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105 Shady Valley Drive, Chesterfield, MO, 63017

A rare mid-century modern masterpiece on over an acre in River Bend Estates, this 1968 architectural jewel offers 4 bedrooms, 3.5 bathrooms, and 3,063 square feet of organic design, lovingly preserved by just three owners in nearly six decades. A stunning original wood front door leads into a dramatic entry foyer, opening to a sunlit floor plan anchored by a magnificent two-sided brick fireplace that warms both the formal living and family rooms. Complete with classic parquet wood floors, built-in MCM shelving, and massive windows framing treetop views, every corner honors its iconic heritage. The home flows naturally toward a sunlit breakfast room, which opens to a serene screened porch for seamless outdoor dining. Designed for ultimate flexibility, the layout features dual primary suites—one on the main level opening directly to the private outdoor grounds, and a second-level retreat with a dedicated sitting area and a balcony. Key infrastructure updates like a newer roof (2022) and high-efficiency HVAC provide peace of mind, leaving you free to customize the remaining spaces to your personal style. The flat acre+ lot backs to woods creating an exceptionally private space that features a sprawling brick patio made for entertaining. A partially finished basement ready for a gym or media room, main-level laundry, and an oversized two-car garage round out this amazing home. Located in the highly sought-after River Bend neighborhood where a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities quickly make friends of neighbors, this home is as welcoming as it is historic.

Subdivision: River Bend Estates 1

List Price

$ 549,000

Status

Coming Soon

Days on market

0

MLS#

26045473

Bedrooms

4

Full baths

4

Sq. Ft. Above

3,063

Subdivision

River Bend Estates 1

Municipality

Chesterfield

School District

Parkway C-2

County

St Louis

Property Type

Residential

Style

Modern

Type

Residential

Additional Information

Property Tax (2025)

$6,810

Upcoming Open House

Sunday, Aug 16
1:00 PM – 3:00 PM CT
Please wear shoe covering or remove shoes when touring the home. Thank you!

Recent Nearby Sales in 63017

Last 6 closed homes in this zip.

Address Bd/Ba SqFt List Sold Closed
15049 Claymoor Court, 13, Chesterfield, MO 63017 2/2 1,735 $285,000 $270,000
94.7% of ask
Aug 14, 2026
45 Orange Hills Drive, Chesterfield, MO 63017 4/3 1,800 $565,000 $592,500
104.9% of ask
Aug 13, 2026
1567 Yarmouth Point Drive, Chesterfield, MO 63017 4/3 3,399 $650,000 $640,000
98.5% of ask
Aug 13, 2026
14809 Sycamore Manor Court, Chesterfield, MO 63017 4/3 2,560 $634,900 $665,000
104.7% of ask
Aug 12, 2026
13815 olive Boulevard, Chesterfield, MO 63017 3/2 2,171 $2,995 $2,800
93.5% of ask
Aug 12, 2026
1350 Conway Oaks Drive, Chesterfield, MO 63017 4/4 2,354 $725,000 $735,000
101.4% of ask
Aug 11, 2026

Price & Listing History

Listed for sale
Aug 12, 2026 at $549,000
Current status: Coming Soon
As of Aug 12, 2026 · $549,000

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