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$1,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,609 Sq. Ft.
  • 0.29 Acres
  • 1 Car Garage
  • Updated 3 hours ago

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Open House: 11:00 AM - 12:30 PM

Saturday 6/6 11:00 AM - 12:30 PM

21 Madison Rd,Wellesley, MA 02481

21 Madison RdWellesleyMA02481

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  • Open House: 12:00 PM - 1:30 PM

    Sunday 6/7 12:00 PM - 1:30 PM

    21 Madison Rd,Wellesley, MA 02481
    21 Madison RdWellesleyMA02481
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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.

Full Property Details for 21 Madison Rd

General

  • Price: $1,995,000
  • Taxes: $18,031 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73529338
  • Updated: Today (6/3/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Interior Features: Play Room, Exercise Room
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Dining Room
  • Appliances: Range, Refrigerator, Wine Refrigerator
  • Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Main - Full Baths: 3
  • Main - 1/2 Baths: 1
  • Bathroom 1: Half Bathroom, First
  • Bathroom 2: Tiled Bathroom with Tub and Shower, Second
  • Bathroom 3: Bathroom - Full, Basement

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Yes, 15.00 x 16.00, Second, 240 Sq. Ft.
  • Bedroom 2: Closet, Hardwood Flooring, 11.00 x 10.00, Second, 110 Sq. Ft.
  • Bedroom 3: Closet, Hardwood Flooring, 12.00 x 13.00, Second, 156 Sq. Ft.
  • Bedroom 4: Closet, Hardwood Flooring, 9.00 x 13.00, Second, 117 Sq. Ft.

Other Rooms

  • Family Room: Custom-Built Closet/Cabinets, Hardwood Flooring, Bay/Bow/Box Window(s), Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, 14.00 x 19.00, Main, First, 266 Sq. Ft.
  • Kitchen: Hardwood Flooring, Upgraded Countertops, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, 14.00 x 22.00, Main, First, 308 Sq. Ft.
  • Dining Room: Hardwood Flooring, Recessed Lighting, Remodeled, 16.00 x 13.00, Main, First, 208 Sq. Ft.
  • Laundry: Washer Hookup, Second Floor

Exterior

  • Exterior Features: Porch, Patio, Professional Landscaping
  • Color: Brick

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 5
  • Parking Features: Attached, Off Street, Paved

Location

  • County: Norfolk
  • Driving Directions: Sheridan to Madison

School Information

  • Elementary School: Wellesley
  • Middle School: Wms
  • High School: Whs

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Cooling Zones: 2
  • Heating Type: Forced Air, Natural Gas
  • Heating Fuel: Forced Air, Natural Gas
  • Heating Zones: 2

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Connection for Gas Range, Washer Hookup

Structural Information

  • Architectural Style: Garrison
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Full, Partially Finished
  • Roof: Shingle
  • Drive-In Doors: Storm Door(s)
  • Square Feet: 2,609
  • Sq. Ft. Source: Measured
  • Year Built: 1940

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Dimensions: .29
  • Frontage: Public
  • Street/Road Desc.: Paved
  • Lot Features: Level

Financial Considerations

  • Price Per Sq. Ft.: $764.66
  • Tax Amount: $18,031
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: HVAC and roof new in 2025. Additional laundry in basement.
  • Property ID: M:016 R:028 S:, 257142
Buyer's Brokerage Compensation: Contact Listing Agent
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— 21 Madison Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 21 Madison Rd

School District:Wellesley School District
NameGradesDistance
Joseph E. Fiske Elementary School
45 Hastings Street, Wellesley, MA 02481
K-50.1 mi
Wellesley Middle School
50 Kingsbury Street, Wellesley, MA 02481
6-82.2 mi
Wellesley High School
50 Rice Street, Wellesley, MA 02481
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Madison Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/03/2026
Listed
$1,995,000
10.83%
MLS
8/12/2024
Sold
$1,800,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Madison Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$18,031
3%
$1,754,000
5%
2024
$17,426
17%
$1,674,000
28%
2023
$14,919
10%
$1,303,000
12%
2022
$13,607
1%
$1,165,000
1%
2021
$13,536
2%
$1,152,000
—
2020
$13,317
4%
$1,152,000
4%
2019
$12,820
14%
$1,108,000
18%
2018
$11,197
1%
$937,000
—
2017
$11,047
4%
$937,000
2%
2015
$10,624
5%
$919,000
5%
2014
$10,098
—
$875,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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21 Madison Rd, Wellesley, MA 02481 (MLS# 73529338) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 21 Madison Rd is currently listed for $1,995,000 and was received on June 03, 2026. This property is listed by The Lara & Chelsea Collaborative from our Wellesley Office.Want to learn more about 21 Madison Rd? Do you have questions about finding other Single Family real estate for sale in Wellesley Fells? You can browse all Wellesley Fells real estate or contact a Coldwell Banker agent to request more information.

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