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57 Wachusett Street Unit 3, Boston
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 73591981 MLS
SINGLE FAMILY ALTERNATIVE! Built in 2015, this modern, architecturally significant townhome offers the feel of a single-family home complete with its own private entry. The inviting main level features soaring 13-foot ceilings, oversized windows, and high-end finishes throughout. Designed for cooking and entertaining, the gourmet kitchen boasts premium Maralis cabinetry, a spacious island, a professional Bertazzoni gas range, and sleek quartz countertops. Right off the living area, sliding glass doors open to a private deck, patio, and fenced yard, creating an ideal layout for warm-weather outdoor gatherings. The second floor is dedicated to comfortable living, anchored by a primary suite that features a walk-in closet, a private balcony, and a spa-inspired bath equipped with a double vanity and a glass-enclosed shower. Two additional generously sized bedrooms share a well-appointed guest bathroom with convenient in-unit laundry. Downstairs, the lower level offers functional utility space, a home gym, and direct access to a heated two-car garage. Situated in the heart of Jamaica Plain's Forest Hills neighborhood, this home is just moments from Parkman Playground, Leland Street Community Gardens, the Arnold Arboretum, local dining, shops, and Forest Hills Station.

57 Wachusett Street Unit 3, Boston

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

3531 Washington St Unit 316, Boston
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 73591956 MLS ⋅ ['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.

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.

41 Orchardhill Rd Unit 2, Boston
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591330 MLS
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
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.

40 Cheshire St Unit 1, Boston
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 73590403 MLS
This Jamaica Plain townhome is tucked at the very end of a tree lined secluded dead-end street right off Green St. Walnut stained wood floors, tall ceilings, and big windows keep the main level bright and open. The stunning kitchen with marble counters, a walk-in pantry, and a large island opens right into the dining area, then out to a private deck and fenced yard, great for everything from morning coffee to backyard BBQs. The primary suite feels like its own retreat: marble bath, double vanities, a spa style shower with heated floor, and double closets, one of which is a walk-in! Need more space than the 3 bedrooms offer? With a finished third level AND lower level, your options abound. Either is ready to be the guest room, home office, studio, lounge area, gym or media room of your dreams! Designer touches like updated lighting and custom window treatments feel luxurious while your own driveway parking offers convenience. Centre Street's shops and restaurants, Jamaica Pond, the Southwest Corridor path, and the T are all close by. Come experience single family living in the heart of JP!

40 Cheshire St Unit 1, Boston

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

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.

96 Dunster Road Unit 2, Boston
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 73590216 MLS ⋅ ['Dunster Road 96 Condominium'] BLDG.
Just one block from Jamaica Pond, this elegant upper duplex penthouse enjoys a coveted location in Jamaica Plain's Pondside neighborhood. Gracious proportions, beautiful architectural details, and abundant natural light distinguish this exceptional home. The expansive, south-facing living room features a handsome fireplace and direct access to a private front deck, while the formal dining room showcases classic moldings, a plate rail, and a beautifully crafted built-in china cabinet. The warm and inviting updated kitchen features solid oak cabinetry, butcher-block countertops, and stainless steel appliances, opening directly to an enclosed sunroom overlooking landscaped grounds. Two bedrooms and a full bath complete the main level. Upstairs, the entire top floor offers a private primary suite with an adjoining office, custom-fitted closets, and a spacious four-piece bath with heated floor. Additional amenities include a high-efficiency tankless heating and hot water system installed in 2023, an exclusive-use garage parking space, additional shared parking, and access to a common yard and patios. A rare opportunity to enjoy gracious living in one of Jamaica Plain's most sought-after neighborhoods.

96 Dunster Road Unit 2, Boston

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

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 private 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 yard and patio create 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. Open houses Saturday & Sunday. Offers due Monday, 10/19 at 2 PM.

35 Wyman Street Unit 1, Boston

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

305 Chestnut Ave Unit 1, Boston
$995,000
2 Beds ⋅ 2 Baths ⋅ 73588899 MLS
One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,048 SF with 2 bedrooms, 2 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops 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
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
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.

251 Heath St Unit 217, Boston
$580,000
1 Beds ⋅ 1 Baths ⋅ 73587694 MLS ⋅ ['American Brewery Lofts'] BLDG.
Welcome to the American Brewery Lofts! This inviting 1-bedroom, 1-bath condominium offers comfortable living in a beautifully converted historic building. The open layout features high ceilings, in-unit laundry, central air conditioning, and a spacious kitchen. Enjoy peaceful views of the landscaped courtyard from the living space. The building offers elevator access, garage parking, fitness room, and professionally maintained common areas. Ideally located just moments from the Heath Street T, with easy access to Longwood Medical Area and Boston’s major hospitals, Brookline Village, Jamaica Plain, shops, restaurants, and parks. A wonderful opportunity to enjoy charm and character in a convenient, vibrant setting.

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
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.

164 Boylston Street, Boston
$1,500,000
8 Beds ⋅ 6 Baths ⋅ 73587007 MLS
Fully tenanted, cash-flowing and just three blocks from the Stony Brook T, this three-family built in 2006 offers a standout investment in one of Jamaica Plain's best locations. Offering three spacious residences and four off-street parking spaces, 164 Boylston combines the benefits of newer construction with meaningful future upside to increase cash flow. The unit mix includes one 2-bedroom, 2-bath residence and two 3-bedroom, 2-bath residences. Each features 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 each enjoy a private rear balcony, while the first-floor unit is wheelchair accessible. Additional amenities include three large private basement storage rooms, individual power-vented hot water tanks and a building-wide sprinkler system. Fully tenanted, the property currently generates $10,375 per month and $124,500 annually in gross rental income. Current rents are below market rent, providing an opportunity to increase income over time while the property is already producing positive cash flow at today's rents. Projected rents for the 2027/2028 rental cycle total $11,700 per month and $140,400 annually, representing approximately $15,900 in additional annual gross rental income as leases turn over. The location also offers convenient access to the Longwood Medical Area, one of Boston's major employment and education centers. Closer to home, residents enjoy easy access to the Orange Line, Southwest Corridor, Café Ula, Chilacates, Mike's Fitness, the Sam Adams Brewery, Jamaica Pond, Franklin Park and Jamaica Plain's extensive collection of restaurants, shops and neighborhood amenities. A compelling opportunity to acquire a turnkey, cash-flowing multifamily property with parking, modern systems, strong in-place income and meaningful long-term upside in one of Boston's most established rental markets.

164 Boylston Street, Boston

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

22-24 Estrella St Unit 1, Boston
$574,900
2 Beds ⋅ 2 Baths ⋅ 73586480 MLS
Bright, open and spacious, this sun-filled 2+ bedroom condo combines generous living space with TWO CAR PARKING! The 1,066 sq. ft. first floor features two good-sized bedrooms, a full bath and an open kitchen, dining and living area. Freshly painted with hardwood floors throughout, the first floor is highlighted by an updated kitchen with granite countertops, an oversized peninsula, a wall oven and gas cooking. The lower level provides additional bonus space, a second full bath and a dedicated laundry room with storage. Other features include a large basement storage area, shared yard and new water heater (2026). Pet-friendly association with a low $250 monthly condo fee! Enjoy nearby Centre Street shops and cafés, Whole Foods, Tres Gatos, Mozart Park and the Southwest Corridor. Jackson Square’s Orange Line offers easy access to downtown Boston, with the Longwood Medical Area also within reach. Walk Score 88 and Bike Score 91. Don’t let this one get away.

22-24 Estrella St Unit 1, Boston

Listing courtesy of Listing Agent: The Mavroules Team from Listing Office: Good Deeds Realty Partners.

15 Peter Parley Rd, Boston
$1,199,000
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.

9 South St., Boston
$1,099,000
7 Beds ⋅ 2 Baths ⋅ 73585263 MLS
LOCATION,LOCATION,LOCATION !!! New exciting listing! Charming and rarely available two-family house in a prime and much-desired Monument location, directly across from Curtis Hall. The 1st floor unit, filled with natural light, includes 2 good sized bedrooms, formal living room and dining room with gorgeous original wood period moldings including stately beamed ceilings and lovely hardwood floors! Unit 2 has two generous floors of living space with formal living room and dining room with more gorgeous natural woodwork. The 3rd floor has 3 terrific rooms offering you many options for bedrooms, family rooms or home offices! 2 Car off-street tandem parking spaces! Younger gas heating systems. Replacement windows! Rear porches offer comfortable outdoor relaxation! Proudly offered and ready for you! Please see attached floor plan.

9 South St., Boston

Listing courtesy of Listing Agent: The stevedoug.com Team from Listing Office: LAER Realty Partners.

99 Saint Rose St Unit 1, Boston
$600,000
2 Beds ⋅ 1 Baths ⋅ 73585057 MLS ⋅ ['99 St Rose St Condominium'] BLDG.
Experience urban convenience and green space side by side in this sunny Arborway sanctuary, located just blocks from the Arnold Arboretum. Converted in 2016, this inviting two-bedroom condo balances classic character with modern efficiency.The functional layout features hardwood floors, distinct living and dining spaces, classic built-ins, and a traditional butler's pantry. The kitchen comes fully equipped with granite countertops, maple cabinetry, and stainless steel appliances. The full tile bathroom, dedicated basement storage and laundry, plus the rare bonus of a private garage parking space make this a standout unit. Step outside to a deck, backyard space and garden beds. Major upgrades provide long-term peace of mind, including fresh exterior paint, a 2 year old roof, and 2016 conversion that included windows, high-efficiency tankless hot water and boiler systems. Sitting less than 1/4 mile from South St's shopping and bus stations, and under 1/2 mile to the Forest Hills T station, this gorgeous neighborhood boasts easy access to local parks, transit, and the vibrant boutiques and restaurants along Centre Street.

99 Saint Rose St Unit 1, Boston

Listing courtesy of Listing Agent: Victoria Keith from Listing Office: Board and Park.

16A Meehan Unit 2, Boston
$899,900
3 Beds ⋅ 2 Baths ⋅ 73584819 MLS
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!

16A Meehan Unit 2, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..

305 Chestnut Ave Unit 4, Boston
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 73584707 MLS
One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,335 SF with 3 bedrooms, 2.5 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature engineered hardwood flooring, soundproofing, and recessed lighting. The stunning kitchen showcases contemporary cabinetry with quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets, with two additional bedrooms offering flexibility for guests or home office use. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 4, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

40-40A Newbern, Boston
$899,000
2 Beds ⋅ 3 Baths ⋅ 73584449 MLS
As is Urban Living with Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat or a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with with full bathroom and washer & dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: Andrei Ganea from Listing Office: David W. Elliott.

6-8 Marmion St, Boston
$1,099,000
7 Beds ⋅ 3 Baths ⋅ 73584438 MLS
OPEN HOUSE - SAT 10/17 & SUN 10/18 from 12PM to 1PM - A rare multi-family opportunity in one of Jamaica Plain’s most desirable neighborhoods, where properties of this caliber seldom become available. Ideal for investors, developers, or owner-occupants alike, this family-owned home has been treasured for decades and is now ready for its next chapter. Built at the turn of the century, the property offers the character, scale, and solid construction of an earlier era, with a total of seven bedrooms and three full baths. The location is exceptional, just moments from Green Street or Stoney Brook MBTA Stations on the Orange Line, two doors away from the recently revitalized Flaherty Park / dog park, and perfectly positioned between the Centre Street and Washington Street business corridors. Beyond its existing layout, the property offers compelling upside through the thoughtful reimagining of underutilized space, with the possibility of exploring an ADU or third-unit expansion, subject to applicable zoning and approvals. Enjoy convenient access to Jamaica Pond, the Arnold Arboretum, Sam Adams Brewery, downtown Boston, neighborhood restaurants, boutique shops, and public transportation. A truly special offering that combines location, flexibility, character, and long-term potential in the heart of Jamaica Plain.

6-8 Marmion St, Boston

Listing courtesy of Listing Agent: Stonehurst RE Group from Listing Office: Keller Williams Realty Evolution.

9 Revere Street Unit 3, Boston
$799,000
2 Beds ⋅ 1 Baths ⋅ 73584243 MLS ⋅ ['9 Revere Street Condominium'] BLDG.
Come experience this sun-filled urban oasis in a stately Mansard Victorian on Sumner Hill. The broad entry staircase greets and welcomes you into this sleek and stylish home. Cook and converse in the front-to-back open entertaining space complete with inviting living room, modern eat-in kitchen in wood, stainless steel, and Silestone, and expansive private roof deck overlooking the tree-tops, perfect for summer dining and quiet sunsets. Cross the central foyer to 2 corner bedrooms with built-out closets and a renovated full tile bathroom including combination washer/dryer. Features adding to your comfort and ease include oak floors, ceiling fans, beautifully planted common front yard, off-street parking, and generous basement storage with additional full washer & dryer. Moments to the Green Street stop on the Orange Line, Centre Street, Southwest Corridor Park, and all the shops and restaurants this location in the heart of JP has to offer.

9 Revere Street Unit 3, Boston

Listing courtesy of Listing Agent: Tristan R. Rushton from Listing Office: Arborview Realty Inc..

156 Green St Unit 302, Boston
$625,000
1 Beds ⋅ 1 Baths ⋅ 73584124 MLS ⋅ ['Bartlett Square Condominium'] BLDG.
Pristine one bedroom condo epitomizes convenient urban living! In the ultimate commuter location, this high-quality 2011 construction by Maple Hurst Builders featuring two amenities rare in JP: Elevator, & climate-controlled garage parking & heated driveway, plus a solar and green roof. Open and efficient layout encompasses living room highlighted by large windows, kitchen with peninsula dining, custom maple cabinetry and stainless appliances. The spacious bedroom has a custom closet, plus there’s in-unit laundry and an additional walk-in closet in the unit entry that offers ample storage. An additional private storage room is located on the main level of the building. Healthy, proactive condo association is 100% owner occupied; condo fee includes heat, hot water & snow removal. Located mere steps from the Green St T, Evergreen Eatery, Boston Pilates, Southwest Corridor & Johnson Parks, plus 0.4 miles to the Brewery Complex and an easy commute to Longwood Medical or downtown.

156 Green St Unit 302, Boston

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

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