35 Vine St
WinchesterMA01890
Luxury Homes for Rent in Winchester, MA (362 Rentals)
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
200 Swanton St, Unit L7
200 Swanton St
WinchesterMA01890
60 Lake St
WinchesterMA01890
60 Lake St
WinchesterMA01890
104 Wendell St
WinchesterMA01890
848 Main St
WinchesterMA01890
171 Swanton St
WinchesterMA01890
8 Albamont Rd
WinchesterMA01890
192 Cross St
WinchesterMA01890
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.
31 Coolidge Rd
WinchesterMA01890
271 Washington St
WinchesterMA01890
25 Berkshire Dr
WinchesterMA01890
10 Farrow St
WinchesterMA01890
10 Farrow St
WinchesterMA01890
10 Hillcrest Pkwy
WinchesterMA01890
35 Thornberry Rd
WinchesterMA01890
211 Forest St
WinchesterMA01890
54 Wedgemere Ave
WinchesterMA01890
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
22 High St, Unit 11
22 High St
MedfordMA02155
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.
60 Hamilton St
MedfordMA02155
58 Wright St
StonehamMA02180
79 Mystic St, Unit 2
79 Mystic St
ArlingtonMA02474
35 Exeter St
ArlingtonMA02474
29 Arlington Rd, Unit 01
29 Arlington Rd
WoburnMA01801
133 Franklin St, Unit 502
133 Franklin St
StonehamMA02180
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$2,700
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Sep 153 Boline Pl
3 Boline PlWoburn, MA 01801
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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28 Rawson Rd, Unit 1
28 Rawson Rd
ArlingtonMA02474
75 Mystic St, Unit 3
75 Mystic St
ArlingtonMA02474
69 Raymond Ave, Unit 1
69 Raymond Ave
SomervilleMA02144
28 Rawson Rd
ArlingtonMA02474
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$2,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Sep 151 Boline Pl
1 Boline PlWoburn, MA 01801
28 Rawson Rd
ArlingtonMA02474
400 Massachusetts Ave, Unit 4
400 Massachusetts Ave
ArlingtonMA02474
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
1 Watermill Pl, Unit 1 Watermill Place
1 Watermill Pl
ArlingtonMA02476
1 Watermill Pl
ArlingtonMA02476
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.
995 Massachusetts Ave, Unit 403
995 Massachusetts Ave
ArlingtonMA02476
44 Main St, Unit 504
44 Main St
StonehamMA02180
995 Massachusetts Ave, Unit 403
995 Massachusetts Ave
ArlingtonMA02476
474 Massachusetts Ave
ArlingtonMA02474
995 Massachusetts Ave
ArlingtonMA02476
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
69 Raymond Ave
SomervilleMA02144
53 Fairfax St, Unit 1
53 Fairfax St
SomervilleMA02144
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19 Allen St
WoburnMA01801
295 Salem St
WoburnMA01801
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
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$2,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now846 Massachusetts Ave
846 Massachusetts AveArlington, MA 02476
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
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 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winchester
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Winchester, MA Local Guide
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Quick Rent Budget Calculator
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See the most popular apartments and homes in Winchester, MA
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.