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Rent Specials
$2,958 - $20,471
Plus Fees
Built in 2023Studio to 3 Bedroom Apartments Available NowSanctuary Winchester West
416 Cambridge StWinchester, MA 01890
New Apartments for Rent in Winchester, MA (23 Rentals)
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Rent Specials
$2,597 - $8,870
Plus Fees
Built in 20231 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
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Rent Specials
$2,272 - $5,394
Total Monthly Price
Built in 2025Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,272 - $5,394
Total Monthly Price
$2,272 - $5,394
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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$2,141 - $5,329
Plus Fees
Built in 2025Studio to 3 Bedroom Apartments Available NowHanover Stoneham
95 Maple StStoneham, MA 02180
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$2,252 - $4,950
Total Monthly Price12 Month Lease Term
Built in 2024Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,252 - $4,950
Total Monthly Price
$2,252 - $4,950
The Artemis at Arlington Heights
1163 Massachusetts AveArlington, MA 02476
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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Rent Specials
$2,465 - $4,740
Total Monthly Price1 Month Lease Term
Built in 20171 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,740
Total Monthly Price
$2,465 - $4,740
The Mave
225 Fallon RdStoneham, MA 02180
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$2,275 - $3,500
Plus Fees
Built in 20251 to 3 Bedroom Apartments Available NowMill Street Heights
59 Mill StWoburn, MA 01801
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Built in 20251 to 3 Bedroom Apartments
Clarendon Hill Apartments
268 Powder House BlvdSomerville, MA 02144
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.
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Built in 2020Studio to 2 Bedroom Apartments
887 Massachusetts Ave
887 Massachusetts AveArlington, MA 02476
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Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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Showing Results 1-23, Page 1 of 1
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| New Winchester Studio Apartments | $2,158 | $1,600 | $2,916 |
| New Winchester 1 Bedroom Apartments | $2,625 | $1,750 | $4,195 |
| New Winchester 2 Bedroom Apartments | $3,199 | $1,350 | $4,740 |
| New Winchester 3 Bedroom Apartments | $3,644 | $2,500 | $6,900 |
| New Winchester 4 Bedroom Apartments | $4,500 | $3,300 | $8,000 |
| Winchester 5 Bedroom Apartments | $6,263 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,261 | $5,945 | $8,437 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
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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.
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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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.
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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
Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about New Winchester Apartments
What is the Cheapest New apartment in Winchester?
Currently the most affordable New Apartment in Winchester is at Mill Street Heights listed at $2,225.
How much is the average rent for a New Winchester Apartment?
The average rent for a New Apartment in Winchester is $5,502.
What is the largest New Winchester Apartment for rent?
Today's New apartment with the most square footage in Winchester is a 1,619 square feet unit starting from $2,597 at Sanctuary Winchester North.
What is the average size for Winchester New Apartments for rent?
The average size for a New rental in Winchester is currently at 651 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!