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Active Under Contract

39 Ainsworth St

Boston, MA 02131

$1,286,500
7Bedrooms
3Bathrooms
3,669Square feet
1925Year built

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

Estimated value$1,342,913

Estimated range $1,275,727$1,410,098

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Boston

MetricThis propertyBoston
List price$1,286,500$1,424,50010% below local
Price / sq ft$351$47426% below local
Days on market105381% below local
Explore homes 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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Bean Group guidance

Useful next steps

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Common questions

About 39 Ainsworth St

Can I schedule a private showing?

Yes. Request a tour of 39 Ainsworth St and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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