OFF MARKET

Off Market Sep 2021 for $710K

$863,774

•

2,404

sq ft

16 Windermere Rd, Dorchester, MA 02125

About this home

Take advantage of the opportunity to own this grand Dutch Colonial home in the desired Jones Hill Neighborhood. This elegant property features 3 levels of finished living area comprised of 6 bedrooms and a bathroom on each floor. Marvel at the classic finishes which include ornate woodwork, pocket doors, and stained glass windows. The rear rooms offer stunning views of the Boston Skyline and Harbor. Plenty of storage space, additional built-in hallway, stairway, and kitchen storage. Spacious backyard with cozy back porch. Perfect for taking a break from working from home or enjoying beautiful Spring days. Conveniently situated within close proximity to South Bay shopping mall, the Red Line train, Fairmount commuter rail and numerous local amenities including the historic Strand Theatre. Property in 2F-5000 zoning sub district. Potential conversion to 2 units. Buyer to do their due diligence. This home is brimming with potential and waiting for you to update to your liking.

Single-familyProperty Type

1895Year Built

5,143 sq ftLot Size

$359Est. Price/Sq.Ft.

2 spacesParking

Listed by Julian Addy • Boston Trust Realty Group

Bought with Christopher Agostino • Christopher R. Agostino

Redfin checked: 2 minutes ago

•Source:MLS PIN #72831419

Redfin Estimate

$863,774

$153K since sold in September 2021$31K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.6% higher than the average sale price ($826K) of 6 comparable homes.

SOLD JUN 29, 2026
$1,160,000
A
4 beds2.5 baths2,705 sq ft
20 Potosi St, Dorchester, MA 02122
SOLD JAN 7, 2026
$475,000
B
6 beds2.5 baths2,791 sq ft
2 Otisfield St, Dorchester, MA 02121
SOLD JUL 30, 2026
$650,000
C
7 beds2.5 baths2,949 sq ft
41 Charlotte St, Dorchester, MA 02121
SOLD MAY 1, 2026
$952,000
D
5 beds2 baths2,641 sq ft
34 Bradlee St, Dorchester, MA 02124
BOUGHT WITH REDFIN MAR 31, 2026
$755,000
E
4 beds2.5 baths2,157 sq ft
11 Hamilton St, Dorchester, MA 02125
SOLD DEC 3, 2025
$963,000
F
4 beds2 baths2,152 sq ft
8 Thornley St, Dorchester, MA 02125

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Earn from this home

Sell

$306,965

Est. take-home

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Rent

$3,744/mo

Redfin rental estimate

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Market trends in Uphams Corner-Jones Hill, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

0.3% MoM

Median sale price

$632K

$784 MoM

Avg. days on market

26d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

OPEN FRI, 5:30PM TO 7PM
$829,999
3 beds2 baths1,308 sq ft
15 Howell St #3, Dorchester, MA 02125
NEW 9 HRS AGO
$1,299,000
8 beds3 baths3,486 sq ft
52 Hartford St, Dorchester, MA 02125
EARLY ACCESS
Unknown
2 beds3 baths1,585 sq ft
23 Downer Ave #1, Dorchester, MA 02125
$699,999
3 beds2 baths1,183 sq ft
26 Crescent Ave #1, Boston, MA 02125
EARLY ACCESS
$2,150,000
12 beds6 baths4,793 sq ft
130 Boston St, Dorchester, MA 02125
$534,900
2 beds1 bath933 sq ft
121 E Cottage St Unit U-4, Dorchester, MA 02125
$499,000
2 beds2 baths1,095 sq ft
161 E Cottage #2, Dorchester, MA 02125
$1,225,000
4 beds3.5 baths3,054 sq ft
17 Buttonwood, Dorchester, MA 02125
$609,000
3 beds2 baths971 sq ft
995 Dorchester Ave #1, Dorchester, MA 02125
EARLY ACCESS
$575,000
3 beds2 baths1,217 sq ft
Dorchester, MA 02125
See all

Provided by Redfin

Sale history for 16 Windermere Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,179 (+3.3%)

$222,400 + $539,100

$761,500

2022

$7,914 (+8.8%)

$222,400 + $505,000

$727,400

2021

$7,275 (+9.5%)

$211,800 + $470,000

$681,800

2020

$6,641 (+7.2%)

$219,000 + $409,900

$628,900

2019

$6,193 (+10.6%)

$158,500 + $429,100

$587,600

2018

$5,597 (+8.9%)

$158,500 + $375,600

$534,100

2017

$5,141 (+3.0%)

$158,500 + $327,000

$485,500

2016

$4,992 (+10.7%)

$158,500 + $295,300

$453,800

2015

$4,511 (+8.0%)

$128,700 + $243,800

$372,500

2014

$4,177 (−4.8%)

$128,700 + $203,300

$332,000

2013

$4,389 (+4.2%)

$128,700 + $205,300

$334,000

2012

$4,213 (+2.0%)

$124,000 + $199,100

$323,100

2011

$4,132

$124,000 + $199,100

$323,100

2009

$4,132 (+12.8%)

$124,000 + $199,100

$323,100

2006

$3,664

$133,470 + $211,230

$344,700

Tax history for 16 Windermere Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,179 (+3.3%)

$222,400 + $539,100

$761,500

2022

$7,914 (+8.8%)

$222,400 + $505,000

$727,400

2021

$7,275 (+9.5%)

$211,800 + $470,000

$681,800

2020

$6,641 (+7.2%)

$219,000 + $409,900

$628,900

2019

$6,193 (+10.6%)

$158,500 + $429,100

$587,600

2018

$5,597 (+8.9%)

$158,500 + $375,600

$534,100

2017

$5,141 (+3.0%)

$158,500 + $327,000

$485,500

2016

$4,992 (+10.7%)

$158,500 + $295,300

$453,800

2015

$4,511 (+8.0%)

$128,700 + $243,800

$372,500

2014

$4,177 (−4.8%)

$128,700 + $203,300

$332,000

2013

$4,389 (+4.2%)

$128,700 + $205,300

$334,000

2012

$4,213 (+2.0%)

$124,000 + $199,100

$323,100

2011

$4,132

$124,000 + $199,100

$323,100

2009

$4,132 (+12.8%)

$124,000 + $199,100

$323,100

2006

$3,664

$133,470 + $211,230

$344,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

5,227 Sq. Ft.

Year renovated

—

Sq. Ft.

2,404

Year built

1895

Style

Single Family Residential

County

Suffolk County

APN

1304533

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

DORCHESTER NEIGHBORHOOD-2F-5000

NDOD-JONES HILL

Dorchester Neighborhood-Two-Family Residential Subdistrict

The Two-Family Residential Subdistricts are established to preserve, maintain, and promote two-family neighborhoods, to preserve existing structures, to provide for new infill construction appropriate to the existing fabric, and to allow minor changes to occur as of right. In a 2F Subdistrict, the maximum number of Dwelling Units allowed in a single building shall be 2.

Zone overlays

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Housing-Group
Housing-Single unit
Park & open space

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 2
Parking Features: Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 133.6
Length: 13.25
Width: 10.08
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 138.83
Length: 12.25
Width: 11.33
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 138.83
Length: 12.25
Width: 11.33
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 233.71
Length: 19.75
Width: 11.83
Level: Third
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 123.85
Length: 10.25
Width: 12.08
Level: Third
Features: Ceiling Fan(s),Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Bathroom #1 Information
Area: 23.67
Length: 5.92
Width: 4
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 43.1
Length: 8.92
Width: 4.83
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Area: 104.52
Length: 7.25
Width: 14.42
Level: Third
Features: Bathroom - Full,Bathroom - Tiled With Tub

Living Room Information
Area: 208.9
Length: 14.83
Width: 14.08
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Stained Glass,Lighting - Overhead,Pocket Door

Family Room Information
Area: 121.28
Length: 12.33
Width: 9.83
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Dining Room Information
Area: 205.56
Length: 15.42
Width: 13.33
Level: Main,First
Features: Flooring - Hardwood,Chair Rail,Wainscoting,Lighting - Overhead,Pocket Door

Kitchen Information
Area: 175.58
Length: 14.33
Width: 12.25
Level: Main,First
Features: Flooring - Hardwood,Pantry,Recessed Lighting,Lighting - Pendant

Basement Information
Basement: Full

Laundry Information
Laundry Dimen: 3'7X11'7
Laundry Features: Laundry Closet, Third Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 10
Flooring: Carpet, Hardwood

Exterior

Building Information
Building Area (Total): 2,404
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Yellow

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.12
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $4,152
Tax Year: 2021

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water
Cooling: Window Unit(s)

Location

Location Information
Directions: Right on Cushing Ave (Use GPS)
UnparsedAddress: 16 Windermere Rd., Boston MA 02125

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Laundromat, T-Station

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,404
Stories: 3.0
Lot Size: 5,227 square feet
Style: Single Family Residential
Year Built: 1895
Year Renovated: —
County: Suffolk County
APN: 1304533

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Everett Elementary School

Public PreK-6 • Assigned • 0.1mi

5/10

Lilla G. Frederick Middle School

Public 7-8 • Assigned • 0.8mi

3/10

Carter School

Public 8-12 • Assigned • 0.8mi

Ruth Batson Academy

Public 7-12 • Assigned • 0.9mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Dorchester, MA • 02125

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$821,000 – $994,000

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New listings for sale in 02125

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NEW 9 HRS AGO

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EARLY ACCESSCOMPASS COMING SOON

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26 Crescent Ave #1, Boston, MA 02125

EARLY ACCESSCOMPASS COMING SOON

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12 beds6 baths4,793 sq ft

130 Boston St, Dorchester, MA 02125

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121 E Cottage St Unit U-4, Dorchester, MA 02125

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2 beds2 baths1,095 sq ft

161 E Cottage #2, Dorchester, MA 02125

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Home values near 16 Windermere Rd

Data from public records.

Address	Redfin Estimate
21 Windermere Road, Dorchester, MA 6 Beds \| 2 Baths \| 2862 Sq. Ft.	$849,893
19 Windermere Road, Dorchester, MA 3 Beds \| 2 Baths \| 2751 Sq. Ft.	$1,599,198

Address	Redfin Estimate
15 Windermere Road, Dorchester, MA 2 Beds \| 1 Baths \| 1586 Sq. Ft.	$679,117
25 Windermere Road, Dorchester, MA 6 Beds \| 2.5 Baths \| 2246 Sq. Ft.	$1,230,098

Address	Redfin Estimate
17 Windermere Road, Dorchester, MA 5 Beds \| 2.5 Baths \| 2876 Sq. Ft.	$1,093,009
20 Windermere Road, Dorchester, MA 7 Beds \| 3.5 Baths \| 3467 Sq. Ft.	$1,226,215

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in Uphams Corner-Jones Hill, MA

Sale history for 16 Windermere Rd

Tax history for 16 Windermere Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02125

Home values near 16 Windermere Rd

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