flood the home with natural light. An expansive kitchen island serves as the centerpiece for gathering, complemented by a generous walk-in pantry offering exceptional storage. The living spaces flow effortlessly onto an oversized private deck, creating an ideal setting for al fresco dining, summer gatherings, or simply relaxing outdoors. Intentionally designed for both entertaining and everyday living, the home features two bedrooms privately situated on the upper level, providing a peaceful separation from the main living areas. The primary suite enjoys captivating city views, offering a beautiful retreat above the neighborhood. Completely gut-renovated to the studs, this exceptional residence features new siding, windows, plumbing, electrical, HVAC, and spray foam insulation, combining sophisticated design with modern efficiency and lasting peace of mind. A 12-month builder's warranty provides additional confidence in the quality of the renovation. One deeded off-street parking space is included, with a second available for purchase. Pet-friendly and ideally located moments from Jamaica Pond, Centre Street’s vibrant restaurants and shops, Whole Foods, and the Orange Line, this home delivers an exceptional combination of luxury, lifestyle, and convenience in one of Jamaica Plain’s most desirable neighborhoods.

79 Sheridan St Unit 2, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$399,000

1 Beds ⋅ 1 Baths ⋅ 73592842 MLS ⋅ ['Atwood Square Condominium'] BLDG.

Tucked away on a peaceful dead-end street in one of Jamaica Plain’s most beloved neighborhoods, this enchanting top-floor one-bedroom condominium offers a blend of historic character, modern comforts and effortless city living. Bathed in natural light and rich with architectural charm, the home welcomes you with exposed brick, inviting living spaces, and a lovely bay-windowed bedroom where sunlight streams in throughout the day. The thoughtfully updated eat-in kitchen pairs timeless white shaker cabinetry with gleaming new quartz countertops, a new sink, a gas range and generous storage. A beautifully tiled bathroom with smart modern fixtures round out the upgrades. Beyond the home’s inviting interiors, a spacious enclosed yard and patio provide a lovely setting for relaxing outdoors, while private basement storage, common laundry, and a well-maintained, professionally managed association with low condominium fees offer practical conveniences. And then there is the neighborhood itself. Spend leisurely mornings exploring the Arnold Arboretum, enjoy an afternoon stroll around Jamaica Pond, or wander the Southwest Corridor. Linger over coffee at one of three nearby cafés: Fiore’s Bakery, Monumental Market and Viza; browse the shelves at Papercuts or visit the Jamaica Plain Branch Library. The lively shops and restaurants of South and Centre Streets are not to be missed. A rare combination of tranquility, character, and neighborhood charm, this delightful home offers an inviting retreat in the heart of one of Boston’s most vibrant communities.

20 Atwood Square Unit 5, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$850,000

3 Beds ⋅ 2 Baths ⋅ 73592749 MLS

Tucked into the welcoming Bourne neighborhood of Jamaica Plain, 221–225 Wachusett St #2 offers a cozy retreat with an inviting open layout highlighted by modern finishes, rich wood floors and a gas fireplace. Outside the unit is an additional 300+ sq ft play room located in the basement, front and rear decks, a large private patio and off street parking. Spend your weekends exploring the colorful trails of the Arnold Arboretum or grabbing a bite at a neighborhood favorite, with T access at Forest Hills. With an active neighborhood, you'll experience block parties and holiday events in a community that captures the warmth of Jamaica Plain in every season.

221-225 Wachusett St Unit 2, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73591981 MLS

SINGLE FAMILY ALTERNATIVE! Built in 2015, this modern, architecturally significant townhome offers the feel of a single-family home complete with its own private entry. The inviting main level features soaring 13-foot ceilings, oversized windows, and high-end finishes throughout. Designed for cooking and entertaining, the gourmet kitchen boasts premium Maralis cabinetry, a spacious island, a professional Bertazzoni gas range, and sleek quartz countertops. Right off the living area, sliding glass doors open to a private deck, patio, and fenced yard, creating an ideal layout for warm-weather outdoor gatherings. The second floor is dedicated to comfortable living, anchored by a primary suite that features a walk-in closet, a private balcony, and a spa-inspired bath equipped with a double vanity and a glass-enclosed shower. Two additional generously sized bedrooms share a well-appointed guest bathroom with convenient in-unit laundry. Downstairs, the lower level offers functional utility space, a home gym, and direct access to a heated two-car garage. Situated in the heart of Jamaica Plain's Forest Hills neighborhood, this home is just moments from Parkman Playground, Leland Street Community Gardens, the Arnold Arboretum, local dining, shops, and Forest Hills Station.

57 Wachusett Street Unit 3, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

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Jamaica Plain Real Estate

Newest Listings in Jamaica Plain

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