
Cheap Homes for Rent in Winchester, MO from $1,200 (5 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


749 Ridgeside Dr

1220 Wicklow Rd

1951 Greenpoint Dr

149 Glenbarr Ct
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 | $1,466 | $1,200 | $1,750 |
Winchester 3 Bedroom Homes for Rent | $2,547 | $1,950 | $3,500 |
Winchester 4 Bedroom Homes for Rent | $3,059 | $2,300 | $4,500 |
Winchester 5 Bedroom Homes for Rent | $3,577 | $2,655 | $4,500 |
Browse Top Homes for Rent in Winchester
Explore Winchester
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 1 Bed unit found at Highgrove at Big Bend in the Peerless Park neighborhood priced from $890. Cherry Creek Apartments in the Village Green neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $916. Here is today’s list of the most affordable Winchester apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Highgrove at Big Bend | 1 Bedroom, 1 Bathroom | 1BR,1BA | $890 |
Cherry Creek Apartments | 1 Bedroom 1 Bathroom | 1BR,1BA | $916 |
Rockwood Springs | The Spruce | 1BR,1BA | $1,050 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of March 22, 2025 the best value apartment in the Winchester area is the $0.67 price per square foot Willow Townhome Model at Schoettler Village in the in the Saint Charles neighborhood starting from $1,155. The second greatest value Winchester apartment is the The Alpine Model at Retreat at Seven Trails starting at $1,900 with a $1.18 price per square foot . 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 | $0.67 |
Retreat at Seven Trails | The Alpine | 3BR,1.5BA | $1.18 |
Carriage Place at Lake Chesterfield | 33E | 3BR,3BA | $1.19 |
Chesterfield Village Townhomes | Charleston | 2BR,1.5BA | $1.38 |
Willows on Weidman | The Caspian 2 Bed 2Bath Loft | 2BR,2BA | $1.39 |
Park Meadows Apartments | Magnolia | 2BR,1BA | $1.24 |
Rockwood Springs | The Spruce | 1BR,1BA | $1.30 |
Highgrove at Big Bend | 1 Bedroom, 1 Bathroom | 1BR,1BA | $1.11 |
Forest Woods | The Spruce | 2BR,1BA | $1.52 |
Cherry Creek Apartments | 1 Bedroom 1 Bathroom | 1BR,1BA | $1.46 |
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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 $5,605. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 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 $1,200 to $4,500 with an average monthly rent of $2,662.
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.

What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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.