
21 Sheffield W Winchester, MA 01890
The Flats NeighborhoodHighlights
- Golf Course Community
- Medical Services
- Custom Closet System
- Ambrose Elementary School Rated A
- Waterfront
- Colonial Architecture
About This Home
As of June 2025Exquisite home nestled in one of Winchester's most desirable neighborhoods! Perfect location, close to town center, schools & train. This breathtaking home checks all the boxes on the wish list! Fabulous chef's kitchen & dining area, butler's pantry w/wet bar & wine chiller opens to elegant dining room w/ fireplace. Beautiful library, stunning great room w/ wall of arched windows & fireplace opens to sunroom which leads to deck & custom stone patio, large level backyard w/ lush perennial gardens & mature plantings & trees. Second floor offers luxurious master suite w/romantic fireplace & spa-like bath & adjoining dressing room, or use as bedroom, 2 additional generous sized bedrooms & full bath. The third level includes 2 bedrooms, study & full bath. Finished lower level offers a spacious family room, laundry room, mudroom, walk in pantry/storage, exercise space & direct access to oversized 2 car garage w/ work area. Highest quality finishes, systems, & many custom features throughout
Last Agent to Sell the Property
Berkshire Hathaway HomeServices Commonwealth Real Estate Listed on: 03/03/2022

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $27,902
Year Built
- Built in 1910
Lot Details
- 0.39 Acre Lot
- Waterfront
- Near Conservation Area
- Stone Wall
- Landscaped Professionally
- Level Lot
- Sprinkler System
- Garden
Parking
- 2 Car Attached Garage
- Tuck Under Parking
- Oversized Parking
- Parking Storage or Cabinetry
- Workshop in Garage
- Side Facing Garage
- Garage Door Opener
- Driveway
- Open Parking
- Off-Street Parking
Home Design
- Colonial Architecture
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- 5,198 Sq Ft Home
- Beamed Ceilings
- Ceiling Fan
- Recessed Lighting
- Decorative Lighting
- Bay Window
- French Doors
- Living Room with Fireplace
- Sitting Room
- Dining Room with Fireplace
- 4 Fireplaces
- Home Office
- Library
- Sun or Florida Room
- Home Security System
Kitchen
- Oven
- Built-In Range
- Dishwasher
- Wine Refrigerator
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Double Vanity
- Pedestal Sink
- Bathtub with Shower
- Separate Shower
Laundry
- Laundry in Bathroom
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Garage Access
- Laundry in Basement
Eco-Friendly Details
- Integrated Pest Management
Outdoor Features
- Walking Distance to Water
- Balcony
- Deck
- Patio
- Rain Gutters
- Porch
Location
- Property is near public transit
- Property is near schools
Schools
- Ambrose Elementary School
- Mccall Middle School
- WHS High School
Utilities
- Central Air
- 3 Cooling Zones
- 6 Heating Zones
- Heating System Uses Natural Gas
- Baseboard Heating
- Hot Water Heating System
- 200+ Amp Service
Community Details
Amenities
- Medical Services
- Shops
Recreation
- Golf Course Community
- Tennis Courts
- Community Pool
- Park
- Jogging Path
- Bike Trail
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Similar Homes in Winchester, MA
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $3,025,000 | None Available | |
Deed | $3,025,000 | None Available | |
Deed | -- | -- | |
Deed | -- | -- | |
Not Resolvable | $1,800,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $1,600,000 | Purchase Money Mortgage | |
Previous Owner | $600,000 | Purchase Money Mortgage | |
Previous Owner | $1,900,000 | No Value Available | |
Previous Owner | $679,300 | No Value Available | |
Previous Owner | $650,000 | No Value Available | |
Previous Owner | $99,900 | No Value Available |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/13/2025 06/13/25 | Sold | $3,025,000 | -5.4% | $582 / Sq Ft |
05/15/2025 05/15/25 | Pending | -- | -- | -- |
04/30/2025 04/30/25 | Price Changed | $3,199,000 | -4.5% | $615 / Sq Ft |
03/26/2025 03/26/25 | For Sale | $3,350,000 | +19.6% | $644 / Sq Ft |
05/04/2022 05/04/22 | Sold | $2,800,000 | 0.0% | $539 / Sq Ft |
03/09/2022 03/09/22 | Pending | -- | -- | -- |
03/03/2022 03/03/22 | For Sale | $2,799,999 | +55.6% | $539 / Sq Ft |
06/26/2012 06/26/12 | Sold | $1,800,000 | -2.7% | $416 / Sq Ft |
03/16/2012 03/16/12 | Pending | -- | -- | -- |
01/28/2012 01/28/12 | Price Changed | $1,849,900 | -1.6% | $428 / Sq Ft |
06/09/2011 06/09/11 | Price Changed | $1,879,900 | -1.1% | $435 / Sq Ft |
01/14/2011 01/14/11 | Price Changed | $1,899,900 | -4.8% | $440 / Sq Ft |
11/24/2010 11/24/10 | For Sale | $1,995,000 | -- | $462 / Sq Ft |
Tax History Compared to Growth
Tax History
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 | $319 | $2,878,100 | $1,285,100 | $1,593,000 |
2024 | $31,462 | $2,776,900 | $1,247,300 | $1,529,600 |
2023 | $28,348 | $2,402,400 | $1,171,700 | $1,230,700 |
2022 | $27,902 | $2,230,400 | $1,058,300 | $1,172,100 |
2021 | $26,919 | $2,098,100 | $926,000 | $1,172,100 |
2020 | $25,995 | $2,098,100 | $926,000 | $1,172,100 |
2019 | $24,035 | $1,984,700 | $812,600 | $1,172,100 |
2018 | $23,605 | $1,936,400 | $793,700 | $1,142,700 |
2017 | $22,359 | $1,820,800 | $755,000 | $1,065,800 |
2016 | $20,870 | $1,786,800 | $755,000 | $1,031,800 |
2015 | $20,579 | $1,695,100 | $686,000 | $1,009,100 |
2014 | $20,066 | $1,585,000 | $623,600 | $961,400 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Kim Covino
Compass
(781) 249-3854
55 in this area
429 Total Sales
-
Seller's Agent in 2022
Giordana Fiorvanti-Smith
Berkshire Hathaway HomeServices Commonwealth Real Estate
(781) 729-7777
1 in this area
8 Total Sales
-
Buyer's Agent in 2022
Christine Norcross
William Raveis R.E. & Home Services
(781) 929-4994
1 in this area
205 Total Sales
-
D
Seller's Agent in 2012
Dorothea Feffer
Coldwell Banker Realty - Lexington
(781) 799-5393
1 in this area
28 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 72948175

APN: WINC-000017-000137