Roslindale Homes under $2 million

Welcome to Roslindale, a charming neighborhood nestled in the heart of Boston, Massachusetts. Known for its vibrant community spirit, lush green spaces, and historic architecture, Roslindale offers an inviting atmosphere that feels like a small town within the bustling city. With its tree-lined streets and a delightful mix of shops, restaurants, and local markets, residents enjoy the perfect blend of urban convenience and suburban tranquility.

One of the standout features of Roslindale is its commitment to preserving nature, evident in the beautiful Arnold Arboretum and the expansive Roslindale Wetlands. These areas provide a serene escape for outdoor enthusiasts, families, and anyone looking to enjoy a leisurely stroll or a weekend picnic. The neighborhood also boasts an array of community events, from farmers' markets to seasonal festivals, fostering a strong sense of belonging among residents.

For those considering a move to this inviting area, Roslindale offers a diverse selection of homes priced under $2 million. Whether you’re searching for a charming Victorian, a modern condo, or a spacious single-family home, you’ll find a variety of options that cater to different lifestyles and preferences. With a strong sense of community, excellent schools, and convenient access to public transportation, Roslindale is an ideal choice for families, young professionals, and retirees alike.

Explore the possibilities in Roslindale, where your dream home awaits in a neighborhood that truly feels like home. Let us help you find the perfect property in this vibrant Boston enclave!

Newest Roslindale Homes under $2 million

$675,000

3 Beds ⋅ 2 Baths ⋅ 73591378 MLS

Welcome home to 37 Cedrus, a sun-filled top-floor condo with beautiful Boston skyline views and plenty of space to live comfortably. Step through the door and into a warm, light-filled interior where hardwood floors, natural wood trim, and an easy open flow make the home feel inviting from the start. Imagine starting the morning with coffee on the balcony as the Boston skyline stretches out beyond you, then coming back inside to a welcoming living room, with the decorative fireplace adding character to the space. The dining room is ready for Sunday dinners, holiday gatherings, and nights when friends stay a little longer, with custom built-ins adding both character and function. At the heart of it all, the generous kitchen gives you plenty of room to cook, gather, and be part of the conversation. When the day winds down, three comfortable bedrooms give everyone a place of their own, including a main bedroom with a private full bath. Need more room? The exclusive use 1,400+ sq ft walk-up attic offers storage and possible expansion, along with a small basement storage area. Outside, enjoy a second porch and common yard, while one deeded garage space, plus one tandem parking space in driveway, make coming home easy. With recent updates to the façade, porches, HVAC, retaining wall, washer, dryer, and microwave, the big work has already been addressed. And with Roslindale center close by, everyday conveniences are never far away. Ready for its new owners and offering the space, views, and location buyers are looking for. Don't miss your chance to see it in person! This is a condo. It feels like an attached SF, and the informal association functions like one.

37 Cedrus Ave Unit 37, Boston

Listing courtesy of Listing Agent: Ken Sazama from Listing Office: Real Broker MA, LLC.

$669,000

2 Beds ⋅ 2 Baths ⋅ 73590268 MLS

Tucked into Roslindale’s Metropolitan Hill neighborhood, this beautifully renovated 2-bed, 2-bath condo offers over 1,130 SQ FT of bright, open living space and the perfect balance of city convenience and a peaceful residential setting. Gut renovated to the studs in 2019, the home features an open-concept kitchen and living area with gleaming hardwood floors, a gas fireplace, central AC + heat, and in-unit laundry. The crisp white kitchen offers shaker cabinetry, quartz countertops, stainless steel appliances and plenty of space to gather. Step outside to your private back porch and an unusually large shared yard with garden space, a rare find this close to the city! Two tandem off-street parking spaces, dedicated basement storage and a low condo fee complete the package. Enjoy Boston skyline views just outside your door, while staying only a short walk to Roslindale Village, shops, restaurants, public transportation and everything Rozzie has to offer!

43 Cliftondale St Unit 2, Boston

Listing courtesy of Listing Agent: Jilma Sarae Morales from Listing Office: Pena Realty Corporation.

$1,335,000

4 Beds ⋅ 3 Baths ⋅ 73590150 MLS

Boston built very few late Victorian era Craftsman houses, and fewer still kept their interiors intact. This one did!! Behind an enclosed porch on Doctor's Row, a second door opens to a paneled Arts and Crafts hall with original casement windows, a window seat, and hand-blocked Sanderson Morris paper. It's something to behold. Beyond it, gumwood beams run the length of the living and dining rooms over high wood paneling. A plate rail on carved brackets carries the full wall, with the mantel set just below it and a firebox in patterned brick tile. Dividing the two rooms is a colonnade screen: one broad arched opening flanked by a pair of smaller blind arches on heavy posts. These details are unforgettable. Two glass-front china cabinets are built into the dining room. The woodwork was never painted over. Oak runs underfoot through the main rooms and gives way to mahogany flooring in the kitchen, where a large marble slab counter once served a working chef. Soft and warm red fir runs through the second floor. Afternoon light fills the living room, and an enclosed sun porch off the dining room stays bright through the day, a personal favorite of the current owners. The first floor loops: hall to living to dining to kitchen and back again, with a front office (originally a dentist office) and a half bath off the run. Upstairs, 4 bedrooms include a primary suite with walk-in closet and renovated bath in herringbone and marble, plus a bedroom now used as a den with a bow window and window seat. The finished walk-up third floor adds dormers, AC, a skylight, and room to spread out. Recent work covers the 2026 rear deck, exterior paint, repointed chimney, and cleaned flue, with a high-efficiency gas boiler from 2020. Fenced yard, garage/storage bay under the house, generous on-street pkg, and a corner lot that takes light on 3 sides. Roslindale Village, Fallon Field, the Arboretum, Roches Brothers/Centre Street, and the Bellevue commuter rail stop are all close by. This home represents a rare find for the buyer who appreciates a vintage home like this. First come, first serve!

990 South Street, Boston

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

$630,000

2 Beds ⋅ 2 Baths ⋅ 73590073 MLS ⋅ ['207 Cummins Highway Condominium Trust'] BLDG.

The ceiling lifts away after you ascend the private stairwell and step into the main living area. With stained exposed wood beams crossing a vaulted, sunrise skylight accented cathedral ceiling, the architectural features, including an exposed, original brick firewall that stands over 10' tall, exhibit why unit 3 at 4 Ada is for sure NOT your average 2 bed, 1.5 bath Roslindale condo! ................ Morning is when top floor home is at its best, light pouring through the skylights and onto the white oak floor. The kitchen glistens with granite counters, stainless appliances, a gas range. However, the peninsula bar isn't just for breakfast anymore; it's the perfect place to entertain while you cook or just nosh with guests.Both bedrooms bookend the hallway where the stairs, the main living area, and the main bathroom converge. Retiled with a soft terracotta in 2019, the full bath, with more exposed brick accents, has it both ways: a skylit jetted soaking tub and a glass and tile shower. The half bath, off the main living area, nicely doubles as the laundry room..............A private back stair off the kitchen drops two flights to the tree canopied shared grill and patio, the parking, and the basement for storage and systems. 2 exclusive-use spaces sit in a private paved lot with room for guests. Plenty of street parking too for guests. The building and the unit are in excellent condition and the HOA is healthy and active. Some key recent updates to save new owners from near future headaches............Roslindale Village is just down the street and that proximity is value added! Roslindale Village is alive and buzzing. Dozens of independent small businesses bring energy and life to Rozzie Square. Coffee at Square Root or Russ and Mimi's, pastries and bread at Fornax, ice cream at Sweeties, so many little hidden gems, including a hidden courtyard where the patios from many local spots converge. Its farmers market, Boston's longest running, breathes life into the square every Saturday Summer through Fall, with live music, lots of fun choices for food and crafts; a big community anchor. Just across Washington Street, the revitalized Substation keeps community events running all year round. The Needham commuter line stops in the Square, and buses run to Forest Hills all day long......This unit represents an excellent opportunity to own a well cared for and architecturally exciting condominium in the center of one of Boston's most underrated neighborhoods.

4 Ada Unit 3, Boston

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

$825,000

2 Beds ⋅ 1 Baths ⋅ 73589987 MLS

BRAND-NEW CONSTRUCTION! Experience modern living at its finest in this beautifully designed 2-bedroom, 1-bath condominium, offering exceptional craftsmanship, upscale finishes, and thoughtful details throughout. The stunning European-style kitchen features a full suite of appliances, including a stove, dishwasher, and refrigerator, and flows seamlessly into the inviting open-concept living area—perfect for both everyday comfort and entertaining. Enjoy the convenience of in-unit washer and dryer, premium Pella windows, smart lighting, an intelligent thermostat, and three energy-efficient mini-split systems providing year-round heating and cooling. Unwind on the exclusive rooftop deck while enjoying beautiful city views. Additional features include approximately 55 square feet of private basement storage. Ideally situated just steps from vibrant Roslindale Village, with easy access to charming shops, restaurants, commuter rail, bus routes, and the Arnold Arboretum. A rare opportunity to own brand-new construction where modern elegance meets exceptional convenience!

4164 Washington St Unit 9, Boston

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

$925,000

4 Beds ⋅ 2 Baths ⋅ 73589973 MLS

A gracious single family in the heart of Roslindale, this stately Victorian-era home features many updates and a superb location for those seeking the convenience and community of urban amenities. The home boasts generous proportions throughout. On the main level is a thoughtfully renovated eat-in kitchen with darling built-in breakfast nook, stainless appliances, loads of storage and eco-friendly marmoleum flooring. Off the foyer are the spacious living room with chair rail detail and 4 windows bathing the room in natural light; and a large dining room also with chair rail, an adjacent butler's pantry, and a half bath. The second level offers three equally sizable bedrooms and a freshly updated full bathroom. On the third level is a bright, partially finished attic with mini-split cooling/heating, offering ample space that can be used as a 4th bedroom, office or rec space. Additional unfinished storage area offers possibilities for further expansion. Outside, enjoy driveway parking and a tidy, low maintenance yard with a dining patio and deck right off the kitchen. Located only 3 blocks from Roslindale Village, featuring the commuter rail, library, Birch St. Plaza, popular restaurants, grocery store, Target, and the lively Saturday Farmer's Market. Easy access to many bus lines, including to Forest Hills T stop. Experience the lifestyle many local residents rave about!

46 Sycamore St, Boston

Listing courtesy of Listing Agent: April Nelson from Listing Office: Gibson Sotheby's International Realty.

$875,000

3 Beds ⋅ 3 Baths ⋅ 73589953 MLS

Set just over the JP line, rarely does a home come along that brings together thoughtful design, private outdoor space, and everyday livability quite like this. This beautifully designed 3-bedroom, 2.5-bath townhouse offers a comfortable three-level layout with spaces that feel open, bright, and connected to the outdoors. The main level is where life naturally comes together. The open living and dining areas feature polished concrete floors and recessed lighting, while the well-appointed kitchen offers stone countertops, a generous island and breakfast bar, and plenty of room to cook, gather, and enjoy everyday meals. A moving glass wall opens directly to the private patio and fenced garden, creating an easy flow for morning coffee, outdoor dinners, or simply enjoying a quiet afternoon at home. Upstairs, two comfortable bedrooms offer hardwood floors, closets, and ceiling fans, along with a full bath and convenient in-unit laundry. At the top level, the primary suite gives you a private place to unwind, with a cathedral ceiling, skylight, walk-in closet, and ensuite bath featuring a double vanity and rain shower. Step outside and the home continues to surprise. The outdoor spaces include raised garden beds in the front yard next to the driveway, along with a grapevine-covered hammock stand and space to relax surrounded by birds, squirrels, and rabbits. The home’s green design is a standout feature, with a LEED Platinum rating, solar panels, super-insulated and airtight walls and roof, and energy- and water-efficient appliances designed to support comfortable living with a lower environmental footprint. The serene neighborhood adds to the feeling of having your own peaceful retreat while still being close to the city. Recent updates make the home even easier to enjoy, including a Mitsubishi ductless mini-split system serving every floor, solar panels, and a Level 2 EV charger with both NACS and CCS charging capability. Tandem driveway parking for two cars, plus available on-street parking, adds everyday convenience. The Forest Hills Orange Line T station is also within walking distance, making it easy to connect to the city. If you’ve been looking for a home that gives you beautiful living spaces, thoughtful modern features, and a private outdoor escape all in one place, this is one you won’t want to miss. Schedule your showing today! This is a condo. It feels like an attached SF, and the informal association functions like one.

66 Catherine St Unit 66, Boston

Listing courtesy of Listing Agent: Ken Sazama from Listing Office: Real Broker MA, LLC.

$1,199,000

5 Beds ⋅ 4 Baths ⋅ 73589161 MLS

Updated 4 family on a large corner lot with contemporary finishes including carrera quartz counters, stainless steel appliances and classic ceramic subway tile accents. There are beautiful original hardwood floors throughout the property and each unit has an enclosed porch with ceramic tile floors off of the kitchen. There is a parking area with enough space for at least 4 cars and a large private storage room in the basement along with laundry facilities and a common yard. Three out of the four units are currently leased through 8/31/27. Gross income of over $113,000 and all of the units have separate utilities. Conveniently located just 1 mi from Roslindale Village and 1.5 miles from Forest Hills, this gem is not to be missed.

836 Canterbury St, Boston

Listing courtesy of Listing Agent: Adam Umina from Listing Office: Metro Realty Corp..

$1,549,900

4 Beds ⋅ 4 Baths ⋅ 73588614 MLS

Striking new construction in the heart of Roslindale, within walking distance to Roslindale Village, local shops, restaurants, the weekly farmers market, and the commuter rail to Boston. The building is currently under construction. Allowing a unique opportunity to meet with the builder and discuss custom finish options. This home features four levels of living space with high ceilings and hardwood floors throughout. The main level highlights an open layout with a fireplace, floating shelves, accent wall, and a chef's kitchen complete with a large Quartz island, high-end appliances, and a dedicated wine/beverage area. Tremendous light from the two double doors to the oversized deck off kitchen/dining area is the highlight of this space. The upper level includes three bedrooms, a main bath, a primary ensuite with spa-like bath and walk-in closet, and a dedicated laundry room. The fourth level offers an additional ensuite bedroom, ideal for au pair. Complete with a two-car garage off Ada Street accessible from Cummings highway or Poplar Street, leading into a versatile finished lower level, plus plenty of green outdoor space for gardening, pets, or play. Property visits are by appointment only.

53 Brown Ave., Boston

Listing courtesy of Listing Agent: Marjorie Vogt from Listing Office: Vogt Realty Group, LLC.

$608,000

2 Beds ⋅ 1 Baths ⋅ 73588500 MLS

Beautifully refreshed first-floor Roslindale condo offering approximately 1,013 SF of flexible living space and the ability to make the layout your own. Prefer a traditional 2-bedroom, 1-bath home with a dedicated dining room and additional entertainment, office or bonus space? You’ve got it. Need a 3-bedroom, 1-bath layout instead? The flexible floor plan gives you options.Recent improvements include refinished hardwood floors, fresh interior paint, updated lighting, new stainless-steel refrigerator and dishwasher, refreshed finishes and thoughtfully improved living spaces. High ceilings and abundant natural light preserve the character of the home while giving it a clean, move-in-ready feel.Additional features include a private front porch, rear deck, deeded off-street parking, basement storage and laundry access. The monthly condo fee is only $155 and includes water and master insurance.Convenient Roslindale location near Roslindale Village, Forest Hills, parks, restaurants, shops and public transportation. Whether you need two bedrooms with more entertaining space or the flexibility of a third bedroom, this home lets you decide how the space works best for you.

61-63 Philbrick St Unit 1, Boston

Listing courtesy of Listing Agent: Michael Reeves from Listing Office: Stony Brook & Lennox Realty Advisors.

$550,000

2 Beds ⋅ 2 Baths ⋅ 73588070 MLS ⋅ ['Residences At 4040'] BLDG.

Move in ready! This well maintained townhouse has an ideal commuter location on the bus route between Roslindale Village and Forest Hills. It features a maple cabinet kitchen, granite countertops and stainless steel appliances. The open floor plan is perfect for entertaining with a dining area and living room combination- all with hardwood floors. Both bedrooms have new wood floors, spacious closets with built-ins and both baths have been updated. There is a great bonus room on the first level with direct access from the 1 car heated garage or a spiral staircase. It functions well as a second family room or a home office. Additional amenities include an in unit washer/dryer, central air conditioning, storage unit, 1 assigned parking space. Professionally managed. This is a great opportunity to experience all that Roslindale has to offer.

15 Whipple Ave Unit 1, Boston

Listing courtesy of Listing Agent: Beth Rossi from Listing Office: Coldwell Banker Realty - Franklin.

$699,000

3 Beds ⋅ 2 Baths ⋅ 73587792 MLS

Location, Location! This well maintained 3 bedroom 1.5 bath home is conveniently located off Belgrade Avenue, and is a short walk to the Belgrade Train Station and Roslindale Village. This home offers great natural light, beautiful hardwood floors throughout, large bedrooms, a large back yard and parking. The furnace has been replaced and the exterior has been upgraded to new fiber cement siding. Come take a look!

32 Aldrich St, Boston

Listing courtesy of Listing Agent: Kate Duggan from Listing Office: Bostonia Properties.

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