T
Seller's Agent in 2025
Thomas Makowsky
Wood Brothers Realty
(314) 825-1080
2 Total Sales
258 Chestnut Hill Dr O Fallon, MO 63368
Estimated Value: $543,890 - $605,000
4
Beds
3.5
Baths
3,707
Sq Ft
$156/Sq Ft
Est. Value
Highlights
- Golf Course Community
- Media Room
- Built-In Freezer
- Crossroads Elementary School Rated A-
- Fishing
- Open Floorplan
About This Home
As of December 2025Stunning 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!
Last Agent to Sell the Property
Wood Brothers Realty License #2023014422 Listed on: 09/05/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,132
Year Built
- Built in 2001 | Remodeled
Lot Details
- 10,019 Sq Ft Lot
- Gated Home
- Level Lot
- Misting System
- Front and Back Yard Sprinklers
- Back Yard Fenced and Front Yard
HOA Fees
- $41 Monthly HOA Fees
Parking
- 3 Car Direct Access Garage
- Workshop in Garage
- Inside Entrance
- Lighted Parking
- Garage Door Opener
- Driveway
Home Design
- Traditional Architecture
- Brick Veneer
- Shingle Roof
- Vinyl Siding
Interior Spaces
- 3,707 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Wet Bar
- Sound System
- Built-In Features
- Bar
- Vaulted Ceiling
- Ceiling Fan
- Wood Burning Fireplace
- Free Standing Fireplace
- Raised Hearth
- Fireplace Features Masonry
- Double Pane Windows
- Shutters
- Drapes & Rods
- Blinds
- Window Screens
- Two Story Entrance Foyer
- Great Room with Fireplace
- 2 Fireplaces
- Breakfast Room
- Formal Dining Room
- Media Room
- Home Office
- Bonus Room
- Storage
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Built-In Electric Oven
- Built-In Oven
- Built-In Range
- Microwave
- Built-In Freezer
- Built-In Refrigerator
- Ice Maker
- Bosch Dishwasher
- Dishwasher
- Wine Refrigerator
- Wolf Appliances
- Stainless Steel Appliances
- Disposal
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Walk-In Closet
- Double Vanity
- Easy To Use Faucet Levers
- Bidet
Laundry
- Laundry Room
- Laundry on main level
- Dryer
- Washer
Partially Finished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Ceilings are 8 Feet High
- Sump Pump
- Finished Basement Bathroom
- Basement Storage
Home Security
- Security System Owned
- Smart Home
- Smart Thermostat
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Outdoor Features
- Covered Patio or Porch
- Outdoor Fireplace
- Covered Courtyard
- Fire Pit
Location
- Property is near golf course and clubhouse
Schools
- Crossroads Elem. Elementary School
- Frontier Middle School
- Liberty High School
Utilities
- Forced Air Heating and Cooling System
- Hot Water Heating System
- Heating System Uses Natural Gas
- Gas Water Heater
- Water Purifier
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 4-069A-8339-00-0144.0000000
Community Details
Overview
- Association fees include common area maintenance, snow removal
- Winghaven Association
- Community Parking
Amenities
- Picnic Area
- Common Area
- Restaurant
- Clubhouse
- Community Kitchen
- Community Storage Space
Recreation
- Golf Course Community
- Community Playground
- Community Pool
- Fishing
- Park
- Trails
Security
- Building Security System
- Building Fire Alarm
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 5, 2025
Closed on
Dec 29, 2025
Sold by
Bought by
Seller's Agent
Thomas Makowsky
Wood Brothers Realty
Buyer's Agent
Tina Knox
Worth Clark Realty
List Price
$619,000
Views
303
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-4.29%
Original Mortgage
$471,200
Outstanding Balance
$470,748
Interest Rate
6.19%
Mortgage Type
New Conventional
Estimated Equity
$105,975
Purchase Details
Closed on
Nov 15, 2012
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$282,000
Interest Rate
3.37%
Mortgage Type
Future Advance Clause Open End Mortgage
Purchase Details
Closed on
Aug 10, 2001
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$192,150
Interest Rate
7.14%
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| -- | True Title Company | ||
| $279,000 | Htc | ||
| -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $471,200 | ||
| Previous Owner | $282,000 | ||
| Previous Owner | $192,150 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/29/2025 12/29/25 | Sold | -- | -- | -- |
| 11/26/2025 11/26/25 | Pending | -- | -- | -- |
| 11/13/2025 11/13/25 | Price Changed | $589,000 | -1.0% | $159 / Sq Ft |
| 09/25/2025 09/25/25 | Price Changed | $595,000 | -3.9% | $161 / Sq Ft |
| 09/05/2025 09/05/25 | For Sale | $619,000 | -- | $167 / Sq Ft |
Source: MARIS MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,133 | $81,327 | -- | -- |
| 2023 | $5,137 | $75,089 | $0 | $0 |
| 2022 | $4,510 | $61,439 | $0 | $0 |
| 2021 | $4,521 | $61,439 | $0 | $0 |
| 2020 | $4,401 | $57,468 | $0 | $0 |
| 2019 | $4,130 | $57,468 | $0 | $0 |
| 2018 | $4,133 | $54,720 | $0 | $0 |
| 2017 | $4,107 | $54,720 | $0 | $0 |
| 2016 | $3,699 | $47,272 | $0 | $0 |
| 2015 | $3,644 | $47,272 | $0 | $0 |
| 2014 | $3,493 | $48,598 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Thomas Makowsky
-
Tina Knox
Buyer's Agent in 2025
Tina Knox
Worth Clark Realty
(636) 614-9210
85 Total Sales
Map
Source: MARIS MLS
MLS Number: MIS25059116
APN: 4-069A-8339-00-0144.0000000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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. Some IDX listings have been excluded from this website.
Listings courtesy of MARIS MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
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