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Active under contractPrice cut: $25K (10/8)
$499,900
4beds
4,440sqft

223 Chestnut Hill Dr, O'Fallon, MO 63368

4beds
4,440sqft
Single Family Residence
Built in 2000
8,276 Square Feet Lot
$494,100 Zestimate®
$113/sqft
$41/mo HOA

What's special

Garage coach lightsLarge front porchSolid surface countertopsStainless steel appliancesFinished lower levelSeparate dining roomWalk in pantry

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!

21 days
1,845
126
Source: MARIS,MLS#: 26058556MLS LogoOriginating MLS: St. Charles County Association of REALTORS
Travel times

Front Elevation

Entry Foyer

Kitchen

Breakfast Room

Family Room

Dining Room

Living Room

Powder Room

Primary Bedroom

Primary Bathroom

Bonus Room

Secondary Bedroom

Secondary Bedroom

Secondary Bathroom

Secondary Bedroom

Laundry Room

Rec Room

Wet Bar

Flex Room in Lower Level

Lower Level Bathroom

Patio

Rear Elevation

Zillow last checked:

Listing updated:

Listed by:

Kelly A Boehmer 314-740-5435,

Berkshire Hathaway HomeServices Select Properties,

Linda&Kelly K Boehmer 314-581-4414,

Berkshire Hathaway HomeServices Select Properties

Source: MARIS,MLS#: 26058556MLS LogoOriginating MLS: St. Charles County Association of REALTORS

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1
Primary bedroom
  • Features: Floor Covering: Carpeting
  • Level: Upper
  • Area: 238
  • Dimensions: 17x14
Bedroom
  • Features: Floor Covering: Luxury Vinyl Plank
  • Level: Upper
  • Area: 150.8
  • Dimensions: 11.6x13
Bedroom
  • Features: Floor Covering: Carpeting
  • Level: Upper
  • Area: 156
  • Dimensions: 13x12
Bedroom
  • Features: Floor Covering: Carpeting
  • Level: Upper
  • Area: 182
  • Dimensions: 13x14
Bonus room
  • Features: Floor Covering: Carpeting
  • Level: Upper
  • Area: 340
  • Dimensions: 20x17
Breakfast room
  • Features: Floor Covering: Wood
  • Level: Main
  • Area: 169.36
  • Dimensions: 14.6x11.6
Dining room
  • Features: Floor Covering: Carpeting
  • Level: Main
  • Area: 183
  • Dimensions: 15x12.2
Family room
  • Features: Floor Covering: Wood
  • Level: Main
  • Area: 393.45
  • Dimensions: 18.3x21.5
Kitchen
  • Features: Floor Covering: Wood
  • Level: Main
  • Area: 156
  • Dimensions: 13x12
Laundry
  • Features: Floor Covering: Vinyl
  • Level: Upper
  • Area: 73.15
  • Dimensions: 5.5x13.3
Living room
  • Features: Floor Covering: Carpeting
  • Level: Main
  • Area: 195
  • Dimensions: 13x15
Other
  • Features: Floor Covering: Carpeting
  • Level: Lower
  • Area: 150.8
  • Dimensions: 13x11.6
Other
  • Features: Floor Covering: Carpeting
  • Level: Lower
  • Area: 162.63
  • Dimensions: 13.9x11.7
Recreation room
  • Features: Floor Covering: Carpeting
  • Level: Lower
  • Area: 330
  • Dimensions: 30x11
Heating
  • Forced Air
Cooling
  • Ceiling Fan(s), Central Air, Electric
Appliances
  • Included: Stainless Steel Appliance(s), Gas Cooktop, Dishwasher, Disposal, Microwave, Oven, Double Oven, Electric Oven, Refrigerator, Water Heater
  • Laundry: Laundry Room, Sink, Upper Level
Features
  • Bookcases, Breakfast Bar, Breakfast Room, Built-in Features, Ceiling Fan(s), Entrance Foyer, High Ceilings, Kitchen Island, Lever Faucets, Recessed Lighting, Separate Dining, Separate Shower, Shower, Smart Thermostat, Soaking Tub, Solid Surface Countertop(s), Storage, Tub, Vaulted Ceiling(s), Walk-In Closet(s), Walk-In Pantry, Wet Bar
  • Flooring: Carpet, Ceramic Tile, Vinyl, Wood
  • Doors: Atrium Door(s), Panel Door(s), Storm Door(s)
  • Windows: Bay Window(s), Double Pane Windows, Insulated Windows, Palladian Window(s), Tilt-In Windows, Window Coverings
  • Basement: Concrete,Partially Finished,Full,Storage Space
  • Number of fireplaces: 1
  • Fireplace features: Family Room, Wood Burning
Interior area
  • Total structure area: 4,440
  • Total interior livable area: 4,440 sqft
  • Finished area above ground: 3,160
  • Finished area below ground: 1,013
Video & virtual tour

Property

Parking
  • Total spaces: 3
  • Parking features: Attached, Garage, Garage Door Opener, Garage Faces Front
  • Attached garage spaces: 3
Features
  • Levels: Two
  • Patio & porch: Front Porch, Patio
  • Pool features: In Ground, Outdoor Pool
  • Fencing: Back Yard,Vinyl
Lot
  • Size: 8,276 Square Feet
  • Features: Back Yard, Front Yard, Landscaped, Level, Sprinklers In Front, Sprinklers In Rear
Details
  • Parcel number: 400368338000224.0000000
  • Special conditions: Standard

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Traditional
  • Property subtype: Single Family Residence
Materials
  • Brick, Frame, Vinyl Siding
  • Foundation: Concrete Perimeter
  • Roof: Architectural Shingle
Condition
  • Year built: 2000

Utilities & green energy

  • Electric: Ameren
  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: Underground Utilities

Community & HOA

Community
  • Features: Sidewalks, Street Lights
  • Security: Smoke Detector(s)
  • Subdivision: Chestnut Hills Village
HOA
  • Has HOA: Yes
  • Amenities included: Common Ground, Outside Management
  • Services included: Common Area Maintenance
  • HOA fee: $486 annually
  • HOA name: Winghaven Residential Owners
Location
  • Region: Ofallon

Financial & listing details

  • Price per square foot: $113/sqft
  • Tax assessed value: $446,943
  • Annual tax amount: $5,636
  • Date on market: 9/30/2026
  • Cumulative days on market: 21 days
  • Listing terms: Cash,Conventional,FHA,Other,VA Loan
  • Ownership: Private

Price history

DateEventPrice
10/16/2026Pending sale$499,900$113/sqft
Source: Berkshire Hathaway HomeServices Select Properties #26058556 Report a problem
10/16/2026Contingent$499,900$113/sqft
Source: MARIS #26058556 Report a problem
10/8/2026Price change$499,900-4.8%$113/sqft
Source: MARIS #26058556 Report a problem
9/30/2026Listed for sale$524,900+46.6%$118/sqft
Source: MARIS #26058556 Report a problem
3/26/2020Sold--
Source: MARIS #19067034 Report a problem
2/23/2020Pending sale$358,000$81/sqft
Source: RE/MAX EDGE #19067034 Report a problem
1/30/2020Listed for sale$358,000$81/sqft
Source: RE/MAX EDGE #19067034 Report a problem
1/21/2020Pending sale$358,000$81/sqft
Source: RE/MAX EDGE #19067034 Report a problem
1/10/2020Price change$358,000-1.5%$81/sqft
Source: RE/MAX EDGE #19067034 Report a problem
12/3/2019Price change$363,400-0.4%$82/sqft
Source: RE/MAX EDGE #19067034 Report a problem
11/2/2019Price change$364,900-0.6%$82/sqft
Source: RE/MAX EDGE #19067034 Report a problem
9/28/2019Listed for sale$367,000$83/sqft
Source: RE/MAX EDGE #19067034 Report a problem
6/6/2013Sold--
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$5,636 +1.6%$84,919 +4.6%
2024$5,548 -0.1%$81,217
2023$5,553 +4.1%$81,217 +11.6%
2022$5,334 $72,772
2021-- $72,772 +22.5%
2020-- $59,404
2019$4,113 $59,404 +9.1%
2018$4,113 +0.6%$54,447
2017$4,086 +3.1%$54,447 +7.5%
2016$3,964 +1.5%$50,661
2015$3,905 +3.4%$50,661 -3.6%
2014$3,777 $52,558
2013-- $52,558 -1%
2012-- $53,090 -2.7%
2011-- $54,570
2010-- $54,570
2009-- $54,570 -8%
2008-- $59,320 -79%
2007-- $281,980
2006-- $281,980
2005-- $281,980 +4.4%
2004-- $270,150
2003-- $270,150
2002-- --
2001-- --
Find assessor info on the county website

Monthly payment

Est. payment
$3,221/mo
Principal & interest
$2734
Property taxes
$446
HOA Fees
$41
More affordability toolsChevron Right

Estimated market value

$494,100

$469,000 - $519,000

$3,702/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 63368

Nearby schools

Crossroads Elementary School
Grades K-5 • 0.4 miles
8/10
GreatSchools® Rating
Test Score Rating
9/10
Student Progress Rating
7/10
Frontier Middle School
Grades 6-8 • 2.2 miles
10/10
GreatSchools® Rating
Test Score Rating
10/10
Student Progress Rating
10/10
Liberty High School
Grades 9-12 • 1.9 miles
9/10
GreatSchools® Rating
Test Score Rating
9/10
College Readiness Rating
8/10