Jamaica Plain Real Estate

Welcome to Jamaica Plain, a vibrant 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 Suffolk County.

Jamaica Plain, often affectionately referred to as "JP" by locals, is celebrated for its green spaces, including the expansive Arnold Arboretum 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 preserving its natural environment is evident in its numerous parks and community gardens, creating a serene oasis amidst the bustling city.

Culturally rich and diverse, Jamaica Plain boasts a vibrant arts scene, with local galleries, theaters, and music venues that showcase the talents of both emerging and established artists. The neighborhood is also home to a variety of restaurants, cafes, and shops, offering everything from international cuisine to artisanal goods. Whether you're in the mood for a cozy brunch or a night out with friends, JP's culinary scene has something for everyone.

Community is at the heart of Jamaica Plain. Residents take pride in their neighborhood, participating in local events and initiatives that foster a strong sense of belonging. With its friendly atmosphere, excellent schools, and convenient access to public transportation, Jamaica Plain is not just a place to live; it’s a place to thrive.

If you're looking for a neighborhood that combines the charm of a close-knit community with the vibrancy of city life, Jamaica Plain is the perfect destination to call home.

Newest Listings in Jamaica Plain

$795,000

2 Beds ⋅ 2 Baths ⋅ 73560653 MLS

]Jamaica Plain / Prime Hyde Square location 2020 construction top-floor two-bedroom/two-bathroom offers nearly 1,250 sq ft of well-designed living with oversized windows on all four sides and exceptional natural light. The open-concept layout features high ceilings, refined finishes, and seamless access to a rare private deck. The kitchen is equipped with JennAir stainless steel appliances, quartz countertops, and generous pantry storage. Two spacious bedrooms include a primary suite with a spa-inspired bath and custom closets. Additional features include Marvin windows, built-in speakers, central air, in-unit laundry, spray-foam insulation for efficiency and sound separation, and high-efficiency heating and hot water systems. Basement Storage. Convenient to the MBTA, Southwest Corridor Park, and bike path with direct access to Downtown Boston.

17 Chestnut Unit 3, Boston

Listing courtesy of Listing Agent: Frank Carroll Homes Team from Listing Office: Compass.

$824,900

2 Beds ⋅ 2 Baths ⋅ 73559586 MLS ⋅ ['Citygreen Condominium'] BLDG.

Step into your new lifestyle in this gorgeous corner unit penthouse in the treetops of Sumner Hill, one of the most desirable historic areas of JP. Overlooking Johnson park, direct access to the lovely Southwest Corridor, and perched steps to the ultra convenient Green Street T, this property boasts 2 deeded parking spaces (non tandem!) and an outstanding amount of private storage space. Open concept living at its finest with generous living and dining area with flick-of-a-switch gas fireplace, central A/C, and french doors to balcony. High vaulted ceilings and skylight create an extra bright and airy feel throughout. Ideal open kitchen with granite peninsula and counters, stainless, gas cooking, dishwasher, stylish pendants, recessed lighting, and crown molding detail. Beautiful vaulted ceilings extend in primary bedroom with en suite bath. Direct access to additional attic storage via 2nd bedroom + oversized private storage room in basement (with keyed door), excellent for home gym. New HVAC (2022), new in-unit LG washer and dryer (2022), nearly fully repainted interior (2026). Easy access to the lively cafes, restaurants, shops of Centre Street, plus all the smooth transit, green space, and recreation of the Emerald Necklace. First showings at open houses, this weekend, Saturday 8/8 12:00 to 1:30 and Sunday 8/9 11:30 to 12:30!

131 Green Street Unit 306, Boston

Listing courtesy of Listing Agent: Mandy Harwood from Listing Office: Real Broker MA, LLC.

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 73558744 MLS ⋅ ['Sedgwick Street Condominium'] BLDG.

Discover an exceptional urban retreat built in 2000 by notable local Craftsperson & Builder, Maplehurst. This four-story residence presents an opportunity for sophisticated city living thoughtfully designed to accommodate daily routines with ease and style. The first floor with an open living area with living and dining area as well as a well appointed kitchen, half bath and foyer is filled with beautiful details like a cherry wood kitchen floor, crown moldings, bay window and hardy mantle surrounding a gas fireplace. The second level has an expansive primary suite with a generous walk-in closet and marble bathroom as well as a second bedroom. The third floor is a wonderful treehouse sitting area / tv room with cathedral ceilings. Two bedrooms and a full bath are also set under the eaves creating dramatic spaces for stylish living. Finally, a finished lower level opens directly to the parking and provides additional area for a media room, home office, playroom or whatever you can imagi

33 Sedgwick Street Unit 33, Boston

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

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 73556622 MLS ⋅ ['10-14 Boylston Place Condominium'] BLDG.

Contemporary design, exceptional craftsmanship, and spectacular outdoor living define this beautifully appointed 2016-built townhouse tucked away on a quiet side street in the heart of Jamaica Plain. This welcoming residence is just steps from the Stony Brook MBTA station, Southwest Corridor Park, Longwood Medical Area, and JP’s vibrant restaurants, cafés, breweries, and shops.A heated garage with direct entry opens to an impressive main level where radiant-heated acid-washed concrete floors, oversized windows, and a gas fireplace create an inviting atmosphere for everyday living and entertaining. The chef’s kitchen is thoughtfully designed with custom cabinetry, granite countertops, JennAir stainless steel appliances, and abundant storage, seamlessly flowing into the spacious living and dining areas. A stylish powder room completes the first floor.The upper two levels feature three generously sized bedrooms and two beautifully finished full baths with rich cherry hardwood flooring throughout. Occupying the entire top level, the luxurious primary suite offers a private balcony, walk-in closet, and spa-inspired bath, creating a peaceful retreat.The showpiece of the home is the private rooftop terrace—an exceptional extension of the living space with natural gas and water connections, perfect for outdoor dining, grilling, entertaining, or relaxing while enjoying beautiful sunsets and views across the tree-lined Southwest Corridor Park.A rare opportunity to own a move-in ready townhouse in one of Boston's most sought-after neighborhoods.

10-14 Boylston Pl Unit 10, Boston

Listing courtesy of Listing Agent: Susan Fei from Listing Office: United Real Estate, LLC.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73555939 MLS

New construction 3 bed 2 ba w private deck, with garage parking private deck & roof rights! Introducing the residences at 2 Weld hill, A collection of 9 state of the art new construction homes offering unparalleled modern luxury. Perfectly situated in one of Jamaica plains most vibrant neighborhoods, just a short stroll to countless restaurants cafe's shops & 1 minute walk to the train, yet conveniently rounding the corner of a beautiful treelined street offering quintessential JP historic charm paired with high end modern luxury living. Park in the garage & take the elevator to your luxury 3 bedroom 2 bath flat featuring sprawling wide open living space flowing seamlessly to your private deck. The open concept living & dining areas sets the perfect stage for entertaining. The chef's kitchen features Cafe SS appliances, quartz countertops, custom cabinetry & 9 ft island with breakfast bar. The enormous primary bedroom features spa like en suite bath & excellent closet space. Both guest bedrooms well proportioned

2 Weld Hill Street Unit PH2, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.

$799,000

3 Beds ⋅ 1 Baths ⋅ 73555931 MLS

Fabulous top floor (3rd floor), 3 bedroom, 1 bathroom Jamaica Plain condo with central A/C, in-unit laundry, a huge shared yard, and deeded off-street parking. From the moment you enter the private interior staircase flanked by two stained glass windows, you'll be struck by this home's character, architectural details, and stylish accents. The expansive, sunny living room features one of the home's dramatic vaulted ceilings, exposed wood beams, and an adorable pair of lunette quarter windows - solidly distinguishing the space far from the ordinary. Gorgeous wide plank pine floors are warm and inviting. Generously sized bedrooms and an eat-in kitchen with pantry enhance the ideal flexible layout. Many recent improvements: induction range ('22), washer/dryer ('22), refrigerator ('24), and more. The deeded storage area in the basement was nicely finished and currently serves as a cozy work-from-home space. Retreat to your private covered rear porch offering partial downtown views and 4th of July fireworks! The unusually large, level, shared back yard features a majestic silver maple tree and has served as a gathering space for everything from birthdays to block parties. Pride of ownership is evident in this three unit, 100% owner occupied building. Enjoy being close to shopping, Whole Foods, Stop & Shop, and JP's vibrant food scene featuring many types of cuisine. Very convenient to Longwood Medical Area. Commuting downtown is also a breeze via nearby Stony Brook T stop (Orange Line); or grab a Bluebike at Stony Brook to use along the Southwest Corridor's bike path to Back Back Station. Bus route 41 is also right at the end of Wyman street. Spend your downtime in green space exploring Jamaica Plain's portion of The Emerald Necklace with hundreds of acres of curated and natural beauty at Harvard University's Arnold Arboretum, Olmsted Park, Franklin Park, and Jamaica Pond. This lovingly maintained home is move-in-ready and provides the perfect place to create your life's next chapter. A virtual tour is posted on MLS.

42 Wyman St Unit 3, Boston

Listing courtesy of Listing Agent: The Ivy Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$485,000

2 Beds ⋅ 1 Baths ⋅ 73555234 MLS ⋅ ['Pond Place Condominiums'] BLDG.

Welcome to this high first floor Pondside Jamaica Plain condo at 90 Bynner St, #4! This charming 2 bed + office residence boasts classic historic detail, hardwood floors throughout, abundant natural light from 10 total windows. A flexible solarium off the main area serves as the ideal work-from-home office or light-filled sunroom. Enjoy city views and relaxing evenings on the incredible common roof deck. Perfectly situated just across from the MSPCA for all you pet lovers, only one block to Whole Foods Market, and a block to Olmsted Park and Leverett Pond along the Emerald Necklace trails. Commuting is effortless with easy access to the MBTA Green Line (E Line), the 39 bus route at your doorstep, and close proximity to the VA Hospital, Harvard Medical School, and Longwood Medical Campus and associated hospitals. Complete with bike storage and common laundry, this location delivers unbeatable convenience to JP dining, local shops, and the great outdoors.

90 Bynner St Unit 4, Boston

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 73554403 MLS ⋅ ["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.

$799,000

3 Beds ⋅ 1 Baths ⋅ 73552692 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! First Showing Sunday, 27th of July 1-3.

10 Meyer St, Boston

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

$499,900

1 Beds ⋅ 1 Baths ⋅ 73553617 MLS ⋅ ['The Parkline'] BLDG.

Welcome to The Parkline, where contemporary design meets energy-efficient living. This spacious one bedroom one bathroom home featuring an open, flexible layout ideal for entertaining, dining or working from home. Oversized windows fill the residence with natural light, highlighting wide-plank wood floors and clean, modern finishes. The sleek kitchen offers contemporary cabinetry, quartz countertops, designer tile accents and premium Samsung Bespoke appliances. A beautifully finished bathroom, generous bedroom and private in-unit laundry complete the interior. This Net Zero Ready building provides assigned off-street parking, EV charging, secure bike storage and private storage. Ideally located near Jamaica Plain’s vibrant shops and restaurants. Modern comfort, thoughtful design and exceptional convenience all in one impressive home.

27 Dixwell St Unit 4A, Boston

Listing courtesy of Listing Agent: Mark Savage from Listing Office: Byrnes Real Estate Group LLC.

$409,000

1 Beds ⋅ 1 Baths ⋅ 73553458 MLS ⋅ ['Jamaicaway Tower And Townhouses'] BLDG.

Well maintained with excellent updates! 4th floor one bedroom facing east. Light and bright with expansive closet space. The combination living and dining room offers flexible space with excellent opportunity for a home office. The kitchen has been updated with stainless appliances, pantry closet and newer countertops. The bedroom is large enough for a king bed and also has great storage with shuttered window treatment. This unit has a private balcony not connected to any other units. The parquet flooring is in excellent condition and the fan coils and thermostats have been replaced. Truly a turnkey property in a wonderful location for Longwood Medical and downtown Boston. Jamaicaway Tower and Townhouses offers 24/7 doormen, heated in ground pool, tennis court, onsite management and maintenance and fitness rooms. A stable and interesting community with opportunities to participate in a host of activities. Truly a great place to call home!

111 Perkins Street Unit 045, Boston

Listing courtesy of Listing Agent: Elane Fine from Listing Office: William Raveis R. E. & Home Services.

$575,000

2 Beds ⋅ 1 Baths ⋅ 73553015 MLS

Charming two bedroom floor-through condo at the base of Sumner Hill offering high ceilings and beautiful pine floors. The spacious, sun-filled living room and versatile floor plan provide flexibility to suit your lifestyle. Freshly painted with newer double-glazed windows, this home is move-in ready while offering the opportunity to add your own personal touches. The inviting kitchen features warm butcher block countertops and convenient in unit laundry. Enjoy outdoor living on your private deck overlooking a generous shared yard, perfect for entertaining, gardening, or relaxing. There is a large private storage space in the basement and the low condo fee includes heat and hot water. Ideally located just steps from the shops and restaurants along South and Centre Streets, as well as the Green Street T station, this home offers the perfect blend of neighborhood charm and city convenience.

76 Carolina Ave Unit 1, Boston

Listing courtesy of Listing Agent: Kris Kososki from Listing Office: Gibson Sotheby's International Realty.

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