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 and strong sense of community, Jamaica Plain offers an ideal blend of urban convenience and natural beauty. With its tree-lined streets, historic brownstones, and charming single-family homes, this area is a haven for families, young professionals, and anyone seeking a welcoming atmosphere.

One of Jamaica Plain's standout features is its commitment to green spaces. The neighborhood is home to the famed Arnold Arboretum, a stunning 281-acre park that serves as a living museum of trees and plants. Residents can enjoy leisurely strolls, picnics, and outdoor activities right in their backyard. Additionally, Jamaica Pond offers a picturesque setting for kayaking, jogging, or simply unwinding by the water.

For those seeking a home in this delightful neighborhood, you'll be pleased to know that there are fantastic options available under $2 million. Whether you're looking for a cozy condo, a charming Victorian, or a spacious family home, Jamaica Plain's real estate market has something to suit every taste and budget. With a mix of historic charm and modern amenities, these homes are not just places to live but spaces to thrive.

Conveniently located just a short distance from downtown Boston, Jamaica Plain boasts easy access to public transportation, making commuting a breeze. With its unique blend of culture, community, and convenience, Jamaica Plain is more than just a place to call home; it's a lifestyle waiting to be embraced. Explore the opportunities this enchanting neighborhood has to offer, and discover your dream home today!

Newest Jamaica Plain Homes under $2 million

$574,900

2 Beds ⋅ 2 Baths ⋅ 73586480 MLS

Bright, open and spacious, this sun-filled 2+ bedroom condo combines generous living space with 1+ PARKING! The 1,066 sq. ft. first floor features two good-sized bedrooms, a full bath and an open kitchen, dining and living area. Freshly painted with hardwood floors throughout, the first floor is highlighted by an updated kitchen with granite countertops, an oversized peninsula, a wall oven and gas cooking. The lower level provides additional bonus space, a second full bath and a dedicated laundry room with storage. Other features include a large basement storage area, shared yard and new water heater (2026). Pet-friendly association with a low $200 monthly condo fee! Enjoy nearby Centre Street shops and cafés, Whole Foods, Tres Gatos, Mozart Park and the Southwest Corridor. Jackson Square’s Orange Line offers easy access to downtown Boston, with the Longwood Medical Area also within reach. Walk Score 88 and Bike Score 91. Don’t let this one get away.

22-24 Estrella St Unit 1, Boston

Listing courtesy of Listing Agent: The Mavroules Team from Listing Office: Good Deeds Realty Partners.

$1,199,000

6 Beds ⋅ 2 Baths ⋅ 73586352 MLS

Offered for the first time in more than 60 years, 15 Peter Parley Road presents a rare opportunity to own a well-maintained two-family residence in Jamaica Plain. Built in 1905, this family-owned property combines original architectural details with flexible living space and future possibilities.The home offers approximately 2,828 square feet of living space and includes a framed third-floor area that may provide expansion opportunities, subject to buyer verification and applicable approvals. The property features six bedrooms and two full bathrooms across two levels.Situated on a 6,355-square-foot lot, the property is conveniently located near Franklin Park, Green Street MBTA Station, shopping, dining, and neighborhood amenities. New decks overlook the private, level backyard, providing additional outdoor living space.Original character is evident throughout the home, including hardwood floors, built-in cabinetry in the living and dining rooms, walk-in pantries, solid wood interior doors with original hardware, and front and rear common stairways.Nearby recreational destinations include Franklin Park Zoo, William J. Devine Golf Course, Arnold Arboretum, and Jamaica Pond. The flexible floor plan, preserved period details, and expansion potential make this a unique opportunity in one of Boston's most vibrant neighborhoods.

15 Peter Parley Rd, Boston

Listing courtesy of Listing Agent: Andrew Lane from Listing Office: Bantry Way Brokerage.

$1,099,000

7 Beds ⋅ 2 Baths ⋅ 73585263 MLS

LOCATION,LOCATION,LOCATION !!! New exciting listing! Charming and rarely available two-family house in a prime and much-desired Monument location, directly across from Curtis Hall. The 1st floor unit, filled with natural light, includes 2 good sized bedrooms, formal living room and dining room with gorgeous original wood period moldings including stately beamed ceilings and lovely hardwood floors! Unit 2 has two generous floors of living space with formal living room and dining room with more gorgeous natural woodwork. The 3rd floor has 3 terrific rooms offering you many options for bedrooms, family rooms or home offices! 2 Car off-street tandem parking spaces! Younger gas heating systems. Replacement windows! Rear porches offer comfortable outdoor relaxation! Proudly offered and ready for you! Please see attached floor plan.

9 South St., Boston

Listing courtesy of Listing Agent: The stevedoug.com Team from Listing Office: LAER Realty Partners.

$600,000

2 Beds ⋅ 1 Baths ⋅ 73585057 MLS ⋅ ['99 St Rose St Condominium'] BLDG.

Experience urban convenience and green space side by side in this sunny Arborway sanctuary, located just blocks from the Arnold Arboretum. Converted in 2016, this inviting two-bedroom, one-bathroom condo balances classic character with modern efficiency.The functional layout features hardwood floors, distinct living and dining spaces, classic built-ins, and a traditional butler's pantry. The kitchen comes fully equipped with granite countertops, maple cabinetry, and stainless steel appliances. Everyday conveniences include dedicated laundry, a clean full bathroom, dedicated basement storage, and the rare bonus of a private garage parking space. Step outside to a deck, backyard and garden beds. Major upgrades provide long-term peace of mind, including fresh exterior paint, a roof that was replaced two years ago, with windows, high-efficiency tankless hot water and boiler systems installed during the 2016 building conversion. Sitting less than 1/4 mile from South St's shopping and bus stations, and under 1/2 mile to the Forest Hills T station, you'll also enjoy easy access to local parks, transit, and the vibrant boutiques and restaurants along Centre Street. Showings begin during Sunday's open house from 1-3!

99 Saint Rose St Unit 1, Boston

Listing courtesy of Listing Agent: Victoria Keith from Listing Office: Board and Park.

$885,000

3 Beds ⋅ 1 Baths ⋅ 73584963 MLS

Set on a grassy knoll in the sought-after Moss Hill neighborhood, this storybook home welcomes you with its timeless character and wonderful natural surroundings. From the moment you arrive, there is an unmistakable sense of warmth and tranquility. This pristine three-bedroom mid-century ranch offers an inviting open floor plan designed for both comfortable everyday living and effortless entertaining. At the heart of the home is the great room, where the living and dining areas come together around a handsome stone fireplace with custom built-in bookshelves. The adjoining cook’s kitchen is as stylish as it is functional, featuring gleaming white cabinetry, stainless appliances, a generous center island, and a skylight that fills the space with natural light. Whether a quiet morning coffee or gathering with family and friends, this bright and welcoming place is sure to be a favorite. French doors extend your living to the outdoors, opening to a sprawling deck, landscaped gardens and private, tree-lined yard. Surrounded by mature greenery and a handsome mason-built stone wall, the backyard feels like a peaceful retreat—perfect for dining, entertaining, gardening or simply enjoying the serenity of your own private oasis. Come experience the warmth and magic for yourself—welcome home!

47 Malcolm Road, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

$914,900

3 Beds ⋅ 2 Baths ⋅ 73584819 MLS

Don't miss this beautifully maintained 3 Bed / 2 Full Bath condominium in the heart of Jamaica Plain! This sun-filled home features an inviting open-concept layout with hardwood floors, high ceilings, recessed lighting, and a gas fireplace. The spacious kitchen offers granite countertops, stainless steel appliances, new refrigerator and dishwasher, gas cooking, and a breakfast bar ideal for entertaining. The generously sized primary suite features a recently renovated private en-suite bath, while two additional bedrooms provide excellent flexibility for guests, a home office, or additional living space. Additional highlights include brand-new central air conditioning, new in-unit laundry, abundant private storage, two private decks, and off-street parking. Set within a well-managed association, this home offers an exceptional combination of comfort, convenience, and location. Enjoy easy access to Jamaica Plain's vibrant shops, restaurants, and parks, as well as the Southwest Corridor, Franklin Park, and multiple T-stations. A wonderful opportunity to enjoy everything Jamaica Plain has to offer!

16A Meehan Unit 2, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 73584707 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 1,335 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.

$975,000

2 Beds ⋅ 3 Baths ⋅ 73584449 MLS

Urban Living with Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat or 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 with full bathroom and 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: Andrei Ganea from Listing Office: David W. Elliott.

$1,249,000

7 Beds ⋅ 3 Baths ⋅ 73584438 MLS

A rare multi-family opportunity in one of Jamaica Plain’s most desirable neighborhoods, where properties of this caliber seldom become available. Ideal for investors, developers, or owner-occupants alike, this family-owned home has been treasured for decades and is now ready for its next chapter. Built at the turn of the century, the property offers the character, scale, and solid construction of an earlier era, with a total of seven bedrooms and three full baths. The location is exceptional, just moments from Green Street Station on the MBTA Orange Line, two doors away from the recently revitalized Flaherty Park, and perfectly positioned between the Centre Street and Washington Street business corridors. Beyond its existing layout, the property offers compelling upside through the thoughtful reimagining of underutilized space, with the possibility of exploring an ADU or third-unit expansion, subject to applicable zoning and approvals. Enjoy convenient access to Jamaica Pond, the Arnold Arboretum, Sam Adams Brewery, downtown Boston, neighborhood restaurants, boutique shops, and public transportation. A truly special offering that combines location, flexibility, character, and long-term potential in the heart of Jamaica Plain.

6-8 Marmion St, Boston

Listing courtesy of Listing Agent: Stonehurst RE Group from Listing Office: Keller Williams Realty Evolution.

$799,000

2 Beds ⋅ 1 Baths ⋅ 73584243 MLS ⋅ ['9 Revere Street Condominium'] BLDG.

Come experience this sun-filled urban oasis in a stately Mansard Victorian on Sumner Hill. The broad entry staircase greets and welcomes you into this sleek and stylish home. Cook and converse in the front-to-back open entertaining space complete with inviting living room, modern eat-in kitchen in wood, stainless steel, and Silestone, and expansive private roof deck overlooking the tree-tops, perfect for summer dining and quiet sunsets. Cross the central foyer to 2 corner bedrooms with built-out closets and a renovated full tile bathroom including combination washer/dryer. Features adding to your comfort and ease include oak floors, ceiling fans, beautifully planted common front yard, off-street parking, and generous basement storage with additional full washer & dryer. Moments to the Green Street stop on the Orange Line, Centre Street, Southwest Corridor Park, and all the shops and restaurants this location in the heart of JP has to offer.

9 Revere Street Unit 3, Boston

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

$625,000

1 Beds ⋅ 1 Baths ⋅ 73584124 MLS ⋅ ['Bartlett Square Condominium'] BLDG.

Pristine one bedroom condo epitomizes convenient urban living! In the ultimate commuter location, this high-quality 2011 construction by Maple Hurst Builders featuring two amenities rare in JP: Elevator, & climate-controlled garage parking & heated driveway, plus a solar and green roof. Open and efficient layout encompasses living room highlighted by large windows, kitchen with peninsula dining, custom maple cabinetry and stainless appliances. The spacious bedroom has a custom closet, plus there’s in-unit laundry and an additional walk-in closet in the unit entry that offers ample storage. An additional private storage room is located on the main level of the building. Healthy, proactive condo association is 100% owner occupied; condo fee includes heat, hot water & snow removal. Located mere steps from the Green St T, Evergreen Eatery, Boston Pilates, Southwest Corridor & Johnson Parks, plus 0.4 miles to the Brewery Complex and an easy commute to Longwood Medical or downtown.

156 Green St Unit 302, Boston

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

$549,000

2 Beds ⋅ 1 Baths ⋅ 73583981 MLS ⋅ ['15 Kenney Street Condominium'] BLDG.

Welcome to this bright and airy 2-bedroom, 1-bathroom condominium situated on a quiet dead-end street in Jamaica Plain. Sun-drenched throughout with abundant windows, the home features an open-concept layout ideal for entertaining and refinished hardwood floors. The kitchen comes equipped with a GE Profile gas range and updated disposal. Enjoy tranquil, tree-filled views from the rear bedroom, as well as a shared back patio, garden beds, and direct neighborhood path access to Nira Rock Park. Complete with deeded off-street parking, dedicated basement storage, shared laundry, updated gas hot water heater, and blown-in insulation. Ideally located near Whole Foods, the Emerald Necklace, Jamaica Pond, and the Longwood Medical Area, with convenient access to the MBTA Green Line and 39 bus route.

15 Kenney Street Unit 2, Boston

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

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