Jamaica Plain Real Estate

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and diverse community, Jamaica Plain offers a unique blend of urban living and natural beauty, making it one of the most sought-after areas in the city.

Jamaica Plain is famous for its stunning green spaces, including the expansive Arnold Arboretum, a part of the Emerald Necklace park system designed by Frederick Law Olmsted. Residents and visitors alike enjoy leisurely strolls, picnics, and outdoor activities amidst the lush landscapes and beautifully curated gardens. The area also boasts Jamaica Pond, a serene oasis perfect for kayaking, jogging, or simply unwinding with a good book by the water.

This neighborhood is a cultural melting pot, featuring an array of restaurants, cafes, and shops that reflect its diverse population. From cozy coffee shops to vibrant eateries serving international cuisine, there’s something to satisfy every palate. The local arts scene thrives here, with galleries, theaters, and community events that foster creativity and connection among residents.

Jamaica Plain’s strong sense of community is evident in its numerous local initiatives and events, from farmers' markets to seasonal festivals. The area is well-connected to downtown Boston via public transportation, making it easy for residents to enjoy the hustle and bustle of city life while retreating to the tranquility of their neighborhood.

Whether you’re seeking a charming historic home, a modern condo, or a vibrant community to call your own, Jamaica Plain offers an inviting and dynamic environment that truly feels like home. Explore the possibilities in this enchanting Boston neighborhood today!

Newest Listings in Jamaica Plain

$850,000

4 Beds ⋅ 2 Baths ⋅ 73578520 MLS

OPPORTUNITY. Rare two-family home in one of Boston's Jamaica Plain neighborhood. 4 beds, 2 baths across two units, with upper unit spanning two levels for a flexible living area. Gas heating. Hardwood flooring throughout. Enclosed porch with updated paint. Additional features include off-street parking for three cars and a full basement ideal for storage or future expansion. Perfect for owner occupants or developers & contractors looking to capitalize on condo conversion potential. Steps from White Stadium's $325M transformation (future home of Boston Legacy, opening 2027) and bordering Franklin Park's green space and trails. Convenient MBTA Orange line access or direct ride to Downtown Boston. Near Longwood Medical area & Brookline. To be delivered vacant.

445 Walnut Ave, Boston

Listing courtesy of Listing Agent: Kary Cummings from Listing Office: Coldwell Banker Realty - Cambridge.

$499,000

2 Beds ⋅ 1 Baths ⋅ 73578453 MLS

In an elegant brick row house in JP’s historic Sumner Hill, only minutes from the T, this 2 bed, 1 bath condo effortlessly blends character, warmth & convenience. Accessed in the rear of the building, surrounded by trees and flanked by climbing ivy, the entry welcomes you with a feeling of seclusion. Inside, a lovely wood-burning fireplace and a quaint, bay-window dining nook immediately captures your attention in the open living & dining room. Stylish kitchen features a range hood, apron sink, gas cooking & brass hardware. The full bathroom was meticulously updated over the past few years with a new shower, vanity, lighting & storage, and is adjacent to a spacious primary bedroom with cozy office/reading nook. Descend to the lower-level guest room showcasing beautiful, exposed brick and a glass door to your private, fenced-in rear patio & shared yard! Enjoy driveway parking for 1 car, 2022 new in-unit washer & dryer, basement storage, + a pet-friendly HOA. Excellent commuter location: 0.2 miles from Green St T, minutes to SW Corridor bike path, Evergreen Café, Centre Street shops, restaurants, the Pond and Arboretum. Don’t miss this exceptional opportunity to call coveted Sumner Hill your home and live within steps of JP’s greenery and vibrant offerings.

26 Everett St Unit 1, Boston

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

$1,499,000

5 Beds ⋅ 2 Baths ⋅ 73578371 MLS

Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!

27 Cranston Street, Boston

Listing courtesy of Listing Agent: Hope Addorisio from Listing Office: Lamacchia Realty, Inc..

$829,000

3 Beds ⋅ 3 Baths ⋅ 73578364 MLS

An ultra-stylish, convenient lifestyle awaits in this modern, 2020-built 3 bed, 2.5 bath townhouse condo in Jamaica Plain’s vibrant Forest Hills. Spanning 1,635 sq ft across two levels, this home offers the privacy and space of a single-family. The main level features a sleek, open-concept kitchen, living, and dining area that flows seamlessly through large sliders onto a massive 400+ sq ft private sun deck. Upstairs consists of the primary suite with double closets & double-vanity en-suite, alongside two additional bedrooms, a full bath, laundry with Miele W/D, and exceptional closets. Built with energy efficiency in mind, the home features triple-paned windows, double-insulated walls, high-efficiency heat pumps, & a tankless hot water heater to keep utility bills and outside noise to a minimum. Includes an oversized garage space with a dedicated EV charger, bike racks, and a large private storage room. Professionally managed HOA and located just blocks from the Forest Hills T station, Arnold Arboretum, Southwest Corridor bike path, Brassica, and Third Cliff Bakery. Move just in time for JP’s beloved Lantern Parade & holiday hosting!

125 Hyde Park Ave Unit A, Boston

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

$1,980,000

4 Beds ⋅ 4 Baths ⋅ 73578040 MLS ⋅ ['Cabot Estates Condominium'] BLDG.

Experience unmatched peace of mind and maintenance-free luxury at Cabot Estates, a premier 24-hour gated community set across 23 private, park-like acres along the Boston-Brookline border. Designed for effortless, single-level main living, Unit D302 features direct elevator access on both levels. The main floor boasts a seamless open-concept layout with a custom kitchen, dining area, bar nook, and a sunlit family room opening to a private balcony. Steps away, your primary suite offers a true sanctuary with a sitting area, walk-in closet, and an exquisite Italian marble bath with mosaic tile accents. Step outside onto your private patio to enjoy peaceful, sweeping views of Jamaica Pond, the historic estate castle, and Frederick Law Olmsted-designed landscapes. Thoughtfully constructed the full-walkout lower level features 3 additional bedrooms,2 full baths, a secondary kitchenette, and dedicated laundry accessible via a built-in laundry chute or the building’s elevator. Tons of closets and Storage as well as Storage locker & 2 tandem Garage parking. Resort-style amenities offer active leisure right at home, including a heated pool, tennis courts, a fitness center, library, and private function room. Minutes from world-class healthcare at Longwood Medical Area and Faulkner Hospital, as well as premier dining and shopping in Brookline Village and Centre Street. Security, convenience, and single-family comfort 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.

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 73577880 MLS ⋅ ['53-55 Green Street Condominium Trust'] BLDG.

Stunning 3-bedroom, 2.5-bath townhouse built in 2017 with more than 2,300 sq. ft. of living space across four finished levels. This home gives you the space and privacy of a single-family with the ease of condo living, right in the heart of Jamaica Plain. Step inside to an open, bright main level that is made for gathering. The modern kitchen offers plenty of storage and prep space and flows right into the dining and living areas, making it easy to cook, entertain, or simply hang out at the end of the day. There is plenty of room for a large dining table as well as comfortable living room furniture without sacrificing the open feel of the space. Upstairs, the second floor has two generously sized bedrooms, giving you lots of flexibility for kids, guests, or a dedicated home office. A full bath serves this level. Head up one more flight and the entire top floor is yours! The spacious primary suite feels like a true retreat, with plenty of room for a king-sized bed and additional furniture, an en-suite bath, and a large walk-in closet. Having the primary suite on its own floor creates a sense of privacy that can be hard to find in city living. The finished lower level adds another full floor of usable space and gives this home so much flexibility. Set it up as a family or media room, home gym, playroom, second office, guest space—or a combination of a few. Whether you need room to work from home, host overnight guests, or simply want another place to spread out, there are plenty of options. Outside, enjoy your own private outdoor space, perfect for summer dinners, entertaining friends, gardening, or relaxing with a cup of coffee. It is a great extension of the living space during the warmer months and another feature that can be tough to find in the city. And then there’s the location! Enjoy easy access to everything that makes JP such a great place to live—local shops and restaurants, neighborhood parks and green spaces, public transportation, and more. Grab a coffee, head out for dinner, spend the afternoon outside, or hop on the train into downtown Boston. You get the neighborhood feel that people love about Jamaica Plain while still having easy access to the rest of the city. With more than 2,300 sq. ft., three bedrooms, multiple flexible living spaces, a private top-floor primary suite, private outdoor space, and a great JP location, 55 Green offers a combination of space, flexibility, and convenience that is hard to find in the city.

55 Green St Unit 55, Boston

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

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 73577814 MLS

Set on a tree lined street in Jamaica Plain's coveted Moss Hill neighborhood, this three bedroom single family home sits just a block from the Arnold Arboretum and offers space to spread out both inside and out. Original character runs throughout, from the woodwork and wood windows to well maintained shingles and a working wood fireplace. The primary suite is a true retreat, with soaring ceilings, a gas fireplace, a large closet, and its own bathroom for quiet mornings and evenings. Freshly refinished wood floors add warmth underfoot as you move from room to room. The large living room provides space for entertaining or relaxing, while a gracious front sitting room and sunroom add flexibility for a home office, reading nook, music room, or extra lounge space, giving the layout room to flex with everyday life. Outside, a stone patio and the expansive backyard offer room to garden, host, play, or simply enjoy the outdoors. A two car garage adds parking plus storage for bikes, tools, and gear galore. Longwood Medical, Centre Street, Jamaica Pond, the Emerald Necklace, Brookline and the Faulkner are all within easy reach, rounding out this home's connection to the neighborhood around it.

5 Rambler Rd, Boston

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

$359,000

1 Beds ⋅ 1 Baths ⋅ 73577772 MLS

Enjoy the best of Jamaica Plain from this beautifully renovated one-bedroom condominium, ideally positioned along the Centre Street corridor and moments from some of Boston’s most treasured green spaces. The thoughtfully designed interior features an open, airy living and dining area with hardwood floors and a stylish renovated kitchen that integrates seamlessly with the main living space. A generously sized bedroom and updated bath complete the comfortable, well-proportioned layout. Outside your door, enjoy the restaurants, cafés and neighborhood shops that make JP such a vibrant place to live, along with Whole Foods and convenient access to the Green Street T station and Longwood Medical Area. The Arnold Arboretum, Jamaica Pond and miles of trails throughout Boston’s Emerald Necklace are all close at hand, offering an exceptional connection to the outdoors rarely found in the city. With a low condominium fee and a turnkey interior, this is an inviting home in one of Jamaica Plain’s most desirable and distinctive neighborhoods.

804 Centre St Unit 8, Boston

Listing courtesy of Listing Agent: Rene Rodriguez from Listing Office: Cabot & Company.

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 73577590 MLS

This gut renovated condo occupies the top two floors of the building and lives like a single family house: private entry, private driveway, garage parking, and a large partially fenced yard for play, relaxation, and grilling. Inside, the floor-through layout spans the full width of the building, bringing wonderful natural light into every room. The high-end kitchen opens to a living and dining area with two walls of windows and a gas fireplace. Three bedrooms on this level include a guest suite with its own ensuite bath. A deck off the back extends the living space outdoors. The top-floor primary suite feels like its own retreat, with skylights, a spa-like bathroom, and custom closets built for real storage. In-unit laundry and basement storage round out this home. Great location near Jamaica Pond, Whole Foods, and shops and restaurants along Center Street.

1 Zamora Street Unit PH, Boston

Listing courtesy of Listing Agent: Miller & Co. from Listing Office: Compass.

$650,000

3 Beds ⋅ 1 Baths ⋅ 73577588 MLS

Rare Opportunity in Jamaica Plain! Situated on a generous corner lot, 10 Meyers offers exceptional outdoor space and endless possibilities in one of Boston's most sought-after neighborhoods. The expansive lot provides ample yard space, off-street parking with a private driveway, and outstanding curb appeal. Whether you're looking to move right in, renovate, expand, or explore future development potential (buyer to perform their own due diligence), this property presents a unique opportunity. Conveniently located near parks, public transportation, shopping, restaurants, and everything Jamaica Plain has to offer. Large lots with driveway parking are a rare find—don't miss your chance to own this exceptional property!

10 Meyer St, Boston

Listing courtesy of Listing Agent: Joseph McEachern from Listing Office: Paramount Properties.

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 73577476 MLS

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 carefully and respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs that period-inspired detail with a fully modern interior throughout.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, where you'll overlook a lush, perennial garden — a private retreat that's fully fenced for kids and pets alike.A first-floor laundry room and updated half bath add everyday ease. Upstairs, the second floor offers three bedrooms and two bathrooms, including a generous primary suite with its own 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 space for overnight guests.Additional highlights include solar panels for energy efficiency, abundant storage throughout, and a rare 2.5-car garage.All this just steps from Jamaica Plain's eclectic shops, wonderful restaurants, parks, and green space — offering the perfect balance of historic charm and everyday convenience.

75 Seaverns Ave, Boston

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

$650,000

2 Beds ⋅ 1 Baths ⋅ 73577425 MLS ⋅ ['Sumner Hill House Condominium'] BLDG.

Location, convenience and comfort. In a highly desirable central location within the Sumner Hill neighborhood, this condo sits in a thoughtfully renovated and converted building—the historic former Jamaica Plain High School. The stunning two bed / one bath condo seamlessly blends timeless character with a modern lifestyle. Enjoy the sunrise from the comfort of your living room through the gigantic windows that face the trees. Bright and spacious, the open-concept layout features soaring ceilings (about ten feet high), abundant natural light, stylish finishes, generous storage, and the convenience of heat and hot water included in the condo fee. The beautifully renovated kitchen features quartz countertops, stainless steel appliances, double drawers, an induction oven, overlooking the expansive living and dining area. Two generously sized bedrooms offer ample closets, plus a walk-in closet at the end of the hallway. A fully renovated bathroom has a standing shower..Exceptional amenities include central air, on-site property management, elevator access, laundry facilities, bike rooms, storage rooms, and off-street parking. Enjoy an unbeatable Jamaica Plain location just minutes from the Jamaica Pond, the Green Street MBTA station, local shops, cafés, and restaurants. With an exceptional blend of historic charm, modern convenience, and a vibrant neighborhood setting, this is city living at its finest.

76 Elm Street Unit 203, Boston

Listing courtesy of Listing Agent: Gioulianna Dimitri from Listing Office: Gibson Sotheby's International Realty.

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