Jamaica Plain, Boston, MA Real Estate Search

Jamaica Plain, Boston, MA Homes for Sale

History of Jamaica Plain Real Estate

Jamaica Plain has a rich history dating back to the 17th century when it was primarily farmland. As the city of Boston expanded, Jamaica Plain became a desirable neighborhood for Bostonians looking for a more suburban setting. The area was developed in the 19th century with the introduction of streetcars and railroads, making it more accessible to residents. Today, Jamaica Plain is a diverse and vibrant neighborhood known for its historic architecture and community-focused atmosphere.

Current Real Estate Market in Jamaica Plain

The real estate market in Jamaica Plain is currently thriving, with a mix of single-family homes, multi-family units, and condominiums available for sale. The neighborhood is known for its Victorian and colonial-style houses, many of which have been renovated and updated to appeal to modern buyers. Despite its popularity, Jamaica Plain remains relatively more affordable compared to other neighborhoods in Boston, making it an attractive option for first-time homebuyers and young families.

Popular Amenities in Jamaica Plain

Jamaica Plain offers a variety of amenities that appeal to residents and visitors alike. The neighborhood is home to the Arnold Arboretum, a 281-acre botanical garden managed by Harvard University. Residents also have access to the Jamaica Pond, a picturesque body of water surrounded by walking trails and parks. In addition, Jamaica Plain boasts a thriving restaurant scene, with a range of dining options that cater to diverse tastes and preferences.

Future Developments in Jamaica Plain

As Jamaica Plain continues to grow in popularity, there are several future developments in the works to further enhance the neighborhood. Plans are underway for the redevelopment of the Forest Hills area, which will introduce new residential and commercial spaces to the community. Additionally, the city of Boston has committed to improving public transportation in Jamaica Plain, with the construction of new bus routes and bike lanes to make commuting easier for residents.

Investing in Jamaica Plain Real Estate

Investing in Jamaica Plain real estate can be a wise decision for those looking to diversify their portfolio or secure a long-term investment. The neighborhood's strong rental market and steady appreciation rates make it a stable and desirable location for property owners. With its convenient location, historic charm, and vibrant community, Jamaica Plain continues to attract buyers and renters seeking a dynamic urban lifestyle in Boston.

Our website features the best Jamaica Plain, Boston, MA real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Jamaica Plain, Boston, MA Homes for Sale

Avg. No of Beds
Avg. No of Baths
Avg. Living Ft2
Avg. Listing Price
Cost per ft2
Days on Market

Curious about what’s happening in the Jamaica Plain, Boston, MA real estate market? Sign up for a  Jamaica Plain, Boston, MA Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Jamaica Plain, Boston, MA Homes for Sale

34 Goldsmith St Unit 1, Boston
$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. 11/1 1-2:30pm.

34 Goldsmith St Unit 1, Boston

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

41 School St. Unit 1, Boston
$3,450
3 Beds ⋅ 2 Baths ⋅ 73586727 MLS
JAMAICA PLAIN: Gorgeous 3-bed/2-bath condo, completely renovated top to bottom. Video Walkthrough: https://youtu.be/EGItUXSx09Y HEAT & HOT WATER INCLUDED! This light-filled home checks every box for comfortable, low-maintenance city living.Gleaming hardwood floors run throughout, and the spacious living room is full of character with original period details paired with a dramatic bow-front window that floods the space with natural light — a perfect spot for morning coffee or curling up with a book. The open flow from living space into the eat-in kitchen makes this unit ideal for both everyday living and entertaining.Both bathrooms have been fully renovated with ceramic tile floors, tiled showers, and modern medicine cabinets — move-in ready with zero updates needed. The primary bedroom is a true retreat, with its own bow-front windows echoing the living room's charm and a large closet for storage. The second bedroom offers a double closet, while the third bedroom is generously sized with its own closet as well — flexible enough for a home office, nursery, or guest room.The eat-in kitchen is a showstopper: ceramic tile floors, all-new stainless steel appliances including a 5-burner gas stove, refrigerator, dishwasher, and disposal, plus a deep stainless sink. Butcher block counters and new cabinetry with open shelving add warmth and style, and a metal pot-and-pan organizer keeps everything within easy reach while cooking.Practical touches make daily life easier: a dedicated mudroom houses a full-size washer/dryer plus a private back entrance for convenient, direct access — no hauling laundry through the building. One deeded off-street parking space is included, a rare and valuable amenity in this part of JP.Location is unbeatable: just a short walk to the Stony Brook T stop for an easy commute into Boston, along with neighborhood favorites like Ula Cafe, Chilacates, and Samuel Adams Brewery. Enjoy quick access to the Southwest Corridor Park for running, biking, and green space, plus the shops and restaurants of Centre Street and Jackson Square. A wonderful opportunity to own a beautifully updated, sun-filled condo in one of Boston's most beloved neighborhoods.

41 School St. Unit 1, Boston

Listing courtesy of Listing Agent: Thomas O'Connor from Listing Office: Conway - West Roxbury.

133 South St. Unit 1, Boston
$4,300
3 Beds ⋅ 2 Baths ⋅ 73586725 MLS
JAMAICA PLAIN MONUMENT AREA! VIDEO: https://youtu.be/f5JdFHJMLAI Completely renovated 3 bedroom unit with 2 full baths and central AC plus in-unit washer & dryer. Light and bright rooms with gleaming wood floors, spacious layouts, and high ceilings throughout. Fantastic eat-in kitchen with granite counters and stainless appliances including gas stove, microwave, dishwasher, disposal, and trash compactor. Insulated windows paired with a newer gas hot air furnace for maximum utility efficiency. Fenced-in shared patio space with garden boxes available for flowers or vegetables. Basement storage area included. Ideally situated equidistant between Jackson Square and Forest Hills T stations on the Orange Line, with easy access to the Monument Square area and everything JP Centre has to offer. Walk to Jamaica Pond in minutes, one of the crown jewels of Boston's Emerald Necklace park system and perfect for jogging, kayaking, and sunset strolls along the water. The Arnold Arboretum is also just a short walk away, offering acres of Harvard-managed grounds, walking trails, and seasonal blooms. Centre Street's shops and restaurants are all within easy walking distance, including JP Licks for homemade ice cream, City Feed and Supply for local groceries and coffee, Ula Cafe for sandwiches and espresso, Blue Frog Bakery for fresh pastries, and Centre Street Cafe for weekend brunch. Ten Tables and Roundhead Brewing Co. round out the neighborhood's dining and craft beer scene, while the Loring Greenough House hosts community events and a summer beer garden right on Centre Street. Papercuts J.P. and Boing! Toy Shop round out a great lineup of independent shops for weekend browsing. Commuters will appreciate quick access to the Arborway and Jamaicaway for a straight shot into downtown Boston. Peters Hill inside the Arboretum offers one of the best skyline views in the city, and Whole Foods and Stop & Shop are both a short drive away for grocery runs. The Southwest Corridor Park bike path also connects the area toward the Back Bay for an easy car-free commute. This is a rare opportunity to own a beautifully updated home in one of Jamaica Plain's most walkable and desirable pockets, close to parks, transit, and everyday conveniences. Don't miss your chance to make this move-in ready unit your new home!

133 South St. Unit 1, Boston

Listing courtesy of Listing Agent: Thomas O'Connor from Listing Office: Conway - West Roxbury.

41 School St. Unit 1, Boston
$2,950
2 Beds ⋅ 2 Baths ⋅ 73586719 MLS
JAMAICA PLAIN: Video Walkthrough: https://youtu.be/EGItUXSx09Y Gorgeous 2-bed/2-bath condo, completely renovated top to bottom. HEAT & HOT WATER INCLUDED! This light-filled home checks every box for comfortable, low-maintenance city living. Gleaming hardwood floors run throughout, and the spacious living room is full of character with original period details paired with a dramatic bow-front window that floods the space with natural light — a perfect spot for morning coffee or curling up with a book. The open flow from living space into the eat-in kitchen makes this unit ideal for both everyday living and entertaining, whether you're hosting a dinner party or just enjoying a quiet night in. Both bathrooms have been fully renovated with ceramic tile floors, tiled showers, and modern medicine cabinets — move-in ready with zero updates needed. The primary bedroom is a true retreat, with its own bow-front windows echoing the living room's charm, plenty of room for a king-size bed, and a large closet for storage. The second bedroom is generously sized as well, with a double closet and enough flexibility to work as a home office, nursery, or guest room depending on your needs. The eat-in kitchen is a showstopper: ceramic tile floors, all-new stainless steel appliances including a 5-burner gas stove, refrigerator, dishwasher, and disposal, plus a deep stainless sink. Butcher block counters and new cabinetry with open shelving add warmth and style, and a metal pot-and-pan organizer keeps everything within easy reach while cooking — there's even room for a small table for casual meals. Practical touches make daily life easier: a dedicated mudroom houses a full-size washer/dryer plus a private back entrance for convenient, direct access — no hauling laundry through the building or up and down stairs. One deeded off-street parking space is included, a rare and valuable amenity in this part of JP where street parking can be a challenge. Location is unbeatable: just a short walk to the Stony Brook T stop for an easy commute into Boston, along with neighborhood favorites like Ula Cafe, Chilacates, and Samuel Adams Brewery. Enjoy quick access to the Southwest Corridor Park for running, biking, and green space, plus the shops and restaurants of Centre Street and Jackson Square. A wonderful opportunity to own a beautifully updated, sun-filled condo in one of Boston's most beloved neighborhoods.

41 School St. Unit 1, Boston

Listing courtesy of Listing Agent: Thomas O'Connor from Listing Office: Conway - West Roxbury.

15 Peter Parley Rd, Boston
$1,125,000
6 Beds ⋅ 2 Baths ⋅ 73586352 MLS
Offered for the first time in more than 60 years, 15 Peter Parley Road presents a rare opportunity to own a well-maintained two-family residence in Jamaica Plain. Built in 1905, this family-owned property combines original architectural details with flexible living space and future possibilities.The home offers approximately 2,828 square feet of living space and includes a framed third-floor area that may provide expansion opportunities, subject to buyer verification and applicable approvals. The property features six bedrooms and two full bathrooms across two levels.Situated on a 6,355-square-foot lot, the property is conveniently located near Franklin Park, Green Street MBTA Station, shopping, dining, and neighborhood amenities. New decks overlook the private, level backyard, providing additional outdoor living space.Original character is evident throughout the home, including hardwood floors, built-in cabinetry in the living and dining rooms, walk-in pantries, solid wood interior doors with original hardware, and front and rear common stairways.Nearby recreational destinations include Franklin Park Zoo, William J. Devine Golf Course, Arnold Arboretum, and Jamaica Pond. The flexible floor plan, preserved period details, and expansion potential make this a unique opportunity in one of Boston's most vibrant neighborhoods. The Owner is selling this property as is.

15 Peter Parley Rd, Boston

Listing courtesy of Listing Agent: Andrew Lane from Listing Office: Bantry Way Brokerage.

105 Walk Hill St Unit 2, Boston
$650,000
3 Beds ⋅ 2 Baths ⋅ 73581960 MLS
Rare townhouse-style condo offering the space and privacy of a single-family alternative in Jamaica Plain. With just 2 units arranged side-by-side, this 3-bedroom, 1.5-bath home offers true multi-level living with no neighbors above or below, private outdoor space, along with TWO parking spaces—one garage and one off-street—a rare combination in a fantastic Jamaica Plain location. The main level opens to a spacious front living room with hardwood floors, a wood-burning fireplace, and a charming bay window with a built-in window seat. Just off the living room is the renovated kitchen, which offers newer stainless steel appliances, including a Viking range, and an adjacent comfortable dining area. A bright four-season sunroom provides versatile bonus space for a home office, sitting room or den, and a convenient half bath and pantry add to the functionality of the main level. Upstairs are three bedrooms and a beautifully renovated full bath featuring sleek modern finishes and a tiled tub/shower. The spacious primary bedroom easily accommodates a king-size bed, the second bedroom is generously queen-sized, and the third works well as a small bedroom, nursery or home office. A large private basement with tall ceilings provides laundry, abundant storage and excellent potential for future finished bonus space. Additional features include a private patio and yard, and a beautiful Jamaica Plain setting surrounded by green space, neighborhood amenities and public transportation. A unique opportunity to enjoy the privacy, parking and multi-level living of a single-family home with the ease of condo ownership.

105 Walk Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

57 Brookside Ave Unit 12, Boston
$349,000
1 Beds ⋅ 1 Baths ⋅ 73581113 MLS ⋅ ['Artists Brookside'] BLDG.
A creative space to call home. Located in the Artist/Brewery District of Jamaica Plain and within the converted Steadfast Rubber Factory; known today as The Brookside Artists Lofts. This converted industrial to artist community offers a unique opportunity to live, work and create your own unique setting; where your creativity and character will come together as one. Featuring a dedicated studio plus a separate skylit sleeping loft, this bright and inviting home offers flexibility for both every day living and artistic pursuits. Exposed wood beamed ceilings and original wide plank floors add warmth and architectural style while a dedicated sitting area creates the perfect spot to read, sketch or enjoy the natural light. Design a private garden at both your front entrance and bonus backyard; an ideal space to create meaningful social and professional connections amongst your neighbors. The condominium is awaiting your decorating talents, unique personality and artistic goals. Whether you envision an aspiring studio, a cozy home or a place where your creative life can truly take root, this is an opportunity worth exploring. Simply put…A chance to own an affordable and unique space with an atmosphere that feels anything but ordinary. Visit the Arboretum, fish or jog at Jamaica Pond, dine and shop on Centre and South Streets or Jackson Square, close to medical areas, Boston Proper, public transportation. Important: This is an income qualified artist community. Buyer must meet all eligibility requirements and possess an Artist Housing Certificate. This s is a BPDA 80% AMI income and deed restricted home. Income eligibility and resale restrictions apply. Won't last!

57 Brookside Ave Unit 12, Boston

Listing courtesy of Listing Agent: Bill Skerry from Listing Office: Keller Williams Realty.

38 Spring Park Avenue Unit 1, 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.

38 Spring Park Avenue Unit 3, Boston
$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.

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.

How much is your home worth?

Get instant property value now!