Active Under Contract
39 Ainsworth St
Boston, MA 02131
Residential Income · Active Under Contract · MLS #73567199
Listing Courtesy of Boston Bayside Properties, LLC | James Harrison
MLS PIN data
About this home
**Stunning Oversized Two-Family in Prime Roslindale Location!** Take a journey through this exceptional home to experience space, character, flexibility, and all the amenities you've been looking for. The spacious upper unit spans two level- the second floor features a bright living room, dining room with decorative beams with fireplace, eat-in kitchen with island and pantry area, large rear deck, and a dedicated home office with private front deck. Two bedrooms and a full bath complete this level. Then then third floor offers a spa-like bath, additional family room/living area (or 5th bedroom), and two large bedrooms with vaulted ceilings. A dedicated laundry room plus two heat/cool zones add comfort and convenience. The first-floor unit, currently rented, offers a welcoming foyer, living room, dining room with fireplace, eat-in kitchen with laundry in the pantry, two bedrooms, and a full bath. Also has direct access out to back deck and great backyard. The basement provides abundant storage, and direct walk-out access to the yard. The driveway accommodates 4+ cars, plus a small garage. This home is once-in-a-lifetime opportunity to mix home ownership with the investment quality of multi-family. ** Offers due Monday, August 31 by 6pm** Multiple offer situation.
Property information
Details at a glance
Interior
- Rooms
- 15
- Heating
- Natural Gas, Central
- Cooling
- Central Air
- Flooring
- Hardwood
- Fireplaces
- 2
Building
- Style
- Multi Family
- Year built
- 1925
- Garage
- 1
- Parking
- 5
- Foundation
- Stone
- Roof
- Shingle
Land & utilities
- Lot size
- 0.14 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- R2
Financial
- Annual taxes
- $14,169
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
An informed starting point
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Comparable sales
Recent properties for context
Recent comparable sales are not available for this property.
Photo insights
Condition signals
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Local market context
How this home compares in Boston
Active city listing statistics from MLS PIN as of September 7, 2026. Asking prices are not completed-sale values.
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About 39 Ainsworth St
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