21 Madison Rd Wellesley Hills, MA 02481
Wellesley Hills NeighborhoodEstimated payment $12,268/month
Highlights
- Medical Services
- Scenic Views
- Custom Closet System
- Joseph E. Fiske Elementary School Rated A
- Open Floorplan
- Landscaped Professionally
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.
Listing Agent
The Lara & Chelsea Collaborative
Coldwell Banker Realty - Wellesley Listed on: 06/03/2026
Open House Schedule
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Saturday, June 6, 202611:00 am to 12:30 pm6/6/2026 11:00:00 AM +00:006/6/2026 12:30:00 PM +00:00Add to Calendar
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Sunday, June 7, 202612:00 to 1:30 pm6/7/2026 12:00:00 PM +00:006/7/2026 1:30:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $18,031
Year Built
- Built in 1940 | Remodeled
Lot Details
- 12,684 Sq Ft Lot
- Landscaped Professionally
- Level Lot
- Property is zoned SR15
Parking
- 1 Car Attached Garage
- 4 Open Parking Spaces
- Off-Street Parking
Home Design
- Garrison Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- Open Floorplan
- Recessed Lighting
- Insulated Windows
- Bay Window
- Dining Room with Fireplace
- 2 Fireplaces
- Play Room
- Home Gym
- Scenic Vista Views
- Partially Finished Basement
- Basement Fills Entire Space Under The House
- Storm Doors
Kitchen
- Range
- Wine Refrigerator
- Kitchen Island
- Upgraded Countertops
Flooring
- Wood
- Wall to Wall Carpet
- Laminate
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary bedroom located on second floor
- Custom Closet System
- Walk-In Closet
- Dual Vanity Sinks in Primary Bathroom
- Bathtub with Shower
Laundry
- Laundry on upper level
- Washer Hookup
Outdoor Features
- Patio
- Porch
Location
- Property is near public transit and schools
Schools
- Wellesley Elementary School
- WMS Middle School
- WHS High School
Utilities
- Forced Air Heating and Cooling System
- 2 Cooling Zones
- 2 Heating Zones
- Heating System Uses Natural Gas
Listing and Financial Details
- Assessor Parcel Number M:016 R:028 S:,257142
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Park
- Jogging Path
- Bike Trail
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,031 | $1,754,000 | $1,139,000 | $615,000 |
| 2024 | $17,426 | $1,674,000 | $1,085,000 | $589,000 |
| 2023 | $14,919 | $1,303,000 | $836,000 | $467,000 |
| 2022 | $13,607 | $1,165,000 | $686,000 | $479,000 |
| 2021 | $13,536 | $1,152,000 | $686,000 | $466,000 |
| 2020 | $13,317 | $1,152,000 | $686,000 | $466,000 |
| 2019 | $12,820 | $1,108,000 | $655,000 | $453,000 |
| 2018 | $11,197 | $937,000 | $663,000 | $274,000 |
| 2017 | $11,047 | $937,000 | $663,000 | $274,000 |
| 2016 | $10,848 | $917,000 | $652,000 | $265,000 |
| 2015 | $10,624 | $919,000 | $651,000 | $268,000 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/05/2026 06/05/26 | Pending | -- | -- | -- | |
| 06/03/2026 06/03/26 | For Sale | $1,995,000 | +10.8% | $765 / Sq Ft | |
| 08/12/2024 08/12/24 | Sold | $1,800,000 | +7.5% | $671 / Sq Ft | View Prior Sale |
| 06/08/2024 06/08/24 | Pending | -- | -- | -- | |
| 06/06/2024 06/06/24 | For Sale | $1,675,000 | +28.9% | $624 / Sq Ft | |
| 05/03/2018 05/03/18 | Sold | $1,299,000 | 0.0% | $584 / Sq Ft | View Prior Sale |
| 02/26/2018 02/26/18 | Pending | -- | -- | -- | |
| 02/19/2018 02/19/18 | For Sale | $1,299,000 | -- | $584 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $1,800,000 | None Available | |
| Quit Claim Deed | -- | -- | |
| Quit Claim Deed | $1,299,000 | -- | |
| Quit Claim Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $800,000 | Purchase Money Mortgage | |
| Previous Owner | $900,000 | Purchase Money Mortgage | |
| Previous Owner | $417,000 | No Value Available |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73529338
APN: WELL-000016-000028
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.
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