1. Massachusetts
  2. Winchester
  3. 257 High Street
$3,499,000

257 High Street, Winchester, MA 01890

  • 5 beds |
  • 7 baths |
  • 7,101 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1994
  • Property Lot Size Icon1.68acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $493/sqft
  • Property List Date Icon Listed 25 days ago

Property Description

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!

Listing Status:
Active
Date Added:
September 4, 2025 at 05:00AM
Listing Office:
Compass : 781-219-0313
Listing Agent:
Kim Covino & Co. Team : 781-249-3854
MLS ID:
73426449
  • General: Breakfast Bar / NookClosetCloset/Cabinets - Custom BuiltCeiling Fan(s)Dining AreaCountertops - Stone/Granite/SolidRecessed LightingSliderStudyHome OfficeKitchenLiving/Dining Rm ComboMedia RoomCentral VacuumSauna/Steam/Hot TubWet Bar
  • Appliances: Gas Water HeaterRangeOvenDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryerRange HoodOther
  • Laundry: Flooring - Stone/Ceramic TileFirst FloorElectric Dryer Hookup
  • Basement: FullFinishedWalk-Out AccessInterior Entry
  • Flooring: TileMarbleHardwoodFlooring - HardwoodFlooring - Stone/Ceramic TileFlooring - Wall to Wall Carpet
  • A/C: Central Air
  • Heating: Forced AirNatural GasFireplace
  • Fireplace: Family RoomMaster BedroomFireplaceFireplaces: 4

This listing courtesy of Kim Covino & Co. Team, Compass

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

V

Van - Owen Elementary School

75 Johnson Rd, Winchester, MA, 01890

Grades KG-5

0.47 miles away

M

McCall Middle School

458 Main St, Winchester, MA, 01890

Grades 6-8

2.29 miles away

W

Winchester High School

80 Skillings Rd, Winchester, MA, 01890

Grades 9-12

2.44 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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