Jamaica Plain Real Estate

Jamaica Plain Real Estate

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts, within Suffolk County. Known for its rich history and diverse culture, 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 boasts an impressive array of parks and green spaces, including the famous Franklin Park and the picturesque Jamaica Pond. These lush landscapes provide residents with ample opportunities for outdoor activities, from leisurely strolls and picnics to kayaking and cycling. The neighborhood’s commitment to sustainability and community gardening further enhances its appeal, attracting nature lovers and eco-conscious individuals alike.

Culturally, Jamaica Plain is a melting pot, showcasing a vibrant arts scene and a plethora of dining options that reflect its diverse population. From cozy cafés and artisanal bakeries to international restaurants, there’s something to satisfy every palate. The local shops and boutiques add to the neighborhood’s charm, offering unique finds and supporting local artisans.

For those who value community, Jamaica Plain is home to a variety of events and festivals throughout the year, fostering connections among residents. With its easy access to public transportation and proximity to downtown Boston, commuting is a breeze, making it an ideal location for professionals and families alike.

In Jamaica Plain, you’ll find not just a place to live, but a community that embraces diversity, creativity, and a love for the outdoors. Discover the magic of Jamaica Plain, where every street tells a story and every day brings new adventures!

Newest Listings in Jamaica Plain

$1,050,000
73574113 MLS
BRAND-NEW RETAIL/OFFICE CONDO PACKAGE FOR SALE - Rare opportunity to purchase three new-construction commercial condominiums in the heart of Jamaica Plain. The package includes approximately 2,585 total square feet across three spaces measuring 770 SF, 850 SF, and 965 SF. Located just 0.1 miles from the MBTA Green Street station, the properties offer excellent public transportation access and strong surrounding residential density. These versatile spaces are well suited for beauty salons, spas, attorneys, accountants, entrepreneurs, dental or medical offices, physical therapy practices, or other traditional retail and professional uses. Ample street parking is available nearby.

120 Brookside Ave, Boston

Listing courtesy of Listing Agent: Myles Whalen from Listing Office: City Realty Group.
$85,000
73576702 MLS
Rare 2-car garage in Jamaica Plain, ideal for secure off-street parking or extra storage in the city. Conveniently located with easy access to Downtown Boston, public transportation, Brookline, schools, and major routes, this garage offers a practical solution for guaranteed parking and year-round peace of mind. Perfect for commuters, local residents, or investors seeking a low-maintenance urban asset.

57 Cornwall St, Boston

Listing courtesy of Listing Agent: Jonathan Simon from Listing Office: .
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73578974 MLS ⋅ ['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.
$589,000
2 Beds ⋅ 1 Baths ⋅ 73578757 MLS ⋅ ['Jamaicaway Tower And Townhouses'] BLDG.
A true "jewel box" home. Thoughtfully renovated and designed to the highest standards. Gracious entry foyer with storage leading to an expansive living/dining area. Crown molding and chair rail added. The kitchen is a delight with wonderful cabinetry and detail. Two large bedrooms with the primary having a walk in closet. Delightful balcony with views from the west all the way to downtown Boston. This home has replacement double pane windows and balcony door. New fan coils. The asbestos in the ceilings of all rooms and closets has been removed.. There are numerous details and touches that make this a unique offering. Jamaicaway Tower has many amenities and a vibrant and active community. It is very well located with access to Boston and the medical area. Choose the carefree lifestyle in this terrific move in ready home.

111 Perkins Street Unit 253, Boston

Listing courtesy of Listing Agent: Elane Fine from Listing Office: William Raveis R. E. & Home Services.
$549,000
2 Beds ⋅ 1 Baths ⋅ 73578756 MLS ⋅ ['Jamaicaway Tower And Townhouses'] BLDG.
Wonderful two bedroom, corner unit on the 21st floor. Freshly updated with new wood floor, brand new bathroom with designer tile, new paint and replacement windows in both bedrooms. This great home has an open floor plan with a peninsula kitchen, fully applianced and generous custom cabinetry. Soffit recessed lighting enhances the space. There is excellent storage in the unit and a walk in closet in the primary bedroom. The popcorn ceiling has been covered. Walk in stall shower in bath. Private balcony with four season spectacular views and amazing sun light and sunsets from the bedroom. Jamaicaway Tower and Townhouses is a full service property with many amenities including 24/7 doormen, on site management and maintenance, in ground pool, tennis court, and onsite gyms. There is garage parking available. Walk to Jamaica Pond and the Emerald Necklace and to public transportation and J.P. Center. A lovely home in turnkey condition awaits.

111 Perkins Street Unit 212, Boston

Listing courtesy of Listing Agent: Elane Fine from Listing Office: William Raveis R. E. & Home Services.
$850,000
4 Beds ⋅ 2 Baths ⋅ 73578520 MLS
OPPORTUNITY. Rare two-family home in 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.
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