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Back 105 Shady Valley Drive
Off Market

105 Shady Valley Drive

Chesterfield MO 63017

4
4
2
3063 sq. ft.
50529.6 sq. ft.
Single-Family
Catherine O'NeillCatherine O'Neill, last sold this property on 15 September 2026 after 30 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
3063 sq. ft. floor area
50529.6 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Chesterfield over the last 12 months, the estimated median property value of 105 Shady Valley Drive is $555k.

Median value
$555k
Estimated value range
$415k - $909.5k
Median days on market
9
Estimated value trend
-2%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Chesterfield. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 105 Shady Valley Drive

2026
Sold
Undisclosed
15 Sep 2026 by Catherine O'Neill

Happy sellers in Chesterfield

94%
94% of sellers in Chesterfield reported that their sale price either exceeded or met their price expectations.

Chesterfield stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Chesterfield over the last 12 months.

Local market activity for 4 bedroom single-family properties in Chesterfield

In the last 12 months, 226 four-bedroom single-family properties similar to 105 Shady Valley Drive, have been sold.

This represents a 5% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Chesterfield

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Nancy Prost

Nancy Prost is a recommended agent for Chesterfield.  They have collected 2 local reviews across the last 12 months.

  •   5   (2 reviews)
  •  2 Reviews in Chesterfield
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Julia Bakewell

Julia Bakewell is a recommended agent for Chesterfield.  They have 5 local sales and collected 1 local review across the last 12 months.

  •   5   (1 review)
  •  1 Review in Chesterfield
  •  5 Sales in Chesterfield
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Alicia Metzger

Alicia Metzger is a recommended agent for Chesterfield.  They have 3 local sales and collected 1 local review across the last 12 months.

  •   5   (2 reviews)
  •  1 Review in Chesterfield
  •  3 Sales in Chesterfield
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Shari Whay

Shari Whay is a recommended agent for Chesterfield.  They have 3 local sales and collected 1 local review across the last 12 months.

  •   5   (6 reviews)
  •  1 Review in Chesterfield
  •  3 Sales in Chesterfield
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