Homes for Sale Between $1,250,000 to $1,500,000 in Jamaica Plain, Boston, MA

3 Beds ⋅ 3 Baths ⋅ 73595103 MLS ⋅ NEW Status ⋅ ["At Doyle's"] BLDG.

Where history meets modern design. One Gartland introduces sixteen thoughtfully crafted condominium residences that honor the legacy of Doyle’s while ushering in a new chapter for Jamaica Plain’s Stonybrook neighborhood. Light-filled interiors, floor-to-ceiling windows, and private balconies create a seamless connection between home and city life. Each residence features open kitchen, living, and dining spaces designed for both everyday living and entertaining, with room for full dining tables, generous seating, and expansive kitchen islands. Custom hardwood cabinetry, paneled appliances, and Taj Mahal quartz counters deliver timeless craftsmanship and understated luxury. Oak floors, solid-core doors, spa-inspired baths, and superior soundproofing complete each home. Residents enjoy elevator access from the garage plus ground-floor retail and a rooftop bar and terrace overlooking the neighborhood. Moments from Franklin Park, the Southwest Corridor, and JP favs like Third Cliff Bakery.

One Gartland Street Unit 4C, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 73594282 MLS ⋅ ACTIVE Status

60 Carolina Avenue, Unit 3, is the perfect blend of historic character and modern space in an exceptional Jamaica Plain location. The entire home is flooded with natural light, highlighting the rich walnut hardwoods and an open floor plan that feels both airy and sophisticated. The kitchen is a chef’s dream, anchored by a quartz center island and outfitted with sleek European cabinetry, a wine cooler, and high-end Fisher & Paykel gas appliances. The primary suite serves as a true retreat, featuring a walk-through dressing room and a spa-like bathroom with a double vanity, full glass shower, and the comfort of radiant heated floors. Throughout the home, custom closets ensure everything has its place, while floor-to-ceiling windows and a sunny front porch bridge the gap between indoors and out. For those who love to entertain, the sliding glass doors lead to a large, private back deck with stairs leading to a professionally landscaped fenced in yard. Modern conveniences are integrated everywhere, including a built in Sonos ceiling speaker system (living room and primary bed/bath), Nest thermostat, video doorbell, efficient LED lighting, in-unit washer/dryer and central AC. Complete with two-car parking and a private basement storage room, this home balances high-end style with everyday functionality. Enjoy all that JP has to offer including restaurants, bookstores, local shops, cafés, parks and a well connected public transportation system.

60 Carolina Avenue Unit 3, Boston

Listing courtesy of Listing Agent: Maureen Johnson from Listing Office: Coldwell Banker Realty - Weston.

$1,395,000

6 Beds ⋅ 2 Baths ⋅ 73593621 MLS ⋅ ACTIVE Status

Offered for the first time in more than 50 years, 9 Newbern Street is a substantial Sumner Hill home, rich with history, original architectural detail and extraordinary potential. Lovingly held by the same family since 1971—and the place where 11 children were raised—the home now awaits its next chapter. Set up on the hillside with a welcoming covered front porch, a gracious center staircase, coved plaster ceilings in the living and dining rooms and six bedrooms spanning the second and third floors provide the bones for a truly special restoration. The home offers a rare opportunity to thoughtfully reimagine a large, character-filled central Jamaica Plain residence.

9 Newbern Street, Boston

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

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73593293 MLS ⋅ ACTIVE Status

The marble mantel is still there — arched opening, scrolled keystone, original cast-iron summer cover in place. So are two pierced plaster ceiling medallions, a walnut stair with a carved volute and a rosette newel cap, deep built-up casings under a century intact after more than a century, 4-panel doors on original hardware, and a bay-window parlor that already works. JP's best condo resales are conversions of pre-1910 buildings, not new construction. Plenty of details to preserve here! An 1865 Second Empire three-family on a 9,600 square foot lot in the 3F-5000 subdistrict. Straight-sided slate mansard, segmental dormers with bracketed hoods, deep cornice on paired scroll brackets, 2-story canted bay. A spindled entry porch, a bracketed side porch, and wall-mounted espaliers. Nothing is built on the east side and nothing is likely to be: a community garden runs that line, then Lawndale Terrace, then the Southwest Corridor park, with the Orange Line beyond. 63.61 feet of frontage, just over 150 feet deep, roughly 73 feet of open yard behind the house, a 17.7 foot driveway on the west side, pkg for 4.The lot clears district minimums on area and frontage with room to spare. Setbacks are not a constraint. Keeping the shell and adding to the rear is the path the comps and the approvals both favor. Real work ahead, but the reward here is worth the effort. Site visits by appointment.

6 Oakdale St, Boston

Listing courtesy of Listing Agent: The Boston Home Team from Listing Office: Gibson Sotheby's International Realty.

$1,475,000

9 Beds ⋅ 3 Baths ⋅ 73587503 MLS ⋅ ACTIVE Status

A turnkey 3-family home in a highly desirable Jamaica Plain location. This 3,144-square-foot, 5/5/5, 3-bedroom-unit property offers a versatile option for owner-occupants, investors, buyers pursuing a 1031 exchange, or developers seeking a reliable asset in a sought-after area—just minutes from City Feed, the Stony Brook T Stop, and the Southwest Corridor.

177 Chestnut Avenue, Boston

Listing courtesy of Listing Agent: Stephen Lussier from Listing Office: Arborview Realty Inc..

$1,500,000

8 Beds ⋅ 6 Baths ⋅ 73587007 MLS ⋅ ACTIVE Status

Exceptional Jamaica Plain three-family investment opportunity! Fully tenanted and generating $128,100 in annual rental income with a 6.5% cap rate, this 2006-built property is ideally situated just three blocks from the Stony Brook T stop. Featuring three spacious renovated residences, four off-street parking spaces, modern systems and meaningful rental upside, 164 Boylston Street combines strong in-place income with compelling long-term growth potential. The unit mix includes one 2-bedroom, 2-bath residence and two 3-bedroom, 2-bath residences, each featuring a primary bath, granite countertops, stainless steel appliances, central air, in-unit laundry and separately metered heat, hot water and electricity. The second- and third-floor residences enjoy private rear balconies, while the first-floor unit offers wheelchair accessibility. Additional amenities include three large private basement storage rooms, individual power-vented hot water tanks and a building-wide sprinkler system. Currently generating $10,675 per month in gross rental income, the property delivers immediate cash flow with existing rents below estimated market levels. Projected rents for the 2027/2028 rental cycle total $11,700 monthly, or $140,400 annually, representing $11,100 in potential additional annual gross income as leases turn over. Ideally situated near the Orange Line, Southwest Corridor and Longwood Medical Area, residents enjoy convenient access to major employment centers, Jamaica Pond, Franklin Park, Café Ula, Chilacates, the Sam Adams Brewery and Jamaica Plain's vibrant collection of restaurants, shops and neighborhood amenities. A compelling opportunity to acquire a turnkey, income-producing multifamily property with parking, modern construction, established rental income and significant future upside in one of Boston's most desirable rental markets.

164 Boylston Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 73584707 MLS ⋅ ACTIVE Status

One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,335 SF with 3 bedrooms, 2.5 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature engineered hardwood flooring, soundproofing, and recessed lighting. The stunning kitchen showcases contemporary cabinetry with quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets, with two additional bedrooms offering flexibility for guests or home office use. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 4, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 73583887 MLS ⋅ ACTIVE Status

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. 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.

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583860 MLS ⋅ ACTIVE Status

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,

42 Atherton St Unit One, Boston

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

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583859 MLS ⋅ ACTIVE Status

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.

$1,395,000

2 Beds ⋅ 2 Baths ⋅ 73583275 MLS ⋅ ACTIVE Status

Live in luxury high atop Sheridan Street in this 2023-built penthouse condo with panoramic city views from two private decks. Arrive in style to your two-bedroom, two-bathroom home via a direct-access elevator. Blending both contemporary and historical elements, the interior is highlighted by wide-plank oak hardwood flooring, soaring cathedral ceilings, unique lines and high-end finishes. Relish in the chef’s kitchen featuring Thermador & Bosch appliances, locally crafted custom cabinets and a sizable pantry. Wide open to the living & dining rooms for seamless entertaining, the kitchen gives way to a private front deck via glass doors framing the Boston skyline. Elevate ordinary weeknights with dinner on your incredible private roof deck, complete with a grill, sink and fridge, all set against a backdrop of majestic city views. Additional luxuries include two parking spaces with EV chargers, primary suite with walk-in closet, extensive sound-minimizing construction, built-in sound system, in-unit laundry and large basement storage room. Professionally managed for effortless living. Desirable street in JP’s Hyde Park neighborhood is close to the Stony Brook T, Whole Foods, abundant restaurants, shops and green space. Shown by appointment only.

73C Sheridan St. Unit 3, Boston

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

$1,300,000

5 Beds ⋅ 2 Baths ⋅ 73578371 MLS ⋅ ACTIVE Status

Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!

27 Cranston Street, Boston

Listing courtesy of Listing Agent: Hope Addorisio from Listing Office: Lamacchia Realty, Inc..

Homes for Sale in Jamaica Plain, Boston, MA Between $1,250,000 to $1,500,000

All Jamaica Plain, Boston, MA Homes for Sale Between $1,250,000 to $1,500,000

How much is your home worth?

How much is your home worth?