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The average rent in Winchester, as of May 2026, is up 1.17% compared to last month and up 19.49% year-over-year.
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5d+ ago
Apartment for rent in Winchester
1 bed
1 bath
$1,500
Apartment for rent
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
2 beds
2 baths
$2,750
Apartment for rent
5d+ ago
Apartment for rent in Brattleboro
In-unit laundry | On-site management | Dishwasher
1 bed
1 bath
$1,950
Apartment for rent
5d+ ago
Apartment for rent in Brattleboro
73 Main St #A, Brattleboro, VT 05301
In-unit laundry | Furnished | Garage parking
3 beds
2 baths
$4,550
Apartment for rent
Available Jun 1
5d+ ago
Apartment for rent in West Chesterfield
73 Main St #4, West Chesterfield, NH 03466
In-unit laundry | Balcony | Dishwasher
4 beds
2 baths
$3,450
Apartment for rent
Available May 15
15h ago
Verified
75 Wells St, Greenfield, MA 01301
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$2,345–$3,010
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
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5d+ ago
Verified
111 Carroll Street #B, Keene, NH 03431
In-unit laundry | Assigned parking | Central heat
3 beds
1.5 baths
$1,850
House for rent
Available May 15
4d ago
Apartment for rent in Keene
1 bed
1 bath
$1,250
Apartment for rent
Available Jun 4
5d+ ago
Apartment for rent in Keene
In-unit laundry | On-site laundry | Hardwood floor
1 bed
1 bath
$1,625
Apartment for rent
Available Jul 1
5d+ ago
Townhouse for rent in Athol
2 beds
1.5 baths
$2,000
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.House for rent
Available Jun 1
5d+ ago
Apartment for rent in Keene
216 West St #003, Keene, NH 03431
In-unit laundry | Fitness center | Hardwood floor
2 beds
2 baths
$3,070
Apartment for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
Apartment for rent in Keene
222 West St #119, Keene, NH 03431
In-unit laundry | Fitness center | Hardwood floor
Studio
1 bath
$1,775
Apartment for rent
5d+ ago
Apartment for rent in Keene
On-site laundry | Hardwood floor | Package service
Studio
1 bath
$1,250
Apartment for rent
Available Jul 1
5d+ ago
Apartment for rent in Athol
1 bed
1 bath
$1,100
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
5d+ ago
Apartment for rent in Athol
1 bed
1 bath
$1,200
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
5d+ ago
Apartment for rent in Athol
2 beds
1 bath
$1,400
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
5d+ ago
Apartment for rent in Greenfield
28 Federal St #4, Greenfield, MA 01301
Air conditioning | On-site laundry | Hardwood floor
1 bed
1 bath
$1,300
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
Available Jun 1
5d+ ago
Condo for rent in Keene
2 beds
1 bath
$1,850
Condo for rent
4d ago
Apartment for rent in Athol
245 Silver Lake St #103, Athol, MA 01331
In-unit laundry | Air conditioning | Assigned parking
2 beds
1 bath
$1,950
$1,850
Price drop
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
Available Jun 1
4d ago
Apartment for rent in Athol
245 Silver Lake St #101, Athol, MA 01331
In-unit laundry | Air conditioning | On-site laundry
1 bed
1 bath
$1,550
$1,450
Price drop
The price shown reflects a 12-month lease. Fees may apply.Apartment for rent
Available Jun 1
5d+ ago
Apartment for rent in Athol
551 Chestnut St #2, Athol, MA 01331
Assigned parking | Dishwasher | Outdoor space
3 beds
1 bath
$2,200
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
5d+ ago
House for rent in Keene
381 Marlboro St #1, Keene, NH 03431
In-unit laundry
3 beds
1 bath
$2,000
House for rent
Available May 14
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73 rentals
12 rentals
6 rentals
4 rentals
25 rentals
17 rentals
42 rentals
14 rentals
7 rentals
4 rentals
1 rental
3 rentals
4 rentals
3 rentals
19 rentals
2 rentals
5 rentals
1 rental
8 rentals
6 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 727 square feet. The average size of a 2 bedroom apartment rental in Winchester is 603 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 | 18 Manning Hill Rd ##B |
| ✨Popular amenities | |
| 🍽With dishwasher | |
| 🏠With photos |