Single Family for Sale: 105 Shady Valley Drive, Chesterfield, MO 63017

4 beds
3 full, 1 half baths
3,063 sqft
$549,000
$549,000
105 Shady Valley Drive, Chesterfield, MO 63017
4 beds
3 full, 1 half baths
3,063 sqft
$549,000
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Price:
$549,000

Type Single Family
Style 2 Story
Beds 4
Baths 3 full, 1 half baths
Total Living Area 3,063 sqft
Square Footage 3,063 sqft
Garage Spaces 2
Lot Size 1.16 acres
Year Built 1960
Assoc Fee $202
Assoc Fee Paid Annually
Taxes Paid $6,810

City Chesterfield
County St. Louis
School District Parkway C-2
Subdivision River Bend Estates 1

MLS 26045473
Status Active Under Contract
DOM 23 days
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.

Room Features

Basement Description Partial

Lot & Building Features

Appliances Free-Standing Electric Range, Disposal, Dishwasher
Architecture Modern
Assoc Fee $202
Assoc Fee Paid Annually
Construction Vertical Siding, Cedar, Wood Siding, Frame, Brick
Cooling Central Air
Heating Forced Air
Interior Decor In-Law Floorplan, Beamed Ceilings, Laminate Counters, Workshop/Hobby Area, Storage, Vaulted Ceiling(s), Breakfast Room, Entrance Foyer, Separate Dining, Walk-In Closet(s), Ceiling Fan(s)
Parking Description Asphalt, Garage Faces Front, Driveway, Garage Door Opener, Attached, Garage
Sewer Public Sewer
Tax Year 2025
Taxes Paid $6,810
Water Public
Fireplaces 2

Community and Schools

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

Price History of 105 Shady Valley Drive, Chesterfield, MO

Date Name Price Difference
08/16/2026 Listing Price $549,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Comparable Properties Sold Near By

Low
$575,000
$191 / sqft
Average
$613,333
$207 / sqft
High
$660,000
$215 / sqft

Address City Zip Beds Baths Price Sq. Ft. $/SQFT Sold Date
This Listing Chesterfield 63017 4 4.0 $549,000 3,063 $179 N/A
1854 Elmira Court St Louis 63146 4 4.0 $575,000 3,004 $191 08/28/2025
12933 Walnutway Terrace Unincorporated 63146 5 4.0 $610,000 2,874 $212 09/02/2025
385 Greentrails Drive Chesterfield 63017 4 4.0 $660,000 3,072 $215 10/02/2025
14245 Cypress Hill Drive Chesterfield 63017 4 4.0 $620,000 2,984 $208 02/12/2026
14065 Boxford Court Chesterfield 63017 4 4.0 $595,000 3,002 $198 03/18/2026
12700 Corum Way Drive Creve Coeur 63141 4 4.0 $620,000 2,877 $216 06/18/2026

Map of 105 Shady Valley Drive, Chesterfield, MO

Location Map Street View
Photo of Parks Family Team
Direct: 314-704-3092
Office
12620 Lamplighter Sq Shpg Ctr
Saint Louis, MO 63128
314-714-1100
Listed by EXP Realty, LLC, Catherine O'Neill & Andrea Sanders
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20%
1.2404371584699%
6.75%
$
$
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Principal & Interest
Monthly Taxes
Monthly HOA
Monthly Home Ins.
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105 Shady Valley Drive (MLS #26045473) is a 2 story single family home located in Chesterfield, MO. This single family home is 3,063 sqft and on a lot of 50,530 sqft (or 1.16 acres) with 4 bedrooms and 4 baths. This property was listed on 08/12/2026 and has been priced for sale at $549,000.

The 4 bedroom single family home at 14245 Cypress Hill Drive in Chesterfield is nearby and sold for $620,000 on 02/12/2026. Another nearby 4 bedroom single family home, 14065 Boxford Court in Chesterfield sold for $595,000 on 03/18/2026.

Nearby zip codes are 63043, 63131, 63141, 63146 and 63303. This property neighbors other cities such as Creve Coeur, Maryland Heights, St Charles, St Louis and Town And Country.

Maris

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information courtesy of: EXP Realty, LLC

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