258 Cross Street, Winchester, MA 01890

Winchester
Local realty services provided by:Cohn & Company ERA Powered
258 Cross Street,Winchester, MA 01890
$999,900
  • 4 Beds
  • 2 Baths
  • 1,719 sq. ft.
  • Single family
  • Active
Listed by: justin blankenship
Office: fiv realty co
MLS#:73541288
Source:MLSPIN

Price summary

  • Price:$999,900
  • Price per sq. ft.:$581.68

About this home

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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Home facts

  • Year built:1860
  • Listing ID #:73541288
  • Updated:June 29, 2026 at 10:49 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:7
  • Flooring:Carpet, Hardwood, Tile, Wood
  • Dining Description:Crown Molding, Hardwood, Pendant, Window(s) - Picture
  • Kitchen Description:Cabinets - Upgraded, Ceiling Fan(s), Countertops - Stone/Granite/Solid, Dishwasher, Disposal, Exterior Access, Flooring - Stone/Ceramic Tile, Freezer, Gas Stove, Microwave, Range, Recessed Lighting, Refrigerator, Remodeled, Stainless Steel Appliances, Vestibule, Window(s) - Picture
  • Basement Description:Concrete, Full, Unfinished
  • Living area:1,719 sq. ft.

Heating and cooling

  • Cooling:1 Cooling Zone, Central Air
  • Heating:Central, Forced Air
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1860
  • Building area:1,719 sq. ft.
  • Lot area:0.18 Acres
  • Lot Features:Corner Lot, Level
  • Architectural Style:Colonial
  • Construction Materials:Frame
  • Exterior Features:Garden, Patio, Professional Landscaping, Storage
  • Foundation Description:Stone

Schools

  • High school:Winchester High School
  • Middle school:Mccall Middle School
  • Elementary school:Lynch Elementary School

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$999,900
  • Price per sq. ft.:$581.68
  • Tax amount:$9,591 (2026)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer
  • Laundry features:Dryer, In Basement, Washer
  • Amenities:Gas Water Heater

Parking

  • Total parking spaces:4
  • Parking description:Deeded, Off Street, Paved
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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