Jamaica Plain Homes under $2 million

Welcome to Jamaica Plain, one of Boston's most vibrant and eclectic neighborhoods, where rich history meets modern charm. Nestled in Suffolk County, Jamaica Plain boasts a unique blend of urban convenience and natural beauty, making it a desirable destination for homebuyers seeking both character and community.

Known for its diverse population and artistic spirit, Jamaica Plain is home to a variety of local shops, cafes, and restaurants that reflect the neighborhood's cultural richness. Stroll down Centre Street to discover an array of eateries, from cozy coffee shops to international cuisine, all while enjoying the friendly, welcoming atmosphere that defines this community.

For those who appreciate the outdoors, Jamaica Plain offers an abundance of green spaces, including the stunning Arnold Arboretum and Jamaica Pond, perfect for leisurely walks, picnics, and recreational activities. The neighborhood is well-connected to public transportation, making it easy to navigate the rest of Boston and beyond.

When it comes to real estate, Jamaica Plain presents a fantastic opportunity for homebuyers looking for homes under $2 million. With a variety of architectural styles, from charming Victorian homes to modern condos, there’s something for everyone. Whether you're a first-time buyer or looking to settle down, this neighborhood has a range of options that cater to different tastes and lifestyles.

Embrace the vibrant community life, explore the lush parks, and find your dream home in Jamaica Plain—where urban living meets a suburban feel, all within the heart of Boston. Your ideal home awaits!

Newest Jamaica Plain Homes under $2 million

$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.

$1,950,000

3 Beds ⋅ 3 Baths ⋅ 73585031 MLS

Nestled on the peaceful heights of Moss Hill, this meticulously renovated Colonial is where modern living meets timeless warmth and charm. As you step inside, you’re drawn into a space designed for connection and comfort. The first floor is all about gathering: game nights, movie marathons, or cozy evenings by the fireplace with family and friends. The capacious living room is at its heart, where life is well-lived and memories are made, while the adjoining sunroom glows with natural light. The dining room, with its adjacent alcove, is perfect for long meals and lively conversation. The kitchen is a chef’s dream, blending rich maple and stone with a 6-burner stove, a center island, and custom breakfast nook ideal for casual dining. The private backyard with a flagstone patio & terraced gardens creates an easy flow to the natural world. Upstairs, discover the primary suite, a serene retreat of two spacious rooms, abundant closets, and a luxurious 4-piece tiled bath with laundry. Two additional bedrooms provide flexibility for family or guests, and a hidden atelier offers a creative escape on the top floor. Downstairs, the lower level is practical and versatile, a room for work or play, laundry, plentiful storage, and a deep two-car garage. The lush and inviting grounds that surround the house are a private sanctuary of yards and gardens, with distinctive plantings including a grape arbor and raised vegetable beds for the avid gardener. Beautiful stone walls and paths, front and back, are at once welcoming and private year-round. Between Jamaica Pond and the Arnold Arboretum, you’re nearby the green spaces Jamaica Plain is noted for, with the energy of the city never too far off. This home is designed for the moments and years that matter most.

31 Moss Hill Road, Boston

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

$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. Open House Saturday, 10/3, 12-1pm.

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.

$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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.