2 Bedroom Apartments for Rent in Winchester, MO (48 Rentals)

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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.

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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Meramec Place
2 Bedroom Apartments

Meramec Place

69 Cheryl LnValley Park, MO 63088
  • Utilities Included
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Ballwin Village
2 Bedroom Apartments

Ballwin Village

126-142 Old Ballwin RdBallwin, MO 63021
  • Utilities Included
Showing Results 1-48, Page 1 of 1

Winchester, MO Local Guide

Largest Available Winchester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, MO is found at Chesterfield Village Townhomes in the Village Green neighborhood and is 1,683 square feet priced from $2,075. Kirkwood Bluffs in the Peerless Park neighborhood has the second largest 2 Bedroom, which is sized at 1,560 square feet and currently listed start at $1,814. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
Chesterfield Village TownhomesBarrington1,683 Sq Ft$2,075
Kirkwood Bluffs2 Bed 1.5 Bath B1,560 Sq Ft$1,814
Park Meadows ApartmentsSequoia1,480 Sq Ft$1,499
Parq at Chesterfieldb21,270 Sq Ft$2,052
Orchard Village ApartmentsSPRUCE1,247 Sq Ft$1,935
Baxter Crossings ApartmentsThe Wildhorse I1,247 Sq Ft$1,995
The Villages of Twin Oaks2M1,159 Sq Ft$2,560
Village GreenPlan E1,121 Sq Ft$1,506
44 West Luxury LivingTwo Bedroom1,109 Sq Ft$2,000
WillowbendThe Rooke1,096 Sq Ft$1,758

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of May 10, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, MO is the The Brentwood Model starting from $1,170 at 15Seventy Chesterfield in the Saint Charles neighborhood. The second most affordable Winchester 2 Bedroom is the The Breckenridge Model at Retreat at Seven Trails starting at $1,211 . The average price for all 2 Bedroom apartments in Winchester is currently $2,074. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
15Seventy ChesterfieldThe Brentwood$1,170
Retreat at Seven TrailsThe Breckenridge$1,211
Waterford WestBaronet$1,289
Park CommonsFairmont$1,299
Waterford ManorsThe Manor$1,339
Kirkwood Bluffs2 Bed 1 Bath B$1,367
Madison RockwoodThe Logan$1,369
Village GreenPlan D$1,390
Willows on WeidmanThe Caspian 2 Bed 2Bath Loft$1,499
Park Meadows ApartmentsSequoia$1,499

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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 $2,074.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,683 square feet unit starting from $2,075 at Chesterfield Village Townhomes.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,216 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.

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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.

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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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

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As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.