Jamaica Plain Homes under $2 million

Welcome to Jamaica Plain, a vibrant and diverse neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history, lush green spaces, and a strong sense of community, Jamaica Plain offers a unique blend of urban living and natural beauty. This charming area is home to the iconic Arnold Arboretum, a stunning 281-acre park that invites residents to explore its winding paths and seasonal blooms.

Jamaica Plain boasts a lively arts scene, an array of eclectic shops, and a variety of restaurants that cater to every palate, from cozy cafes to gourmet eateries. The neighborhood's commitment to sustainability is evident in its numerous farmers' markets and community gardens, making it a haven for eco-conscious residents.

For those seeking a home in this dynamic neighborhood, Jamaica Plain offers an impressive selection of properties under $2 million. Whether you're looking for a charming Victorian with original details, a modern condo with breathtaking views, or a spacious single-family home perfect for a growing family, you’ll find it all here. The real estate market in Jamaica Plain is as diverse as its residents, providing options for every lifestyle and budget.

With excellent public transportation links, including the Orange Line and multiple bus routes, commuting to downtown Boston and beyond is a breeze. Enjoy the best of both worlds—urban convenience and suburban charm—right here in Jamaica Plain. Come discover your dream home in this welcoming and vibrant community today!

Newest Jamaica Plain Homes under $2 million

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73591981 MLS

SINGLE FAMILY ALTERNATIVE! Built in 2015, this modern, architecturally significant townhome offers the feel of a single-family home complete with its own private entry. The inviting main level features soaring 13-foot ceilings, oversized windows, and high-end finishes throughout. Designed for cooking and entertaining, the gourmet kitchen boasts premium Maralis cabinetry, a spacious island, a professional Bertazzoni gas range, and sleek quartz countertops. Right off the living area, sliding glass doors open to a private deck, patio, and fenced yard, creating an ideal layout for warm-weather outdoor gatherings. The second floor is dedicated to comfortable living, anchored by a primary suite that features a walk-in closet, a private balcony, and a spa-inspired bath equipped with a double vanity and a glass-enclosed shower. Two additional generously sized bedrooms share a well-appointed guest bathroom with convenient in-unit laundry. Downstairs, the lower level offers functional utility space, a home gym, and direct access to a heated two-car garage. Situated in the heart of Jamaica Plain's Forest Hills neighborhood, this home is just moments from Parkman Playground, Leland Street Community Gardens, the Arnold Arboretum, local dining, shops, and Forest Hills Station.

57 Wachusett Street Unit 3, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$1,075,000

3 Beds ⋅ 2 Baths ⋅ 73591956 MLS ⋅ ['Vita'] BLDG.

Beautifully upgraded 2-bed plus office condo at JP’s sought-after Vita building. 1,334 sq ft of bright, single-level living with high ceilings and hardwood floors. Chef’s kitchen with Wolf range, Sub-Zero refrigerator, Cove dishwasher and microwave, farmhouse sink, and a quartz island seating six. Primary suite with ensuite bath. California Closets custom built-ins in the office and all closets. In-unit laundry, private storage, deeded garage parking. EV charging available upon request through the condo association. Amenities include concierge, club room, pet spa, roof deck with grills, bike storage, and on-site Planet Fitness. Minutes to Forest Hills T, Jamaica Pond, and the Arboretum.

3531 Washington St Unit 316, Boston

Listing courtesy of Listing Agent: Aditya Patel from Listing Office: Fathom Realty MA.

$1,600,000

2 Beds ⋅ 3 Baths ⋅ 73591882 MLS ⋅ ['Allandale Condominium'] BLDG.

Spacious Living in a Bucolic Allandale Setting: Enjoy the best of both worlds in this spacious condo with an open floor plan, nestled among the beautiful, wooded grounds of Allandale. This peaceful setting feels a world away, yet is just minutes from the shops and restaurants of Jamaica Plain Center, the Arnold Arboretum, and Jamaica Pond. The inviting interior features a bright eat-in kitchen with an adjoining sun-filled room, perfect for a home office, art studio, or cozy reading area. A formal dining room with expansive windows sits adjacent to the impressive 28x15 living room, where sliding doors open to an extensive balcony—an ideal spot for entertaining or simply relaxing in your own private outdoor retreat. A charming den with built-in cabinetry and a wall of windows offers additional flexible living space. The bedroom accommodations include a comfortable second bedroom and a generous primary suite featuring a king-sized bedroom, abundant closet space, and a spacious bath with a tub, separate shower, and dedicated vanity area. Allandale’s exceptional amenities enhance the lifestyle, including a recently updated clubhouse with kitchen, a well-equipped fitness center, a lovely swimming pool, and a tennis court. Two garage parking spaces and a private storage room add convenience and practicality. A wonderful opportunity to enjoy spacious, comfortable living surrounded by nature, with the best of nearby city amenities close at hand.

210 Allandale Road Unit 1C, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

$875,000

4 Beds ⋅ 3 Baths ⋅ 73591330 MLS

Sprawling bi-level condo sits on a quiet, closed-end street only minutes from Forest Hills station & the Arboretum. With oversized rooms, high ceilings, hardwood floors and plentiful original details, this home offers a flexible layout with room to grow. On the main level, you’ll find a living room with direct access to a large front deck and French doors to a formal dining room. This level is also comprised of two sizable bedrooms, 1.5 baths and an eat-in kitchen. The top floor is set up as an in-law suite, complete with two bedrooms, a full bath, eat-in kitchenette and huge walk-in pantry closet. The massive front bedroom with charming dormer windows could easily function as a family or media room. Enjoy driveway parking for 1 car, in-unit laundry and a pet-friendly HOA. Exceptional opportunity to bring your vision for updates and invest in long-term ownership. Having been previously rented, the unit is now vacant and ready for a quick closing. Low traffic, tight-knit neighborhood with many activities for residents, located just 0.2 mi to Forest Hills and walkable to the Arboretum.

41 Orchardhill Rd Unit 2, Boston

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

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 73590403 MLS

This Jamaica Plain townhome is tucked at the very end of a tree lined secluded dead-end street right off Green St. Walnut stained wood floors, tall ceilings, and big windows keep the main level bright and open. The stunning kitchen with marble counters, a walk-in pantry, and a large island opens right into the dining area, then out to a private deck and fenced yard, great for everything from morning coffee to backyard BBQs. The primary suite feels like its own retreat: marble bath, double vanities, a spa style shower with heated floor, and double closets, one of which is a walk-in! Need more space than the 3 bedrooms offer? With a finished third level AND lower level, your options abound. Either is ready to be the guest room, home office, studio, lounge area, gym or media room of your dreams! Designer touches like updated lighting and custom window treatments feel luxurious while your own driveway parking offers convenience. Centre Street's shops and restaurants, Jamaica Pond, the Southwest Corridor path, and the T are all close by. Come experience single family living in the heart of JP!

40 Cheshire St Unit 1, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.

$1,199,000

2 Beds ⋅ 2 Baths ⋅ 73590373 MLS ⋅ ['Cabot Estates'] BLDG.

Welcome home to this sun-filled, split-level 2-bedroom, 2-bathroom townhouse unit situated in the prestigious, gated Cabot Estate community. Set back with an inviting arrival, the main entrance stairs lead you into a remarkably accessible layout with minimal stairs required once inside the home. The main level showcases an expansive open-concept living and dining area featuring soaring high ceilings, abundant natural light from large windows, and dual private balconies that provide seamless indoor-outdoor living and relaxation. The updated, beautifully appointed kitchen boasts plentiful cabinet space, quality finishes, and an efficient layout perfect for culinary enthusiasts and daily entertaining. A flexible additional family room adds incredible versatility to the layout—ideal for use as a dedicated home office, cozy media room, or guest area. The spacious primary bedroom suite offers a tranquil retreat complete with an en-suite bath and custom closets. Additional features include a generous second bedroom, a full second bathroom, and a convenient in-unit washer and dryer. This exceptional home comes complete with two dedicated parking spaces—one garage space and one exterior space. Enjoy luxury amenities, serene natural surroundings, and peace of mind in one of the area’s premier gated communities. Enjoy resort-style amenities and professional management on 23 park-like acres, including 24-hour gated security, a heated swimming pool, tennis courts, and a historic "Castle" clubhouse complete with a fitness center, library, and billiards room. Unbeatable location directly across from Jamaica Pond with seamless access to Longwood Medical Area, Downtown Boston, Chestnut Hill, and Brookline.

241 Perkins Unit B802, Boston

Listing courtesy of Listing Agent: Michal Zeitouni from Listing Office: William Raveis R.E. & Home Services.

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 73590216 MLS ⋅ ['Dunster Road 96 Condominium'] BLDG.

Just one block from Jamaica Pond, this elegant upper duplex penthouse enjoys a coveted location in Jamaica Plain's Pondside neighborhood. Gracious proportions, beautiful architectural details, and abundant natural light distinguish this exceptional home. The expansive, south-facing living room features a handsome fireplace and direct access to a private front deck, while the formal dining room showcases classic moldings, a plate rail, and a beautifully crafted built-in china cabinet. The warm and inviting updated kitchen features solid oak cabinetry, butcher-block countertops, and stainless steel appliances, opening directly to an enclosed sunroom overlooking landscaped grounds. Two bedrooms and a full bath complete the main level. Upstairs, the entire top floor offers a private primary suite with an adjoining office, custom-fitted closets, and a spacious four-piece bath with heated floor. Additional amenities include a high-efficiency tankless heating and hot water system installed in 2023, an exclusive-use garage parking space, additional shared parking, and access to a common yard and patios. A rare opportunity to enjoy gracious living in one of Jamaica Plain's most sought-after neighborhoods.

96 Dunster Road Unit 2, Boston

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

$799,999

2 Beds ⋅ 3 Baths ⋅ 73590137 MLS

Insight Realty Group proudly presents this exceptional newer-construction Townhouse masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat. From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior. The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining. The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality. The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck. Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

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

$799,999

2 Beds ⋅ 3 Baths ⋅ 73590121 MLS

Insight Realty Group proudly presents this exceptional newer-construction masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat. From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior. The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining. The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality. The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck. Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

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

$970,000

3 Beds ⋅ 2 Baths ⋅ 73589990 MLS ⋅ ['35 Wyman Street Condominium'] BLDG.

Set in the heart of Jamaica Plain, this beautifully renovated first-floor condo pairs modern design with exceptional private outdoor space. Sun-filled living and dining areas flow seamlessly into a sleek kitchen with quartz countertops, stainless steel appliances, a generous center island, and a pantry, equally suited to everyday living and entertaining. The spacious primary suite offers an en-suite bath with radiant-heated floors, while two additional bedrooms provide flexibility for guests, a home office, or a fitness space. Hardwood floors, recessed lighting, in-unit laundry, central air, and a wired speaker system throughout enhance the home’s comfort and ease. Outside, the exclusive-use yard and patio create a private retreat and true extension of the living space, complemented by a front porch and off-street parking with driveway access. Generous exclusive-use basement storage provides valuable additional space. Stony Brook Orange Line station is nearby, with an approximately 10-minute train ride to Back Bay and easy access to Longwood. The Southwest Corridor, Jamaica Pond, Arnold Arboretum and Franklin Park offer an abundance of green space nearby, while Whole Foods and the shops and restaurants of Centre Street keep everyday essentials and local favorites close at hand. Thoughtfully renovated during the 2016 condominium conversion and beautifully maintained since, this is a rare combination of modern interiors, exclusive outdoor space, and the best of Jamaica Plain. Open houses Saturday & Sunday. Offers due Monday, 10/19 at 2 PM.

35 Wyman Street Unit 1, Boston

Listing courtesy of Listing Agent: Shannon Sisk from Listing Office: Cameron Prestige, LLC.

$995,000

2 Beds ⋅ 2 Baths ⋅ 73588899 MLS

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 1,048 SF with 2 bedrooms, 2 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 soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 1, Boston

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

$1,149,000

2 Beds ⋅ 2 Baths ⋅ 73588900 MLS

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 1,517 SF with 2 bedrooms, 2 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 soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, a private outdoor patio, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 6, Boston

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

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