Jamaica Plain Homes for Sale

Jamaica Plain Homes for Sale

Welcome to Jamaica Plain, one of Boston’s most vibrant and eclectic neighborhoods! Nestled in Suffolk County, this charming area is renowned for its rich history, diverse community, and stunning natural beauty. Jamaica Plain, affectionately known as “JP” by locals, boasts a unique blend of urban living and suburban tranquility, making it a highly sought-after destination for homebuyers.

As you stroll through the tree-lined streets, you’ll discover a delightful mix of architectural styles, from Victorian brownstones to modern condos, each telling a story of the neighborhood’s evolution. The homes for sale in Jamaica Plain offer something for everyone, whether you’re a first-time buyer looking for a cozy apartment or a growing family in search of a spacious single-family home. With an array of properties available, you can find the perfect place to call home amidst JP’s vibrant community.

Jamaica Plain is not just about beautiful homes; it’s also a hub for culture and recreation. The area is home to the stunning Arnold Arboretum, a part of the Emerald Necklace park system, where you can enjoy leisurely walks and picnics surrounded by nature. The local dining scene is equally enticing, featuring a variety of restaurants and cafes that reflect the community’s diverse culinary influences.

With its convenient access to public transportation, top-rated schools, and a welcoming atmosphere, Jamaica Plain is the ideal neighborhood for those looking to enjoy the best of Boston living. Explore the homes for sale in Jamaica Plain and discover the charm and excitement that awaits you in this remarkable neighborhood!

Newest Jamaica Plain Homes for Sale

$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.
$1,399,000
3 Beds ⋅ 4 Baths ⋅ 73581216 MLS
Fully renovated inside and out, this 3-bedroom, 3.5-bath single-family home offers turnkey living in a coveted Pondside location. The open-concept main level features beautiful white oak floors, a gas fireplace, stylish kitchen with peninsula seating that flows into the dining area with direct access to a covered porch overlooking the yard and patio plus the convenience of a half bath. Upstairs are two bedrooms, including a primary en suite with a generously sized shower, walk-in closet, plus a second full bath with tub and linen closets. The finished lower level offers incredible flexibility as an in-law suite, guest space, or home gym / office, complete with a living room, bedroom, laundry, shower bath, and direct exterior access. Thoughtful details and modern finishes throughout. Everything is brand new! Hardie Plank siding, new mechanicals, electrical, plumbing, etc.. Expansive shed, parking for four cars and a prime location close to Jamaica Pond, Whole Foods, Longwood Medical Area, and all that JP has to offer. All you have to do is move-in and un-pack!

95 Parkton, Boston

Listing courtesy of Listing Agent: Dana Warren from Listing Office: Hawthorn Properties.
$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.
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73577814 MLS
Set on a tree lined street in Jamaica Plain's coveted Moss Hill neighborhood, this expanded three bedroom single family home sits just a block from the Arnold Arboretum and offers space to spread out both inside and out. Original character runs throughout, from the woodwork and wood windows to well maintained shingles and a working wood fireplace. The primary suite is a true retreat, with soaring ceilings, a gas fireplace, a large closet, and its own bathroom for quiet mornings and evenings. Freshly refinished wood floors add warmth underfoot as you move from room to room. The large living room provides space for entertaining or relaxing, while a gracious front sitting room and sunroom add flexibility for a home office, reading nook, music room, or extra lounge space, giving the layout room to flex with everyday life. Outside, a stone patio and the expansive backyard offer room to garden, host, play, or simply enjoy the outdoors. A two car garage adds parking plus storage for bikes, tools, and gear galore. Longwood Medical, Centre Street, Jamaica Pond, the Emerald Necklace, Brookline and the Faulkner are all within easy reach, rounding out this home's connection to the neighborhood around it.

5 Rambler Rd, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.
$1,899,000
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.
$1,495,000
3 Beds ⋅ 4 Baths ⋅ 73577265 MLS
MOSS HILL- A HOME FOR ALL SEASONS - This delightful sun drenched property offers a dynamic floor plan & enticing backyard: features a luxurious pool w/multiple decks, outdoor shower, new pergola w/ sun shade. Extensive remodeling in 2017 includes opening the Family Room to the Kitchen - designed to perfection- super everyday living space; new MARVIN windows, chef's kitchen, stylish cabinetry & countertops w/ a cozy island looks out to the backyard - perfect for entertaining. Elegant Living Rm with a fireplace connects to Dining Room w/Patio access. Second floor has 2 newer baths. Primary Bedroom is spacious w/ a luxe shower w/ gorgeous mosaic tiled -showstopper! Updated Basement level - Family Room or Office w/ Owen Corning Basement System, full bath, blown in insulation 2025, HVAC 2017, Premier Basement waterproofing system, new side door basement staircase. See full improvements list. Super location-Easy access to Arnold Arboretum,Forest Hills train, JP Pond & Longwood Medical. Move in Ready!

70 Westchester Rd, Boston

Listing courtesy of Listing Agent: Bunny Cecchetto from Listing Office: Focus Real Estate.
$715,000
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.
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73573627 MLS
PONDSIDE Jamaica Plain Single-Family Opportunity! After more than 40 years in the same family, 52 Prince Street is ready for its next chapter. This charming 4-bedroom, 1.5-bath Colonial offers approximately 1,550 sq. ft. of living space, a generous 4,300+ sq. ft. lot, a standing detached garage, and additional parking - an exceptional combination in Boston. Recent improvements provide a great starting point for the next owner, including refinished wood flooring, freshly painted rooms, and a newer roof approximately two years old. The home retains its classic character with a traditional layout while offering plenty of opportunity to bring your own vision, style, and updates. Living room, dining room, kitchen and extra bedroom/office plus half bath complete the first floor. Second floor has 3 bedrooms and a bath and attic access. Ideally located Pondside, in the heart of Jamaica Plain, this home offers convenient access to neighborhood shops, restaurants, cafes, the Arboretum, and Jamaica Pond. Public transportation and nearby routes make commuting to Downtown Boston and the Longwood Medical Area convenient, putting many of Boston’s hospitals, universities, and cultural destinations within easy reach. Whether you are looking for a long-term family home, a well-located city property, or an opportunity to create something truly your own, 52 Prince Street offers a rare opportunity to put your touch on this Pondside gem. Deadline for all offers if any is 5pm 9/15 Pleae see Firm Remarks.

52 Prince St, Boston

Listing courtesy of Listing Agent: Andrew Brilliant from Listing Office: Gibson Sotheby's International Realty.
$795,000
2 Beds ⋅ 2 Baths ⋅ 73573179 MLS
Perched on a west-facing hillside in Jamaica Plain’s historic Bourne neighborhood, this single-family home offers incredible indoor-outdoor living at a condo price point. A spacious screened porch leads into an open-concept main level featuring a cozy living room with a wood-burning fireplace, a sunlit dining area with an attached sunroom/office, a bedroom, and a full tiled bath. The updated kitchen opens directly to a secluded terraced garden and deck, perfect for entertaining in a private yard filled with mature perennials, with sun and shaded areas. Upstairs, a second bedroom with a half bath serves as a quiet retreat. Enjoy peace of mind with fresh paint, a repointed basement, and a 2024 hot water. Minutes from the Forest Hills T Station for an easy Boston commute, and steps from Parkman Playground, the Arnold Arboretum, and the Southwest Corridor Park.

47 Northbourne Road, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.
$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.
$925,000
4 Beds ⋅ 4 Baths ⋅ 73567344 MLS
A unique single family in the heart this vibrant Jamaica Plain neighborhood! This spacious single-family home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St, Boston

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