257 High Street, Winchester, MA 01890
Local realty services provided by:ERA Cape Real Estate
257 High Street,Winchester, MA 01890
$3,499,000
- 5 Beds
- 7 Baths
- 7,101 sq. ft.
- Single family
- Active
Listed by:kim covino & co. team
Office:compass
MLS#:73426449
Source:MLSPIN
Price summary
- Price:$3,499,000
- Price per sq. ft.:$492.75
About this home
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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Home facts
- Year built:1994
- Listing ID #:73426449
- Updated:September 05, 2025 at 02:57 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Living area:7,101 sq. ft.
Heating and cooling
- Cooling:3 Cooling Zones, Central Air
- Heating:Fireplace, Forced Air, Natural Gas
Structure and exterior
- Roof:Shingle
- Year built:1994
- Building area:7,101 sq. ft.
- Lot area:1.68 Acres
Schools
- High school:Winchester High
- Middle school:Mccall Middle
- Elementary school:Vinson Owen
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$3,499,000
- Price per sq. ft.:$492.75
- Tax amount:$26,758 (2025)
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