$589,000
SOLD DEC 29, 2025
Last list price

258 Chestnut Hill Dr O Fallon, MO 63368

4 Beds
3.5 Baths
3,707 Sq Ft
10,019 Sq Ft Lot

Recently Sold

$159 Per Sq Ft

82 Days on Market

Highlights

  • Golf Course Community
  • Media Room
  • Built-In Freezer
  • Crossroads Elementary School Rated A-
  • Fishing
  • Open Floorplan

About This Home

As of December 2025

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!

Last Agent to Sell the Property

Thomas Makowsky

Wood Brothers Realty License #2023014422 Listed on: 09/05/2025

Wood Brothers Realty

Last Buyer's Agent

Tina Knox

Worth Clark Realty License #2012025901

Worth Clark Realty

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,132

Year Built

Built in 2001 | Remodeled

Lot Details

10,019 Sq Ft Lot

HOA Fees

$41 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Year Built: 2001
  • Property Sub-Type: Single Family Residence
  • ResoCommunityFeatures: Clubhouse, Fishing, Golf, Park, Playground, Pool, Restaurant, Sidewalks, Street Lights, Trail(s)
  • ResoLaundryFeatures: Electric Dryer Hookup, Laundry Closet, Laundry Room, Main Level, Washer Hookup
  • ResoLotFeatures: Back Yard, Close to Clubhouse, Front Yard, Level, Near Golf Course, Sprinklers In Front, Sprinklers In Rear
  • Lot Size Acres: 0.23
  • ResoSecurityFeatures: Carbon Monoxide Detector(s), Security System Owned, Smoke Detector(s)
  • Reso Association Amenities: Association Management, Common Ground, Park, Parking, Picnic Area, Playground
  • Co List Office Phone: 314-353-8888
  • MLS Status: Closed
  • Subdivision Name: Timber Meadows Village
  • Above Grade Finished Sq Ft: 2507
  • Architectural Style: Traditional
  • Carport Y N: No
  • Reso Fireplace Features: Free Standing, Great Room, Masonry, Outside, Raised Hearth, Wood Burning
  • Unit Levels: Two
  • New Construction: No
  • ResoPropertyCondition: Updated/Remodeled
  • Reso Window Features: Blinds, Double Pane Windows, Drapes, Screens, Shutters
  • Financial Info Electric: Other
  • MIS_RoomFlooring: Wood
  • MIS_AboveGradeFinishedAreaSrchSqFt: 2507.00
  • MIS_RoomFlooring: Ceramic Tile
  • MIS_RoomFlooring: Ceramic Tile
  • MIS_RoomFlooring: Wood
  • MIS_RoomFlooring: Ceramic Tile
  • PreviousStatus: Pending
  • MIS_SellerConsiderConcessionYN: 1
  • MIS_RoomFlooring: Wood
  • MIS_RoomFlooring: Carpeting
  • MIS_RoomFlooring: Carpeting
  • MIS_RoomFlooring: Carpeting
  • MIS_RoomFlooring: Ceramic Tile
  • MIS_RoomFlooring: Carpeting
  • MIS_RoomFlooring: Carpeting
  • MIS_RoomFlooring: Carpeting
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Basement: 8 ft + Pour, Bathroom, Partially Finished, Full, Interior Entry, Other, Storage Space, Sump Pump
  • Interior Amenities: Bar, Bidet, Breakfast Bar, Breakfast Room, Built-in Features, Custom Cabinetry, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Speed Internet, Lever Faucets, Open Floorplan, Pantry, Separate Dining, Smart Home, Smart Thermostat, Sound System, Storage, Two Story Entrance Foyer, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Wired for Sound
  • Appliances: Stainless Steel Appliance(s), Electric Cooktop, Dishwasher, Disposal, Dryer, Built-In Freezer, Ice Maker, Microwave, Other, Built-In Electric Oven, Built-In Range, Built-In Refrigerator, Wall Oven, Washer, Gas Water Heater, Water Purifier, Wine Refrigerator
  • Basement YN: Yes
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplaces: 2
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Hardwood
  • MIS_LowerLevelBathroomsFull: 1
  • MIS_LowerLevelBathroomsHalf: 0
  • MIS_LowerLevelBedrooms: 0
  • MIS_MainLevelBathroomsFull: 1
  • MIS_MainLevelBathroomsHalf: 1
  • MIS_UpperLevelBathroomsFull: 1
  • MIS_UpperLevelBathroomsHalf: 0
  • MIS_UpperLevelBedrooms: 3

Exterior Features

  • Fencing: Back Yard, Gate
  • Roof: Shingle
  • Disclosures: Lead Paint, Seller Property Disclosure
  • Home Warranty: No
  • Construction Type: Brick Veneer, Vinyl Siding
  • Exterior Features: Covered Courtyard, Entry Steps/Stairs, Fire Pit, Misting System
  • Foundation Details: Other
  • Other Structures: Clubhouse
  • Patio And Porch Features: Covered, Front Porch, Patio

Garage/Parking

  • Garage Spaces: 3
  • Attached Garage: Yes
  • Attached Garage: Yes
  • Parking Features: Attached, Direct Access, Driveway, Garage, Garage Door Opener, Inside Entrance, Lighted, Workshop in Garage

Utilities

  • Sewer: Public Sewer
  • Cooling: Ceiling Fan(s), Central Air, Electric
  • Heating: Forced Air, Natural Gas, Hot Water
  • Green Building Features: Basement, Bathrooms, Fiber Optic, Fire Alarm, Kitchen Facilities, Lighting, Other, Overhead Door(s), Patio, Security System, Storage, Wi-Fi
  • Utilities: Cable Connected, Electricity Available, Natural Gas Available
  • Water Source: Public

Condo/Co-op/Association

  • Association Fee: 495
  • Association Fee Frequency: Annually
  • Association: Yes

Association/Amenities

  • General Property Information:Association Name: Winghaven

Fee Information

  • Association Fee Includes: Common Area Maintenance, Snow Removal

Schools

  • Elementary School: Crossroads Elem.
  • Junior High Dist: Wentzville R-IV
  • High School: Liberty
  • Middle Or Junior School: Frontier Middle

Lot Info

  • Lot Size Sq Ft: 10018.8
  • Parcel Number: 4-069A-8339-00-0144.0000000

Tax Info

  • Tax Year: 2024
  • Tax Annual Amount: 5132

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Sep 5, 2025
Closed on
Dec 29, 2025
Sold by
Suftko Donald J and Suftko Dana L
Bought by
Moss William T and Moss Jane E
Seller's Agent
Thomas Makowsky
Wood Brothers Realty
Buyer's Agent
Tina Knox
Worth Clark Realty
List Price
$619,000
Views
303

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-1.64%
Original Mortgage
$471,200
Outstanding Balance
$470,748
Interest Rate
6.19%
Mortgage Type
New Conventional
Estimated Equity
$116,112

Purchase Details

Closed on
Nov 15, 2012
Sold by
Chandler Michael D and Chandler Kelly C
Bought by
Suftko Donald J and Suftko Dana L

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
Vantage Homes Inc
Bought by
Chandler Michael D and Chandler Kelly C

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%
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed -- True Title Company
Warranty Deed $279,000 Htc
Warranty Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $471,200 New Conventional
Previous Owner $282,000 Future Advance Clause Open End Mortgage
Previous Owner $192,150 No Value Available
Source: Public Records

Property History

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

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

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Map

Source: MARIS MLS

MLS Number: MIS25059116

MARIS MLS

APN: 4-069A-8339-00-0144.0000000

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