14524 Cazado Dr
ChesterfieldMO63017
Cheap Homes for Rent in Winchester, MO from $1,200 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
125 W Bodley Ave
KirkwoodMO63122
1220 Wicklow Rd
BallwinMO63021
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
1243 Clarkson Ct
EllisvilleMO63011
1022 Carole Ln
EllisvilleMO63021
433 Essen Ln
BallwinMO63021
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.
627 Hickory Hollow Ln
KirkwoodMO63122
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Winchester, MO Local Guide
Misty dirt trail by Bhanu Tadinada is licensed under CC BY 2.0
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,047 | $1,450 | $2,600 |
| Winchester 3 Bedroom Homes for Rent | $2,613 | $2,020 | $4,500 |
| Winchester 4 Bedroom Homes for Rent | $2,954 | $2,260 | $4,200 |
| Winchester 5 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
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 Waterford West in the Peerless Park neighborhood priced from $1,021. Cherry Creek Apartments in the Village Green neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,050. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Waterford West | Brandon Park | 1BR,1BA | $1,021 |
| Cherry Creek Apartments | 1 Bedroom 1 Bathroom | 1BR,1BA | $1,050 |
| Waterford Manors | The Country Stone | 1BR,1BA | $1,130 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of August 27, 2025 the best value apartment in the Winchester area is the $1.32 price per square foot Willow Townhome Model at Schoettler Village in the in the Village Green neighborhood starting from $2,280. The second greatest value Winchester apartment is the Barrington Model at Chesterfield Village Townhomes starting at $2,325 with a $1.38 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 | $1.32 |
| Chesterfield Village Townhomes | Barrington | 2BR,2.5BA | $1.38 |
| Carriage Place at Lake Chesterfield | 32D | 3BR,2BA | $1.25 |
| Vance Station | 2 Bedroom | 2BR,2BA | $1.48 |
| Baxter Crossings Apartments | The Manchester | 2BR,2BA | $1.60 |
| Willows on Weidman | The Caspian 2 Bed 2Bath Loft | 2BR,2BA | $1.42 |
| Retreat at Seven Trails | The Breckenridge | 2BR,1BA | $1.38 |
| Waterford West | Baronet | 2BR,1BA | $1.62 |
| Village Green | Plan C | 2BR,1BA | $1.49 |
| Forest Woods | The Spruce | 2BR,1BA | $1.57 |
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Winchester, MO
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 $790 to $4,715. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,225 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 $1,225 to $4,500 with an average monthly rent of $2,367.
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.