Jamaica Plain Homes under $2 million

Welcome to Jamaica Plain, one of Boston's most vibrant and diverse neighborhoods! Nestled in Suffolk County, this charming area offers a unique blend of urban living and natural beauty, making it a coveted destination for homebuyers. With its rich history, eclectic culture, and welcoming community, Jamaica Plain is a place where you can truly feel at home.

Jamaica Plain, often affectionately referred to as "JP," is renowned for its lush green spaces, including the stunning Arnold Arboretum and Jamaica Pond, perfect for outdoor enthusiasts and families alike. The neighborhood boasts a variety of local shops, cafes, and restaurants, showcasing a delightful mix of cuisines and artisanal offerings. Whether you're enjoying a leisurely stroll along Centre Street or participating in the vibrant local arts scene, JP has something for everyone.

For those seeking to plant roots in this dynamic community, you'll be pleased to know that there are beautiful homes available for under $2 million. From charming Victorian houses to modern condos, the real estate market in Jamaica Plain offers a diverse selection of properties that cater to various lifestyles and budgets. With its strong sense of community and accessibility to public transportation, living in Jamaica Plain means enjoying the best of both worlds—urban convenience and suburban tranquility.

If you're looking to invest in a home that embodies character, charm, and a sense of belonging, Jamaica Plain is the perfect place to start your journey. Explore the possibilities and discover why so many call this lovely neighborhood home!

Newest Jamaica Plain Homes under $2 million

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 73590216 MLS ⋅ ['Dunster Road 96 Condominium'] BLDG.

Just one block from Jamaica Pond, this elegant upper duplex penthouse enjoys a coveted location in Jamaica Plain's Pondside neighborhood. Gracious proportions, beautiful architectural details, and abundant natural light distinguish this exceptional home. The expansive, south-facing living room features a handsome fireplace and direct access to a private front deck, while the formal dining room showcases classic moldings, a plate rail, and a beautifully crafted built-in china cabinet. The warm and inviting updated kitchen features solid oak cabinetry, butcher-block countertops, and stainless steel appliances, opening directly to an enclosed sunroom overlooking landscaped grounds. Two bedrooms and a full bath complete the main level. Upstairs, the entire top floor offers a private primary suite with an adjoining office, custom-fitted closets, and a spacious four-piece bath with heated floor. Additional amenities include a high-efficiency tankless heating and hot water system installed in 2023, an exclusive-use garage parking space, additional shared parking, and access to a common yard and patios. A rare opportunity to enjoy gracious living in one of Jamaica Plain's most sought-after neighborhoods.

96 Dunster Road Unit 2, Boston

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

$799,999

2 Beds ⋅ 3 Baths ⋅ 73590137 MLS

Insight Realty Group proudly presents this exceptional newer-construction Townhouse masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat. From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior. The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining. The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality. The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck. Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

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

$799,999

2 Beds ⋅ 3 Baths ⋅ 73590121 MLS

Insight Realty Group proudly presents this exceptional newer-construction masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat. From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior. The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining. The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality. The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck. Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

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

$970,000

3 Beds ⋅ 2 Baths ⋅ 73589990 MLS ⋅ ['35 Wyman Street Condominium'] BLDG.

Set in the heart of Jamaica Plain, this beautifully renovated first-floor condo pairs modern design with exceptional private outdoor space. Sun-filled living and dining areas flow seamlessly into a sleek kitchen with quartz countertops, stainless steel appliances, a generous center island, and a pantry, equally suited to everyday living and entertaining. The spacious primary suite offers an en-suite bath with radiant-heated floors, while two additional bedrooms provide flexibility for guests, a home office, or a fitness space. Hardwood floors, recessed lighting, in-unit laundry, central air, and a wired speaker system throughout enhance the home’s comfort and ease. Outside, the exclusive-use yard and patio create a private retreat and true extension of the living space, complemented by a front porch and off-street parking with driveway access. Generous exclusive-use basement storage provides valuable additional space. Stony Brook Orange Line station is nearby, with an approximately 10-minute train ride to Back Bay and easy access to Longwood. The Southwest Corridor, Jamaica Pond, Arnold Arboretum and Franklin Park offer an abundance of green space nearby, while Whole Foods and the shops and restaurants of Centre Street keep everyday essentials and local favorites close at hand. Thoughtfully renovated during the 2016 condominium conversion and beautifully maintained since, this is a rare combination of modern interiors, exclusive outdoor space, and the best of Jamaica Plain. Offers due Monday, 10/19 at 2 PM.

35 Wyman Street Unit 1, Boston

Listing courtesy of Listing Agent: Shannon Sisk from Listing Office: Cameron Prestige, LLC.

$995,000

2 Beds ⋅ 2 Baths ⋅ 73588899 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 1,048 SF with 2 bedrooms, 2 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 soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

$1,149,000

2 Beds ⋅ 2 Baths ⋅ 73588900 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 1,517 SF with 2 bedrooms, 2 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 soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, a private outdoor patio, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 6, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

$625,000

2 Beds ⋅ 1 Baths ⋅ 73588767 MLS

Don't miss this rare opportunity to own a charming 2-bed condo w/coveted off-street parking in the heart of vibrant Jamaica Plain! Nestled on idyllic, tree-lined Goldsmith St., this character-filled home offers the quintessential JP lifestyle, where neighborhood charm, urban energy & natural beauty come together. Ideally situated between the magnificent Arnold Arboretum, Jamaica Pond & Centre St.'s eclectic mix of independent boutiques, fit-for-foodie restaurants & cultural attractions. A private back deck offers the perfect setting for morning coffee or unwinding after a busy day. Set on one of the neighborhood's largest lots, the property offers an extraordinary sense of openness, generous shared green space & room to enjoy the outdoors, a rare urban luxury! Inside, sun-filled interiors showcase beautiful wood floors, classic bay-window architecture & an inviting living room. The spacious eat-in kitchen features quartz countertops, custom cabinetry, pantry & gas cooking. Dedicated basement laundry & storage add everyday convenience. Beyond your front door, discover the extraordinary lifestyle that makes JP one of Boston's most sought-after neighborhoods. Imagine morning runs along Jamaica Pond's picturesque 1.5-mile shoreline, afternoons boating on its sparkling waters & sunset picnics overlooking one of Boston's most treasured landscapes. Just as captivating is Harvard's magnificent 281-acre Arnold Arboretum, a botanical paradise featuring winding paths, spectacular flowering trees, lush gardens & breathtaking seasonal color. Both are jewels of Frederick Law Olmsted's celebrated Emerald Necklace. And when it's time to dine, explore Centre St.'s celebrated culinary scene, including neighborhood favorites featured on Eater Boston's coveted Essential 38 list. Whether you're seeking your own slice of JP or a compelling investment opportunity, this home delivers location, character & potential in one of Boston's most dynamic neighborhoods. OH Sun. 10/18 12:00-1:30pm

34 Goldsmith St Unit 1, Boston

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.

$1,598,000

2 Beds ⋅ 3 Baths ⋅ 73588734 MLS ⋅ ['Allandale Condominium'] BLDG.

Discover gracious living in this beautiful, floor-through 2-bedroom plus den residence offering over 2,600 square feet of living space in the desirable, bucolic setting of Allandale Condominiums.Generously proportioned rooms and an expansive, updated eat-in kitchen with a separate, sun-filled breakfast area overlooking beautiful mature trees create a wonderful sense of space and tranquility. The open floor plan is ideal for entertaining, while the flexible layout offers several possibilities for living and dining. Enjoy a traditional living room and separate dining room, or create an expansive living room with space for a dining table, allowing the dining room to become a welcoming sitting room or additional den.The spacious primary suite features an oversized closet and a well-appointed bathroom with a large vanity, double sinks, and an oversized shower. A second bedroom and versatile den provide additional space for guests, a home office, or other needs. In-unit laundry and abundant closet space add everyday convenience.Additional highlights include private storage conveniently located outside the unit and two garage parking spaces.Residents enjoy an exceptional array of amenities, including a beautifully renovated clubhouse with kitchen, a well-equipped fitness center, an inviting swimming pool, and tennis court—all set amid Allandale’s lovely landscaped grounds.

228 Allandale Road Unit 2A, Boston

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

$585,000

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.

$1,475,000

9 Beds ⋅ 3 Baths ⋅ 73587503 MLS

A turnkey 3-family home in a highly desirable Jamaica Plain location. This 3,144-square-foot, 5/5/5, 3-bedroom-unit property offers a versatile option for owner-occupants, investors, buyers pursuing a 1031 exchange, or developers seeking a reliable asset in a sought-after area—just minutes from City Feed, the Stony Brook T Stop, and the Southwest Corridor.

177 Chestnut Avenue, Boston

Listing courtesy of Listing Agent: Stephen Lussier from Listing Office: Arborview Realty Inc..

$799,000

3 Beds ⋅ 2 Baths ⋅ 73587167 MLS

Welcome to this beautifully designed, newly constructed top-floor condominium offering 3+ bedrooms and 2 full bathrooms. The bright, open-concept living space is centered around a stylish chef’s kitchen with gas stove, creating an ideal setting for both everyday living and entertaining. This unit has a welcoming dining room off the living area with large almost wall to wall windows. The spacious primary suite features a private ensuite bathroom, while the second generously sized bedroom offers double closets. A bright third bedroom with balcony provides additional flexibility, can easily serve as a home office, study, gym, or whatever best suits your lifestyle. Additional features include an in-unit stackable washer and dryer, central air conditioning, Wood style flooring throughout, and premium stainless steel appliances. The unit is lead-free and includes one off-street parking space. With modern finishes, abundant natural light, and a versatile layout, this home combines comfort, convenience, and contemporary living.

3247 Washington Unit 3, Boston

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

$1,500,000

8 Beds ⋅ 6 Baths ⋅ 73587007 MLS

Fully tenanted, cash-flowing and just three blocks from the Stony Brook T, this three-family built in 2006 offers a standout investment in one of Jamaica Plain's best locations. Offering three spacious residences and four off-street parking spaces, 164 Boylston combines the benefits of newer construction with meaningful future upside to increase cash flow. The unit mix includes one 2-bedroom, 2-bath residence and two 3-bedroom, 2-bath residences. Each features a primary bath, granite countertops, stainless steel appliances, central air, in-unit laundry, and separately metered heat, hot water and electricity. The second and third floor residences each enjoy a private rear balcony, while the first-floor unit is wheelchair accessible. Additional amenities include three large private basement storage rooms, individual power-vented hot water tanks and a building-wide sprinkler system. Fully tenanted, the property currently generates $10,375 per month and $124,500 annually in gross rental income. Current rents are below market rent, providing an opportunity to increase income over time while the property is already producing positive cash flow at today's rents. Projected rents for the 2027/2028 rental cycle total $11,700 per month and $140,400 annually, representing approximately $15,900 in additional annual gross rental income as leases turn over. The location also offers convenient access to the Longwood Medical Area, one of Boston's major employment and education centers. Closer to home, residents enjoy easy access to the Orange Line, Southwest Corridor, Café Ula, Chilacates, Mike's Fitness, the Sam Adams Brewery, Jamaica Pond, Franklin Park and Jamaica Plain's extensive collection of restaurants, shops and neighborhood amenities. A compelling opportunity to acquire a turnkey, cash-flowing multifamily property with parking, modern systems, strong in-place income and meaningful long-term upside in one of Boston's most established rental markets.

164 Boylston Street, Boston

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

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