Jamaica Plain, Boston, MA Real Estate | Jamaica Plain, Boston, MA Single Family Homes for Sale

Offered for the first time in more than 50 years, 9 Newbern Street is a substantial Sumner Hill home, rich with history, original architectural detail and extraordinary potential. Lovingly held by the same family since 1971—and the place where 11 children were raised—the home now awaits its next chapter. Set up on the hillside with a welcoming covered front porch, a gracious center staircase, coved plaster ceilings in the living and dining rooms and six bedrooms spanning the second and third floors provide the bones for a truly special restoration. The home offers a rare opportunity to thoughtfully reimagine a large, character-filled central Jamaica Plain residence.

9 Newbern Street, Boston

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

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73591981 MLS

SINGLE FAMILY ALTERNATIVE! Built in 2015, this modern, architecturally significant townhome offers the feel of a single-family home complete with its own private entry. The inviting main level features soaring 13-foot ceilings, oversized windows, and high-end finishes throughout. Designed for cooking and entertaining, the gourmet kitchen boasts premium Maralis cabinetry, a spacious island, a professional Bertazzoni gas range, and sleek quartz countertops. Right off the living area, sliding glass doors open to a private deck, patio, and fenced yard, creating an ideal layout for warm-weather outdoor gatherings. The second floor is dedicated to comfortable living, anchored by a primary suite that features a walk-in closet, a private balcony, and a spa-inspired bath equipped with a double vanity and a glass-enclosed shower. Two additional generously sized bedrooms share a well-appointed guest bathroom with convenient in-unit laundry. Downstairs, the lower level offers functional utility space, a home gym, and direct access to a heated two-car garage. Situated in the heart of Jamaica Plain's Forest Hills neighborhood, this home is just moments from Parkman Playground, Leland Street Community Gardens, the Arnold Arboretum, local dining, shops, and Forest Hills Station.

57 Wachusett Street Unit 3, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$2,300,000

2 Beds ⋅ 3 Baths ⋅ 73591002 MLS

Come home to an exceptional Pondside custom-crafted Condominium by renowned local artisan Maple Hurst Builders. A private entrance opens to a gracious foyer and a residence that offers the comfort and ease of a single-family home. High ceilings, glistening wood floors, abundant windows, and an elegant flow of living and entertaining spaces create an inviting sense of light and scale.The main living level features a handsome library, fireplaced living room, chef’s eat-in kitchen, formal dining room, study, and a powder room. Architectural details abound, from graceful columns and crown moldings to built-in bookcases and custom cabinetry throughout. The upper level is devoted to restful quarters, including a generous primary suite with fireplace, a well-appointed 4-piece bath and deep walk-in closet, an additional bedroom, a second full bath, and glass doors opening onto an elevated private deck. The top floor offers two expansive, versatile rooms ideal for a home office, studio, exercise space, or creative pursuits. Outside, established gardens and mature trees create a serene setting, with a charming trellised brick walkway leading to the garage and additional off-street parking spaces. All this in a coveted Jamaica Plain location, just one block from the neighborhood’s vibrant mix of restaurants, shops, cultural destinations, and the natural beauty of Jamaica Pond along Olmsted’s Emerald Necklace. A distinctive home in an extraordinary setting—look no further.

55 Burroughs Street Unit 55C, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

$799,999

2 Beds ⋅ 3 Baths ⋅ 73590137 MLS

Insight Realty Group proudly presents this exceptional newer-construction Townhouse masterpiece in the heart of Jamaica Plain. Builder-owned and impeccably crafted, this sophisticated residence showcases luxurious fixtures, elevated finishes, and thoughtful design throughout—offering an extraordinary blend of modern comfort, entertaining space, and private retreat. From the moment you enter, the attention to detail is unmistakable. A striking staircase framed by shiplap and woven wallpaper, accented by illuminated stair treads, sets the tone for the beautifully designed interior. The main living level features an inviting open-concept layout with spacious living and dining areas, a custom built-in writer’s desk, and a stunning European-inspired kitchen. Custom cabinetry, gas cooking with pot filler, glass tile backsplash, stone countertops, and a dedicated wet bar with wine cooler create a sophisticated space designed for both everyday living and entertaining. The luxurious primary suite offers a true spa-like experience, complete with heated bathroom floors, a steam shower, soaking tub, and a custom-appointed walk-in closet. The private powder room and conveniently located washer/dryer adds to the thoughtful functionality. The upper level is dedicated to an impressive second bedroom suite, featuring a spa-inspired bath with a soaking tub and walk-in shower, a custom walk-in closet, and a dramatic wall of windows overlooking the private deck. Approximately 1,570 square feet of designer living space is complemented by a FHW/gas system & energy-efficient heat pumps providing 7 heating and 4 cooling zones, radiant-heated floors in all baths, and covered parking! Exceptional amenities continue throughout the residence, including energy-efficient systems, multiple heating and cooling zones, radiant-heated floors in all bathrooms, Elfa custom-fitted closet systems, exclusive-use deck and balcony, covered parking, and access to a common patio. All appliances are included, and the property benefits from a low condominium fee. Ideally situated just minutes from Jamaica Plain’s vibrant shops, acclaimed restaurants, green spaces, and the Orange Line at Forest Hills and Green Street, this one-of-a-kind residence delivers an exceptional combination of modern luxury, thoughtful design, private outdoor space, and everyday convenience. A truly distinctive home offering elevated city living in one of Boston’s most desirable neighborhoods.

55 Mcbride Street Unit 2, Boston

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

$1,950,000

3 Beds ⋅ 3 Baths ⋅ 73585031 MLS

Nestled on the peaceful heights of Moss Hill, this meticulously renovated Colonial is where modern living meets timeless warmth and charm. As you step inside, you’re drawn into a space designed for connection and comfort. The first floor is all about gathering: game nights, movie marathons, or cozy evenings by the fireplace with family and friends. The capacious living room is at its heart, where life is well-lived and memories are made, while the adjoining sunroom glows with natural light. The dining room, with its adjacent alcove, is perfect for long meals and lively conversation. The kitchen is a chef’s dream, blending rich maple and stone with a 6-burner stove, a center island, and custom breakfast nook ideal for casual dining. The private backyard with a flagstone patio & terraced gardens creates an easy flow to the natural world. Upstairs, discover the primary suite, a serene retreat of two spacious rooms, abundant closets, and a luxurious 4-piece tiled bath with laundry. Two additional bedrooms provide flexibility for family or guests, and a hidden atelier offers a creative escape on the top floor. Downstairs, the lower level is practical and versatile, a room for work or play, laundry, plentiful storage, and a deep two-car garage. The lush and inviting grounds that surround the house are a private sanctuary of yards and gardens, with distinctive plantings including a grape arbor and raised vegetable beds for the avid gardener. Beautiful stone walls and paths, front and back, are at once welcoming and private year-round. Between Jamaica Pond and the Arnold Arboretum, you’re nearby the green spaces Jamaica Plain is noted for, with the energy of the city never too far off. This home is designed for the moments and years that matter most.

31 Moss Hill Road, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

$885,000

3 Beds ⋅ 1 Baths ⋅ 73584963 MLS

Set on a grassy knoll in the sought-after Moss Hill neighborhood, this storybook home welcomes you with its timeless character and wonderful natural surroundings. From the moment you arrive, there is an unmistakable sense of warmth and tranquility. This pristine three-bedroom mid-century ranch offers an inviting open floor plan designed for both comfortable everyday living and effortless entertaining. At the heart of the home is the great room, where the living and dining areas come together around a handsome stone fireplace with custom built-in bookshelves. The adjoining cook’s kitchen is as stylish as it is functional, featuring gleaming white cabinetry, stainless appliances, a generous center island, and a skylight that fills the space with natural light. Whether a quiet morning coffee or gathering with family and friends, this bright and welcoming place is sure to be a favorite. French doors extend your living to the outdoors, opening to a sprawling deck, landscaped gardens and private, tree-lined yard. Surrounded by mature greenery and a handsome mason-built stone wall, the backyard feels like a peaceful retreat—perfect for dining, entertaining, gardening or simply enjoying the serenity of your own private oasis. Come experience the warmth and magic for yourself—welcome home!

47 Malcolm Road, Boston

Listing courtesy of Listing Agent: Janet Deegan from Listing Office: Coldwell Banker Realty - Boston.

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 73583887 MLS

DISCOVER A TRULY EXCEPTIONAL OPPORTUNITY IN PRIME MOSS HILL. This elegant, sun-drenched spilt entry colonial boasts a thoughtfully designed, versatile floor plan spanning four expansive levels of living space. On the main level, an inviting fireplace-warmed living room leads to a cozy den w/skylights, a newer full bathroom w/walk in shower, and a luminous, spacious kitchen equipped with skylights and generous counter space. The adjoining dining area features its own cozy fireplace and a captivating wall of windows, seamlessly transitioning to a deck—ideal for basking in morning light or hosting evening gatherings. The second floor offers 3 spacious bedrooms, including a flexible ensuite with a private bath, alongside a stylishly updated full hall bath. The top level serves as a serene, sunlit primary suite complete with skylights and an updated bath. The lower level extends the living space with an multi-purpose family room, and direct outdoor access to the private backyard. This special home is conveniently situated near Jamaica Pond, vibrant JP Centre, and the Longwood Medical Area. A rare gem ready for its next owner!

130 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: Bunny Cecchetto from Listing Office: Focus Real Estate.

$2,300,000

3 Beds ⋅ 3 Baths ⋅ 73583880 MLS

Set in the heart of Jamaica Plain’s coveted pondside neighborhood, this distinguished brick Colonial seamlessly blends timeless architecture with gracious modern living. Crowned by a handsome slate roof and surrounded by lush landscaping and abundant perennial gardens, this sun-filled three-bedroom, two and half bath residence offers an exceptional sense of place just moments from Jamaica Pond, beloved restaurants and shops, and convenient public transportation. Inside, classic elegance unfolds through a beautifully proportioned living and dining room, hardwood floors throughout, a stately library and a sun-drenched eat-in kitchen which provides a warm gathering space. A graceful central staircase rises to the second floor, where an inviting landing with a charming alcove adds both character and function. The spacious primary suite features a private bath and plenty of room to relax. Outdoor living is equally impressive beginning with a light-filled sunroom and a newly screened sun porch. A rich bluestone patio beneath an elegant pergola creates an inviting setting for entertaining, dining, or simply enjoying the beauty of the grounds. Additional highlights include central air, a large walk-up attic offering exciting potential for future expansion, and a spacious basement that presents further possibilities while retaining ample storage. A truly rare amenity in the city, the expansive two-car garage provides exceptional parking and versatility. Elegant, sun-kissed, and rich in architectural character, this exceptional home offers the rare combination of historic beauty, generous space, outdoor living, parking, and future potential—all in one of Jamaica Plain’s most desirable neighborhoods.

20 Lochstead Ave, Boston

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

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583859 MLS

Being reintroduced to the market with brand new ductless mini-splits for cooling & heat, this architectural masterpiece presents a rare blend of historic craftsmanship and contemporary design. Rich in original detail, the ground floor of this distinctive 5-bedroom, 2.5-bath residence showcases four entirely different parquet floor patterns — creating a striking first impression that guests won't soon forget. Period fireplaces, elegant coffered ceilings, and timeless Victorian character are thoughtfully paired with modern updates throughout. The anchor of the home is a stunning eat-in kitchen addition constructed in 2021, highlighted by upscale appliances, a generous pantry, and oversized sliding doors leading directly to a private deck and yard for effortless indoor-outdoor entertaining. Spanning multiple levels, the expansive bedrooms provide flexibility for today’s lifestyle, while updated bathrooms offer a refined balance of character and comfort. This property's long list of attractions is rounded out by a long driveway, basement storage and solar panels, which pair especially well with the electric mini-split system, that are owned outright to help reduce utility bills. Property will be delivered as a condo.

42 Atherton St Unit One, Boston

Listing courtesy of Listing Agent: Aidan Flanagan from Listing Office: Coldwell Banker Realty - Hingham.

$1,655,000

6 Beds ⋅ 3 Baths ⋅ 73581844 MLS

Located on a one way tree-lined street between Jamaica Pond and the Arboretum this handsome Arts&Crafts home maintains rich architectural detailing with gracious well-proportioned spaces. Window-lined 3 season porch opens into the foyer with switchback gum wood staircase and paneling that continues into the spacious living room. The living room features a tiled fireplace and beamed ceiling and flows gracefully into the elegant mahogany-paneled and beamed ceiling dining room with built-in leaded-glass cabinetry and a window seat. Ajoining the diningroom, a lovely sunroom overlooks the urban garden. The kitchen,accessible from both the foyer and the pantry,provides direct access to the backyard. Hardwood floors shine throughout the house. Second floor has 4 generous bedrooms and a full family bath.Off the primary bedroom a second sunroom provides a relaxing treetop retreat.Third floor has 2 more bedrooms and another full bath.Large basement w/half bath,laundry area, dedicated workspace and outdoor access. Added benefit of 1 car garage with additional tandem off street parking for 2 cars.

83 Prince Street, Boston

Listing courtesy of Listing Agent: Wendy Pannebaker Matthews from Listing Office: Hammond Residential Real Estate.

$1,195,000

4 Beds ⋅ 3 Baths ⋅ 73581241 MLS

This Jamaica Plain single-family sits across from the wooded lawn of the Eliot Art School, offering a changing outdoor view from the front room through every season. Inlaid wood floors, original windows, and the original front door with sidelights carry the character of the home's early years into everyday life, grounding the interior in a sense of history. The main floor follows a classic layout, with bay windows drawing light into the living room, a formal dining room suited to regular hosting, and a bonus family room at the back that adds flexibility for everyday use. A full bath on this level rounds out the floor. On the second floor, two bedrooms, one with a walk in closet, two full bathrooms and a flex space give the home real breathing room and flexibility. Two additional rooms in the finished attic can function as a guest room, a studio for creative work, an office a music room or more! One of the second floor bedrooms, a bathroom, the flex space and a kitchenette are accessible through a separate entrance, a layout that opens up options for extended family, guests, or an independent living arrangement apart from the main household. Outside, a brick patio anchors the backyard, and the plantings include specimens sourced from the Arnold Arboretum. But the best part about this house is the ideal Jamaica Plain location. The home is close to Centre Street's shops and restaurants, Jamaica Pond, the Arnold Arboretum and everything JP has to offer. Homes like this, in this location, don't come around often!

38 Holbrook St, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.

$800,000

3 Beds ⋅ 2 Baths ⋅ 73580554 MLS

This lovingly maintained single-family residence is ready for its first new owners in over 40 years! Built in 1915 and encompassing 1302 square feet of living area, situated in the Woodbourne neighborhood of Jamaica Plain. This attractive property on a 4525-square-foot lot has recent updates and beautifully maintained features, including a new roof and gutter guards (2025), new water heater (2026), remodeled kitchen, and recently refinished hardwood floors. The kitchen is appointed with professional-grade stainless steel appliances and elegant stone counters, providing an environment conducive to both culinary artistry and daily functionality. The living room serves as a distinguished focal point, featuring a classic fireplace that imparts warmth and ambiance, complemented by a screened outdoor porch and large back deck perfect for quiet nights or entertaining. A short distance from Forest Hills MBTA station, walking trails, shopping, and bus routes, this home is perfectly situated for wherever your travels may take you! Private showings start immediately, OPEN HOUSES PUSHED TO OCTBER 3 & 4 DUE TO NOR'EASTER!!!!

39 Southbourne Rd, Boston

Listing courtesy of Listing Agent: The Arienti Group from Listing Office: REMAX Executive Realty.

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 73577814 MLS

Set on a tree lined street in Jamaica Plain's coveted Moss Hill neighborhood, this expanded three bedroom single family home sits just a block from the Arnold Arboretum and offers space to spread out both inside and out. Original character runs throughout, from the woodwork and wood windows to well maintained shingles and a working wood fireplace. The primary suite is a true retreat, with soaring ceilings, a gas fireplace, a large closet, and its own bathroom for quiet mornings and evenings. Freshly refinished wood floors add warmth underfoot as you move from room to room. The large living room provides space for entertaining or relaxing, while a gracious front sitting room and sunroom add flexibility for a home office, reading nook, music room, or extra lounge space, giving the layout room to flex with everyday life. Outside, a stone patio and the expansive backyard offer room to garden, host, play, or simply enjoy the outdoors. A two car garage adds parking plus storage for bikes, tools, and gear galore. Longwood Medical, Centre Street, Jamaica Pond, the Emerald Necklace, Brookline and the Faulkner are all within easy reach, rounding out this home's connection to the neighborhood around it.

5 Rambler Rd, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.

$650,000

3 Beds ⋅ 1 Baths ⋅ 73577588 MLS

Rare Opportunity in Jamaica Plain! Situated on a generous corner lot, 10 Meyers offers exceptional outdoor space and endless possibilities in one of Boston's most sought-after neighborhoods. The expansive lot provides ample yard space, off-street parking with a private driveway, and outstanding curb appeal. Whether you're looking to move right in, renovate, expand, or explore future development potential (buyer to perform their own due diligence), this property presents a unique opportunity. Conveniently located near parks, public transportation, shopping, restaurants, and everything Jamaica Plain has to offer. Large lots with driveway parking are a rare find—don't miss your chance to own this exceptional property!

10 Meyer St, Boston

Listing courtesy of Listing Agent: Joseph McEachern from Listing Office: Paramount Properties.

$1,849,000

4 Beds ⋅ 4 Baths ⋅ 73577476 MLS

Welcome home to this beautifully crafted, newer-construction home in the heart of Jamaica Plain’s coveted Sumner Hill Historic District — designed with distinctive eave brackets, high ceilings, and rich hardwood floors to respectfully echo the Italianate and Victorian character of its historic neighbors. This 4-bedroom, 3.5-bath home pairs period-inspired detail with a fully modern interior. The open floor plan flows effortlessly from a fireplaced living room into a well-appointed kitchen featuring Corian countertops and a handy office nook, perfect for remote work. Step directly from the kitchen onto the deck overlooking a lush perennial garden — a private retreat fully fenced for kids and pets. A first-floor laundry room and updated half bath add everyday ease. Upstairs are three bedrooms and two baths, including a generous primary suite with en-suite bath and walk-in closet. The finished ground floor includes a fourth bedroom and full bath — ideal as an au pair suite, home office, gym, or private guest space. Additional highlights include solar panels, abundant storage, and a rare 2.5-car garage. All this just a block from the Green Street Orange Line station and moments from JP’s eclectic shops, restaurants, parks, and green space — an exceptional combination of historic charm, neighborhood living, and easy access to downtown Boston.

75 Seaverns Ave, Boston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.

$1,495,000

3 Beds ⋅ 4 Baths ⋅ 73577265 MLS

MOSS HILL- A HOME FOR ALL SEASONS - This delightful sun drenched property offers a dynamic floor plan & enticing backyard: features a luxurious pool w/multiple decks, outdoor shower, new pergola w/ sun shade. Extensive remodeling in 2017 includes opening the Family Room to the Kitchen - designed to perfection- super everyday living space; new MARVIN windows, chef's kitchen, stylish cabinetry & countertops w/ a cozy island looks out to the backyard - perfect for entertaining. Elegant Living Rm with a fireplace connects to Dining Room w/Patio access. Second floor has 2 newer baths. Primary Bedroom is spacious w/ a luxe shower w/ gorgeous mosaic tiled -showstopper! Updated Basement level - Family Room or Office w/ Owen Corning Basement System, full bath, blown in insulation 2025, HVAC 2017, Premier Basement waterproofing system, new side door basement staircase. See full improvements list. Super location-Easy access to Arnold Arboretum,Forest Hills train, JP Pond & Longwood Medical. Move in Ready!

70 Westchester Rd, Boston

Listing courtesy of Listing Agent: Bunny Cecchetto from Listing Office: Focus Real Estate.

$1,000,000

4 Beds ⋅ 2 Baths ⋅ 73577151 MLS

Tucked on a secluded closed-end street near Forest Hills T, this 4-bedroom, 1.5 bathroom home offers three levels, including an unfinished walk-up attic with expansion potential, and a vast fenced backyard. Classic styling greets you in the living room with a gas fireplace and a bay window seat framed by built-in bookcases and vintage wall sconces. Off the living room, a south-facing sunroom can serve as a den, playroom or office. Elegant columns lead into the architect-designed open dining room and kitchen. Standout details of this refined space include signature navy blue custom cabinetry contrasted with white, with enclosed tall glass cabinetry in the dining room and open oak shelving on the kitchen side, all accented by bronze brackets and pulls. The kitchen, with tree-facing corner windows and a three-seat dining peninsula, features wrapping quartz counters and a Jenn-Air appliance suite with exhaust hood, pantry cabinet, and kickspace heating. Just off the kitchen, a hall with mudroom nook and a half bath lead to the front stairwell. The second level offers four corner bedrooms. The primary bedroom is 19 ft deep with ample space for a sitting area and oversize wardrobe in addition to the matching closets. The 12” x 12” second bedroom includes two side-by-side closets. Adjacent to the bathroom, a 90 sq ft bedroom. And a fourth room, at 110 sq ft, can serve as a bedroom––or as an office with a passthrough to the walk-up attic. Let this home evolve with you: on the second level, consider combining bedrooms 2 and 3 to create a bedroom suite with a walk-in closet and an additional full bathroom, plus a common hall with laundry. On the attic level––with an approximately 620 sq ft floor area and 8 ft height at the center––the potential may exist to create a generous bedroom suite by adding a shed dormer. (Neighboring homes have done so.) Back on the first level, a glass sliding door in the dining room opens onto a screened porch facing the gently terraced fenced backyard, which backs up to the wooded Forest Hills Preserve; enter directly from your rear gate. Greet next spring with the magnolia tree in the front yard, next to the raised garden bed. Surrounded by woods, quickly access trails in Arnold Arboretum, Franklin Park and Forest Hills Cemetery. Yet just 0.3 mi to Forest Hills T Station, Southwest Corridor bike path to Back Bay, and Brassica Kitchen + Cafe.

7 Bremen Terrace, Boston

Listing courtesy of Listing Agent: Good Boston Living Team from Listing Office: Gibson Sotheby's International Realty.

$670,000

3 Beds ⋅ 1 Baths ⋅ 73575753 MLS

Welcome to 19 Eastland Rd in Jamaica Plain! Located in a highly desirable neighborhood, this well-maintained home offers a great opportunity in one of Boston’s most vibrant and sought-after areas. Enjoy the many amenities Jamaica Plain has to offer, including great restaurants, shops, parks, green space, and convenient access to public transportation. The home itself is in great overall condition, while the kitchen has been fully gutted and is ready for a complete renovation, giving the next owner the opportunity to create a brand-new kitchen tailored to their taste and needs. With a solid foundation and an exceptional location, this home is a fantastic opportunity to bring your vision to life and make it your own.

19 Eastland Rd, Boston

Listing courtesy of Listing Agent: Jennifer Rossman from Listing Office: Carpe Diem Realty LLC.

$1,690,000

4 Beds ⋅ 3 Baths ⋅ 73574821 MLS

Beautifully updated brick and slate Dutch Grambel on Moss Hill that has 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! Imaging entertaining in a newly renovated eat-in kitchen w/ stainless 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 fireplaced living room. Main level also offers a stylish ½ bath, and bedroom that could be used for office, guest, or play-space. Upstairs are a spacious primary suite w/updated bath, 2 large family bedrooms and a stylish new main bath. All bedrooms have walk-in closets! Can’t beat the lot – large mature trees, bucolic setting with stone patio, gardens, tree canopy in back. Central AC, 2022 boiler, copper gutters, great basement storage & the list goes on! Easy access to Longwood Medical, JP Center & Pond, Arnold Arboretum, shops, MBTA & Goddard Corridor private schools.

292 Pond, Boston

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

$1,200,000

4 Beds ⋅ 2 Baths ⋅ 73573627 MLS

PONDSIDE Jamaica Plain Single-Family Opportunity! After more than 40 years in the same family, 52 Prince Street is ready for its next chapter. This charming 4-bedroom, 1.5-bath Colonial offers approximately 1,550 sq. ft. of living space, a generous 4,300+ sq. ft. lot, a standing detached garage, and additional parking - an exceptional combination in Boston. Recent improvements provide a great starting point for the next owner, including refinished wood flooring, freshly painted rooms, and a newer roof approximately two years old. The home retains its classic character with a traditional layout while offering plenty of opportunity to bring your own vision, style, and updates. Living room, dining room, kitchen and extra bedroom/office plus half bath complete the first floor. Second floor has 3 bedrooms and a bath and attic access. Ideally located Pondside, in the heart of Jamaica Plain, this home offers convenient access to neighborhood shops, restaurants, cafes, the Arboretum, and Jamaica Pond. Public transportation and nearby routes make commuting to Downtown Boston and the Longwood Medical Area convenient, putting many of Boston’s hospitals, universities, and cultural destinations within easy reach. Whether you are looking for a long-term family home, a well-located city property, or an opportunity to create something truly your own, 52 Prince Street offers a rare opportunity to put your touch on this Pondside gem. Deadline for all offers if any is 5pm 9/15 Pleae see Firm Remarks.

52 Prince St, Boston

Listing courtesy of Listing Agent: Andrew Brilliant from Listing Office: Gibson Sotheby's International Realty.

$2,249,999

5 Beds ⋅ 4 Baths ⋅ 73568180 MLS

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.

$899,000

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! Some photos digitally enhanced.

3 Round Hill St, Boston

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

$824,900

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.

$1,099,000

6 Beds ⋅ 2 Baths ⋅ 73546836 MLS

Single family restoration opportunity. Potential abounds in this sprawling and rarely available side-by-side 2-family in the heart of Central JP. Owner-occupants and investors, bring your ideas and creativity and re-envision this much-loved family home. Offering 2,881 sq ft with 6+ bedrooms across 3 living levels plus unfinished basements on a 5,814 sq ft lot in a 2F-7000 zone. Merge the units into a stunning and spacious single-family home with possible income producing/in-law/au pair apartment or use the separate entrances to create townhouses. Farmhouse style details, systems updated as needed over time, yard complete with a generous back deck and a shared garage perfect for a studio or workshop space. Convenient on-street permit parking and around the corner from the JP post office, you are moments from Centre Street, the Orange Line, Jamaica Pond, and all that this prime location has to offer.

22-24 Greenview Avenue, Boston

Listing courtesy of Listing Agent: Tristan R. Rushton from Listing Office: Arborview Realty Inc..

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 73546654 MLS

“A haven in the city,” this turn-of-the-century mansard Victorian home is surrounded by mature trees and extensive green space, ready for minor updates or an extensive renovation by its next owner. Currently encompassing 3 levels consisting of 4-5 beds and 2 baths, soaring 12’ ceilings, original moldings, fireplaces, & railings. Updates include’05 kitchen, gas boilers from ’22 & ’10, 200 amp electrical. Additional walk-out studio / 2nd unit at ground level in back perfect for rental income. Rarely does a home on a lot of this magnitude become available in a prime Jamaica Plain location. Sited on a massive 13,263 SF lot, this property is an absolute dream. A+ locale, just a short walk to Stony Brook T, SW Corridor Park, and the Brewery Complex. This is a legal 2-family home but functions as a single family with small studio (recently rented @ 2,200 month). Now showing by appointment, no open houses.

212 Chestnut Ave, Boston

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

$3,250,000

5 Beds ⋅ 5 Baths ⋅ 73546506 MLS

ACT FAST - CUSTOM SINGLE FAMILY NEW CONSTRUCTION OPPORTUNITY in Central JP. Rare chance to create your dream home in one of Jamaica Plain’s most exclusive hidden-gem neighborhoods. Must act early to customize floor plans, modify layouts, & select finishes to make this residence truly your own This to-be-built new construction single-family residence is tucked away on Parley Avenue—a private gravel road off Centre Street, surrounded by trees & serene nature. The home offers 5 bedrooms + office, multiple living & entertaining spaces including a great room, living room, dining room, family rooms, a gym, & 4.5 bathrooms across three thoughtfully designed levels. Sited on nearly ¼ acre of land, the property also features a 2-car attached garage & expansive outdoor potential. . Commutable location to Longwood Medical Area, Universities & downtown Boston. Located near JP Pond, Arboretum, Centre Street's shops and restaurants, public transit, bike paths & much much more.

35 Parley Avenue, Boston

Listing courtesy of Listing Agent: Josh Brett from Listing Office: Compass.

$1,895,000

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..

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 73530127 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.

$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..

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