- US
- Massachusetts
- Middlesex County
- Winchester city
Average Rent in Winchester, MA
Apartments & Houses by Size
Rentometer, Inc. | Data as of 11/13/2026
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Current rent in Winchester (all property types)
- $2,027 1 Bedroom
- $3,338 2 Bedroom
- $5,363 3 Bedroom
- $8,270 4+ Bedroom
Winchester offers a vibrant rental market that blends historic charm with modern convenience, making it a sought‑after suburb for professionals, families, and students alike. Its walkable downtown, anchored by the classic Winchester Town Hall and a variety of boutique shops and cafés, provides a lively urban feel while still benefiting from easy access to Boston via the commuter rail. Green spaces such as the Middlesex Fells Reservation and the scenic South Common park add an outdoor dimension that appeals to active renters looking for trails, picnics, and community events.
Apartment options in Winchester cater to a range of lifestyles. Studio units typically rent in the $2300s, offering a cost‑effective entry point for singles or those seeking a low‑maintenance space. One‑bedroom apartments often fall within the $2600–$3000 range, providing comfortable living for couples or professionals. Larger families may gravitate toward two‑bedroom apartments, commonly found in the $3700s, while three‑bedroom units approach the $5600–$6000 bracket, delivering ample room for households seeking space and proximity to top‑rated schools.
For renters desiring a more expansive setting, the town’s historic homes present an attractive alternative. Four‑plus bedroom houses command rents in the $8000–$8800 range, reflecting the blend of premium space, architectural character, and the prestige of Winchester’s renowned residential neighborhoods. Whether drawn by the town’s cultural venues, acclaimed public schools, or its convenient commuter links, renters in Winchester enjoy a balanced mix of suburban tranquility and urban accessibility.
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Winchester Rent by Property Type & Bedroom Count
Averages, medians, and ranges across recent rental listings
| Property Type | Bedrooms | Average | Median | Min – Max | 25th – 75th |
|---|---|---|---|---|---|
| Apartment | 1 Bedroom | $•,••• | $•,••• | $•,••• – $•,••• | $•,••• – $•,••• |
| Apartment | 2 Bedroom | $•,••• | $•,••• | $•,••• – $•,••• | $•,••• – $•,••• |
| House | 1 Bedroom | $•,••• | $•,••• | $•,••• – $•,••• | $•,••• – $•,••• |
| House | 3 Bedroom | $•,••• | $•,••• | $•,••• – $•,••• | $•,••• – $•,••• |
| House | 4+ Bedroom | $•,••• | $•,••• | $•,••• – $•,••• | $•,••• – $•,••• |
Unlock the full rent breakdown — averages, medians, and rent ranges for every property type and bedroom count.
See Plans & PricingOverall average rents for this area are always free — see the summary just below.
Current rent in Winchester (all property types)
- $2,027 1 Bedroom
- $3,338 2 Bedroom
- $5,363 3 Bedroom
- $8,270 4+ Bedroom
Note: This analysis includes only bedroom types with sufficient data.
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About this data
Rent statistics, listings analysis, and visualizations on this page are produced by Rentometer, Inc.
If you cite, share, or republish data from this report, please credit Rentometer.