Jamaica Plain Homes For Sale & Real Estate

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 breezy, new construction condo in the heart of the 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 2021 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.

$859,000

2 Beds ⋅ 3 Baths ⋅ 73573745 MLS ⋅ ['427 Pond Street Condominium'] BLDG.

Lovely attached townhouse with the feel of a single family set on a private cul-de-sac across from the British International School and a short walk to Larz Anderson Park. Converted from an 1890 farmhouse, the unit features wood floors, abundant character and natural light. 1352 square feet plus bonus basement room and large area for storage/workshop/studio potential. Updated 2 bedrooms, 2.5 baths, large kitchen with central island, 2 gas fireplaces, 2 parking spaces, exclusive outdoor space/patios, central air, young systems. Roof 2015. Exterior paint 2024. Well-run 5-unit association. A truly special home! Taxes with residential exemption $6514.52.

427 Pond Street Unit E, Boston

Listing courtesy of Listing Agent: Maureen McElroy from Listing Office: Jamaica Hill Realty, Inc..

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73570964 MLS

One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,330 SF with 3 bedrooms, 2 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops, a large center island, and stainless-steel appliances. The spacious primary suite features a luxurious full bath and custom-built closets, with two additional bedrooms offering flexibility for guests or home office use. Central air, in-unit laundry, a private outdoor deck, and one off-street parking space complete this exceptional offering. Coming Soon 9/9. First showings at the Broker Open House Thursday, 9/10.

305 Chestnut Ave Unit 5, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

$790,000

2 Beds ⋅ 2 Baths ⋅ 73574005 MLS ⋅ ['Bartlett Square'] BLDG.

This bright + sunny two bedroom condo puts you steps away from the Green Street T station for any easy commute to Boston or Longwood. The Bartlett Square building has a modern feel with the corresponding amenities needed, including garage parking + storage, elevator access, and heat + hot water included in your condo fee. It is anchored by a cafe and yoga studio on the first floor, so you don't have to leave for your morning routine. Inside, unit 205 has an open, versatile layout with hardwood flooring, in-unit laundry, Central AC, and an extra half bath for guests. Located, in the heart of Jamaica Plain, you're minutes from Centre Street's shops and restaurants, the Arnold Arboretum, and Jamaica Pond -- all while enjoying effortless access to the T.

156 Green St Unit 205, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73573914 MLS

Amazing top-floor condo in the heart of Jamaica Plain! This beautifully updated 3 bedroom + office, 1.5-bath home offers the perfect blend of historic character and modern convenience. Original gumwood trim and a stunning built-in dining room hutch preserve the home's classic charm, while the renovated open kitchen with counter seating and remodeled bathrooms provide stylish, functional living. The flexible floor plan easily accommodates 3 bedrooms plus a dedicated office AND a walk-up attic that offers exciting expansion potential!! Additional highlights include a wood-burning fireplace, in-unit laundry, mini-split cooling, new HWH / oil tank, newer roof, replacement windows, recently painted exterior and healthy reserve balance. Enjoy abundant natural light, two private covered decks, a large shared yard, and convenience of garage parking for one car. No permit on street parking. Pet friendly. A truly special home in one of Jamaica Plain's most sought-after central locations—this condo has it all!

11 Pershing Unit 2, Boston

Listing courtesy of Listing Agent: Dana Warren from Listing Office: Hawthorn Properties.

$599,000

2 Beds ⋅ 1 Baths ⋅ 73573832 MLS

Welcome to this spacious, first-level home in the vibrant Parkside neighborhood, complete with central air conditioning, an updated kitchen, and three parking spaces! The warm, inviting entry leads into a light-filled living room that flows seamlessly into the formal dining room, which features a charm-filled corner China cabinet, and on into the generous kitchen. Character and style define the interior, highlighted by walnut-stained oak flooring and classic wide moldings. Outdoors, enjoy a private back deck overlooking a shared backyard and garden space. Perfectly situated for convenience, this home offers easy access to local Jamaica Plain shops and dining, Emerald Necklace parks, and MBTA stations at Green Street and Forest Hills.

106-108 Rossmore Rd Unit 1, Boston

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

$1,200,000

4 Beds ⋅ 2 Baths ⋅ 73573627 MLS

PONDSIDE Jamaiica Plain Single-Family Opportunity! More Photos coming! After more than 40 years in the same family, 52 Prince Street is ready for its next chapter. This charming 4-bedroom, 1.5-bath Colonial offers approximately 1,550 sq. ft. of living space, a generous 4,300+ sq. ft. lot, a standing detached garage, and additional parking - an exceptional combination in Boston. Recent improvements provide a great starting point for the next owner, including refinished wood flooring, freshly painted rooms, and a newer roof approximately two years old. The home retains its classic character with a traditional layout while offering plenty of opportunity to bring your own vision, style, and updates. Living room, dining room, kitchen and extra bedroom/office plus half bath complete the first floor. Second floor has 3 bedrooms and a bath and attic access. Ideally located Pondside, in the heart of Jamaica Plain, this home offers convenient access to neighborhood shops, restaurants, cafes, the Arboretum, and Jamaica Pond. Public transportation and nearby routes make commuting to Downtown Boston and the Longwood Medical Area convenient, putting many of Boston’s hospitals, universities, and cultural destinations within easy reach. Whether you are looking for a long-term family home, a well-located city property, or an opportunity to create something truly your own, 52 Prince Street offers a rare opportunity to put your touch on this Pondside gem.

52 Prince St, Boston

Listing courtesy of Listing Agent: Andrew Brilliant from Listing Office: Gibson Sotheby's International Realty.

$849,000

2 Beds ⋅ 2 Baths ⋅ 73573599 MLS

Score the best of both worlds in this rarely available, direct-access townhouse set on a private street in the epicenter of JP! Located literal steps to restaurants, cafes, shops and public transit, with the luxury of 2-car garage parking & tranquility of Parley Vale Preserve. Unit offers private front & garage entrances, hardwood floors, architecturally striking details, wood-burning fireplace, central air + significant updates. Kitchen boasts newer SS appliances, built-in pantry/coffee station, elegant breakfast nook & shared deck. On the 2nd floor, the guest bed has double closets and private balcony. Primary bedroom wows with dramatic vaulted ceilings, skylight + sprawling 375 sq ft loft, adorned w/ copious built-ins and a wet bar. This room is perfect for a home office, yoga/gym, media room or flex guest space. Laundry + room for storage and bikes are in the 2-car garage beneath the unit. Tight-knit HOA shares regular get-togethers, plus a lovely central patio, garden areas and 3 designated guest parking spaces on the street. Unbeatable location only .3 miles to the Pond, .6 miles to Green St T, 5 mins to Whole Foods + proximity to JP’s abundant treasures and green space.

11 Parley Ave Unit 11B, Boston

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

$249,000

1 Baths ⋅ 73573530 MLS ⋅ ['Firehouse Condos'] BLDG.

Forest Hills condo in an architecturally significant circa 1920 firehouse. Formerly City of Boston Engine 53. Noteworthy: Corner-unit, 300 SF studio, gleaming hardwood floors, high ceilings, exposed brick, large windows with custom blinds, a tiled bath, private storage, easy access to the bike room, and pet-friendly. The condo fee includes heat, hot water, laundry, snow removal, landscaping, and common area cleaning. Located just steps from the Orange Line/Forest Hill T station, Arnold Arboretum, shopping, restaurants, and coffee shops, offering unmatched convenience.

16-18 Walk Hill Street Unit 7, Boston

Listing courtesy of Listing Agent: Stephen Lussier from Listing Office: Arborview Realty Inc..

$2,675,000

14 Beds ⋅ 8 Baths ⋅ 73573477 MLS

Turnkey Jamaica Plain three-family offering a 6.23% in-place cap rate with meaningful additional upside through future rent growth and the potential to add 1–2 additional bedrooms. Generating $17,375 per month and $208,500 annually in current rents, 44 Mozart Street provides investors with strong immediate cash flow while retaining the opportunity to further increase income and long-term returns. Spanning 4,608 square feet, the property offers an exceptional 14-bedroom, 8-bath unit mix across three spacious, updated residences: a 5-bedroom, 3-bath lower duplex, a 4-bedroom, 2-bath floor-through, and a 5-bedroom, 3-bath penthouse duplex. Each residence features generous living space, updated kitchens with granite countertops and stainless steel appliances, modern baths, hardwood floors, central air, in-unit laundry, and private rear outdoor space. Tandem off-street parking spaces further enhance the property’s rental appeal. Ideally located just off Centre Street and approximately 0.3 miles from Jackson Square Orange Line Station, the property offers convenient access to the Longwood Medical Area, Northeastern University, Downtown Boston, public transportation, and the restaurants, shops, parks, and amenities that make Jamaica Plain one of Boston’s most established rental markets. With substantial scale, strong in-place income, a large-bedroom unit mix, parking, private outdoor space, and additional value-add potential, 44 Mozart Street presents a compelling opportunity for investors seeking both immediate yield and long-term appreciation potential. An excellent candidate for a 1031 exchange, portfolio expansion, or long-term hold. Pro forma available upon request.

44 Mozart Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$525,000

2 Beds ⋅ 1 Baths ⋅ 73573424 MLS

Spacious and sun-filled two-bedroom home offering a flexible floor plan, beautiful character, and an abundance of space! The updated kitchen features custom cabinetry, stainless steel appliances, and a large pantry for excellent storage. Hardwood floors flow throughout, while a striking exposed-brick chimney adds architectural charm and a built-in china cabinet brings a wonderful touch of vintage character. A generous custom closet provides exceptional storage, and the versatile entry room offers the perfect spot for a home office, dining area, reading nook, or whatever best suits your lifestyle. Step outside and enjoy warm summer evenings on the expansive, tranquil private deck—ideal for entertaining, dining al fresco, or simply relaxing. Tucked away on a quiet side street, this inviting home offers easy access to the Forest Hills T Station, Parkman Playground with basketball courts, picnic areas and playground, the Arnold Arboretum, and an array of fantastic neighborhood restaurants and cafes. Private basement storage and shared outdoor space complete this wonderful Jamaica Plain offering.

9 Varney St Unit 2, Boston

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

$499,000

1 Beds ⋅ 1 Baths ⋅ 73573409 MLS

Come home to Sumner Hill House, where sunlight, soaring ceilings, and an easy city lifestyle come together. This bright one-bedroom condo welcomes you with vaulted ceilings and newly installed grand windows that fill the living and dining areas—and bedroom—with natural light. A charming accent wall creates a flexible bonus space, perfect for a work-from-home office or cozy reading nook for two.The open kitchen features rich cherry cabinetry, granite countertops, and stainless steel appliances, flowing effortlessly into the dining area so you can cook, entertain, or catch up on your favorite show without missing a beat. Central air, an Elfa-organized bedroom closet, generous storage, common laundry, and off-street parking add everyday convenience. Step outside and you’re just minutes from the Green Street T, City Feed, the Arnold Arboretum and Jamaica Pond. With downtown Boston easily accessible, this is city living at its most comfortable and connected.

76 Elm St Unit 107, Boston

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

$485,000

2 Beds ⋅ 1 Baths ⋅ 73573380 MLS ⋅ ['Castle Condominium'] BLDG.

Morning light pours into this corner unit, one flight up in a well-kept brick building in Jamaica Plain. The layout is easy and welcoming, with newly redone wood floors, refreshed wall plaster in the living room, and fully updated electrical infrastructure with a new breaker panel, whole-home surge protection, and some USB-C outlets. New lighting brightens most closets and the private porch. In-unit laundry includes a Miele washer and Miele heat-pump dryer, both included. Vacant and ready for a quick close. On-street parking is available with or without a residential permit, with ample options reported along South Huntington Avenue. Convenient to Boston's medical community, Whole Foods, Tres Gatos, Life Alive, Mario's Pizza, Olmsted Park, and Jamaica Pond.

343 S Huntington Ave Unit 6, Boston

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

$1,600,000

3 Beds ⋅ 4 Baths ⋅ 73573210 MLS

Perched above Jamaica Plain's coveted Hyde Square neighborhood & overlooking the tree canopy of Paul Gore Terrace, this fully gut-renovated 2,105 sq. ft. duplex offers the scale of a single-family home with the convenience of condominium living. Renovated to the studs with new siding, windows, plumbing, electrical, HVAC & spray foam insulation, it delivers exceptional quality & peace of mind. The thoughtfully designed floor plan features a formal living room, chef's kitchen, & a massive 600+ sq. ft. family & entertainment room rarely found in city living. Three bedrooms, including two primary suites, provide outstanding flexibility, while four private decks & an exclusive side yard create an unparalleled outdoor footprint. Elevated above neighboring homes, every level enjoys abundant natural light, privacy, & tree-top views. Complete w/deeded off-street parking & potential for a second space, this pet-friendly home is moments from Jamaica Pond, Centre St, Whole Foods & the Orange Line

79-79A Sheridan Street Unit 1, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$466,476

1 Beds ⋅ 2 Baths ⋅ 73573200 MLS ⋅ ['American Brewery Lofts'] BLDG.

City of Boston Inclusionary Development Unit / BPDA Income Restricted Jamaica Plain Loft / 1-bathroom condo on the first floor with 2 levels. The condo is currently being used as a 2-bedroom. The building is a 79-unit, professionally managed elevator building with central AC and close access to the Heath Street Green Line stop. The condo has an in-unit washer/dryer and comes with a private storage space. The upper level could be used as a bedroom, home office, or media area. It also has access to a common gym and common outdoor space. The sale is subject to BPDA approval of buyer eligibility (1-member household up to $96,000, 2-member household up to $109,760, 3-member household up to $123,440, and 4-member household up to $137,120). Ask for income limits for larger households. Buyers must have under $75,000 in liquid assets (excluding most retirement and education accounts) and obtain mortgage financing. The unit must be the buyer's primary residence. Buyers must complete an affidavit and be approved by the BPDA/MOH. The BPDA requires buyers to contribute at least 1.5% of the purchase price from their own savings unless a VA loan is being used. After purchase, owners are encouraged to become as financially successful as possible! First showing at Open House: Saturday, September 12th 1:00PM-2:30PM and Sunday, September 13th 11:00AM-12:30PM.

251 Heath St Unit 109, Boston

Listing courtesy of Listing Agent: Richard Hornblower from Listing Office: Coldwell Banker Realty - Boston.

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 73573187 MLS

Elevated above the heart of Jamaica Plain in Hyde Square, this gut-renovated 3-bedroom, 2-bath residence offers generous scale, natural light, and private outdoor space. High ceilings and transom windows enhance the open-concept layout, anchored by a sleek chef’s kitchen that flows into expansive living and dining areas. A well-appointed primary suite features an oversized walk-in closet rarely found at this price point, complemented by designer baths, central air, in-unit laundry, and all new systems including electrical, plumbing, and HVAC, offering a true turnkey, like-new living experience. The home extends outdoors with a large private rear deck, ideal for dining and entertaining. Deeded parking for one adds everyday convenience, and the building is pet-friendly. Ideally located near Tres Gatos, Brendan Behan, Whole Foods, and just moments to Jamaica Pond, this is a rare opportunity to own a fully renovated home in one of JP’s most vibrant neighborhoods.

79-79A Sheridan Street Unit 2, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$795,000

2 Beds ⋅ 2 Baths ⋅ 73573179 MLS

Perched on a west-facing hillside in Jamaica Plain’s historic Bourne neighborhood, this single-family home offers incredible indoor-outdoor living at a condo price point. A spacious screened porch leads into an open-concept main level featuring a cozy living room with a wood-burning fireplace, a sunlit dining area with an attached sunroom/office, a bedroom, and a full tiled bath. The updated kitchen opens directly to a secluded terraced garden and deck, perfect for entertaining in a private yard filled with mature perennials, with sun and shaded areas. Upstairs, a second bedroom with a half bath serves as a quiet retreat. Enjoy peace of mind with fresh paint, a repointed basement, and a 2024 hot water. Minutes from the Forest Hills T Station for an easy Boston commute, and steps from Parkman Playground, the Arnold Arboretum, and the Southwest Corridor Park.

47 Northbourne Road, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$675,000

2 Beds ⋅ 2 Baths ⋅ 73573093 MLS ⋅ ['Chestnut Mews Townhouses'] BLDG.

Located in the heart of Central Jamaica Plain, this treetop 2-bedroom, 1.5-bathroom home offers a bright and spacious layout designed for comfortable living and easy entertaining. Warm hardwood floors, crown molding, and a cozy fireplace lend classic character throughout. The updated kitchen features timeless white cabinetry, a subway tile backsplash, stainless steel appliances, and a spacious dining area that opens directly to a brand-new exclusive-use rear deck. Additional modern comforts include updated central A/C (2022), on-demand hot water (3 years old), and in-unit laundry. Outside, enjoy 1-car off-street parking and a secluded common yard featuring perennial gardens. Situated in a strong, pet-friendly, association, this home sits just moments from the Stony Brook T station, Lil' City Feed, Southwest Corridor Park, JP Centre' shops & restaurants, and Jamaica Pond.

192 Chestnut Avenue Unit D, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$1,450,000

9 Beds ⋅ 3 Baths ⋅ 73572883 MLS

NOW FULLY VACANT! READY FOR YOUR REHAB AND CONDO CONVERSION OR OTHERWISE! Spacious Multi-Family Triplex in Jamaica Plain with one parking space near Stony Brook Station. Rare opportunity in JP for investors & owner occupants! The property features three spacious units with good bones featuring original molding details & wood floors. Each unit features 3 bedrooms, eat-in kitchen, living room, 1 bathroom and an enclosed three-season porch. Units 2 & 3 have home office rooms in addition to the 3 bedrooms. These spacious units are minutes from the Stony Brook Orange Line T-station & in the sought-after Brewery District of Jamaica Plain easily attracting tenants. The Brewery complex around the corner is packed with arts and culture, dining, & exercise venues, giving this property unique appeal. Don't miss this opportunity to invest in an easily commutable & high-reward area of Boston's Jamaica Plain. Projected market rents of $3,900 - $4,100/unit would make the ROI & CAP rate 7 to 7.5.

194 Boylston St, Boston

Listing courtesy of Listing Agent: Josh Brett from Listing Office: Compass.

$850,000

3 Beds ⋅ 1 Baths ⋅ 73572832 MLS

This top-floor 3-bed, 1-bath condo in Jamaica Plain delivers 1,202 sqft of character-rich living with an ideal layout for entertaining. The formal living and dining rooms flow seamlessly, anchored by original woodworking and a beautiful built-in hutch that give the space real personality. The bathroom has been updated, and newly added central air keeps things comfortable year-round. The primary bedroom features a large walk-in closet, and the home offers multiple outdoor spaces to enjoy. A private driveway accommodating up to 3 cars is a rare bonus in JP, along with basement storage for added convenience. Moments from Jamaica Pond, Whole Foods, and some of the neighborhood's best restaurants, with easy Orange Line access for a quick trip in and out of the city.

3 Boylston St Unit 2, Boston

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

$785,000

2 Beds ⋅ 3 Baths ⋅ 73569783 MLS

Beautifully renovated and thoughtfully upgraded, this home offers the best of modern living in the highly desirable Jamaica Plain neighborhood. Originally renovated in 2023, the home has continued to receive meaningful upgrades, including a newly renovated primary bathroom, walk-in closet, and laundry room, with builder-grade finishes replaced by elevated, modern selections throughout. Beautiful hardwood floors run throughout the upper floor, creating a warm and cohesive feel, while the spacious kitchen offers plenty of room for cooking and entertaining. Located with convenient, walkable access to the Jackson Square T stop, restaurants, shops, and the Southwest Corridor, this home makes it easy to enjoy everything Jamaica Plain has to offer. A rare added convenience, the property includes two tandem parking spaces in a gated driveway, providing secure, off-street parking right at home. Turnkey, stylish, and well-maintained - this is a home you can move into and immediately enjoy.

5 Wise Street Unit 1, Boston

Listing courtesy of Listing Agent: Jonathan Minerick from Listing Office: homecoin.com.

$989,000

3 Beds ⋅ 3 Baths ⋅ 73568885 MLS ⋅ ['Jamaicaway Towers'] BLDG.

Stunning, unique, and spacious 3 bedroom and 2 &1/2 bathroom Co-Op Townhouse in a beautiful setting across from Jamaica Pond. A truly special and comfortable home where you can easily entertain friends and family. Open floor plan. First floor consists of a large, tastefully renovated kitchen and huge island with seating area. High-end appliances. Step-down living area leads to a large private patio. Second floor consists of 3 bedrooms, including a spacious en-suite master bedroom, guest bathroom and washer/dryer. Hardwood floors throughout and abundant closet space. Amenities include a heated swimming pool, exercise room and tennis court. 2-car parking outside your front door. Enjoy the idyllic nature that surrounds the property, with leisurely strolls around Jamaica Pond. Very convenient to public transportation, shops and restaurants. Easy access to Longwood Medical, Back Bay and Boston's financial district. The icing on the cake is garage parking and additional storage if needed.

131 Perkins Unit 131, Boston

Listing courtesy of Listing Agent: Michael Berger from Listing Office: Keller Williams Realty.

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Jamaica Plain Homes For Sale & Real Estate

Explore Jamaica Plain homes for sale & real estate and discover one of Boston’s most vibrant and nature-filled neighborhoods. Known for its strong sense of community, historic homes, and access to beautiful green spaces, Jamaica Plain offers a mix of classic Victorian houses, charming triple-deckers, and modern condos, making it a highly sought-after area for homebuyers.

Jamaica Plain, or “JP” as locals call it, is home to the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, providing plenty of outdoor recreation opportunities. The neighborhood features a lively arts and dining scene, with boutique shops, coffee houses, and diverse restaurants along Centre Street. With easy access to downtown Boston via the MBTA Orange Line and commuter rail, Jamaica Plain homes for sale & real estate provide the perfect blend of city convenience and suburban tranquility.

Ready to find your ideal home in Jamaica Plain? Browse our updated listings today to explore available properties. Start your search now and stay connected with the latest updates on Jamaica Plain’s real estate market!

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