
Homes for Rent in Winchester, CT (43 Rentals)


164 Shore Dr

220 Walnut St

1464 Newfield Rd

839 Main St

41 Loon Meadow Dr

104 Sunset Ridge Rd
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.

63 Water St

839 Main St

139 Pythian Ave

77 McKinley St

257 Litchfield St

136 Millard St
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.

252 Dorothy Dr

64 Turner Ave

213 Ledge Dr

41 Stonehouse Way

646 West Hill Rd

3 Dyer Cemetery Rd

35 High St

64 Secret Lake Rd
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.

72 Sandy Beach Rd

53 Village Ln

177 W Hyerdale Dr

5 Belshyre Ct

280 Salmon Brook St

11 Raymond Ave

37 Greene Ave

38 Barry Ln
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.

36 Barnes Hill Rd

73 Westledge Rd

43 Prospect St

41 Milton Rd

272 Norfolk Rd

3 Goodwin Pl

174 Weatogue Rd

11 Fernwood Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

8 Ellsworth Pl

28 Dugway Rd

49 Prospect Mountain Rd

264 Twin Lakes Rd

325 Canaan Rd

35 Kirk Rd
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 | $3,008 | $1,850 | $5,500 |
Winchester 3 Bedroom Homes for Rent | $3,033 | $1,800 | $5,000 |
Winchester 4 Bedroom Homes for Rent | $5,545 | $2,150 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $41,000 | $7,000 | $10,000+ |
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Winchester, CT Local Guide
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Quick Rent Budget Calculator
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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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 46 Apartments for Rent in Winchester, CT with pricing that ranges from $1,150 to $2,200. There are also 43 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,250 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 $1,250 to $75,000 with an average monthly rent of $9,376.
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 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.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.