4 Bedroom homes for sale & real estate in Jamaica Plain, MA

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Discover the potential at 11 Gay Head Street in Jamaica Plain! This two-family home offers an additional lot that features off-street parking—an incredible find in one of Boston’s most desirable neighborhoods. Perfect for owner-occupants or investors, the property provides flexible living options with rental potential. The lower level unit has 1 bedroom and newer flooring, the second unit has 3 bedrooms and plenty of space for an additional office room or future bedroom. Located steps from Centre Street’s shops, cafés, and public transit, and near Jamaica Pond and the Arnold Arboretum and Hyde Square and with access to top local schools like John F. Kennedy Elementa

$985,000

4 beds2.5 baths2,264 sq ft

11 Gay Head St, Jamaica Plain, MA 02130

Rental potential • Near jamaica pond • Additional lot

OPEN SUN, 12PM TO 1PM

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Home, SPECTACULAR Home! This elegant single-family in coveted Sumner Hill features 4 beds, 3.5 baths, & a 2 car driveway. Beautifully maintained & bright with soaring ceilings & an airy layout, you’re welcomed in. The renovated chef’s kitchen boasts a large island, pantry, stainless steel appliances & French doors opening to an expansive deck & fenced backyard with shed; perfect for cozy coffee or grilling soirees alike. A spacious living room & cozy den with decorative fireplaces, & formal dining room offer abundant space to relax or entertain. The primary suite includes a walk-in closet & modern bath. A finished attic provides flex

$2,350,000

4 beds2.5 baths3,261 sq ft

15 Harris Ave, Jamaica Plain, MA 02130

Finished attic • Large island • Fenced backyard

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Near Arnold Arboretum, a 3-plus bed, 2 bath single family and 1 bed, 1 bath apartment with parking, blocks to Forest Hills T. Of 1880s vintage and tucked on a gentle hill, its secluded fourth-story deck faces the arboretum. The main house features three levels. The first floor greets with a large living room and semi-open kitchen and dining room. The kitchen, with dining peninsula and extensive storage, opens to a covered deck. The second floor offers two sizable bedrooms, one with an adjacent office or studio, and a clawfoot tub bath. A pass-through room leads to an expansive skylit top-floor primary suite with dressing room, double-vanity bath, and private deck. On the rear garden level,

$1,495,000

4 beds3 baths2,601 sq ft

41 Jamaica St, Jamaica Plain, MA 02130

Covered deck • Double-vanity bath • Private deck

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
PRICE IMPROVEMENT! Step into a fairytale setting! Come see this rare opportunity to own a single-family home tucked away in the historic Woodbourne Neighborhood of JP: a lush hidden hamlet of quiet tree-lined streets & timeless charm. Cherished by the same owner for the past 50 years, this corner situated gem offers 4 bedrooms, 1 full bath, hardwood floors, high ceilings throughout, plenty of natural light, original character (fireplace, board & batten detail, built-in) & endless potential to make this your own. Enjoy your morning coffee in your bright enclosed front porch overlooking the lush green private common lawns with brick walkways sewn throughout. Spend time in yo

$699,900

4 beds1 bath1,292 sq ft

46 Southbourne Rd, Jamaica Plain, MA 02130

Arboretum • Backyard gardening • Brick walkways

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
PRICE IMPROVEMENT! Step into a fairy tale setting! Come see this rare opportunity to own a single-family home tucked away in the historic Woodbourne Neighborhood of JP: a lush hidden hamlet of quiet tree-lined streets & timeless charm. Cherished by the same owner for the past 50 years, this corner situated gem offers 4 bedrooms, 1 full bath, hardwood floors, high ceilings throughout, plenty of natural light, original character (fireplace, board & batten detail, built-in) & endless potential to make this your own. Enjoy your morning coffee in your bright enclosed front porch overlooking the lush green private common lawns with brick walkways sewn throughout. Spend time in y

$699,900

4 beds1 bath1,292 sq ft

46 Southbourne Rd #46, Jamaica Plain, MA 02130

Backyard gardening • Brick walkways • Private common lawns

Property at 285 Lamartine St #2, Boston, MA 02120, 4 beds, 2 baths

$1,200,000

4 beds2 baths1,300 sq ft

285 Lamartine St #2, Boston, MA 02120

Property at 12 Allandale St, Boston, MA 02130, 4 beds, 2.5 baths

$2,250,000

4 beds2.5 baths3,100 sq ft

12 Allandale St, Boston, MA 02130

Property at 241 Perkins St Unit D405, Boston, MA 02130, 4 beds, 3 baths

$925,000

4 beds3 baths2,623 sq ft

241 Perkins St Unit D405, Boston, MA 02130

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Discover this beautifully maintained second-level condo. The modern kitchen features sleek stainless steel appliances, stylish maple cabinets, a dishwasher, and a disposal for easy cleanup. Throughout the unit, hardwood floors add warmth and charm. The bathroom boasts elegant tumbled marble porcelain tiles, brushed nickel fixtures, and a dark wood vanity. Each of the four spacious bedrooms offers plenty of closet space and ceiling fans for added comfort. Convenient coin-operated laundry is available in the basement. Located near universities and public transportation, this presents a fantastic investment opportunity. Showings begin on Saturday, November 1 — don’t miss out on thi

$599,000

4 beds1 bath1,099 sq ft

10 Bucknam St #2, Roxbury, MA 02120

Maple cabinets • Modern kitchen • Hardwood floors

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Elegant “Manhattan-style” floor-through Penthouse condominium offering 4 bedrooms, 2 full baths, and 2,276 sq ft of sun-filled living space. A gracious foyer with decorative fireplace opens to a bright living room with built-in seating and flows into a spacious family room featuring a fireplace and custom bookcases. The banquet-sized dining room showcases wainscoting and a built-in china cabinet, perfect for entertaining. A large eat-in kitchen with decorative fireplace provides wonderful everyday living space, The hallway leading to the bedrooms is graced by classic archways that enhance the home’s sense of character and flow. Enjoy the year-round sunroom and common rook

$1,440,000

4 beds2 baths2,276 sq ft

487 Boylston St #3, Brookline, MA 02445

Wainscoting • Custom bookcases • Decorative fireplace

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Beautifully updated 4-bedroom, 3-bath home on a wooded cul-de-sac in highly desirable Chestnut Hill! This spacious residence offers a bright, open layout on the first floor with gleaming hardwood floors, recessed lighting, and a gas fireplace. The recently renovated kitchen features cherry soft-close cabinets, granite countertops, Grohe pot filler and faucet, and a GE Café stainless suite. From the kitchen, step onto a walkout deck overlooking serene wooded views, with stairs leading to a private hot tub. The luxurious primary bath offers radiant heated floors, a steam shower, heated bidet, and in-bath TV; second bath with marble finishes and heated bidet. Finished basement includes

$1,295,000

4 beds3 baths2,217 sq ft

10 Hackensack Ter, Chestnut Hill, MA 02467

Serene wooded views • Open layout • Walkout deck

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Newly renovated 4-bedroom, 3-bath home with modern finishes throughout. The open-concept layout features engineered hardwood floors, quartz countertops, stainless steel appliances, and a large kitchen island perfect for entertaining. Spacious living and dining areas flow seamlessly, complemented by a versatile bonus room for an office, gym, or playroom. Outside, enjoy a large yard, two parking spaces, and stunning city views. Move-in ready end of 2025 and ideally located near shopping, dining, public transit, and major commuter routes.

$989,000

4 beds3 baths1,950 sq ft

142 Metropolitan Unit A, Roslindale, MA 02131

Large kitchen island • Quartz countertops • Versatile bonus room

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Timeless elegance meets every day comfort in this gem! This well loved Home exudes old world charm. Enter the welcoming foyer & be captivated by the graceful staircase & classic details that echo a bygone era. Spacious living room opens into a bright, formal dining room, perfect for gatherings & special occasions. A convenient 1/2 bath is located on the main level while the eat in kitchen features a separate pantry. Upstairs has 4 bedrooms & 1 full bath. Hardwood floors throughout. Additional highlights include replacement windows & roof that's approx 12 years old, Furnace is approx. 7years old, water heater is approx 2 years old . Bonus walk up attic with 2

$660,000

4 beds1.5 baths2,000 sq ft

95 Newburg St, Roslindale, MA 02131

Graceful staircase • Classic details • Eat in kitchen

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom Homes for Sale in Jamaica Plain, MA
Modern luxury meets unbeatable location in this custom-built showstopper just minutes from Roslindale Village, Centre Street, and the Commuter Rail. Originally crafted as the builder’s own home, it’s loaded with high-end finishes, smart Lutron Caseta lighting, and sleek contemporary style throughout. The open layout is all about flow—perfect for entertaining and effortless everyday living. A chef’s kitchen with custom cabinetry connects to a sunlit dining area and opens through French doors to a huge patio and private garden—your dream setup for indoor/outdoor living. Downstairs offers a flexible bedroom suite or media room with garden views. Upstairs, the spa-

$1,225,000

4 beds3 baths2,539 sq ft

276 Cornell St, Roslindale, MA 02131

Custom cabinetry • Huge patio • High end finishes

Property at 142 Birch St #2, Roslindale, MA 02131, 4 beds, 3.5 baths

$1,049,000

4 beds3.5 baths2,013 sq ft

142 Birch St #2, Roslindale, MA 02131

Property at 29 Paine, Boston, MA 02131, 4 beds, 2.5 baths

$1,199,000

4 beds2.5 baths4,022 sq ft

29 Paine, Boston, MA 02131

Property at 142 Birch St #1, Roslindale, MA 02131, 4 beds, 3.5 baths

$1,049,000

4 beds3.5 baths2,013 sq ft

142 Birch St #1, Roslindale, MA 02131

Property at 2 Brownson Ter, Jamaica Plain, MA 02130, 4 beds, 3.5 baths

$2,400,000

4 beds3.5 baths3,200 sq ft

2 Brownson Ter, Jamaica Plain, MA 02130

Property at 324 Tappan St #1, Brookline, MA 02445, 4 beds, 3.5 baths

$2,279,000

4 beds3.5 baths1,920 sq ft

324 Tappan St #1, Brookline, MA 02445

Property at 12 Goodwin Pl Unit 12-1, Brookline, MA 02445, 4 beds, 3.5 baths

$2,692,000

4 beds3.5 baths3,381 sq ft

12 Goodwin Pl Unit 12-1, Brookline, MA 02445

Property at 324 Tappan #2, Brookline, MA 02445, 4 beds, 3.5 baths

$2,695,000

4 beds3.5 baths2,045 sq ft

324 Tappan #2, Brookline, MA 02445

Property at 32 Jewett St, Roslindale, MA 02131, 4 beds, 3 baths

$849,000

4 beds3 baths2,047 sq ft

32 Jewett St, Roslindale, MA 02131

Property at 216 Aspinwall Ave,, Brookline, MA 02446, 4 beds, 4.5 baths

$3,699,000

4 beds4.5 baths3,700 sq ft

216 Aspinwall Ave,, Brookline, MA 02446

Property at 2856 Washington St, Roxbury, MA 02119, 4 beds, 3.5 baths

$799,000

4 beds3.5 baths2,648 sq ft

2856 Washington St, Roxbury, MA 02119

Property at 9 Willard Rd, Brookline, MA 02445, 4 beds, 3.5 baths

$5,950,000

4 beds3.5 baths4,825 sq ft

9 Willard Rd, Brookline, MA 02445

Property at 26-28-30 Notre Dame, Roxbury, MA 02119

$2,699,900

— beds— baths— sq ft

26-28-30 Notre Dame, Roxbury, MA 02119

4 Bedroom Homes for Sale in Jamaica Plain

There are currently 8 4 bedroom homes in Jamaica Plain. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jamaica Plain stay on the market for 39 days and receive 2 offers. Popular neighborhoods include Dorchester, Roslindale, Brighton, Back Bay, and West Roxbury. This map is refreshed with the newest listings in Jamaica Plain every 15 minutes.

In the past month, 35 homes have been sold in Jamaica Plain. In addition to houses in Jamaica Plain, there were also 100 condos, 15 townhouses, and 12 multi-family units for sale in Jamaica Plain last month. Find your dream home in Jamaica Plain using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Jamaica Plain are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jamaica Plain. If you're looking to sell your home in the Jamaica Plain area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jamaica Plain with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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