Homes With 2 Car Garage In Jamaica Plain

Rare offering in JP, Elevator building, newly built & 2 garages spots! Sun-drenched luxury living in Jamaica Plain’s coveted Brookside-Green! This stunning corner unit built in 2020 features 3 exterior walls for unparalleled natural light, wide-plank white oak floors, and superb custom details. The open-concept layout boasts a chef’s kitchen with a massive island, hi-end 36" Bertazzoni gas range, and a huge walk-in pantry. Enjoy marble bathrooms, a dedicated in-unit laundry room, superb custom closets, central AC, elevator access, and two heated garage parking spaces. Relax on your private deck, or head up to the spectacular shared roof deck featuring a gas grill, a fully furnished penthouse common room with a kitchenette, and panoramic Boston skyline views. Unbeatable location just steps to the MBTA Orange Line (Green St), Southwest Corridor, Arnold Arboretum, and Centre St dining. A rare, turnkey gem in a boutique building of just 9 residential homes!

120 Brookside Ave Unit 301, Boston

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

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 73547625 MLS

Nestled in the coveted Moss Hill neighborhood of Jamaica Plain/Brookline line this NEW 2026 residence provides a peaceful retreat & minutes to Park School, British School of Boston & Dexter-Southfield Schools, Larz Andersen Park, Boston w/its renowned hospitals/universities, Jamaica Pond, & Arnold Arboretum. Home was designed for uncompromising luxury, everyday comfort, & stunning finishes. Spectacular Chef’s Kitchen impresses w/custom cabinetry, Thermador Pro Series SS, 10' island w open concept to LR w/electric fireplace, custom shelving & DR w/custom cabinetry. . Serene Primary retreat showcases 2 custom walk-in closets, tiled shower, soaking tub, water closet & 2 vanities. Ensuite with ¾ bath, 2 additional bedrooms, full bath & laundry room complete the 2nd floor. Lower level can be used as a multi-generational/au pair living space w/ bedroom, 3/4 bath, FR, wet bar, flex space of office/gym, patio & green space. Heated 2 car garage provides direct access to mudroom & 1/2 bath.

15 Conry Crescent, Boston

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

$1,995,000

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..

$1,195,000

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

Enjoy spectacular sunset views from this stunning penthouse in Cabot Estate's gated community. Bright and spacious, this 2-bedroom, 2.5-bath home spans three levels and includes a versatile loft ideal for a home office/library, and additional storage. The main level features an open living/dining area with floor-to-ceiling windows, wood floors, wood-burning 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 full guest bath, and a second balcony. Additional highlights include in-unit laundry, 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 Jamaica Pond and near Longwood, shops, restaurants.

241 Perkins Unit C603, Boston

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

$899,000

3 Beds ⋅ 2 Baths ⋅ 73529570 MLS

Penthouse with 2 garage & Deck! Introducing the residences at 2 Weld hill, A collection of 9 state of the art new construction homes offering unparalleled luxury. Perfectly situated in one of Jamaica plains most vibrant neighborhoods, just a short stroll to countless restaurants cafe's shops & 1 minute walk to the train, yet conveniently rounding the corner of a beautiful treelined street offering quintessential Jp historic charm paired with high end modern luxury living. Park in the garage & take the elevator to your penthouse 3 bedroom 2 bath featuring sprawling wide open living space flowing seamlessly to your large private deck. The open concept living & dining areas sets the perfect stage for intimate evenings & lively gatherings. The chef's kitchen features Cafe SS appliances, quartz countertops, custom cabinetry & 9 ft island with breakfast bar. The enormous primary bedroom features spa like en suite bath & excellent closet space. Both guest bedrooms well proportioned

2 Weld Hill Street Unit PH3, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73529459 MLS

This classic Jamaica Plain single family offers 5-beds, 2.5-baths, a 2 car attached garage and delivers timeless character & a floor plan that balances formal entertaining with everyday livability. The home is bathed in all day sunlight and has multiple gathering places inside and out. A gracious foyer opens to a living room & sun-filled sitting room anchored by a shared center fireplace. A dedicated dining room connects to the media room & kitchen, which spills out to a mahogany deck framed by mature, sun-drenched gardens. A half bath completes the main level. Upstairs, three bedrooms include a primary ensuite & second full bath with an opportunity for a deck off of the primary to take in afternoon sunsets.The third floor is ideal for creating two additional bedrooms or dedicated office spaces. The full basement enjoys excellent ceiling height and has great expansion potential with direct garage access. Four decades of meticulously tended gardens & specimen trees envelop the property.

20 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: Kopman Adler Team from Listing Office: Compass.

$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..

$1,625,000

4 Beds ⋅ 4 Baths ⋅ 73522135 MLS

Secluded on a calm, closed-end JP street, 1 Lennoco Rd is a striking architectural gem blending historic exterior charm with a massive 2021 renovation & addition. This home instantly captures your attention with its steep front gables, artisan Craftsman timber accents, and breathtaking, sweeping cat-slide roofline framing a whimsical garden archway. Abutting an urban wild and cemetery, this private oasis features nearly new systems: Hardie siding, roof, windows, brand new deck, spray-foam, and 4-zone Heat Pump HVAC. Main level boasts open formal living/dining, massive kitchen, cozy family room with sliders out to side deck abutting Urban Wild wilderness. Rare layout puts all 4 bedrooms on the 2nd floor, including a primary suite with 4-piece bath, double vanity, and 2 walk-in closets. Lower level offers direct entry from a 2-car garage with EV charger, mudroom, 3rd full bath, and a flexible room ideal for a home office, gym, or guests. Unmatched tranquility just minutes from Forest Hills T, Arnold Arboretum, Franklin Park. Recently installed new deck, + waterproofed 2 car garage.

1 Lennoco Rd, Boston

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

$1,298,000

3 Beds ⋅ 2 Baths ⋅ 73520029 MLS ⋅ ['Cabot Estates'] BLDG.

Rarely available 1,953 sq. ft. one-level residence in the prestigious Cabot Estates. This sophisticated home features an open-concept floor plan highlighted by bleached large-plank wood floors and a designer kitchen equipped with Quartz countertops and Bosch appliances. The expansive living and dining areas flow seamlessly to a private balcony overlooking serene, manicured grounds. This is a corner unit! The layout includes three spacious bedrooms, two full baths, and exceptional closet storage, including an oversized walk-in. Residents benefit from 24/7 security, on-site management, and exclusive access to "The Castle" clubhouse, which features a fitness center, library, and billiards room. Resort-style amenities include a heated outdoor pool and tennis courts. Ideally located across from Jamaica Pond and minutes from the Longwood Medical Area, dining, and parks. This residence includes two-car tandem garage parking and a private storage locker.

241 Perkins St Unit D204, Boston

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

$995,000

3 Beds ⋅ 3 Baths ⋅ 73516233 MLS

Penthouse living at Vita, JP's premier luxury condominium. This stunning 3BR/2.5BA corner residence offers an open-concept layout flooded with natural light, soaring ceilings, and a private balcony with views of Boston. The updated kitchen features stone countertops, custom cabinetry, breakfast bar, and newer appliances. The primary bedroom features an en-suite with a custom MB walk-in closet. There are two additional large bedrooms, one of which could be the perfect space for an at-home office, gym, etc. Included are two DEEDED garage parking spots (one EV) and two separate storage spaces. Building amenities include 7-day concierge service and an expansive rooftop deck with BBQ grills — perfect for relaxing or entertaining. Nearby to the Green Street & Forest Hills Orange Line stations, SW Corridor bike path, Arnold Arboretum, Jamaica Pond, and Centre Street's vibrant dining and shops. Under 15 min to Back Bay & South Station. Welcome to one of Boston's most sought-after communities.

3531 Washington Unit 519, Boston

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

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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.

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