257 High Street, Winchester, MA 01890

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
257 High Street,Winchester, MA 01890
$3,250,000
  • 5 Beds
  • 7 Baths
  • 7,101 sq. ft.
  • Single family
  • Active
Listed by: kim covino & co. team, kim covino
Office: compass
MLS#:73499287
Source:MLSPIN

Price summary

  • Price:$3,250,000
  • Price per sq. ft.:$457.68

About this home

OPEN 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~

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Home facts

  • Year built:1994
  • Listing ID #:73499287
  • Updated:April 14, 2026 at 10:38 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:7
  • Full bathrooms:5
  • Half bathrooms:2
  • Rooms Total:16
  • Flooring:Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Hardwood, Marble, Tile
  • Dining Description:Dining Area, Hardwood, Living/Dining Room Combo
  • Kitchen Description:Balcony - Exterior, Breakfast Bar / Nook, Countertops - Stone/Granite/Solid, Crown Molding, Dining Area, Dishwasher, Disposal, Exterior Access, Flooring - Hardwood, Freezer, French Doors, Gas Stove, Kitchen, Kitchen Island, Lighting - Pendant, Microwave, Open Floorplan, Oven, Pantry, Range, Range Hood, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Wainscoting, Wet Bar, Window(s) - Picture, Wine Chiller
  • Basement Description:Finished, Full, Interior Entry, Walk-Out Access
  • Living area:7,101 sq. ft.

Heating and cooling

  • Cooling:3 Cooling Zones, Central Air
  • Heating:Fireplace, Forced Air, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1994
  • Building area:7,101 sq. ft.
  • Lot area:1.68 Acres
  • Lot Features:Wooded
  • Architectural Style:Colonial, Contemporary
  • Construction Materials:Frame
  • Exterior Features:Balcony, Deck, Enclosed, Patio, Porch, Porch - Enclosed, Rain Gutters, Sprinkler System
  • Foundation Description:Concrete Perimeter

Schools

  • High school:Winchester High
  • Middle school:Mccall Middle
  • Elementary school:Vinson Owen

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$3,250,000
  • Price per sq. ft.:$457.68
  • Tax amount:$26,758 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Laundry features:Dryer, Electric Dryer Hookup, First Floor, Flooring - Stone/Ceramic Tile, Washer
  • Amenities:Ceiling Fan(s), Central Vacuum, Closet, Closet/Cabinets - Custom Built, Gas Water Heater, Recessed Lighting, Slider, Wet Bar

Parking

  • Total parking spaces:9
  • Parking description:Attached, Paved, Paved Drive
  • Garage:Yes
  • Garage spaces:2
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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