Single Family for Sale: 223 Chestnut Hill Drive, O'Fallon, MO 63368

4 beds
3 full, 1 half baths
3,160 sqft
$499,900
$499,900
223 Chestnut Hill Drive, O'Fallon, MO 63368
4 beds
3 full, 1 half baths
3,160 sqft
$499,900
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Price:
$499,900
$25,000 - 10/08/2026

Type Single Family
Style 2 Story
Beds 4
Baths 3 full, 1 half baths
Total Living Area 4,440 sqft
Square Footage 3,160 sqft
Garage Spaces 3
Lot Size 0.19 acres
Year Built 2000
Assoc Fee $486
Assoc Fee Paid Annually
Taxes Paid $5,636

City O'Fallon
County St. Charles
School District Wentzville R-IV
Subdivision Chestnut Hills Village

MLS 26058556
Status Active
DOM 12 days

Open House
10/17/2026 12 pm - 2 pm
Spacious 2 story home in the desirable Winghaven neighborhood! Offering 4,440 sq ft of open living space, this home has 4 bedrooms (plus a lower level flex room), 3.5 bathrooms, a huge Bonus Room, convenient second floor Laundry Room and a finished lower level. The exterior is traditionally elegant with brick, vinyl siding, architectural shingles, enclosed fascia/soffits, a large front porch, garage coach lights, lawn irrigation system and mature landscape. Features include 9 foot ceilings on the main floor, a barrel arch into the Living Room, hardwood flooring in the Entry-Powder Room-Kitchen-Breakfast Room-Family Room, separate Dining Room, white Kitchen cabinets, solid surface countertops, tile backsplash, island with seating bar, gas cooktop, double wall ovens, stainless steel appliances, refrigerator, dishwasher, walk in pantry, large bay windows in the Breakfast Room and the Family Rooms, woodburning fireplace with marble surround, and a door that walks out to the patio and back yard. The upstairs has a huge Bonus Room with built in shelving, 3 generous sized secondary bedrooms, a Laundry Room with wall cabinets, wash sink and a palladium window. The Primary Suite has a large walk-in closet, vaulted ceiling, double bowl vanity, jetted soaking tub, separate shower, ceramic tile floors and more. The finished lower level offers a large Family/Recreation Room, wet bar, Flex/Room, walk in closet and a full bathroom. Additional features include ceiling fans, white 6 panel doors, a large window over the kitchen sink with a view of the back yard, blinds in the windows, storm door, RING doorbell, floor outlet in the Living Room and, 2 garage door openers. The backyard is level, fenced and has a contoured patio. There is easy access to Highways 40, 94 and 364. Students will attend desirable Wentzville schools. Enjoy a number of nearby parks, restaurants, shopping and recreation. Amazing living space, impressive home, check it out!

Room Features

Basement Description Interior Entry, Storage Space, 8 ft + Pour, Concrete, Bathroom, Partially Finished, Full

Lot & Building Features

Appliances Wall Oven, Double Oven, Oven, Gas Cooktop, Water Heater, Electric Oven, Stainless Steel Appliance(s), Disposal, Refrigerator, Microwave, Dishwasher
Architecture Traditional
Assoc Fee $486
Assoc Fee Paid Annually
Construction Frame, Brick, Vinyl Siding
Cooling Electric, Ceiling Fan(s), Central Air
Heating Gas, Forced Air
Interior Decor Whirlpool, Smart Thermostat, Lever Faucets, Wet Bar, Built-in Features, Bookcases, Walk-In Pantry, Soaking Tub, Solid Surface Countertop(s), Recessed Lighting, Separate Shower, Shower, Tub, Storage, Vaulted Ceiling(s), High Ceilings, Breakfast Room, Breakfast Bar, Entrance Foyer, Kitchen Island, Separate Dining, Walk-In Closet(s), Ceiling Fan(s)
Parking Description Garage Faces Front, Garage Door Opener, Attached, Garage
Sewer Public Sewer
Tax Year 2025
Taxes Paid $5,636
Water Public
Windows And Doors Palladian Window(s), Window Coverings, Bay Window(s), Double Pane Windows, Tilt-In Windows, Insulated Windows
Fireplaces 1

Community and Schools

Elementary School Crossroads Elem.
Junior High School Frontier Middle
Senior High School Liberty

Price History of 223 Chestnut Hill Drive, O'Fallon, MO

Date Name Price Difference
10/08/2026 Price Adjustment $499,900 4.76%
09/30/2026 Listing Price $524,900 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Comparable Properties Sold Near By

Low
$452,000
$140 / sqft
Average
$554,167
$174 / sqft
High
$625,000
$193 / sqft

Address City Zip Beds Baths Price Sq. Ft. $/SQFT Sold Date
This Listing O'Fallon 63368 4 4.0 $499,900 3,160 $158 N/A
7797 Boatside Drive Dardenne Prairie 63368 4 3.0 $452,000 3,236 $140 11/17/2025
15 Windrose Lake Court Dardenne Prairie 63368 5 4.0 $556,000 3,172 $175 11/10/2025
7767 Boatside Drive O'Fallon 63368 4 3.0 $465,000 3,192 $146 11/24/2025
769 Cypress Knoll Drive O'Fallon 63368 4 3.0 $527,500 3,259 $162 03/03/2026
804 Brockwell Drive O'Fallon 63368 4 4.0 $570,000 3,327 $171 08/12/2026
2026 Avalon Mist Circle O'Fallon 63368 4 5.0 $565,000 3,163 $179 05/12/2026
312 Chestnut Creek Circle Dardenne Prairie 63368 4 3.0 $535,000 3,248 $165 05/08/2026
2058 Avalon Mist Circle Dardenne Prairie 63368 5 4.0 $625,000 3,240 $193 04/02/2026
1050 Brook Mont Drive O'Fallon 63366 4 4.0 $605,000 3,217 $188 06/08/2026
723 Hawk Run Drive O'Fallon 63368 4 5.0 $610,000 3,124 $195 07/22/2026
241 Fairway Green Drive O'Fallon 63368 4 3.0 $575,000 2,972 $193 06/30/2026
42 Scarlet Meadows Court O'Fallon 63366 4 4.0 $595,000 3,287 $181 08/12/2026
7754 Boatside Drive Dardenne Prairie 63368 4 4.0 $510,000 3,152 $162 08/04/2026
212 Chestnut Hill Drive O'Fallon 63368 4 3.0 $612,000 3,118 $196 08/25/2026
755 Cypress Knoll Drive O'Fallon 63368 4 3.0 $510,000 2,988 $171 08/12/2026

Map of 223 Chestnut Hill Drive, O'Fallon, MO

Location Map Street View
Photo of KiKi Williams
Direct: 314-912-5287
Office
950 Caledonia Dr.
O'Fallon, MO 63368
636-720-1100
Listed by Berkshire Hathaway HomeServices Select Properties, Kelly Boehmer & Linda Boehmer
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223 Chestnut Hill Drive (MLS #26058556) is a 2 story single family home located in O'Fallon, MO. This single family home is 3,160 sqft and on a lot of 8,276 sqft (or 0.19 acres) with 4 bedrooms and 4 baths. This property was listed on 09/28/2026 and has been priced for sale at $499,900.

The 4 bedroom single family home at 212 Chestnut Hill Drive in O'Fallon is nearby and sold for $612,000 on 08/25/2026. Another nearby 4 bedroom single family home, 769 Cypress Knoll Drive in O'Fallon sold for $527,500 on 03/03/2026.

Nearby zip codes are 63366, 63367, 63376 and 63385. This property neighbors other cities such as Dardenne Prairie, Lake St Louis, St Charles, St Peters and Wentzville.

Maris

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Listing information courtesy of: Berkshire Hathaway HomeServices Select Properties

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