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The average rent in Winchester, as of July 2026, is flat compared to last month but up 4.63% year-over-year.
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5d+ ago
Apartment for rent in Winchester
1 bed
1 bath
$1,490
Apartment for rent
5d+ ago
Apartment for rent in Hinsdale
2 beds
1 bath
$1,550
Apartment for rent
5d+ ago
Apartment for rent in Hinsdale
3 beds
1 bath
$1,900
Apartment for rent
5d+ ago
House for rent in Spofford
3 beds
0 baths
$3,000
House for rent
5d+ ago
Apartment for rent in Spofford
2 beds
1 bath
$1,900
Apartment for rent
Available Jun 10
5d+ ago
House for rent in Northfield
3 beds
2 baths
$2,100
The price shown reflects a 12-month lease. Fees may apply.House for rent
5d+ ago
House for rent in Swanzey
2 beds
1 bath
$1,800
House for rent
5d+ ago
Apartment for rent in Brattleboro
In-unit laundry | On-site management | Dishwasher
1 bed
1 bath
$2,200
Apartment for rent
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2d ago
Verified
75 Wells St, Greenfield, MA 01301
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$2,085–$3,160
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
3d ago
120 Emerald St, Keene, NH 03431
Air conditioning | On-site laundry | Assigned parking
3 beds
2 baths
$775–$2,700
Apartment for rent
1d ago
Apartment for rent in Keene
3 beds
1 bath
$1,700
Apartment for rent
Available Jul 17
1d ago
Apartment for rent in Orange
37 W Myrtle St #B, Orange, MA 01364
In-unit laundry | Balcony | Hardwood floor
2 beds
1 bath
$2,100
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
Available Aug 1
3d ago
Apartment for rent in Keene
1 bed
1 bath
$1,250
Apartment for rent
3d ago
Apartment for rent in Athol
2 beds
1 bath
$1,250
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
Available Jul 8
5d+ ago
Apartment for rent in Turners Falls
2 beds
1 bath
$1,350
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Available Jan 9
5d+ ago
Apartment for rent in Athol
3 beds
1 bath
$2,000
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
2d ago
Apartment for rent in Brattleboro
78 Central Street. Brattleboro Vermont, Brattleboro, VT 05301
In-unit laundry | On-site laundry | Hardwood floor
2 beds
1 bath
$2,200
Apartment for rent
Available Jul 1
5d+ ago
Apartment for rent in Keene
27 Water St #2, Keene, NH 03431
3 beds
1 bath
$2,100
$1,950
Price drop
Apartment for rent
5d+ ago
Apartment for rent in Harrisville
2 beds
2 baths
$3,500
Apartment for rent
5d+ ago
Apartment for rent in Keene
222 West St #309, Keene, NH 03431
In-unit laundry | On-site laundry | Fitness center
2 beds
1 bath
$2,355
Apartment for rent
5d+ ago
Apartment for rent in Keene
37 Franklin St #3, Keene, NH 03431
1 bed
1 bath
$1,250
Apartment for rent
5d+ ago
Apartment for rent in Gill
34 French King Hwy #C, Gill, MA 01354
In-unit laundry | Balcony | Assigned parking
2 beds
1 bath
$2,250
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Available Aug 1
5d+ ago
Apartment for rent in Gill
34 French King Hwy #A, Gill, MA 01354
In-unit laundry | Assigned parking | Walk-in closets
3 beds
2.5 baths
$2,949
$2,750
Price drop
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Available Aug 1
5d+ ago
Apartment for rent in Gill
34 French King Hwy #B, Gill, MA 01354
In-unit laundry | Assigned parking | Dishwasher
1 bed
1 bath
$1,750
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Available Aug 1
5d+ ago
Apartment for rent in Athol
1 bed
1 bath
$1,050
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Available Jun 1
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65 rentals
7 rentals
5 rentals
26 rentals
3 rentals
18 rentals
32 rentals
9 rentals
7 rentals
5 rentals
1 rental
2 rentals
5 rentals
4 rentals
20 rentals
3 rentals
5 rentals
2 rentals
3 rentals
8 rentals
Winchester has a quiet, small-town feel that many residents appreciate, particularly the beautiful outdoor spaces and nearby recreation areas. Locals enjoy the local shops and the community events that bring people together. Many also highlight the sense of safety they feel in the area. However, some residents express concerns over limited dining options and lack of public transportation, which can affect overall convenience for renters looking to commute or explore the surrounding regions.
Winchester's rental market is relatively small, with an average of only 3 listings available per month. The majority of these listings are 1-bedroom and 2-bedroom apartments, each accounting for 67% of the total market, while 3-bedroom apartments make up the remaining 33%.
In terms of amenities, air conditioning is a common feature, available in 133% of listings, indicating that some apartments may offer additional amenities. Pet-friendliness is also prevalent, with all listings allowing either small pets or cats. Given the limited inventory, renters in Winchester will need to be prepared to act quickly when a suitable apartment becomes available. Keep in mind that these figures are based on historical data, and the current market may vary slightly.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
The average size of a 1 bedroom apartment rental in Winchester is 1105 square feet.
To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Winchester average rent prices.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 23 Ashuelot St #A |
| ✨Popular amenities | , |
| 🏠With photos |