Jamaica Plain Homes for Sale

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts. Renowned for its rich history, diverse community, and lush green spaces, Jamaica Plain offers a unique blend of urban living and natural beauty. With its charming streets lined with Victorian-style homes, modern condominiums, and cozy apartments, this neighborhood caters to a variety of lifestyles and preferences.

One of the standout features of Jamaica Plain is its commitment to preserving nature. The area boasts the stunning Arnold Arboretum, a 281-acre landscape filled with beautiful trees, plants, and walking trails, making it a perfect escape for nature enthusiasts and families alike. The neighborhood is also home to Jamaica Pond, where residents can enjoy kayaking, jogging, or simply relaxing by the water's edge.

Culturally rich and diverse, Jamaica Plain is known for its vibrant arts scene, with local galleries, theaters, and community events that celebrate the neighborhood's unique heritage. The area is also a culinary hotspot, featuring a variety of restaurants, cafes, and bakeries that reflect the diverse backgrounds of its residents.

For those looking to call Jamaica Plain home, there are a variety of homes for sale that cater to different tastes and budgets. Whether you’re seeking a historic brownstone, a contemporary condo, or a spacious family home, Jamaica Plain has something to offer. With its friendly community atmosphere, excellent schools, and convenient access to public transportation, it's no wonder that Jamaica Plain is one of Boston's most sought-after neighborhoods. Come explore the charm and opportunities that await you in Jamaica Plain!

Newest Jamaica Plain Homes for Sale

$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.

$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.

$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..

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 73583887 MLS

DISCOVER A TRULY EXCEPTIONAL OPPORTUNITY IN PRIME MOSS HILL. This elegant, sun-drenched spilt entry colonial boasts a thoughtfully designed, versatile floor plan spanning four expansive levels of living space. On the main level, an inviting fireplace-warmed living room leads to a cozy den w/skylights, a newer full bathroom w/walk in shower, and a luminous, spacious kitchen equipped with skylights and generous counter space. The adjoining dining area features its own cozy fireplace and a captivating wall of windows, seamlessly transitioning to a deck—ideal for basking in morning light or hosting evening gatherings. The second floor offers 3 spacious bedrooms, including a flexible ensuite with a private bath, alongside a stylishly updated full hall bath. The top level serves as a serene, sunlit primary suite complete with skylights and an updated bath. The lower level extends the living space with an multi-purpose family room, and direct outdoor access to the private backyard. Enhanced by recent updates—including a new roof, fresh exterior paint, and landscaped grounds—this special home is conveniently situated near Jamaica Pond, vibrant JP Centre, and the Longwood Medical Area. A rare gem ready for its next owner!

130 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: Bunny Cecchetto from Listing Office: Focus Real Estate.

$2,300,000

3 Beds ⋅ 3 Baths ⋅ 73583880 MLS

Set in the heart of Jamaica Plain’s coveted pondside neighborhood, this distinguished brick Colonial seamlessly blends timeless architecture with gracious modern living. Crowned by a handsome slate roof and surrounded by lush landscaping and abundant perennial gardens, this sun-filled three-bedroom, two and half bath residence offers an exceptional sense of place just moments from Jamaica Pond, beloved restaurants and shops, and convenient public transportation. Inside, classic elegance unfolds through a beautifully proportioned living and dining room, hardwood floors throughout, a stately library and a sun-drenched eat-in kitchen which provides a warm gathering space. A graceful central staircase rises to the second floor, where an inviting landing with a charming alcove adds both character and function. The spacious primary suite features a private bath and plenty of room to relax. Outdoor living is equally impressive beginning with a light-filled sunroom and a newly screened sun porch. A rich bluestone patio beneath an elegant pergola creates an inviting setting for entertaining, dining, or simply enjoying the beauty of the grounds. Additional highlights include central air, a large walk-up attic offering exciting potential for future expansion, and a spacious basement that presents further possibilities while retaining ample storage. A truly rare amenity in the city, the expansive two-car garage provides exceptional parking and versatility. Elegant, sun-kissed, and rich in architectural character, this exceptional home offers the rare combination of historic beauty, generous space, outdoor living, parking, and future potential—all in one of Jamaica Plain’s most desirable neighborhoods.

20 Lochstead Ave, Boston

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

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583859 MLS

Being reintroduced to the market with brand new ductless mini-splits for cooling & heat, this architectural masterpiece presents a rare blend of historic craftsmanship and contemporary design. Rich in original detail, the ground floor of this distinctive 5-bedroom, 2.5-bath residence showcases four entirely different parquet floor patterns — creating a striking first impression that guests won't soon forget. Period fireplaces, elegant coffered ceilings, and timeless Victorian character are thoughtfully paired with modern updates throughout. The anchor of the home is a stunning eat-in kitchen addition constructed in 2021, highlighted by upscale appliances, a generous pantry, and oversized sliding doors leading directly to a private deck and yard for effortless indoor-outdoor entertaining. Spanning multiple levels, the expansive bedrooms provide flexibility for today’s lifestyle, while updated bathrooms offer a refined balance of character and comfort. This property's long list of attractions is rounded out by a long driveway, basement storage and solar panels, which pair especially well with the electric mini-split system, that are owned outright to help reduce utility bills. Property will be delivered as a condo.

42 Atherton St Unit One, Boston

Listing courtesy of Listing Agent: Aidan Flanagan from Listing Office: Coldwell Banker Realty - Hingham.

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 73581241 MLS

This Jamaica Plain single-family sits across from the wooded lawn of the Eliot Art School, offering a changing outdoor view from the front room through every season. Inlaid wood floors, original windows, and the original front door with sidelights carry the character of the home's early years into everyday life, grounding the interior in a sense of history. The main floor follows a classic layout, with bay windows drawing light into the living room, a formal dining room suited to regular hosting, and a bonus family room at the back that adds flexibility for everyday use. A full bath on this level rounds out the floor. On the second floor, two bedrooms, one with a walk in closet, two full bathrooms and a flex space give the home real breathing room and flexibility. Two additional rooms in the finished attic can function as a guest room, a studio for creative work, an office a music room or more! One of the second floor bedrooms, a bathroom, the flex space and a kitchenette are accessible through a separate entrance, a layout that opens up options for extended family, guests, or an independent living arrangement apart from the main household. Outside, a brick patio anchors the backyard, and the plantings include specimens sourced from the Arnold Arboretum. But the best part about this house is the ideal Jamaica Plain location. The home is close to Centre Street's shops and restaurants, Jamaica Pond, the Arnold Arboretum and everything JP has to offer. Homes like this, in this location, don't come around often!

38 Holbrook St, Boston

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

$800,000

3 Beds ⋅ 2 Baths ⋅ 73580554 MLS

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

39 Southbourne Rd, Boston

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

$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.

$670,000

3 Beds ⋅ 1 Baths ⋅ 73575753 MLS

Welcome to 19 Eastland Rd in Jamaica Plain! Located in a highly desirable neighborhood, this well-maintained home offers a great opportunity in one of Boston’s most vibrant and sought-after areas. Enjoy the many amenities Jamaica Plain has to offer, including great restaurants, shops, parks, green space, and convenient access to public transportation. The home itself is in great overall condition, while the kitchen has been fully gutted and is ready for a complete renovation, giving the next owner the opportunity to create a brand-new kitchen tailored to their taste and needs. With a solid foundation and an exceptional location, this home is a fantastic opportunity to bring your vision to life and make it your own.

19 Eastland Rd, Boston

Listing courtesy of Listing Agent: Jennifer Rossman from Listing Office: Carpe Diem Realty LLC.

$1,690,000

4 Beds ⋅ 3 Baths ⋅ 73574821 MLS

Beautifully updated brick and slate Dutch Grambel on Moss Hill that has all – classic period detail inside and out, modern systems, new baths and kitchen, large level back yard, PLUS private parking for 4 directly behind the home. The whole package! Imaging entertaining in a newly renovated eat-in kitchen w/ stainless appliances, sleek silestone counters, shaker cabinetry & herringbone tile backsplash…creating memories in a welcoming window-filled formal dining room…relaxing in a spacious and sunny fireplaced living room. Main level also offers a stylish ½ bath, and bedroom that could be used for office, guest, or play-space. Upstairs are a spacious primary suite w/updated bath, 2 large family bedrooms and a stylish new main bath. All bedrooms have walk-in closets! Can’t beat the lot – large mature trees, bucolic setting with stone patio, gardens, tree canopy in back. Central AC, 2022 boiler, copper gutters, great basement storage & the list goes on! Easy access to Longwood Medical, JP Center & Pond, Arnold Arboretum, shops, MBTA & Goddard Corridor private schools.

292 Pond, Boston

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

$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.

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