Jamaica Plain Homes under $600,000

Welcome to Jamaica Plain, one of Boston’s most vibrant and eclectic neighborhoods, nestled in the heart of Suffolk County, Massachusetts. Known for its rich history, diverse community, and lush green spaces, Jamaica Plain offers an inviting atmosphere that appeals to families, young professionals, and anyone seeking a dynamic urban lifestyle.

One of the standout features of Jamaica Plain is its stunning array of parks, including the famous Jamaica Pond and the Arnold Arboretum, both perfect for leisurely strolls, picnics, or enjoying a day outdoors. The neighborhood is also home to a thriving arts scene, with local galleries, theaters, and music venues that showcase the creativity and talent of its residents.

For those considering a move to this charming area, you’ll be pleased to discover that there are homes available for under $600,000. This makes Jamaica Plain an attractive option for first-time homebuyers or anyone looking to invest in a vibrant community without breaking the bank. You can find a variety of housing options, from cozy condos to charming single-family homes, all reflecting the unique character of the neighborhood.

With easy access to public transportation, including the Orange Line and several bus routes, commuting to downtown Boston or other parts of the city is a breeze. Plus, the local shops, cafes, and restaurants offer a delightful mix of cuisines and experiences, ensuring you’ll always find something new to enjoy.

In Jamaica Plain, you’re not just buying a home; you’re becoming part of a lively community that celebrates diversity, creativity, and the beauty of urban living. Come explore the possibilities that await you in this enchanting Boston neighborhood!

Newest Jamaica Plain Homes under $600,000

$580,000

1 Beds ⋅ 1 Baths ⋅ 73587694 MLS ⋅ ['American Brewery Lofts'] BLDG.

Welcome to the American Brewery Lofts! This inviting 1-bedroom, 1-bath condominium offers comfortable living in a beautifully converted historic building. The open layout features high ceilings, in-unit laundry, central air conditioning, and a spacious kitchen. Enjoy peaceful views of the landscaped courtyard from the living space. The building offers elevator access, garage parking, fitness room, and professionally maintained common areas. Ideally located just moments from the Heath Street T, with easy access to Longwood Medical Area and Boston’s major hospitals, Brookline Village, Jamaica Plain, shops, restaurants, and parks. A wonderful opportunity to enjoy charm and character in a convenient, vibrant setting.

251 Heath St Unit 217, Boston

Listing courtesy of Listing Agent: Fran Hoy from Listing Office: Coldwell Banker Realty - Brookline.

$574,900

2 Beds ⋅ 2 Baths ⋅ 73586480 MLS

Bright, open and spacious, this sun-filled 2+ bedroom condo combines generous living space with TWO CAR 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 $250 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.

$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 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. The full tile bathroom, dedicated basement storage and laundry, plus the rare bonus of a private garage parking space make this a standout unit. Step outside to a deck, backyard space and garden beds. Major upgrades provide long-term peace of mind, including fresh exterior paint, a 2 year old roof, and 2016 conversion that included windows, high-efficiency tankless hot water and boiler systems. 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, this gorgeous neighborhood boasts easy access to local parks, transit, and the vibrant boutiques and restaurants along Centre Street.

99 Saint Rose St Unit 1, Boston

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

$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.

$599,900

2 Beds ⋅ 1 Baths ⋅ 73583942 MLS

Discover an exceptional opportunity at 35 Eldridge Rd U:110, Boston Jamaica Plain, MA, a meticulously maintained condominium. Spanning 917 square feet of refined living space, this property offers a distinctive urban lifestyle. This residence encompasses two thoughtfully designed bedrooms, providing comfortable and private accommodations. The property further benefits from one full bathroom, appointed with contemporary fixtures for daily convenience. Situated on the first floor, this single-story condominium provides seamless access and an intimate living experience. A rare find for the neighborhood, this unit features its own private fenced in front yard and two deeded parking spots for maximum convenience. We invite you to experience the sophisticated charm of this Boston condominium. Pictures have been virtually staged and matterport virtual tour has been provided.

35 Eldridge Rd Unit 110, Boston

Listing courtesy of Listing Agent: Sanford Lui Group from Listing Office: Giant Realty.

$415,000

2 Beds ⋅ 1 Baths ⋅ 73583429 MLS ⋅ ['Hyde Square Commons'] BLDG.

City of Boston Inclusionary Development Unit / BPDA income restricted condo in Jamaica Plain. This second-floor unit has two bedrooms, central AC, a ButterflyMX entry system, and built-in closet storage. The professionally managed elevator building has 28 units, including six commercial units, and a laundry room. A storage closet is included. Close to the Jackson Square Orange Line stop, Centre Street restaurants, Whole Foods, Star Market, the Green Line, and the 39 bus. Jamaica Pond, the Southwest Corridor bike path, and the Longwood Medical Area are also nearby. Sale is subject to BPDA approval of buyer eligibility (1-member household up to $108,000, 2-member household up to $123,480, 3-member household up to $138,870, and 4-member household up to $154,260). Ask for income limits for larger households. Buyers must have under $100,000 in liquid assets (excluding most retirement and education accounts) and obtain mortgage financing. The unit must be the buyer's primary residence. Buyers must complete an affidavit and be approved by the BPDA / MOH. The BPDA requires buyers to contribute at least 1.5% of the purchase price from their own savings unless a VA loan is being used. After purchase, owners are encouraged to become as financially successful as possible! First showings at Open Houses: Friday, October 2nd 6:00PM - 7:00PM, Saturday, October 3rd 10:00AM - 11:15AM, and Sunday October 4th 1:00PM-2:30PM.

327 Centre St Unit 206B, Boston

Listing courtesy of Listing Agent: Richard Hornblower from Listing Office: Coldwell Banker Realty - Boston.

$399,000

1 Beds ⋅ 1 Baths ⋅ 73581113 MLS ⋅ ['Artists Brookside'] BLDG.

A creative space to call home. Located in the Artist/Brewery District of Jamaica Plain and within the converted Steadfast Rubber Factory; known today as The Brookside Artists Lofts. This converted industrial to artist community offers a unique opportunity to live, work and create your own unique setting; where your creativity and character will come together as one. Featuring a dedicated studio plus a separate skylit sleeping loft, this bright and inviting home offers flexibility for both every day living and artistic pursuits. Exposed wood beamed ceilings and original wide plank floors add warmth and architectural style while a dedicated sitting area creates the perfect spot to read, sketch or enjoy the natural light. Design a private garden at both your front entrance and bonus backyard; an ideal space to create meaningful social and professional connections amongst your neighbors. The condominium is awaiting your decorating talents, unique personality and artistic goals. Whether you envision an aspiring studio, a cozy home or a place where your creative life can truly take root, this is an opportunity worth exploring. Simply put…A chance to own an affordable and unique space with an atmosphere that feels anything but ordinary. Visit the Arboretum, fish or jog at Jamaica Pond, dine and shop on Centre and South Streets or Jackson Square, close to medical areas, Boston Proper, public transportation. Important: This is an income qualified artist community. Buyer must meet all eligibility requirements and possess an Artist Housing Certificate. This s is a BPDA 80% AMI income and deed restricted home. Income eligibility and resale restrictions apply. Won't last!

57 Brookside Ave Unit 12, Boston

Listing courtesy of Listing Agent: Bill Skerry from Listing Office: Keller Williams Realty.

$359,000

1 Beds ⋅ 1 Baths ⋅ 73577772 MLS

Enjoy the best of Jamaica Plain from this beautifully renovated one-bedroom condominium, ideally positioned along the Centre Street corridor and moments from some of Boston’s most treasured green spaces. The thoughtfully designed interior features an open, airy living and dining area with hardwood floors and a stylish renovated kitchen that integrates seamlessly with the main living space. A generously sized bedroom and updated bath complete the comfortable, well-proportioned layout. Outside your door, enjoy the restaurants, cafés and neighborhood shops that make JP such a vibrant place to live, along with Whole Foods and convenient access to the Green Street T station and Longwood Medical Area. The Arnold Arboretum, Jamaica Pond and miles of trails throughout Boston’s Emerald Necklace are all close at hand, offering an exceptional connection to the outdoors rarely found in the city. With a low condominium fee and a turnkey interior, this is an inviting home in one of Jamaica Plain’s most desirable and distinctive neighborhoods.

804 Centre St Unit 8, Boston

Listing courtesy of Listing Agent: Rene Rodriguez from Listing Office: Cabot & Company.

$470,000

1 Beds ⋅ 1 Baths ⋅ 73574467 MLS

Welcome to 50 Jamaicaway, Unit 7—a well-maintained and move-in ready one-bedroom condominium offering 620 square feet of comfortable living space in Jamaica Plain. The thoughtfully laid-out floor plan includes a generous entry which includes a spacious coat closet. The generously sized living area will exceed your expectations. The new owner will also enjoy high ceilings and ample storage throughout the unit. The updated kitchen features a new range and refrigerator along with enough space for a small counter height dining table. Fresh interior paint and recently refinished hardwood floors give the home a clean, move-in-ready feel. Additional storage is available in the deeded enclosed basement storage unit. Conveniently located near multiple public transportation options, this inviting condo is an excellent opportunity for a first-time buyer, down-sizer, or investor. ***Photos are virtually staged.

50 Jamaicaway Unit 7, Boston

Listing courtesy of Listing Agent: Mark Ott from Listing Office: Coldwell Banker Realty - Newton.

$584,000

2 Beds ⋅ 1 Baths ⋅ 73573832 MLS

Welcome to this spacious, first-level home in the vibrant Parkside neighborhood, complete with central air conditioning, an updated kitchen, and three parking spaces! The warm, inviting entry leads into a light-filled living room that flows seamlessly into the formal dining room, which features a charm-filled corner China cabinet, and on into the generous kitchen. Character and style define the interior, highlighted by walnut-stained oak flooring and classic wide moldings. Outdoors, enjoy a private back deck overlooking a shared backyard and garden space. Perfectly situated for convenience, this home offers easy access to local Jamaica Plain shops and dining, Emerald Necklace parks, and MBTA stations at Green Street and Forest Hills.

106-108 Rossmore Rd Unit 1, Boston

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

$399,900

1 Beds ⋅ 2 Baths ⋅ 73573200 MLS ⋅ ['American Brewery Lofts'] BLDG.

Open House Cancelled due to storm. Will be next week. City of Boston Inclusionary Development Unit / BPDA Income Restricted Jamaica Plain Loft / 2-bathroom condo on the first floor with 2 levels. The condo is currently being used as a 2-bedroom. The building is a 79-unit, professionally managed elevator building with central AC and close access to the Heath Street Green Line stop. The condo has an in-unit washer/dryer and comes with a private storage space. The upper level could be used as a bedroom, home office, or media area. It also has access to a common gym and common outdoor space. The sale is subject to BPDA approval of buyer eligibility (1-member household up to $96,000, 2-member household up to $109,760, 3-member household up to $123,440, and 4-member household up to $137,120). Ask for income limits for larger households. Buyers must have under $75,000 in liquid assets (excluding most retirement and education accounts) and obtain mortgage financing. The unit must be the buyer's primary residence. Buyers must complete an affidavit and be approved by the BPDA/MOH. The BPDA requires buyers to contribute at least 1.5% of the purchase price from their own savings unless a VA loan is being used. After purchase, owners are encouraged to become as financially successful as possible!

251 Heath St Unit 109, Boston

Listing courtesy of Listing Agent: Richard Hornblower from Listing Office: Coldwell Banker Realty - Boston.

$425,000

1 Beds ⋅ 1 Baths ⋅ 73568121 MLS ⋅ ['Wise Chestnut Condominium'] BLDG.

Welcome to 6 Chestnut Avenue #1 - a beautifully renovated condo in the heart of Jamaica Plain. Ideally located a few steps from Centre St and the Jackson Sq Orange Line T, this home offers a combination of modern design, easy living and access to the best of Boston. The artfully designed interior features a hyper-functional kitchen with two-tone cabinetry, quartz countertops, stainless steel appliances, LED lighting, and tasteful finishes. Hardwood floors run throughout the home, creating a warm, comfortable feeling. The bathroom features modern custom tile work, floating vanities, and polished chrome fixtures for a clean, contemporary look. Every detail in the home feels both stylish and comfortable. Additional amenities include dedicated basement storage, in-unit laundry and a low condo fee. Enjoy being in close proximity to local restaurants, shops, cafés, and markets, or a quick ride on the T to destinations throughout Boston, including Assembly Row. Whether you're commuting, exploring the neighborhood, or relaxing at home, this condo puts you close to it all.

6 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: Harry Silverstein from Listing Office: Keller Williams Realty Boston Northwest.

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Jamaica Plain Homes under $600,000

Newest Jamaica Plain Homes under $600,000

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