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73C Sheridan St. Unit 3, Boston
$1,395,000
2 Beds ⋅ 2 Baths ⋅ 73583275 MLS
Live in luxury high atop Sheridan Street in this 2023-built penthouse condo with panoramic city views from two private decks. Arrive in style to your two-bedroom, two-bathroom home via a direct-access elevator. Blending both contemporary and historical elements, the interior is highlighted by wide-plank oak hardwood flooring, soaring cathedral ceilings, unique lines and high-end finishes. Relish in the chef’s kitchen featuring Thermador & Bosch appliances, locally crafted custom cabinets and a sizable pantry. Wide open to the living & dining rooms for seamless entertaining, the kitchen gives way to a private front deck via glass doors framing the Boston skyline. Elevate ordinary weeknights with dinner on your incredible private roof deck, complete with a grill, sink and fridge, all set against a backdrop of majestic city views. Additional luxuries include two parking spaces with EV chargers, primary suite with walk-in closet, extensive sound-minimizing construction, built-in sound system, in-unit laundry and large basement storage room. Professionally managed for effortless living. Desirable street in JP’s Hyde Park neighborhood is close to the Stony Brook T, Whole Foods, abundant restaurants, shops and green space. Shown by appointment only.

73C Sheridan St. Unit 3, Boston

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

120 Day St Unit 2, Boston
$635,000
3 Beds ⋅ 1 Baths ⋅ 73582217 MLS ⋅ ['120 Day Street Condominium'] BLDG.
Ideally located in the heart of Jamaica Plain’s vibrant Centre Street, this well-appointed 3 bedroom condo offers the perfect blend of comfort, convenience, and flexibility. The thoughtful floor plan includes a versatile third bedroom that can easily serve as a home office, guest room, or bonus space. The updated kitchen features ample cabinet space and a built-in corner bench, creating the perfect spot for a cozy dining nook. Step outside to your private rear deck, ideal for morning coffee, outdoor dining, or relaxing at the end of the day. Enjoy easy access to the shops, restaurants, and cafes of Centre Street, along with nearby Orange and Green Line transit options for a seamless commute. A fantastic opportunity to enjoy all that Jamaica Plain has to offer.

120 Day St Unit 2, Boston

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

105 Walk Hill St Unit 2, Boston
$699,000
3 Beds ⋅ 2 Baths ⋅ 73581960 MLS
Rare townhouse-style condo offering the space and privacy of a single-family alternative in Jamaica Plain. With just 2 units arranged side-by-side, this 3-bedroom, 1.5-bath home offers true multi-level living with no neighbors above or below, private outdoor space, along with TWO parking spaces—one garage and one off-street—a rare combination in a fantastic Jamaica Plain location. The main level opens to a spacious front living room with hardwood floors, a wood-burning fireplace, and a charming bay window with a built-in window seat. Just off the living room is the renovated kitchen, which offers newer stainless steel appliances, including a Viking range, and an adjacent comfortable dining area. A bright four-season sunroom provides versatile bonus space for a home office, sitting room or den, and a convenient half bath and pantry add to the functionality of the main level. Upstairs are three bedrooms and a beautifully renovated full bath featuring sleek modern finishes and a tiled tub/shower. The spacious primary bedroom easily accommodates a king-size bed, the second bedroom is generously queen-sized, and the third works well as a small bedroom, nursery or home office. A large private basement with tall ceilings provides laundry, abundant storage and excellent potential for future finished bonus space. Additional features include a private patio and yard, and a beautiful Jamaica Plain setting surrounded by green space, neighborhood amenities and public transportation. A unique opportunity to enjoy the privacy, parking and multi-level living of a single-family home with the ease of condo ownership.

105 Walk Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

2 Weld Hill Street Unit 202, Boston
$825,000
3 Beds ⋅ 2 Baths ⋅ 73581600 MLS
New construction 3 bed 2 ba w private deck, with garage parking! Introducing the residences at 2 Weld hill, A collection of 9 state of the art new construction homes offering unparalleled luxury. Perfectly situated in one of Jamaica plains most vibrant neighborhoods, just a short stroll to countless restaurants cafe's shops & 1 minute walk to the train, yet conveniently rounding the corner of a beautiful treelined street offering quintessential JP historic charm paired with high end modern luxury living. Park in the garage & take the elevator to your luxury 3 bedroom 2 bath flat featuring sprawling wide open living space flowing seamlessly to your private deck. The open concept living & dining areas sets the perfect stage for entertaining. The chef's kitchen features Cafe SS appliances, quartz countertops, custom cabinetry & 9 ft island with breakfast bar. The enormous primary bedroom features spa like en suite bath & excellent closet space. Both guest bedrooms well proportioned

2 Weld Hill Street Unit 202, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.

8 Brookside Ave Unit 1, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73581593 MLS
Fully renovated, this sun-filled, floor through two-bedroom, two-bath home enjoys exceptional natural light from exposures on all four sides. The thoughtfully designed interior features wood floors, generous closet space, and efficient forced-air heating and cooling. At the heart of the home is a stunning open-concept kitchen with quartz countertops, a glass subway-tile backsplash, and an oversized island flowing seamlessly into the living area, perfect for entertaining. Deck, common basement storage, and parking in the common driveway complete the package. Be among the first to own in this brand-new association, ideally located near the Orange Line Stony Brook station, with an impressive Walk Score of 90. All three units are available.

8 Brookside Ave Unit 1, Boston

Listing courtesy of Listing Agent: Lesley Smith from Listing Office: Barrett Sotheby's International Realty.

2 Weld Hill St Unit 301, Boston
$799,000
3 Beds ⋅ 2 Baths ⋅ 73581584 MLS
Introducing the residences at 2 Weld Hill, A state of the art new construction elevator building featuring 9 meticulously designed luxuries residencies. Perfectly situated in one of JP's most vibrant neighborhoods across the street from the T & short stroll to countless restaurants cafes & shops yet also set back on the corner of a beautiful treelined street offering the quintessential Jamaica plain charm along with modern luxury living. The Meticulously designed 3 bedroom 2 bath leaves no wasted space boasting an spacious open concept Kitchen/ Dining/ living space flowing seamlessly to your large private deck. The breathtaking kitchen features SS appliances, calacata quartz countertops & custom frameless cabinetry. Bonus den/ dining room/ Home office allows for flexible layout/ endless floorplan possibilities. With Rent potential of +-6,000/month, this also present investors an opportunity for an untouchable cap rate on a hands free asset. 1 Garage parking, A/C, W/d in unit

2 Weld Hill St Unit 301, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.

16 Ophir St Unit 1, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73581551 MLS ⋅ ['16 Ophir Condominiums'] BLDG.
A rare Jamaica Plain combination! 1,147 square feet of single-level living in this newer construction condo offering a private driveway with 3 car parking, a dedicated home office nook, private outdoor patio. The thoughtfully laid out unit is perfect for entertaining and highlighted by the open living and dining area that centers on a modern kitchen with a waterfall island, stone counters, stainless steel appliances, gas cooking and pantry storage. Both bedrooms are generously proportioned, including one with a walk-in closet, while the custom-built office nook creates valuable work-from-home flexibility. Additional comforts include 1.5 baths, hardwood floors, central air, in-unit laundry, tankless hot water and built-in surround sound. Located near the Green Street Orange Line, Southwest Corridor Park, Centre Street, Jamaica Pond and the Longwood Medical Area, this home offers space, convenience and amenities that are difficult to find together in JP. Please see feature sheet for additional highlights! ASK ABOUT 7/1 ARM @5.99%

16 Ophir St Unit 1, Boston

Listing courtesy of Listing Agent: Matthew Czepiel from Listing Office: Lamacchia Realty, Inc..

77 Spring Park Ave Unit 3, Boston
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 73581437 MLS
This penthouse condo spans the third and fourth floors of a well-maintained three-unit association in Jamaica Plain, just 2 blocks from Centre Street, the Stony Brook T stop and the Southwest Corridor. The grand entry stairs promise historic character, and the home more than delivers with soaring ceilings (some with original medallions), pocket doors, large bay windows, and natural light reflecting off the wood floors. Three bedrooms sit on the main level, one with ensuite access to the renovated marble bath featuring a clawfoot tub and stand-up shower. Modern conveniences run throughout, including a renovated kitchen with custom cabinetry, central air, in-unit laundry, two private parking spaces, and shared bike storage outside. Upstairs, the fully finished attic with loads of built-in storage and a second full bath with skylight offers flexible space for a lounge, studio, media room, home office, or guest suite. Outside, a private treetop porch offers a quiet perch, while the large shared backyard and patio give you room to gather or unwind in the open air. Ideally situated in JP, the home offers easy access to public transportation, bike paths, playgrounds, parks, shops and restaurants.

77 Spring Park Ave Unit 3, Boston

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

33 Cranston Street, Boston
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 73581410 MLS
Welcome to 33 Cranston Street — a rare Jamaica Plain opportunity ready for its next chapter. Offered for the first time in more than 40 years, this freestanding two-family home presents an exciting opportunity for an owner-occupant, investor, contractor, or developer. With 4 bedrooms, 2 full baths, and 3 off-street parking spaces, the property offers a generous footprint and plenty of possibilities for those looking to renovate, customize, or explore its future potential. The first-floor duplex features a front living area currently used as an artist studio, highlighted by a charming bay window, along with a kitchen, full bath, and deck. Two additional bedrooms are located on the lower level, with direct access to the expansive yard. The second unit spans two levels and features hardwood flooring throughout much of the living space, with a kitchen, dining area, living room, and additional bedrooms on the upper level. Outside, multiple decks and a fenced yard create valuable outdoor space, while the three off-street parking spaces add to the property’s appeal. Ideally situated in Jamaica Plain, close to public transportation, the T, parks, bike paths, and major highway access, 33 Cranston Street is an opportunity to create something truly your own. Bring your vision and unlock the potential of this longtime Jamaica Plain two-family home.

33 Cranston Street, Boston

Listing courtesy of Listing Agent: Brian Caluori from Listing Office: Gibson Sotheby's International Realty.

3531 Washington Unit 304, Boston
$830,000
2 Beds ⋅ 2 Baths ⋅ 73581253 MLS ⋅ ['Vita'] BLDG.
Welcome to VITA, a premier contemporary residence in the heart of Jamaica Plain, offering sophisticated city living with the ease of a true lock-and-leave lifestyle. This sun-filled 2-bedroom, 2-bath condominium features an inviting open-concept floor plan enhanced by oversized windows with Hunter Douglas shades, creating a bright and airy ambiance throughout. The sleek, modern kitchen offers abundant cabinetry and flows effortlessly into the living and dining areas, ideal for both everyday living and entertaining. Both bedrooms feature en-suite baths, including a generously sized primary suite with a custom walk-through California Closet. Thoughtfully designed for comfort and convenience, the home also offers exceptional storage, in-unit laundry, central air, efficient heating, deeded garage parking, private storage, and secure bike storage. Residents enjoy seven-day concierge service and access to a stunning rooftop deck with grilling and gathering areas. Perfectly positioned near Franklin Park, the Arnold Arboretum, Jamaica Pond, dog parks, pickleball courts, bike paths, acclaimed restaurants, breweries, and public transportation, VITA offers an exceptional balance of urban sophistication and easy access to nature. A refined Jamaica Plain lifestyle awaits.

3531 Washington Unit 304, Boston

Listing courtesy of Listing Agent: Stephanie Porter from Listing Office: AlbertTaylor Realty.

38 Holbrook St, Boston
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 73581241 MLS
This Jamaica Plain single-family sits across from the wooded lawn of the Eliot Art School, offering a changing outdoor view from the front room through every season. Inlaid wood floors, original windows, and the original front door with sidelights carry the character of the home's early years into everyday life, grounding the interior in a sense of history. The main floor follows a classic layout, with bay windows drawing light into the living room, a formal dining room suited to regular hosting, and a bonus family room at the back that adds flexibility for everyday use. A full bath on this level rounds out the floor. On the second floor, two bedrooms, one with a walk in closet, two full bathrooms and a flex space give the home real breathing room and flexibility. Two additional rooms in the finished attic can function as a guest room, a studio for creative work, an office a music room or more! One of the second floor bedrooms, a bathroom, the flex space and a kitchenette are accessible through a separate entrance, a layout that opens up options for extended family, guests, or an independent living arrangement apart from the main household. Outside, a brick patio anchors the backyard, and the plantings include specimens sourced from the Arnold Arboretum. But the best part about this house is the ideal Jamaica Plain location. 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
$450,000
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.

39 Southbourne Rd, Boston
$800,000
3 Beds ⋅ 2 Baths ⋅ 73580554 MLS
This lovingly maintained single-family residence is ready for its first new owners in over 40 years! Built in 1915 and encompassing 1302 square feet of living area, situated in the Woodbourne neighborhood of Jamaica Plain. This attractive property on a 4525-square-foot lot has recent updates and beautifully maintained features, including a new roof and gutter guards (2025), new water heater (2026), remodeled kitchen, and recently refinished hardwood floors. The kitchen is appointed with professional-grade stainless steel appliances and elegant stone counters, providing an environment conducive to both culinary artistry and daily functionality. The living room serves as a distinguished focal point, featuring a classic fireplace that imparts warmth and ambiance, complemented by a screened outdoor porch and large back deck perfect for quiet nights or entertaining. A short distance from Forest Hills MBTA station, walking trails, shopping, and bus routes, this home is perfectly situated for wherever your travels may take you! Private showings start immediately, OPEN HOUSES PUSHED TO OCTBER 3 & 4 DUE TO NOR'EASTER!!!!

39 Southbourne Rd, Boston

Listing courtesy of Listing Agent: The Arienti Group from Listing Office: REMAX Executive Realty.

111 Sheridan St Unit 2, Boston
$825,000
3 Beds ⋅ 2 Baths ⋅ 73580110 MLS
Situated on a highly coveted street, this gorgeous Victorian home's period details, colors and charm are unmatched. This 2nd floor condo's rare combination of high ceilings, light and modern updates make it a unique find. Three generous bedrooms and two full baths on one end of the floor plan are carried by warm, beautiful floors to the back end where soaring ceilings, large windows and incredible light exposure illuminate the kitchen and living area, with ample room for eat-in dining in a flexible, wide floor plan that includes a large island with seating. French glass doors lead to a private deck. Additional amenities include In-unit laundry, lots of storage, an extra basement space, and a deeded parking space.Large, shared, fenced yard and patio area. Lovely gardens and mature plantings. Very well cared for by dedicated owners whose recent updates include new washer, dryer, stove, fridge and AC within the last few years. Steps to Centre St, the T, shops, restaurants and one of the most vibrant neighborhoods in Boston!

111 Sheridan St Unit 2, Boston

Listing courtesy of Listing Agent: Kerrianne Ciccone from Listing Office: William Raveis R. E. & Home Services.

111 Perkins Street Unit 253, Boston
$589,000
2 Beds ⋅ 1 Baths ⋅ 73578757 MLS ⋅ ['Jamaicaway Tower And Townhouses'] BLDG.
A true "jewel box" home. Thoughtfully renovated and designed to the highest standards. Gracious entry foyer with storage leading to an expansive living/dining area. Crown molding and chair rail added. The kitchen is a delight with wonderful cabinetry and detail. Two large bedrooms with the primary having a walk in closet. Delightful balcony with views from the west all the way to downtown Boston. This home has replacement double pane windows and balcony door. New fan coils. The asbestos in the ceilings of all rooms and closets has been removed.. There are numerous details and touches that make this a unique offering. Jamaicaway Tower has many amenities and a vibrant and active community. It is very well located with access to Boston and the medical area. Choose the carefree lifestyle in this terrific move in ready home.

111 Perkins Street Unit 253, Boston

Listing courtesy of Listing Agent: Elane Fine from Listing Office: William Raveis R. E. & Home Services.

445 Walnut Ave, Boston
$800,000
4 Beds ⋅ 2 Baths ⋅ 73578520 MLS
OPPORTUNITY. Rare two-family home in Boston's Jamaica Plain neighborhood. 4 beds, 2 baths across two units, with upper unit spanning two levels for a flexible living area. Gas heating. Hardwood flooring throughout. Enclosed porch with updated paint. Additional features include off-street parking for three cars and a full basement ideal for storage or future expansion. Perfect for owner occupants or developers & contractors looking to capitalize on condo conversion potential. Steps from White Stadium's $325M transformation (future home of Boston Legacy, opening 2027) and bordering Franklin Park's green space and trails. Convenient MBTA Orange line access or direct ride to Downtown Boston. Near Longwood Medical area & Brookline. To be delivered vacant.

445 Walnut Ave, Boston

Listing courtesy of Listing Agent: Kary Cummings from Listing Office: Coldwell Banker Realty - Cambridge.

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..

125 Hyde Park Ave Unit A, Boston
$829,000
3 Beds ⋅ 3 Baths ⋅ 73578364 MLS
An ultra-stylish, convenient lifestyle awaits in this modern, 2020-built 3 bed, 2.5 bath townhouse condo in Jamaica Plain’s vibrant Forest Hills. Spanning 1,635 sq ft across two levels, this home offers the privacy and space of a single-family. The main level features a sleek, open-concept kitchen, living, and dining area that flows seamlessly through large sliders onto a massive 400+ sq ft private sun deck. Upstairs consists of the primary suite with double closets & double-vanity en-suite, alongside two additional bedrooms, a full bath, laundry with Miele W/D, and exceptional closets. Built with energy efficiency in mind, the home features triple-paned windows, double-insulated walls, high-efficiency heat pumps, & a tankless hot water heater to keep utility bills and outside noise to a minimum. Includes an oversized garage space with a dedicated EV charger, bike racks, and a large private storage room. Professionally managed HOA and located just blocks from the Forest Hills T station, Arnold Arboretum, Southwest Corridor bike path, Brassica, and Third Cliff Bakery. Move just in time for JP’s beloved Lantern Parade & holiday hosting!

125 Hyde Park Ave Unit A, Boston

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

241 Perkins Street Unit D302, Boston
$1,980,000
4 Beds ⋅ 4 Baths ⋅ 73578040 MLS ⋅ ['Cabot Estates Condominium'] BLDG.
Experience unmatched peace of mind and maintenance-free luxury at Cabot Estates, a premier 24-hour gated community set across 23 private, park-like acres along the Boston-Brookline border. Designed for effortless, single-level main living, Unit D302 features direct elevator access on both levels. The main floor boasts a seamless open-concept layout with a custom kitchen, dining area, bar nook, and a sunlit family room opening to a private balcony. Steps away, your primary suite offers a true sanctuary with a sitting area, walk-in closet, and an exquisite Italian marble bath with mosaic tile accents. Step outside onto your private patio to enjoy peaceful, sweeping views of Jamaica Pond, the historic estate castle, and Frederick Law Olmsted-designed landscapes. Thoughtfully constructed the full-walkout lower level features 3 additional bedrooms,2 full baths, a secondary kitchenette, and dedicated laundry accessible via a built-in laundry chute or the building’s elevator. Tons of closets and Storage as well as Storage locker & 2 tandem Garage parking. Resort-style amenities offer active leisure right at home, including a heated pool, tennis courts, a fitness center, library, and private function room. Minutes from world-class healthcare at Longwood Medical Area and Faulkner Hospital, as well as premier dining and shopping in Brookline Village and Centre Street. Security, convenience, and single-family comfort 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
$650,000
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.

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.

44 Boynton St Unit 2, Boston
$685,000
3 Beds ⋅ 1 Baths ⋅ 73576891 MLS
Welcome to this inviting 3 bedroom condo in the heart of Jamaica Plain, where thoughtful spaces, outdoor living, and an unbeatable location come together. A welcoming foyer sets the tone as you enter, opening into a comfortable living and dining area filled with natural light. Toward the rear of the home, the spacious eat-in kitchen offers plenty of room for everyday living, along with the convenience of in-unit laundry. Step outside to your private deck, a peaceful spot for morning coffee or unwinding at the end of the day. The home offers two well-sized bedrooms plus a versatile bonus room that can easily serve as a third bedroom, home office, or additional living space. Enjoy the rare convenience of a driveway parking space, a beautifully landscaped garden, and additional private storage in the basement. Ideally situated just moments from the Forest Hills and Green Street T stops, Centre St, and the Southwest Corridor, this home makes commuting and exploring the neighborhood effortless.

44 Boynton St Unit 2, Boston

Listing courtesy of Listing Agent: Emma Kaloupek from Listing Office: Columbus and Over Group, LLC.

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.

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