OFF MARKET

Off Market Dec 2016 for $2.8M

$4,461,060

Est. refi paymentEst. refi $13,294/mo

•

5,287

sq ft

28 Windsor Rd, Wellesley, MA 02481

About this home

Classic Country Club beauty! This elegant 1930's colonial is privately set on one of Wellesley's most coveted streets and combines the warmth and dignity of its era with lovely updates. Architecturally designed for both family and formal living, the home features a fireplaced mahogany library with Brazilian cherry floors, kitchen with granite countertops and stainless appliances, a sunsplashed step-down family room, elegant living and dining rooms and a 'spot for everything' mudroom. There are five family bedrooms plus a guest suite or home office that provides complete privacy. The large lower level features a wine cellar, exercise room, full bath and plenty of space for ping-pong or movie watching. The veranda, bluestone patio and manicured lawn all overlook everything Centennial Park has to offer!

Single-familyProperty Type

1937Year Built

0.7 acresLot Size

$844Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Betsy Kessler • Rutledge Properties

Bought with Melissa Dailey • Coldwell Banker Residential Brokerage - Wellesley - Central St.

Redfin checked: 2 minutes ago

•Source:MLS PIN #72069677

Redfin Estimate

$4,461,060

$1.6M since sold in December 2016$23K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 33.7% higher than the average sale price ($3.34M) of 6 comparable homes.

SOLD MAY 8, 2026
$2,325,000
A
5 beds4.5 baths4,281 sq ft
70 Briarwood Cir, Needham, MA 02494
SOLD JUL 23, 2026
$5,100,000
B
6 beds7 baths6,148 sq ft
10 Clark Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,700,000
C
5 beds4.5 baths6,032 sq ft
47 Longfellow Rd, Wellesley, MA 02481
SOLD JUL 22, 2026
$4,400,000
D
5 beds4.5 baths4,628 sq ft
133 Abbott Rd, Wellesley, MA 02481
SOLD JUL 8, 2026
$2,935,000
E
5 beds3.5 baths4,364 sq ft
49 Whittier Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,565,000
F
5 beds5 baths5,000 sq ft
47 Rolling Ln, Needham, MA 02492

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Earn from this home

Sell

$2,430,970

Est. take-home

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Refinance

Est. cash available

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Rent

$5,803/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

+0.1% MoM

Median sale price

$2.4M

$26K MoM

Avg. days on market

15d

0 days MoM

Recently sold homes

25 MoM

New listings for sale

OPEN FRI, 3PM TO 4:30PM
$1,995,000
4 beds3.5 baths3,216 sq ft
186 Oakland St, Wellesley, MA 02481
$3,595,000
6 beds5 baths6,525 sq ft
151 Oakland St, Wellesley, MA 02481
$5,450,000
5 beds7 baths7,632 sq ft
44 Whiting Rd, Wellesley, MA 02481
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
EARLY ACCESS
$2,049,000
3 beds3 baths4,366 sq ft
53 Sheridan Rd, Wellesley, MA 02481
$1,950,000
3 beds1.5 baths1,595 sq ft
53 Elmwood Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 28 Windsor Rd

Date

Event

Price

MLS PIN #72069677

Dec 30, 2016

Sold

$2,850,000

$539/sq ft

Oct 7, 2016

Pending

—

Sep 19, 2016

Listed

$3,125,000

$591/sq ft

MLS PIN #70180897

Aug 16, 2005

Sold

$3,200,000

$605/sq ft

May 16, 2005

Listing Removed

—

Apr 27, 2005

Listed

$3,495,000

$661/sq ft

Beautifully renovated and expanded, this 1920 Stucco colonial abuts conservation land on a quiet street in the Country Club area of Wellesley. Every room has been carefully designed for both formal as well as family living, including a mahogany library with Brazilian cherry floors, cherry kitchen with granite countertops,step down family rm with stone fireplace, wine cellar, exercise rm, expansive master suite&5 Adl bedrms.A formal bluestone terrace overlooks the sweeping lawns&protected woods

Year

Property tax

Land + Additions

Assessment*

2023

$38,827 (+1.0%)

$1,485,000 + $1,906,000

$3,391,000

2022

$38,439 (+2.3%)

$1,330,000 + $1,961,000

$3,291,000

2021

$37,588 (+1.6%)

$1,238,000 + $1,961,000

$3,199,000

2020

$36,980 (−6.0%)

$1,238,000 + $1,961,000

$3,199,000

2019

$39,361 (+10.3%)

$1,284,000 + $2,118,000

$3,402,000

2018

$35,695 (+3.8%)

$914,000 + $2,073,000

$2,987,000

2017

$34,391 (+0.6%)

$913,000 + $2,004,000

$2,917,000

2015

$34,183 (+1.0%)

$898,000 + $2,059,000

$2,957,000

2014

$33,847 (−10.3%)

$796,000 + $2,137,000

$2,933,000

2013

$37,721 (+1.9%)

$746,000 + $2,478,000

$3,224,000

2012

$37,012 (−0.5%)

$746,000 + $2,478,000

$3,224,000

2011

$37,205 (+7.4%)

$696,000 + $2,559,000

$3,255,000

2010

$34,636 (+12.6%)

$746,000 + $2,559,000

$3,305,000

2009

$30,759

$928,000 + $2,320,000

$3,248,000

Tax history for 28 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$38,827 (+1.0%)

$1,485,000 + $1,906,000

$3,391,000

2022

$38,439 (+2.3%)

$1,330,000 + $1,961,000

$3,291,000

2021

$37,588 (+1.6%)

$1,238,000 + $1,961,000

$3,199,000

2020

$36,980 (−6.0%)

$1,238,000 + $1,961,000

$3,199,000

2019

$39,361 (+10.3%)

$1,284,000 + $2,118,000

$3,402,000

2018

$35,695 (+3.8%)

$914,000 + $2,073,000

$2,987,000

2017

$34,391 (+0.6%)

$913,000 + $2,004,000

$2,917,000

2015

$34,183 (+1.0%)

$898,000 + $2,059,000

$2,957,000

2014

$33,847 (−10.3%)

$796,000 + $2,137,000

$2,933,000

2013

$37,721 (+1.9%)

$746,000 + $2,478,000

$3,224,000

2012

$37,012 (−0.5%)

$746,000 + $2,478,000

$3,224,000

2011

$37,205 (+7.4%)

$696,000 + $2,559,000

$3,255,000

2010

$34,636 (+12.6%)

$746,000 + $2,559,000

$3,305,000

2009

$30,759

$928,000 + $2,320,000

$3,248,000

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

Public record

Beds

Baths

6.5

Stories

Lot width

—

Lot depth

—

Lot size

0.7 Acres

Year renovated

1996

Sq. Ft.

5,287

Year built

1916

Style

Single Family Residential

County

Norfolk County

APN

258313

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 420
Length: 21
Width: 20
Level: Second
Features: Bathroom - Full,Coffered Ceiling(s),Walk-In Closet(s),Flooring - Wall to Wall Carpet,Recessed Lighting

Bedroom #2 Information
Area: 132
Length: 12
Width: 11
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Recessed Lighting

Bedroom #3 Information
Area: 168
Length: 12
Width: 14
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Recessed Lighting

Bedroom #4 Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Bathroom - Full,Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 252
Length: 14
Width: 18
Level: Third
Features: Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - 3/4,Bathroom - Double Vanity/Sink,Bathroom - With Shower Stall,Bathroom - With Tub,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower

Living Room Information
Area: 350
Length: 14
Width: 25
Level: First
Features: Flooring - Hardwood,French Doors,Exterior Access,Recessed Lighting

Family Room Information
Area: 420
Length: 21
Width: 20
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,French Doors,Exterior Access,Recessed Lighting

Dining Room Information
Area: 240
Length: 16
Width: 15
Level: First
Features: Flooring - Hardwood,Recessed Lighting,Wainscoting

Kitchen Information
Area: 494
Length: 26
Width: 19
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting,Stainless Steel Appliances

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 12
Door Features: French Doors
Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Interior Features: Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid, Bathroom - Tiled With Tub & Shower, Wet Bar, Recessed Lighting, Bedroom, Bathroom, Library, Play Room, Exercise Room, Wet Bar

Exterior

Building Information
Building Area (Total): 5,287
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Fencing: Invisible
Roof: Wood
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Invisible Fence

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.7
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $35,064
Tax Year: 2016

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Electric Baseboard, Natural Gas, Fireplace
Cooling: Central Air

Location

Location Information
Directions: Abbott Rd to Windsor.
UnparsedAddress: 28 Windsor Rd, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 5,287
Stories: 3.0
Lot Size: 0.7 acres
Style: Single Family Residential
Year Built: 1916
Year Renovated: 1996
County: Norfolk County
APN: 258313

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 6

Listing Information
Exclusions: See Listing Broker.
StandardStatus: Closed

Around this home

Schools

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 1.1mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 1.2mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.7mi

10/10

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

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02481

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

$4.24M – $5.13M

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New listings for sale in 02481

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186 Oakland St, Wellesley, MA 02481

$3,595,000

6 beds5 baths6,525 sq ft

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EARLY ACCESSCOMPASS COMING SOON

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Home values near 28 Windsor Rd

Data from public records.

Address	Redfin Estimate
33 Windsor Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 4601 Sq. Ft.	$4,135,200
49 Windsor Rd, Wellesley, MA 3 Beds \| 4 Baths \| 3541 Sq. Ft.	$3,316,922

Address	Redfin Estimate
39 Windsor Rd, Wellesley, MA 6 Beds \| 7 Baths \| 6560 Sq. Ft.	$4,324,966
50 Windsor Rd, Wellesley, MA 5 Beds \| 4 Baths \| 3540 Sq. Ft.	$2,798,506

Address	Redfin Estimate
45 Windsor Rd, Wellesley, MA 4 Beds \| 3 Baths \| 2815 Sq. Ft.	$2,810,202
46 Windsor Rd, Wellesley, MA 5 Beds \| 4 Baths \| 3751 Sq. Ft.	$3,403,674

Property information provided by MLS PIN when last listed in 2016. 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 02481, MA

Sale history for 28 Windsor Rd

Tax history for 28 Windsor Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 28 Windsor Rd

More real estate resources