Jamaica Plain Homes for Sale

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history, diverse community, and stunning green spaces, Jamaica Plain offers a unique blend of urban living and suburban charm. With its roots dating back to the 19th century, this area has evolved into a cultural hub, attracting artists, families, and young professionals alike.

One of Jamaica Plain's most notable features is its abundance of parks and outdoor spaces. The picturesque Jamaica Pond and the sprawling Arnold Arboretum provide residents with breathtaking natural beauty and recreational opportunities. Whether you enjoy jogging, picnicking, or simply soaking in the sights, these green spaces are perfect for relaxation and leisure.

The real estate market in Jamaica Plain is as diverse as its community. From charming Victorian homes to modern condos, there’s something for everyone. Homes for sale in this neighborhood often reflect its rich architectural heritage, featuring unique designs and spacious layouts. With a strong sense of community, residents enjoy a vibrant local scene filled with eclectic shops, cafés, and restaurants that cater to every palate.

Accessibility is another highlight of Jamaica Plain. With convenient public transportation options, including the Orange Line and several bus routes, commuting to downtown Boston or other neighborhoods is a breeze.

If you’re looking for a place that combines culture, community, and convenience, Jamaica Plain is the perfect choice. Explore our listings today and discover your dream home in this charming Boston neighborhood!

Newest Jamaica Plain Homes for Sale

$849,000

3 Beds ⋅ 1 Baths ⋅ 73552692 MLS

Rare Opportunity in Jamaica Plain! Situated on a generous corner lot, 10 Meyers offers exceptional outdoor space and endless possibilities in one of Boston's most sought-after neighborhoods. The expansive lot provides ample yard space, off-street parking with a private driveway, and outstanding curb appeal. Whether you're looking to move right in, renovate, expand, or explore future development potential (buyer to perform their own due diligence), this property presents a unique opportunity. Conveniently located near parks, public transportation, shopping, restaurants, and everything Jamaica Plain has to offer. Large lots with driveway parking are a rare find—don't miss your chance to own this exceptional property! First Showing Sunday, 27th of July 1-3.

10 Meyer St, Boston

Listing courtesy of Listing Agent: Joseph McEachern from Listing Office: Paramount Properties.

$899,999

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..

$1,325,000

6 Beds ⋅ 2 Baths ⋅ 73546836 MLS

Single family restoration opportunity. Potential abounds in this sprawling and rarely available side-by-side 2-family in the heart of Central JP. Owner-occupants and investors, bring your ideas and creativity and re-envision this much-loved family home. Offering 2,881 sq ft with 6+ bedrooms across 3 living levels plus unfinished basements on a 5,814 sq ft lot in a 2F-7000 zone. Merge the units into a stunning and spacious single-family home with possible income producing/in-law/au pair apartment or use the separate entrances to create townhouses. Farmhouse style details, systems updated as needed over time, yard complete with a generous back deck and a shared garage perfect for a studio or workshop space. Convenient on-street permit parking and around the corner from the JP post office, you are moments from Centre Street, the Orange Line, Jamaica Pond, and all that this prime location has to offer.

22-24 Greenview Avenue, Boston

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

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 73546654 MLS

“A haven in the city,” this turn-of-the-century mansard Victorian home is surrounded by mature trees and extensive green space, ready for minor updates or an extensive renovation by its next owner. Currently encompassing 3 levels consisting of 4-5 beds and 2 baths, soaring 12’ ceilings, original moldings, fireplaces, & railings. Updates include’05 kitchen, gas boilers from ’22 & ’10, 200 amp electrical. Additional walk-out studio / 2nd unit at ground level in back perfect for rental income. Rarely does a home on a lot of this magnitude become available in a prime Jamaica Plain location. Sited on a massive 13,263 SF lot, this property is an absolute dream. A+ locale, just a short walk to Stony Brook T, SW Corridor Park, and the Brewery Complex. This is a legal 2-family home but functions as a single family with small studio (recently rented @ 2,200 month). Now showing by appointment, no open houses.

212 Chestnut Ave, Boston

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

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 73545634 MLS

Newly completed and ready to impress, this standout new construction home blends modern design with effortless style. The open main level is made for today’s living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, custom cabinetry, and a seamless flow into the spacious living area with a gas fireplace and crisp contemporary finishes. A stylish den with designer millwork adds valuable flexibility for a home office, media room, or lounge. Upstairs, the airy primary suite offers generous walk-in closets and a spa-like bath with elevated finishes. Three additional bedrooms share a chic hall bath with modern details. Enjoy outdoor living with a private patio, landscaped yard, and the convenience of a two-car garage. With multi-zone heating and cooling, oversized windows, fresh curated finishes, and low-maintenance new construction ease, this home delivers high-impact style in an ideal location near the Arnold Arboretum and the city

12 Allandale Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

$875,000

3 Beds ⋅ 3 Baths ⋅ 73540790 MLS

Completely rebuilt and move-in ready, this stunning 3-bedroom, 3 full-bathroom single-family home offers modern comfort, quality craftsmanship, and private outdoor living just steps from Stony Brook Station. Thoughtfully renovated from top to bottom, the home features brand-new electrical, plumbing, HVAC, windows, kitchen, bathrooms, hardwood flooring, staircase, lighting, siding, and finishes throughout. Additional highlights include soaring ceilings, recessed lighting, exclusive basement storage, and a private enclosed brick patio—perfect for relaxing or entertaining. Located on a quiet one-way street with abundant street parking, this home is just steps from restaurants, shops, grocery stores, the Southwest Corridor Park, the Stony Brook Orange Line station, and the Samuel Adams Brewery. Fully renovated with permits and final inspections completed.

41 Haverford St, Boston

Listing courtesy of Listing Agent: Carlos Xu from Listing Office: Lexwin Realty.

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 73538858 MLS

Recently renovated Colonial in prime Pondside location is a delight throughout. Gracious entry hall leads to living room with gas FP and bay window. Glass door to lovely deck, tranquil enclosed patio and gorgeous garden space. Spacious dining room w/FP and stained glass window. Large center-island kitchen with breakfast bar & stainless steel appliances. Half bath on this level. Second floor is comprised of 3 bedrooms including a wonderful primary suite featuring a new marble bath w/walk-in shower, 2nd full bath and laundry. Exquisitely appointed penthouse level includes den/family room, meditation space and alcove with custom built walnut desk. The fourth bedroom has built-in queen-size bed, custom-designed second full kitchen and large modern bath w/tub.Top floor flows seamlessly from the rest of this spectacular home or can be easily accessed separately and utilized for INCOME. A/C, hardwood floors and high ceilings throughout. Fieldstone basement with 2nd laundry. Parking for 1 car.

10 Brewer St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$2,295,000

5 Beds ⋅ 4 Baths ⋅ 73530127 MLS

Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

24 Sigourney St Unit 2, Boston

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73529459 MLS

This classic Jamaica Plain single family offers 5-beds, 2.5-baths, a 2 car attached garage and delivers timeless character & a floor plan that balances formal entertaining with everyday livability. The home is bathed in all day sunlight and has multiple gathering places inside and out. A gracious foyer opens to a living room & sun-filled sitting room anchored by a shared center fireplace. A dedicated dining room connects to the media room & kitchen, which spills out to a mahogany deck framed by mature, sun-drenched gardens. A half bath completes the main level. Upstairs, three bedrooms include a primary ensuite & second full bath with an opportunity for a deck off of the primary to take in afternoon sunsets.The third floor is ideal for creating two additional bedrooms or dedicated office spaces. The full basement enjoys excellent ceiling height and has great expansion potential with direct garage access. Four decades of meticulously tended gardens & specimen trees envelop the property.

20 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: Kopman Adler Team from Listing Office: Compass.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73524195 MLS

Welcome to this newly constructed 4 bed 3.5 bath architectural masterpiece, where sophisticated design meets unparalleled craftsmanship. Located in Jamaica Plain, one of the city’s most sought after communities, offering the perfect blend of city convenience and suburban comfort. The expansive open concept main floor features oversized windows, rich hardwood floors that flow seamlessly throughout. A chef’s culinary kitchen serves as the heart of the home, boasting custom cabinetry and a striking waterfall island. Outside, a landscaped, fenced yard with a custom patio stands ready for entertaining. Modern high energy efficiency design, two-car garage. This premier location is close to top-rated schools, offers an effortless downtown commute, provides quick access to nearby major medical hubs, and sits just steps from the scenic trails of the historic Arnold Arboretum.

2 Brownson Terrace, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

$1,949,999

6 Beds ⋅ 5 Baths ⋅ 73524074 MLS

A rare blend of historic craftsmanship and contemporary design defines this architectural gem. The main house is a 5 bed, 2.5 bath residence spreading across three expansive floors that is rich in original detail. The ground floor showcases four entirely different parquet floor patterns — creating a striking first impression that guests never 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 built in 2021, simultaneous with the construction of the second unit. 5 years young and equipped with Central AC & an open floor plan, Unit 2 sits as a present-day juxtaposition to the history-filled initial structure. This property’s long list of attractions is rounded out by multiple outdoor spaces, a long driveway, basement storage and solar panels that are owned outright to help reduce utility bills.

42 Atherton St., Boston

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

$1,625,000

4 Beds ⋅ 4 Baths ⋅ 73522135 MLS

Secluded on a calm, closed-end JP street, 1 Lennoco Rd is a striking architectural gem blending historic exterior charm with a massive 2021 renovation & addition. This home instantly captures your attention with its steep front gables, artisan Craftsman timber accents, and breathtaking, sweeping cat-slide roofline framing a whimsical garden archway. Abutting an urban wild and cemetery, this private oasis features nearly new systems: Hardie siding, roof, windows, brand new deck, spray-foam, and 4-zone Heat Pump HVAC. Main level boasts open formal living/dining, massive kitchen, cozy family room with sliders out to side deck abutting Urban Wild wilderness. Rare layout puts all 4 bedrooms on the 2nd floor, including a primary suite with 4-piece bath, double vanity, and 2 walk-in closets. Lower level offers direct entry from a 2-car garage with EV charger, mudroom, 3rd full bath, and a flexible room ideal for a home office, gym, or guests. Unmatched tranquility just minutes from Forest Hills T, Arnold Arboretum, Franklin Park. Recently installed new deck, + waterproofed 2 car garage.

1 Lennoco Rd, Boston

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

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