
2 Bedroom Apartments for Rent in Winchester, MO (45 Rentals)


Chesterfield Village Townhomes

Mila

Autumn Oaks Apartments

Carriage Place at Lake Chesterfield

Park Meadows Apartments

Stonegate Apartments

Parq at Chesterfield

Willows on Weidman

Cherry Creek Apartments

Baxter Crossings Apartments

Highgrove at Big Bend

Waterford Manors

Park Commons

ReNew Chesterfield

The Villages of Twin Oaks

15Seventy Chesterfield

Village Green

Woodsmill Village Apartment Homes

Retreat at Seven Trails

Forest Lake Apartments

Reflection Cove Apartment Homes

Vance Station

Willowbend

Schoettler Village

Forest Woods

Peachtree Apartments

Chesterfield Village Apartments

Aventura at Towne Centre

1356 Holgate Dr

1220 Wicklow Rd
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 | $1,653 | $780 | $3,233 |
Winchester 2 Bedroom Apartments | $1,985 | $1,034 | $4,671 |
Winchester 3 Bedroom Apartments | $2,364 | $1,520 | $5,561 |
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Winchester, MO Local Guide
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Largest Available Winchester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Winchester, MO is found at Orchard Village Apartments and is 1,725 square feet priced from $1,935. Chesterfield Village Townhomes in the Village Green neighborhood has the second largest 2 Bedroom, which is sized at 1,683 square feet and currently listed start at $2,050. Here is today’s list of the largest available 2 Bedroom units in Winchester:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Orchard Village Apartments | SPRUCE | 1,725 Sq Ft | $1,935 |
Chesterfield Village Townhomes | Barrington | 1,683 Sq Ft | $2,050 |
Kirkwood Bluffs | 2 Bed 1.5 Bath Townhouse | 1,600 Sq Ft | $1,742 |
Park Meadows Apartments | Sequoia | 1,480 Sq Ft | $1,499 |
Retreat at Seven Trails | The Vail | 1,353 Sq Ft | $1,472 |
Baxter Crossings Apartments | The Wildhorse I | 1,247 Sq Ft | $1,995 |
Cherry Creek Apartments | 2 Bedroom 1 Full & 1 Half Bathroom | 1,244 Sq Ft | $1,330 |
Parq at Chesterfield | b3 | 1,212 Sq Ft | $1,996 |
Village Green | Plan E | 1,121 Sq Ft | $1,388 |
44 West Luxury Living | Two Bedroom | 1,109 Sq Ft | $2,000 |
Cheapest Available Winchester and Nearby 2 Bedroom Apartments
As of April 11, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, MO is the 2 Bedroom, 2 Bathroom Model starting from $1,034 at Highgrove at Big Bend in the Peerless Park neighborhood. The second most affordable Winchester 2 Bedroom is the The Hudson 2 Bed 1 Bath Model at Willows on Weidman starting at $1,111 in the Village Green neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $1,985. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:
Apartment Listing | Model Name | Priced From |
---|---|---|
Highgrove at Big Bend | 2 Bedroom, 2 Bathroom | $1,034 |
Willows on Weidman | The Hudson 2 Bed 1 Bath | $1,111 |
Retreat at Seven Trails | The Keystone | $1,153 |
Forest Woods | The Spruce | $1,195 |
Waterford West | Baronet | $1,243 |
Village Green | Plan D | $1,277 |
Park Commons | Fairmont | $1,299 |
Schoettler Village | Bradford | $1,323 |
Cherry Creek Apartments | 2 Bedroom 1 Full & 1 Half Bathroom | $1,330 |
15Seventy Chesterfield | The Brentwood | $1,333 |
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Frequently Asked Questions about 2 Bedroom Winchester Apartments
How much is the average rent for a 2 Bedroom Winchester Apartment?
The average rent for a 2 Bedroom Apartment in Winchester is $1,985.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,725 square feet unit starting from $1,935 at Orchard Village Apartments.
What is the average size for Winchester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester is currently 1,059 sq ft.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.