Seller's Agent in 2026
Kim Covino
Compass
(781) 249-3854
37 in this area
433 Total Sales
257 High St Winchester, MA 01890
West Side Neighborhood
5
Beds
7
Baths
7,101
Sq Ft
1.68
Acres Lot
Highlights
- Media Room
- Sauna
- Open Floorplan
- Vinson-Owen Elementary School Rated A+
- 1.68 Acre Lot
- Custom Closet System
About This Home
As of May 2026OPEN HOUSE CANCELLED 4/12 **OFFER ACCEPTED** Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck, mudroom, pantry & oversized 2 car garage. The 2nd floor offers a stunning master w sitting area, marble bath & walk in closet. 3 add'l BR's, all generously sized. The expansive lower level features an inviting screened "Florida room" family space that opens to a bluestone patio with fire pit, overlooking expansive meticulously maintained lawn & an outdoor shower! Additionally in the LL, there is a movie theatre, full kitchen, gym, bedroom, game room w fplc, perfect for ADU/ extended family or everyday living & entertaining. Must see this fabulous home~
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $26,758
Year Built
- Built in 1994
Lot Details
- 1.68 Acre Lot
- Sprinkler System
- Wooded Lot
Parking
- 2 Car Attached Garage
- Driveway
- 7 Open Parking Spaces
Home Design
- Colonial Architecture
- Contemporary Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- 7,101 Sq Ft Home
- Open Floorplan
- Wet Bar
- Central Vacuum
- Crown Molding
- Wainscoting
- Tray Ceiling
- Vaulted Ceiling
- Ceiling Fan
- Recessed Lighting
- Decorative Lighting
- Insulated Windows
- Picture Window
- French Doors
- Sliding Doors
- Insulated Doors
- Mud Room
- Family Room with Fireplace
- 4 Fireplaces
- Combination Dining and Living Room
- Media Room
- Home Office
- Utility Room with Study Area
- Sauna
- Home Security System
Kitchen
- Breakfast Bar
- Oven
- Stove
- Range with Range Hood
- Microwave
- Freezer
- Dishwasher
- Wine Cooler
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Marble
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Walk-In Closet
- Dressing Area
- Dual Vanity Sinks in Primary Bathroom
- Soaking Tub
- Separate Shower
Laundry
- Laundry on main level
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
Outdoor Features
- Balcony
- Deck
- Enclosed Patio or Porch
- Rain Gutters
Location
- Property is near schools
Schools
- Vinson Owen Elementary School
- Mccall Middle School
- Winchester High School
Utilities
- Forced Air Heating and Cooling System
- 3 Cooling Zones
- 3 Heating Zones
- Heating System Uses Natural Gas
- 200+ Amp Service
- Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number M:027 B:0342 L:0,901606
Community Details
Overview
- No Home Owners Association
- West Side Subdivision
Recreation
- Jogging Path
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Apr 26, 2023
Sold by
Piantedosi Joseph A and Piantedosi Julie A
Bought by
Joseph A Piantedosi Jr T
Purchase Details
Closed on
Aug 26, 2009
Sold by
Piantedosi Julie A
Bought by
Piantedosi Joseph A and Piantedosi Julie A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$900,000
Interest Rate
5.17%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
May 19, 1995
Sold by
High St Winchester T and Cuffe T Richard
Bought by
Piantedosi Joseph A and Piantedosi Julie A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$425,000
Interest Rate
8.34%
Mortgage Type
Purchase Money Mortgage
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Home Values in the Area
Average Home Value in this Area
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 | -- | None Available | |
| Deed | -- | -- | |
| Deed | $600,300 | -- | |
| Deed | $600,300 | -- |
Source: Public Records
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 |
|---|---|---|---|
| Previous Owner | $900,000 | Purchase Money Mortgage | |
| Previous Owner | $425,000 | Purchase Money Mortgage |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/28/2026 05/28/26 | Sold | $3,150,000 | -3.1% | $444 / Sq Ft |
| 04/11/2026 04/11/26 | Pending | -- | -- | -- |
| 04/09/2026 04/09/26 | For Sale | $3,250,000 | -- | $458 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
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 | $26,758 | $2,412,800 | $1,073,500 | $1,339,300 |
| 2024 | $25,689 | $2,267,300 | $1,033,500 | $1,233,800 |
| 2023 | $25,097 | $2,126,900 | $913,500 | $1,213,400 |
| 2022 | $22,697 | $1,814,300 | $790,400 | $1,023,900 |
| 2021 | $21,994 | $1,714,300 | $690,400 | $1,023,900 |
| 2020 | $21,240 | $1,714,300 | $690,400 | $1,023,900 |
| 2019 | $20,760 | $1,714,300 | $690,400 | $1,023,900 |
| 2018 | $20,268 | $1,662,700 | $668,400 | $994,300 |
| 2017 | $19,118 | $1,556,800 | $608,400 | $948,400 |
| 2016 | $17,832 | $1,526,700 | $608,400 | $918,300 |
| 2015 | $17,452 | $1,437,600 | $555,400 | $882,200 |
| 2014 | $17,491 | $1,381,600 | $515,400 | $866,200 |
Source: Public Records
Agents Affiliated with this Home
-
Kim Covino
-
Anthony Marino
Buyer's Agent in 2026
Anthony Marino
The Marino Group Collection
(617) 699-6098
7 in this area
23 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73499287
APN: WINC-000027-000342
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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