39 Ainsworth St, Boston MA 02131
Boston, MA 02131
$1,286,500
Est. $7,886/month
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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.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Aug 24, 2026
$1,286,500
Original listing
Agent: James Harrison
Office: Boston Bayside Properties, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/24/2026 | 🏠 Listed for Sale | $1,286,500 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $14,169 | $1,223,600 |
Financial Details
Annual Property Tax
$14,169
Tax Year 2025
Assessed Value
$1,223,600
Facts & Features
1 Car Garage
Central AC
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1925
Living Area
3,669 sq ft
Lot Size
0.14 acres
Stories
3
Bedrooms
7
Full Baths
3
Total Rooms
15
Investment Metrics
Units
2
Unit 1 Rent
$3,050/mo · N
Unit 2 Rent
$5,350/mo · N
Total Monthly Rent
$8,400/mo
Gross Income
$100,800
Net Operating Income
$100,800
Cap Rate
7.84%
Interior
Heating
Natural Gas, Central
Cooling
Central Air
Flooring
Hardwood
Appliances
Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Microwave
Fireplace
None
Fireplaces
2
Basement
Full
Laundry
None
Features
Pantry, Lead Certification Available, Cathedral/vaulted Ceilings, Living Room, Dining Room, Kitchen, Laundry Room, Mudroom, Family Room, Office/den
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Balcony/deck
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck - Wood
Parking
Garage Spaces
1
Has Garage
Yes
Features
Paved Drive, Off Street
Total Spaces
5
Utilities
Electric
Circuit Breakers, 200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$14,169
Assessed Value
$1,223,600
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Certified Treated
Seller Disclosures
Top Floor Used As 5 Bedroom But Set Up Now As 4 Bedroom.
Additional Details
Possession
None
Accepted Financing
Contract
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1925
Bedrooms
7
Full Bathrooms
3
Living Area
3,669 sq ft
Total Rooms
15
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,669 sq ft above grade
Display Options
Outdoor Areas
Patio & porchDeck - Wood
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Hardwood
Appliances:
Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Microwave
Interior Features:
Pantry, Lead Certification Available, Cathedral/Vaulted Ceilings, Living Room, Dining Room, Kitchen, Laundry Room, Mudroom, Family Room, Office/Den
Windows:
Basement:
Full
Laundry:
Security:
Construction & Materials
Year Built:
1925
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stone
Stories:
3
Heating, Cooling & Utilities
Heating:
Natural Gas, Central
Heating Zones:
3
Cooling:
Central Air
Cooling Zones:
3
Hot Water:
Natural Gas
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Balcony/Deck
Patio & Porch:
Deck - Wood
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
1
Total Parking Spaces:
5
Parking Features:
Paved Drive, Off Street
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Public School, T-Station
Nearby Schools
School District
Boston School District local
C-
Where Graduates Go
Class of 2021
52%
attend college
38%
4-Year
14%
2-Year
7%
Out of State
7%
Working
School Safety
2024-25
3.7%
Above Average
3.2%
Suspensions
0.3%
In-School
0.5%
Emergency
1.8% below state avg
Elementary Schools
10 schools
Holy Name Elementary School
0.4 mi
Grades PK-08
C+
Mozart Elementary School
0.6 mi
|
#515 of 824
|
Score: 44.3
Dropped 241 spots from last year
-14 below state avg
155 students
Diverse
Diverse Student Body
Grades PK-06
C
Bates Elementary School
0.8 mi
|
#624 of 824
|
Score: 39.5
Dropped 291 spots from last year
-18.8 below state avg
281 students
Diverse
Diverse Student Body
Grades PK-06
Sarah Roberts Elementary School
0.9 mi
Grades PK-06
B
Lyndon K-8 School
1.0 mi
|
#159 of 352
|
Score: 43.9
Improved 34 spots from last year
-14.3 below state avg
512 students
Diverse
Rising School
Grades PK-08
St. Theresa of Avila Elementary School
1.2 mi
Grades PK-08
Italian Home For Children
1.2 mi
Grades PK-09
Sacred Heart Elementary School
1.2 mi
Grades PK-08
D
Conley Elementary School
1.2 mi
|
#776 of 824
|
Score: 30.7
Dropped 91 spots from last year
-27.5 below state avg
148 students
Diverse
Diverse Student Body
Grades PK-06
C
Boston Teachers Union Elementary Pilot School
1.3 mi
|
#251 of 352
|
Score: 36.0
Improved 46 spots from last year
-22.2 below state avg
249 students
Very Diverse
Rising School
Diverse Student Body
Grades PK-08
Middle Schools
10 schools
C
Ohrenberger School
2.0 mi
|
#265 of 352
|
Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students
Diverse
Rising School
Diverse Student Body
Grades 03-08
Nativity Prep School
3.0 mi
Grades 05-08
Mother Caroline Academy
3.1 mi
Grades 05-08
Dearborn Middle School
3.3 mi
F
Higginson/Lewis K-8 School
3.5 mi
|
#349 of 352
|
Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students
Diverse
Grades 03-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.8 mi
|
#4 of 16
|
Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students
Diverse
Rising School
College Ready Curriculum
Grades 05-08
Epiphany School
3.8 mi
Grades 05-08
Middle School Academy
5.5 mi
Irving Middle
0.9 mi
Frederick Pilot Middle
3.6 mi
High Schools
10 schools
Roxbury Latin School
1.3 mi
Grades 07-12
Catholic Memorial School
1.5 mi
15 sports
• 2,206 athletes
Strong Athletics
Grades 07-12
B-
Margarita Muniz Academy
1.8 mi
|
#14 of 25
|
Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students
Less Diverse
Strong AP Program
Rising School
Grades 07-12
D
English High School
2.0 mi
|
#324 of 346
|
Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students
Moderate
8 sports
• 332 athletes
Rising School
Career Tech Programs
Grades 07-12
C+
New Mission High School
2.1 mi
|
#240 of 346
|
Score: 47.3
Improved 88 spots from last year
-10.9 below state avg
715 students
Diverse
13 sports
• 458 athletes
Early College Program
High Graduation Rate
Rising School
Diverse Student Body
Grades 07-12
A-
Boston Preparatory Charter Public School
2.4 mi
|
#8 of 25
|
Score: 41.6
Improved 287 spots from last year
-16.6 below state avg
700 students
Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Grades 06-12
Meridian Academy
2.5 mi
Grades 06-09
B+
TechBoston Academy
3.3 mi
|
#11 of 25
|
Score: 34.1
Improved 349 spots from last year
-24.1 below state avg
850 students
Diverse
Rising School
Grades 07-12
A+
Boston Latin Academy
3.4 mi
|
#2 of 25
|
Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students
Very Diverse
17 sports
• 1,298 athletes
High Graduation Rate
Rising School
Strong Athletics
Diverse Student Body
Grades 07-12
F
Albert D Holland School of Technology
3.8 mi
|
#333 of 346
|
Score: 25.8
Improved 28 spots from last year
-32.4 below state avg
399 students
Diverse
Rising School
Grades 07-12
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Location
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Neighborhood
39 Ainsworth St, Boston MA 02131
Boston, MA 02131
Listing Information
Listing Agent
James Harrison
Listing Office
Boston Bayside Properties, LLC
Office Phone
617-298-2400
Agent MLS ID
BB808315
Office MLS ID
BB3466
Listing Data Updated
Aug 24, 2026 12:00 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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