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

$1,795,000

8 Beds ⋅ 4 Baths ⋅ 73600734 MLS

A rare offering in Jamaica Plain, this distinctive three-family Craftsman home beautifully balances original architectural character with thoughtful contemporary design. Designed to embrace natural light, the home's southern exposure fills the living and dining rooms with sunshine, while more than 20 windows in each apartment invite refreshing cross-breezes. The first and second floors offer spacious three-bedroom residences rich in original details, including built-in cabinetry, handsome woodwork, and Southern pine floors, complemented by modern conveniences. Crowning the home is a spectacular two-bedroom owner's residence, added in 2005 and designed by award-winning Next Phase Studios. Soaring 9.5-foot ceilings, maple floors, transom windows, and an open, airy floor plan culminate in an expansive picture window framing the wooded hills of Franklin Park. Outdoors, welcoming front gardens bordered by low stone walls connect the home to its neighborhood, while a secluded bluestone patio, shaded by mature oak and maple trees, creates a peaceful retreat surrounded by lush greenery. Generous basement and private attic storage add everyday practicality. Enjoy the best of Jamaica Plain, with nearby parks, neighborhood cafés, restaurants, and public transportation. A remarkable opportunity to enjoy an architect-designed home with two additional income-producing residences, where craftsmanship, nature, and community come together.

21 John A Andrew St, Boston

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

$749,900

3 Beds ⋅ 1 Baths ⋅ 73600325 MLS

Renovated single-family townhouse near the Arnold Arboretum, Jamaica Pond, and the shops and restaurants of Centre Street. The main level features a sun-filled living room and a spacious eat-in kitchen with granite countertops, stainless-steel appliances and an abundance of cabinet space. Upstairs are three bedrooms with hardwood floors and ample closet space, plus a full bath. The finished lower-level bonus space is currently used as a home gym. Enjoy private outdoor space with newer pavers, grilling area, and room to garden. Additional features include central A/C, two deeded parking spaces, and a roof installed in 2025. Solar panels are rented. No HOA, no condo fees, this is an attached single-family home. Also listed under MLS# 73595629.

22 Goldsmith St. Unit 22, Boston

Listing courtesy of Listing Agent: Patricia Reilly from Listing Office: RE/MAX Real Estate Center.

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 73600183 MLS

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 4D, Boston

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

$699,900

2 Beds ⋅ 3 Baths ⋅ 73599577 MLS ⋅ ['Wise Chestnut Condominium'] BLDG.

There is a lot to like about this Jamaica Plain home, starting with the extensive renovations and thoughtful improvements made over the past few years. Renovated in 2023, the property has since been further upgraded with a beautifully finished primary bathroom, walk-in closet, and laundry room. Many of the original builder-grade finishes have also been replaced with more attractive, higher-quality selections. Hardwood floors throughout the upper level add warmth and character, while the generously sized kitchen offers plenty of room for everyday living and entertaining. The location is another real advantage, with Jackson Square T station, the Southwest Corridor, and a great selection of neighborhood restaurants and shops all within easy walking distance. And for anyone familiar with the challenges of parking in Boston, the two tandem spaces in a gated driveway are a particularly welcome feature. Comfortable, well-maintained, and genuinely move-in ready, this is a home where much of the hard work has already been done.

5 Wise St Unit 1, Boston

Listing courtesy of Listing Agent: Harry Silverstein from Listing Office: Keller Williams Realty Boston Northwest.

$885,000

3 Beds ⋅ 2 Baths ⋅ 73599294 MLS ⋅ ['Two Boylston Condominium'] BLDG.

Rare opportunity to own a gorgeous 3 bed/2 bath condo with elevator, 1 garage parking, and private storage! Sun-filled south facing open floor plan with direct access to private front balcony and spacious back deck. Thoughtfully designed modern kitchen with bar seating, vented out microwave, induction stove, and soapstone counter tops. Lovely primary bedroom with walk in closet and ensuite bath with glass enclosed shower. 2 additional good sized bedrooms and a full bathroom with tiled tub shower. Enjoy coffee on the front balcony and hosting in the large back deck. Complete with central air, in unit laundry, ample custom closet space, garage parking and private storage. Professionally managed building with elevator and butterfly intercom system. Conveniently located near Centre St, Jamaica Pond, Stonybrook T station, Whole Foods, local shops and restaurants, and Arnold Arboretum. Easy access to Longwood Medical and Downtown Boston.

2 Boylston St Unit 4, Boston

Listing courtesy of Listing Agent: Victoria Tran Slomiak from Listing Office: Lineage Realty Group.

$1,950,000

6 Beds ⋅ 3 Baths ⋅ 73599053 MLS

Every now and again, a grand residence from an earlier era comes to market, seeking a new steward to carry its history forward. This impressive Queen Anne Victorian home on historic Sumner Hill yearns for restoration. Twelve gracious rooms offer artisan-crafted woodwork & period details throughout. A dramatic entry foyer features ornate wood-framed arches, a fireplace with an elaborate mantel and lift-top bench, tall wainscoting, stained glass, and a sweeping staircase. Beyond, double parlors showcase pocket doors, bay windows, a petite plant solarium, fireplaces in each room, and inlaid oak floors. Off the kitchen, the formal dining room boasts a built-in sideboard, another fireplace, and direct access to the rear deck. Sleeping quarters above comprise six bedrooms with wood flooring, some highlighted by bay windows and fireplaces, along with two full baths, and a generously sized primary bedroom with charming covered porch and balcony. Additional features include original decorative windows, abundant built-ins, a unique linen room with a wall of cabinetry and a cedar closet on an upper floor, and remnants of the original scullery on the lower level. The grounds hold the promise of a lovely yard and gardens. The western side of the house fronts on a private way, creating off-street parking among an intimate enclave of neighboring homes. Sumner Hill is listed on the National Register of Historic Places. Once part of a vast tract of land known as the Greenough Estate, the property was subdivided in the late 1800’s. A cluster of architecturally significant homes was built throughout the hill at that time, many owned by prominent figures who helped shape Boston’s economic and social landscape. Today, Sumner Hill remains highly sought-after for its beautifully restored residences and proximity to Jamaica Plain’s cultural and natural treasures, along with its many notable restaurants and shops. Come make this your dream home!

21 Greenough Avenue, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

$1,450,000

73598910 MLS

Welcome to spectacular Jamaica Plain! Offering approximately 2,700 square feet of thoughtfully designed living space, this exceptional home combines timeless character, beautifully updated interiors, and an enviable setting. A 2006 renovation transformed the home, creating a stunning gourmet kitchen featuring slate flooring, custom Crown Point cabinetry, a butcher block island, Wolf stove, and even a pizza oven—perfect for both everyday living and entertaining. The renovation also included a wonderful family room addition just off the kitchen, creating a warm and inviting gathering space. Additional finished space in the basement provides flexibility for a home office, playroom, gym, or media room. Outside, an amazing corner lot offers an incredible backyard and a rare sense of privacy, creating a peaceful retreat in the heart of vibrant Jamaica Plain. A truly special opportunity to enjoy generous living space, exceptional amenities, and a remarkable outdoor setting in one of Boston's most desirable neighborhoods.

58 Union Ave, Boston

Listing courtesy of Listing Agent: Matthew Bagnell from Listing Office: Coldwell Banker Realty - Milton.

$9,450,000

73598802 MLS

NEWER CONSTRUCTION MIXED-USE BUILDING FOR SALE IN JAMAICA PLAIN - Fully stabilized mixed-use building for sale featuring 23 residential apartments and 1 retailunit. High end condo finishes including modern cabinets & vanities, stone countertops, all new stainless steel appliances & fixtures, in-unit washer/dryers, and ample natural light. The apartments include five studios, eleven 1-bedroom units, three 2-bedroom units, and four artist live/work lofts. There are 6 off-street parking spots on the premises leased privately to tenants. The building also includes a bike room, package room, gym amenity, elevator, and loading area for moving. Please reach out to the listing broker for the current pro-forma, floor plans, and to schedule a tour.

197 Green, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.

$9,450,000

41 Beds ⋅ 24 Baths ⋅ 73598795 MLS

197 Green, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.

$750,000

2 Beds ⋅ 1 Baths ⋅ 73598643 MLS

On a tree-filled hilltop near Arnold Arboretum, this condo with two bedrooms plus den includes parking, garden space, and so much storage. As you enter, a bright, roomy foyer with two closets welcomes you. In classic form, the living room with a bank of south-facing windows leads into a formal dining room adorned with wainscotting and three windows facing sunset. From there, the remarkably spacious kitchen includes a pass-through pantry with two counters and glass-front cabinetry. The kitchen’s induction stove, extensive granite counters and cherry cabinetry, including floor-to-ceiling and drawer storage, will accommodate all the cooking projects you can whip up. From the kitchen, head out via the exclusive deck to pick herbs from your raised garden bed. Also from the kitchen, float downstairs to a 120 sq ft room with exposed vintage wood ceilings that can serve as a den, office/studio or guest space. This level also hosts a 200 sq ft exclusive storage room where you can stash everything you need out of sight. Back on the main level, the hallway to the bedrooms and bathroom includes both laundry and linen closets for everyday ease. The primary bedroom offers two closets, including a walk-in. In addition to the high-efficiency heat pump for forced-air cooling and heating, a boiler with Nest thermostats provides back-up comfort. Enjoy recessed lighting throughout. This unit’s parking space includes an EV charger. In Jamaica Plain’s Arborway area, find daily serenity in the arboretum. Blocks to Centre/South Street shops, with Happy Market, Jadu cafe, Vee Vee restaurant, Monumental Market, Papercuts Bookshop, and the public lawn at Loring Greenough House. Just half a mile to Forest Hills T.

107 Saint Rose Street Unit 1, Boston

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

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 73598629 MLS

58 Union Ave, Boston

Listing courtesy of Listing Agent: Matthew Bagnell from Listing Office: Coldwell Banker Realty - Milton.

$615,000

3 Beds ⋅ 1 Baths ⋅ 73598211 MLS ⋅ ['120 Day Street Condominium'] BLDG.

Ideally located in the heart of Jamaica Plain’s vibrant Centre Street, this well-appointed 3 bedroom condo offers the perfect blend of comfort, convenience, and flexibility. The thoughtful floor plan includes a versatile third bedroom that can easily serve as a home office, guest room, or bonus space. The updated kitchen features ample cabinet space and a built-in corner bench, creating the perfect spot for a cozy dining nook. Step outside to your *Brand New* private rear deck, ideal for morning coffee, outdoor dining, or relaxing at the end of the day. Enjoy easy access to the shops, restaurants, and cafes of Centre Street, along with nearby Orange and Green Line transit options for a seamless commute. A fantastic opportunity to enjoy all that Jamaica Plain has to offer.

120 Day St Unit 2, Boston

Listing courtesy of Listing Agent: ME Collective Group from Listing Office: Compass.

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Jamaica Plain Real Estate

Newest Listings in Jamaica Plain

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