Roslindale Homes for Sale

Welcome to Roslindale, a charming neighborhood nestled within the vibrant city of Boston, Massachusetts. Known for its lush greenery and tight-knit community, Roslindale offers a perfect blend of suburban tranquility and urban convenience. With its beautiful parks, including the expansive Arnold Arboretum and the picturesque Roslindale Village, outdoor enthusiasts will find plenty of opportunities to explore nature and enjoy leisurely strolls.

Roslindale is characterized by its diverse architecture, featuring a mix of classic New England homes, cozy bungalows, and modern condos, catering to a variety of lifestyles and preferences. Whether you're a first-time homebuyer or looking to downsize, you'll find an array of homes for sale that suit your needs. The neighborhood boasts a welcoming atmosphere, with friendly neighbors and a strong sense of community pride.

In addition to its charming residences, Roslindale is home to a vibrant local scene, complete with unique shops, delightful eateries, and farmers' markets that bring residents together. The Roslindale Village Main Street is a hub of activity, where you can enjoy local coffee shops, artisanal bakeries, and eclectic boutiques.

With easy access to public transportation and major highways, commuting to downtown Boston or exploring nearby attractions is a breeze. The combination of a serene suburban feel and proximity to the bustling city makes Roslindale a highly desirable place to call home.

Explore the homes for sale in Roslindale today and discover the perfect place to create lasting memories in this charming Boston neighborhood!

Newest Roslindale Homes for Sale

$659,000

2 Beds ⋅ 3 Baths ⋅ 73582371 MLS

Charming, unique home with a freestanding accessory studio on a quiet street in desirable Roslindale. The first floor has front-to-back living and dining areas and a skylit kitchen with original glass-front cabinets, along with hardwood floors and 9' ceilings. A full bath completes the first floor. Upstairs provides two bedrooms, including a primary with built-in bookshelves, a deep closet and a convenient half bath. The full basement offers laundry and additional storage. The home is all-electric, with heat pumps for heat and cooling and owned solar panels. The outdoor area offers a brick patio, a nice manageable garden and driveway parking for three.The standout feature is the detached studio, ideal as a home office, or recreational space. It has its own seperate heat pump, a half bath and a kitchenette sink. Studio also offers a workroom underneath with separate entrance, attic storage and secluded patio. Just minutes to vibrant Roslindale Village with it's much loved Farmers Market, shopping and restaurants, the commuter rail and the Arnold Arboretum. A truly special place to call home.

109 Orange, Boston

Listing courtesy of Listing Agent: Michael O'Dea from Listing Office: Coldwell Banker Realty - Brookline.

$875,000

3 Beds ⋅ 3 Baths ⋅ 73582015 MLS

Down the street from the wonder of Peter’s Hill in the Arnold Arboretum, and tucked behind a charming Victorian, discover a rare urban sanctuary in this one-of-a-kind converted carriage house condominium. Enter through a private gate into a secluded courtyard, surrounded by lush plantings—a peaceful retreat for morning coffee or relaxing afternoons. Inside, the great room blends living, dining, and kitchen wrapped in warm natural woods, wainscoting, and cherry cabinetry. Upstairs, evoking the warmth of Vermont, an inviting open landing serves as a reading nook or home office, and the serene primary suite features cathedral ceiling, skylights, and a 4-piece bath. The garden level offers two additional spacious bedrooms, a bath, laundry, and ready access to the shared patio and gardens with grill and planting beds for all. Just minutes from Roslindale Village's shops, restaurants, and commuter rail, this irresistible home provides the perfect balance of nature, privacy, character, and convenience.

10 Symmes Street Unit 4, Boston

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

$859,000

3 Beds ⋅ 3 Baths ⋅ 73581751 MLS

OPEN HOUSES - 9/24 11 am -1 pm; 9/25 4:30 - 6. Welcome to 72 Sycamore! This unique single family has character, charm and warmth, with beautiful period details. Nestled on a large leafy lot (almost 7000 sf), this appealing home boasts 3 decks for enjoying the outdoors. With 3 beds, 3 full baths, a bonus loft room and a finished basement, there’s room to spread out. The first floor’s circular floor plan gives it an easy flow. The foyer opens to a gracious bay-windowed living room, with 9 ft ceilings, crown moldings, a ceiling medallion and a pellet stove. The dining room invites shared meals with its elegant grace. The open kitchen and dining room is divided by a granite-topped peninsula, making entertaining a breeze. A door to the deck offers green views and connects indoor and outdoor space. The kitchen features stainless steel appliances & leads to a full bath. Upstairs, you’ll find a large primary bedroom with its own private deck, two more bedrooms and a full bath with separate laundry area. The finished basement, with a full bath and walkout entrance, and the bonus loft room on the 3rd floor can be used as you wish. The fenced yard is a gardeners’ paradise, with raised beds and perennials. So near to vibrant Rozzie Village and its community spirit, where you’ll find local shops, dining, the legendary Farmers’ Market in Adams Park, the commuter rail and buses. Close to the Arboretum.

72 Sycamore St, Boston

Listing courtesy of Listing Agent: Deborah Galiga from Listing Office: Jamaica Hill Realty, Inc..

$575,000

3 Beds ⋅ 1 Baths ⋅ 73579707 MLS

Offer deadline. Thursday 24th at 7:00 PM. Please allow 48 hours for a reply. , Bring Your Vision to Life! This 3-bedroom, 1-bath Roslindale home is a true renovation opportunity for buyers ready to transform a property into something uniquely their own. With a large lot, the existing dormer offers the opportunity to add a second-floor bathroom, while the large walkout basement with full-size windows provides space for additional living, recreation, office, or flex space. The new roof is already complete, so you can focus your energy and investment on the transformation. Whether you're looking to renovate, expand, or completely reimagine the space, this property offers the bones, land, and opportunity to create significant value.

87 Hemman, Boston

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

$749,000

2 Beds ⋅ 2 Baths ⋅ 73579060 MLS

Simply lovely describes this sunny, freshly painted home with high ceilings and multiple windows with tree views and gleaming hardwood floors. As you approach the front yard, an abundance of perennial flowers and a maple tree greet you. The spacious living room offers period wood detail, a wood-burning fireplace, built-in bookcases, and coffered ceilings. Off the living room is a sunroom and an adjacent dining room complete with china cabinet and wood panel wainscoting. The efficient kitchen has a newer cooktop and electric convection oven. There is a half bath off the kitchen. On the second floor, you will find a large primary bedroom with an adjacent space to be used as a home office or creative space. The second bedroom overlooks the large backyard. The third bedroom could be a separate nursery or guest room. The exterior was painted approximately 12 years ago, adding to the home’s well-maintained appeal. Set in Boston’s vibrant Roslindale, the home puts you close to Stony Brook, the Arnold Arboretum, local restaurants, coffee shops, and the commuter rail. This charming home offers both character and flexibility in a wonderfully connected Boston location.

12 Eastbourne Street, Boston

Listing courtesy of Listing Agent: Laurie Crane from Listing Office: Gibson Sotheby's International Realty.

$849,000

3 Beds ⋅ 2 Baths ⋅ 73578901 MLS

Welcome to 25 Bexley Rd, a versatile Roslindale home offering a flexible layout designed to accommodate a variety of lifestyles. The upper level features an eat-in kitchen, comfortable living room, three bedrooms and a full bathroom. The lower level offers a half bathroom, additional living space with a family room and a separate area currently used as an office, providing flexibility for work, hobbies, fitness, or everyday living. Step outside to a private, enclosed backyard surrounded by mature greenery, creating a peaceful retreat in the city. A raised patio provides an inviting space for outdoor dining, relaxing, or entertaining, while the yard offers established garden areas and a detached shed for additional storage. Ideally located near Roslindale Village, the Farmers Market, and the Arnold Arboretum, with easy access to neighborhood shops, restaurants, parks, and community amenities. 25 Bexley Rd offers a flexible floor plan, inviting outdoor space, and the opportunity to create a home that fits your lifestyle today and into the future.

25 Bexley Rd, Boston

Listing courtesy of Listing Agent: Darren Franco from Listing Office: Spectrum Real Estate, LLC.

$1,590,000

5 Beds ⋅ 3 Baths ⋅ 73577856 MLS

This meticulously and lovingly restored residence delivers bespoke craftsmanship at every turn — soaring coffered ceilings, intricate paneling, and spandrel fretwork found only in the most exquisite of homes. The formal entry foyer welcomes you with original built-in benches, complete with their original leather seats and brass tacks, alongside exquisitely detailed millwork and a striking unglazed red clay quarry-tile fireplace — the first of three in the home. That same sophistication carries into the grand Dining Room, where you'll find integrated storage in the built-ins flanking the fireplace. Dine in the present while the fretwork, millwork, and period details speak to a bygone era. The spacious Living Room continues the story with its own coffered ceilings, the third fireplace, an original stained-glass window, and a gorgeous round nook — the perfect spot for a chess table or a cozy reading corner. The expansive kitchen roots us in 2026 with unending quartz countertops, stainless steel appliances, a vented induction cooktop and a massive island. French doors open onto a mahogany deck designed for privacy — ideal for a quiet morning coffee, afternoon break, or unwinding in the golden-hours. Custom milled paneling flanks the roomy staircase, escorting you to the second floor's 4 spacious bedrooms, including a serene primary suite with a private dressing room and ensuite bath featuring a glass shower. The 2nd and 3rd bedrooms each offer their own charm, one of which includes a built-in window seat with storage. The 4th bedroom is perfectly suited for a home office, nursery or guest room. On the third floor, a versatile lounge and 5th bedroom await under vaulted ceilings and skylights — a wonderful separate retreat for creative pursuits, guests, or simply a private lounge. Do you want room to grow, entertain, and simply breathe? Set on a coveted double lot (11,250 sq ft), the grounds are just as impressive as the home itself: a lush front lawn, pea stone patio, multiple garden spaces, expansive mahogany deck, and newly built masonry walls create endless opportunities to enjoy the outdoors. A dual-access driveway and oversized custom shed complete the offering. And for those who want peace of mind? Every major system has been thoughtfully reimagined — electrical, plumbing, windows, kitchen, baths, exterior, roof, decks, and landscaping. This isn't just a home. It's a statement.

41- Brown Ave, Boston

Listing courtesy of Listing Agent: Michaela Hellman from Listing Office: Redfin Corp..

$765,000

4 Beds ⋅ 2 Baths ⋅ 73577254 MLS

Welcome to this adorable single-family home tucked away on a peaceful dead-end street in Roslindale’s desirable Met Hill neighborhood. Full of character and old-house charm, this 4-bedroom, 1.5-bath home offers high ceilings, beautifully refinished hardwood floors, fresh paint, and new countertops that give the home a refreshed feel while preserving its classic appeal. The welcoming main level features a spacious living room and separate dining room, creating comfortable spaces for everyday living and entertaining. The high ceilings and refinished hardwood floors add warmth and character throughout, while the fresh paint and new countertops bring a clean, updated feel to this wonderful house. Four bedrooms provide plenty of space and flexibility for guests, a home office, or whatever your lifestyle calls for.Outside, the sizable yard is a true bonus, offering plenty of room for gardening, entertaining, playing, or simply enjoying some fresh air. The dead-end setting adds to the home's sense of privacy and neighborhood charm. Set in a great Roslindale location, this is a wonderful opportunity to own a classic single-family home with space, character, a generous yard, and thoughtful updates. A special house with plenty of charm and potential, ready for its next chapter.

11 Grandview Street, Boston

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

$579,000

3 Beds ⋅ 2 Baths ⋅ 73577250 MLS

BUILDER'S SPECIAL. HOUSE IN NEED OF COMPLETE GUT. 2ND FLOOR IS FRAMED FOR A 2ND FULL BATH, FLANKED BY TWO BEDROOMS.

65 Montvale, Boston

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

$1,225,000

5 Beds ⋅ 3 Baths ⋅ 73575822 MLS

Beautifully renovated 1928 colonial in prime Roslindale neighborhood, featuring 4-bedrooms plus office and sunroom with more than 2000 square feet of updated living space and original character throughout. Enter through a large covered front porch and original door with leaded-glass side panel into the gracious foyer. Your gaze will immediately be drawn to the rich warmth of hardwood floors, period wainscoting, and the stained-glass transom window lining the stairway. The living room flows from the foyer, featuring a curved bay window and custom built-ins. The dining room, with its own leaded-glass accent window and a plate rail, opens through French doors to a bright, heated sunroom.The open layout allows easy access from the dining room to a beautifully-renovated kitchen with a center island that has seating for 3, white shaker cabinets, stone counters, quartz island, subway-tile backsplash, professional stainless appliances, and a wine fridge. A newly-installed half bath completes the first floor. The 2nd floor consists of 3 bedrooms, an office, and a smartly tiled full bath. One of the bedrooms opens to a lovely covered balcony that looks out over the large, professionally-landscaped back yard. Enjoy bucolic views of the Blue Hills from three of the bedrooms. The exquisitely-renovated 3rd-floor primary suite is the perfect perch from which to enjoy the quiet street, lovely neighborhood and scenic views. Vaulted ceilings, a walk-in dressing room, and an en-suite bath with a soaking tub all add to its appeal. This spectacular home also features a lower level w/ partially-finished laundry room and ample storage space. The house features recessed lighting in all living spaces and insulating shades. There are 3 zones of central AC, well-placed custom built-ins, and spacious closets for tucking things out of sight. The home's standout qualities are matched by the oversized lot, which includes a concrete patio, a level, fully fenced yard w/ mature trees, arborvitae, stone retaining walls and ample parking. Nearby amenities include the Arnold Arboretum, Roslindale Village, George Wright Golf Course and convenient access to public transport via bus, Orange Line and commuter rail. This rare property is a must see!

23 Doncaster St, Boston

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

$599,900

3 Beds ⋅ 1 Baths ⋅ 73574814 MLS

City Dwellers Single Family Dreams do come true in beloved Rozzie (Roslindale) Square. Inviting colonial tucked away on a quiet private street awaits your vision. Welcoming front porch opens unto sizable living room with bay windows that flows into a proper dining room with built in hutch plus access to the 2 tiered back yard. Separate considerably sized garage for winter parking and enough room for storage. Three bedrooms on the 2nd level, one bath and in unit laundry on first floor. Minutes to cafes, highly reviewed eateries, bakery, ice cream, farmers market and theatre. Commuter rail under 20 mins to downtown. Why pay condo fees when you can live in a single family house and own land. House is completely insulated, heating system 2013, gas hot water 2022 and roof 2016. Age of systems are approximate.

3 Wilkins Place, Boston

Listing courtesy of Listing Agent: Christine Li from Listing Office: Prism Real Estate Group.

$1,625,000

5 Beds ⋅ 3 Baths ⋅ 73574618 MLS

Welcome to this beautifully appointed 5-bedroom, 2.5-bath home in the heart of Roslindale, where thoughtful design, elegant finishes, and flexible living spaces come together seamlessly. Built in 2016, this energy-efficient home offers over 3,500 square feet of inviting living space, with a layout designed for both everyday comfort and effortless entertaining. The main level welcomes you with hardwood floors, crown molding, recessed lighting, and distinctive architectural details throughout. A private living room, accessed through French doors, features two-tone walls, crisp paneling, an electric fireplace, and abundant natural light. The formal dining room comfortably accommodates ten and opens directly to the deck and backyard. At the heart of the home, the well-appointed kitchen features white cabinetry, black granite countertops, Carrera marble backsplash, stainless-steel appliances, beverage fridge, large center island, and a cozy breakfast nook. The adjacent family room offers four windows, stylish lighting, and plenty of space to gather. Upstairs, the spacious primary suite offers a walk-in closet and beautifully finished en-suite bath with glass shower and generous storage. Three additional bedrooms provide excellent flexibility, while a full bath completes the second floor. Continue to the walk-up third floor, where built-ins and versatile space create an ideal playroom, guest retreat, home office, or additional bedroom.The newly finished lower level adds even more usable space, perfect for a home gym, playroom, or office, with additional storage and direct garage access. Outdoor living is equally inviting, with a front Trex deck, private fenced backyard, beautifully maintained gardens, mature plantings, and a spacious rear deck ready for grilling, dining, and relaxing. A hammock-ready yard provides the perfect place to unwind. Additional highlights include two-zone gas heating and central air, mini-split heating/cooling on the third floor, central vacuum, first-floor laundry, 200-amp electrical service, and an attached two-car garage plus parking for two more vehicles in the driveway. Ideally located near the Arnold Arboretum, Roslindale Village, commuter rail, shops, restaurants, and all that this vibrant neighborhood has to offer.

4 Weld St, Boston

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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