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$3,299,000
44 Days On Site

257 High Street
Winchester, MA 01890

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
7,101
SqFt
$465
/SqFt
1994
Built
Subdivision:
West Side
County:
Middlesex

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257 High Street257 High Street257 High Street257 High Street
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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 for everyday living and entertaining. Must see this fabulous home~ The ultimate home for hosting!

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Listing Snapshot
Price 
$3,299,000
Days On Site 
44 Days
Bedrooms 
5
Inside Area (SqFt) 
7,101 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
1.68 Acres
Year Built 
1994
MLS® Number 
73426449
Status 
Active
Property Tax 
$26,758
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
5 days agoPrice changed to $3,299,000
5 days agoStatus changed to Active
a month agoListing first seen on site
General Features
Acres 
1.68
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
PavedAttachedGarage
Parking Spaces 
7
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Above 
7101
SqFt Total 
7101
Style 
ColonialContemporary
Water Source 
Public
Zoning 
res
Interior Features
Appliances 
Gas Water HeaterRangeOvenDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryerRange HoodOther
Basement 
FullFinishedWalk-Out AccessInterior Entry
Cooling 
Central Air
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Family RoomMaster Bedroom
Fireplaces 
4
Flooring 
TileMarbleHardwood
Heating 
Natural GasForced Air
Interior 
Ceiling Fan(s)Recessed LightingCentral VacuumWet Bar
Laundry Features 
Electric Dryer Hookup
Window Features 
Insulated Windows
Bathroom 1 
Dimensions - 8x5Level - FirstArea - 40
Bathroom 2 
Dimensions - 10x7Level - FirstArea - 70
Bathroom 3 
Dimensions - 16x12Level - SecondArea - 192
Bedroom 2 
Dimensions - 14x13Level - SecondArea - 182
Bedroom 3 
Dimensions - 15x15Level - SecondArea - 225
Bedroom 4 
Dimensions - 17x14Level - SecondArea - 238
Bedroom 5 
Dimensions - 19x13Level - BasementArea - 247
Dining Room 
Dimensions - 14x13Level - FirstArea - 182
Family Room 
Dimensions - 26x16Level - FirstArea - 416
Kitchen 
Dimensions - 20x15Level - MainArea - 300
Living Room 
Dimensions - 20x14Level - FirstArea - 280
Master Bedroom 
Dimensions - 31x23Level - SecondArea - 713
Office 
Dimensions - 9x9Level - SecondArea - 81
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyRain Gutters
Lot Features 
Wooded
Patio And Porch 
PorchDeckPatioEnclosed
Roof 
Shingle
Windows/Doors 
Insulated Windows
Community Features
Roads 
Paved
Schools
School District
Unknown
Elementary School
Vinson Owen
Middle School
Mccall Middle
High School
Winchester High
Listing courtesy of Kim Covino & Co. Team of Compass



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, landlords, 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, leasing or renting 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, leasing or renting. 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.

Last checked 2025-10-19 10:21 AM UTC

Neighborhood & Commute
Source: Walkscore
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