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!
Listed by Sharyn Pasquale
·
Compass
·
781-910-2400
Listed by Kim Covino
·
Compass
Listed by Kim Covino & Co. Team
·
Compass
Last updated September 04, 2025
·
Source: MLSPin #73426449
Listing Facts
TypeSingle-family
NeighborhoodWest Side
Bedrooms5
Bathrooms7
Days on Prevu3
Taxes$26,758/year
Size7,101 sqft
Price per sqft$493
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
09/04/2025
Listed by Compass
$3,499,000
Property Details for 257 High Street
Association
Amenities
Community Features: Walk/Jog Trails, Public School
Laundry Features: Flooring - Stone/Ceramic Tile, First Floor, Electric Dryer Hookup
Sewer: Public Sewer
Utilities: For Gas Range, For Electric Range, For Gas Oven, For Electric Oven, For Electric Dryer
Water Source: Public
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.
Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.