Single Family for Sale: 1 Oakland Hills Drive, Chesterfield, MO 63017

5 beds
3 full baths
2,914 sqft
$569,900
$569,900
1 Oakland Hills Drive, Chesterfield, MO 63017
5 beds
3 full baths
2,914 sqft
$569,900
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Price:
$569,900
$10,100 - 09/08/2026
Est. payment: Skip to Mortgage Calculator

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Type Single Family
Style 2 Story
Beds 5
Baths 3 full baths
Total Living Area 2,914 sqft
Square Footage 2,914 sqft
Garage Spaces 3
Lot Size 0.34 acres
Year Built 1963
Assoc Fee $499
Assoc Fee Paid Annually
Taxes Paid $4,849
City Chesterfield
County St. Louis
School District Parkway C-2
Subdivision Four Seasons Sec #1
MLS 26051896
Status Active Under Contract
DOM 14 days
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!

Room Features

Basement Description Storage Space, 8 ft + Pour, Full

Lot & Building Features

Appliances Gas Oven, Washer/Dryer, Gas Range, Disposal, Microwave, Dishwasher
Architecture Other, Traditional
Assoc Fee $499
Assoc Fee Paid Annually
Construction Brick, Vinyl Siding
Cooling Electric, Ceiling Fan(s), Central Air
Heating Natural Gas, Forced Air
Interior Decor Stone Counters, Breakfast Room, Entrance Foyer, Separate Dining, Eat-in Kitchen, Open Floorplan, Ceiling Fan(s)
Parking Description On Street, Concrete, Off Street, Driveway, Attached
Sewer Public Sewer
Tax Year 2025
Taxes Paid $4,849
Water Public
Windows And Doors Wood Frames, Window Coverings, Window Treatments, Blinds
Fireplaces 1

Community and Schools

Elementary School River Bend Elem.
Junior High School Central Middle
Senior High School Parkway Central High

Price History of 1 Oakland Hills Drive, Chesterfield, MO

Date Name Price Difference
09/08/2026 Price Adjustment $569,900 1.74%
08/28/2026 Listing Price $580,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

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Map of 1 Oakland Hills Drive, Chesterfield, MO

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Photo of Melissa Thomas
Melissa Thomas
SALES ADVISOR
Direct: 314-484-0441
Office
185 B West Hwy D
Wentzville, MO 63385
636-398-5770
Listed by Blondin Group, Inc, Amy Copeland
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0.85085102649588%
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1 Oakland Hills Drive (MLS #26051896) is a 2 story single family home located in Chesterfield, MO. This single family home is 2,914 sqft and on a lot of 14,880 sqft (or 0.34 acres) with 5 bedrooms and 3 baths. This property was listed on 08/21/2026 and has been priced for sale at $569,900.

Nearby zip codes are 63011, 63043, 63131, 63141 and 63146. This property neighbors other cities such as Ballwin, Creve Coeur, Maryland Heights, St Louis and Town And Country.

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Listing information courtesy of: Blondin Real Estate

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