
Luxury Homes for Rent in Winchester, CT (21 Rentals)
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.


325 Canaan Rd

168 Fern Ave

5 Belshyre Ct

72 Sandy Beach Rd

16 Furnace Brook Rd

355 Ledge Dr

28 Dugway Rd

61 Old Turnpike Rd N

335 Norfolk Rd

292 Twin Lakes Rd

421 E Hyerdale Dr

599 Country Club Rd

117 Torrington Rd

195 Bushy Hill Rd

174 Weatogue Rd

166 Firetown Rd

206 Great Hollow Rd

288 Ginger Ln

44 Secret Lake Rd

355 Ledge Dr
Winchester, CT Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $1,957 | $900 | $3,000 |
Winchester 3 Bedroom Homes for Rent | $3,652 | $1,650 | $6,000 |
Winchester 4 Bedroom Homes for Rent | $10,478 | $3,500 | $10,000+ |
Winchester 5 Bedroom Homes for Rent | $6,500 | $6,500 | $6,500 |
Winchester 6 Bedroom Homes for Rent | $75,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Winchester, CT Local Guide
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Quick Rent Budget Calculator
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 38 Apartments for Rent in Winchester, CT with pricing that ranges from $900 to $2,600. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $900 to $75,000.
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 $900 to $75,000 with an average monthly rent of $16,653.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.