1220 Wicklow Rd
BallwinMO63021
Cheap Homes for Rent in Winchester, MO from $1,700 (10 Rentals)
Cheap Homes in Winchester.
1321 Prospect Village Ln
BallwinMO63021
1951 Greenpoint Dr
St. LouisMO63122
1924 Green Glen Dr
KirkwoodMO63122
472 Down Hill Dr
BallwinMO63021
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.
322 Spring Meadows Dr
BallwinMO63011
231 Hillsdale Dr
BallwinMO63011
148 Carmel Woods Dr
EllisvilleMO63021
709 Turtle Cove
BallwinMO63011
307 Essen Ln
BallwinMO63021
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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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 | $2,115 | $1,750 | $2,400 |
| Winchester 3 Bedroom Homes for Rent | $2,296 | $1,795 | $2,750 |
| Winchester 4 Bedroom Homes for Rent | $2,919 | $2,305 | $4,500 |
| Winchester 5 Bedroom Homes for Rent | $3,262 | $2,625 | $3,900 |
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 Willows on Weidman in the Village Green neighborhood priced from $989. Rockwood Springs in the Enclaves at Cherry Hills 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 |
|---|---|---|---|
| Willows on Weidman | The Potomac 1 Bed 1 Bath | 1BR,1BA | $989 |
| Rockwood Springs | The Spruce | 1BR,1BA | $1,050 |
| Village Green | Plan A | 1BR,1BA | $1,060 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of May 03, 2025 the best value apartment in the Winchester area is the $1.39 price per square foot Willow Townhome Model at Schoettler Village in the in the Saint Charles neighborhood starting from $2,398. The second greatest value Winchester apartment is the Barrington Model at Chesterfield Village Townhomes starting at $2,075 with a $1.23 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 | $1.39 |
| Chesterfield Village Townhomes | Barrington | 2BR,2.5BA | $1.23 |
| Carriage Place at Lake Chesterfield | 33E | 3BR,3BA | $1.19 |
| Park Meadows Apartments | Oak | 2BR,1.5BA | $1.09 |
| Willows on Weidman | The Caspian 2 Bed 2Bath Loft | 2BR,2BA | $1.54 |
| Retreat at Seven Trails | The Breckenridge | 2BR,1BA | $1.40 |
| Rockwood Springs | The Spruce | 1BR,1BA | $1.30 |
| Forest Woods | Grand Oak | 1BR,1BA | $1.63 |
| Madison Rockwood | The Claymont | 1BR,1BA | $1.59 |
| Park Commons | Melrose | 1BR,1BA | $1.58 |
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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 $6,243. There are also 43 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,750 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 $1,750 to $4,500 with an average monthly rent of $2,648.
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.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.
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.