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$559,900

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,259 Sq. Ft.
  • 3 Car Garage
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Welcome to this stunning home in the heart of Winghaven! Offering 4 bedrooms and 2.5 baths, this home features a main-floor primary suite complete with a spacious bath, double-bowl vanities, a separate tub and shower, and a large walk-in closet. The inviting family room boasts a cozy gas fireplace framed by custom built-in shelving. The kitchen and breakfast room feature beautifully refinished hardwood floors, adding warmth and charm to the main living space. A formal dining room finishes off the main level, and just off the breakfast room, a spacious deck offers a perfect place to relax while overlooking the backyard. Upstairs, you'll find a generous second family room-perfect for a kids' hangout or media space-along with three oversized bedrooms, each with its own walk-in closet. Additional highlights include a 3-car garage, brand-new carpet, and fresh interior paint throughout. The home backs to the 13th fairway of the Winghaven golf course, offering privacy with no direct homes behind you. The walkout lower level is unfinished and includes roughed-in plumbing, giving you the opportunity to create the space of your dreams.

Full Property Details for 769 Cypress Knoll Dr

General

  • Price: $559,900
  • HOA FEE: $29/month
  • HOA FEE FREQ.: Annually
  • Taxes: $5,912 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MARIS
  • MLS ID: 25077295
  • Updated: 12/31/2025
  • Added to Site: 57 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Breakfast Bar, Breakfast Room, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Kitchen Island, Open Floorplan, Shower, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas Log
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Microwave, Gas Oven

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main Floor Baths: 2

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Main & Up: 4

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking Features: Driveway, Garage, Garage Door Opener, Garage Faces Front

Location

  • Area: 417 - Wentzville-Liberty
  • County: St. Charles
  • Township: O'Fallon
  • Subdivision: Red Orchard Village
  • Driving Directions: Hwy 364 to Bryan Rd exit, South on Bryan Rd to right on Timber Meadows Rd to left on Cypress Knoll.

School Information

  • High School District: Wentzville R-IV
  • Elementary School: Crossroads Elem.
  • Middle School: Frontier Middle
  • High School: Liberty

Community

  • Assoc. Fees Include: Common Area Maintenance

Heating & Cooling

  • Cooling Type: Ceiling Fan(s), Central Air Conditioning, Dual
  • Heating Type: Dual Fuel/Off Peak, Forced Air, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water Available

Structural Information

  • Architectural Style: Traditional
  • Basement: Yes
  • Basement Desc.: Concrete, Unfinished, Walk-Out Access
  • Square Feet: 3,259
  • Year Built: 2000

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,761.2
  • Lot Size Source: Public Records
  • Lot Dimensions: Lot Acres 0.27
  • Lot Features: Back Yard, Front Yard, On Golf Course

Financial Considerations

  • Association Fee: $350
  • Assoc Fee Freq.: Annually
  • Tax Amount: $5,912
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Private
  • Special Conditions: Standard
  • Documents Avail.: None Available
  • Disclosures/Reports: None
  • Property ID: 4-0036-8115-00-0055.0000000

Listed by Meyer Real Estate

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— 769 Cypress Knoll Dr —

  • Meyer Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 769 Cypress Knoll Dr

School District:Wentzville R-Iv School District
NameGradesDistance
Crossroads Elementary School
7500 Town Square, Dardenne Prairie, MO 63368
K-50.2 mi
Frontier Middle School
9233 Highway Dd, O'Fallon, MO 63368
6-82.4 mi
Liberty High School, Lake Saint Louis, MO
2275 Sommers Road, Lake Saint Louis, MO 63367
9-122.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 769 Cypress Knoll Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/31/2025
Price Reduced
$559,900
-2.61%
MLS
12/16/2025
Price Reduced
$574,900
-2.54%
MLS
11/20/2025
Listed
$589,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 769 Cypress Knoll Dr

Year
Property Taxes
Change
Tax Assessment
Change
2022
$5,494
—
$74,968
—
2021
$5,507
8%
$74,968
12%
2020
$5,098
9%
$66,640
8%
2018
$4,663
-3%
$61,788
-7%
2019
$4,785
3%
$66,640
8%
2017
$4,636
14%
$61,788
19%
2016
$4,076
1%
$52,104
—
2015
$4,016
11%
$52,104
2%
2013
$3,614
—
$51,050
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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Listed by Meyer Real Estate

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769 Cypress Knoll Drive, O'Fallon, MO 63368 (MLS# 25077295) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 769 Cypress Knoll Drive is currently listed for $559,900 and was received on November 20, 2025. Want to learn more about 769 Cypress Knoll Drive? Do you have questions about finding other Single Family real estate for sale in O'Fallon? You can browse all O'Fallon real estate or contact a Coldwell Banker agent to request more information.

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