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21 Conway St, Boston
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 73596167 MLS
Charming and rarely available 3 family home in the coveted Peter's Hill neighborhood. 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 one unit per level. 5 total bedrooms, 3 baths in the units. Each have open concept kitchens. Units 1 & 2 with heat pumps/mini-splits for heating/cooling installed 2025. Unit 3 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, All units are currently occupied, with leases and TAW. A special opportunity for extended family, owner-occupant or investor. Possible 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.
3964 Washington St, Boston
$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.
836 Canterbury St, Boston
$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..
4471 Washington St., Boston
$5,690,000
14 Beds ⋅ 14 Baths ⋅ 73583501 MLS
Rare opportunity to acquire a brand-new, ground-up 8-unit investment opportunity. 4471 Washington Street combines modern construction, oversized residences, private outdoor space, and dedicated parking to create a compelling turnkey investment opportunity. The building features six expansive 2-bedroom, 2-bath residences averaging approximately 1,250 SF, each with private outdoor space, plus two spacious 870 sqft 1-bedroom, 1-bath residences with private patios. Interiors offer open-concept living, modern finishes, stainless steel appliances, generous bedrooms, and thoughtfully designed layouts built for today’s rental market. Eight parking spaces further enhance the property’s rental appeal. Ideally positioned along the Washington Street corridor with convenient access to public transportation, Roslindale Village, Forest Hills, neighborhood amenities, parks, and commuter routes. A unique opportunity to acquire a newly constructed Boston multifamily asset offering an exceptional unit mix, strong rental potential, and long-term upside.

4471 Washington St., Boston

Listing courtesy of Listing Agent: Elevated Boston Team from Listing Office: Elevated Realty, LLC.
4294 Washington St, Boston
$1,500,000
9 Beds ⋅ 6 Baths ⋅ 73581755 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. Completely turn key investment opportunity! Everything in this building have been completely rehabbed from the roof down to the basement, 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 and is completely sealed and treated, with private storage designated for each unit and plenty of room for bikes, gear, hobbies, or whatever life requires. Best of all, location is 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.

4294 Washington St, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.
1 Lesher St, Boston
$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.

1 Lesher St, Boston

Listing courtesy of Listing Agent: Prospect Boston Team from Listing Office: Efron Property Group, LLC.
33 Cohasset St, Boston
$1,249,000
5 Beds ⋅ 5 Baths ⋅ 73576595 MLS
Generational living, investment opportunity, and the best of Roslindale Village — all in one property.Find the space, flexibility, and location that make life easy at 33 Cohasset Street, just a half-block from Roslindale Village. The property currently consists of two individual condominiums, offering an ideal setup for extended family, owner-occupants, investors, or anyone looking for a little more room to spread out. Unit 1 is a thoughtfully laid-out 2-bedroom, 2-bathroom condo, currently rented through August 2027 at $3,100/month. Unit 2, the owner-occupied residence, spans two levels and offers 3 bedrooms, a dedicated office, 3 full bathrooms, and an expansive yard and patio — a surprising amount of outdoor space this close to the Village. Gut-renovated in 2014, both units offer functional layouts and plenty of space to live, work, host, and make your own. Four parking spaces, a large and easily accessible basement with ample storage, and the Commuter Rail just two blocks away make everyday life remarkably convenient, whether you're driving, biking, walking, or commuting into Boston. And then there's the neighborhood. Roslindale Village is practically at your doorstep, with restaurants, coffee shops, bars, and local shopping just down the street. Venture a few blocks farther and you'll find parks, farmers markets, and even more of what makes Roslindale such a great place to call home. 33 Cohasset is currently deeded as 2 separate condos, but can be changed to a 2-family before closing.

33 Cohasset St, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.
620-622 Beech St, Boston
$899,000
4 Beds ⋅ 2 Baths ⋅ 73533895 MLS
Well-maintained two-family home in one of Roslindale’s most desirable neighborhoods, offering the perfect blend of immediate rental income and owner-occupant potential. Unit 2 will be delivered vacant, providing a rare opportunity for an owner-occupant or investor to set market rent from day one, while Unit 1 is tenant-occupied, generating established income.Each spacious unit features 2+ bedrooms, hardwood floors, and flexible living space filled with natural light. Recent updates include a brand-new deck for Unit 2, a new flat roof over the recently renovated front porch, and continued pride of ownership throughout.The property also boasts a fenced backyard, private driveway, and a basement with soaring ceilings, offering exceptional storage potential and future possibilities. Conveniently located near shopping, dining, public transportation, and neighborhood amenities, this is an outstanding opportunity to own a multi-family property in a strong rental market.

620-622 Beech St, Boston

Listing courtesy of Listing Agent: Erin Birmingham Anadu from Listing Office: Brum & Company.
73 Westbourne St, Boston
$899,000
5 Beds ⋅ 2 Baths ⋅ 73498213 MLS
New Price! Bring your contractors and ideas!!! Perfect for condo conversion each with a garage bay. Sitting high and pretty with seasonal city views. Light and bright, 9' ceilings, spacious rooms, diamond in the rough! Perfect for condo conversion or multi-generational living situation. Original kitchens and baths. Mellow hardwood floors in most rooms, loaded with original charm. Solar panels are owned and service the 2nd floor. 1st floor is now vacant 10/3/2026. 2 car garage on Cornell St. Pull down stairs to the attic with good height. Excellent ceiling height in basement great for storage or further expansion. Moments to commuter rail and shops! Fabulous parkway location close to all that Roslindale and West Roxbury has to offer. All photos with no furniture are of 2nd floor.1st floor does not have solar panels. Roof 2010, solar panels 2014, gas water heaters 2018, gas heating systems approx 20 yrs young.

73 Westbourne St, Boston

Listing courtesy of Listing Agent: Maureen Hayes Rossi from Listing Office: Vogt Realty Group, LLC.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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