
Homes for Rent in Winchester, MA (407 Rentals)


60 Lake St

848 Main St

10 Farrow St
The 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.

35 Vine St

200 Swanton St

6 Skillings Rd

60 Lake St

104 Wendell St

171 Swanton St

8 Albamont Rd

192 Cross St

31 Coolidge Rd

271 Washington St
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.

25 Berkshire Dr

10 Farrow St

10 Hillcrest Pkwy

35 Thornberry Rd

211 Forest St

54 Wedgemere Ave

200 Swanton St

200 Swanton St

40 Brattle St

22 James St

86 Orchard St, Unit #1

95 -97 Conwell Avenue, Unit 97
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

74 Beach St, Unit Continental Court

1 Continental Ct

10 Arizona Ter, Unit 4

215 Massachusetts Ave, Unit 47

993 Massachusetts Ave, Unit 212

74 Beach St, Unit 6-9

7 Arizona Ter, Unit 2

79 Mystic St, Unit 2
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

29 Arlington Rd, Unit 01

75 Mystic St, Unit 3

28 Rawson Rd, Unit 1

28 Rawson Rd

400 Massachusetts Ave, Unit 4

1 Watermill Pl, Unit 1 Watermill Place

995 Massachusetts Ave, Unit 403

995 Massachusetts Ave, Unit 403

12 Pond Ln, Unit 26

37 Westminster Ave, Unit 2
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

19 Newland Rd, Unit 2

52 Mt Vernon St

132 Broadway, Unit 1
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 | $3,026 | $2,200 | $6,375 |
Winchester 3 Bedroom Homes for Rent | $3,909 | $2,850 | $10,000+ |
Winchester 4 Bedroom Homes for Rent | $4,999 | $3,425 | $8,500 |
Winchester 5 Bedroom Homes for Rent | $6,311 | $4,300 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $8,641 | $5,995 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $7,347 | $6,995 | $7,700 |
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Winchester, MA Local Guide
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 636 Apartments for Rent in Winchester, MA with pricing that ranges from $1,550 to $9,300. There are also 405 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 to $40,000.
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 $1,200 to $40,000 with an average monthly rent of $4,802.
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 $2,250 to $7,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,850 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,200.
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.

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.