Cheap Homes for Rent near Winchester, MO from $975 (11 Rentals)

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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.

property at 81 Poppy Dr

$1,449

3 Bedroom, 2 Bath Home for Rent

Available Now

81 Poppy Dr

FentonMO63026

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.

Winchester, MO Local Guide

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 Valley Park neighborhood priced from $1,058. Retreat at Seven Trails in the Ballwin neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,095. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Waterford WestBrandon Park1BR,1BA$1,058
Retreat at Seven TrailsThe Aspen1BR,1BA$1,095
Baxter Crossings ApartmentsThe Faust1BR,1BA$1,122
Highgrove at Big Bend2 Bedroom, 2 Bathroom2BR,2BA$1,151
Forest WoodsThe Cedar1BR,1BA$1,180

Best Value Apartments for Rent in Winchester, MO and Nearby

As of August 27, 2026 the best value apartment in the Winchester area is the $1.47 price per square foot The Ballwin Model at Madison Rockwood in the in the Ballwin neighborhood starting from $2,330. The second greatest value Winchester apartment is the Manor Model at Woodsmill Village Apartment Homes starting at $1,630 with a $1.19 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Madison RockwoodThe Ballwin3BR,2.5BA$1.47
Woodsmill Village Apartment HomesManor2BR,2BA$1.19
Cherry Creek Apartments2 Bedroom 1 Full & 1 Half Bathroom2BR,1.5BA$1.22
Carriage Place at Lake Chesterfield2 Bed 2 Bath - Washer/Dryer2BR,2BA$1.51
Highgrove at Big Bend2 Bedroom, 2 Bathroom2BR,2BA$1.12
Schoettler VillageBradford2BR,2BA$1.55
Rockwood SpringsThe Hickory2BR,2BA$1.29
Willows on Weidman ApartmentsHudson2BR,1BA$1.49
Autumn Oaks ApartmentsClassic Oakleaf1BR,1BA$1.54
Retreat at Seven TrailsThe Aspen1BR,1BA$1.58

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.

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Real 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.

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 51 Apartments for Rent in Winchester, MO with pricing that ranges from $810 to $5,558. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $975 to $5,000.

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 $975 to $5,000 with an average monthly rent of $2,488.

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

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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.

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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.

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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.

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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.