21 Madison Rd

2,609 Sq. Ft.
$765 / Sq. Ft.
2,609
Sq. Ft.
$765
per Sq. Ft.

Description

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

Property Details for 21 Madison Road

Town
Wellesley
Area
MA-Wellesley
Architectural Style
Garrison
Style
Garrison
Garage Spaces
1
Open Parking Spaces
4.00
Parking Spaces Total
5

Open Houses

Saturday, Jun 6th11:00 AM - 12:30 PM
Sunday, Jun 7th12:00 PM - 1:30 PM
LISTING UPDATED: 06/03/2026 01:58 PM

Property Details for 21 Madison Road

StatusNew
MLS #73529338
Days on Market1
Taxes$18,031 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1940
CountyNorfolk County

Location

Listing Courtesy of Coldwell Banker Realty - Wellesley, The Lara & Chelsea Collaborative
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Building Information for 21 Madison Road

Stories-Year Built1940Building Size-Lot Size0.29 AC / 12,684 SF

Payment Calculator

$11,444 per month

30 year fixed, 6.36% Interest

Principal and Interest

$9,941

Property Taxes

$1,503

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Madison Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, University
  • Living Area: 2609.0
  • Color: Brick
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Wellesley
  • High School: Whs
  • Middle School: Wms
Features
Interior Features
  • Appliances: Range, Refrigerator, Wine Refrigerator
  • Basement Features: Full, Partially Finished
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • DoorFeatures: Storm Door(s)
  • FireplaceFeatures: Dining Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet, Laminate
  • Interior Features: Play Room, Exercise Room
  • Laundry Features: Washer Hookup, Second Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Professional Landscaping
  • Exterior Features: Professional Landscaping, Porch, Patio
  • Lot Description: Level
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 240.0
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Bay/Bow/Box,Remodeled
  • Room Primary Bedroom Length: 15.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 16.0
Bedroom 2
  • Bedroom2 Area: 110.0
  • Bedroom2 Features: Closet,Flooring - Hardwood
  • Bedroom2 Length: 11.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 10.0
Bedroom 3
  • Bedroom3 Area: 156.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 12.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bedroom 4
  • Bedroom4 Area: 117.0
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Length: 9.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 13.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Tiled With Tub & Shower
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Basement
Dining Room
  • Dining Room Area: 208.0
  • Dining Room Features: Flooring - Hardwood,Recessed Lighting,Remodeled
  • Dining Room Length: 16.0
  • Dining Room Level: Main,First
  • Dining Room Width: 13.0
Family Room
  • Family Room Area: 266.0
  • Family Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled
  • Family Room Length: 14.0
  • Family Room Level: Main,First
  • Family Room Width: 19.0
Kitchen
  • Kitchen Area: 308.0
  • Kitchen Features: Flooring - Hardwood,Countertops - Upgraded,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled
  • Kitchen Length: 14.0
  • Kitchen Level: Main,First
  • Kitchen Width: 22.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: HVAC and roof new in 2025. Additional laundry in basement.
Tax Information
  • Tax ID: M:016 R:028 S:,257142
  • Assessments: $1,754,000
  • Book: 41937
  • Tax Year: 2025
  • Zoning: SR15
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 2
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 21 Madison Road

DateEvent & SourcePriceAppreciation
Jun 3, 2026

Listed (Active)

MLS PIN #73529338

$1,995,000
Aug 12, 2024

Sold

MLS PIN #73248316

$1,800,000
Jun 8, 2024

Under Agreement

MLS PIN #73248316

DateEvent & SourcePrice
06/03/2026

Listed (Active)

MLS PIN #73529338

$1,995,000
08/12/2024

Sold

MLS PIN #73248316

$1,800,000
06/08/2024

Under Agreement

MLS PIN #73248316

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Madison Road

Taxable ValueLand$1,139,000Additions$615,000Total$1,754,000
Tax Record2025$18,031 ($1,503 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,109 SqFtAbove Grade Finished SqFt2,109 SqFtStories2Lot Size12,684 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated2003ZoningSR15CountyNORFOLKAPNWELL M:016 R:028 S:Fireplace TypeHas Fireplace

Schools near 21 Madison Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Joseph E. Fiske Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

21 Madison Road is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on June 3, 2026 by Coldwell Banker Realty - Wellesley, it's currently listed at $1,995,000. It has been on the market for a total of 1 days and was last sold on August 12, 2024. This listing's school district is Wellesley School District. Nearby schools include Joseph E. Fiske Elementary School, Wellesley Middle School and Wellesley High School. 21 Madison Road is a 4-bed, 4-bath, 2,609 sqft single family home built in 1940.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Realty - Wellesley, The Lara & Chelsea Collaborative

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.