
Cheap Apartments for Rent in Winchester, MO from $700 (24 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.


Highgrove at Big Bend

Park Meadows Apartments

Willows on Weidman

Stonegate Apartments

Waterford Manors

Village Green

Cherry Creek Apartments
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.

Baxter Crossings Apartments

15Seventy Chesterfield

Forest Woods

Kirkwood Bluffs

Waterford West

Retreat at Seven Trails

Chesterfield Village Apartments

ReNew Chesterfield
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.

Forest Lake Apartments

Reflection Cove Apartment Homes

Park Commons

Autumn Oaks Apartments

Rockwood Springs
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.
Winchester, MO Local Guide

How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Studio Apartments | $1,379 | $1,340 | $1,440 |
Winchester 1 Bedroom Apartments | $1,657 | $790 | $3,020 |
Winchester 2 Bedroom Apartments | $2,073 | $1,061 | $5,292 |
Winchester 3 Bedroom Apartments | $2,344 | $1,519 | $3,982 |
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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 1 Bed unit found at Highgrove at Big Bend in the Peerless Park neighborhood priced from $864. 15Seventy Chesterfield in the Saint Charles neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,105. 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 | $864 |
15Seventy Chesterfield | The Carrington | 1BR,1BA | $1,105 |
Village Green | Plan A | 1BR,1BA | $1,112 |
Waterford West | Brandon Park | 1BR,1BA | $1,147 |
Kirkwood Bluffs | 1 Bed 1 Bath Small | 1BR,1BA | $1,148 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of May 17, 2025 the best value apartment in the Winchester area is the $1.36 price per square foot Willow Townhome Model at Schoettler Village in the in the Saint Charles neighborhood starting from $2,357. 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 | $1.36 |
Chesterfield Village Townhomes | Barrington | 2BR,2.5BA | $1.23 |
Park Meadows Apartments | Sequoia | 2BR,1.5BA | $1.01 |
Carriage Place at Lake Chesterfield | 33E | 3BR,3BA | $1.19 |
Retreat at Seven Trails | The Vail | 2BR,2BA | $1.09 |
Park Commons | Fairmont | 2BR,2BA | $1.29 |
Madison Rockwood | The LaFayette | 2BR,2BA | $1.46 |
Willows on Weidman | The Caspian 2 Bed 2Bath Loft | 2BR,2BA | $1.54 |
Waterford Manors | The Dogwood | 2BR,1BA | $1.55 |
Highgrove at Big Bend | 1 Bedroom, 1 Bathroom | 1BR,1BA | $1.07 |
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Frequently Asked Questions about Cheap Winchester Apartments
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $864 at Highgrove at Big Bend.
What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $1,239 at 15Seventy Chesterfield.
What is the most affordable Winchester Three Bedroom Apartment?
The best deal on a cheap Winchester Three Bedroom Apartment rental is at Forest Woods and starts from $1,540.
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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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.