
2 Bedroom Apartments for Rent in Winchester, MO (52 Rentals)


Chesterfield Village Townhomes

Mila

Carriage Place at Lake Chesterfield

Stonegate Apartments

Parq at Chesterfield

Cherry Creek Apartments
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.

Autumn Oaks Apartments

Park Meadows Apartments

Highgrove at Big Bend

Baxter Crossings Apartments

Waterford Manors

ReNew Chesterfield

The Villages of Twin Oaks
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.

Village Green

Woodsmill Village Apartment Homes

15Seventy Chesterfield

Retreat at Seven Trails

Forest Lake Apartments

Vance Station
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Schoettler Village

Willowbend

Reflection Cove Apartment Homes

Peachtree Apartments

Chesterfield Village Apartments

Aventura at Towne Centre

441 Rosedale Ter

1070 Cedargate Dr

14 Eagle Rock Cove

2915 Greentop Ct

1220 Wicklow Rd
Navigating 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.

16268 Lea Oak Ct

719 Cascade Terrace Ct

1921 Hunting Lake Ct

1970 Greenpoint Dr
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 | $1,401 | $1,340 | $1,440 |
Winchester 1 Bedroom Apartments | $1,664 | $790 | $2,924 |
Winchester 2 Bedroom Apartments | $2,032 | $1,058 | $5,283 |
Winchester 3 Bedroom Apartments | $2,342 | $1,400 | $4,697 |
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, MO Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Winchester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Winchester, MO is found at Kirkwood Bluffs in the Country Lane Woods neighborhood and is 1,560 square feet priced from $2,079. Retreat at Seven Trails in the Village Green neighborhood has the second largest 2 Bedroom, which is sized at 1,353 square feet and currently listed start at $1,472. Here is today’s list of the largest available 2 Bedroom units in Winchester:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Kirkwood Bluffs | 2 Bed 1.5 Bath B | 1,560 Sq Ft | $2,079 |
Retreat at Seven Trails | The Vail | 1,353 Sq Ft | $1,472 |
Mila | Cherry Blossom | 1,291 Sq Ft | $2,875 |
Park Meadows Apartments | Oak | 1,290 Sq Ft | $1,557 |
Parq at Chesterfield | b2 | 1,270 Sq Ft | $2,209 |
Orchard Village Apartments | SPRUCE | 1,247 Sq Ft | $2,010 |
Peachtree Apartments | 2 Bed/2 Bath B | 1,210 Sq Ft | $2,701 |
Village Green | Plan E | 1,121 Sq Ft | $1,492 |
44 West Luxury Living | Two Bedroom | 1,109 Sq Ft | $1,985 |
Willowbend | The Rooke | 1,096 Sq Ft | $2,026 |
Cheapest Available Winchester and Nearby 2 Bedroom Apartments
As of July 11, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, MO is the Baronet Model starting from $1,054 at Waterford West in the Peerless Park neighborhood. The second most affordable Winchester 2 Bedroom is the 2 Bedroom 1 Bathroom Model at Cherry Creek Apartments starting at $1,178 in the Village Green neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $2,032. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:
Apartment Listing | Model Name | Priced From |
---|---|---|
Waterford West | Baronet | $1,054 |
Cherry Creek Apartments | 2 Bedroom 1 Bathroom | $1,178 |
Willows on Weidman | The Hudson 2 Bed 1 Bath | $1,223 |
Park Commons | Fairmont | $1,299 |
Forest Lake Apartments | 2 Bedroom Garden A | $1,302 |
Waterford Manors | The Manor | $1,325 |
Madison Rockwood | The Logan | $1,395 |
15Seventy Chesterfield | The Brentwood | $1,396 |
Kirkwood Bluffs | 2 Bed 1 Bath B | $1,465 |
Retreat at Seven Trails | The Vail | $1,472 |
Quick 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.
Pet Friendly Lifestyle
Ranked #
Pet Friendliness Lifestyle Score
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 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 $2,032.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,560 square feet unit starting from $2,079 at Kirkwood Bluffs.
What is the average size for Winchester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester is currently 1,147 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.