Great opportunity to own in Winchester. This four bedroom two full bath Victorian is situated on a corner lot and offers possible expansion opportunities. The living room's high ceilings and large windows offer a sunny spot to relax or entertain. The second floor offers two full baths, a linen closet with laundry, and two bedrooms, including a spacious master with large closet. The third floor has two more bedrooms, and a large storage space.The basement offers plenty of storage space and a walk-out to spacious, fenced yard. There is also large side yard, perfect for outdoor games. Replacement windows throughout, central air, irrigation system. The 2,600 acre Middlesex Fells reservation is close by, known for walking, running & biking trails. Easy distance to Lynch Elementary School, McCall Middle & WHS, center of Winchester, library, restaurants, commuter rail, minutes to downtown Boston on Rt 93.
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| Year | Land | Building | Total | Change |
|---|---|---|---|---|
| FY2026 | $533,600 | $332,100 | $865,700 | — |
| Date | Price | Book/Page |
|---|---|---|
| Jun 1, 2020 | $699,000 | 74794/447 |
Permit history not yet available for this municipality.
This property sold for 13.1% below the original asking price.
At 111 days on market, this property took longer than average to sell.
Based on 3 similar properties sold within 0.5 miles in the last 90 days
This property sold below the area average, potentially representing good value for the buyer.
258 Cross St, Winchester MA 01890
Winchester, MA 01890
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/24/2026 | 🏡 Currently Listed | $999,900 | - | - | MLS #73541288 - Active |
| 06/01/2020 | 🏷️ Previously Sold | $699,000 | - | - | MLS #72585005 |
| 01/25/2019 | ✓ Sold | $607,500 | - | - | Property sold |
| 08/17/2018 | 🏠 Listed for Sale | $649,999 | - | - | Original listing |
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