Homes With 2 Car Garage In Jamaica Plain

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.

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73590175 MLS ⋅ ['57 Wachusett Street Condominium Trust'] BLDG.

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.

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 73583887 MLS

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 ⋅ 2 Baths ⋅ 73578371 MLS

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..

$1,949,000

4 Beds ⋅ 4 Baths ⋅ 73578040 MLS ⋅ ['Cabot Estates Condominium'] BLDG.

Luxury and effortless maintenance-free living at Cabot Estate, a premier 24-hour guard-gated wooded sanctuary along the Boston-Brookline border. From the wood-burning fireplace, to 2 private outdoor spaces, and heated indoor parking, to a stunning primary suite with spacious walk-in closet, sitting room, and spa-like bathroom featuring a roll-in shower, deep soaking tub and exquisite italian marble with mosaic accents, this unique property is a must-see. Both floors have exterior elevator access. Ideal for downsizers, frequent travelers, or Longwood Medical staff seeking a secure retreat just minutes from work. The main level offers a seamless open-concept layout with a custom kitchen, dining area, bar nook, and a sunlit living room opening to a private patio. Step outside to your private patio to enjoy sweeping, serene views of Jamaica Pond, the historic Castle clubhouse, and surrounding Olmsted-designed parklands.The full walkout lower level adds exceptional versatility with 3 additional bedrooms, 2 full baths, a secondary kitchenette, and dedicated laundry—accessible via a built-in laundry chute or the building’s elevator. Abundant closets, private storage locker, and 2 garage parking spaces complete the offering.Resort-style amenities provide active leisure right at home, including a heated outdoor pool, tennis courts, fitness center, library, and private function spaces in the historic Castle. Minutes from world-class healthcare in the Longwood Medical Area and Faulkner Hospital, as well as premier dining and shopping in Brookline Village and Centre Street. Security, convenience, and single-family space combine in one of the area's finest gated addresses.

241 Perkins Street Unit D302, Boston

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

$1,849,000

4 Beds ⋅ 4 Baths ⋅ 73577476 MLS

Welcome home to this beautifully crafted, newer-construction home in the heart of Jamaica Plain’s coveted Sumner Hill Historic District — designed with distinctive eave brackets, high ceilings, and rich hardwood floors to respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs period-inspired detail with a fully modern interior. The open floor plan flows effortlessly from a fireplaced living room into a well-appointed kitchen featuring Corian countertops and a handy office nook, perfect for remote work. Step directly from the kitchen onto the deck overlooking a lush perennial garden — a private retreat fully fenced for kids and pets. A first-floor laundry room and updated half bath add everyday ease. Upstairs are three bedrooms and two baths, including a generous primary suite with en-suite bath and walk-in closet. The finished ground floor includes a fourth bedroom and full bath — ideal as an au pair suite, home office, gym, or private guest space. Additional highlights include solar panels, abundant storage, and a rare 2.5-car garage. All this just a block from the Green Street Orange Line station and moments from JP’s eclectic shops, restaurants, parks, and green space — an exceptional combination of historic charm, neighborhood living, and easy access to downtown Boston.

75 Seaverns Ave, Boston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 73576563 MLS

Set on a quiet JP cul-de-sac, this 2015-built townhouse combines newer construction with an exceptional location. The sun-filled main level features an open floor plan with hickory hardwood floors, spacious living/dining areas, and a chef’s kitchen with custom cabinetry, Carrara marble counters, and Viking and Bosch appliances. A large walk-in pantry, powder room, informal dining area, and private deck complete this level. Upstairs offers 2 spacious bedrooms plus a flexible 3rd bedroom, ideal as a nursery or home office. The primary suite includes a walk-in closet and ensuite marble bath with double vanity and soaking tub/shower. The finished lower level adds flexible recreation space, laundry, storage, and direct access to an attached 2-car garage and fenced side yard. With central air, private outdoor space, and 3 parking spaces, including a 2-car garage, this home is just minutes from the Stony Brook T, JP restaurants, Jamaica Pond, playgrounds, and tennis courts. Website: https://media.heliobook.com/sites/rkplbmpm/unbranded

30 Chestnut Sq Unit 30, Boston

Listing courtesy of Listing Agent: Emily Ingardia from Listing Office: Donnelly + Co..

$2,249,999

5 Beds ⋅ 4 Baths ⋅ 73568180 MLS

Privately nestled on one of Jamaica Plain's most distinguished residential streets, 5 Moss Hill Road presents a rare opportunity to own a timeless brick Colonial in the highly sought-after Moss Hill neighborhood. Blending classic architecture with thoughtfully updated interiors, this exceptional residence offers over 3,100 square feet of refined living space designed for both elegant entertaining and everyday comfort.A welcoming foyer leads to gracious living and dining rooms filled with natural light, rich hardwood flooring, and architectural details that reflect the home's enduring character. At the heart of the residence is a beautifully renovated kitchen featuring quartz countertops, premium appliances, a generous center island, and seamless access to multiple outdoor living spaces. The covered porch, expansive deck, and professionally landscaped grounds create an effortless indoor-outdoor lifestyle ideal for gatherings or quiet relaxation.The upper levels offer five spacious bedrooms, including a serene primary suite complete with a private balcony and spa-inspired bath. Additional balconies, flexible guest accommodations, and a finished lower level provide versatile space for a recreation room, fitness studio, media room, or home office to meet today's evolving lifestyle needs.Perfectly positioned between Brookline and Jamaica Plain, Moss Hill is one of Boston's most coveted residential enclaves, celebrated for its tree-lined streets, estate-style homes, and exceptional access to the city's finest amenities. Enjoy close proximity to the Longwood Medical Area, Centre Street's acclaimed restaurants, cafés, and boutiques, the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, while remaining just minutes from Downtown Boston, Back Bay, Fenway, major universities, and convenient public transportation.Offering an exceptional balance of privacy, character, modern functionality, and an unparalleled location, 5 Moss Hill Road represents a rare opportunity to own a distinguished residence in one of Boston's most established and desirable neighborhoods.

5 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 73545634 MLS

Newly completed and ready to impress, this standout new construction home blends modern design with effortless style. The open main level is made for today’s living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, custom cabinetry, and a seamless flow into the spacious living area with a gas fireplace and crisp contemporary finishes. A stylish den with designer millwork adds valuable flexibility for a home office, media room, or lounge. Upstairs, the airy primary suite offers generous walk-in closets and a spa-like bath with elevated finishes. Three additional bedrooms share a chic hall bath with modern details. Enjoy outdoor living with a private patio, landscaped yard, and the convenience of a two-car garage. With multi-zone heating and cooling, oversized windows, fresh curated finishes, and low-maintenance new construction ease, this home delivers high-impact style in an ideal location near the Arnold Arboretum and the city

12 Allandale Street, Boston

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

$1,099,000

2 Beds ⋅ 3 Baths ⋅ 73537902 MLS ⋅ ['Cabot Estate'] BLDG.

Enjoy spectacular sunset views from this stunning penthouse condo at Cabot Estate's gated community. ELEVATOR access to this bright and spacious, 2-bedroom, 2.5-bath home which spans three levels and includes a versatile loft ideal for a home office/library, and an additional walk-in storage closet. The main level features an open living/dining area with floor-to-ceiling windows, wood floors, wood-burning stone fireplace, and French doors leading to a private balcony. The updated kitchen offers a breakfast bar, stainless steel appliances, and custom cabinetry. A spiral staircase leads to the lower level with a primary bedroom featuring an en-suite bath and walk-in closet, a second bedroom with built-ins, a guest bathroom with walk-in shower, multiple closets and a second balcony. Additional highlights include in-unit laundry, lobby access to two tandem garage spaces with storage lockers, and a separate walk-in storage closet. Amenities include tennis courts, a pool, fitness center, library, and clubroom. Conveniently located across from the Jamaica Pond and close to the Arnold Arboretum, Longwood Medical area, shops, and restaurants.

241 Perkins Unit C603, Boston

Listing courtesy of Listing Agent: Beverly Berman from Listing Office: Gibson Sotheby's International Realty.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73524195 MLS

Welcome to this newly constructed 4 bed 3.5 bath architectural masterpiece, where sophisticated design meets unparalleled craftsmanship. Located in Jamaica Plain, one of the city’s most sought after communities, offering the perfect blend of city convenience and suburban comfort. The expansive open concept main floor features oversized windows, rich hardwood floors that flow seamlessly throughout. A chef’s culinary kitchen serves as the heart of the home, boasting custom cabinetry and a striking waterfall island. Outside, a landscaped, fenced yard with a custom patio stands ready for entertaining. Modern high energy efficiency design, two-car garage. This premier location is close to top-rated schools, offers an effortless downtown commute, provides quick access to nearby major medical hubs, and sits just steps from the scenic trails of the historic Arnold Arboretum.

2 Brownson Terrace, Boston

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

$2,595,000

8 Beds ⋅ 3 Baths ⋅ 73520401 MLS

Rare mixed-use investment opportunity in the heart of Jamaica Plain’s vibrant South Street corridor. This three-unit condominium building features a well-established bakery/café operating since 2004 with a licensed 20x20 patio, alongside two spacious four-bedroom residential units with covered porches. Property offers flexible use and strong income potential, with projected rents of $15,000–$18,000/month with business in place. Commercial space includes walk-in freezer and high-ceiling basement with expansion potential. Additional highlights include updated 400-amp electrical, FHA gas heat, two-car garage, and option to deliver with or without business. Business can be relocated and residential units can be delivered vacant. Plans for four units plus rear townhouse to transfer. Prime location near the Monument, Arboretum, and local shops. Ideal for investors, end users, or redevelopment.

55 South St, Boston

Listing courtesy of Listing Agent: Riley Walters from Listing Office: eXp Realty LLC - Corporate Office.

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.

Home Jamaica Plain Homes

Homes With 2 Car Garage In Jamaica Plain

Explore homes with 2 car garages in Jamaica Plain, a Boston neighborhood where charm and convenience come together. These properties offer ample parking, storage, and ease for multi-car households—an especially valuable feature in this busy part of the city. Whether you're seeking a classic Victorian with a private garage or a modern townhouse with built-in convenience, JP has a wide range of options that cater to your needs.

Located near the Arnold Arboretum, Jamaica Pond, and vibrant Centre Street, these homes combine residential comfort with proximity to shops, restaurants, and public transportation. A 2-car garage in Jamaica Plain isn’t just about parking—it’s about simplifying your lifestyle in one of Boston’s most desirable neighborhoods.

At MA New Listings | Coldwell Banker, we specialize in helping clients find the right Jamaica Plain home—with must-have features like a 2 car garage. From single-family homes to attached townhouses, let us guide you to properties that fit your daily lifestyle and long-term plans. Contact us to browse available listings today.

Contact Us Today

Call Jason Niles, REALTOR® – Coldwell Banker Realty, or Abby Niles, REALTOR® – Coldwell Banker Realty, to start your real estate journey today!