About This Home

This 5-bedroom, 3-bathroom single family at 1 Oakland Hills Drive in Chesterfield, MO is listed for $569,900 ($196 per sqft). Built in 1963, the home offers 2,914 sqft of living space on a 0.34 acres lot.

Key Features

  • Built in 1963
  • 0.34 acre lot
  • 2 stories
  • 3 parking spaces
  • Fireplace

Property Details

2 stories
3 full
3-car garage
1963

Amenities

FireplaceViewA/C
Listing 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!

Monthly Cost Estimate

$3,547/mo

20% down · 6.5% · 30 years

Principal$412
Interest$2,470
Insurance$166
HOA$499

Estimates only. Actual payments may vary.

Location

1 Oakland Hills Drive

Chesterfield, MO 63017

Four Seasons Sec #1

Features & Amenities

Interior Features

Breakfast RoomCeiling Fan(s)Eat-in KitchenEntrance FoyerOpen FloorplanSeparate DiningStone Counters

Exterior Features

Private Yard

Property Details

Flooring

Tile - CeramicCarpet

Construction

Brick Vinyl Siding

Views

Golf Course

Outdoor Features

PorchDeck

Parking

Off StreetDrivewayOn Street

Heating

Forced AirNatural Gas

Cooling

Ceiling Fan(s)Central AirElectric

Appliances

DishwasherDisposalMicrowaveGas OvenGas RangeWasher/Dryer

Questions & Answers

This 5-bedroom, 3-bathroom single family at 1 Oakland Hills Drive is listed at $569,900 ($196/sqft). The estimated monthly payment is $3,547 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $499/month.

Key features include: Built in 1963, 0.34 acre lot, 2 stories, 3 parking spaces, Fireplace. Interior Features: Breakfast Room, Ceiling Fan(s), Eat-in Kitchen. Exterior Features: Private Yard.

This property is listed by Amy Copeland.

AC

Amy Copeland

Agent at Blondin Group, Inc.

Listed by Blondin Group, Inc. · Broker phone: (636) 841-1741 · View on Broker Site · Broker website

MLS# 26051896· Source: Mid America Regional Information Systems, Inc.· 4 days on PropertySimple

Copyright © 2026 Mid America Regional Information Systems, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1 Oakland Hills Drive, Chesterfield, MO 63017

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