Jamaica Plain, Boston, MA Real Estate | Jamaica Plain, Boston, MA Homes between $2,000,000 and $3,000,000 for Sale

Come home to an exceptional Pondside custom-crafted Condominium by renowned local artisan Maple Hurst Builders. A private entrance opens to a gracious foyer and a residence that offers the comfort and ease of a single-family home. High ceilings, glistening wood floors, abundant windows, and an elegant flow of living and entertaining spaces create an inviting sense of light and scale.The main living level features a handsome library, fireplaced living room, chef’s eat-in kitchen, formal dining room, study, and a powder room. Architectural details abound, from graceful columns and crown moldings to built-in bookcases and custom cabinetry throughout. The upper level is devoted to restful quarters, including a generous primary suite with fireplace, a well-appointed 4-piece bath and deep walk-in closet, an additional bedroom, a second full bath, and glass doors opening onto an elevated private deck. The top floor offers two expansive, versatile rooms ideal for a home office, studio, exercise space, or creative pursuits. Outside, established gardens and mature trees create a serene setting, with a charming trellised brick walkway leading to the garage and additional off-street parking spaces. All this in a coveted Jamaica Plain location, just one block from the neighborhood’s vibrant mix of restaurants, shops, cultural destinations, and the natural beauty of Jamaica Pond along Olmsted’s Emerald Necklace. A distinctive home in an extraordinary setting—look no further.

55 Burroughs Street Unit 55C, Boston

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

$2,300,000

2 Beds ⋅ 3 Baths ⋅ 73590977 MLS ⋅ ['Pondside Condominiums'] BLDG.

Come home to an exceptional Pondside custom-crafted Condominium by renowned local artisan Maple Hurst Builders. A private entrance opens to a gracious foyer and a residence that offers the comfort and ease of a single-family home. High ceilings, glistening wood floors, abundant windows, and an elegant flow of living and entertaining spaces create an inviting sense of light and scale.The main living level features a handsome library, fireplaced living room, chef’s eat-in kitchen, formal dining room, study, and a powder room. Architectural details abound, from graceful columns and crown moldings to built-in bookcases and custom cabinetry throughout. The upper level is devoted to restful quarters, including a generous primary suite with fireplace, a well-appointed 4-piece bath and deep walk-in closet, an additional bedroom, a second full bath, and glass doors opening onto an elevated private deck. The top floor offers two expansive, versatile rooms ideal for a home office, studio, exercise space, or creative pursuits. Outside, established gardens and mature trees create a serene setting, with a charming trellised brick walkway leading to the garage and additional off-street parking spaces. All this in a coveted Jamaica Plain location, just one block from the neighborhood’s vibrant mix of restaurants, shops, cultural destinations, and the natural beauty of Jamaica Pond along Olmsted’s Emerald Necklace. A distinctive home in an extraordinary setting—look no further.

55 Burroughs Street Unit 55C, Boston

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

$2,090,000

3 Beds ⋅ 4 Baths ⋅ 73580609 MLS ⋅ ['Ravenscroft Manor Condominiums'] BLDG.

NOW OFFERING A GENEROUS MORTGAGE 2 – 1 RATE BUYDOWN with acceptable offer. 2,461 SF of true turnkey luxury inside an 1893 landmark estate in Jamaica Plain, three miles from downtown Boston - a complete 2026 gut renovation, nothing to manage, nothing to inherit, and nothing hidden behind a fresh coat of paint. 3 ensuite bedrooms with Elfa closets, 2 fireplaces, a Wolf-and-Bosch kitchen finished in quartz, and a 500 SF farmer’s porch opening onto Olmsted-designed estate gardens with fire pit terrace below and an exclusive-use outdoor patio - outdoor living no Back Bay or South End condominium offers at any price. The structure itself is new: steel-reinforced framing by Webb Structural Engineering, all-new copper utility service, a Panasonic ERV system, Stretch Code insulation, and Navien tankless hot water. Energy performance is verified, not promised: a RESNET-certified HERS score of 49, roughly 62% below a typical resale home’s usage. Every bathroom, including the powder room, carries a quartz vanity and a lit frameless mirror. The lower level - formerly a speakeasy - adds a third ensuite bedroom and a media/game room with 12’ ceilings and plumbing in-place for a future wet bar - living space no comparable Boston condominium matches. The property also comes wired as a smart home: dual HDR doorbells, an AI-monitored Nest Cam floodlight, Schlage Encode Plus locksets with Apple Home Key tap-to-unlock, and zoned Nest Learning Thermostats with adaptive climate control. Two deeded parking spaces with EV charging. Set on a rare 19,663 SF landscaped knoll, the Longwood Medical Area is 10 minutes away - a fraction of the 1.5 to 6 miles buyers travel from comparable Boston neighborhoods.

38 Spring Park Avenue Unit 1, Boston

Listing courtesy of Listing Agent: James Byler from Listing Office: Coldwell Banker Realty - Worcester.

$2,190,000

3 Beds ⋅ 4 Baths ⋅ 73580610 MLS ⋅ ['Ravenscroft Manor Condominiums'] BLDG.

NOW OFFERING A GENEROUS MORTGAGE 2 – 1 RATE BUYDOWN with acceptable offer. There is no other address in Boston like this top-floor penthouse: a private rooftop cupola with 360° downtown skyline views, atop an 1893 Colonial Revival estate landmark fully reimagined in a 2026 gut renovation, three miles from downtown. Unit 3 rises five levels to 613 SF of private outdoor space - a 353 SF roof deck, a 110 SF octagonal cupola, and two private balconies - an outdoor sequence no Boston condominium at any price offers. 2,430 SF, 3 all-ensuite bedrooms, plus a library/office. Brown Fenollosa Architects designed the five-level configuration; Webb Structural Engineering’s comprehensive structural rehabilitation - executed from rooftop deck to new foundation footings - introduces the full strength of modern structural engineering into a building whose Colonial Revival exterior remains intact. A RESNET-certified HERS score of 65, roughly half the energy use of a typical resale home, backed by Panasonic ERV and 3-zone central HVAC systems and ductless heat pumps. Cambridge new construction occasionally includes a roof deck, but none pair it with a cupola and full skyline views. Elfa closets throughout and a primary double vanity; the kitchen pairs Wolf and Bosch appliances, finished in quartz. Access to the shared Olmsted-designed estate gardens with fire pit terrace below and an exclusive-use outdoor patio with direct access to deeded garage. It is a genuine smart home too: dual HDR video doorbells, AI-monitored Nest Cam floodlights, Schlage Encode Plus locksets with Apple Home Key tap-to-unlock, and zoned Nest Learning Thermostats. A detached garage plus a deeded surface space - most Boston condominiums at this price offer one spot or none. Just 10 minutes to the Longwood Medical Area, a fraction of the distance from Back Bay, Brookline, Newton, or Cambridge.

38 Spring Park Avenue Unit 3, Boston

Listing courtesy of Listing Agent: James Byler from Listing Office: Coldwell Banker Realty - Worcester.

$2,495,000

4 Beds ⋅ 4 Baths ⋅ 73578974 MLS ⋅ ['Allandale Condominiums'] BLDG.

Beautifully designed townhouse set within a special 40-acre community, offering a bucolic setting with maintained grounds, walking paths, and picturesque pond. Amenities include tennis court, renovated clubhouse with kitchen, pool with deck, gym, and yoga studio. The interior is defined by high ceilings, deep moldings, and rich oak flooring. The den has custom built-ins and gas fireplace. The kitchen is enhanced by artistic lighting, custom cabinetry, Sub-Zero and Thermador appliances, and access to a deck. The main level also features a dining room, living room with fireplace and sliding doors to a deck with views, and primary bedroom with exceptional closet space and luxurious bathroom. A laundry room and powder room complete this floor. Upstairs, a landing with skylight provides an office area, and there are two bedrooms sharing a connecting bathroom. The finished lower level has a great room, bedroom, and bathroom. There is also an unfinished storage area and attached 2-car garage.

214 Allandale Road Unit D, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

$2,675,000

14 Beds ⋅ 8 Baths ⋅ 73573477 MLS

Turnkey Jamaica Plain three-family offering a 6.23% in-place cap rate with meaningful additional upside through future rent growth and the potential to add 1–2 additional bedrooms. Generating $17,375 per month and $208,500 annually in current rents, 44 Mozart Street provides investors with strong immediate cash flow while retaining the opportunity to further increase income and long-term returns. Spanning 4,608 square feet, the property offers an exceptional 14-bedroom, 8-bath unit mix across three spacious, updated residences: a 5-bedroom, 3-bath lower duplex, a 4-bedroom, 2-bath floor-through, and a 5-bedroom, 3-bath penthouse duplex. Each residence features generous living space, updated kitchens with granite countertops and stainless steel appliances, modern baths, hardwood floors, central air, in-unit laundry, and private rear outdoor space. Tandem off-street parking spaces further enhance the property’s rental appeal. Ideally located just off Centre Street and approximately 0.3 miles from Jackson Square Orange Line Station, the property offers convenient access to the Longwood Medical Area, Northeastern University, Downtown Boston, public transportation, and the restaurants, shops, parks, and amenities that make Jamaica Plain one of Boston’s most established rental markets. With substantial scale, strong in-place income, a large-bedroom unit mix, parking, private outdoor space, and additional value-add potential, 44 Mozart Street presents a compelling opportunity for investors seeking both immediate yield and long-term appreciation potential. An excellent candidate for a 1031 exchange, portfolio expansion, or long-term hold. Pro forma available upon request.

44 Mozart Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$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.

$2,795,000

9 Beds ⋅ 6 Baths ⋅ 73562235 MLS

16-18-20 Plainfield Street presents a rare opportunity to acquire a turnkey three-family investment property in the heart of Jamaica Plain. The property consists of three spacious townhouse-style residences. Each offering three bedrooms, two full bathrooms, modern open-concept living spaces, hardwood floors, central air conditioning, updated kitchens, and in-unit laundry. With one garage and one outdoor parking space per unit, modern construction, and strong rental demand, the asset offers an attractive combination of stable cash flow and long-term appreciation potential. Ideally located just minutes from Forest Hills Station, the Southwest Corridor Park, and Jamaica Plain's vibrant restaurants, shops, and green spaces, 16-18-20 Plainfield Street is a premier investment opportunity in one of Boston's most desirable neighborhoods.

16-18-20 Plainfield St, Boston

Listing courtesy of Listing Agent: from Listing Office: Block Realty.

$3,000,000

73561860 MLS

Four condo quality rental units and first level commercial space current use tavern/restaurant. Three story plus basement building originally built in 1930 with multi floor addition of residential units constructed in 2021. All residential units have large living rooms, hardwood floors, custom kitchens with white cabinets, quartz counters, GE stainless appliances, in unit laundry, each unit is self contained for heating/cooling/hot water, custom tile baths, generous size bedrooms and closet space. Delivered vacant. Liquor and entertainment licenses NOT included in the sale.

717 Centre Street, Boston

Listing courtesy of Listing Agent: Michael Moran from Listing Office: Gibson Sotheby's International Realty.

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 73530127 MLS

Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

24 Sigourney St Unit 2, Boston

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 73529443 MLS

Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

24 Sigourney St Unit 2, Boston

Listing courtesy of Listing Agent: Max Dublin Team 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..

Jamaica Plain, Boston, MA Homes between $2,000,000 and $3,000,000 for Sale

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