Jamaica Plain Homes For Sale & Real Estate

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.

$450,000

1 Beds ⋅ 1 Baths ⋅ 73568121 MLS ⋅ ['Wise Chestnut Condominium'] BLDG.

Welcome to 6 Chestnut Avenue #1 - a beautifully renovated condo in the heart of Jamaica Plain. Ideally located a few steps from Centre St and the Jackson Sq Orange Line T, this home offers a combination of modern design, easy living and access to the best of Boston. The artfully designed interior features a hyper-functional kitchen with two-tone cabinetry, quartz countertops, stainless steel appliances, LED lighting, and tasteful finishes. Hardwood floors run throughout the home, creating a warm, comfortable feeling. The bathroom features modern custom tile work, floating vanities, and polished chrome fixtures for a clean, contemporary look. Every detail in the home feels both stylish and comfortable. Additional amenities include dedicated basement storage, in-unit laundry and a low condo fee. Enjoy being in close proximity to local restaurants, shops, cafés, and markets, or a quick ride on the T to destinations throughout Boston, including Assembly Row. Whether you're commuting, exploring the neighborhood, or relaxing at home, this condo puts you close to it all.

6 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: Harry Silverstein from Listing Office: Keller Williams Realty Boston Northwest.

$397,457

2 Beds ⋅ 1 Baths ⋅ 73567716 MLS ⋅ ['Back Of The Hill Condominiums'] BLDG.

Mayor's Office of Housing (MOH) Income Restricted Resale Condo in Jamaica Plain. This two-bedroom, three-level townhouse condo includes one bathroom, in-unit washer/dryer, common outdoor space, extra storage in the basement, and one deeded parking space. The Heath Street Green Line stop and multiple bus stops close by.This condo is subject to MOH approval of the buyer's eligibility application. To purchase, a 1-person household (HH) must earn under $96,000, a 2-person HH under $109,700, 3-person HH under $123,400, 4-person HH under $137,400, and 5-person HH under $148,100. Please inquire for larger HH sizes. Buyer(s) must obtain a 30-year fixed-rate mortgage conforming to Fannie Mae guidelines, with a Loan-to-Value (LTV) ratio less than or equal to 97% of the maximum resale price. Buyer(s) must also have less than $100,000 in countable assets (excluding many retirement and education savings accounts). 80% AMI Unit. Eligible buyer(s) must be first-time homebuyers, or have not owned property within the past three years. First showings at the Open House. Saturday, August 29th 11:30AM-1:30PM and Sunday, August 30th 12:30PM-2:30PM.

2 Eugene Circle Unit 24, Boston

Listing courtesy of Listing Agent: Richard Hornblower from Listing Office: Coldwell Banker Realty - Boston.

$849,000

3 Beds ⋅ 3 Baths ⋅ 73567464 MLS

Why buy a condo when you can own a fully renovated single-family home for a similar price—with no HOA fees, a private backyard, and 480 sq. ft. of basement storage? This stunning 3-bedroom, 3 full-bathroom single-family home offers modern comfort, quality craftsmanship, and private outdoor living just steps from Stony Brook Station. Thoughtfully renovated from top to bottom, the home features brand-new electrical, plumbing, HVAC, windows, kitchen, bathrooms, hardwood flooring, staircase, lighting, siding, and finishes throughout. Additional highlights include soaring ceilings, recessed lighting, exclusive basement storage, and a private enclosed brick patio—perfect for relaxing or entertaining. Located on a quiet one-way street with abundant street parking, this home is just steps from restaurants, shops, grocery stores, the Southwest Corridor Park, the Stony Brook Orange Line station, and the Samuel Adams Brewery. Unrestricted street parking directly outside and nearby—no resident permit required. Fully renovated with permits and final inspections completed.

41 Haverford St Unit 41, Boston

Listing courtesy of Listing Agent: Carlos Xu from Listing Office: Lexwin Realty.

$925,000

4 Beds ⋅ 4 Baths ⋅ 73567344 MLS

A unique single family in the heart this vibrant Jamaica Plain neighborhood! This spacious single-family 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!

3 Round Hill St, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.

$699,000

3 Beds ⋅ 2 Baths ⋅ 73566452 MLS ⋅ ['33 Plainfield St Condominium'] BLDG.

Quiet, green space in the middle of JP. Pet friendly, unique location, half a mile from Forest Hills or Green Street stop, Close to English, Franklin Park, Arboretum and the Midway Cafe! Unit is spacious, and updated. Central AC! Walk home from the T or park your car in one of the two spots at the back of the property. Make dinner in the updated kitchen, or order in at one of the many area restaurants. Head out to the back deck and watch the sun go down over the quiet and green neighborhood, or take advantage of the many walking trails through nature, Franklin park, the Arboretum or Corridor park. The late night scene is hopping with downtown Boston a few Orange line stops away. The main bedroom looks out on to a wooded lot for peaceful green views. Work from home with the extra office space rare in this area. Pet and kid friendly condo association supports gardening and low condo fees. Private extra storage in the basement. New vinyl siding recently and new plumbing work recently done. Building was renovated and converted to condos in 2013. Planet fitness 3 minutes away. Best public Golf course in Boston the William J Devine course nearby. 5 New tennis courts walking distance at Franklin park. Neighborhood is very walking friendly with infrastructure improvements and very low traffic streets. Don’t miss- rates are not projected to go down anytime soon! Some photos may be digitally staged.

33 Plainfield St Unit 2, Boston

Listing courtesy of Listing Agent: Nathan Seavey from Listing Office: Leading Edge Real Estate.

$1,220,000

3 Beds ⋅ 3 Baths ⋅ 73565152 MLS ⋅ ['10-14 Boylston Place Condominium'] BLDG.

Contemporary design, exceptional craftsmanship, and spectacular outdoor living define this beautifully appointed 2016-built townhouse tucked away on a quiet side street in the heart of Jamaica Plain. This welcoming residence is just steps from the Stony Brook MBTA station, Southwest Corridor Park, Longwood Medical Area, and JP’s vibrant restaurants, cafés, breweries, and shops.A heated garage with direct entry opens to an impressive main level where radiant-heated acid-washed concrete floors, oversized windows, and a gas fireplace create an inviting atmosphere for everyday living and entertaining. The chef’s kitchen is thoughtfully designed with custom cabinetry, granite countertops, JennAir stainless steel appliances, and abundant storage, seamlessly flowing into the spacious living and dining areas. A stylish powder room completes the first floor.The upper two levels feature three generously sized bedrooms and two beautifully finished full baths with rich cherry hardwood flooring throughout. Occupying the entire top level, the luxurious primary suite offers a private balcony, walk-in closet, and spa-inspired bath, creating a peaceful retreat.The showpiece of the home is the private rooftop terrace—an exceptional extension of the living space with natural gas and water connections, perfect for outdoor dining, grilling, entertaining, or relaxing while enjoying beautiful sunsets and views across the tree-lined Southwest Corridor Park.A rare opportunity to own a move-in ready townhouse in one of Boston's most sought-after neighborhoods.

10 Boylston Pl Unit 10, Boston

Listing courtesy of Listing Agent: Susan Fei from Listing Office: United Real Estate, LLC.

$975,000

2 Beds ⋅ 3 Baths ⋅ 73564646 MLS

Originally Single Family Urban Living or Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat (after modifications to return it to a SF) or currently a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with additional washer/dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: David Elliott from Listing Office: David W. Elliott.

$1,795,000

12 Beds ⋅ 5 Baths ⋅ 73563820 MLS

Fully occupied three-family in the heart of Jamaica Plain, one of Boston’s most vibrant and walkable neighborhoods. Three oversized units, all currently leased, with a current rent roll exceeding $143,000 annually and every unit rented through August 2027.Features include forced-air heating systems, updated electrical, stone and stainless steel kitchens, in-building laundry, and three large rear decks. The property also offers a finished attic, a semi-finished basement, and a paved rear and side yard.Set among Jamaica Plain’s tree-lined streets, the location puts you moments from the shops, cafes, and restaurants of Centre Street, the green expanse of Jamaica Pond, and the Emerald Necklace, with convenient Orange Line access for an easy commute downtown. Farmers markets, local breweries, and some of the city’s best dining round out a neighborhood known for its character and community.Full rent roll, leases, and financials available upon request.

12 Dalrymple Street, Boston

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

$389,000

1 Beds ⋅ 1 Baths ⋅ 73563213 MLS ⋅ ['Jamaica House Condominium'] BLDG.

Rarely available, large, spacious 1-bed, 1-bath garden-level unit in a top commuter location. Move right in to this tastefully renovated home with a large open layout and updated kitchen and bath. Beautiful hardwood flooring and a nice-sized bedroom. Easy access to Longwood Medical, Green St T station, and the Emerald Necklace. Close to Centre St-JP shopping and dining district and Whole Foods. Enjoy the outdoors at Arnold Arboretum and Jamaica Pond. A low condo fee and an amazing location make this condo an easy choice for owner-occupants and investors alike!

804 Centre Street Unit 8, Boston

Listing courtesy of Listing Agent: Roy Schwartz from Listing Office: Coldwell Banker Realty - Brookline.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73562991 MLS

WOW! Don't miss out on this beautifully renovated 1912 home in the Woodbourne Historic District blends original character with completely updated systems. Beautiful hardwood floors, a grand staircase, soaring ceilings, and oversized windows bring warmth and charm throughout the open concept main level. The kitchen features quartz countertops and backsplash, new appliances, island seating for four, gold fixtures, and warm wood accents. The main floor also offers a three quarter bath and laundry. Upstairs are the primary bedroom with a rare walk in closet, two additional bedrooms, and a full bath. Updates include a new roof, windows, insulation, 200 amp electrical service, all new plumbing, and two zone heating and cooling. Enjoy front and rear yards, a side porch entrance, and a paved driveway. Conveniently located minutes from Forest Hills Station, Centre Street, and the 281 acre Arnold Arboretum. Original character and modern systems rarely come together this well.

302 Wachusett St, Boston

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.

$699,900

2 Beds ⋅ 2 Baths ⋅ 73562910 MLS

Best deal in town! 2 beds. 2 baths. Off street parking. Private outdoor space. Laundry in unit. Walk to all. This pretty condo in the heart of Jamaica Plain offers a unique floorpan balancing great living and entertaining space, with private bed and bath retreats. Experience the convenience of city living in a neighborhood setting, with access to greenspace, biking paths and walking trails. Situated just steps from the Arboretum, shops, and restaurants, this home was thoughtfully designed with ample closet space, in unit laundry and systems, an open-plan light-filled kitchen/dining/living area with gas fireplace and center island/breakfast bar. The kitchen features stainless appliances, granite counters and generous cabinets. Down the hall, you'll find laundry, a bedroom and updated full bath. The lower level offers its own retreat, with another bedroom and modern full bath. In addition to all the unit has to offer inside, you also have direct access to exclusive outdoor space to grill or relax. Pet friendly. Central air. One assigned off street parking space. Plenty of storage, in unit and out. Too good to keep scrolling - come see it today!

24 Custer St Unit 1, Boston

Listing courtesy of Listing Agent: Mary Ellen McDonough from Listing Office: Donahue Real Estate Co..

$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.

$975,000

2 Beds ⋅ 3 Baths ⋅ 73561593 MLS

Urban Living with Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat or a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with with full bathroom and washer & dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: David Elliott from Listing Office: David W. Elliott.

$795,000

2 Beds ⋅ 2 Baths ⋅ 73560653 MLS

Jamaica Plain / Prime Hyde Square location 2020 construction top-floor two-bedroom/two-bathroom offers nearly 1,250 sq ft of well-designed living with oversized windows on all four sides and exceptional natural light. The open-concept layout features high ceilings, refined finishes, and seamless access to a rare private deck. The kitchen is equipped with JennAir stainless steel appliances, quartz countertops, and generous pantry storage. Two spacious bedrooms include a primary suite with a spa-inspired bath and custom closets. Additional features include Marvin windows, built-in speakers, central air, in-unit laundry, spray-foam insulation for efficiency and sound separation, and high-efficiency heating and hot water systems. Basement Storage. Convenient to the MBTA, Southwest Corridor Park, and bike path with direct access to Downtown Boston.

17 Chestnut Unit 3, Boston

Listing courtesy of Listing Agent: Frank Carroll Homes Team from Listing Office: Compass.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73555939 MLS

New construction 3 bed 2 ba w private deck, with garage parking private deck & roof rights! Introducing the residences at 2 Weld hill, A collection of 9 state of the art new construction homes offering unparalleled modern 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 luxury 3 bedroom 2 bath flat featuring sprawling wide open living space flowing seamlessly to your private deck. The open concept living & dining areas sets the perfect stage for entertaining. 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 PH2, Boston

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

$799,000

3 Beds ⋅ 1 Baths ⋅ 73555931 MLS

Fabulous top floor (3rd floor), 3 bedroom, 1 bathroom Jamaica Plain condo with central A/C, in-unit laundry, a huge shared yard, and deeded off-street parking. From the moment you enter the private interior staircase flanked by two stained glass windows, you'll be struck by this home's character, architectural details, and stylish accents. The expansive, sunny living room features one of the home's dramatic vaulted ceilings, exposed wood beams, and an adorable pair of lunette quarter windows - solidly distinguishing the space far from the ordinary. Gorgeous wide plank pine floors are warm and inviting. Generously sized bedrooms and an eat-in kitchen with pantry enhance the ideal flexible layout. Many recent improvements: induction range ('22), washer/dryer ('22), refrigerator ('24), and more. The deeded storage area in the basement was nicely finished and currently serves as a cozy work-from-home space. Retreat to your private covered rear porch offering partial downtown views and 4th of July fireworks! The unusually large, level, shared back yard features a majestic silver maple tree and has served as a gathering space for everything from birthdays to block parties. Pride of ownership is evident in this three unit, 100% owner occupied building. Enjoy being close to shopping, Whole Foods, Stop & Shop, and JP's vibrant food scene featuring many types of cuisine. Very convenient to Longwood Medical Area. Commuting downtown is also a breeze via nearby Stony Brook T stop (Orange Line); or grab a Bluebike at Stony Brook to use along the Southwest Corridor's bike path to Back Back Station. Bus route 41 is also right at the end of Wyman street. Spend your downtime in green space exploring Jamaica Plain's portion of The Emerald Necklace with hundreds of acres of curated and natural beauty at Harvard University's Arnold Arboretum, Olmsted Park, Franklin Park, and Jamaica Pond. This lovingly maintained home is move-in-ready and provides the perfect place to create your life's next chapter. A virtual tour is posted on MLS.

42 Wyman St Unit 3, Boston

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

$485,000

2 Beds ⋅ 1 Baths ⋅ 73555234 MLS ⋅ ['Pond Place Condominiums'] BLDG.

Welcome to this high first floor Pondside Jamaica Plain condo at 90 Bynner St, #4! This charming 2 bed + office residence boasts classic historic detail, hardwood floors throughout, abundant natural light from 10 total windows. A flexible solarium off the main area serves as the ideal work-from-home office or light-filled sunroom. Enjoy city views and relaxing evenings on the incredible common roof deck. Perfectly situated just across from the MSPCA for all you pet lovers, only one block to Whole Foods Market, and a block to Olmsted Park and Leverett Pond along the Emerald Necklace trails. Commuting is effortless with easy access to the MBTA Green Line (E Line), the 39 bus route at your doorstep, and close proximity to the VA Hospital, Harvard Medical School, and Longwood Medical Campus and associated hospitals. Complete with bike storage and common laundry, this location delivers unbeatable convenience to JP dining, local shops, and the great outdoors.

90 Bynner St Unit 4, Boston

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 73554403 MLS ⋅ ["At Doyle's"] BLDG.

Where history meets modern design. One Gartland introduces sixteen thoughtfully crafted condominium residences that honor the legacy of Doyle’s while ushering in a new chapter for Jamaica Plain’s Stonybrook neighborhood. Light-filled interiors, floor-to-ceiling windows, and private balconies create a seamless connection between home and city life. Each residence features open kitchen, living, and dining spaces designed for both everyday living and entertaining, with room for full dining tables, generous seating, and expansive kitchen islands. Custom hardwood cabinetry, paneled appliances, and Taj Mahal quartz counters deliver timeless craftsmanship and understated luxury. Oak floors, solid-core doors, spa-inspired baths, and superior soundproofing complete each home. Residents enjoy elevator access from the garage plus ground-floor retail and a rooftop bar and terrace overlooking the neighborhood. Moments from Franklin Park, the Southwest Corridor, and JP favs like Third Cliff Bakery.

One Gartland Street Unit 3C, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.

$499,900

1 Beds ⋅ 1 Baths ⋅ 73553617 MLS ⋅ ['The Parkline'] BLDG.

Welcome to The Parkline, where contemporary design meets energy-efficient living. This spacious one bedroom one bathroom home featuring an open, flexible layout ideal for entertaining, dining or working from home. Oversized windows fill the residence with natural light, highlighting wide-plank wood floors and clean, modern finishes. The sleek kitchen offers contemporary cabinetry, quartz countertops, designer tile accents and premium Samsung Bespoke appliances. A beautifully finished bathroom, generous bedroom and private in-unit laundry complete the interior. This Net Zero Ready building provides assigned off-street parking, EV charging, secure bike storage and private storage. Ideally located near Jamaica Plain’s vibrant shops and restaurants. Modern comfort, thoughtful design and exceptional convenience all in one impressive home.

27 Dixwell St Unit 4A, Boston

Listing courtesy of Listing Agent: Mark Savage from Listing Office: Byrnes Real Estate Group LLC.

$399,000

1 Beds ⋅ 1 Baths ⋅ 73553458 MLS ⋅ ['Jamaicaway Tower And Townhouses'] BLDG.

GREAT PRICE IMPROVEMENT! Well maintained with excellent updates! 4th floor one bedroom facing east. Light and bright with expansive closet space. The combination living and dining room offers flexible space with excellent opportunity for a home office. The kitchen has been updated with stainless appliances, pantry closet and newer countertops. The bedroom is large enough for a king bed and also has great storage with shuttered window treatment. This unit has a private balcony not connected to any other units. The parquet flooring is in excellent condition and the fan coils and thermostats have been replaced. Truly a turnkey property in a wonderful location for Longwood Medical and downtown Boston. Jamaicaway Tower and Townhouses offers 24/7 doormen, heated in ground pool, tennis court, onsite management and maintenance and fitness rooms. A stable and interesting community with opportunities to participate in a host of activities. Truly a great place to call home!

111 Perkins Street Unit 045, Boston

Listing courtesy of Listing Agent: Elane Fine from Listing Office: William Raveis R. E. & Home Services.

$565,000

1 Beds ⋅ 1 Baths ⋅ 73552921 MLS

Open loft-style penthouse condo with over 970 square feet and 9+ foot ceilings. White walls and light wood flooring throughout create a bright, open layout. Kitchen features white cabinetry, concrete-look countertops, open wood shelving, and stainless steel appliances. Custom light wood spiral staircase leads to the private 500 square foot roof deck, finished with wood decking and open skyline views. Bathroom includes white hexagon floor tile, a black accent tile shower, floating vanity, and black fixtures. Mudroom-style entry with built-in shelving and coat storage. One tandem parking space included. Low condo fee. Located in Jamaica Plain, a few blocks from groceries, restaurants and coffee shops. Jackson Square Orange Line stop is a short walk away, with access to the Southwest Corridor bike path. Downtown Boston is roughly 10-15 minutes by train.

21 Lamartine St Unit 3, Boston

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$540,000

2 Beds ⋅ 1 Baths ⋅ 73552582 MLS ⋅ ['Robinwood Condominium Trust'] BLDG.

Second-floor sanctuary in vibrant Jamaica Plain blends urban convenience with abundant green space. This condo features 2 spacious bedrooms w/ generous closets and oversized windows flooding the unit with natural light. The open-concept kitchen showcases SS appliances and stone countertops anchored by a cozy breakfast bar that flows seamlessly into the oversized living room with room for a dining room table. Soaring ceilings and excellent overhead lighting enhance the airy feel throughout. A private balcony accessible via slider offers the perfect retreat for morning coffee or evening relaxation. The full bathroom is in excellent condition with a tiled tub/shower. Off-street parking included. Located near the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, with easy access to the Orange line & MBTA for quick commutes downtown or directly into Longwood Medical and Back Bay. Great for investors and savvy owner-occupants seeking both lifestyle and income opportunity.

4 Robinwood Avenue Unit 6, Boston

Listing courtesy of Listing Agent: The Stakem Group from Listing Office: Leading Edge Real Estate.

$599,000

3 Beds ⋅ 1 Baths ⋅ 73550989 MLS

Welcome to this charming 3 bed 1 bath Brownstone just a block from vibrant Hyde Square! This condo provides a perfect combination of space and convenience, and is ready for you to add your own unique touch. The whole space has been freshly painted and features wide plank hardwood flooring throughout the kitchen and living room and beautiful fir hardwood in the bedrooms. Natural light floods the living area through large bay windows at the front of the building. There is a covered private deck off of one of the bedrooms allowing you a shady outdoor space to dine al fresco. The roof was replaced in 2025 and the water heater is new in 2022. There is a large private storage locker in the basement. Easy commute to Longwood Medical and just a couple blocks to Centre Street, Whole Foods, the green and orange lines, and countless shops and restaurants (including Mike and Patty's, Mario's, Abuela's Table, and Momo Masala)—city living at its finest!

124 Day St Unit 2, Boston

Listing courtesy of Listing Agent: Robert Oteri from Listing Office: Jamaica Plain Rentals and Sales, Inc..

$1,179,900

3 Beds ⋅ 2 Baths ⋅ 73550823 MLS

This JP gem is a beautifully designed 3-bedroom, 2-bathroom condo that blends style and functionality with superb indoor/outdoor entertaining and spans 1,644 square feet over two levels. The main level greets you with a sun-drenched, open-concept living, dining, and kitchen area. The sleek kitchen features a modern two-tone cabinet design, tiled backsplash, and Bosch appliances. From the living room, glass sliders lead out to a private balcony. The main level features three bedrooms, including a primary suite with an en-suite bath, a laundry closet, and a built-in sound system. Upstairs is a versatile bonus room ideal for a private home office, den, or fitness area. A glass door opens up to your own massive, private roof deck—a rare feature in the heart of JP. Complete with ample basement storage, a 1-car private garage, and driveway parking for up to 3 cars, this condo offers everything you need for modern city living. Minutes from the Arboretum, T Station, and Centre St.

95 Green St Unit 2, Boston

Listing courtesy of Listing Agent: Ethan Forrest from Listing Office: The Aland Realty Group LLC.

$1,175,000

3 Beds ⋅ 4 Baths ⋅ 73550746 MLS

Brand new construction! Stunning townhouse nearing completion. Direct access from garage parking into mudroom, 1 driveway space also included (2nd space available). Enjoy 9' ceilings, hardwood floors, induction cooking, in-unit laundry at bedroom level. Main level boasts a welcoming foyer with built-ins, expansive hi-end kitchen, oversized living room / dining space +options for custom built-ins, half bath, private oversized farmers porch, & yard ideal for gardening. Fenced association backyard & patio. The 2nd level offers 2 bedrooms, each with walk-through closets + en-suite modern baths. The vaulted top floor has city views, loads of closets, & bonus room ideal as a den, office, or walk-in closet. Efficient heat pumps, a 1-year builder warranty, ask about special financing. Pet-friendly & professionally managed. Prime location near Stony Brook T, Southwest Corridor, Franklin Park, & the Brewery Complex! October '26 move in. 7/8 units UAG. Photos are renderings.

61 Montebello Unit 8, Boston

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

$3,699,000

24 Beds ⋅ 18 Baths ⋅ 73549277 MLS

Rare opportunity to own a turnkey 9-unit brick apartment building in the desirable Egleston neighborhood of Jamaica Plain. This well-maintained asset features an ideal unit mix of six 3-bedroom, 1.5-bath units and three 2-bedroom, 1.5-bath units, offering broad tenant appeal. Solid brick construction provides long-term durability and low maintenance.Ideally located just minutes from major universities, renowned hospitals, downtown Boston, and the Orange Line, the property attracts a diverse tenant base of students, healthcare professionals, and working professionals. Currently generating $228,600 in gross annual income with three vacant units, this asset presents significant upside proforma through lease-up and rental growth.A rare opportunity to acquire a high-quality Boston multifamily asset with immediate value-add potential and long-term appreciation.

3146-3150 Washington St, Boston

Listing courtesy of Listing Agent: Derek Young from Listing Office: Longwood Residential, LLC.

$996,000

3 Beds ⋅ 1 Baths ⋅ 73547892 MLS

Tucked away on a quiet side street just steps from the heart of Jamaica Plain, 21 Starr Lane offers a beautifully updated, low maintenance home in one of Boston's most sought after neighborhoods. Thoughtfully renovated with everyday functionality and clean, modern design in mind, this home provides a comfortable and efficient layout that blends seamlessly with its surroundings. The property also features a garage and private driveway, an added convenience that's hard to find in the city. Enjoy being moments from the local shops, cafes, and restaurants along Centre Street, with easy access to Jamaica Pond and the Arnold Arboretum of Harvard University. Nearby Orange Line access, bus routes, and bike paths make commuting to the Longwood Medical Area and downtown Boston a breeze. A rare opportunity to own a turnkey home in one of JP's most desirable locations.

21 Starr Lane, Boston

Listing courtesy of Listing Agent: Wilbert Berthaud from Listing Office: Chinatti Realty Group, Inc..

$475,000

2 Beds ⋅ 1 Baths ⋅ 73547218 MLS ⋅ ['Pondwalk Condominiums'] BLDG.

Welcome to this inviting two-bedroom, one bath condominium in the heart of Jamaica plain, ideally located near the Longwood Medical Area. Offering 820 sq ft of comfortable living space, this home combines convenience, value, and an exceptional location. Natural light fills the living area, creating a warm and inviting space for relaxing. The functional kitchen includes a refrigerator, stove, dishwasher, and ample cabinet space. Two well-proportioned bedrooms provide flexibility for guests, a home office, or everyday living. Additional features include assigned parking space, on-site laundry, and extra storage. The monthly HOA fee of $478 includes heat and hot water, providing excellent value and convenience. Residents enjoy easy access to MBTA Green Line, major hospitals in the Longwood Medical Area, Jamaica pond, parks, cafés, shopping, and restaurants. This condominium is in one of Boston's most desirable neighborhoods and presents an outstanding value.

425 S Huntington Ave Unit 1, Boston

Listing courtesy of Listing Agent: Ruth Morrison from Listing Office: Village Real Estate.

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Jamaica Plain Homes For Sale & Real Estate

Explore Jamaica Plain homes for sale & real estate and discover one of Boston’s most vibrant and nature-filled neighborhoods. Known for its strong sense of community, historic homes, and access to beautiful green spaces, Jamaica Plain offers a mix of classic Victorian houses, charming triple-deckers, and modern condos, making it a highly sought-after area for homebuyers.

Jamaica Plain, or “JP” as locals call it, is home to the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, providing plenty of outdoor recreation opportunities. The neighborhood features a lively arts and dining scene, with boutique shops, coffee houses, and diverse restaurants along Centre Street. With easy access to downtown Boston via the MBTA Orange Line and commuter rail, Jamaica Plain homes for sale & real estate provide the perfect blend of city convenience and suburban tranquility.

Ready to find your ideal home in Jamaica Plain? Browse our updated listings today to explore available properties. Start your search now and stay connected with the latest updates on Jamaica Plain’s real estate market!

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