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$595,000
40 Days On Site

258 Chestnut Hill Drive
O'Fallon, MO 63368

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,707
SqFt
$161
/SqFt
2001
Built
Subdivision:
Timber Meadows Village
County:
St. Charles

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258 Chestnut Hill Drive258 Chestnut Hill Drive258 Chestnut Hill Drive258 Chestnut Hill Drive
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Stunning 3,707 sq. ft. 2-story home with finished basement in desirable Winghaven Country Club community! Built in 2001 with a brick exterior, this home blends elegance with modern updates. The main floor showcases a remodeled gourmet kitchen with Wolf cooktop, Sub-Zero freezer, granite countertops, Bosch oven, and Asko dishwasher seamlessly flowing into the open floor plan with breakfast room, vaulted great room with masonry wood-burning fireplace and hardwood floors, and a separate dining room. The highlight is the luxurious master suite, featuring walk-in closets and a completely remodeled spa bath with a curbless walk-in shower and modern finishes. Also on the main level: a separate laundry room and half bath. Upstairs you’ll find three bedrooms and a full bath, while the finished basement is an entertainer’s dream with full kitchen, media room with built-in entertainment center & surround sound, office, bonus room, and another full bath. Enjoy the outdoors on the covered patio courtyard with a masonry wood-burning fireplace. Additional highlights include a 3-car garage, newer roof (~8 years old), and prime location near the golf course. Winghaven Country Club membership opportunity available, offering golf, pool, dining, and a full calendar of social events just steps away!

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Listing Snapshot
Price 
$595,000
Days On Site 
40 Days
Bedrooms 
4
Inside Area (SqFt) 
3,707 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.23 Acres
Year Built 
2001
MLS® Number 
25059116
Status 
Active
Property Tax 
$5,132
HOA/Condo/Coop Fees 
$41.25 monthly
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
3 weeks agoPrice changed to $595,000
3 weeks agoListing updated with changes from the MLS®
a month agoListing first seen on site
General Features
Acres 
0.23
Attached Garage 
Yes
Building Features 
BasementBathroomsFiber OpticFire AlarmKitchen FacilitiesLightingOtherOverhead Door(s)PatioSecurity SystemStorageWi-Fi
Disclosures 
Lead PaintSeller Property Disclosure
Foundation 
Other
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
AttachedDirect AccessDrivewayGarageGarage Door OpenerInside EntranceLightedWorkshop in Garage
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Security System OwnedSmoke Detector(s)
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
2507
Style 
Ranch/2 storyTraditional
Utilities 
Cable ConnectedElectricity AvailableNatural Gas Available
Water Source 
Public
Interior Features
Appliances 
OvenStainless Steel Appliance(s)Electric CooktopDishwasherDisposalDryerBuilt-In FreezerIce MakerMicrowaveOtherBuilt-In Electric OvenBuilt-In RangeBuilt-In RefrigeratorWasherGas Water HeaterWater PurifierWine Refrigerator
Basement 
Partially FinishedFullInterior EntryOtherStorage SpaceSump PumpBath/Stubbed
Cooling 
Ceiling Fan(s)Central AirElectric
Fireplace 
Yes
Fireplace Features 
Free StandingGreat RoomMasonryOutsideRaised HearthWood Burning
Fireplaces 
2
Flooring 
CarpetCeramic TileHardwood
Heating 
Forced AirNatural GasHot Water
Interior 
BarBidetBreakfast BarBuilt-in FeaturesDouble VanityEat-in KitchenEntrance FoyerHigh Speed InternetOpen FloorplanPantrySmart HomeSmart ThermostatSound SystemStorageVaulted Ceiling(s)Walk-In Closet(s)Wet BarWired for Sound
Laundry Features 
Electric Dryer HookupLaundry ClosetLaundry RoomMain LevelWasher Hookup
Main Level Bedrooms 
1
Window Features 
ShuttersBlindsDouble Pane WindowsDrapesScreens
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Exterior Features
Construction Details 
Brick VeneerVinyl Siding
Exterior 
Covered CourtyardFire PitMisting System
Fencing 
Back YardGate
Lot Features 
Back YardClose to ClubhouseFront YardLevelNear Golf CourseSprinklers In FrontSprinklers In Rear
Patio And Porch 
CoveredFront PorchPatio
Roof 
Shingle
Windows/Doors 
ShuttersBlindsDouble Pane WindowsDrapesScreens
Community Features
Association Amenities 
ParkParkingPicnic AreaPlaygroundManagement
Association Dues 
495
Community Features 
ClubhouseFishingGolfParkPlaygroundPoolRestaurantSidewalksStreet Lights
Financing Terms Available 
CashConventionalVA Loan
HOA Fee Frequency 
Annually
MLS Area 
416 - Wentzville-Timberland
School District 
Wentzville R-IV
Township 
O'Fallon
Schools
School District
Wentzville R-IV
Elementary School
Crossroads Elem.
Middle School
Frontier Middle
High School
Liberty
Listing courtesy of Wood Brothers Realty


Based on information submitted to the MLS GRID as of 2025-10-16 10:08 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
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