OFF MARKET

Off Market Jul 2016 for $2.9M

$4,280,131

Est. refi paymentEst. refi $17,352/mo

•

6,581

sq ft

56 Windsor Rd, Wellesley, MA 02481

About this home

Stunning 2008 center entrance Colonial, beautifully situated in the heart of the country club with breathtaking views of abutting conservation land, is meticulously maintained and offers exquisite detail throughout. Formal fireplaced living room features coffered ceiling and hardwood floors. Elegant dining room offers butler's pantry which opens to spectacular sun splashed kitchen with walk in pantry, center island and dining area overlooking professionally manicured grounds. Generous fireplaced family room has window seats and custom built ins. Handsome custom office completes first floor. Master Suite with fireplace, double walk in closets and spa-like bath offers a private retreat. Incredible third floor includes guest suite with full bath, sitting room and walk in cedar closet. Fantastic lower level with playroom, full bath and game room provides additional living space. Truly an incredible opportunity in sought after neighborhood. Close to town, train and shops.

Single-familyProperty Type

2008Year Built

0.53 acresLot Size

$650Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Debi Benoit • Benoit Mizner Simon & Co. - Wellesley - Central St

Bought with Debi Benoit • Benoit Mizner Simon & Co. - Wellesley - Central St

Redfin checked: 2 minutes ago

•Source:MLS PIN #71642848

Redfin Estimate

$4,280,131

$1.4M since sold in July 2016$97K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.5% higher than the average sale price ($4.13M) of 6 comparable homes.

SOLD JUL 10, 2026
$4,525,000
A
6 beds6.5 baths9,523 sq ft
23 Inverness Rd, Wellesley, MA 02481
SOLD JUL 14, 2026
$2,995,000
B
6 beds5.5 baths7,070 sq ft
84 Glendale Rd, Needham, MA 02492
SOLD JUL 23, 2026
$5,100,000
C
6 beds7 baths6,148 sq ft
10 Clark Rd, Wellesley, MA 02481
SOLD NOV 12, 2025
$6,187,500
D
6 beds7 baths7,037 sq ft
108 Abbott Rd, Wellesley, MA 02481
SOLD JUN 1, 2026
$3,675,000
E
6 beds4.5 baths5,500 sq ft
23 Priscilla Cir, Wellesley, MA 02481
SOLD MAY 8, 2026
$2,325,000
F
5 beds4.5 baths4,281 sq ft
70 Briarwood Cir, Needham, MA 02494

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Earn from this home

Sell

$2,233,008

Est. take-home

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Refinance

Est. cash available

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Rent

$5,812/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 56 Windsor Rd

Date

Event

Price

MLS PIN #71642848

Jul 22, 2016

Sold

$2,930,000

$445/sq ft

May 11, 2016

Pending

—

Jan 5, 2016

Price Changed

$3,250,000

$494/sq ft

Jun 27, 2015

Price Changed

$3,495,000

$531/sq ft

Apr 18, 2015

Price Changed

$3,750,000

$570/sq ft

Nov 7, 2014

Price Changed

$3,895,000

$592/sq ft

Jun 20, 2014

Price Changed

$4,150,000

$631/sq ft

Mar 10, 2014

Listed

$4,395,000

$668/sq ft

Public Records

Jun 26, 2008

Sold

$3,950,000

$600/sq ft

MLS PIN #70722869

Jun 26, 2008

Listing Removed

—

Jun 26, 2008

Sold

$3,950,000

$600/sq ft

May 27, 2008

Contingent

—

Mar 12, 2008

Price Changed

$4,150,000

$631/sq ft

Mar 7, 2008

Listed

$3,975,000

$604/sq ft

Exceptional 5-star location! New Constr. of elegant shingle style Col. w/3-car gar. & luxurious appointments incl. mahogany paneled lib., 3-rm. third floor suite and finished lower level. Attention to detail is noted in designer hardware,high end cabinetry,solid paneled 7'doors,extra deep crown moldings,real raised paneling & much, much more. A jewel nestled in the Country Club. Enjoy this lg. level lot or meander through its stone walls to 87 acres of meadows & trails in Centennial Park

Public Records

Mar 1, 2007

Sold

$1,280,000

$194/sq ft

Public Records

Dec 1, 1985

Sold

$265,000

$40/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$39,617 (+1.5%)

$1,290,000 + $2,170,000

$3,460,000

2022

$39,046 (+1.8%)

$1,156,000 + $2,187,000

$3,343,000

2021

$38,340 (+1.6%)

$1,076,000 + $2,187,000

$3,263,000

2020

$37,720 (−1.3%)

$1,076,000 + $2,187,000

$3,263,000

2019

$38,216 (+1.0%)

$1,116,000 + $2,187,000

$3,303,000

2018

$37,822 (+2.7%)

$890,000 + $2,275,000

$3,165,000

2017

$36,844 (−15.6%)

$890,000 + $2,235,000

$3,125,000

2016

$43,641 (+2.4%)

$875,000 + $2,814,000

$3,689,000

2015

$42,599 (+5.3%)

$875,000 + $2,810,000

$3,685,000

2014

$40,471 (−6.8%)

$776,000 + $2,731,000

$3,507,000

2013

$43,419 (+1.9%)

$727,000 + $2,984,000

$3,711,000

2012

$42,602 (+5.9%)

$727,000 + $2,984,000

$3,711,000

2011

$40,222 (+7.6%)

$679,000 + $2,840,000

$3,519,000

2010

$37,382 (+7.9%)

$727,000 + $2,840,000

$3,567,000

2009

$34,651

$905,000 + $2,754,000

$3,659,000

Tax history for 56 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$39,617 (+1.5%)

$1,290,000 + $2,170,000

$3,460,000

2022

$39,046 (+1.8%)

$1,156,000 + $2,187,000

$3,343,000

2021

$38,340 (+1.6%)

$1,076,000 + $2,187,000

$3,263,000

2020

$37,720 (−1.3%)

$1,076,000 + $2,187,000

$3,263,000

2019

$38,216 (+1.0%)

$1,116,000 + $2,187,000

$3,303,000

2018

$37,822 (+2.7%)

$890,000 + $2,275,000

$3,165,000

2017

$36,844 (−15.6%)

$890,000 + $2,235,000

$3,125,000

2016

$43,641 (+2.4%)

$875,000 + $2,814,000

$3,689,000

2015

$42,599 (+5.3%)

$875,000 + $2,810,000

$3,685,000

2014

$40,471 (−6.8%)

$776,000 + $2,731,000

$3,507,000

2013

$43,419 (+1.9%)

$727,000 + $2,984,000

$3,711,000

2012

$42,602 (+5.9%)

$727,000 + $2,984,000

$3,711,000

2011

$40,222 (+7.6%)

$679,000 + $2,840,000

$3,519,000

2010

$37,382 (+7.9%)

$727,000 + $2,840,000

$3,567,000

2009

$34,651

$905,000 + $2,754,000

$3,659,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.53 Acres

Year renovated

—

Sq. Ft.

6,581

Year built

2008

Style

Single Family Residential

County

Norfolk County

APN

258309

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: 5
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Garage Faces Side, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 304
Length: 19
Width: 16
Level: Second
Features: Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 280
Length: 20
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bedroom #3 Information
Area: 168
Length: 12
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bedroom #4 Information
Area: 300
Length: 20
Width: 15
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bedroom #5 Information
Area: 240
Length: 16
Width: 15
Level: Second
Features: Bathroom - Full,Fireplace,Closet,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood

Bathroom #2 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood

Living Room Information
Area: 224
Length: 16
Width: 14
Level: Main,First
Features: Coffered Ceiling(s),Recessed Lighting

Family Room Information
Area: 420
Length: 21
Width: 20
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 289
Length: 17
Width: 17
Level: Main,First
Features: Flooring - Hardwood,Chair Rail

Kitchen Information
Area: 315
Length: 15
Width: 21
Level: Main,First
Features: Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances

Office Room Information
Area: 168
Length: 14
Width: 12
Level: Main
Features: Flooring - Hardwood,Recessed Lighting

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor

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

Interior Features
# of Rooms (Total): 14
Door Features: French Doors
Window Features: Insulated Windows, Storm Window(s)
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Recessed Lighting, Bathroom - Full, Home Office, Bedroom, Sitting Room, Bathroom, Play Room, Game Room, Wet Bar

Exterior

Building Information
Building Area (Total): 6,581
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Grey

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall

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

Lot Information
Lot Size (Acres): 0.53
Lot Features: Level
ViewYN: Has View
View: Scenic View(s)
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $43,640
Tax Year: 2016

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Abbott Road to Windsor Road
UnparsedAddress: 56 Windsor Road, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Conservation Area

Public facts

Beds: 6
Baths: 7.0
Sq. Ft.: 6,581
Stories: 3.0
Lot Size: 0.53 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Norfolk County
APN: 258309

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 6

Listing Information
Exclusions: Please See Listing Broker
StandardStatus: Closed

Around this home

Schools

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 0.9mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 1.3mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.8mi

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

$4.07M – $4.92M

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Nearby similar homes

OPEN FRI, 3PM TO 4:30PM

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NEW CONSTRUCTIONVIDEO TOUR

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Listing provided by Zillow

3D WALKTHROUGH

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New listings for sale in 02481

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$1,995,000

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186 Oakland St, Wellesley, MA 02481

$3,595,000

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151 Oakland St, Wellesley, MA 02481

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EARLY ACCESSCOMPASS COMING SOON

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Home values near 56 Windsor Rd

Data from public records.

Address	Redfin Estimate
4 Windsor Road, Wellesley, MA 3 Beds \| 2.5 Baths \| 2618 Sq. Ft.	$2,333,422
39 Windsor Road, Wellesley, MA 6 Beds \| 7 Baths \| 6560 Sq. Ft.	$4,324,966

Address	Redfin Estimate
69 Windsor Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 2861 Sq. Ft.	$2,828,023
45 Windsor Road, Wellesley, MA 4 Beds \| 3 Baths \| 2815 Sq. Ft.	$2,810,202

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

Property information provided by MLS PIN when last listed in 2014. 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 56 Windsor Rd

Tax history for 56 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 56 Windsor Rd

More real estate resources