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27 Cranston Street, Boston
$1,250,000
5 Beds ⋅ 2 Baths ⋅ 73578371 MLS
Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!

27 Cranston Street, Boston

Listing courtesy of Listing Agent: Hope Addorisio from Listing Office: Lamacchia Realty, Inc..

241 Perkins Street Unit D302, Boston
$1,949,000
4 Beds ⋅ 4 Baths ⋅ 73578040 MLS ⋅ ['Cabot Estates Condominium'] BLDG.
Luxury and effortless maintenance-free living at Cabot Estate, a premier 24-hour guard-gated wooded sanctuary along the Boston-Brookline border. From the wood-burning fireplace, to 2 private outdoor spaces, and heated indoor parking, to a stunning primary suite with spacious walk-in closet, sitting room, and spa-like bathroom featuring a roll-in shower, deep soaking tub and exquisite italian marble with mosaic accents, this unique property is a must-see. Both floors have exterior elevator access. Ideal for downsizers, frequent travelers, or Longwood Medical staff seeking a secure retreat just minutes from work. The main level offers a seamless open-concept layout with a custom kitchen, dining area, bar nook, and a sunlit living room opening to a private patio. Step outside to your private patio to enjoy sweeping, serene views of Jamaica Pond, the historic Castle clubhouse, and surrounding Olmsted-designed parklands.The full walkout lower level adds exceptional versatility with 3 additional bedrooms, 2 full baths, a secondary kitchenette, and dedicated laundry—accessible via a built-in laundry chute or the building’s elevator. Abundant closets, private storage locker, and 2 garage parking spaces complete the offering.Resort-style amenities provide active leisure right at home, including a heated outdoor pool, tennis courts, fitness center, library, and private function spaces in the historic Castle. Minutes from world-class healthcare in the Longwood Medical Area and Faulkner Hospital, as well as premier dining and shopping in Brookline Village and Centre Street. Security, convenience, and single-family space combine in one of the area's finest gated addresses.

241 Perkins Street Unit D302, Boston

Listing courtesy of Listing Agent: Michal Zeitouni from Listing Office: William Raveis R.E. & Home Services.

804 Centre St Unit 8, Boston
$359,000
1 Beds ⋅ 1 Baths ⋅ 73577772 MLS
Enjoy the best of Jamaica Plain from this beautifully renovated one-bedroom condominium, ideally positioned along the Centre Street corridor and moments from some of Boston’s most treasured green spaces. The thoughtfully designed interior features an open, airy living and dining area with hardwood floors and a stylish renovated kitchen that integrates seamlessly with the main living space. A generously sized bedroom and updated bath complete the comfortable, well-proportioned layout. Outside your door, enjoy the restaurants, cafés and neighborhood shops that make JP such a vibrant place to live, along with Whole Foods and convenient access to the Green Street T station and Longwood Medical Area. The Arnold Arboretum, Jamaica Pond and miles of trails throughout Boston’s Emerald Necklace are all close at hand, offering an exceptional connection to the outdoors rarely found in the city. With a low condominium fee and a turnkey interior, this is an inviting home in one of Jamaica Plain’s most desirable and distinctive neighborhoods.

804 Centre St Unit 8, Boston

Listing courtesy of Listing Agent: Rene Rodriguez from Listing Office: Cabot & Company.

75 Seaverns Ave, Boston
$1,849,000
4 Beds ⋅ 4 Baths ⋅ 73577476 MLS
Welcome home to this beautifully crafted, newer-construction home in the heart of Jamaica Plain’s coveted Sumner Hill Historic District — designed with distinctive eave brackets, high ceilings, and rich hardwood floors to respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs period-inspired detail with a fully modern interior. The open floor plan flows effortlessly from a fireplaced living room into a well-appointed kitchen featuring Corian countertops and a handy office nook, perfect for remote work. Step directly from the kitchen onto the deck overlooking a lush perennial garden — a private retreat fully fenced for kids and pets. A first-floor laundry room and updated half bath add everyday ease. Upstairs are three bedrooms and two baths, including a generous primary suite with en-suite bath and walk-in closet. The finished ground floor includes a fourth bedroom and full bath — ideal as an au pair suite, home office, gym, or private guest space. Additional highlights include solar panels, abundant storage, and a rare 2.5-car garage. All this just a block from the Green Street Orange Line station and moments from JP’s eclectic shops, restaurants, parks, and green space — an exceptional combination of historic charm, neighborhood living, and easy access to downtown Boston.

75 Seaverns Ave, Boston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.

76 Elm Street Unit 203, Boston
$600,000
2 Beds ⋅ 1 Baths ⋅ 73577425 MLS ⋅ ['Sumner Hill House Condominium'] BLDG.
Location, convenience and comfort. In a highly desirable central location within the Sumner Hill neighborhood, this condo sits in a thoughtfully renovated and converted building—the historic former Jamaica Plain High School. The stunning two bed / one bath condo seamlessly blends timeless character with a modern lifestyle. Enjoy the sunrise from the comfort of your living room through the gigantic windows that face the trees. Bright and spacious, the open-concept layout features soaring ceilings (about ten feet high), abundant natural light, stylish finishes, generous storage, and the convenience of heat and hot water included in the condo fee. The beautifully renovated kitchen features quartz countertops, stainless steel appliances, double drawers, an induction oven, overlooking the expansive living and dining area. Two generously sized bedrooms offer ample closets, plus a walk-in closet at the end of the hallway. A fully renovated bathroom has a standing shower. Exceptional amenities include central air, on-site property management, elevator access, laundry facilities, bike rooms, storage rooms, and off-street parking. Enjoy an unbeatable Jamaica Plain location just minutes from the Jamaica Pond, the Green Street MBTA station, local shops, cafés, and restaurants. With an exceptional blend of historic charm, modern convenience, and a vibrant neighborhood setting, this is city living at its finest. OH Saturday& Sunday 12PM-1.30PM.

76 Elm Street Unit 203, Boston

Listing courtesy of Listing Agent: Gioulianna Dimitri from Listing Office: Gibson Sotheby's International Realty.

64 Hyde Park Ave Unit 2, Boston
$599,000
3 Beds ⋅ 2 Baths ⋅ 73577403 MLS
Three bedrooms, in unit laundry, and a shared backyard with two patio dining areas, close to Forest Hills Station. This character-filled Jamaica Plain condo has a flexible layout that suits a household, roomates, or anyone who needs a home office. The sunny living room has bay windows and high ceilings. The oversized eat-in kitchen has plenty of cabinet and counter space and room for friends and family to gather. The primary bedroom has a convenient pass-through to the full bath. Two more light filled bedrooms add flexibility and one includes a separate office area for working from home. A half bath with in-unit laundry, generous closets and basement storage round out the space. Out back, the large shared yard is perfect for morning coffee, summer dinners, or an afternoon outside. This is a car-optional location. Forest Hills Station is close by with the Orange Line, the Commuter Rail and multiple bus routes all in one place. The Southwest Corridor Path , the Arnold Arboretum, and neighborhood shops and restaurants are also close by.

64 Hyde Park Ave Unit 2, Boston

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

78 Rossmore Unit Two, Boston
$759,000
3 Beds ⋅ 2 Baths ⋅ 73577059 MLS
This beautifully reimagined residence is ideally positioned along one of Jamaica Plain’s most appealing tree-lined streets in the Stony Brook neighborhood. Thoughtfully renovated with an emphasis on quality, light and livability, the home offers a sophisticated setting with an effortless sense of comfort. Natural light fills the open living and dining areas, while rich hardwood flooring carries throughout. At the center of the home, is a beautifully appointed kitchen with gas cooking. The private primary suite features a tranquil, spa like bath, with two additional bedrooms offering versatility for guests, work or personal use. Central air, in unit laundry, tankless hot water and private storage add everyday convenience. Outdoor spaces include both front and rear decks, as well as a shared patio with a fire feature. One non tandem parking space is included. The location places you moments from neighborhood restaurants, cafés, cultural destinations and green space, with convenient access to public transportation and the Arborway.

78 Rossmore Unit Two, Boston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

30 Chestnut Sq Unit 30, Boston
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 73576563 MLS
Set on a quiet JP cul-de-sac, this 2015-built townhouse combines newer construction with an exceptional location. The sun-filled main level features an open floor plan with hickory hardwood floors, spacious living/dining areas, and a chef’s kitchen with custom cabinetry, Carrara marble counters, and Viking and Bosch appliances. A large walk-in pantry, powder room, informal dining area, and private deck complete this level. Upstairs offers 2 spacious bedrooms plus a flexible 3rd bedroom, ideal as a nursery or home office. The primary suite includes a walk-in closet and ensuite marble bath with double vanity and soaking tub/shower. The finished lower level adds flexible recreation space, laundry, storage, and direct access to an attached 2-car garage and fenced side yard. With central air, private outdoor space, and 3 parking spaces, including a 2-car garage, this home is just minutes from the Stony Brook T, JP restaurants, Jamaica Pond, playgrounds, and tennis courts. Website: https://media.heliobook.com/sites/rkplbmpm/unbranded

30 Chestnut Sq Unit 30, Boston

Listing courtesy of Listing Agent: Emily Ingardia from Listing Office: Donnelly + Co..

305 Chestnut Ave Unit 3, Boston
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 73576133 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 1,048 SF with 2 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 soundproofing, 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 with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, a private outdoor deck, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 3, Boston

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

19 Eastland Rd, Boston
$670,000
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.

292 Pond, Boston
$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.

120 Brookside Ave Unit 302, Boston
$1,225,000
3 Beds ⋅ 2 Baths ⋅ 73574666 MLS
Showings available now, by appointment. | 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. Positioned in a rare elevator building, 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.

50 Jamaicaway Unit 7, Boston
$449,900
1 Beds ⋅ 1 Baths ⋅ 73574467 MLS
Welcome to 50 Jamaicaway, Unit 7, a move-in-ready one-bedroom condo in Jamaica Plain, set along Boston’s Emerald Necklace. Step outside to the paths around Jamaica Pond and through Olmsted Park and the Riverway, with miles of green space for walking, running, or biking right at your doorstep. The Longwood Medical Area is just minutes away, and so are Northeastern, Simmons, Emmanuel, Wentworth, MassArt, and the Longwood-area schools. With the Green Line E branch and several bus routes nearby, getting downtown and around the city is easy.Inside, 620 square feet of well-planned living space opens with a welcoming entry and a spacious coat closet. The large living area pairs with high ceilings and plenty of storage throughout. The updated kitchen has a new range and refrigerator and room for a small counter-height dining table. Fresh paint and newly refinished hardwood floors make the home clean and ready to enjoy from day one. A deeded, enclosed storage unit in the basement adds more space.Parkside living close to Boston’s top hospitals and universities makes this an excellent opportunity for a first-time buyer, a downsizer, or an investor looking for strong rental appeal. Now offered at a new price of $449,900, this is your chance to own along the Emerald Necklace. Schedule your showing today! Photos are virtually staged.

50 Jamaicaway Unit 7, Boston

Listing courtesy of Listing Agent: Mark Ott from Listing Office: Coldwell Banker Realty - Newton.

305 Chestnut Ave Unit 5, Boston
$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 1,402 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, soundproofing, 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 with heated floors and custom-built closets, with two additional bedrooms offering flexibility for guests or home office use. Central air, whisper quiet condenser units, in-unit laundry, two private outdoor decks, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 5, Boston

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

156 Green St Unit 205, Boston
$749,990
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, deeded storage, 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.

106-108 Rossmore Rd Unit 1, Boston
$584,000
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.

79 A Sheridan Street Unit 1, Boston
$1,349,000
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 A Sheridan Street Unit 1, Boston

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

251 Heath St Unit 109, Boston
$399,900
1 Beds ⋅ 2 Baths ⋅ 73573200 MLS ⋅ ['American Brewery Lofts'] BLDG.
Open House Cancelled due to storm. Will be next week. City of Boston Inclusionary Development Unit / BPDA Income Restricted Jamaica Plain Loft / 2-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!

251 Heath St Unit 109, Boston

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

79 A Sheridan Street Unit 2, Boston
$999,000
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 A Sheridan Street Unit 2, Boston

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

3 Boylston St Unit 2, Boston
$830,000
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.

6 Chestnut Ave Unit 1, Boston
$399,900
1 Beds ⋅ 1 Baths ⋅ 73568121 MLS ⋅ ['Wise Chestnut Condominium'] BLDG.
Welcome to 6 Chestnut Avenue #1 - a beautifully renovated condo in the heart of Jamaica Plain. Ideally located a few steps from Centre St and the Jackson Sq Orange Line T, this home offers a combination of modern design, easy living and access to the best of Boston. The artfully designed interior features a hyper-functional kitchen with two-tone cabinetry, quartz countertops, stainless steel appliances, LED lighting, and tasteful finishes. Hardwood floors run throughout the home, creating a warm, comfortable feeling. The bathroom features modern custom tile work, floating vanities, and polished chrome fixtures for a clean, contemporary look. Every detail in the home feels both stylish and comfortable. Additional amenities include dedicated basement storage, in-unit laundry and a low condo fee. Enjoy being in close proximity to local restaurants, shops, cafés, and markets, or a quick ride on the T to destinations throughout Boston, including Assembly Row. Whether you're commuting, exploring the neighborhood, or relaxing at home, this condo puts you close to it all.

6 Chestnut Ave Unit 1, Boston

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

3 Round Hill St, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73567344 MLS
A unique single family in the heart this vibrant Jamaica Plain neighborhood! This spacious single-family home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.

33 Plainfield St Unit 2, Boston
$720,000
3 Beds ⋅ 2 Baths ⋅ 73566452 MLS ⋅ ['33 Plainfield St Condominium'] BLDG.
Quiet, green space in the middle of JP. Pet friendly, unique location, half a mile from Forest Hills or Green Street stop, Close to English, Franklin Park, Arboretum and the Midway Cafe! Unit is spacious, and updated. Central AC! Walk home from the T or park your car in one of the two spots at the back of the property. Make dinner in the updated kitchen, or order in at one of the many area restaurants. Head out to the back deck and watch the sun go down over the quiet and green neighborhood, or take advantage of the many walking trails through nature, Franklin park, the Arboretum or Corridor park. The late night scene is hopping with downtown Boston a few Orange line stops away. The main bedroom looks out on to a wooded lot for peaceful green views. Work from home with the extra office space rare in this area. Pet and kid friendly condo association supports gardening and low condo fees. Private extra storage in the basement. New vinyl siding recently and new plumbing work recently done. Building was renovated and converted to condos in 2013. Planet fitness 3 minutes away. Best public Golf course in Boston the William J Devine course nearby. 5 New tennis courts walking distance at Franklin park. Neighborhood is very walking friendly with infrastructure improvements and very low traffic streets. Don’t miss- rates are not projected to go down anytime soon! Some photos may be digitally staged.

33 Plainfield St Unit 2, Boston

Listing courtesy of Listing Agent: Nathan Seavey from Listing Office: Leading Edge Real Estate.

10 Boylston Pl Unit 10, Boston
$1,180,000
3 Beds ⋅ 3 Baths ⋅ 73565152 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 Boylston Pl Unit 10, Boston

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

302 Wachusett St, Boston
$824,900
3 Beds ⋅ 2 Baths ⋅ 73562991 MLS
WOW! Don't miss out on this beautifully renovated 1912 home in the Woodbourne Historic District blends original character with completely updated systems. Beautiful hardwood floors, a grand staircase, soaring ceilings, and oversized windows bring warmth and charm throughout the open concept main level. The kitchen features quartz countertops and backsplash, new appliances, island seating for four, gold fixtures, and warm wood accents. The main floor also offers a three quarter bath and laundry. Upstairs are the primary bedroom with a rare walk in closet, two additional bedrooms, and a full bath. Updates include a new roof, windows, insulation, 200 amp electrical service, all new plumbing, and two zone heating and cooling. Enjoy front and rear yards, a side porch entrance, and a paved driveway. Conveniently located minutes from Forest Hills Station, Centre Street, and the 281 acre Arnold Arboretum. Original character and modern systems rarely come together this well.

302 Wachusett St, Boston

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.

90 Bynner St Unit 4, Boston
$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.

One Gartland Street Unit 3C, 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.

27 Dixwell St Unit 4A, Boston
$499,000
1 Beds ⋅ 1 Baths ⋅ 73553617 MLS ⋅ ['The Parkline'] BLDG.
SPECIAL RATE! Qualified first-time buyers may be eligible for just 3% down, no PMI, and up to $35,000 in down payment assistance. Program and lender eligibility requirements apply. Welcome to The Parkline, where contemporary design meets energy-efficient living. This spacious one-bedroom, one-bathroom home features 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. Eligible first-time homebuyers may qualify for special financing and City of Boston grants, subject to program requirements and approval. Ideally located near Jamaica Plain’s vibrant shops and restaurants, this impressive home offers modern comfort, thoughtful design and exceptional convenience.

27 Dixwell St Unit 4A, Boston

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

21 Lamartine St Unit 3, Boston
$565,000
1 Beds ⋅ 1 Baths ⋅ 73552921 MLS
Open loft-style penthouse condo with over 970 square feet and 9+ foot ceilings. White walls and light wood flooring throughout create a bright, open layout. Kitchen features white cabinetry, concrete-look countertops, open wood shelving, and stainless steel appliances. Custom light wood spiral staircase leads to the private 500 square foot roof deck, finished with wood decking and open skyline views. Bathroom includes white hexagon floor tile, a black accent tile shower, floating vanity, and black fixtures. Mudroom-style entry with built-in shelving and coat storage. One tandem parking space included. Low condo fee. Located in Jamaica Plain, a few blocks from groceries, restaurants and coffee shops. Jackson Square Orange Line stop is a short walk away, with access to the Southwest Corridor bike path. Downtown Boston is roughly 10-15 minutes by train.

21 Lamartine St Unit 3, Boston

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

4 Robinwood Avenue Unit 6, Boston
$540,000
2 Beds ⋅ 1 Baths ⋅ 73552582 MLS ⋅ ['Robinwood Condominium Trust'] BLDG.
Second-floor sanctuary in vibrant Jamaica Plain blends urban convenience with abundant green space. This condo features 2 spacious bedrooms w/ generous closets and oversized windows flooding the unit with natural light. The open-concept kitchen showcases SS appliances and stone countertops anchored by a cozy breakfast bar that flows seamlessly into the oversized living room with room for a dining room table. Soaring ceilings and excellent overhead lighting enhance the airy feel throughout. A private balcony accessible via slider offers the perfect retreat for morning coffee or evening relaxation. The full bathroom is in excellent condition with a tiled tub/shower. Off-street parking included. Located near the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, with easy access to the Orange line & MBTA for quick commutes downtown or directly into Longwood Medical and Back Bay. Great for investors and savvy owner-occupants seeking both lifestyle and income opportunity.

4 Robinwood Avenue Unit 6, Boston

Listing courtesy of Listing Agent: The Stakem Group from Listing Office: Leading Edge Real Estate.

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