Jamaica Plain Homes with Colonial Style

Welcome to Jamaica Plain, a vibrant neighborhood located in the heart of Boston, Massachusetts. Known for its rich history, diverse community, and beautiful green spaces, Jamaica Plain offers a unique blend of urban convenience and suburban charm.

As you explore the tree-lined streets of Jamaica Plain, you'll discover a variety of homes with Colonial-style architecture. These timeless properties feature classic design elements such as symmetrical facades, pitched roofs, and traditional detailing. With their elegant aesthetics and historical significance, Colonial homes in Jamaica Plain exude a sense of character and sophistication.

Living in a Colonial-style home in Jamaica Plain allows you to experience the perfect combination of old-world charm and modern amenities. Whether you're relaxing on the front porch, hosting gatherings in the spacious living areas, or enjoying the natural beauty of the surrounding landscape, these homes provide a warm and inviting atmosphere for residents and guests alike.

If you're looking for a place that offers a sense of community, history, and architectural beauty, Jamaica Plain is the perfect destination. Explore the real estate options in this charming neighborhood and discover the timeless allure of Colonial-style homes in one of Boston's most beloved areas.

Newest Jamaica Plain Homes with Colonial Style

$899,999

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..

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 73547625 MLS

Nestled in the coveted Moss Hill neighborhood of Jamaica Plain/Brookline line this NEW 2026 residence provides a peaceful retreat & minutes to Park School, British School of Boston & Dexter-Southfield Schools, Larz Andersen Park, Boston w/its renowned hospitals/universities, Jamaica Pond, & Arnold Arboretum. Home was designed for uncompromising luxury, everyday comfort, & stunning finishes. Spectacular Chef’s Kitchen impresses w/custom cabinetry, Thermador Pro Series SS, 10' island w open concept to LR w/electric fireplace, custom shelving & DR w/custom cabinetry. . Serene Primary retreat showcases 2 custom walk-in closets, tiled shower, soaking tub, water closet & 2 vanities. Ensuite with ¾ bath, 2 additional bedrooms, full bath & laundry room complete the 2nd floor. Lower level can be used as a multi-generational/au pair living space w/ bedroom, 3/4 bath, FR, wet bar, flex space of office/gym, patio & green space. Heated 2 car garage provides direct access to mudroom & 1/2 bath.

15 Conry Crescent, Boston

Listing courtesy of Listing Agent: Sue Brideau from Listing Office: Insight Realty Group, Inc..

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 73545634 MLS

Newly completed and ready to impress, this standout new construction home blends modern design with effortless style. The open main level is made for today’s living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, custom cabinetry, and a seamless flow into the spacious living area with a gas fireplace and crisp contemporary finishes. A stylish den with designer millwork adds valuable flexibility for a home office, media room, or lounge. Upstairs, the airy primary suite offers generous walk-in closets and a spa-like bath with elevated finishes. Three additional bedrooms share a chic hall bath with modern details. Enjoy outdoor living with a private patio, landscaped yard, and the convenience of a two-car garage. With multi-zone heating and cooling, oversized windows, fresh curated finishes, and low-maintenance new construction ease, this home delivers high-impact style in an ideal location near the Arnold Arboretum and the city

12 Allandale Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

$875,000

3 Beds ⋅ 3 Baths ⋅ 73540790 MLS

Completely rebuilt and move-in ready, 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. Fully renovated with permits and final inspections completed.

41 Haverford St, Boston

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

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 73538858 MLS

Recently renovated Colonial in prime Pondside location is a delight throughout. Gracious entry hall leads to living room with gas FP and bay window. Glass door to lovely deck, tranquil enclosed patio and gorgeous garden space. Spacious dining room w/FP and stained glass window. Large center-island kitchen with breakfast bar & stainless steel appliances. Half bath on this level. Second floor is comprised of 3 bedrooms including a wonderful primary suite featuring a new marble bath w/walk-in shower, 2nd full bath and laundry. Exquisitely appointed penthouse level includes den/family room, meditation space and alcove with custom built walnut desk. The fourth bedroom has built-in queen-size bed, custom-designed second full kitchen and large modern bath w/tub.Top floor flows seamlessly from the rest of this spectacular home or can be easily accessed separately and utilized for INCOME. A/C, hardwood floors and high ceilings throughout. Fieldstone basement with 2nd laundry. Parking for 1 car.

10 Brewer St, Boston

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

$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..

$1,625,000

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, + waterproofed 2 car garage.

1 Lennoco Rd, Boston

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

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 73512991 MLS

Ready to be wowed? If you’re seeking a home with true personality—far from today’s cookie-cutter white and gray—you’ve found it. This extraordinary residence is whimsical showcasing stained glass accents, stone walkways, distinctive lighting in every space, charming nooks, classic moldings, original fireplaces, and vibrant tiled baths. A rare blend of historic character, Victorian elegance, and mid-century flair creates a home unlike anything else on the market. Thoughtfully paired with modern updates, it offers both charm and comfort. Featuring four generously sized bedrooms, a finished basement, abundant storage, and flexible spaces for hobbies or work, the home also boasts inviting front and back yards with lush gardens and a welcoming porch. 51 Green St is a truly one-of-a-kind offering—an exceptional opportunity in the center of Jamaica Plain.

51 Green St, Boston

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

$1,690,000

4 Beds ⋅ 3 Baths ⋅ 73510965 MLS

Beautifully updated brick and slate Dutch Grambel on Moss Hill has it all - classic period detail inside and out, modern systems, new baths and kitchen, large level back yard, PLUS private parking for 4 directly behind the home.The whole package! Image entertaining in a newly renovated eat-in kitchen w/ ss appliances, sleek silestone counters, shaker cabinetry & herringbone tile backsplash…creating memories in a welcoming window-filled formal dining room…relaxing in a spacious and sunny FP’d living room. Main level also offers a stylish ½ bath, and BR that could be used for office, guest, play-space. Upstairs are a spacious primary suite w/updated bath, 2 large family BRs and a stylish new main bath. All BRS have walk-in closets! Can’t beat the lot – large mature trees, bucolic setting with stone patio, gardens, tree canopy in back. CAC, 2022 boiler, copper gutters, great bsmt storage & the list goes on! Easy access to Longwood Medical, JP Center & Pond, Arnold Arb’m, shops, MBTA.

292 Pond St, Boston

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

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