Roslindale Real Estate

Welcome to Roslindale, a charming neighborhood nestled in the heart of Boston, Massachusetts. Known for its vibrant community spirit and picturesque landscapes, Roslindale offers a unique blend of urban convenience and suburban tranquility. This hidden gem in Suffolk County is characterized by its tree-lined streets, historic architecture, and a diverse array of local businesses that contribute to its warm, welcoming atmosphere.

Roslindale is celebrated for its rich history and cultural diversity. The neighborhood boasts a variety of parks, including the expansive Arnold Arboretum, which serves as a stunning backdrop for leisurely strolls, picnics, and outdoor activities. The Roslindale Village, with its bustling farmers market and eclectic shops, is a hub of community life where residents gather to enjoy local produce, artisanal goods, and lively events throughout the year.

Families are drawn to Roslindale for its excellent educational institutions and safe, family-friendly environment. With a variety of housing options ranging from charming single-family homes to modern condos, there’s something for everyone. The community is well-connected to public transportation, making it easy to commute to downtown Boston and beyond.

In Roslindale, you’ll find a strong sense of community, with friendly neighbors and active local organizations that foster engagement and camaraderie. Whether you’re looking for a place to call home or simply seeking a vibrant neighborhood to explore, Roslindale invites you to experience its unique charm and welcoming spirit. Discover the perfect blend of urban living and suburban comfort in this delightful Boston enclave!

Newest Listings in Roslindale

$389,000

1 Beds ⋅ 1 Baths ⋅ 73578305 MLS

Your urban oasis awaits! Ideally situated in a sought-after neighborhood that perfectly blends city convenience with a welcoming residential feel. Known for its vibrant community spirit, tree-lined streets, and friendly neighborhood atmosphere, this location offers an easygoing lifestyle with Boston just beyond your doorstep. Set within a classic multi-unit building with a private rear entrance, this home offers a comfortable and versatile layout designed for everyday living. Step inside to an open-concept floor plan that creates a seamless flow throughout the main living space. The kitchen, featuring granite countertops and stainless-steel appliances, opens naturally to the living area, making it easy to stay connected with family and guests while cooking, relaxing, or entertaining. The oversized bedroom provides a peaceful retreat with plenty of room for furnishings, along with generous storage to keep everything organized. One of the home's standout features is the exclusive-use patio, offering your own private outdoor escape just steps from the living space—perfect for morning coffee, relaxing after a long day, or enjoying time outdoors. The covered patio also provides convenient access to the basement where you'll find shared laundry, individual utility systems, and a private storage unit, adding both convenience and functionality. The location is equally appealing, just minutes from the restaurants, cafés, and shops of Roslindale Village and West Roxbury, offering an inviting mix of local dining, shopping, and everyday amenities. For commuters, the Bellevue Commuter Rail Station is just moments away, providing convenient access to Boston and surrounding communities. Major roadways are also easily accessible, making commuting by car simple and convenient. With plenty of permitted parking available and a pet-friendly environment, this home offers even more flexibility and convenience. Whether you're purchasing your first home, looking to simplify, seeking a convenient Boston location, or exploring an investment opportunity, this Roslindale condo offers a wonderful combination of comfort, character, private outdoor space, and location. Come see all this inviting home has to offer and imagine making it your own.

60 Guernsey St. Unit 1, Boston

Listing courtesy of Listing Agent: The Jowdy Group from Listing Office: RE/MAX Distinct Advantage.

$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..

$599,000

2 Beds ⋅ 1 Baths ⋅ 73577536 MLS

Bright and inviting, this updated two-bedroom condo offers a perfect blend of modern style and classic charm just a quarter mile from Roslindale Square. Enjoy an open, sun-filled layout featuring a sleek, renovated kitchen with stainless appliances and ample workspace, a spacious dining room with classic built-ins, and a comfortable living room framed by large windows. Glass doors lead to a generous private deck - ideal for relaxing, dining, or entertaining. Thoughtful updates, hardwood floors, plantation shutters and great natural light make this home truly move-in ready. All just moments from shops, restaurants, the farmers market, and transit options that define city living. Pet friendly and fully owner occupied association.

11 Sherwood St Unit 1, Boston

Listing courtesy of Listing Agent: Dory Noll from Listing Office: Coldwell Banker Realty - Milton.

$599,000

3 Beds ⋅ 2 Baths ⋅ 73577273 MLS

Welcome to a beautifully and fully reimagined building in the heart of Roslindale Village, where everything is brand new and thoughtfully designed for modern living. All units for sale! This all-new condo conversion has been completely rehabbed from the roof down, creating a collection of stylish condos with sleek contemporary finishes and effortless everyday comfort. Each residence offers three bedrooms and one-and-a-half baths, with hardwood floors flowing throughout, abundant natural light, and private decks that extend the living space outdoors. The contemporary kitchens feature stainless steel appliances and granite countertops, while in-unit laundry adds convenience with washers and dryers included. Downstairs, the finished basement offers an incredible amount of additional space, with private storage designated for each unit and plenty of room for bikes, gear, hobbies, or whatever life requires. Easy bike access makes getting around the neighborhood a breeze. Best of all, location puts you right in the middle of everything Roslindale Village has to offer. Step outside to discover an inviting mix of independent shops, restaurants, cafés, green space, and neighborhood favorites, all just moments from home. With the train nearby, commuting into Boston is easy, while the abundance of parks and open space gives you plenty of opportunities to escape the city without leaving the neighborhood. Beautifully renovated, thoughtfully designed, and ideally located, these brand-new condos offer the perfect blend of contemporary style, comfort, and village living. Units 1, 2 and 3 available!

4294 Washington St Unit 2, Boston

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

$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.

$949,000

6 Beds ⋅ 3 Baths ⋅ 73577249 MLS

Strong two-family investment opportunity with value-add upside in the heart of Roslindale. Located on a quiet residential street, 1–3 Lesher Street generates $6,475 per month and $77,700 in annual gross income. Long-term tenants are currently paying below-market rents, providing room for future growth. Unit 1 is a first-floor 3-bedroom, 1-bathroom residence, gut-renovated prior to 2014 and currently rented for $3,175/month. Unit 2 is a spacious 3-bedroom, 2-bathroom duplex spanning the second and third floors, rented for $3,300/month, with potential for future updates. The property offers approximately 2,326 SF of living area on a 3,999 SF lot. Features include updated systems, brand new decking and railings, a 2-car garage, three tandem driveway spaces, and tenant-paid utilities. Conveniently located near Roslindale Village, shops, restaurants, and public transportation. Rent roll available upon request. Group showings Thursday, 9/17, from 12–1:30 PM and Saturday, 9/19, from 11 AM–12:30 PM.

1 Lesher St, Boston

Listing courtesy of Listing Agent: Prospect Boston Team from Listing Office: Efron Property Group, LLC.

$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..

$1,349,000

5 Beds ⋅ 5 Baths ⋅ 73576595 MLS

Find the space, amenities, and location that makes life easy at 33 Cohasset St next to Roslindale Village. Unit 1 is a nicely laid out 2 Bed/2 Bath, rented through August '27 at $3100/month. Unit 2 is an owner-occupied, two level condo offering 3 bedrooms + an office, 3 full bathrooms and an expansive yard + patio typically reserved for the suburbs. Gut-renovated in 2014, the open floor plans and layouts have plenty of room to spread out, work from home and make this space your own. All commuting styles are accommodated, with 4 parkings space, a large, easily accessible basement to store bikes, and proximity 2 blocks from the Commuter Rail. With Roslindale Village at the end of the street, you'll find your go-to spots for food, drinks and shopping. Head a few more blocks to parks and outdoor markets. This is the kind of home that feels like single family while letting you enjoy everything that makes living in Roslindale so great. Unit 2 is also for sale as an individual condo. Can be sold as 2 individual condos or dissolved back into a 2-family home by closing.

33 Cohasset, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.

$549,000

2 Beds ⋅ 1 Baths ⋅ 73576216 MLS

This lovely 2 bedroom + study condo is newly painted, sparkling clean and move-in-ready! An off-street deeded parking space, extra storage, and in-unit laundry are all included. The home is full of preserved character with warm wood accents and beautiful hardwood floors. The living room features elegant french doors and a piano window to help capture abundant sunlight. Dinner party guests are well accommodated in the semi-formal dining room, complete with a charming built-in cabinet. This flows nicely into the spacious and inviting kitchen with high-end gas cooking range. In addition to the two well proportioned bedrooms, the bright study offers an ideal space to work from home. The private rear deck provides wonderful sunset views. The roof was just replaced last year with durable and reflective PVC material, lowering utility costs. In addition to your own off-street parking, an on-street parking space directly in front of the building is reserved exclusively for EV charging which provides additional income for the association. Fantastic location right next to the Arnold Arboretum where you can spend weekends enjoying hundreds of acres of green space, thoughtfully curated by Harvard University. Roslindale Village is among Boston’s coolest and most vibrant retail districts with numerous dining options and unique shops. Being directly between Roslindale Village and the Forest Hills Orange Line T Station gives you quick access to everything. The extensive Roslindale Farmer's Market is also a must-visit. Bluebikes nearby are accompanied by bike lanes. Easy access to Longwood Medical, Faulkner Hospital & more!

10-12 Colgate Rd Unit 2, Boston

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

$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.

$599,000

3 Beds ⋅ 3 Baths ⋅ 73575726 MLS ⋅ ['Dale Village Condominiums'] BLDG.

Enjoy the privacy and space of single-family living without any of the exterior hassle in this sun-drenched Dale Village townhome. This move-in ready, 3-bedroom, 2.5-bath townhouse offers three levels of living, an ideal layout for work, relaxation, and effortless entertaining. Step inside and up the stairs to an airy main level framed by soaring ceilings and filled with natural light, seamlessly connecting the open living and dining spaces. An efficient kitchen makes morning routines a breeze, while dedicated in-unit laundry and a half bathroom add everyday convenience. The second floor boasts 2 bedrooms and a full bathroom, while the third floor is highlighted by another bedroom and a full bathroom perfect for a secluded primary sanctuary or quiet home office. Tucked into one of Roslindale's most vibrant pockets, you are minutes from Roslindale Village's local coffee shops, popular farmers' market, and the lush trails of Arnold Arboretum. Hop on the nearby commuter rail for a quick 30-minute ride into downtown Boston. Recent community improvements include newer windows, roofs, and siding. Schedule your private tour today.

15 Marion St Unit F, Boston

Listing courtesy of Listing Agent: Darnell Billings from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$475,000

1 Beds ⋅ 1 Baths ⋅ 73575402 MLS

Introducing 3915 Washington Street, a newly constructed six-unit condominium building featuring thoughtfully designed one-bedroom, one-bath residences just steps from Forest Hills and the vibrant Roslindale Village perfect for commuters. Each home has been professionally designed with exceptional attention to detail, showcasing stylish fixtures, custom cabinetry, white oak flooring, contemporary tile finishes, and an abundance of windows that fill the space with natural light. Enjoy central A.C. and the convenience of in unit laundry with large, personal storage units included for each resident. Designed with sustainability in mind, the building is fully electric, eliminating the use of fossil fuels and reducing its carbon footprint. Built to meet HERS energy-efficiency guidelines, these residences offer modern comfort, exceptional efficiency, and environmentally conscious living in one of Boston's most desirable neighborhoods. Fantastic for a homeowner or investor.

3915 Washington Street Unit 2, Boston

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

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