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$2,250,000
5 Beds ⋅ 4 Baths ⋅ 73529443 MLS
Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath, sitting area, and access to the backyard oasis. The top floor hosts the primary suite, where exposed beams frame the space, with a marble bath featuring a soaking tub, glass shower, vanity, and open shelving. A balcony and bonus room complete the level. The lower level features heated floors, a bedroom or bonus space, separate shower room, and half bath. Garage and driveway parking complete the home. Moments from Franklin Park's 500 acres of trails, meadows, golf, and canopy paths, offering a setting that feels more Vermont than Boston while close to all that Jamaica Plain has to offer.

24 Sigourney St Unit 2, Boston

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.
$895,000
2 Beds ⋅ 2 Baths ⋅ 73524488 MLS ⋅ ['26 Adelaide Street Condominium'] BLDG.
Welcome to this stunning, fully gut-renovated 2-bedroom, 2-bathroom condo located in one of Jamaica Plain's most premiere neighborhoods. This thoughtfully redesigned home blends modern luxury w/ everyday functionality, offering an open & inviting layout ideal for both entertaining & comfortable living. The stunning kitchen features custom cabinetry, sleek black stainless steel GE Café appliances & elegant quartz countertops, flowing effortlessly into the bright & airy living space, creating a welcoming atmosphere filled w/ natural light. Enjoy the comfort of your spacious primary suite featuring private full bath w/ high end finishes & custom walk-in closet. Additional highlights include the convenience of off-street parking, along w/ exclusive attic & basement storage, providing ample space for all your belongings. Ideally situated in the heart of JP just a stone's throw to Centre Street, Jamaica Pond & public transportation. Truly the perfect blend of luxury, comfort & convenience.

26 Adelaide Street Unit 3, Boston

Listing courtesy of Listing Agent: DelRose McShane Team from Listing Office: Coldwell Banker Realty - Belmont.
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 73524195 MLS
Welcome to this newly constructed 4 bed 3.5 bath architectural masterpiece, where sophisticated design meets unparalleled craftsmanship. Located in Jamaica Plain, one of the city’s most sought after communities, offering the perfect blend of city convenience and suburban comfort. The expansive open concept main floor features oversized windows, rich hardwood floors that flow seamlessly throughout. A chef’s culinary kitchen serves as the heart of the home, boasting custom cabinetry and a striking waterfall island. Outside, a landscaped, fenced yard with a custom patio stands ready for entertaining. Modern high energy efficiency design, two-car garage. This premier location is close to top-rated schools, offers an effortless downtown commute, provides quick access to nearby major medical hubs, and sits just steps from the scenic trails of the historic Arnold Arboretum.

2 Brownson Terrace, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..
$1,549,000
8 Beds ⋅ 3 Baths ⋅ 73523150 MLS
South Mission Hill opportunity! Well maintained multi-family property located in a prime Jamaica Plain location with strong access to public transportation, major hospitals, universities, and local amenities. Positioned near both the Green and Orange Lines, this property offers convenience for commuters, medical professionals, and tenants alike. Located across from a school, the property benefits from added openness and fewer direct neighboring residences. Each unit features hardwood floors, central air, and private rear decks providing ideal outdoor space. Off street parking adds additional value and convenience. Separate utilities with tenants paying their own heat and electric make for an efficient investment setup. Whether you’re looking to expand your portfolio or secure a property in one of Boston’s most desirable rental markets, 12 Schiller St checks all the boxes.

12 Schiller St, Boston

Listing courtesy of Listing Agent: The J. Pavao Team from Listing Office: Keller Williams South Watuppa.
$1,575,000
4 Beds ⋅ 4 Baths ⋅ 73522135 MLS
Secluded on a calm, closed-end JP street, 1 Lennoco Rd is a striking architectural gem blending historic exterior charm with a massive 2021 renovation & addition. This home instantly captures your attention with its steep front gables, artisan Craftsman timber accents, and breathtaking, sweeping cat-slide roofline framing a whimsical garden archway. Abutting an urban wild and cemetery, this private oasis features nearly new systems: Hardie siding, roof, windows, brand new deck, spray-foam, and 4-zone Heat Pump HVAC. Main level boasts open formal living/dining, massive kitchen, cozy family room with sliders out to side deck abutting Urban Wild wilderness. Rare layout puts all 4 bedrooms on the 2nd floor, including a primary suite with 4-piece bath, double vanity, and 2 walk-in closets. Lower level offers direct entry from a 2-car garage with EV charger, mudroom, 3rd full bath, and a flexible room ideal for a home office, gym, or guests. Unmatched tranquility just minutes from Forest Hills T, Arnold Arboretum, Franklin Park. Recently installed new deck.

1 Lennoco Rd, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..
$2,595,000
8 Beds ⋅ 3 Baths ⋅ 73520401 MLS
Rare mixed-use investment opportunity in the heart of Jamaica Plain’s vibrant South Street corridor. This three-unit condominium building features a well-established bakery/café operating since 2004 with a licensed 20x20 patio, alongside two spacious four-bedroom residential units with covered porches. Property offers flexible use and strong income potential, with projected rents of $15,000–$18,000/month with business in place. Commercial space includes walk-in freezer and high-ceiling basement with expansion potential. Additional highlights include updated 400-amp electrical, FHA gas heat, two-car garage, and option to deliver with or without business. Business can be relocated and residential units can be delivered vacant. Plans for four units plus rear townhouse to transfer. Prime location near the Monument, Arboretum, and local shops. Ideal for investors, end users, or redevelopment.

55 South St, Boston

Listing courtesy of Listing Agent: Riley Walters from Listing Office: eXp Realty LLC - Corporate Office.
$1,549,000
9 Beds ⋅ 3 Baths ⋅ 73515805 MLS
A turnkey 3-family home in a highly desirable trophy location. This 3,144-square-foot, 5/5/5, 3-bedroom units 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
2 Beds ⋅ 2 Baths ⋅ 73505745 MLS ⋅ ['Wyman/Forbes'] BLDG.
More than a century ago, this building was a Jamaica Plain schoolhouse. Today, 11 Wyman Street #2B is one of Jamaica Plain's quiet standouts. The 2000s conversion kept the oversized windows, soaring ceilings, and added the oak floors that made the building worth saving. The open kitchen has granite counters and stainless appliances, and the living and dining space is sized for real entertaining. The primary suite with en-suite bath sits apart from the main living area; the second bedroom works equally well as a guest room or home office. In-unit laundry, a new heating system, and one deeded parking space round things out. Now vacant, professionally staged, and ready for a quick close. Pet-friendly building. Minutes from Jamaica Pond, the Arnold Arboretum, Centre Street's shops and restaurants, and the Orange Line at Stony Brook or Jackson Square.

11 Wyman St Unit 2B, Boston

Listing courtesy of Listing Agent: Cities to Coastlines Collaborative Group from Listing Office: The Agency Boston.
$9,450,000
26 Beds ⋅ 23 Baths ⋅ 73484635 MLS
NEW MIXED-USE BUILDING FOR SALE IN JAMAICA PLAIN - Fully stabilized mixed-use building for sale built in 2022 featuring 23 residential apartments and 1 retail unit. High end finishes including modern cabinets & vanities, stone countertops, all new appliances & fixtures, in-unit washer/dryers, and ample natural light. The apartments include five studios, eleven 1-bedroom units, three 2-bedroom units, and four artist live/work lofts. The retail unit is leased to an interior designer until 6/30/28. Conveniently located steps to the Orange Line via the MBTA Green Street station. The property features six parking spots on the premises for additional income. The building also a mail room, bike rack room, and room for trash & recycling. All utilities are separately metered. Current gross income for the building is $810,729.48 annually with a lot of upside potential for rent growth. Floor plans & pro-forma are available upon request.

197 Green, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.
$549,900
1 Beds ⋅ 1 Baths ⋅ 73479556 MLS ⋅ ['American Brewery Lofts'] BLDG.
Welcome home to the Brewery Lofts! This stunning south-facing studio features soaring 14-foot ceilings and oversized commercial windows that bathe the space in natural light. The interior showcases a perfect blend of industrial character and modern living, with striking exposed brick walls and polished concrete floors. A flexible open layout offers a modern kitchen with built-in shelving and butcherblock counters, flowing seamlessly into the expansive living area. This unit includes a separate bedroom alcove, an office area, and the everyday convenience of in-unit washer/dryer and central A/C. Building amenities include an elevator, exercise room, and extra storage in the basement. This pet-friendly association also features a beautiful interior courtyard with BBQ grills for outdoor enjoyment. With garage parking included and easy access to public transportation, local hospitals, and major routes, this home is everything you are looking for. Schedule your private viewing today!

251 Heath St Unit 407, Boston

Listing courtesy of Listing Agent: Paul Shao from Listing Office: REMAX Executive Realty.
$1,300,000
8 Beds ⋅ 6 Baths ⋅ 73478220 MLS
Attention investors and owner-occupants! Exceptional turnkey brick three-family in the heart of Jamaica Plain. This well-maintained asset features two expansive 3-bedroom units and one spacious 2-bedroom unit — each offering 1.5 baths, oversized floor plans, LVP flooring, and stainless steel appliances. The property includes common-area washer/dryer hookups in the basement along with generous private storage areas, adding valuable tenant convenience and long-term rental appeal. Solid brick construction, strong unit mix, and efficient layouts make this a durable, income-producing asset built for sustained performance. Ideally located near downtown Boston, major universities, shops, restaurants, parks, and public transportation, the property benefits from consistent rental demand in one of the city’s most established neighborhoods. A vacant 3-bedroom unit provides immediate income upside, repositioning potential, or an ideal owner-occupant opportunity in a high-demand rental market.

3150 Washington St, Boston

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

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