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301 Chestnut Ave Unit 1, Boston
$899,999
2 Beds ⋅ 2 Baths ⋅ 73596668 MLS ⋅ NEW Status
Welcome home to this charming first-floor condo, blending classic character with modern convenience! Featuring 2 bedrooms, 1.5 baths, beautiful hardwood floors, high ceilings, and some original woodwork, this inviting home offers timeless appeal and a spacious, open floor plan ideal for everyday living and entertaining. The gourmet chef’s kitchen is the heart of the home, featuring a large pantry and a seamless flow into the dining and living room, creating a welcoming, connected space for gatherings and everyday living. Generously sized closets, in-unit laundry, and an exclusive basement storage area provide added convenience, while off-street parking for one car is a valuable bonus. Enjoy added peace of mind with a new furnace and water heater, both installed in 2026. Ideally located just one block from Centre Street’s vibrant shops, restaurants, and neighborhood favorites, with easy access to the T, this home offers the perfect combination of charm, comfort, and location. Enjoy all the conveniences of city living in a home full of charm and character! Note: The back porch and stairs are in the process of being replaced. No extra assessment was needed.

301 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: David Foley from Listing Office: Realty Consultants of Cape Cod.
3 Round Hill St Unit 1, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73596640 MLS ⋅ NEW Status
Fantastic home in the heart this vibrant Jamaica Plain neighborhood! This spacious 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 Unit 1, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.
251 Heath St Unit 511, Boston
$948,000
2 Beds ⋅ 2 Baths ⋅ 73596450 MLS ⋅ NEW Status ⋅ ['American Brewery Lofts'] BLDG.
Historic character meets modern loft living at the American Brewery Lofts! This penthouse corner condo features soaring ceilings, exposed brick, bamboo flooring, oversized windows, and two skylights that welcome abundant natural light. The open kitchen offers stainless steel appliances, granite countertops, and a generous breakfast bar overlooking the living and dining areas. Two bedrooms, two full baths, and an upper-level loft complement the distinctive layout. Central air, garage parking, and additional storage add everyday convenience. This professionally managed elevator building offers a fitness room and landscaped courtyard with shared grills. Ideally located near the Jamaica Plain–Mission Hill border, with convenient access to the Heath Street Green Line, Longwood Medical Area, Brookline Village, shops, and restaurants. Nearby Jefferson Playground, Nira Rock Urban Wild, Olmsted Park, and Jamaica Pond offer inviting spaces for outdoor recreation.

251 Heath St Unit 511, Boston

Listing courtesy of Listing Agent: Loftus & Glynn Team from Listing Office: William Raveis R.E. & Home Services.
51 Saint Rose St. Unit 1, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73596288 MLS ⋅ NEW Status
A stylish, light-filled JP condo with bonus space to work and unwind! Completely renovated in 2018 and thoughtfully improved since, this well cared for 2 bedroom, 2 bath home greets you with a custom, craftsman-built entryway. The sleek kitchen features white cabinetry, quartzite waterfall counters and Jenn-Air appliances, with island seating that opens to the dining and living areas. Wood floors, central air and in-unit laundry round out the main level. A separately accessed, 440 square foot deeded lower-level bonus area has been finished as a den and office with additional dedicated storage, adding valuable flexibility beyond the main living space. A private covered rear porch and 1 deeded off-street parking space complete the offering. Near the Arnold Arboretum, neighborhood shops and restaurants, and Forest Hills Orange Line access.

51 Saint Rose St. Unit 1, Boston

Listing courtesy of Listing Agent: Ryan Drowne from Listing Office: Coldwell Banker Realty - Boston.
79 Sheridan St Unit 1, Boston
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 73596026 MLS ⋅ NEW Status
Ideally situated in the heart of Jamaica Plain’s coveted Hyde Square neighborhood, this luxurious, thoughtfully designed 2-bedroom, 2.5-bath duplex offers 1,498 sq. ft. 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 high 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 pantry offering exceptional storage. The living spaces flow effortlessly onto a private deck and outdoor stone patio, creating an ideal setting for al fresco dining, summer gatherings, or simply relaxing outdoors. Thoughtfully designed for both entertaining and everyday living, the home features two generously sized bedrooms, including an expansive primary suite with an oversized closet and en-suite bathroom with double vanity. 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, the Orange Line and so much more, this home delivers an exceptional combination of luxury, lifestyle, and convenience in one of Jamaica Plain’s most desirable and convenient neighborhoods.

79 Sheridan St Unit 1, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
195 South St Unit 5, Boston
$485,000
2 Beds ⋅ 1 Baths ⋅ 73595985 MLS ⋅ NEW Status
Sunny spacious two bed one bath with open kitchen living room, high ceilings, tons of windows, great kitchen with lots of counter space, good closet space, shared balcony, laundry and large private storage in the basement, one deeded off street parking spot. Fantastic location close to shops restaurants and the Forest Hills T stop.

195 South St Unit 5, Boston

Listing courtesy of Listing Agent: Kristen Day from Listing Office: RE/MAX Realty Plus.
22 Goldsmith St., Boston
$749,900
3 Beds ⋅ 1 Baths ⋅ 73595629 MLS ⋅ ACTIVE Status
Renovated attached single-family home near the Arnold Arboretum, Jamaica Pond, and the shops and restaurants of Centre Street. The main level features a sun-filled living room and a spacious eat-in kitchen with granite countertops, stainless-steel appliances and an abundance of cabinet space. Upstairs are three bedrooms with hardwood floors and ample closet space, plus a full bath. The finished lower-level bonus space is currently used as a home gym. Enjoy private outdoor space with newer pavers, grilling area, and room to garden. Additional features include central A/C, two deeded parking spaces, and a roof installed in 2025. Solar panels are rented.

22 Goldsmith St., Boston

Listing courtesy of Listing Agent: Patricia Reilly from Listing Office: RE/MAX Real Estate Center.
16 Meehan Unit 2A, Boston
$899,900
3 Beds ⋅ 2 Baths ⋅ 73595523 MLS ⋅ ACTIVE Status
Don't miss this beautifully maintained 3 Bed / 2 Full Bath condominium in the heart of Jamaica Plain! This sun-filled home features an inviting open-concept layout with hardwood floors, high ceilings, recessed lighting, and a gas fireplace. The spacious kitchen offers granite countertops, stainless steel appliances, new refrigerator and dishwasher, gas cooking, and a breakfast bar ideal for entertaining. The generously sized primary suite features a recently renovated private en-suite bath, while two additional bedrooms provide excellent flexibility for guests, a home office, or additional living space. Additional highlights include brand-new central air conditioning, new in-unit laundry, abundant private storage, two private decks, and off-street parking. Set within a well-managed association, this home offers an exceptional combination of comfort, convenience, and location. Enjoy easy access to Jamaica Plain's vibrant shops, restaurants, and parks, as well as the Southwest Corridor, Franklin Park, and multiple T-stations. A wonderful opportunity to enjoy everything Jamaica Plain has to offer!

16 Meehan Unit 2A, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..
11 Sedgwick Street Unit 9, Boston
$729,000
2 Beds ⋅ 1 Baths ⋅ 73595516 MLS ⋅ ACTIVE Status ⋅ ['9 & 11 Sedgwick Street Condominium'] BLDG.
Bright, beautifully updated, and wonderfully versatile, this second-floor condominium offers comfortable living in the desirable Sumner Hill neighborhood on a one-way residential street just off Centre Street in Jamaica Plain. Sun-filled rooms, hardwood floors, and charming architectural details create a warm and inviting atmosphere. The two-bedroom layout includes a separate living room, while the second bedroom—currently styled as a lounge—offers flexibility for a home office or guest room. The kitchen and stylish tiled bathroom, both renovated in 2023, complement thoughtful modern conveniences, including in-unit laundry, three mini-splits providing heating and cooling, and gas radiator heat. Enjoy your own rear deck, additional basement storage, and the exceptional convenience of a deeded, exclusive-use detached garage with an electric vehicle charger. Across from the library and Curtis Hall community center, with neighborhood coffee shops, restaurants, and recreation courts nearby, this home puts the best of JP within easy reach—including Jamaica Pond, the Arnold Arboretum, and public transportation.

11 Sedgwick Street Unit 9, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.
244 Jamaicaway, Boston
$899,900
4 Beds ⋅ 2 Baths ⋅ 73595385 MLS ⋅ ACTIVE Status
**Prime Jamaica Plain Location with Incredible Potential!** Opportunity awaits at 244 Jamaicaway! Situated on a desirable corner lot in one of Boston’s most sought-after neighborhoods, this spacious single-family home offers over 2,700 square feet of living space and endless possibilities for investors, renovators, or buyers looking to create their dream home. Featuring a finished basement, an expansive third-floor bonus room, and multiple flexible spaces ready for your vision. The property also offers off-street parking, a yard, and outdoor space—a rare combination in the city. Enjoy a prime location near Jamaica Pond, the Emerald Necklace, Longwood Medical Area, local shops, restaurants, and public transportation. With its generous footprint, flexible layout, and exceptional location, this property presents an exciting opportunity to renovate, reimagine, and unlock its full potential. Bring your vision and make it your own!

244 Jamaicaway, Boston

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.
One Gartland Street Unit 4C, Boston
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 73595103 MLS ⋅ ACTIVE Status ⋅ ["At Doyle's"] BLDG.
Where history meets modern design. One Gartland introduces sixteen thoughtfully crafted condominium residences that honor the legacy of Doyle’s while ushering in a new chapter for Jamaica Plain’s Stonybrook neighborhood. Light-filled interiors, floor-to-ceiling windows, and private balconies create a seamless connection between home and city life. Each residence features open kitchen, living, and dining spaces designed for both everyday living and entertaining, with room for full dining tables, generous seating, and expansive kitchen islands. Custom hardwood cabinetry, paneled appliances, and Taj Mahal quartz counters deliver timeless craftsmanship and understated luxury. Oak floors, solid-core doors, spa-inspired baths, and superior soundproofing complete each home. Residents enjoy elevator access from the garage plus ground-floor retail and a rooftop bar and terrace overlooking the neighborhood. Moments from Franklin Park, the Southwest Corridor, and JP favs like Third Cliff Bakery.

One Gartland Street Unit 4C, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.
29 Rosemary St Unit 2, Boston
$829,000
3 Beds ⋅ 2 Baths ⋅ 73594066 MLS ⋅ ACTIVE Status
Bright and beautifully renovated, this second-floor condo offers the perfect blend of comfort, style, and convenience. Filled with natural light, the home features a thoughtfully updated interior, a modern kitchen, efficient HVAC, and an inviting open layout that's ideal for both everyday living and entertaining. The spacious primary bedroom includes an en-suite bathroom and two closets, providing both comfort and ample storage. A dedicated laundry room with washer and dryer hookups adds everyday convenience. Step outside to your private back deck, perfect for relaxing with a morning coffee or dining outdoors. Additional private storage in the basement offers even more space for your belongings. Ideally located just minutes from the train, parks, restaurants, and shopping, this home combines neighborhood charm with easy access to everything you need.

29 Rosemary St Unit 2, Boston

Listing courtesy of Listing Agent: Jennifer Epstein from Listing Office: Coldwell Banker Realty - Wellesley.
45 Green St Unit A, Boston
$749,000
2 Beds ⋅ 1 Baths ⋅ 73593633 MLS ⋅ ACTIVE Status
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..
9 Newbern Street, Boston
$1,395,000
6 Beds ⋅ 2 Baths ⋅ 73593621 MLS ⋅ ACTIVE Status
Offered for the first time in more than 50 years, 9 Newbern Street is a substantial Sumner Hill home, rich with history, original architectural detail and extraordinary potential. Lovingly held by the same family since 1971—and the place where 11 children were raised—the home now awaits its next chapter. Set up on the hillside with a welcoming covered front porch, a gracious center staircase, coved plaster ceilings in the living and dining rooms and six bedrooms spanning the second and third floors provide the bones for a truly special restoration. The home offers a rare opportunity to thoughtfully reimagine a large, character-filled central Jamaica Plain residence.

9 Newbern Street, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.
85 Jamaica St Unit 1, Boston
$565,000
2 Beds ⋅ 1 Baths ⋅ 73593589 MLS ⋅ ACTIVE Status
Situated in the vibrant Arnold Arboretum and Centre Street neighborhood, this sun-drenched, elevated first-floor condo perfectly combines timeless charm with modern comfort. Natural light pours through classic bay windows, accentuating rich hardwood flooring and a fluid open layout that connects the living and dining areas to the kitchen. Ideal for both daily living and entertaining, the home features generous bedrooms, custom built-in bookshelves, and seamless access to a private back patio overlooking a fenced shared yard. Complete with exceptional proximity to public transit, popular dining, and neighborhood shops, this well-appointed residence offers an ideal blend of convenience and quiet retreat.

85 Jamaica St Unit 1, Boston

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..
44 Boynton St Unit B, Boston
$680,000
3 Beds ⋅ 1 Baths ⋅ 73593331 MLS ⋅ ACTIVE Status
Welcome to this inviting 3 bedroom condo in the heart of Jamaica Plain, where thoughtful spaces, outdoor living, and an unbeatable location come together. A welcoming foyer sets the tone as you enter, opening into a comfortable living and dining area filled with natural light. Toward the rear of the home, the spacious eat-in kitchen offers plenty of room for everyday living, along with the convenience of in-unit laundry. Step outside to your private deck, a peaceful spot for morning coffee or unwinding at the end of the day. The home offers two well-sized bedrooms plus a versatile bonus room that can easily serve as a third bedroom, home office, or additional living space. Enjoy the rare convenience of a driveway parking space, a beautifully landscaped garden, and additional private storage in the basement. Ideally situated just moments from the Forest Hills and Green Street T stops, Centre St, and the Southwest Corridor, this home makes commuting and exploring the neighborhood effortless.

44 Boynton St Unit B, Boston

Listing courtesy of Listing Agent: Emma Kaloupek from Listing Office: Columbus and Over Group, LLC.
79 Sheridan St Unit 2, Boston
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 73593197 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status ⋅ ['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.
221-225 Wachusett St Unit 2, Boston
$850,000
3 Beds ⋅ 2 Baths ⋅ 73592749 MLS ⋅ ACTIVE Status
Tucked into the welcoming Bourne neighborhood of Jamaica Plain, 221–225 Wachusett St #2 offers a cozy retreat with an inviting open layout highlighted by modern finishes, rich wood floors and a gas fireplace. Outside the unit is an additional 300+ sq ft play room located in the basement, front and rear decks, a large private patio and off street parking. Spend your weekends exploring the colorful trails of the Arnold Arboretum or grabbing a bite at a neighborhood favorite, with T access at Forest Hills. With an active neighborhood, you'll experience block parties and holiday events in a community that captures the warmth of Jamaica Plain in every season.

221-225 Wachusett St Unit 2, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.
3531 Washington St Unit 316, Boston
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 73591956 MLS ⋅ ACTIVE Status ⋅ ['Vita'] BLDG.
Beautifully upgraded 2-bed plus office condo at JP’s sought-after Vita building. 1,334 sq ft of bright, single-level living with high ceilings and hardwood floors. Chef’s kitchen with Wolf range, Sub-Zero refrigerator, Cove dishwasher and microwave, farmhouse sink, and a quartz island seating six. Primary suite with ensuite bath. California Closets custom built-ins in the office and all closets. In-unit laundry, private storage, deeded garage parking. EV charging available upon request through the condo association. Amenities include concierge, club room, pet spa, roof deck with grills, bike storage, and on-site Planet Fitness. Minutes to Forest Hills T, Jamaica Pond, and the Arboretum.

3531 Washington St Unit 316, Boston

Listing courtesy of Listing Agent: Aditya Patel from Listing Office: Fathom Realty MA.
41 Orchardhill Rd Unit 2, Boston
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591330 MLS ⋅ ACTIVE Status
Sprawling bi-level condo sits on a quiet, closed-end street only minutes from Forest Hills station & the Arboretum. With oversized rooms, high ceilings, hardwood floors and plentiful original details, this home offers a flexible layout with room to grow. On the main level, you’ll find a living room with direct access to a large front deck and French doors to a formal dining room. This level is also comprised of two sizable bedrooms, 1.5 baths and an eat-in kitchen. The top floor is set up as an in-law suite, complete with two bedrooms, a full bath, eat-in kitchenette and huge walk-in pantry closet. The massive front bedroom with charming dormer windows could easily function as a family or media room. Enjoy driveway parking for 1 car, in-unit laundry and a pet-friendly HOA. Exceptional opportunity to bring your vision for updates and invest in long-term ownership. Having been previously rented, the unit is now vacant and ready for a quick closing. Low traffic, tight-knit neighborhood with many activities for residents, located just 0.2 mi to Forest Hills and walkable to the Arboretum.

41 Orchardhill Rd Unit 2, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..
55 Burroughs Street Unit 55C, Boston
$2,300,000
2 Beds ⋅ 3 Baths ⋅ 73591002 MLS ⋅ ACTIVE Status
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 get-away bedroom suite, home office, studio, exercise space, or whatever your 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 ⋅ ACTIVE Status ⋅ ['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
$1,089,000
2 Beds ⋅ 2 Baths ⋅ 73590373 MLS ⋅ PRICE CHANGED Status ⋅ ['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 ⋅ ACTIVE Status
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..
305 Chestnut Ave Unit 1, Boston
$995,000
2 Beds ⋅ 2 Baths ⋅ 73588899 MLS ⋅ ACTIVE Status
One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,048 SF with 2 bedrooms, 2 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.
305 Chestnut Ave Unit 6, Boston
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 73588900 MLS ⋅ ACTIVE Status
One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,517 SF with 2 bedrooms, 2 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, a private outdoor patio, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 6, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.
34 Goldsmith St Unit 1, Boston
$625,000
2 Beds ⋅ 1 Baths ⋅ 73588767 MLS ⋅ ACTIVE Status
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. 11/1 1-2:30pm.

34 Goldsmith St Unit 1, Boston

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.
251 Heath St Unit 217, Boston
$575,000
1 Beds ⋅ 1 Baths ⋅ 73587694 MLS ⋅ ACTIVE Status ⋅ ['American Brewery Lofts'] BLDG.
**Welcome to American Brewery Lofts**Discover the charm of historic character paired with modern convenience in this inviting 1-bedroom, 1-bath condominium. Located in a beautifully converted historic building, this home features an open layout, high ceilings, a spacious kitchen, in-unit laundry, and central air conditioning. Enjoy tranquil views of the landscaped courtyard from your living space, creating a welcome retreat from the energy of city life.Residents benefit from a variety of amenities, including elevator access, garage parking, a fitness room, and professionally maintained common areas. Ideally situated just moments from the Heath Street T, the location offers convenient access to the Longwood Medical Area, Boston’s major hospitals, Brookline Village, Jamaica Plain, and a wonderful selection of local shops, restaurants, and parks.Enjoy the character of a historic building, the comforts of modern living, and the convenience of a well-connected location at American Brewery Lofts!

251 Heath St Unit 217, Boston

Listing courtesy of Listing Agent: Fran Hoy from Listing Office: Coldwell Banker Realty - Brookline.
3247 Washington Unit 3, Boston
$799,000
3 Beds ⋅ 2 Baths ⋅ 73587167 MLS ⋅ ACTIVE Status
Welcome to this beautifully designed, newly constructed top-floor condominium offering 3+ bedrooms and 2 full bathrooms. The bright, open-concept living space is centered around a stylish chef’s kitchen with gas stove, creating an ideal setting for both everyday living and entertaining. This unit has a welcoming dining room off the living area with large almost wall to wall windows. The spacious primary suite features a private ensuite bathroom, while the second generously sized bedroom offers double closets. A bright third bedroom with balcony provides additional flexibility, can easily serve as a home office, study, gym, or whatever best suits your lifestyle. Additional features include an in-unit stackable washer and dryer, central air conditioning, Wood style flooring throughout, and premium stainless steel appliances. The unit is lead-free and includes one off-street parking space. With modern finishes, abundant natural light, and a versatile layout, this home combines comfort, convenience, and contemporary living.

3247 Washington Unit 3, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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