of neighborhoods selected. We’ll search anywhere in .
Start your Winchester apartment search!
Select how many bedrooms you want.
What are you looking to pay?
Where are you looking to move?
Please enter a location.
Where do you want to live?
In specific areas
Anywhere in
What areas would you like to look at?
out of areas selected.
Where do you work or go to school?
We'll show you how far the commute is
to the places you go to the most.
Please enter a location or skip.
I want to live within
How do you get there?
I drive (without traffic)
I drive (in traffic)
I ride public transit
I bike
What do you prefer?
On-site laundry
In-unit laundry
Washer/dryer connections
What about parking?
What other features do you want?
Hardwood Floors
Air Conditioning
What pets do you have?
I care most about
Getting all my features
Staying in the location I want
Having the cheapest price
Don’t worry, this won’t remove any matches
About when would you like to move in?
I’m just looking
I want to move, but I’m not in a hurry
I need to move, but can be a little flexible
I’ve gotta move!
What lease length are you looking to sign?
Are you signing a lease with anyone else?
A cosigner
Roommates, partner, etc.
Me, myself, and I
What's your monthly household income, before taxes?
Be sure to include the total income from all adults.
(We use this to save you time & help you find rents you will qualify for.)
Great! Your income qualifies you for the rent you chose.
So you know, apartments typically require your monthly income to be 2-3x the rent. Exact income requirements may vary, so always double-check with the apartment.
Apartments require 2-3x the rent in monthly income
Your monthly income only qualifies for a max rent of . Do you want to change your max rent?
Yes. Set my max rent to
No, I'll stick with
Did you know apartments require 2-3x the rent in monthly income?
Depending on your exact income you may not qualify for all apartments up to $500.
Have you been evicted?
I've never been evicted
I've been evicted
How did you hear about Apartment List?
Please select all that apply.
Radio / Streaming Audio
Postcard / Snail Mail
Friend or Family
TV / Streaming Video
Renters love us!
We’re rated 4.5 out of 5 because renters have so much success finding places they love.
Oops! Please enter an email.
Looks like you've been here before. Welcome back.
Please log in to use this email.
Invalid email or password.
We've sent a password reset email with instructions to
You can close this window
Make your results better
Personalize your results by telling us what you think of your first three matches.

300 Apartments for rent in Winchester, MA

Read Guide >
Last updated January 21 at 4:02pm UTC
58 Charles Rd
Winchester Highlands
Winchester, MA
Updated January 3 at 11:47am UTC
3 Bedrooms
1 Everett Ave
Winchester, MA
Updated January 3 at 11:47am UTC
5 Bedrooms
11 Highland View Ave
Winchester Highlands
Winchester, MA
Updated January 3 at 11:47am UTC
3 Bedrooms
Results within 1 miles of Winchester, MA
Arlington 360
4105 Symmes Cir
Arlington, MA
Updated January 21 at 4:02pm UTC
1 Bedroom
2 Bedrooms
79 Harvard Avenue
West Medford
Medford, MA
Updated January 18 at 10:56am UTC
4 Bedrooms
282 Boston Ave 2
West Medford
Medford, MA
Updated January 1 at 12:24pm UTC
2 Bedrooms
14 Park Pl
Arlington, MA
Updated January 18 at 8:09pm UTC
3 Bedrooms
201 Main St
Downtown Woburn
Woburn, MA
Updated January 13 at 9:58am UTC
3 Bedrooms
7 Surrey Rd.
Woburn, MA
Updated January 3 at 11:45am UTC
3 Bedrooms
36 Emerson Gardens Rd
Lexington, MA
Updated January 3 at 11:47am UTC
2 Bedrooms
9 Atwood Ave
Nobility Hill
Stoneham, MA
Updated January 20 at 2:10am UTC
3 Bedrooms
21 Mystic River
West Medford
Medford, MA
Updated January 3 at 11:45am UTC
3 Bedrooms
Results within 5 miles of Winchester, MA
Apartment List detective logo

Keep Looking!

Try removing some filters or broadening your
search area to see more results.

Apartment List detective logo

Zoom in to see more.

Trying to get a feel for the larger area? No problem.
When you're ready, zoom in again to see pins and listings.

Apartment List sad heart

Something went wrong.

Please try your search again or reload the page.

City Guide
Moving to Winchester

Demand for rental homes in Winchester is high, so it is important to plan in advance if you are interested in moving to the city. The price of homes in Winchester didn't fall much during the national real estate crisis of 2008, and median home prices has risen gradually since then as well. Because demand for rental apartments and rental condos is so high, it can be hard to find furnished apartments in the city without at least a month or two of advance scouting. If you do decide to scout places to live in Winchester, be sure to learn about the different neighborhoods ahead of time in order to find the place best suited to your situation.

Neighborhoods in Winchester

The city of Winchester is broken into five major neighborhoods. While all the neighborhoods have an abundance of trees and natural beauty, one size does not fit all.

Winchester Highlands: This is the easternmost neighborhood in Winchester and also the most spread out. While there are numerous scenic vistas of trees and lakes in Winchester Highlands, it also takes longer to reach major highways and roads into Boston.

Washington Street and Cross Street: This is the northernmost neighborhood in the city, and is the first place incoming residents should look if they want large single-family homes that are four bedrooms and above.

Downtown Winchester: Downtown Winchester is home of many of the oldest and most historic buildings in Winchester. For residents looking for 1 bedroom apartments for rent, this is the first place to look.

Cambridge Street and High Street: Located at the heart of the city, this neighborhood is where you'll find some of the most popular restaurants in Winchester, such as A Tavola and Lucia Ristorante.

Church Street and Fletcher Street: This is the westernmost part of the city, as well as the area most often in high demand. Many of Winchester's established families live in this part of town, and the homes found here are often true works of art.

Things to do in Winchester

You can always sleep or brush up on your bird watching, but with the city of Boston just eight miles away, many residents of this bedroom community tend to simply commute to the city for their entertainment. However, Winchester is known for their abundance of woodland areas, as well as the water park known as Splash Park. Get wet and wild at this fun and exciting recreation spot. During the summers, of course, because the winters can be just a little frosty.