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Main St. Real Estate
258 Chestnut Hill Dr, O'Fallon, MO 63368
- $589,000
- 4
- BD
- 4
- BA
- 3,707
- SqFt
- Sold Price
- $589,000
- List Price
- $589,000
- Closing Date
- Dec 29, 2025
- Days on Market
- 115
- MLS#
- 25059116
- Status
- CLOSED
- Bedrooms
- 4
- Full baths
- 3
- Half-baths
- 1
- Living Sq. Ft
- 3,707
- Lot Size
- 10,018
- Acres
- 0.23
- Year Built
- 2001
- Subdivision
- Timber Meadows Village
- Municipality
- O'Fallon
- School District
- Wentzville R-IV
- County
- St. Charles
- Listing Type
- Single Family Residential
- Property Type
- Traditional
- Style Description
- Traditional
Property Description
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!
Additional Information
- Elementary School
- Crossroads Elem.
- Jr. High School
- Frontier Middle
- Sr. High School
- Liberty
- Garage Spaces
- 3
- Parking Description
- Attached, Direct Access, Driveway, Garage, Garage Door Opener, Inside Entrance, Lighted, Workshop in Garage
- Basement Description
- Poured, Bathroom, Partial, Full, Interior Entry, Other, Storage Space, Sump Pump
- Lot Description
- Back Yard, Close To Clubhouse, Front Yard, Level, Golf, Sprinkler System-Yard, Sprinkler System-Yard
- Appliances
- Stainless Steel Appliance(s), Electric Cooktop, Dishwasher, Disposal, Dryer, Built-In Freezer, Ice Maker, Microwave, Other, Electric Oven, Built-In Range, Built in Refrigerator, Wall Oven, Washer, LP Gas Water Heater, Water Purifier Owned, Wine Refrigerator
- Amenities
- Association Management, Common Ground, Park, Parking, Picnic Area, Playground
- Cooling
- Ceiling Fan(s), Central Air, Electric
- Sewer
- Public Sewer
- Heating
- Forced Air, Natural Gas, Hot Water
- Water
- Public
- Selling Terms
- Cash, Conventional, VA Loan
Listing courtesy of Thomas Makowsky. Wood Brothers Realty
Selling Office: Worth Clark Realty.How much is your home worth?
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Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID. 
Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of 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. Some listings have been excluded from this website.