Jamaica Plain, MA Houses for Sale

This exceptional American Foursquare sits on a beautiful street in the heart of Jamaica Plain’s Pondside neighborhood. Built in 1906 and beautifully renovated and maintained, a pristine home, together with its finished carriage house, offer a timeless balance of thoughtful updates and rich period details. Morning light ignites the stairwell through stained lead glass; original mantels, built-ins

The Boston Home Team Gibson Sotheby's International Realty

Perched on a corner lot in Sumner Hill, this remarkable Victorian embodies the charm of historic Jamaica Plain. Surrounded by mature trees and stone walls, the home greets you with a striking exterior and inviting front porch. Inside, period craftsmanship shines with five fireplaces, ornate mantels, original pocket doors, and a grand staircase with an exquisite newel post and banister. Sun-filled

The Muncey Group Compass

Very unique, rarely available Pondside offering - renovated modern multi-level townhouse-style home, with a 2nd income-producing unit for ADU: au pair, multi-generational living, or Airbnb. The upper townhouse on 3 floors offers a 2025 renovated kitchen, 3 beds and 1.5 baths, office nook, spacious rooms w/vaulted ceilings, dining room open to living room w/loft elevation, private balcony,

Brenda vanderMerwe Hammond Residential Real Estate

Sleek, spacious, and thoughtfully designed—this modern home blends timeless style with everyday functionality. The open main level features a chef’s kitchen with a waterfall island, custom cabinetry, and high-end appliances, seamlessly connected to a sun-filled living room with a gas fireplace, breakfast dining area and a stylish dining room. Upstairs, the luxe primary suite offers double walk-in

Maria DiLetizia Insight Realty Group, Inc.

Modern design meets effortless style in this standout new construction home. The open main level is built for living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, and custom cabinetry that flows into a spacious living area with a gas fireplace and clean, contemporary finishes. A stylish den with designer millwork adds flexibility for a home

Maria DiLetizia Insight Realty Group, Inc.

A MIX OF HISTORIC ARCHITECTURAL DETAIL with MODERN UPDATES AND AMENITIES, this residence has the best of everything. On a tree-lined side street and Pondside, this well-maintained home offers crown moldings, high ceilings, gleaming hardwood floors, gas fireplaces, decorative diamond-paned windows, french doors, charming window seat and bay windows. The high-end, renovated Kitchen offers Sub-Zero

Barbara Hakim Coldwell Banker Realty - Newton

Step back in time while enjoying modern comfort in this beautifully maintained 1890s Colonial. Full of character and timeless craftsmanship, this home showcases the classic details of the time period. Lovingly cared for by the owners for over 50 years, it blends historic charm with thoughtful infrastructure updates that make it move-in ready. 44 Newbern features 3 Beds and 2 Full Baths with the

Timothy Naber Gilmore Murphy Realty LLC

Gorgeous 2 bed, 1 bath condo has been meticulously updated, exuding style & character throughout. 2nd floor home greets you w/ a stylish dining room featuring built-in hutch, chair rail & gleaming hardwoods. At the front of the unit is a large living room filled with natural light from bay windows and a wonderful study/bonus room with custom cabinetry for additional storage that leads to a front

Christian Iantosca Team Arborview Realty Inc.

Penthouse duplex with private roof deck AND 2 car parking! This no-expense-spared custom build provides for luxury living with an idyllic floorplan, designer finishes throughout, high ceilings, and incredible natural light. Oversized chef's kitchen features hand-crafted cabinetry, professional grade appliances, built-in breakfast bar, and adjacent formal dining area with custom wet bar. Spacious

Adam Geragosian Compass

Step into a fairytale setting! Come see this rare opportunity to own a single-family home tucked away in the historic Woodbourne Neighborhood of JP: a lush hidden hamlet of quiet tree-lined streets & timeless charm. Cherished by the same owner for the past 50 years, this corner situated gem offers 4 bedrooms, 1 full bath, hardwood floors, high ceilings throughout, plenty of natural light,

Sheila Gallagher Donahue Real Estate Co.

Discover your urban oasis at the final available townhouse residence at 176 School Street! This beautifully crafted 2-bedroom, 2.5-bath townhouse combines modern luxury with everyday convenience. Enter through your own private garage and ascend a dedicated staircase to a sun-splashed kitchen outfitted with top-of-the-line Thermador appliances—perfect for the home chef. The generous garage

Adams & Co. Team Real Broker MA, LLC

OPEN HOUSE SATURDAY SEPTEMBER 20, 12-1:30 PM Ideally located stately Colonial home nestled in the heart of JP's Moss Hill neighborhood, offering breathtaking seasonal city views! This ideally located home boasts stunning details throughout, including hardwood flooring and beautiful fireplaces. Updates include sleek new kitchen finishes, brand new stainless steel appliances, a cozy mudroom, crisp

John McHugh Coldwell Banker Realty - Wellesley

Architecturally noteworthy 6-bedroom, 4.5-bath home in Jamaica Plain, close to Centre Street and the Emerald Necklace. This multi-level residence includes garden, patio, main living, and two upper floors with flexible space for bedrooms, offices, and gathering areas. Custom renovations feature mahogany stairwells, hardwood flooring, decorative moldings, and onyx/granite ornamentation in the

G. Stewart Young LandVest, Inc., Concord

Modern Jamaica Plain 2 bedroom 2 bath condo. Stylish design recently renovated bathrooms. Features open concept living and dining space with Stainless Steel Appliances and Gas Fire Place. Condo features plenty of windows, with recess lighting and storage throughout. Recently Renovated Bathroom includes In Unit Washer and Dryer. Spacious Primary Suite includes walk in closet and new private

Adrien and Hughe Group Compass

Stylish 2BR Condo w/ Deeded Parking in JP! Renovated in 2007, this home offers a spacious kitchen w/ cherry shaker cabinets, granite counters & SS appliances. Features include hardwood floors, formal dining w/ built-in hutch, in-unit laundry & central A/C. Two generous bedrooms plus finished lower level w/ 2nd full bath—ideal for office, gym or guest space—plus exclusive storage. Shared yard w/

Stacey Bryant Redfin Corp.

CAPTIVATING 1960s CONTEMPORARY COLONIAL W/ A SOPHISTICATED MODERN CHARM. Nestled on a tranquil cul-de-sac in the coveted Moss Hill neighborhood. Step inside an airy, light-filled space, the center entrance leads to a sunny & spacious living room w/ a stone fireplace & a beautiful bay of casement windows. Adjacent, a sun-drenched dining room offers the perfect setting. The kitchen is updated w/

Marie Cecchetto Focus Real Estate

The Grand Residence, the perfect single-family alternative. A sprawling 4-story, approx. 3,972sf home exuding classic Greek Revival elegance, masterfully juxtaposed w/ the modernity of new construction. This residence features 6 beds, 3.5 baths, including a private guest suite, flex spaces, 2 mudrooms & more. Entering through the charming front porch, the main living floor features an entry w/

Ricardo Rodriguez Coldwell Banker Realty - Boston

Nature lovers delight! Abutting historic 105 acre Allandale Farm on the Boston/Brookline line, is this beautiful Colonial with a back- yard that feels immense and offers scenic views.The space has been renovated to open the floor plan, while maintaining all the original charm. The spacious front-to-back living room has a fireplace, built in bookcases and lovely moldings. The updated kitchen has

Liz Mintz Hammond Residential Real Estate

**Property is an Affordable Housing unit. MOH Deed and City of Boston Affordable Housing Covenant Restriction apply - Asset Limit up to $100K. Mortgage financing obtain by the buyer can be no greater than 97% and adhere to FNMA conforming guideline. Primary Residence Owner Occupied / No Investors. First time buyer with Qualified Certificate. HUD Median Income Limits apply ( must be less than 80%

Chung Chu Central Real Estate

Discover this hidden gem in Roslindale, a 2400+ sqft home lovingly maintained by the same owner for over 40 years. Experience the luxury of space in this stunning home, boasting sprawling living areas that feel endless. A bright sun filled room, cozy living room, and formal dining room invite you to relax, while the massive primary bedroom with ensuite and walk in closet offers a serene retreat.

Aimee Amri Century 21 North East Homes

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

Jonathan Radford Coldwell Banker Realty - Boston

Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 6000 sq ft on an acre, this residence is a sanctuary of sophistication. Experience unparalleled comfort with a geothermal system, 6-zone commercial setup fed by 3 x 600ft closed-loop wells. Radiant floor heat, multi-zone gas furnace, and dual mechanical closets ensure efficiency.

Samantha Stumpo New Brook Realty Group, LLC