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38 Holbrook St, Boston
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 73581241 MLS
Across from the wooded lawn of the Eliot Art School, this Jamaica Plain single-family offers a view that changes with every season. Inlaid floors, original windows, and a front door with sidelights carry the home’s history forward. Bay windows brighten the living room, a formal dining room invites hosting, and a back family room awaits insulation to become a year-round space. Upstairs are two bedrooms, two full baths, a flex space, and two finished attic rooms for a studio, office, or guests. A separate entrance leads to a bedroom, bath, flex space, and kitchenette, offering options for extended family or independent living. The roof, windows, and exterior stairs need work, giving a buyer the chance to invest in a home whose character and location can’t be replicated. The home is close to Centre Street's shops and restaurants, Jamaica Pond, the Arnold Arboretum and everything JP has to offer. Homes like this, in this location, don't come around often!

38 Holbrook St, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.
57 Brookside Ave Unit 12, Boston
$399,000
1 Beds ⋅ 1 Baths ⋅ 73581113 MLS ⋅ ['Artists Brookside'] BLDG.
A creative space to call home. Located in the Artist/Brewery District of Jamaica Plain and within the converted Steadfast Rubber Factory; known today as The Brookside Artists Lofts. This converted industrial to artist community offers a unique opportunity to live, work and create your own unique setting; where your creativity and character will come together as one. Featuring a dedicated studio plus a separate skylit sleeping loft, this bright and inviting home offers flexibility for both every day living and artistic pursuits. Exposed wood beamed ceilings and original wide plank floors add warmth and architectural style while a dedicated sitting area creates the perfect spot to read, sketch or enjoy the natural light. Design a private garden at both your front entrance and bonus backyard; an ideal space to create meaningful social and professional connections amongst your neighbors. The condominium is awaiting your decorating talents, unique personality and artistic goals. Whether you envision an aspiring studio, a cozy home or a place where your creative life can truly take root, this is an opportunity worth exploring. Simply put…A chance to own an affordable and unique space with an atmosphere that feels anything but ordinary. Visit the Arboretum, fish or jog at Jamaica Pond, dine and shop on Centre and South Streets or Jackson Square, close to medical areas, Boston Proper, public transportation. Important: This is an income qualified artist community. Buyer must meet all eligibility requirements and possess an Artist Housing Certificate. This s is a BPDA 80% AMI income and deed restricted home. Income eligibility and resale restrictions apply. Won't last!

57 Brookside Ave Unit 12, Boston

Listing courtesy of Listing Agent: Bill Skerry from Listing Office: Keller Williams Realty.
38 Spring Park Avenue Unit 1, Boston
$2,090,000
3 Beds ⋅ 4 Baths ⋅ 73580609 MLS ⋅ ['Ravenscroft Manor Condominiums'] BLDG.
NOW OFFERING A GENEROUS MORTGAGE 2 – 1 RATE BUYDOWN with acceptable offer. 2,461 SF of true turnkey luxury inside an 1893 landmark estate in Jamaica Plain, three miles from downtown Boston - a complete 2026 gut renovation, nothing to manage, nothing to inherit, and nothing hidden behind a fresh coat of paint. 3 ensuite bedrooms with Elfa closets, 2 fireplaces, a Wolf-and-Bosch kitchen finished in quartz, and a 500 SF farmer’s porch opening onto Olmsted-designed estate gardens with fire pit terrace below and an exclusive-use outdoor patio - outdoor living no Back Bay or South End condominium offers at any price. The structure itself is new: steel-reinforced framing by Webb Structural Engineering, all-new copper utility service, a Panasonic ERV system, Stretch Code insulation, and Navien tankless hot water. Energy performance is verified, not promised: a RESNET-certified HERS score of 49, roughly 62% below a typical resale home’s usage. Every bathroom, including the powder room, carries a quartz vanity and a lit frameless mirror. The lower level - formerly a speakeasy - adds a third ensuite bedroom and a media/game room with 12’ ceilings and plumbing in-place for a future wet bar - living space no comparable Boston condominium matches. The property also comes wired as a smart home: dual HDR doorbells, an AI-monitored Nest Cam floodlight, Schlage Encode Plus locksets with Apple Home Key tap-to-unlock, and zoned Nest Learning Thermostats with adaptive climate control. Two deeded parking spaces with EV charging. Set on a rare 19,663 SF landscaped knoll, the Longwood Medical Area is 10 minutes away - a fraction of the 1.5 to 6 miles buyers travel from comparable Boston neighborhoods.

38 Spring Park Avenue Unit 1, Boston

Listing courtesy of Listing Agent: James Byler from Listing Office: Coldwell Banker Realty - Worcester.
38 Spring Park Avenue Unit 3, Boston
$2,190,000
3 Beds ⋅ 4 Baths ⋅ 73580610 MLS ⋅ ['Ravenscroft Manor Condominiums'] BLDG.
NOW OFFERING A GENEROUS MORTGAGE 2 – 1 RATE BUYDOWN with acceptable offer. There is no other address in Boston like this top-floor penthouse: a private rooftop cupola with 360° downtown skyline views, atop an 1893 Colonial Revival estate landmark fully reimagined in a 2026 gut renovation, three miles from downtown. Unit 3 rises five levels to 613 SF of private outdoor space - a 353 SF roof deck, a 110 SF octagonal cupola, and two private balconies - an outdoor sequence no Boston condominium at any price offers. 2,430 SF, 3 all-ensuite bedrooms, plus a library/office. Brown Fenollosa Architects designed the five-level configuration; Webb Structural Engineering’s comprehensive structural rehabilitation - executed from rooftop deck to new foundation footings - introduces the full strength of modern structural engineering into a building whose Colonial Revival exterior remains intact. A RESNET-certified HERS score of 65, roughly half the energy use of a typical resale home, backed by Panasonic ERV and 3-zone central HVAC systems and ductless heat pumps. Cambridge new construction occasionally includes a roof deck, but none pair it with a cupola and full skyline views. Elfa closets throughout and a primary double vanity; the kitchen pairs Wolf and Bosch appliances, finished in quartz. Access to the shared Olmsted-designed estate gardens with fire pit terrace below and an exclusive-use outdoor patio with direct access to deeded garage. It is a genuine smart home too: dual HDR video doorbells, AI-monitored Nest Cam floodlights, Schlage Encode Plus locksets with Apple Home Key tap-to-unlock, and zoned Nest Learning Thermostats. A detached garage plus a deeded surface space - most Boston condominiums at this price offer one spot or none. Just 10 minutes to the Longwood Medical Area, a fraction of the distance from Back Bay, Brookline, Newton, or Cambridge.

38 Spring Park Avenue Unit 3, Boston

Listing courtesy of Listing Agent: James Byler from Listing Office: Coldwell Banker Realty - Worcester.
120 Brookside Ave, Boston
$1,050,000
73574113 MLS
BRAND-NEW RETAIL/OFFICE CONDO PACKAGE FOR SALE - Rare opportunity to purchase three new-construction commercial condominiums in the heart of Jamaica Plain. The package includes approximately 2,585 total square feet across three spaces measuring 770 SF, 850 SF, and 965 SF. Located just 0.1 miles from the MBTA Green Street station, the properties offer excellent public transportation access and strong surrounding residential density. These versatile spaces are well suited for beauty salons, spas, attorneys, accountants, entrepreneurs, dental or medical offices, physical therapy practices, or other traditional retail and professional uses. Ample street parking is available nearby.

120 Brookside Ave, Boston

Listing courtesy of Listing Agent: Myles Whalen from Listing Office: City Realty Group.
57 Cornwall St, Boston
$85,000
73576702 MLS
Rare 2-car garage in Jamaica Plain, ideal for secure off-street parking or extra storage in the city. Conveniently located with easy access to Downtown Boston, public transportation, Brookline, schools, and major routes, this garage offers a practical solution for guaranteed parking and year-round peace of mind. Perfect for commuters, local residents, or investors seeking a low-maintenance urban asset.

57 Cornwall St, Boston

Listing courtesy of Listing Agent: Jonathan Simon from Listing Office: .
214 Allandale Road Unit D, Boston
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73578974 MLS ⋅ ['Allandale Condominiums'] BLDG.
Beautifully designed townhouse set within a special 40-acre community, offering a bucolic setting with maintained grounds, walking paths, and picturesque pond. Amenities include tennis court, renovated clubhouse with kitchen, pool with deck, gym, and yoga studio. The interior is defined by high ceilings, deep moldings, and rich oak flooring. The den has custom built-ins and gas fireplace. The kitchen is enhanced by artistic lighting, custom cabinetry, Sub-Zero and Thermador appliances, and access to a deck. The main level also features a dining room, living room with fireplace and sliding doors to a deck with views, and primary bedroom with exceptional closet space and luxurious bathroom. A laundry room and powder room complete this floor. Upstairs, a landing with skylight provides an office area, and there are two bedrooms sharing a connecting bathroom. The finished lower level has a great room, bedroom, and bathroom. There is also an unfinished storage area and attached 2-car garage.

214 Allandale Road Unit D, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.
27 Cranston Street, Boston
$1,300,000
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.

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
$780,000
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.
75 Forbes St Unit 75, Boston
$899,000
3 Beds ⋅ 3 Baths ⋅ 73575428 MLS
Some homes make more sense once you're inside them. 75 Forbes unfolds across three levels: coffee by the fireplace, work behind a closed door, dinner outside on the patio, and enough separation that everything doesn't have to happen in the same room. Upstairs, the primary bedroom, walk-in closet and full bath create a floor that feels removed from the rest of the house; downstairs, another full level can change with whatever you need it to be. There's central air, 2.5 baths, 2 off-street parking and 1,453 square feet—but the numbers don't quite explain why it lives more like a house than a condo. Come see what we mean.

75 Forbes St Unit 75, Boston

Listing courtesy of Listing Agent: Andrew Maxfield from Listing Office: In REM Real Estate Inc..
16-18 Yale Terrace Unit 2, Boston
$900,000
3 Beds ⋅ 3 Baths ⋅ 73575017 MLS
Elevated above Jamaica Plain’s Forest Hills on a rare oversized lot near the Arnold Arboretum, this newly renovated 3-bedroom, 3-bath duplex combines the character of a grand Victorian with sophisticated modern design. Surrounded by mature trees and sweeping views, the setting feels remarkably private and removed from the city. High ceilings, oversized windows, beautiful hardwood floors, and original architectural details give the home warmth and character, while the open living and dining spaces are designed for modern living. At the heart of the home is a striking chef’s kitchen with GE Café appliances, stone countertops, custom cabinetry, and an oversized waterfall island. A bedroom and full bath complete the main level. Upstairs, the primary suite features a walk-in closet and private bath, joined by an additional bedroom, full bath, in-unit laundry, and a flexible sitting area ideal for a home office or second living space. Roof rights offer the opportunity to create additional private outdoor space, while beautifully landscaped common grounds and off-street parking complete the offering. Ideally located just moments from the Arnold Arboretum, Franklin Park, Forest Hills Station, Brassica Kitchen + Cafe, Centre Street, and the shops, restaurants, parks, and green spaces that define Jamaica Plain.

16-18 Yale Terrace Unit 2, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
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
$470,000
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.
374-374A Centre St, Boston
$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.
370-372 Centre St, Boston
$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.
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
$774,990
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.
44 Mozart Street, Boston
$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.
18 Yale Terrace Unit 2, Boston
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73573372 MLS
Elevated above Jamaica Plain’s Forest Hills on a rare oversized lot near the Arnold Arboretum, this newly renovated 4-bedroom, 3-bath residence with a dedicated home office and EV charger pairs the scale and character of a grand Victorian with sophisticated modern design. Surrounded by mature trees and sweeping views, the setting feels remarkably private and removed from the city, yet Forest Hills Station, Brassica Kitchen + Cafe, Centre Street, and the shops, restaurants, parks, and green spaces that define Jamaica Plain are just moments away. Expansive landscaped grounds with mature plantings, patios, and a large yard create an exceptional sense of space and connection to the outdoors rarely found in city living. Inside, approximately 1,600 square feet of beautifully designed living space features high ceilings, oversized windows, abundant natural light, and thoughtfully curated finishes throughout. Original Victorian details, including the fireplace and handrails, have been carefully preserved, bringing warmth and character to the newly renovated interiors. Open living and dining spaces flow into a chef’s kitchen with GE Café appliances, custom cabinetry, stone countertops, and a generous island designed for everyday living and entertaining. Four bedrooms are complemented by three beautifully finished full bathrooms, while a separate office provides a true work-from-home space without sacrificing a bedroom. The home’s distinctive mansard architecture has been thoughtfully restored, including repairs to its original slate, while a new rubber roof adds an important modern improvement. Most notably, the residence includes deeded roof rights, presenting a rare opportunity to create a spectacular private roof deck above the treetops, with city views as the backdrop for outdoor dining, entertaining, or simply unwinding at the end of the day. Offering the space and functionality of many Jamaica Plain single-family homes, substantial landscaped grounds, parking, historic character, and extraordinary outdoor potential, this is a truly distinctive Jamaica Plain home.

18 Yale Terrace Unit 2, Boston

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

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