
Homes for Rent in Winchester, MA (317 Rentals)


200 Swanton St, Unit #303, Unit #303

2 George Rd

5 Sheridan Cir, Unit 5, Unit 5

2 Elmwood Ave, Unit 53

2 Elmwood Ave, Unit 22

2 Elmwood Ave, Unit 13

200 Swanton St, Unit #704

200 Swanton St, Unit 310

488 Washington St
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200 Swanton St

31 Irving St

8 Richardson St

18 Grant Rd

31 Fells Rd

282 High St

34 Glen Rd

186 Ridge St

200 Swanton St, Unit 635, Unit 635

200 Swanton St, Unit 237, Unit 237
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20 Amberwood Dr

200 Swanton St, Unit 704, Unit 704

22 Hamilton Rd

74 Sharon St

120 Jerome St

301 Alewife Brook Pky

21 Jerome St

12 Barton St

74 Beach St, Unit Continental Court, Unit Continental Court

1 Continental Ct
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269 Cambridge Rd, Unit undisclosed, Unit undisclosed

11 Garfield Ave

3 Day Cir

15 Allen St

5 Arizona Ter, Unit 6, Unit 6

9 Ryder St, Unit 9, Unit 9

1 Watermill Pl, Unit 112, Unit 112

48 Maynard St, Unit 1, Unit 1

2012 Symmes Cir, Unit 1, Unit 1

133 Sunset Rd
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41 Rublee St, Unit 1, Unit 1

61 Wollaston Ave, Unit 61 Wollaston Ave - Unit 2, Unit 61 Wollaston Ave - Unit 2

25 Falmouth Rd

15 Governors Ave, Unit 17, Unit 17

22 High St, Unit 9, Unit 9

520 High St, Unit 3, Unit 3

35 Century St, Unit 1, Unit 1

289 Elm St, Unit 14, Unit 14

289 Elm St, Unit 1, Unit 1

40 Sturges St, Unit 1, Unit 1
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Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,888 | $2,299 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,070 | $950 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,814 | $3,100 | $7,900 |
| Winchester 5 Bedroom Homes for Rent | $6,956 | $1,250 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,655 | $5,497 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,800 | $5,600 | $10,000+ |
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Winchester, MA Local Guide
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Read ArticleTop Neighborhoods Near Boston Colleges and Universities
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Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 445 Apartments for Rent in Winchester, MA with pricing that ranges from $950 to $12,457. There are also 309 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $950 to $28,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $950 to $28,000 with an average monthly rent of $5,061.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,699 to $5,950, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.
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
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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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!

Explore Like a Local: The Insider's Guide to Boston
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.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

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