Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

258 Cross Street

Winchester Highlands - Winchester, MA ID #73541288

Property Description

Welcome to 258 Cross Street, a masterfully updated Winchester Colonial blending timeless character, modern comfort, and everyday function. Set on a level, fenced corner lot, this 4 bed, 2 bath home offers endless outdoor opportunity to relax, entertain, play, or dine al fresco. Inside, hardwood floors, crown molding, arched openings, bay windows, and ornate detail bring warmth and personality. The modernized kitchen beams with natural light and features upgraded cabinetry, stone counters, stainless appliances, and gas cooking. Both full baths have been tastefully updated with the larger featuring a tiled stand up shower, free standing soaking tub and a double vanity. Four bedrooms across the upper levels create flexibility for growing families, guests, WFH, fitness, or hobbies. Brand new central AC, central heat, full basement with laundry, and 4-car parking add functionality. Minutes from downtown Winchester with the most scenic downtown around, lined with shops, dining and even the T

Additional Details

  • Status: NEW
  • Type: Single Family, Single Family Residence
  • Area: Winchester Highlands
  • Zip Code: 01890
  • Taxes: 9,592
  • Acres: 0.18

Parking

  • Garage Capacity: 4
  • Parking: Off Street, Deeded, Paved
  • Parking Spaces: 4

Rooms/Dimensions

  • Total Rooms: 7
  • Has Basement: Yes

Location

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258 Cross Street, Winchester, MA

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Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Justin Blankenship of Fiv Realty Co. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.