
Cheap Homes for Rent in Winchester, MO from $1,500 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


1220 Wicklow Rd

1951 Greenpoint Dr

1924 Green Glen Dr

149 Glenbarr Ct

472 Down Hill Dr

472 Down Hill Dr

307 Essen Ln
Winchester, MO 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 | $1,625 | $1,500 | $1,750 |
Winchester 3 Bedroom Homes for Rent | $2,327 | $1,895 | $2,900 |
Winchester 4 Bedroom Homes for Rent | $2,900 | $2,400 | $4,500 |
Winchester 5 Bedroom Homes for Rent | $3,262 | $2,625 | $3,900 |
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Winchester, MO Local Guide
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Cheapest Available Winchester Apartments for Rent and Nearby
 The cheapest available apartment rental in Winchester, MO is a 2 Beds unit found at Willows on Weidman in the Village Green neighborhood priced from $1,111. Baxter Crossings Apartments in the Saint Charles neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,119. Here is today’s list of the most affordable Winchester apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Willows on Weidman | The Hudson 2 Bed 1 Bath | 2BR,1BA | $1,111 |
Baxter Crossings Apartments | The Faust | 1BR,1BA | $1,119 |
Village Green | Plan A | 1BR,1BA | $1,140 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of April 14, 2025 the best value apartment in the Winchester area is the $1.27 price per square foot Willow Townhome Model at Schoettler Village in the in the Saint Charles neighborhood starting from $2,196. The second greatest value Winchester apartment is the Abbington Model at Chesterfield Village Townhomes starting at $2,100 with a $1.34 price per square foot in the Village Green neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Schoettler Village | Willow Townhome | 3BR,2.5BA | $1.27 |
Chesterfield Village Townhomes | Abbington | 2BR,2BA | $1.34 |
Carriage Place at Lake Chesterfield | 33E | 3BR,3BA | $1.19 |
Retreat at Seven Trails | The Vail | 2BR,2BA | $1.09 |
Park Meadows Apartments | Oak | 2BR,1.5BA | $1.09 |
Cherry Creek Apartments | 2 Bedroom 1 Full & 1 Half Bathroom | 2BR,1.5BA | $1.07 |
Willows on Weidman | The Caspian 2 Bed 2Bath Loft | 2BR,2BA | $1.39 |
Waterford Manors | The Manor | 2BR,2BA | $1.56 |
Reflection Cove Apartment Homes | Two Bedroom 2 Bath - 939 sqft | 2BR,2BA | $1.60 |
Madison Rockwood | The Claymont | 1BR,1BA | $1.54 |
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 48 Apartments for Rent in Winchester, MO with pricing that ranges from $780 to $6,071. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 to $4,500.
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 $1,500 to $4,500 with an average monthly rent of $2,528.
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 $1,561 to $6,071, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,895 to $2,900. Four Bedroom Single-Family rentals are also available starting from $2,400 and Four Bedroom Apartments start at $3,060.
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.

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.

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.

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.