Nearby rentals
Property management
Filters
All rentals
12h ago
Apartment for rent in Hinsdale
2 beds
1 bath
$1,375
Apartment for rent
5d+ ago
House for rent in Spofford
3 beds
0 baths
$3,000
House for rent
2d ago
1 bed
1 bath
$1,400–$1,450
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
5d+ ago
Apartment for rent in Brattleboro
263 Canal St #2, Brattleboro, VT 05301
In-unit laundry | Furnished | Hardwood floor
2 beds
1 bath
$2,395
Apartment for rent
Available Sep 1
5d+ ago
Condo for rent in Brattleboro
118 High St #2, Brattleboro, VT 05301
In-unit laundry | Air conditioning | Hardwood floor
2 beds
1 bath
$2,095
Condo for rent
5d+ ago
Apartment for rent in West Chesterfield
73 Main St #1, West Chesterfield, NH 03466
In-unit laundry | On-site laundry | Balcony
3 beds
2 baths
$2,900
Apartment for rent
Available Oct 1
5d+ ago
Townhouse for rent in Keene
2 beds
1.5 baths
$1,650
House for rent
12h ago
Verified
75 Wells St, Greenfield, MA 01301
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$2,360–$3,220
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Apartment for rent
Be the first to hear about new listings matching your search.
5d+ ago
House for rent in Brookline
3 beds
3 baths
$3,300
House for rent
1d ago
120 Emerald St, Keene, NH 03431
Air conditioning | On-site laundry | Assigned parking
4 beds
2 baths
$775–$2,700
Apartment for rent
1d ago
Apartment for rent in Keene
13 Central Sq #B2, Keene, NH 03431
On-site laundry
2 beds
1 bath
$1,600
Apartment for rent
1d ago
Apartment for rent in Keene
13 Central Sq #306, Keene, NH 03431
On-site laundry
1 bed
1 bath
$1,400
Apartment for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
1d ago
Apartment for rent in Keene
13 Central Sq #305, Keene, NH 03431
On-site laundry
1 bed
1 bath
$1,400
Apartment for rent
1d ago
Apartment for rent in Keene
13 Central Sq #208, Keene, NH 03431
Studio
1 bath
$1,400
Apartment for rent
1d ago
Apartment for rent in Keene
13 Central Sq #204, Keene, NH 03431
On-site laundry
Studio
1 bath
$1,350
Apartment for rent
1d ago
Apartment for rent in Keene
13 Central Sq #105, Keene, NH 03431
Studio
1 bath
$1,250
Apartment for rent
3d ago
House for rent in Greenfield
128 Thayer Road Ext, Greenfield, MA 01301
In-unit laundry | Hardwood floor | Package service
5 beds
2 baths
$2,400
The price shown reflects a 12-month lease. Fees may apply.House for rent
4d ago
Apartment for rent in Keene
3 beds
1 bath
$1,450
Apartment for rent
Available Aug 10
5d+ ago
Apartment for rent in Orange
261 N Main St #261D, Orange, MA 01364
In-unit laundry | Air conditioning | Assigned parking
3 beds
1 bath
$995
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 Sep 1
5d+ ago
House for rent in Orange
292 Mayo Rd #NA, Orange, MA 01364
On-site laundry | Assigned parking | Central heat
3 beds
2 baths
$2,500
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 Oct 1
5d+ ago
Apartment for rent in Keene
1 bed
1 bath
$1,350
Apartment for rent
Available Sep 1
5d+ ago
Apartment for rent in Keene
3 beds
5 baths
$7,500
Apartment for rent
5d+ ago
Apartment for rent in Keene
4 beds
1 bath
$2,000
Apartment for rent
Available Aug 14
5d+ ago
Apartment for rent in Keene
173 Island St #3, Keene, NH 03431
Assigned parking | Hardwood floor | Outdoor space
2 beds
1 bath
$1,875
$1,750
Price drop
Apartment for rent
Available Aug 17
5d+ ago
Apartment for rent in Greenfield
2 beds
2 baths
$1,980
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 15
Are you a rental professional?
61 rentals
5 rentals
3 rentals
7 rentals
26 rentals
10 rentals
29 rentals
10 rentals
4 rentals
8 rentals
5 rentals
6 rentals
20 rentals
3 rentals
5 rentals
2 rentals
4 rentals
6 rentals
As of today, Winchester's median rent price is $1,522 per month.
Median rent
$1,522
Rentals, last 30 days
13
| Size | Value | YoY |
|---|---|---|
| All bedrooms | $1,522 | N/A |
| 1 bedroom | $1,450 | N/A |
| 2 bedroom | $2,000 | N/A |
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 1100 square feet. The average size of a 2 bedroom apartment rental in Winchester is 1576 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 | 61 Main St ##6 |
| ✨Popular amenities | |
| 🏠With photos |