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258 Cross Street, Winchester HighlandsWinchester, MA 01890Price: $999,900

  • Price: $999,900
  • Est. Mortgage of $/month
  • 5 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $999,900List Price
  • 4Bedrooms
  • 2Bathrooms
  • 1,719Square Feet
  • 0.18Acreage

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OFFER DEADLINE - 6/29/26 @5PM. OFFERS GOOD FOR 24 HOURS PLEASE! 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.

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Listed by Justin Blankenship of Fiv Realty Co

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