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

$549,000

2 Beds ⋅ 1 Baths ⋅ 73599097 MLS

Location Location! This pretty two plus bed is flooded with light. Lovingly cared for with your own private driveway and two porches (front and back) this home includes a two year old Weil McLain furnace, and a young roof.

43 Coniston Road Unit 2, Boston

Listing courtesy of Listing Agent: Tracy Clark from Listing Office: Compass.

$950,000

4 Beds ⋅ 3 Baths ⋅ 73598251 MLS

Sunshine, flexibility, and a great Roslindale location come together at this distinctive corner-lot two-family. With its south-facing exposure, the property feels bright and open, while the thoughtful unit mix offers excellent versatility for an owner-occupant, investor, or multigenerational household. The spacious upper unit features 3 bedrooms and 2 full baths, while the lower unit offers a comfortable 1-bedroom, 1-bath layout.Two-car tandem parking adds everyday convenience, and the full basement provides additional storage and utility space. The roof and solar panels were installed in 2019, and the solar system is fully paid off.Best of all, Roslindale Village Center and the commuter rail are less than a half-mile walk away, putting shops, restaurants, neighborhood favorites, and an easy connection into Boston close at hand. With approximately 2,050 square feet, four bedrooms, three full baths, owned solar, parking, and a terrific Roslindale setting, this is a two-family with a lot to offer.

154 Durnell Ave, Boston

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

$899,900

4 Beds ⋅ 3 Baths ⋅ 73598123 MLS

Seller is offering up to $20,000 toward the buyer’s closing costs OR a 2-1 interest rate buydown. With the buydown, the buyer’s rate is 2% below the note rate in year one and 1% below in year two, lowering monthly payments during the first two years of ownership. Ask your lender for details. Move-in ready Colonial in Roslindale's Metropolitan Hill, on the bus line to Forest Hills Station and the Orange Line. A classic farmer's porch and restored stone wall entrance welcome you to this traditional New England Colonial. The first floor offers a living room, dining room, full bath, and eat-in kitchen with stainless steel appliances and quartz countertops, plus exterior access to a large deck built for entertaining. Upstairs you'll find three bedrooms, a full bath, and a sitting/family room with second-floor laundry for convenience. Beautiful hardwood floors run throughout. The finished lower level is designed as accessory living space with a sitting room, bedroom, full bath, and kitchenette. Recent improvements include a Navien heating system with three zones, new second-floor windows, Mass Save insulation, an improved driveway, and the deck, fresh painted and attic storage. Roslindale is well known for suburban living with easy access to downtown Boston, the Longwood Medical Area, the Forest Hills Orange Line, and the commuter rail — and Roslindale Village's shops, restaurants, and farmers market are close by

9 Granada Ave., Boston

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

$589,999

2 Beds ⋅ 1 Baths ⋅ 73598017 MLS

Welcome to this charming single-family Cape, nestled on a picturesque .16 acre wooded lot along a quiet side street in a desirable dead end cul-de-sac setting! Enjoy the privacy and feel of a tucked-away neighborhood, while benefiting from the convenience of city living. A warm and inviting living room highlight a comfortable gathering space, along with a fully equipped quaint kitchen, ready to accommodate your everyday needs. Pass through the unique living room archway, the home features 2 bedrooms with classic hardwood flooring, 1 full bath, central air and a delightful sunroom off the kitchen, providing a cozy place to relax while enjoying your morning coffee.. Quality built and lovingly cared for! This home & location has much to offer for the first time buyer or retiree looking to downsize. Make this your "Home Sweet Home"!

14 Florian Way, Boston

Listing courtesy of Listing Agent: Benjamin Tirlia from Listing Office: Century 21 Tassinari & Assoc..

$459,990

2 Beds ⋅ 1 Baths ⋅ 73597962 MLS

The beautifully remodelled 2 bdrm unit boast a great layout, updated features and ideally located. In proximitaty to Forest Hill train and commuter stations for easy access for commuters and to downtown, for foodies and dining a short ride to Roslindale village for restaurants, local shops and retailers, Franklin Park Zoo Lights for seasonal illuminated display and lantern experience, short ride to living landscape and walking paths in the Arnold Aroboretum and easy connections to many T connections to south station and logan airport. The unit includes substantial storage area in the basement, and 1 assigned parking spot with option for additional parking spaces.The interior boast, comfortable size bedrooms with a stylish sliding barndoor, large living room, combo dining/kitchen area with stainless steel applicanes and beautiful backsplash. Exterior offers patio and porch for a great city view, relaxation and appreciation for fresh air. Come take a look, you'll be pleasant surprisedShowings must be accompanied and by appointment only. No Sunday showings

699 Hyde Park Ave Unit 6, Boston

Listing courtesy of Listing Agent: Sonia P. Hart from Listing Office: Common Wealth Realty Services.

$1,195,000

5 Beds ⋅ 4 Baths ⋅ 73597858 MLS

Former Single Family home on Peter's Hill can be brought back to its original use. Currently a 3-Family home. Also see MLS # 73596167...Tucked between the 265 acre Arnold Arboretum and Roslindale Village, moments to shops, restaurants, Farmer's Market, parks, Community Center, Library, Commuter Rail, buses and more. Great architecture and details, with stained glass, French doors, mantels, built-ins and hardwood floors. 3 levels of living space with 5 total bedrooms, 3 baths. Each level has open concept kitchens. Floors 1 & 2 with heat pumps/mini-splits for heating/cooling installed 2025. 3rd floor has skylights. Partially finished basement has an additional half bath with laundry, workspace and storage. Former garage is now a studio, ideal for music, art, business, etc. Lush back yard and patio for relaxation, BBQs, firepit and gardening. Driveway parking for 2-3 cars. A special opportunity for a large/extended family, investor, condo conversion or revert back to a single family home. Welcome to Peter's Hill, where City meets Country, where you can enjoy culture and nature alongside the views of the Boston Skyline.

21 Conway St, Boston

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

$1,450,000

9 Beds ⋅ 3 Baths ⋅ 73597663 MLS

Imagine the Arnold Arboretum is your backyard! Opportunities to own on Mendum Street are incredibly rare, and this oversized, well maintained, professionally managed two-family offers A PRIVATE ENTRANCE INTO PETER'S HILL. Once named Roslindale’s best residential street and one of Boston’s top 10 by Boston Magazine, Mendum offers a setting that feels worlds away while keeping the best of Roslindale Village close at hand. With strong annual income potential of $93,900+/year (one unit delivered vacant), this property works well for both investors and owner-occupants. Unit 1 is a spacious duplex with a walkout lower level. The main floor features a renovated kitchen with a walk-in pantry, a living/dining room, three sunny bedrooms, and a full bath. Downstairs, find a family room, bedroom, full bath, and two bonus rooms offering flexibility for work, guests, or hobbies. The unit will be delivered vacant and was last rented for $3,825 per month. Unit 2 is rented for $4,000 per month through 8/31/27, with strong tenants who may be willing to vacate early. Its main level features a living/dining room with a fireplace, a renovated kitchen with a walk-in pantry, three bedrooms, and a full bath renovated in 2024. There's a corner sunroom in the front, and a second sunroom with an incredible treetop view of Peter’s Hill in back. The upper level offers a large bonus room or bedroom and an additional bedroom. Unit 2 has a Certificate Of Lead Compliance obtained September 2025. Although the property has been well maintained and thoughtfully updated, opportunities remain to add value, particularly on the upper floor. Additional features include vinyl siding, low maintenance landscaping, and driveway parking for 2 cars. Laundry is paid for by tenants and owned and maintained by a third-party company. The Roslindale Village Commuter Rail station is approximately 0.4 miles away, and nearby buses connect to the Orange Line at Forest Hills. This is a rare combination of location, space, income, and opportunity! The stated living area is based on the approved architectural plans submitted to Boston Planning & Zoning. Buyers and their agents should independently verify the living area and perform their own due diligence. Professionally prepared P&L available.

25 Mendum St., Boston

Listing courtesy of Listing Agent: Kiernan Middleman from Listing Office: Berkshire Hathaway HomeServices Warren Residential.

$1,125,000

4 Beds ⋅ 2 Baths ⋅ 73596551 MLS ⋅ ['15 Whitford Condominiums'] BLDG.

Rare opportunity in Boston's desirable Metropolitan Hill neighborhood! Offered for the first time in 65 years, this charming Painted Lady sits on a beautifully landscaped corner lot. This spacious 2,457 sq. ft. bi-level condo offers 4 generous bedrooms, 2 bathrooms, 8-foot ceilings, central air, and an eat-in kitchen with granite countertops and stainless steel appliances. Two bedrooms and a bathroom are located on the main level, with two additional bedrooms and an en-suite bathroom upstairs. Enjoy an exclusive 12' x 16' deck off the living room. Exceptional off-street parking includes a 3-car tandem driveway and oversized 1-car garage featuring radiant heated floors and upper storage. A 5-year-old roof adds peace of mind. Classic architectural charm, generous living space, and remarkable amenities make this a truly special offering!

15 Whitford St Unit 3, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$695,000

2 Beds ⋅ 1 Baths ⋅ 73596550 MLS ⋅ ['15 Whitford Condominium'] BLDG.

A Rare Opportunity in Roslindale's Desirable Metropolitan Hill Neighborhood! Offered for the first time in 65 years! Discover a truly special opportunity to own a charming condominium in a beautiful Painted Lady Victorian, prominently situated on a corner lot in Roslindale's highly sought-after Metropolitan Hill neighborhood. This inviting 2-bedroom, 1-bath residence offers 1,285 square feet of living space, blending timeless character with modern conveniences. Highlights include 8-foot ceilings, a fireplace in one of the bedrooms, and a spacious kitchen featuring granite countertops and stainless steel appliances. One of the property's most exceptional features is its two private, covered porches, totaling an impressive 288 square feet of exclusive outdoor living space. Measuring 96 and 192 square feet, these porches are reserved solely for this condominium, offering wonderful opportunities for outdoor dining, entertaining, or simply relaxing. The beautifully maintained grounds showcase impeccable landscaping, enhancing the property's curb appeal and classic Victorian charm. Adding to its appeal are two dedicated off-street parking spaces—a highly desirable convenience in the City of Boston. With its distinctive architecture, generous living space, private outdoor retreats, and prime Metropolitan Hill location, this property presents a rare opportunity to own a piece of Roslindale's character and history. A truly unique offering after 65 years of ownership—don't miss it!

15 Whitford St Unit 2, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$515,000

1 Beds ⋅ 1 Baths ⋅ 73596548 MLS ⋅ ['15 Whitford Condo Association'] BLDG.

Classic Boston Charm and Modern Comfort in Coveted Metropolitan Hill. Welcome to this distinctive garden-level residence in Boston’s highly sought-after Metropolitan Hill neighborhood. Offering 1,415 square feet of living space, this inviting home pairs the timeless appeal of a beautifully maintained Painted Lady with the conveniences of modern living. Inside, 8-foot ceilings create a comfortable, open feel. The kitchen features granite countertops and stainless steel appliances, while in-unit laundry hookups add everyday practicality. An exclusive, dedicated off-street parking space provides a valuable amenity in the city. Set on a desirable corner lot, the property is enhanced by impeccable landscaping and standout curb appeal. Its distinctive architectural character, well-maintained grounds, and desirable location create a rare opportunity to enjoy classic Boston style with modern comfort. Space, character, parking, and location come together in this exceptional Metropolitan Hill residence. Schedule your private showing today and experience all it has to offer.

15 Whitford St Unit 1, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$719,000

4 Beds ⋅ 3 Baths ⋅ 73596524 MLS

Single family home in Roslindale on a dead end street is rare! A charming and timeless ranch near the George Wright golf course offering four bedrooms with a stunning deck on the front and the back of the house. Very spacious and private yard that is your own urban oasis. own.It has been freshly painted with hardwood floors and the basement offers so much potential with great ceiling height and room to finish. It could be an in law suite, gym, home office or another apartment. The opportunities are endless. The driveway is large enough for three cars potentially more depending on size and the yard is gorgeous and oversized with a shed. Close proximity to the train, bus route and forest hills as well as the highway making it an easy commute into Boston or surrounding towns.

17 Hautevale Street, Boston

Listing courtesy of Listing Agent: Karen Gilmore from Listing Office: Gilmore Murphy Realty LLC.

$1,250,000

9 Beds ⋅ 3 Baths ⋅ 73596052 MLS

Rare Find! Traditional Three-Family Home in the Heart of Roslindale!Excellent opportunity to own a traditional three-family property ideally situated on Washington Street, between Roslindale Square and Forest Hills Station. This property features three bedrooms in each unit, separate updated heating systems, and individual front porches for all three units. The second and third floors each feature two completely independent heating systems: a forced hot-air system and an in-unit Navien system that provides both heating and domestic hot water.Conveniently located with excellent access to public transportation, including bus routes and bike lanes directly along Washington Street. Forest Hills Station is less than one mile away, while vibrant Roslindale Square, offering a variety of restaurants, cafés, and local shops, is approximately 1.3 miles away. Enjoy the natural beauty of the Arnold Arboretum, located less than 1.5 miles from the property, along with convenient access to major hospitals and medical facilities.Whether you're looking for an owner-occupied property or an investment opportunity, this traditional three-family offers tremendous potential in a desirable Roslindale location.Easy to show! Schedule your appointment today!

3964 Washington St, Boston

Listing courtesy of Listing Agent: Guillermo Perez from Listing Office: RE/MAX Real Estate Center.

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Roslindale Real Estate

Newest Listings in Roslindale

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