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$569,900
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Property Description
Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today's buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you'll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views-an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!
Full Property Details
Full Property Details for 1 Oakland Hills Dr
General
- Price: $569,900
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $4,849 (2025)
- Status: Under Contract
- Type: Single Family
- Source: MARIS
- MLS ID: 26051896
- Updated: 9/10/2026
- Added to Site: 44 day(s) ago
Interior
- Number of Rooms: 13
- Interior Features: Breakfast Room, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Open Floorplan, Separate Dining, Stone Counters
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Gas
- Appliances: Dishwasher, Disposal, Microwave, Gas Oven, Gas Range, Washer/Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Main Floor Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Main & Up: 5
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking Features: Attached, Concrete, Driveway, Off Street, On Street
Location
- Area: 167 - Parkway Central
- County: St. Louis
- Township: Chesterfield
- Subdivision: Four Seasons Sec #1
- Cross Streets: Broadmoor Drive
- Driving Directions: GPS friendly address
School Information
- High School District: Parkway C-2
- Elementary School: River Bend Elem.
- Middle School: Central Middle
- High School: Parkway Central High
Community
- Assoc. Fees Include: Insurance, Common Area Maintenance, Management, Snow Removal
Heating & Cooling
- Cooling Type: Ceiling Fan(s), Central Air Conditioning, Electric
- Heating Type: Forced Air, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Structural Information
- Architectural Style: Other, Traditional
- Basement: Yes
- Basement Desc.: Poured Cement (8 Feet or More), Full, Storage Space
- Roof: Architectural Shingle
- Square Feet: 2,914
- Year Built: 1963
Additional Structures
- Other Structures: None
Lot Features
- Lot Size (Acres): 0.3416
- Lot Size (Sq. Ft.): 14,880.1
- Lot Size Source: Public Records
- Lot Dimensions: 103 x 101 x 101 x 24 x 18 x 34 x 83
- Street/Road Desc.: Concrete
- Lot Features: Back Yard, Corner Lot, Few Trees, Front Yard, Level, Near Golf Course
Financial Considerations
- Association Fee: $499
- Assoc Fee Freq.: Annually
- Tax Amount: $4,849
- Tax Year: 2025
Disclosures and Reports
- Ownership: Private
- Special Conditions: Standard
- Documents Avail.: Lead Based Paint
- Legal Description: FOUR SEASONS SEC #1 LOT 1
- Disclosures/Reports: Flood Plain No, Seller Property Disclosure
- Property ID: 16Q-22-0041
Listed by Blondin Group, Inc
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Schools
Schools serving 1 Oakland Hills Dr
School District:Parkway School District
| Name | Grades | Distance |
|---|---|---|
River Bend Elementary School 224 River Valley Drive, Chesterfield, MO 63017 | K-5 | 0.5 mi |
Parkway Central Middle School 471 North Woods Mill Road, Town and Country, MO 63017 | 6-8 | 0.6 mi |
Parkway Central High School 369 North Woods Mill Road, Chesterfield, MO 63017 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1 Oakland Hills Dr
Date
Details
Price
Change
Source
9/08/2026
Price Reduced
$569,900
-1.74%
MLS
8/28/2026
Listed
$580,000
—
MLS
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
Tax History for 1 Oakland Hills Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,849
-1%
$77,520
—
2024
$4,891
—
$77,520
5%
2024
$4,891
4%
$73,910
—
2023
$4,691
7%
$73,910
17%
2022
$4,372
—
$63,060
—
2021
$4,382
—
$63,060
-1%
2021
$4,382
-3%
$63,930
—
2019
$4,523
8%
$63,930
16%
2018
$4,205
3%
$55,100
—
2017
$4,091
9%
$55,100
15%
2016
$3,741
-2%
$47,860
—
2015
$3,807
-3%
$47,860
-7%
2013
$3,919
—
$51,670
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1 Oakland Hills Dr
1 Oakland Hills Drive, Chesterfield, MO 63017 (MLS# 26051896) is a Single Family property with 5 bedrooms and 3 full bathrooms. 1 Oakland Hills Drive is currently listed for $569,900 and was received on August 28, 2026. Want to learn more about 1 Oakland Hills Drive? Do you have questions about finding other Single Family real estate for sale in Chesterfield? You can browse all Chesterfield real estate or contact a Coldwell Banker agent to request more information.

