
1 Bedroom Apartments for Rent in Winchester, MA (152 Rentals)


Sanctuary Winchester North

Washington Crossing Apartments

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The Devon at Weiss Farm
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Hanover Stoneham

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The Artemis at Arlington Heights

Brigham Square Apartments

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The Mave

GlenBrook Estates

Tudor Glen Village

Mill Street Heights

Stonehill Towers

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The Legacy at Arlington Center

44 Montvale Avenue
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Brattle Drive Apartments

Mill Street Gardens

Leisure Lane Apartments

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Arlington 360

Old Colony Apartments

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Arlington Gardens Apartments

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157 Franklin St, Unit #B2

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32A Highland St

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17 Columbus Rd

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20 Stephenson Aman St, Unit 2
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34 Capen St, Unit 2

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134 N Union St, Unit 1

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4 Colonial Village Dr, Unit 4

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27 Holton St, Unit 1

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279 Massachusetts Ave, Unit 1

385 Massachusetts Ave

385 Massachusetts Ave
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276 Massachusetts Ave

200 Bedford Rd

1 Stonehill Dr

3 Forest St

27 Salem St

29 Arlington Rd

59 Cambridge Rd
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Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments | $2,170 | $1,650 | $2,720 |
Winchester 1 Bedroom Apartments | $2,629 | $1,295 | $4,195 |
| Winchester 2 Bedroom Apartments | $3,225 | $2,195 | $4,965 |
| Winchester 3 Bedroom Apartments | $3,660 | $2,500 | $6,900 |
| Winchester 4 Bedroom Apartments | $4,370 | $1,000 | $6,375 |
| Winchester 5 Bedroom Apartments | $6,286 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,313 | $5,945 | $8,437 |
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Winchester, MA Local Guide
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Largest Available Winchester 1 Bedroom Apartments
The largest available 1 Bedroom apartment unit in Winchester, MA is found at GlenBrook Estates in the Turning Mill neighborhood and is 930 square feet priced from $2,200. Hanover Stoneham in the Wyoming neighborhood has the second largest 1 Bedroom, which is sized at 900 square feet and currently listed start at $3,020. Here is today’s list of the largest available 1 Bedroom units in Winchester:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| GlenBrook Estates | 1x1 | 930 Sq Ft | $2,200 |
| Hanover Stoneham | G | 900 Sq Ft | $3,020 |
| Sanctuary Winchester West | A4 Den | 888 Sq Ft | $3,238 |
| Washington Crossing Apartments | Charles 1B1B | 859 Sq Ft | $2,395 |
| The Mave | A1EP | 851 Sq Ft | $2,920 |
| Arlington 360 | A1.2R | 825 Sq Ft | $3,585 |
Cheapest Available Winchester 1 Bedroom Apartments
As of January 02, 2026 the lowest priced 1 Bedroom apartment unit in Winchester, MA is the small 1 bedroom Model starting from $1,895 at Leisure Lane Apartments in the West Side neighborhood. The second most affordable Winchester 1 Bedroom is the One Bedroom Model at Brattle Drive Apartments starting at $1,950 in the Rock Meadow neighborhood. The average price for all 1 Bedroom apartments in Winchester is currently $2,629. Here is today’s list of the cheapest available 1 Bedroom options in Winchester:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Leisure Lane Apartments | small 1 bedroom | $1,895 |
| Brattle Drive Apartments | One Bedroom | $1,950 |
| Old Colony Apartments | 1 Bedroom | $2,000 |
| Arlington Gardens Apartments | 1 Bedroom | $2,000 |
| Mass Ave 333-Allen Street Apartments | 1 Bed 1 Bath 650sf | $2,050 |
| Tudor Glen Village | The Cherry | $2,195 |
| GlenBrook Estates | 1x1 | $2,200 |
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
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Read ArticleTop Neighborhoods Near Boston Colleges and Universities
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Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about 1 Bedroom Winchester Apartments
What is the Cheapest apartment in Winchester with 1 Bedroom?
Currently the most affordable 1 Bedroom in Winchester is at Leisure Lane Apartments listed at $1,895.
How much is the average rent for a 1 Bedroom Winchester Apartment?
The average rent for a 1 Bedroom Apartment in Winchester is $2,629.
What is the largest available 1 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 930 square feet unit starting from $2,200 at GlenBrook Estates.
What is the average size for Winchester 1 Bedroom Apartments for rent?
The average size for a 1 Bedroom rental in Winchester is currently 376 sq ft.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

The 10 Best Affordable Neighborhoods in Boston, MA
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Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

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Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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Written by: Amelia Ramstead
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Articles, How-To's, and Tips

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Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!











