Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.² of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero appliances. A stunning staircase showcases a wall of colorful leaded glass complimented by high ceilings, intricate millwork & dramatic details throughout. The expansive rebuilt wrap-around porch offers wonderful space to enjoy summer evenings & host gatherings. The great layout provides flexibility for entertaining, working from home or extended living needs. The striking façade & stately presence creates an unforgettable first impression ideally located near Winchester Center, commuter rail, shops, restaurants & top rated schools. located in one of Winchester's most sought after neighborhoods
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| Year | Land | Building | Total | Change |
|---|---|---|---|---|
| FY2026 | $990,200 | $1,085,700 | $2,086,300 | — |
| Date | Price | Book/Page |
|---|---|---|
| May 28, 2020 | $1,290,000 | 74763/31 |
Permit history not yet available for this municipality.
Discrepancies found between MLS and assessor records.
| Field | Assessor | MLS | Match |
|---|---|---|---|
| Sqft | 7,974 | 5,121 | ✗ |
| Year built | 1,890 | 1,890 | ✓ |
112 Highland Avenue, Winchester MA 01890
Winchester, MA 01890
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/28/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 05/27/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 05/08/2026 | 🏠 Listed for Sale | $2,495,000 | - | - | Original listing |
| 05/27/2020 | 🏷️ Previously Sold | $1,290,000 | - | - | MLS #72602789 |
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