Apartments for Rent in Winchester, MA
89 active rentals in Winchester, Massachusetts. Browse listings, neighborhood breakdowns, and rent trends — all sourced from active inventory.
See all Winchester listingsWinchester at a Glance
Featured Listings
| Property | Beds | Rent | Available |
|---|---|---|---|
| 35 Vine Street, Winchester | 2 BR | $2,475 | 2026-09-09 |
| 35 Vine Street, Winchester | 2 BR | $2,475 | 2026-09-02 |
| Winchester Center - Walk to Commuter Rail and town center! | 2 BR | $2,475 | 2026-09-02 |
| 17 Russell Rd | 3 BR | $4,800 | Now |
| 276 High Street | 5 BR | $2,195,000 | Now |
| 63 Holland St Apt 63 | 2 BR | $3,500 | Now |
| 63-65 Harvard Street | 5 BR | $1,110,000 | Now |
| 16 Nathaniel Rd | 3 BR | $4,400 | Now |
| 488 Washington Street | 4 BR | $4,495 | Now |
| 53 Winford Way | 5 BR | $2,399,000 | Now |
| 6 Ivy Circle | 6 BR | $2,100,000 | Now |
| 955 Main St Apt 305 | Studio | $1,150,000 | Now |
See all 89 Winchester listings »
About Renting in Winchester
For current pricing by bedroom count in Winchester, see the Winchester rent breakdown, and the Massachusetts landlord guide for the legal framework that governs every Winchester lease.