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.
Pending
$1,995,000
21 Madison Rd, Wellesley, MA 02481
4beds
2,609sqft
Single Family Residence
Built in 1940
0.29 Acres Lot
$2,045,600 Zestimate®
$765/sqft
$-- HOA
What's special
Refined finishesSun-filled interiorsRenovated kitchenGenerously sized bedroomsExceptional privacyExpansive outdoor spacesPeaceful views
- 10 days |
- 724 |
- 30 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
The Lara & Chelsea Collaborative 617-852-7018,
Coldwell Banker Realty - Wellesley 781-237-9090,
The Lara & Chelsea Collaborative 617-852-7018
Source: MLS PIN,MLS#: 73529338
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Remodeled
- Level: Second
- Area: 240
- Dimensions: 15 x 16
Bedroom 2
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bedroom 3
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 156
- Dimensions: 12 x 13
Bedroom 4
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 117
- Dimensions: 9 x 13
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half
- Level: First
Bathroom 2
- Features: Bathroom - Tiled With Tub & Shower
- Level: Second
Bathroom 3
- Features: Bathroom - Full
- Level: Basement
Dining room
- Features: Flooring - Hardwood, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 208
- Dimensions: 16 x 13
Family room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 266
- Dimensions: 14 x 19
Kitchen
- Features: Flooring - Hardwood, Countertops - Upgraded, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 308
- Dimensions: 14 x 22
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Refrigerator, Wine Refrigerator
- Laundry: Washer Hookup, Second Floor
Features
- Play Room, Exercise Room
- Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet, Laminate
- Doors: Storm Door(s)
- Windows: Insulated Windows
- Basement: Full,Partially Finished
- Number of fireplaces: 2
- Fireplace features: Dining Room
Interior area
- Total structure area: 2,609
- Total interior livable area: 2,609 sqft
- Finished area above ground: 2,109
- Finished area below ground: 500
Property
Parking
- Total spaces: 5
- Parking features: Attached, Off Street, Paved
- Attached garage spaces: 1
- Uncovered spaces: 4
Features
- Patio & porch: Porch, Patio
- Exterior features: Porch, Patio, Professional Landscaping
- Has view: Yes
- View description: Scenic View(s)
Lot
- Size: 0.29 Acres
- Features: Level
Details
- Parcel number: M:016 R:028 S:,257142
- Zoning: SR15
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Garrison
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1940
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, University
HOA
- Has HOA: No
Location
- Region: Wellesley
Financial & listing details
- Price per square foot: $765/sqft
- Tax assessed value: $1,754,000
- Annual tax amount: $18,031
- Date on market: 6/3/2026
- Road surface type: Paved
Estimated market value
$2,045,600
$1.94M - $2.15M
$6,900/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Pending sale | $1,995,000$765/sqft |
Source: MLS PIN #73529338 Report a problem | ||
| 6/3/2026 | Listed for sale | $1,995,000+10.8%$765/sqft |
Source: MLS PIN #73529338 Report a problem | ||
| 8/12/2024 | Sold | $1,800,000+7.5%$690/sqft |
Source: MLS PIN #73248316 Report a problem | ||
| 6/8/2024 | Contingent | $1,675,000$642/sqft |
Source: MLS PIN #73248316 Report a problem | ||
| 6/6/2024 | Listed for sale | $1,675,000+28.9%$642/sqft |
Source: MLS PIN #73248316 Report a problem | ||
| 5/3/2018 | Sold | $1,299,000$498/sqft |
Source: Public Record Report a problem | ||
| 2/26/2018 | Pending sale | $1,299,000$498/sqft |
Source: Rutledge Properties #72283082 Report a problem | ||
| 2/19/2018 | Listed for sale | $1,299,000$498/sqft |
Source: Rutledge Properties #72283082 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,031 +3.5% | $1,754,000 +4.8% |
| 2024 | $17,426 +16.8% | $1,674,000 +28.5% |
| 2023 | $14,919 +9.6% | $1,303,000 +11.8% |
| 2022 | $13,607 +0.5% | $1,165,000 +1.1% |
| 2021 | $13,536 +1.6% | $1,152,000 |
| 2020 | $13,317 +3.9% | $1,152,000 +4% |
| 2019 | $12,820 +14.5% | $1,108,000 +18.2% |
| 2018 | $11,197 +1.4% | $937,000 |
| 2017 | $11,047 +1.8% | $937,000 +2.2% |
| 2016 | $10,848 +2.1% | $917,000 -0.2% |
| 2015 | $10,624 +5.2% | $919,000 +5% |
| 2014 | $10,098 +4.3% | $875,000 +3.8% |
| 2012 | $9,678 +3% | $843,000 +2.6% |
| 2011 | $9,395 +4.7% | $822,000 -4% |
| 2010 | $8,971 +8.3% | $856,000 -2.2% |
| 2009 | $8,286 +7.8% | $875,000 +4.5% |
| 2008 | $7,684 +3.5% | $837,000 |
| 2007 | $7,424 +6.6% | $837,000 |
| 2006 | $6,964 +8.1% | $837,000 +9.1% |
| 2005 | $6,443 +22.4% | $767,000 +24.7% |
| 2004 | $5,264 +12.7% | $615,000 +7% |
| 2003 | $4,669 +11.5% | $575,000 +11.2% |
| 2002 | $4,188 +13.3% | $517,000 +37.5% |
| 1999 | $3,698 | $376,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 02481
Nearby schools
GreatSchools rating
- 9/10Joseph E. Fiske Elementary SchoolGrades: K-5Distance: 0.1 mi
- 8/10Wellesley Middle SchoolGrades: 6-8Distance: 2.2 mi
- 10/10Wellesley High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: Wellesley
- Middle: Wms
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Norfolk County
- Wellesley
- 02481
- 21 Madison Rd
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