SOLD AUG 3, 2026

Sold on Aug 2026

$2,130,000

•

2,609

sq ft

21 Madison Rd, Wellesley, MA 02481

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About this home

Beautifully renovated and thoughtfully updated, this stunning four-bedroom home offers the perfect blend of timeless charm and modern comfort. Nestled on a picturesque setting the property enjoys exceptional privacy, peaceful views, and a true connection to nature. Sun-filled interiors feature spacious living areas, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. The renovated kitchen opens seamlessly to warm and welcoming family spaces, while oversized windows bring the outdoors in at every turn. Generously sized bedrooms, updated baths, and flexible living areas provide comfort and versatility for today’s lifestyle. Outside, expansive outdoor spaces create the ideal backdrop for relaxing, dining, or enjoying the tranquil natural surroundings. Rarely does a home combine such beautiful renovations with an idyllic setting, all while remaining close to top schools, commuting routes & all Wellesley has to offer.

Single-familyProperty Type

1940Year Built

0.29 acresLot Size

$816Price/Sq.Ft.

1 garage spacesParking

Listed by The Lara & Chelsea Collaborative • Coldwell Banker Realty - Wellesley

Bought with Coleman Group • William Raveis R.E. & Home Services

Redfin checked: 3 minutes ago

•Source:MLS PIN #73529338

Redfin Estimate

$2,052,389

$78K since sold in August 2026$70K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.6% higher than the average sale price ($1.75M) of 6 comparable homes.

SOLD AUG 3, 2026
$1,525,000
A
3 beds2.5 baths2,290 sq ft
22 Standish Rd, Wellesley, MA 02481
SOLD JUL 6, 2026
$1,830,000
B
4 beds2.5 baths2,670 sq ft
14 Standish Rd, Wellesley, MA 02481
SOLD JUN 10, 2026
$2,090,000
C
4 beds3.5 baths3,283 sq ft
4 Fiske Rd, Wellesley, MA 02481
SOLD JUN 5, 2026
$1,880,000
D
4 beds3 baths2,332 sq ft
23 Thackeray Rd, Wellesley, MA 02481
SOLD JUN 18, 2026
$1,600,000
E
3 beds2.5 baths2,447 sq ft
43 Palmer Rd, Waban, MA 02468
SOLD AUG 13, 2026
$1,550,000
F
4 beds3 baths3,237 sq ft
27 Rolling Ln, Needham, MA 02492

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Market trends in 02481, MA

Last updated July 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

EARLY ACCESS
$3,695,000
6 beds5 baths6,990 sq ft
151 Oakland St, Wellesley, MA 02481
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
$1,475,000
3 beds2 baths2,496 sq ft
7 Grantland Rd, 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
EARLY ACCESS
$7,495,000
6 beds8 baths7,900 sq ft
38 Woodcliff Rd, Wellesley, MA 02481
$3,050,000
5 beds5 baths6,006 sq ft
23 Wareland Rd, Wellesley, MA 02481
EARLY ACCESS
$1,275,000
3 beds3 baths1,848 sq ft
22 Cedar St, Wellesley, MA 02482
$2,095,000
4 beds2.5 baths3,330 sq ft
42 Sheridan Rd, Wellesley, MA 02481
See all

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Rental estimate

Est. $4,624 per month, based on comparable rentals

Sale and tax history for 21 Madison Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73529338

Aug 3, 2026

Sold

$2,130,000

$816/sq ft

Jun 5, 2026

Pending

—

Jun 3, 2026

Listed

$1,995,000

$765/sq ft

MLS PIN #73248316

Aug 12, 2024

Sold

$1,800,000

$690/sq ft

Jun 8, 2024

Contingent

—

Jun 6, 2024

Listed

$1,675,000

$642/sq ft

+21

Lovely 4 bedroom, 31/2 bath colonial located on a quiet street in one of Wellesley’s most popular neighborhoods is privately sited on an expansive lot with rolling lawns, stone walls and abutting the town forest. A fabulous first floor features a crisp white kitchen with s/s appliances, dining room with built ins and French doors that open to charming outdoor seating area, family room with fire place and access to a large deck overlooking the magical grounds and an entertainment sized living room with fireplace. Four bedrooms and two full baths on the second level including a primary suite with loads of closet space and generous bath. The lower level has 2 finished spaces and a full bath for play, office or flexible living. Previously renovated with new windows, updated electrical and plumbing. Close to all major routes and around the corner from Fiske elementary school.

MLS PIN #72283082

May 3, 2018

Sold

$1,299,000

$498/sq ft

Feb 26, 2018

Pending

—

Feb 19, 2018

Listed

$1,299,000

$498/sq ft

+19

Public Records

Jun 1, 1993

Sold

$517,000

$198/sq ft

Public Records

Sep 1, 1983

Sold

$151,000

$58/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$14,919 (+9.6%)

$836,000 + $467,000

$1,303,000

2022

$13,607 (+0.5%)

$686,000 + $479,000

$1,165,000

2021

$13,536 (+1.6%)

$686,000 + $466,000

$1,152,000

2020

$13,317 (+3.9%)

$686,000 + $466,000

$1,152,000

2019

$12,820 (+14.5%)

$655,000 + $453,000

$1,108,000

2018

$11,197 (+1.4%)

$663,000 + $274,000

$937,000

2017

$11,047 (+4.0%)

$663,000 + $274,000

$937,000

2015

$10,624 (+5.2%)

$651,000 + $268,000

$919,000

2014

$10,098 (+2.4%)

$539,000 + $336,000

$875,000

2013

$9,863 (+1.9%)

$506,000 + $337,000

$843,000

2012

$9,678 (+3.0%)

$506,000 + $337,000

$843,000

2011

$9,395 (+4.7%)

$472,000 + $350,000

$822,000

2010

$8,971 (+8.3%)

$506,000 + $350,000

$856,000

2009

$8,286

$572,000 + $303,000

$875,000

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

2003

Sq. Ft.

2,109

Year built

1940

Style

Single Family Residential

County

Norfolk County

APN

257142

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: 1
# of Covered Spaces: 1
Open Parking Spaces: 4
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Off Street, Paved

Interior

Master Bedroom Information
Area: 240
Length: 15
Width: 16
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Bay/Bow/Box,Remodeled

Bedroom #2 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 117
Length: 9
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

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

Bathroom #2 Information
Level: Second
Features: Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full

Family Room Information
Area: 266
Length: 14
Width: 19
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled

Dining Room Information
Area: 208
Length: 16
Width: 13
Level: Main,First
Features: Flooring - Hardwood,Recessed Lighting,Remodeled

Kitchen Information
Area: 308
Length: 14
Width: 22
Level: Main,First
Features: Flooring - Hardwood,Countertops - Upgraded,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: Washer Hookup, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Dining Room

Appliances
Appliances: Range, Refrigerator, Wine Refrigerator

Interior Features
# of Rooms (Total): 9
Door Features: Storm Door(s)
Window Features: Insulated Windows
Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet, Laminate
Interior Features: Play Room, Exercise Room

Exterior

Building Information
Building Area (Total): 2,609
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Brick

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Professional Landscaping

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2109
Below Grade Finished Area: 500
ADU: N

Lot Information
Lot Size (Acres): 0.29
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: $18,031
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, Washer Hookup
Sewer: Public Sewer
Water Source: Public

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

Location

School Information
Elementary School: Wellesley
Middle Or Junior School: Wms
High School: Whs

Location Information
Directions: Sheridan to Madison
UnparsedAddress: 21 Madison Rd, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, University

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,109
Stories: 2.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: 2003
County: Norfolk County
APN: 257142

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 0.1mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 2.1mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.7mi

10/10

Provided by GreatSchools

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, 3 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

89/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.4 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.95M – $2.36M

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EARLY ACCESSCOMPASS COMING SOON

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Home values near 21 Madison Rd

Data from public records.

Address	Redfin Estimate
29 Madison Rd, Wellesley, MA 3 Beds \| 2.5 Baths \| 2120 Sq. Ft.	$1,604,568
11 Madison Rd, Wellesley, MA 4 Beds \| 3 Baths \| 2510 Sq. Ft.	$1,835,802

Address	Redfin Estimate
25 Madison Rd, Wellesley, MA 3 Beds \| 2.5 Baths \| 1854 Sq. Ft.	$1,591,847
8 Madison Rd, Wellesley, MA 4 Beds \| 2.5 Baths \| 3004 Sq. Ft.	$1,732,925

Address	Redfin Estimate
15 Madison Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 1966 Sq. Ft.	$1,424,210
12 Madison Rd, Wellesley, MA 3 Beds \| 3 Baths \| 2422 Sq. Ft.	$1,866,081

Property information provided by MLS PIN when last listed in 2026. This data may not match . Learn more.

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21 Madison Rd, Wellesley, MA 02481

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About this home

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Market trends in 02481, MA

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Sale and tax history for 21 Madison Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

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Home values near 21 Madison Rd

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