Jamaica Plains MA Home For Sale

Jamaica Plains MA Home For Sale

Jamaica Plains MA Home For Sale

60 Carolina Avenue Unit 3, Boston
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 73594282 MLS
60 Carolina Avenue, Unit 3, is the perfect blend of historic character and modern space in an exceptional Jamaica Plain location. The entire home is flooded with natural light, highlighting the rich walnut hardwoods and an open floor plan that feels both airy and sophisticated. The kitchen is a chef’s dream, anchored by a quartz center island and outfitted with sleek European cabinetry, a wine cooler, and high-end Fisher & Paykel gas appliances. The primary suite serves as a true retreat, featuring a walk-through dressing room and a spa-like bathroom with a double vanity, full glass shower, and the comfort of radiant heated floors. Throughout the home, custom closets ensure everything has its place, while floor-to-ceiling windows and a sunny front porch bridge the gap between indoors and out. For those who love to entertain, the sliding glass doors lead to a large, private back deck with stairs leading to a professionally landscaped fenced in yard. Modern conveniences are integrated everywhere, including a built in Sonos ceiling speaker system (living room and primary bed/bath), Nest thermostat, video doorbell, efficient LED lighting, in-unit washer/dryer and central AC. Complete with two-car parking and a private basement storage room, this home balances high-end style with everyday functionality. Enjoy all that JP has to offer including restaurants, bookstores, local shops, cafés, parks and a well connected public transportation system.

60 Carolina Avenue Unit 3, Boston

Listing courtesy of Listing Agent: Maureen Johnson from Listing Office: Coldwell Banker Realty - Weston.

45 Green St Unit A, Boston
$749,000
2 Beds ⋅ 1 Baths ⋅ 73593633 MLS
Embrace loft-style living in the heart of Jamaica Plain in this historic 2 bed condo that was once an early 20th-century storefront. The unique interior offers a welcome break from cookie-cutter urban offerings, blending vintage character with modern updates. Dramatic 10-foot beadboard ceilings, custom built-in bookshelves, and gorgeous original wood flooring greet you inside. The expansive main living space is highlighted by huge, oversized windows that bring in spectacular sunlight, and the open floor plan provides an exceptional setting for entertaining. Beautifully renovated kitchen is complete with quartz countertops, pantry, stainless appliances & peninsula seating. There are two sizeable bedrooms with excellent closets, and a fully renovated bathroom offering modern fixtures and a clean, spa-like aesthetic. Notable features include private back patio, rare off-street parking, 2023 mini split heat + AC, tankless hot water, in-unit laundry, and basement storage. Desirable commuter location just a short walk to Green Street T (orange line) and Southwest Corridor Park and bike path for an easy ride downtown. The vibrancy of Centre Street is only a stone’s throw away, with restaurants, cafes, shops and easy access to the greenery of Jamaica Pond. Combining historical architecture, modern amenities, and an unbeatable central JP location, this property is a rare treat.

45 Green St Unit A, Boston

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

241 Perkins St Unit H-402, Boston
$949,000
2 Beds ⋅ 2 Baths ⋅ 73593291 MLS ⋅ ['Cabot Estates'] BLDG.
Welcome to luxurious resort-style living at Cabot Estate! Situated on over 23 acres of pristine, lushly landscaped grounds, Unit H402 is a sun-drenched, turnkey condominium offering an exceptional blend of modern elegance, tranquil surroundings, and unmatched location convenience. As you step inside, you are greeted by an inviting open-concept layout defined by soaring high ceilings, skylights, fresh neutral tones, and expansive windows flooding the home with natural light. The sprawling living area serves as the warm heart of the home, centered around a cozy fireplace—ideal for relaxing on cool evenings or entertaining guests. Step through glass sliding doors out onto your large private balcony, an ideal spot for morning coffee, outdoor dining, or simply taking in the serene, tree-lined views.The chef-inspired kitchen features rich cabinetry, quality countertops, stainless steel appliances, and a seamless flow into the dedicated dining space. The bedroom wing is up just a few stairs from the main living area. The generous primary suite acts as a peaceful retreat, featuring ample closet space and a full en-suite bath. The spacious second bedroom is perfect for guests, a den, or a dedicated home office. Additional features include 2026 installed high efficiency heat and ac pump, in-unit laundry, and a spacious garage.Set within a secure 24-hour gated, pet-friendly community, residents enjoy top-tier lifestyle amenities including scenic walking and jogging trails throughout the expansive private grounds, a sparkling outdoor pool, tennis courts, a fitness center, and a historic stone clubhouse.Unbeatably located, this home offers fast, effortless access to the Longwood Medical Area, historic Brookline Village, Jamaica Pond, and Downtown Boston. Whether commuting for work or enjoying local boutique shopping and fine dining, everything you need is just minutes away. Schedule your private showing today and be home in time for the holidays! Furniture and furnishings available for separate purchase; details upon request!

241 Perkins St Unit H-402, Boston

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

6 Oakdale St, Boston
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 73593293 MLS
The marble mantel is still there — arched opening, scrolled keystone, original cast-iron summer cover in place. So are two pierced plaster ceiling medallions, a walnut stair with a carved volute and a rosette newel cap, deep built-up casings under a century intact after more than a century, 4-panel doors on original hardware, and a bay-window parlor that already works. JP's best condo resales are conversions of pre-1910 buildings, not new construction. Plenty of details to preserve here! An 1865 Second Empire three-family on a 9,600 square foot lot in the 3F-5000 subdistrict. Straight-sided slate mansard, segmental dormers with bracketed hoods, deep cornice on paired scroll brackets, 2-story canted bay. A spindled entry porch, a bracketed side porch, and wall-mounted espaliers. Nothing is built on the east side and nothing is likely to be: a community garden runs that line, then Lawndale Terrace, then the Southwest Corridor park, with the Orange Line beyond. 63.61 feet of frontage, just over 150 feet deep, roughly 73 feet of open yard behind the house, a 17.7 foot driveway on the west side, pkg for 4.The lot clears district minimums on area and frontage with room to spare. Setbacks are not a constraint. Keeping the shell and adding to the rear is the path the comps and the approvals both favor. Real work ahead, but the reward here is worth the effort. Site visits by appointment.

6 Oakdale St, Boston

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

79 Sheridan St Unit 2, Boston
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 73593197 MLS
Ideally situated in the heart of Jamaica Plain’s coveted Hyde Square neighborhood, overlooking the leafy canopy of Sheridan Street, this luxurious 2 bed, 2.5 bath duplex offers 1,409 square feet of beautifully appointed living space with the scale and comfort of a single-family home. Perfect for entertaining, the spectacular open-concept main level seamlessly connects the living room, dining room, and chef-inspired kitchen, all enhanced by elegant tray ceilings and oversized windows that flood the home with natural light. An expansive kitchen island serves as the centerpiece for gathering, complemented by a generous walk-in pantry offering exceptional storage. The living spaces flow effortlessly onto an oversized private deck, creating an ideal setting for al fresco dining, summer gatherings, or simply relaxing outdoors. Intentionally designed for both entertaining and everyday living, the home features two bedrooms privately situated on the upper level, providing a peaceful separation from the main living areas. The primary suite enjoys captivating city views, offering a beautiful retreat above the neighborhood. Completely gut-renovated to the studs, this exceptional residence features new siding, windows, plumbing, electrical, HVAC, and spray foam insulation, combining sophisticated design with modern efficiency and lasting peace of mind. A 12-month builder's warranty provides additional confidence in the quality of the renovation. One deeded off-street parking space is included, with a second available for purchase. Pet-friendly and ideally located moments from Jamaica Pond, Centre Street’s vibrant restaurants and shops, Whole Foods, and the Orange Line, this home delivers an exceptional combination of luxury, lifestyle, and convenience in one of Jamaica Plain’s most desirable neighborhoods.

79 Sheridan St Unit 2, Boston

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

20 Atwood Square Unit 5, Boston
$399,000
1 Beds ⋅ 1 Baths ⋅ 73592842 MLS ⋅ ['Atwood Square Condominium'] BLDG.
Tucked away on a peaceful dead-end street in one of Jamaica Plain’s most beloved neighborhoods, this enchanting top-floor one-bedroom condominium offers a blend of historic character, modern comforts and effortless city living. Bathed in natural light and rich with architectural charm, the home welcomes you with exposed brick, inviting living spaces, and a lovely bay-windowed bedroom where sunlight streams in throughout the day. The thoughtfully updated eat-in kitchen pairs timeless white shaker cabinetry with gleaming new quartz countertops, a new sink, a gas range and generous storage. A beautifully tiled bathroom with smart modern fixtures round out the upgrades. Beyond the home’s inviting interiors, a spacious enclosed yard and patio provide a lovely setting for relaxing outdoors, while private basement storage, common laundry, and a well-maintained, professionally managed association with low condominium fees offer practical conveniences. And then there is the neighborhood itself. Spend leisurely mornings exploring the Arnold Arboretum, enjoy an afternoon stroll around Jamaica Pond, or wander the Southwest Corridor. Linger over coffee at one of three nearby cafés: Fiore’s Bakery, Monumental Market and Viza; browse the shelves at Papercuts or visit the Jamaica Plain Branch Library. The lively shops and restaurants of South and Centre Streets are not to be missed. A rare combination of tranquility, character, and neighborhood charm, this delightful home offers an inviting retreat in the heart of one of Boston’s most vibrant communities.

20 Atwood Square Unit 5, Boston

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

210 Allandale Road Unit 1C, Boston
$1,600,000
2 Beds ⋅ 3 Baths ⋅ 73591882 MLS ⋅ ['Allandale Condominium'] BLDG.
Spacious Living in a Bucolic Allandale Setting: Enjoy the best of both worlds in this spacious condo with an open floor plan, nestled among the beautiful, wooded grounds of Allandale. This peaceful setting feels a world away, yet is just minutes from the shops and restaurants of Jamaica Plain Center, the Arnold Arboretum, and Jamaica Pond. The inviting interior features a bright eat-in kitchen with an adjoining sun-filled room, perfect for a home office, art studio, or cozy reading area. A formal dining room with expansive windows sits adjacent to the impressive 28x15 living room, where sliding doors open to an extensive balcony—an ideal spot for entertaining or simply relaxing in your own private outdoor retreat. A charming den with built-in cabinetry and a wall of windows offers additional flexible living space. The bedroom accommodations include a comfortable second bedroom and a generous primary suite featuring a king-sized bedroom, abundant closet space, and a spacious bath with a tub, separate shower, and dedicated vanity area. Allandale’s exceptional amenities enhance the lifestyle, including a recently updated clubhouse with kitchen, a well-equipped fitness center, a lovely swimming pool, and a tennis court. Two garage parking spaces and a private storage room add convenience and practicality. A wonderful opportunity to enjoy spacious, comfortable living surrounded by nature, with the best of nearby city amenities close at hand.

210 Allandale Road Unit 1C, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

55 Burroughs Street Unit 55C, Boston
$2,300,000
2 Beds ⋅ 3 Baths ⋅ 73591002 MLS
Come home to an exceptional Pondside custom-crafted Condominium by renowned local artisan Maple Hurst Builders. A private entrance opens to a gracious foyer and a residence that offers the comfort and ease of a single-family home. High ceilings, glistening wood floors, abundant windows, and an elegant flow of living and entertaining spaces create an inviting sense of light and scale.The main living level features a handsome library, fireplaced living room, chef’s eat-in kitchen, formal dining room, study, and a powder room. Architectural details abound, from graceful columns and crown moldings to built-in bookcases and custom cabinetry throughout. The upper level is devoted to restful quarters, including a generous primary suite with fireplace, a well-appointed 4-piece bath and deep walk-in closet, an additional bedroom, a second full bath, and glass doors opening onto an elevated private deck. The top floor offers two expansive, versatile rooms ideal for a home office, studio, exercise space, or creative pursuits. Outside, established gardens and mature trees create a serene setting, with a charming trellised brick walkway leading to the garage and additional off-street parking spaces. All this in a coveted Jamaica Plain location, just one block from the neighborhood’s vibrant mix of restaurants, shops, cultural destinations, and the natural beauty of Jamaica Pond along Olmsted’s Emerald Necklace. A distinctive home in an extraordinary setting—look no further.

55 Burroughs Street Unit 55C, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

55 Burroughs Street Unit 55C, Boston
$2,300,000
2 Beds ⋅ 3 Baths ⋅ 73590977 MLS ⋅ ['Pondside Condominiums'] BLDG.
Come home to an exceptional Pondside custom-crafted Condominium by renowned local artisan Maple Hurst Builders. A private entrance opens to a gracious foyer and a residence that offers the comfort and ease of a single-family home. High ceilings, glistening wood floors, abundant windows, and an elegant flow of living and entertaining spaces create an inviting sense of light and scale.The main living level features a handsome library, fireplaced living room, chef’s eat-in kitchen, formal dining room, study, and a powder room. Architectural details abound, from graceful columns and crown moldings to built-in bookcases and custom cabinetry throughout. The upper level is devoted to restful quarters, including a generous primary suite with fireplace, a well-appointed 4-piece bath and deep walk-in closet, an additional bedroom, a second full bath, and glass doors opening onto an elevated private deck. The top floor offers two expansive, versatile rooms ideal for a home office, studio, exercise space, or creative pursuits. Outside, established gardens and mature trees create a serene setting, with a charming trellised brick walkway leading to the garage and additional off-street parking spaces. All this in a coveted Jamaica Plain location, just one block from the neighborhood’s vibrant mix of restaurants, shops, cultural destinations, and the natural beauty of Jamaica Pond along Olmsted’s Emerald Necklace. A distinctive home in an extraordinary setting—look no further.

55 Burroughs Street Unit 55C, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

241 Perkins Unit B802, Boston
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 73590373 MLS ⋅ ['Cabot Estates'] BLDG.
Welcome home to this sun-filled, split-level 2-bedroom, 2-bathroom townhouse unit situated in the prestigious, gated Cabot Estate community. Set back with an inviting arrival, the main entrance stairs lead you into a remarkably accessible layout with minimal stairs required once inside the home. The main level showcases an expansive open-concept living and dining area featuring soaring high ceilings, abundant natural light from large windows, and dual private balconies that provide seamless indoor-outdoor living and relaxation. The updated, beautifully appointed kitchen boasts plentiful cabinet space, quality finishes, and an efficient layout perfect for culinary enthusiasts and daily entertaining. A flexible additional family room adds incredible versatility to the layout—ideal for use as a dedicated home office, cozy media room, or guest area. The spacious primary bedroom suite offers a tranquil retreat complete with an en-suite bath and custom closets. Additional features include a generous second bedroom, a full second bathroom, and a convenient in-unit washer and dryer. This exceptional home comes complete with two dedicated parking spaces—one garage space and one exterior space. Enjoy luxury amenities, serene natural surroundings, and peace of mind in one of the area’s premier gated communities. Enjoy resort-style amenities and professional management on 23 park-like acres, including 24-hour gated security, a heated swimming pool, tennis courts, and a historic "Castle" clubhouse complete with a fitness center, library, and billiards room. Unbeatable location directly across from Jamaica Pond with seamless access to Longwood Medical Area, Downtown Boston, Chestnut Hill, and Brookline.

241 Perkins Unit B802, Boston

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

55 Mcbride Street Unit 2, Boston
$799,999
2 Beds ⋅ 3 Baths ⋅ 73590137 MLS
Insight Realty Group proudly presents this exceptional newer-construction Townhouse masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat.  From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior.  The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining.  The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality.  The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck.  Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

Listing courtesy of Listing Agent: Michael McGuire from Listing Office: Insight Realty Group, Inc..

55 Mcbride Street Unit 2, Boston
$799,999
2 Beds ⋅ 3 Baths ⋅ 73590121 MLS
Insight Realty Group proudly presents this exceptional newer-construction masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat.  From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior.  The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining.  The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality.  The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck.  Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

Listing courtesy of Listing Agent: Michael McGuire from Listing Office: Insight Realty Group, Inc..

35 Wyman Street Unit 1, Boston
$970,000
3 Beds ⋅ 2 Baths ⋅ 73589990 MLS ⋅ ['35 Wyman Street Condominium'] BLDG.
Set in the heart of Jamaica Plain, this beautifully renovated first-floor condo pairs modern design with exceptional outdoor space. Sun-filled living and dining areas flow seamlessly into a sleek kitchen with quartz countertops, stainless steel appliances, a generous center island, and a pantry, equally suited to everyday living and entertaining. The spacious primary suite offers an en-suite bath with radiant-heated floors, while two additional bedrooms provide flexibility for guests, a home office, or a fitness space. Hardwood floors, recessed lighting, in-unit laundry, central air, and a wired speaker system throughout enhance the home’s comfort and ease. Outside, the exclusive-use patio creates a private retreat and true extension of the living space, complemented by a front porch and off-street parking with driveway access. Generous exclusive-use basement storage provides valuable additional space. Stony Brook Orange Line station is nearby, with an approximately 10-minute train ride to Back Bay and easy access to Longwood. The Southwest Corridor, Jamaica Pond, Arnold Arboretum and Franklin Park offer an abundance of green space nearby, while Whole Foods and the shops and restaurants of Centre Street keep everyday essentials and local favorites close at hand. Thoughtfully renovated during the 2016 condominium conversion and beautifully maintained since, this is a rare combination of modern interiors, exclusive outdoor space, and the best of Jamaica Plain. Private showings available by appointment; offers due Wednesday, October 21st by 12 PM

35 Wyman Street Unit 1, Boston

Listing courtesy of Listing Agent: Shannon Sisk from Listing Office: Cameron Prestige, LLC.

34 Goldsmith St Unit 1, Boston
$625,000
2 Beds ⋅ 1 Baths ⋅ 73588767 MLS
Don't miss this rare opportunity to own a charming 2-bed condo w/coveted off-street parking in the heart of vibrant Jamaica Plain! Nestled on idyllic, tree-lined Goldsmith St., this character-filled home offers the quintessential JP lifestyle, where neighborhood charm, urban energy & natural beauty come together. Ideally situated between the magnificent Arnold Arboretum, Jamaica Pond & Centre St.'s eclectic mix of independent boutiques, fit-for-foodie restaurants & cultural attractions. A private back deck offers the perfect setting for morning coffee or unwinding after a busy day. Set on one of the neighborhood's largest lots, the property offers an extraordinary sense of openness, generous shared green space & room to enjoy the outdoors, a rare urban luxury! Inside, sun-filled interiors showcase beautiful wood floors, classic bay-window architecture & an inviting living room. The spacious eat-in kitchen features quartz countertops, custom cabinetry, pantry & gas cooking. Dedicated basement laundry & storage add everyday convenience. Beyond your front door, discover the extraordinary lifestyle that makes JP one of Boston's most sought-after neighborhoods. Imagine morning runs along Jamaica Pond's picturesque 1.5-mile shoreline, afternoons boating on its sparkling waters & sunset picnics overlooking one of Boston's most treasured landscapes. Just as captivating is Harvard's magnificent 281-acre Arnold Arboretum, a botanical paradise featuring winding paths, spectacular flowering trees, lush gardens & breathtaking seasonal color. Both are jewels of Frederick Law Olmsted's celebrated Emerald Necklace. And when it's time to dine, explore Centre St.'s celebrated culinary scene, including neighborhood favorites featured on Eater Boston's coveted Essential 38 list. Whether you're seeking your own slice of JP or a compelling investment opportunity, this home delivers location, character & potential in one of Boston's most dynamic neighborhoods. OH Sun. 10/18 12:00-1:30pm

34 Goldsmith St Unit 1, Boston

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.

228 Allandale Road Unit 2A, Boston
$1,598,000
2 Beds ⋅ 3 Baths ⋅ 73588734 MLS ⋅ ['Allandale Condominium'] BLDG.
Discover gracious living in this beautiful, floor-through 2-bedroom plus den residence offering over 2,600 square feet of living space in the desirable, bucolic setting of Allandale Condominiums.Generously proportioned rooms and an expansive, updated eat-in kitchen with a separate, sun-filled breakfast area overlooking beautiful mature trees create a wonderful sense of space and tranquility. The open floor plan is ideal for entertaining, while the flexible layout offers several possibilities for living and dining. Enjoy a traditional living room and separate dining room, or create an expansive living room with space for a dining table, allowing the dining room to become a welcoming sitting room or additional den.The spacious primary suite features an oversized closet and a well-appointed bathroom with a large vanity, double sinks, and an oversized shower. A second bedroom and versatile den provide additional space for guests, a home office, or other needs. In-unit laundry and abundant closet space add everyday convenience.Additional highlights include private storage conveniently located outside the unit and two garage parking spaces.Residents enjoy an exceptional array of amenities, including a beautifully renovated clubhouse with kitchen, a well-equipped fitness center, an inviting swimming pool, and tennis court—all set amid Allandale’s lovely landscaped grounds.

228 Allandale Road Unit 2A, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

164 Boylston Street, Boston
$1,500,000
8 Beds ⋅ 6 Baths ⋅ 73587007 MLS
Exceptional Jamaica Plain three-family investment opportunity! Fully tenanted and generating $128,100 in annual rental income with a 6.5% cap rate, this 2006-built property is ideally situated just three blocks from the Stony Brook T stop. Featuring three spacious renovated residences, four off-street parking spaces, modern systems and meaningful rental upside, 164 Boylston Street combines strong in-place income with compelling long-term growth potential. The unit mix includes one 2-bedroom, 2-bath residence and two 3-bedroom, 2-bath residences, each featuring a primary bath, granite countertops, stainless steel appliances, central air, in-unit laundry and separately metered heat, hot water and electricity. The second- and third-floor residences enjoy private rear balconies, while the first-floor unit offers wheelchair accessibility. Additional amenities include three large private basement storage rooms, individual power-vented hot water tanks and a building-wide sprinkler system. Currently generating $10,675 per month in gross rental income, the property delivers immediate cash flow with existing rents below estimated market levels. Projected rents for the 2027/2028 rental cycle total $11,700 monthly, or $140,400 annually, representing $11,100 in potential additional annual gross income as leases turn over. Ideally situated near the Orange Line, Southwest Corridor and Longwood Medical Area, residents enjoy convenient access to major employment centers, Jamaica Pond, Franklin Park, Café Ula, Chilacates, the Sam Adams Brewery and Jamaica Plain's vibrant collection of restaurants, shops and neighborhood amenities. A compelling opportunity to acquire a turnkey, income-producing multifamily property with parking, modern construction, established rental income and significant future upside in one of Boston's most desirable rental markets.

164 Boylston Street, Boston

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

15 Peter Parley Rd, Boston
$1,125,000
6 Beds ⋅ 2 Baths ⋅ 73586352 MLS
Offered for the first time in more than 60 years, 15 Peter Parley Road presents a rare opportunity to own a well-maintained two-family residence in Jamaica Plain. Built in 1905, this family-owned property combines original architectural details with flexible living space and future possibilities.The home offers approximately 2,828 square feet of living space and includes a framed third-floor area that may provide expansion opportunities, subject to buyer verification and applicable approvals. The property features six bedrooms and two full bathrooms across two levels.Situated on a 6,355-square-foot lot, the property is conveniently located near Franklin Park, Green Street MBTA Station, shopping, dining, and neighborhood amenities. New decks overlook the private, level backyard, providing additional outdoor living space.Original character is evident throughout the home, including hardwood floors, built-in cabinetry in the living and dining rooms, walk-in pantries, solid wood interior doors with original hardware, and front and rear common stairways.Nearby recreational destinations include Franklin Park Zoo, William J. Devine Golf Course, Arnold Arboretum, and Jamaica Pond. The flexible floor plan, preserved period details, and expansion potential make this a unique opportunity in one of Boston's most vibrant neighborhoods. The Owner is selling this property as is.

15 Peter Parley Rd, Boston

Listing courtesy of Listing Agent: Andrew Lane from Listing Office: Bantry Way Brokerage.

105 Walk Hill St Unit 2, Boston
$650,000
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.

38 Holbrook St, Boston
$1,195,000
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
$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. 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. 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.

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.

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.

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.

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.

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.

251 Heath St Unit 109, Boston
$399,900
1 Beds ⋅ 2 Baths ⋅ 73573200 MLS ⋅ ['American Brewery Lofts'] BLDG.
Open House Cancelled due to storm. Will be next week. City of Boston Inclusionary Development Unit / BPDA Income Restricted Jamaica Plain Loft / 2-bathroom condo on the first floor with 2 levels. The condo is currently being used as a 2-bedroom. The building is a 79-unit, professionally managed elevator building with central AC and close access to the Heath Street Green Line stop. The condo has an in-unit washer/dryer and comes with a private storage space. The upper level could be used as a bedroom, home office, or media area. It also has access to a common gym and common outdoor space. The sale is subject to BPDA approval of buyer eligibility (1-member household up to $96,000, 2-member household up to $109,760, 3-member household up to $123,440, and 4-member household up to $137,120). Ask for income limits for larger households. Buyers must have under $75,000 in liquid assets (excluding most retirement and education accounts) and obtain mortgage financing. The unit must be the buyer's primary residence. Buyers must complete an affidavit and be approved by the BPDA/MOH. The BPDA requires buyers to contribute at least 1.5% of the purchase price from their own savings unless a VA loan is being used. After purchase, owners are encouraged to become as financially successful as possible!

251 Heath St Unit 109, Boston

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

5 Moss Hill Rd, Boston
$2,249,999
5 Beds ⋅ 4 Baths ⋅ 73568180 MLS
Privately nestled on one of Jamaica Plain's most distinguished residential streets, 5 Moss Hill Road presents a rare opportunity to own a timeless brick Colonial in the highly sought-after Moss Hill neighborhood. Blending classic architecture with thoughtfully updated interiors, this exceptional residence offers over 3,100 square feet of refined living space designed for both elegant entertaining and everyday comfort.A welcoming foyer leads to gracious living and dining rooms filled with natural light, rich hardwood flooring, and architectural details that reflect the home's enduring character. At the heart of the residence is a beautifully renovated kitchen featuring quartz countertops, premium appliances, a generous center island, and seamless access to multiple outdoor living spaces. The covered porch, expansive deck, and professionally landscaped grounds create an effortless indoor-outdoor lifestyle ideal for gatherings or quiet relaxation.The upper levels offer five spacious bedrooms, including a serene primary suite complete with a private balcony and spa-inspired bath. Additional balconies, flexible guest accommodations, and a finished lower level provide versatile space for a recreation room, fitness studio, media room, or home office to meet today's evolving lifestyle needs.Perfectly positioned between Brookline and Jamaica Plain, Moss Hill is one of Boston's most coveted residential enclaves, celebrated for its tree-lined streets, estate-style homes, and exceptional access to the city's finest amenities. Enjoy close proximity to the Longwood Medical Area, Centre Street's acclaimed restaurants, cafés, and boutiques, the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, while remaining just minutes from Downtown Boston, Back Bay, Fenway, major universities, and convenient public transportation.Offering an exceptional balance of privacy, character, modern functionality, and an unparalleled location, 5 Moss Hill Road represents a rare opportunity to own a distinguished residence in one of Boston's most established and desirable neighborhoods.

5 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

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

3 Round Hill St, Boston

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

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

33 Plainfield St Unit 2, Boston

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

10 Boylston Pl Unit 10, Boston
$1,190,000
3 Beds ⋅ 3 Baths ⋅ 73565152 MLS ⋅ ['10-14 Boylston Place Condominium'] BLDG.
Contemporary design, exceptional craftsmanship, and spectacular outdoor living define this beautifully appointed 2016-built townhouse tucked away on a quiet side street in the heart of Jamaica Plain. This welcoming residence is just steps from the Stony Brook MBTA station, Southwest Corridor Park, Longwood Medical Area, and JP’s vibrant restaurants, cafés, breweries, and shops.A heated garage with direct entry opens to an impressive main level where radiant-heated acid-washed concrete floors, oversized windows, and a gas fireplace create an inviting atmosphere for everyday living and entertaining. The chef’s kitchen is thoughtfully designed with custom cabinetry, granite countertops, JennAir stainless steel appliances, and abundant storage, seamlessly flowing into the spacious living and dining areas. A stylish powder room completes the first floor.The upper two levels feature three generously sized bedrooms and two beautifully finished full baths with rich cherry hardwood flooring throughout. Occupying the entire top level, the luxurious primary suite offers a private balcony, walk-in closet, and spa-inspired bath, creating a peaceful retreat.The showpiece of the home is the private rooftop terrace—an exceptional extension of the living space with natural gas and water connections, perfect for outdoor dining, grilling, entertaining, or relaxing while enjoying beautiful sunsets and views across the tree-lined Southwest Corridor Park.A rare opportunity to own a move-in ready townhouse in one of Boston's most sought-after neighborhoods.

10 Boylston Pl Unit 10, Boston

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

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