Jamaica Plain Real Estate

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 places to call home in the city.

Historically, Jamaica Plain has been a melting pot of cultures, and that diversity is reflected in its eclectic mix of restaurants, shops, and community events. You'll find everything from cozy cafes to international cuisine, ensuring every meal is an adventure. The area is also home to an array of local boutiques and artisanal shops, perfect for those who appreciate unique finds and supporting small businesses.

One of Jamaica Plain's standout features is its stunning green spaces. The neighborhood is home to part of the renowned Arnold Arboretum, a 281-acre landscape that invites residents to explore its beautiful gardens and walking paths. Additionally, Jamaica Pond, a picturesque body of water, offers opportunities for boating, picnicking, and leisurely strolls along its scenic trails.

Families will appreciate the strong sense of community in Jamaica Plain, with excellent schools and numerous parks that cater to children of all ages. The neighborhood is also well-connected to public transportation, making it easy to commute to downtown Boston and beyond.

Whether you're looking for a historic brownstone, a modern condo, or a charming single-family home, Jamaica Plain has something to suit every lifestyle. Experience the perfect blend of urban excitement and natural tranquility in this beloved Boston neighborhood!

Newest Listings in Jamaica Plain

$715,000
3 Beds ⋅ 1 Baths ⋅ 73575753 MLS
Welcome to 19 Eastland Rd in Jamaica Plain! Located in a highly desirable neighborhood, this well-maintained home offers a great opportunity in one of Boston’s most vibrant and sought-after areas. Enjoy the many amenities Jamaica Plain has to offer, including great restaurants, shops, parks, green space, and convenient access to public transportation. The home itself is in great overall condition, while the kitchen has been fully gutted and is ready for a complete renovation, giving the next owner the opportunity to create a brand-new kitchen tailored to their taste and needs. With a solid foundation and an exceptional location, this home is a fantastic opportunity to bring your vision to life and make it your own.

19 Eastland Rd, Boston

Listing courtesy of Listing Agent: Jennifer Rossman from Listing Office: Carpe Diem Realty LLC.
$650,000
1 Beds ⋅ 1 Baths ⋅ 73575484 MLS
Welcome to VITA, one of Jamaica Plain’s premier luxury condominium communities! Built in 2019, this sophisticated 1-bedroom plus den residence offers 865 square feet of sleek modern design, upscale building amenities, and unbeatable urban convenience. Perfect for an investor or a patient buyer, this turn-key unit is currently tenant-occupied and rented through July 31, 2027.Step inside Unit 418 to discover a bright, open-concept layout illuminated by oversized windows that flood the space with brilliant natural light. The thoughtful floor plan maximizes every square foot, creating a seamless flow from the living area to a high-end contemporary kitchen. The bonus den provides the ultimate flexible space—ideal for a dedicated home office, a cozy media room, or a creative studio. The kitchen is equipped with premium stainless steel appliances, custom cabinetry, and sleek countertops, serving as both a functional workspace and a beautiful centerpiece for effortless dining and entertaining.As a resident of this highly desirable, professionally managed 82-unit boutique building, you will gain access to an impressive suite of top-tier amenities. Enjoy panoramic neighborhood views and entertain guests from the stunning common roof deck, complete with outdoor grilling stations and fire pits. The building also features a stylish resident lounge, partial concierge services, bicycle storage, and secure garage parking beneath the building. Your day-to-day routine couldn't be easier with exceptional ground-level retail spaces directly on-site, including a Planet Fitness just an elevator ride away.Perfectly situated at 3531 Washington Street, this property offers incredible proximity to the best of Boston. You are just moments from the MBTA Orange Line (Forest Hills and Green Street stations), making your commute into downtown Boston or the Longwood Medical Area a breeze. Enjoy the vibrant local lifestyle with Jamaica Plain’s renowned independent dining, local coffee shops, boutique shopping, and craft breweries right outside your door. For outdoor enthusiasts, the scenic paths of the Southwest Corridor Park, the Arnold Arboretum, and Jamaica Pond are all within easy reach.

3531 Washington Unit 418, Boston

Listing courtesy of Listing Agent: Jessica & Sam Group from Listing Office: JW Real Estate Services, LLC.
$899,000
3 Beds ⋅ 3 Baths ⋅ 73575428 MLS
Townhouse living in the heart of JP. Expansive and thoughtfully arranged over three levels, this updated home offers the space, privacy and flexibility of a single-family while retaining the ease of condo living. The main living level features an open layout with hardwood floors, gas fireplace, granite and stainless kitchen, convenient powder room, and direct access to a private rear patio — an inviting setup for everyday living and entertaining. The lower level offers tremendous flexibility, with a generous bedroom, newly renovated full bath and excellent separation from the main living areas — ideal for guests, a home office, playroom or media room. Upstairs, the sun-filled primary bedroom offers abundant space and a generous walk-in closet, complemented by a spacious bath with modern double vanity and deep soaking tub. A separate laundry room sits just off the landing, along with access to a private Juliet balcony overlooking the backyard. Central AC and forced-air heat, abundant closet space, private storage shed and deeded driveway parking complete an exceptionally practical home. Enjoy easy access to the 39 bus, Orange Line at Stony Brook and Jackson Square, Longwood Medical Area, Jamaica Pond and the Emerald Necklace — with Whole Foods and neighborhood favorites including Tres Gatos, Brendan Behan, Viva Mi Arepa and City Feed all nearby. A wonderfully livable JP home offering space to spread out, modern comforts and the neighborhood right outside your door. First showings at Open House Saturday - 09-12 from 10:30am - 12noon

75 Forbes St Unit 75, Boston

Listing courtesy of Listing Agent: Andrew Maxfield from Listing Office: In REM Real Estate Inc..
$629,900
2 Beds ⋅ 2 Baths ⋅ 73575012 MLS
Nestled in one of Jamaica Plain’s most coveted locations, just two blocks from the Arnold Arboretum and vibrant Centre Street, this sun-filled two bedroom and two full bathroom condominium blends modern comfort with timeless charm. An inviting open living space features hardwood floors, a soaring vaulted ceiling with a skylight, and a cozy gas fireplace. The well-appointed kitchen offers granite countertops, stainless steel appliances and cherry cabinetry and an island with seating. The spacious primary suite is a peaceful retreat that is awash in natural light and is complete with a walk-in closet and en-suite bath. A generous second bedroom with ample closet space offers flexibility as a guest room, home office, or creative space. Step outside to a private deck with tranquil treetop views—ideal for morning coffee or entertaining. Additional features include central AC, private basement storage and two off-street parking spaces. This is a pet-friendly association. Ideally located near Jamaica Pond, Centre Street’s shops and restaurants, and the Orange Line. Convenient to both the Faulkner Hospital and the Longwood Medical area. This exceptional condo offers the perfect combination of location, style, and convenience.

35 Ballard St Unit 3, Boston

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.
$1,690,000
4 Beds ⋅ 3 Baths ⋅ 73574821 MLS
Beautifully updated brick and slate Dutch Grambel on Moss Hill that has all – classic period detail inside and out, modern systems, new baths and kitchen, large level back yard, PLUS private parking for 4 directly behind the home. The whole package! Imaging entertaining in a newly renovated eat-in kitchen w/ stainless appliances, sleek silestone counters, shaker cabinetry & herringbone tile backsplash…creating memories in a welcoming window-filled formal dining room…relaxing in a spacious and sunny fireplaced living room. Main level also offers a stylish ½ bath, and bedroom that could be used for office, guest, or play-space. Upstairs are a spacious primary suite w/updated bath, 2 large family bedrooms and a stylish new main bath. All bedrooms have walk-in closets! Can’t beat the lot – large mature trees, bucolic setting with stone patio, gardens, tree canopy in back. Central AC, 2022 boiler, copper gutters, great basement storage & the list goes on! Easy access to Longwood Medical, JP Center & Pond, Arnold Arboretum, shops, MBTA & Goddard Corridor private schools.

292 Pond, Boston

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.
$1,225,000
3 Beds ⋅ 2 Baths ⋅ 73574666 MLS
A bright and breezy condo built in 2021, in the heart of Jamaica Plain’s Southwest Corridor: a transit dream, by T or by bike, with two private balconies, a shared roof deck and common lounge, and a backyard dog run. Three bedrooms are all generously sized, including contemporary closets, and a grand living/dining/kitchen space has plenty of room to be all three. Step inside and this one surprises you: custom millwork gives the living room a warmth and character that most newer builds skip entirely, so it lives more like a classic JP home than a new-construction box. Huge windows flood the open layout with light all day long, with sunset views over the Southwest Corridor. The primary suite's walk-in closet alone will win over anyone downsizing from a house. This is a boutique building done right: just 9 residential units, an elevator, and neighbors who genuinely look out for each other—the kind of building with a group text. Systems are all just five years old and recently serviced, newer build means no lead paint, and laundry (washer/dryer included) is right in the unit. One deeded garage parking space (heated!), with easy street and nearby lot parking as backup, plus bike storage in the garage and dedicated basement storage as well. The location is hard to beat: steps to the Green St Orange Line stop and the Southwest Corridor bike path, a quick trip to Jamaica Pond, the Arnold Arboretum, and the Emerald Necklace, and just around the corner from Flaherty Park's dog park and Johnson Playground's splash pad. Centre St's restaurants and shops are minutes away, along with a full calendar of only-in-JP neighborhood events, from Thursdays on the Lawn to the Lantern Parade at the Pond. Ready for you to move right in!

120 Brookside Ave Unit 302, Boston

Listing courtesy of Listing Agent: Kate Ziegler from Listing Office: New Englander Real Estate, LLC.
$485,000
1 Beds ⋅ 1 Baths ⋅ 73574467 MLS
Welcome to 50 Jamaicaway, Unit 7—a well-maintained and move-in ready one-bedroom condominium offering 620 square feet of comfortable living space in Jamaica Plain. The thoughtfully laid-out floor plan includes a generous entry which includes a spacious coat closet. The generously sized living area will exceed your expectations. The new owner will also enjoy high ceilings and ample storage throughout the unit. The updated kitchen features a new range and refrigerator along with enough space for a small counter height dining table. Fresh interior paint and recently refinished hardwood floors give the home a clean, move-in-ready feel. Additional storage is available in the deeded enclosed basement storage unit. Conveniently located near multiple public transportation options, this inviting condo is an excellent opportunity for a first-time buyer, down-sizer, or investor. ***Photos are virtually staged.

50 Jamaicaway Unit 7, Boston

Listing courtesy of Listing Agent: Mark Ott from Listing Office: Coldwell Banker Realty - Newton.
$699,000
3 Beds ⋅ 1 Baths ⋅ 73574390 MLS
Bright and sunny 3rd-floor condo perched on a hill among prestigious Arborway homes, offering stunning views of the Arnold Arboretum. Watch the seasons change from your front deck or through the living room windows. An open floor plan and living/dining room wrapped in windows fill the home with abundant natural light from every direction, creating a wonderful space for entertaining. Beautiful period details include high ceilings, built-in china hutch, and wood floors, all meticulously maintained. The spacious, modern eat-in kitchen features a pantry and direct access to a private rear deck overlooking a lush common yard—perfect for al fresco dining and relaxing. An updated bathroom separates two generously sized bedrooms, while a versatile third bedroom with its own private deck is currently used as a home office. Additional features include a newer roof, freshly painted interior, in-unit laundry, and private basement storage. Ideally located just steps from the gates of the Arnold Arboretum, JP Center shops and restaurants, Jamaica Pond, and a 10-minute walk to Forest Hills MBTA Station, offering easy access to downtown Boston. Ample on-street parking for you and your guests. Great association with a hefty reserve.

250 Arborway Unit 3, Boston

Listing courtesy of Listing Agent: Love Live Team from Listing Office: Insight Realty Group, Inc.
$5,200,000
16 Beds ⋅ 11 Baths ⋅ 73574354 MLS
A premier mixed-use investment opportunity at the corner of Centre Street and Sheridan Street in the heart of Jamaica Plain’s Hyde Square, 374 Centre Street offers 9,153 square feet of rentable area, strong income, and compelling long-term upside in one of Boston’s established rental markets. The fully renovated property consists of two street-level commercial spaces, one office, and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated and are fully leased through September 1, 2027, while all three commercial spaces are currently leased. Total gross monthly rental income is $33,000, supporting an attractive 6.6% cap rate and providing immediate cash flow with additional opportunity for future income growth. The prominent corner location offers excellent visibility and exposure for commercial tenants while placing residents in the heart of Hyde Square. The property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to destinations across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Heath St. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 374 Centre Street may be acquired independently or together with neighboring 370 Centre Street, a separately offered mixed-use property consisting of two commercial spaces and four fully renovated residential apartments. Combined, the properties comprise five commercial spaces and eight residential apartments, creating a rare opportunity to acquire significant scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, a high-visibility corner location, future upside, and the flexibility to acquire individually or as a package, 374 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

374-374A Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
$795,000
2 Beds ⋅ 1 Baths ⋅ 73574197 MLS ⋅ ['Pondside Condominium'] BLDG.
Near Jamaica Pond, an elegant brownstone two-bedroom plus den replete with period details, including a woodburning fireplace. This expansive condo offers versatile spaces and updates that honor its historic character. Boasting oversize windows that let in south-facing light and tree views, the dining and living rooms adjoin by pocket doors. The generous living room features bowed windows, a quarter-sawn oak mantel, and picture rails. The bright adjacent kitchen offers dining space, ample counters, cabinet and drawer storage, and laundry in the pantry. The den with custom built-in bookcases can serve as an alternate bedroom. Crossing the foyer, enter a hall with two bedrooms separated by a refinished bathroom that features subway tiling, refined shower fixtures, and a transom window. In this thoughtfully managed association, the condo fee includes heat, hot water and maintenance. Enjoy a graceful shared courtyard and private ground-level storage. Blocks to the pond, Centre Street shops and restaurants, Green Street T, 39 Bus, and bike paths to Longwood Medical and Back Bay.

17 Lakeville Road Unit 4, Boston

Listing courtesy of Listing Agent: Good Boston Living Team from Listing Office: Gibson Sotheby's International Realty.
$5,000,000
16 Beds ⋅ 9 Baths ⋅ 73574148 MLS
A premier mixed-use investment opportunity in the heart of Jamaica Plain’s Hyde Square, 370 Centre Street offers 9,768 square feet of rentable area, strong in-place income, and compelling long-term upside in one of Boston’s most established rental markets. The fully renovated property consists of two street-level commercial spaces and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated to modern standards and are fully leased through September 1, 2027. Total gross monthly rental income is $31,300, supporting an attractive 6.5% cap rate and providing immediate cash flow with additional opportunity for future income growth. The location is a key driver of long-term demand. Positioned directly on Centre Street in vibrant Hyde Square, the property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to employment and education centers across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Longwood. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 370 Centre Street may be acquired independently or together with neighboring 374 Centre Street, a separate seven-unit mixed-use property. Combined, the properties comprise five commercial spaces and eight fully renovated residential apartments, creating a rare opportunity to acquire meaningful scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, future upside, exceptional connectivity, and the flexibility to acquire individually or as a package, 370 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

370-372 Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73573763 MLS
Bi-level 3-bedroom, 2-bath condo in Jamaica Plain’s Sumner Hill, one block to Green Street T, with private outdoor spaces. Tall windows summon south-facing light through this home’s 145 sq ft living room. The eat-in kitchen provides ample cabinetry, table space, and marble counters with built-in dining. From there, a glass door opens to a 125 sq ft exclusive deck overlooking the also exclusive backyard. Back inside, float down down to the standout primary suite, encompassing the entire garden level, with direct walk-out to the backyard. The king-size bedroom offers full-height windows and a yard view. Escape into the spa bathroom with heated floor, jetted soaker tub, oversize shower, and double vanity. The extensive dressing area hosts laundry. Up on the main level, one of the spacious bedrooms features two doorways, allowing versatility as a separate dining room, den or guest room with office. And a large front bedroom offers two closets. A full bathroom with deep tub serves these rooms. Through this level, find 68–70 inch tall windows and accent niches to showcase art objects. Enjoy two-zone heating and cooling and garden-level storage. Blocks to Southwest Corridor Park, Jamaica Pond, gourmet cafes and restaurants, Green Street T, 39 Bus, and bike paths to Longwood Medical and Back Bay.

96 Seaverns Avenue Unit 1, Boston

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