
Cheap Apartments for Rent in Winchester, MO from $700 (48 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.


463 Down Hill Dr

Waterford West

Willows on Weidman Apartments

Cherry Creek Apartments

Village Green

Retreat at Seven Trails

Highgrove at Big Bend

Park Meadows Apartments
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

Stonegate Apartments

Waterford Manors

Reflection Cove Apartment Homes

Forest Woods

15Seventy Chesterfield

Forest Lake Apartments

Kirkwood Bluffs

Baxter Crossings Apartments

Chesterfield Village Apartments
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

ReNew WestGlen

Autumn Oaks Apartments

ReNew Chesterfield

Rockwood Springs

Madison Rockwood

Woodsmill Village Apartment Homes

Mila

Willowbend

Carriage Place at Lake Chesterfield
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Total Monthly Price
Schoettler Village

Peachtree

Park Commons

44 West Luxury Living

Vance Station

Aventura at Towne Centre

Parq at Chesterfield

The Villages of Twin Oaks

Chesterfield Village Townhomes
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.

Leslie Lane Apartments

Meramec Place

111 Creek Dr

39 Pansy Dr

58 Weis Ave

34 Pansy Dr

1725 W Golden Cir

Orchard Village Apartments

126 Madison Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

945 Ohlman Ave

10316 Forest Brook Ln

1210 Clarkson Ct
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 | $1,420 | $1,420 | $1,420 |
| Winchester 1 Bedroom Apartments | $1,509 | $810 | $2,162 |
| Winchester 2 Bedroom Apartments | $1,806 | $1,130 | $2,815 |
| Winchester 3 Bedroom Apartments | $2,365 | $1,600 | $5,752 |
Browse Top Apartments in Winchester
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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 Waterford West in the Peerless Park neighborhood priced from $1,053. Park Meadows Apartments in the Country Lane Woods neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,133. 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 | $1,053 |
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1,133 |
| Reflection Cove Apartment Homes | One Bedroom - 538 sqft | 1BR,1BA | $1,165 |
| 15Seventy Chesterfield | The Abbey | 1BR,1BA | $1,177 |
| Retreat at Seven Trails | The Breckenridge | 2BR,1BA | $1,211 |
| Cherry Creek Apartments | 2 Bedroom 1 Bathroom | 2BR,1BA | $1,211 |
| Village Green | Plan C | 2BR,1BA | $1,222 |
| Kirkwood Bluffs | 1 Bed 1 Bath F | 1BR,1BA | $1,230 |
| Baxter Crossings Apartments | The Faust | 1BR,1BA | $1,261 |
| Autumn Oaks Apartments | Oak Leaf | 1BR,1BA | $1,300 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of June 08, 2026 the best value apartment in the Winchester area is the $1.47 price per square foot 2 Bed 2 Bath A Model at Peachtree in the in the Mill Ridge Villas neighborhood starting from $1,736. The second greatest value Winchester apartment is the 2 Bedroom Model at Vance Station starting at $1,508 with a $1.44 price per square foot in the Peerless Park 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. |
|---|---|---|---|
| Peachtree | 2 Bed 2 Bath A | 2BR,2BA | $1.47 |
| Vance Station | 2 Bedroom | 2BR,2BA | $1.44 |
| Carriage Place at Lake Chesterfield | 2 Bed 2 Bath | 2BR,2BA | $1.54 |
| Schoettler Village | Bradford | 2BR,2BA | $1.40 |
| Madison Rockwood | The Logan | 2BR,1BA | $1.52 |
| Cherry Creek Apartments | 2 Bedroom 1 Bathroom | 2BR,1BA | $1.26 |
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1.24 |
| Retreat at Seven Trails | The Breckenridge | 2BR,1BA | $1.40 |
| Village Green | Plan C | 2BR,1BA | $1.46 |
| Autumn Oaks Apartments | Oak Leaf | 1BR,1BA | $1.57 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MO Rentals by Map
See the most popular apartments and homes in Winchester, MO
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 $1,053 at Waterford West.
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 $1,133 at Park Meadows Apartments.
What is the most affordable Winchester Three Bedroom Apartment?
The best deal on a cheap Winchester Three Bedroom Apartment rental is at Reflection Cove Apartment Homes and starts from $1,915.
Expert Rental Resources
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.
Articles, How-To's, and Tips

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.