Jamaica Plain Real Estate

Jamaica Plain Real Estate

Welcome to Jamaica Plain, a vibrant and eclectic neighborhood nestled in the heart of Boston, Massachusetts, within Suffolk County. Known for its rich history and diverse culture, Jamaica Plain offers a unique blend of urban living and natural beauty, making it one of the most sought-after areas in the city.

Jamaica Plain boasts an impressive array of parks and green spaces, including the famous Franklin Park and the picturesque Jamaica Pond. These lush landscapes provide residents with ample opportunities for outdoor activities, from leisurely strolls and picnics to kayaking and cycling. The neighborhood’s commitment to sustainability and community gardening further enhances its appeal, attracting nature lovers and eco-conscious individuals alike.

Culturally, Jamaica Plain is a melting pot, showcasing a vibrant arts scene and a plethora of dining options that reflect its diverse population. From cozy cafés and artisanal bakeries to international restaurants, there’s something to satisfy every palate. The local shops and boutiques add to the neighborhood’s charm, offering unique finds and supporting local artisans.

For those who value community, Jamaica Plain is home to a variety of events and festivals throughout the year, fostering connections among residents. With its easy access to public transportation and proximity to downtown Boston, commuting is a breeze, making it an ideal location for professionals and families alike.

In Jamaica Plain, you’ll find not just a place to live, but a community that embraces diversity, creativity, and a love for the outdoors. Discover the magic of Jamaica Plain, where every street tells a story and every day brings new adventures!

Newest Listings in Jamaica Plain

120 Day St Unit 2, Boston
$615,000
3 Beds ⋅ 1 Baths ⋅ 73598211 MLS ⋅ ['120 Day Street Condominium'] BLDG.
Ideally located in the heart of Jamaica Plain’s vibrant Centre Street, this well-appointed 3 bedroom condo offers the perfect blend of comfort, convenience, and flexibility. The thoughtful floor plan includes a versatile third bedroom that can easily serve as a home office, guest room, or bonus space. The updated kitchen features ample cabinet space and a built-in corner bench, creating the perfect spot for a cozy dining nook. Step outside to your *Brand New* private rear deck, ideal for morning coffee, outdoor dining, or relaxing at the end of the day. Enjoy easy access to the shops, restaurants, and cafes of Centre Street, along with nearby Orange and Green Line transit options for a seamless commute. A fantastic opportunity to enjoy all that Jamaica Plain has to offer.

120 Day St Unit 2, Boston

Listing courtesy of Listing Agent: ME Collective Group from Listing Office: Compass.
21 Creighton St Unit 13, Boston
$485,972
2 Beds ⋅ 1 Baths ⋅ 73598135 MLS ⋅ ['Creighton Commons Condominium'] BLDG.
Mayor's Office Of Housing Income Restricted Resale Condo In Jamaica Plain. This affordable unit features stainless steel appliances, in-unit laundry, energy efficient heating system, garage parking (# 13), and has an abundance of natural light thanks to its southern orientation. Its location is within short distance from amenities such as Whole Foods Market, restaurants and cafes of Centre Street, and the Jamaica Pond. Bus Routes: 35, 36, 39, 41. T Station: Jackson Square (Orange Line), Heath Street (Green Line-E). To qualify the buyer's annual household income must be less than or equal to 80% of Area Median Income - $96,000 for 1, $109,700 for 2, and $123,400 for a 3 person household. Interested buyers must meet the AMI requirements and other criteria of eligibility. Buyers must be approved by the Mayor's Office of Housing.

21 Creighton St Unit 13, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.
14 Pond St Unit 2, Boston
$359,000
1 Beds ⋅ 1 Baths ⋅ 73597535 MLS
A cozy pied-a-terre surrounded by plenty of quaint Jamaica Plain just outside the door. Ideally situated between Centre St (only a stone’s throw away) and the Jamaica Pond, its location is one of JP’s best. You can see Café Siete and The Joint right across the street from your front door. Beyond Proof (formerly 10 Tables) is just around the corner. Whether you desire a delicious coffee and pastry or a full breakfast, lunch, or dinner, these top JP destinations are yours to enjoy. You’ll also see the Jamaica Pond at the other end of the street; one of the more popular parks in the area and designed by famed Frederick Law Olmstead.The unique and flexible apartment incorporates a large gumwood trimmed room to be used as you please. It works as living area, art gallery, or bedroom. Through the freshly painted classic kitchen is another space for sleeping, art studio, or den. An excellent value for your cozy home in Jamaica Plain.

14 Pond St Unit 2, Boston

Listing courtesy of Listing Agent: John Maxfield from Listing Office: Maxfield & Company Real Estate.
301 Chestnut Ave Unit 1, Boston
$899,999
2 Beds ⋅ 2 Baths ⋅ 73596668 MLS
Welcome home to this charming first-floor condo, blending classic character with modern convenience! Featuring 2 bedrooms, 1.5 baths, beautiful hardwood floors, high ceilings, and some original woodwork, this inviting home offers timeless appeal and a spacious, open floor plan ideal for everyday living and entertaining. The gourmet chef’s kitchen is the heart of the home, featuring a large pantry and a seamless flow into the dining and living room, creating a welcoming, connected space for gatherings and everyday living. Generously sized closets, in-unit laundry, and an exclusive basement storage area provide added convenience, while off-street parking for one car is a valuable bonus. Enjoy added peace of mind with a new furnace and water heater, both installed in 2026. Ideally located just one block from Centre Street’s vibrant shops, restaurants, and neighborhood favorites, with easy access to the T, this home offers the perfect combination of charm, comfort, and location. Enjoy all the conveniences of city living in a home full of charm and character! Note: The back porch and stairs are in the process of being replaced. No extra assessment was needed.

301 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: David Foley from Listing Office: Realty Consultants of Cape Cod.
3 Round Hill St Unit 1, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73596640 MLS
Fantastic home in the heart this vibrant Jamaica Plain neighborhood! This spacious home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.
251 Heath St Unit 511, Boston
$948,000
2 Beds ⋅ 2 Baths ⋅ 73596450 MLS ⋅ ['American Brewery Lofts'] BLDG.
Historic character meets modern loft living at the American Brewery Lofts! This penthouse corner condo features soaring ceilings, exposed brick, bamboo flooring, oversized windows, and two skylights that welcome abundant natural light. The open kitchen offers stainless steel appliances, granite countertops, and a generous breakfast bar overlooking the living and dining areas. Two bedrooms, two full baths, and an upper-level loft complement the distinctive layout. Central air, garage parking, and additional storage add everyday convenience. This professionally managed elevator building offers a fitness room and landscaped courtyard with shared grills. Ideally located near the Jamaica Plain–Mission Hill border, with convenient access to the Heath Street Green Line, Longwood Medical Area, Brookline Village, shops, and restaurants. Nearby Jefferson Playground, Nira Rock Urban Wild, Olmsted Park, and Jamaica Pond offer inviting spaces for outdoor recreation.

251 Heath St Unit 511, Boston

Listing courtesy of Listing Agent: Loftus & Glynn Team from Listing Office: William Raveis R.E. & Home Services.
51 Saint Rose St. Unit 1, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73596288 MLS
A stylish, light-filled JP condo with bonus space to work and unwind! Completely renovated in 2018 and thoughtfully improved since, this well cared for 2 bedroom, 2 bath home greets you with a custom, craftsman-built entryway. The sleek kitchen features white cabinetry, quartzite waterfall counters and Jenn-Air appliances, with island seating that opens to the dining and living areas. Wood floors, central air and in-unit laundry round out the main level. A separately accessed, 440 square foot deeded lower-level bonus area has been finished as a den and office with additional dedicated storage, adding valuable flexibility beyond the main living space. A private covered rear porch and 1 deeded off-street parking space complete the offering. Near the Arnold Arboretum, neighborhood shops and restaurants, and Forest Hills Orange Line access.

51 Saint Rose St. Unit 1, Boston

Listing courtesy of Listing Agent: Ryan Drowne from Listing Office: Coldwell Banker Realty - Boston.
79 Sheridan St Unit 1, Boston
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 73596026 MLS
Ideally situated in the heart of Jamaica Plain’s coveted Hyde Square neighborhood, this luxurious, thoughtfully designed 2-bedroom, 2.5-bath duplex offers 1,498 sq. ft. of beautifully appointed living space with the scale and comfort of a single-family home. Perfect for entertaining, the spectacular open-concept main level seamlessly connects the living room, dining room, and chef-inspired kitchen, all enhanced by elegant high ceilings and oversized windows that flood the home with natural light. An expansive kitchen island serves as the centerpiece for gathering, complemented by a generous pantry offering exceptional storage. The living spaces flow effortlessly onto a private deck and outdoor stone patio, creating an ideal setting for al fresco dining, summer gatherings, or simply relaxing outdoors. Thoughtfully designed for both entertaining and everyday living, the home features two generously sized bedrooms, including an expansive primary suite with an oversized closet and en-suite bathroom with double vanity. Completely gut-renovated to the studs, this exceptional residence features new siding, windows, plumbing, electrical, HVAC, and spray foam insulation, combining sophisticated design with modern efficiency and lasting peace of mind. A 12-month builder's warranty provides additional confidence in the quality of the renovation. One deeded off-street parking space is included, with a second available for purchase. Pet-friendly and ideally located moments from Jamaica Pond, Centre Street’s vibrant restaurants and shops, Whole Foods, the Orange Line and so much more, this home delivers an exceptional combination of luxury, lifestyle, and convenience in one of Jamaica Plain’s most desirable and convenient neighborhoods.

79 Sheridan St Unit 1, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
195 South St Unit 5, Boston
$485,000
2 Beds ⋅ 1 Baths ⋅ 73595985 MLS
Sunny spacious two bed one bath with open kitchen living room, high ceilings, tons of windows, great kitchen with lots of counter space, good closet space, shared balcony, laundry and large private storage in the basement, one deeded off street parking spot. Fantastic location close to shops restaurants and the Forest Hills T stop.

195 South St Unit 5, Boston

Listing courtesy of Listing Agent: Kristen Day from Listing Office: RE/MAX Realty Plus.
22 Goldsmith St., Boston
$749,900
3 Beds ⋅ 1 Baths ⋅ 73595629 MLS
Renovated attached single-family home near the Arnold Arboretum, Jamaica Pond, and the shops and restaurants of Centre Street. The main level features a sun-filled living room and a spacious eat-in kitchen with granite countertops, stainless-steel appliances and an abundance of cabinet space. Upstairs are three bedrooms with hardwood floors and ample closet space, plus a full bath. The finished lower-level bonus space is currently used as a home gym. Enjoy private outdoor space with newer pavers, grilling area, and room to garden. Additional features include central A/C, two deeded parking spaces, and a roof installed in 2025. Solar panels are rented.

22 Goldsmith St., Boston

Listing courtesy of Listing Agent: Patricia Reilly from Listing Office: RE/MAX Real Estate Center.
16 Meehan Unit 2A, Boston
$899,900
3 Beds ⋅ 2 Baths ⋅ 73595523 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!

16 Meehan Unit 2A, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..
11 Sedgwick Street Unit 9, Boston
$729,000
2 Beds ⋅ 1 Baths ⋅ 73595516 MLS ⋅ ['9 & 11 Sedgwick Street Condominium'] BLDG.
Bright, beautifully updated, and wonderfully versatile, this second-floor condominium offers comfortable living in the desirable Sumner Hill neighborhood on a one-way residential street just off Centre Street in Jamaica Plain. Sun-filled rooms, hardwood floors, and charming architectural details create a warm and inviting atmosphere. The two-bedroom layout includes a separate living room, while the second bedroom—currently styled as a lounge—offers flexibility for a home office or guest room. The kitchen and stylish tiled bathroom, both renovated in 2023, complement thoughtful modern conveniences, including in-unit laundry, three mini-splits providing heating and cooling, and gas radiator heat. Enjoy your own rear deck, additional basement storage, and the exceptional convenience of a deeded, exclusive-use detached garage with an electric vehicle charger. Across from the library and Curtis Hall community center, with neighborhood coffee shops, restaurants, and recreation courts nearby, this home puts the best of JP within easy reach—including Jamaica Pond, the Arnold Arboretum, and public transportation.

11 Sedgwick Street Unit 9, Boston

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