
Cheap Apartments for Rent near Winchester, MO from $810 (51 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.


Willows on Weidman Apartments

Highgrove at Big Bend

Retreat at Seven Trails

Cherry Creek Apartments

Waterford West

Baxter Crossings Apartments

Park Meadows Apartments

Stonegate Apartments

Forest Woods
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.

Rockwood Springs

Forest Lake Apartments

Village Green

15Seventy Chesterfield

Reflection Cove Apartment Homes

Kirkwood Bluffs

Autumn Oaks Apartments

Park Commons

Peachtree

Waterford Manors
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.

ReNew Chesterfield

Chesterfield Village Apartments

ReNew WestGlen

Woodsmill Village Apartment Homes

Madison Rockwood

Carriage Place at Lake Chesterfield

Total Monthly Price
Schoettler Village

Willowbend

44 West Luxury Living

Aventura at Towne Centre
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.

The Heights at Williams Bluff

The Villages of Twin Oaks

Mila

Parq at Chesterfield

Vance Station

Chesterfield Village Townhomes

147 Cascade Terrace Dr

Leslie Lane Apartments

Meramec Place

1725 W Golden Cir
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.

725 Ridgeside Dr

125 W Bodley Ave

Orchard Village Apartments

12800 Portulaca Dr

14512 Cazado Dr

708 Ridgeside Dr

1218 Creve Coeur Crossing Ln

424 Chamberlin Dr

200 S Kirkwood Rd

209 Lindy Blvd
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.
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 | $1,568 | $1,561 | $1,576 |
| Winchester 1 Bedroom Apartments | $1,543 | $810 | $2,149 |
| Winchester 2 Bedroom Apartments | $1,819 | $1,065 | $2,815 |
| Winchester 3 Bedroom Apartments | $2,297 | $1,647 | $3,195 |
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 Baxter Crossings Apartments in the Chesterfield neighborhood priced from $1,129. Park Meadows Apartments in the Ballwin 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 |
|---|---|---|---|
| Baxter Crossings Apartments | The Faust | 1BR,1BA | $1,129 |
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1,133 |
| Highgrove at Big Bend | 1 Bedroom, 1 Bathroom | 1BR,1BA | $1,136 |
| Waterford West | Baronet | 2BR,1BA | $1,160 |
| Rockwood Springs | The Hickory | 2BR,2BA | $1,236 |
| 15Seventy Chesterfield | The Carrington | 1BR,1BA | $1,239 |
| Willows on Weidman Apartments | Hudson | 2BR,1BA | $1,259 |
| Autumn Oaks Apartments | Classic Oakleaf | 1BR,1BA | $1,275 |
| Park Commons | Melrose | 1BR,1BA | $1,299 |
| Peachtree | 1 Bed 1 Bath | 1BR,1BA | $1,307 |
Best Value Apartments for Rent in Winchester, MO and Nearby
As of September 06, 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 $2,462. The second greatest value Winchester apartment is the The Ballwin Model at Madison Rockwood starting at $2,312 with a $1.46 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 |
| Madison Rockwood | The Ballwin | 3BR,2.5BA | $1.46 |
| Carriage Place at Lake Chesterfield | 3 Bed 3 Bath - Washer/Dryer | 3BR,3BA | $1.41 |
| Cherry Creek Apartments | 2 Bedroom 1 Full & 1 Half Bathroom | 2BR,1.5BA | $1.26 |
| ReNew WestGlen | 2 Bed 2 Bath Washer Dryer | 2BR,2BA | $1.55 |
| Rockwood Springs | The Hickory | 2BR,2BA | $1.29 |
| Park Meadows Apartments | Magnolia | 2BR,1BA | $1.24 |
| Willows on Weidman Apartments | Hudson | 2BR,1BA | $1.49 |
| Waterford West | Baronet | 2BR,1BA | $1.39 |
| Highgrove at Big Bend | 1 Bedroom, 1 Bathroom | 1BR,1BA | $1.41 |
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 ArticleNavigating 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.
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 $1,129 at Baxter Crossings Apartments.
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 Schoettler Village and starts from $1,719.
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.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.