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.
- Heating System:
- Central, Forced Air
- Cooling System:
- Central Air
- Basement:
- Full, Unfinished, Concrete
- Parking:
- Deeded, Off Street, Paved
- Appliances:
- Disposal, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Freezer, Gas Water Heater
- Construction:
- Frame
- Exterior Unit Features:
- Professional Landscaping, Patio, Fenced Yard, Storage, Garden
- Flooring:
- Tile, Wood, Hardwood, Carpet
- Sewer:
- Public Sewer
- Style:
- Colonial
- Water:
- Public
- Disclosure:
- Furnace
- Garage Parking
- Interior Features:
- Internet Available - Unknown
- Lead Paint:
- Unknown
- Laundry Features:
- In Basement
- Road Type:
- Paved
- Area:
- Winchester Highlands
- Grade School:
- Lynch Elementary School
- High School:
- Winchester High School
- Middle School:
- Mccall Middle School
- Market Time:
- 4
- Parking Spaces:
- 4
- Tax Year:
- 2026
- Status:
- Active
- Price Per Sqft:
- $582
- Zoning:
- RG
- Orig Price:
- $999,900
- Waterfront:
- No
- MlsStatus:
- Active
- City:
- Winchester
- State:
- MA
- County:
- Middlesex
- Postal Code:
- 01890
- Longitude:
- W72° 51' 46.9''
- Latitude:
- N42° 27' 56.9''
Residential
258 Cross Street, Winchester, Massachusetts
- Property Type :
- Residential
- Listing Type :
- For Sale
- Price :
- $999,900
- Bedrooms :
- 4
- Rooms :
- 7
- Total Bathrooms :
- 2
- Full Bathrooms :
- 2
- Square Footage :
- 1,719 Sqft
- Year Built :
- 1860
- Lot Area :
- 0.18 Acre
- Listing ID :
- 73541288
- Stephen E. Robb
- View website
- 617-212-0251
-
srobb@robbenterprises.com
