luxury real estate for sale Jamaica Plain, United States

Four condo quality rental units and first level commercial space current use tavern/restaurant. Three story plus basement building originally built in 1930 with multi floor addition of residential units constructed in 2021. All residential units have large living rooms, hardwood floors, custom kitchens with white cabinets, quartz counters, GE stainless appliances, in unit laundry, each unit is self contained for heating/cooling/hot water, custom tile baths, generous size bedrooms and closet space. Delivered vacant. Liquor and entertainment licenses NOT included in the sale.

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.

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.

A private yard in Jamaica Plain. Not a shared deck. Not a patio. A yard - and it belongs to the garden-level primary suite that anchors the lower level of this Seaverns Avenue condo. The anchor space is where the day goes quiet: integrated wardrobes, laundry, a radiant-heat marble bath with dual sinks and a jetted tub, and a door that opens directly to the yard. The main floor holds two additional bedrooms (one a flex space - office or dining), a full bath, a refreshed kitchen, and a covered deck with its own access to the yard below. When you return from the Arboretum, Jamaica Pond, or a Cape escape, the oversized locked storage handles everything you brought: golf clubs, skis, garden tools, the gear that needs a home. Central AC and tankless hot water, plus one year of rented off-street parking included. Pet-friendly. Two minutes to Green Street Station. Steps to Centre Street, Jamaica Pond, and the Arboretum - the kind of neighborhood that still remembers how to be a neighborhood.

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

Near Jamaica Pond, an elegant brownstone two-bedroom plus den replete with period details, including a woodburning fireplace. This expansive condo offers versatile spaces and updates that honor its historic character. Boasting oversize windows that let in south-facing light and tree views, the dining and living rooms adjoin by pocket doors. The generous living room features bowed windows, a quarter-sawn oak mantel, and picture rails. The bright adjacent kitchen offers dining space, ample counters, cabinet and drawer storage, and laundry in the pantry. The den with custom built-in bookcases can serve as an alternate bedroom. Crossing the foyer, enter a hall with two bedrooms separated by a refinished bathroom that features subway tiling, refined shower fixtures, and a transom window. In this thoughtfully managed association, the condo fee includes heat, hot water and maintenance. Enjoy a graceful shared courtyard and private ground-level storage. Blocks to the pond, Centre Street shops and restaurants, Green Street T, 39 Bus, and bike paths to Longwood Medical and Back Bay.

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.

Tucked on a secluded closed-end street near Forest Hills T, this four-bedroom, one-and-a-half-bathroom home offers three levels, including an unfinished walk-up attic with expansion potential, and a vast fenced backyard. Classic styling greets you in the living room with a gas fireplace and a bay window seat framed by built-in bookcases and vintage wall sconces. Off the living room, a south-facing sunroom can serve as a den, playroom or office. Elegant columns lead into the architect-designed open dining room and kitchen. Standout details of this refined space include signature navy blue custom cabinetry contrasted with white, with enclosed tall glass cabinetry in the dining room and open oak shelving on the kitchen side, all accented by bronze brackets and pulls. The kitchen, with tree-facing corner windows and a three-seat dining peninsula, features wrapping quartz counters and a Jenn-Air appliance suite with exhaust hood, pantry cabinet, and kick space heating. Just off the kitchen, a hall with mudroom nook and a half bath led to the front stairwell. The second level offers four corner bedrooms. The primary bedroom is 19 ft deep with ample space for a sitting area and oversize wardrobe in addition to the matching closets. The 12” x 12” second bedroom includes two side-by-side closets. Adjacent to the bathroom, a 90 sq ft bedroom. And a fourth room, at 110 sq ft, can serve as a bedroom––or as an office with a passthrough to the walk-up attic. Let this home evolve with you: on the second level, consider combining bedrooms 2 and 3 to create a bedroom suite with a walk-in closet and an additional full bathroom, plus a common hall with laundry. On the attic level––with an approximately 620 sq ft floor area and 8 ft height at the center––the potential may exist to create a generous bedroom suite by adding a shed dormer. (Neighboring homes have done so.) Back on the first level, a glass sliding door in the dining room opens onto a screened porch facing the gently terraced fenced backyard, which backs up to the wooded Forest Hills Preserve; enter directly from your rear gate. Greet next spring with the magnolia tree in the front yard, next to the raised garden bed. Surrounded by woods, quickly access trails in Arnold Arboretum, Franklin Park and Forest Hills Cemetery. Yet just 0.3 mi to Forest Hills T Station, Southwest Corridor bike path to Back Bay, and Brassica Kitchen + Cafe.

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.

Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

A once in a generation opportunity to own a full floor at Le Jardin! Occupying more than 4,600 sq ft on a single living level this gracious home offers 20 oversized windows that wrap the home on 3 sides and flood the home with natural light. An unmatched 40' of frontage overlooking the historic Boston Public Garden, this one of a kind home has been exquisitely renovated and professionally maintained. Offering 3 bedroom suites + a den/4th bedroom, including an elegant primary suite with dual bathrooms, dual dressing rooms, a private library and an intimate sitting room with gas fireplace. A well designed layout offers grand entertaining spaces overlooking the park, a large eat-in kitchen with stone counters and abundant storage, many custom builtins throughout, a well designed wet bar located off the formal dining room, a large laundry room, & beautiful hardwood floors. 24-hour concierge, private elevator foyer, 4 garage parking spaces w Valet!

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.

Experience elegant single-level living in the prestigious, gated 23-acre Cabot Estate community, ideally situated across from Jamaica Pond. This spacious 1,776 sq.ft. residence offers five rooms, two bedrooms, and two full baths on the 4th floor in the C building. A generous living and dining room features French doors opening to an expansive 27-foot balcony, perfect for relaxing or entertaining. Separate office or breakfast room off the spacious kitchen. Luxurious primary bedroom with en-suite bath and walk-in closet. Generous sized 2nd bedroom with a wall of closets. Enjoy attached garage parking and exceptional amenities including a swimming pool, tennis courts, exercise facilities, and the historic Castle, available to residents for private parties and gatherings overlooking beautifully landscaped grounds. Close to the Longwood Medical Area and just minutes from downtown Boston, this exceptional home combines luxury, privacy, and an unparalleled lifestyle.

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

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

One of Brookline's most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town's prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

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.

A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

This 9-bedroom, 6 full/3 half bath residence spans 8,619 sq ft, blending timeless architectural character with thoughtful modern updates throughout. A stunning 2024-renovated kitchen with fireplace and radiant heated flooring anchors the home, complemented by a newly enclosed breezeway, cozy breakfast nook and gracious dining room with double French doors. All-new Pella windows enhance the home throughout, while refinished hardwood floors and fresh paint create a beautifully refreshed interior. Designed with both everyday living and entertaining in mind, the home features a sunken living room with direct exterior access to the solarium and screened porch, creating a seamless connection between the interior and surrounding grounds. The greenhouse conservatory has been completely reimagined with honed absolute black stone, new tile flooring, and a custom fountain, offering a truly distinctive space within the home. Generous bedroom suites and thoughtfully updated baths provide privacy and comfort throughout. A private-entrance, attached in-law/au pair suite offers exceptional flexibility for guests or staff, while an epoxy-finished garage round out the home's modern improvements. Outdoors, a stone patio extends the home's entertaining space onto the expansive, level grounds, with the rare opportunity to add a pool and create a truly exceptional indoor-outdoor setting. Minutes to the Longwood Medical Area (8-10 min), Fenway (10-15 min), Back Bay (15-20 min), and Logan Airport (20 min), with Brookline Reservoir, Fisher Hill Reservoir Park, Larz Anderson Park, and the Emerald Necklace all nearby. A short drive delivers Chestnut Hill's premier shopping, dining, Equinox, and Wegmans. A once-in-a-generation offering.

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and seasonal water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

Rare opportunity to acquire a 24-unit, Cash Flowing Multifamily Asset in the Heart of Dorchester (one of Boston's most desirable rental markets). This Well-Maintained property generates $60,200 in monthly gross rental income (approximately $722,400 annually), featuring a highly sought after unit mix of 22 (2bd 1bth) units and 2 (1bd 1bth) units. Major capital improvements include updated plumbing and electrical systems completed within the past five years and a roof replaced approximately ten years ago. Additional features include separately metered utilities (Gas & Electric), ample off-street parking, and strong in-place cash flow with opportunities for long-term appreciation. Centrally located near Ashmont Station and Ruggles Station. Whether completing a 1031 exchange or expanding an investment portfolio, this turnkey asset offers immediate income, proven stability, and exceptional upside in one of Greater Boston's strongest multifamily markets. Pro Forma available. Google Maps or Waze

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 square feet level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/acoustic padded walls & a handsome family room w/custom cabinetry. The fully renovated chef's kitchen features a center island, butler's pantry & dining nook-truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.