
Cheap Apartments for Rent near Winchester, MO from $700 (49 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.


Highgrove at Big Bend

Willows on Weidman Apartments

Retreat at Seven Trails

Cherry Creek Apartments

Park Meadows Apartments

Stonegate Apartments

Waterford West

Baxter Crossings Apartments
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

Forest Woods

Reflection Cove Apartment Homes

Forest Lake Apartments

Waterford Manors

Village Green

236 Solon Dr

Kirkwood Bluffs

Madison Rockwood

Autumn Oaks Apartments
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

15Seventy Chesterfield

Peachtree

Rockwood Springs

Willowbend

Park Commons

Chesterfield Village Apartments

Woodsmill Village Apartment Homes

ReNew Chesterfield

Carriage Place at Lake Chesterfield
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Total Monthly Price
Schoettler Village

Vance Station

44 West Luxury Living

ReNew WestGlen

Aventura at Towne Centre

Mila

The Villages of Twin Oaks

Total Monthly Price
757 Ridgeside Dr, Unit F

Parq at Chesterfield
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.

Leslie Lane Apartments

Meramec Place

111 Creek Dr

39 Pansy Dr

1725 W Golden Cir

Orchard Village Apartments

1231 Creve Coeur Crossing Ln

12800 Portulaca Dr

437 S Clay Ave
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.

14512 Cazado Dr

126 Madison Ave

650 Norton Ave

1 Wynstay Ave
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 | $1,521 | $1,521 | $1,521 |
| Winchester 1 Bedroom Apartments | $1,543 | $810 | $2,159 |
| Winchester 2 Bedroom Apartments | $1,810 | $1,130 | $2,815 |
| Winchester 3 Bedroom Apartments | $2,373 | $1,609 | $3,190 |
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 2 Beds unit found at Park Meadows Apartments in the Ballwin neighborhood priced from $1,133. Waterford West in the Valley Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,151. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1,133 |
| Waterford West | Brandon Park | 1BR,1BA | $1,151 |
| Baxter Crossings Apartments | The Faust | 1BR,1BA | $1,171 |
| Reflection Cove Apartment Homes | One Bedroom - 538 sqft | 1BR,1BA | $1,185 |
| Willows on Weidman Apartments | Hudson | 2BR,1BA | $1,259 |
| Forest Woods | The Sycamore | 2BR,1BA | $1,290 |
| 15Seventy Chesterfield | The Carrington | 1BR,1BA | $1,294 |
| Village Green | Plan A | 1BR,1BA | $1,347 |
| Madison Rockwood | The LaFayette | 2BR,2BA | $1,414 |
| Carriage Place at Lake Chesterfield | 1 Bed 1 Bath - Washer/Dryer | 1BR,1BA | $1,425 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of July 23, 2026 the best value apartment in the Winchester area is the $1.42 price per square foot Willow Townhome Model at Schoettler Village in the in the Chesterfield neighborhood starting from $2,464. The second greatest value Winchester apartment is the 2 Bedroom, 3 Bathroom with Den Model at Highgrove at Big Bend starting at $1,648 with a $1.23 price per square foot in the Ballwin 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 | $1.42 |
| Highgrove at Big Bend | 2 Bedroom, 3 Bathroom with Den | 2BR,3BA | $1.23 |
| Cherry Creek Apartments | 2 Bedroom 1 Full & 1 Half Bathroom | 2BR,1.5BA | $1.23 |
| Peachtree | 2 Bed 2 Bath A | 2BR,2BA | $1.46 |
| Carriage Place at Lake Chesterfield | 1 Bed 1 Bath - Washer/Dryer | 1BR,1BA | $1.25 |
| Kirkwood Bluffs | 2 Bed 1 Bath B | 2BR,1BA | $1.36 |
| Vance Station | 2 Bedroom | 2BR,2BA | $1.37 |
| Madison Rockwood | The Logan | 2BR,1BA | $1.45 |
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1.24 |
| Willows on Weidman Apartments | Hudson | 2BR,1BA | $1.49 |
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 $1,151 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 Village Green and starts from $1,743.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.