Jamaica Plain Homes for Sale

Jamaica Plain Homes for Sale

Welcome to Jamaica Plain, one of Boston's most vibrant and eclectic neighborhoods, where urban living meets lush green spaces. Nestled in Suffolk County, Jamaica Plain is renowned for its rich history, diverse community, and charming streets lined with unique shops and eateries. This neighborhood is a hidden gem, offering a perfect blend of city convenience and suburban tranquility.

Jamaica Plain boasts a variety of outdoor spaces, including the expansive Arnold Arboretum and Jamaica Pond, ideal for leisurely strolls, picnics, and recreational activities. The area's commitment to sustainability and community engagement is evident in its numerous farmers' markets and local events, making it a wonderful place for families, young professionals, and retirees alike.

When it comes to homes for sale, Jamaica Plain offers an impressive array of options. From historic brownstones and Victorian-style homes to modern condos and charming single-family residences, there’s something for everyone. Many properties feature beautiful gardens, spacious layouts, and proximity to public transportation, making commuting to downtown Boston a breeze.

The real estate market in Jamaica Plain is as dynamic as its community, with a range of price points to accommodate various budgets. Whether you’re looking for a cozy starter home or a larger space to grow, you’ll find that Jamaica Plain is not just a place to live, but a place to thrive. Explore the homes for sale today and discover the vibrant lifestyle that awaits you in this charming Boston neighborhood!

Newest Jamaica Plain Homes for Sale

$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 carefully and respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs that period-inspired detail with a fully modern interior throughout.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, where you'll overlook a lush, perennial garden — a private retreat that's fully fenced for kids and pets alike.A first-floor laundry room and updated half bath add everyday ease. Upstairs, the second floor offers three bedrooms and two bathrooms, including a generous primary suite with its own 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 space for overnight guests.Additional highlights include solar panels for energy efficiency, abundant storage throughout, and a rare 2.5-car garage.All this just steps from Jamaica Plain's eclectic shops, wonderful restaurants, parks, and green space — offering the perfect balance of historic charm and everyday convenience.

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.
$1,000,000
4 Beds ⋅ 2 Baths ⋅ 73577151 MLS
Tucked on a secluded closed-end street near Forest Hills T, this 4-bedroom, 1.5 bathroom home offers three levels, including an unfinished walk-up attic with expansion potential, and a vast fenced backyard. Classic styling greets you in the living room with a gas fireplace and a bay window seat framed by built-in bookcases and vintage wall sconces. Off the living room, a south-facing sunroom can serve as a den, playroom or office. Elegant columns lead into the architect-designed open dining room and kitchen. Standout details of this refined space include signature navy blue custom cabinetry contrasted with white, with enclosed tall glass cabinetry in the dining room and open oak shelving on the kitchen side, all accented by bronze brackets and pulls. The kitchen, with tree-facing corner windows and a three-seat dining peninsula, features wrapping quartz counters and a Jenn-Air appliance suite with exhaust hood, pantry cabinet, and kickspace heating. Just off the kitchen, a hall with mudroom nook and a half bath lead to the front stairwell. The second level offers four corner bedrooms. The primary bedroom is 19 ft deep with ample space for a sitting area and oversize wardrobe in addition to the matching closets. The 12” x 12” second bedroom includes two side-by-side closets. Adjacent to the bathroom, a 90 sq ft bedroom. And a fourth room, at 110 sq ft, can serve as a bedroom––or as an office with a passthrough to the walk-up attic. Let this home evolve with you: on the second level, consider combining bedrooms 2 and 3 to create a bedroom suite with a walk-in closet and an additional full bathroom, plus a common hall with laundry. On the attic level––with an approximately 620 sq ft floor area and 8 ft height at the center––the potential may exist to create a generous bedroom suite by adding a shed dormer. (Neighboring homes have done so.) Back on the first level, a glass sliding door in the dining room opens onto a screened porch facing the gently terraced fenced backyard, which backs up to the wooded Forest Hills Preserve; enter directly from your rear gate. Greet next spring with the magnolia tree in the front yard, next to the raised garden bed. Surrounded by woods, quickly access trails in Arnold Arboretum, Franklin Park and Forest Hills Cemetery. Yet just 0.3 mi to Forest Hills T Station, Southwest Corridor bike path to Back Bay, and Brassica Kitchen + Cafe.

7 Bremen Terrace, Boston

Listing courtesy of Listing Agent: Good Boston Living Team from Listing Office: Gibson Sotheby's International Realty.
$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!

3 Round Hill St, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.
$975,000
2 Beds ⋅ 3 Baths ⋅ 73564646 MLS
Originally Single Family Urban Living or Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat (after modifications to return it to a SF) or currently 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 additional 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: David Elliott from Listing Office: David W. Elliott.
$899,000
3 Beds ⋅ 2 Baths ⋅ 73562991 MLS
WOW! Don't miss out on this beautifully renovated 1912 home in the Woodbourne Historic District blends original character with completely updated systems. Beautiful hardwood floors, a grand staircase, soaring ceilings, and oversized windows bring warmth and charm throughout the open concept main level. The kitchen features quartz countertops and backsplash, new appliances, island seating for four, gold fixtures, and warm wood accents. The main floor also offers a three quarter bath and laundry. Upstairs are the primary bedroom with a rare walk in closet, two additional bedrooms, and a full bath. Updates include a new roof, windows, insulation, 200 amp electrical service, all new plumbing, and two zone heating and cooling. Enjoy front and rear yards, a side porch entrance, and a paved driveway. Conveniently located minutes from Forest Hills Station, Centre Street, and the 281 acre Arnold Arboretum. Original character and modern systems rarely come together this well.

302 Wachusett St, Boston

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.
$996,000
3 Beds ⋅ 1 Baths ⋅ 73547892 MLS
Tucked away on a quiet side street just steps from the heart of Jamaica Plain, 21 Starr Lane offers a beautifully updated, low maintenance home in one of Boston's most sought after neighborhoods. Thoughtfully renovated with everyday functionality and clean, modern design in mind, this home provides a comfortable and efficient layout that blends seamlessly with its surroundings. The property also features a garage and private driveway, an added convenience that's hard to find in the city. Enjoy being moments from the local shops, cafes, and restaurants along Centre Street, with easy access to Jamaica Pond and the Arnold Arboretum of Harvard University. Nearby Orange Line access, bus routes, and bike paths make commuting to the Longwood Medical Area and downtown Boston a breeze. A rare opportunity to own a turnkey home in one of JP's most desirable locations.

21 Starr Lane, Boston

Listing courtesy of Listing Agent: Wilbert Berthaud from Listing Office: Chinatti Realty Group, Inc..
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