258 Cross Street
$999,900
4
Beds
2
Baths
1,719
Sqft
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$999,900
4
Beds
2
Baths
1,719
Living Area
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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
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Highlights
- Area: Winchester Highlands
- Heating: Central, Forced Air
- Property Class: Residential
- Style: Colonial
- Year Built: 1860
- Cooling: Central Air
- Parking Spots: 4
- Property Type: Single Family Residence
- Total Rooms: 7
- Status: Active
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Additional Details
- Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
- Construction: Frame
- Flooring: Wood, Tile, Carpet, Hardwood
- Interior Features: Internet Available - Unknown
- Road Frontage Type: Public
- SqFt Source: Public Record
- Year Built Source: Public Records
- Basement: Full, Concrete, Unfinished
- Exterior Features: Patio, Storage, Professional Landscaping, Fenced Yard, Garden
- Foundation: Stone
- Lot Features: Corner Lot, Level
- Roof: Shingle
- Year Built Details: Approximate
- Zoning: Rg
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Amenities
- Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University, Sidewalks
- Parking Features: Off Street, Deeded, Paved
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Utilities
- Sewer: Public Sewer
- Water Source: Public
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Fees / Taxes
- Assessed Value: $865,700
- Taxes: $9,591
- Tax Year: 2026
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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 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.