Commercial & Investment Real Estate Specialists
444 Sherwood Drive
Webster Groves, MO, 63119
$1,799,000
5 Beds
4 Baths
4,490 SqFt
0.68 Acres
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MLS #MIS26035926 image #0
This exceptional Sherwood Forest residence celebrated its 100th year in 2026. Carefully maintained and thoughtfully updated by the current owners over the past 51 years, it combines original architectural character with modern functionality.
Many of the home’s original details and finishes remain intact, while a substantial addition enhances both its livability and scale. Set on more than half an acre of beautifully landscaped grounds, the property offers a private and impressive setting.
Notable features include a welcoming entry with a custom stone floor, formal living and dining rooms, an expansive family room with a gas fireplace and French doors leading to a private stone patio, and a spacious eat-in kitchen with direct access to the outdoor living area. The primary suite includes a custom ensuite bath, generous built-ins, and a walk-in closet.
Additional highlights include an elevator serving the garage, main floor, and second floor, an aggregate driveway, and a four-car tuck-under garage.
A property of this caliber is best appreciated in person.

Property Details

Price:
$1,799,000
MLS #:
MIS26035926
Status:
Pending
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Sherwood Forest Blks A Thru C & Sherwood
Neighborhood:
256webstergroves
Listed Date:
Jun 23, 2026
Finished Sq Ft:
4,490
Lot Size:
29,403 sqft / 0.68 acres (approx)
Year Built:
1926
256 – Webster Groves256webstergrovesSherwood Forest Blks A Thru C & SherwoodWebster GrovesClark Elem.Hixson MiddleWebster Groves High

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Schools

School District:
Webster Groves
Elementary School:
Clark Elem.
Middle School:
Hixson Middle
High School:
Webster Groves High

Interior

Above Grade Finished Area
4490
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Central Air
Fireplaces Total
2
Flooring
Carpet, Ceramic Tile, Stone, Wood
Heating
Forced Air, Natural Gas, Radiant
Levels
Two

Exterior

Architectural Style
Traditional, Tudor
Attached Garage YN
1
Construction Materials
Brick, Stone
Fencing
Back Yard
Garage Spaces
4
Lot Features
Gentle Sloping, Landscaped, Many Trees, Near Public Transit, Private, Sprinklers In Front, Sprinklers In Rear
Parking Features
Additional Parking, Aggregate, Attached, Garage, Garage Door Opener, Garage Faces Side, Lighted

Financial

Tax Year
2025
Taxes
$16,871

Map

Community

Market Summary

Current real estate data for Single Family in Webster Groves as of Aug 06, 2026
45
Single Family Listed
30
Avg DOM
262
Avg $ / SqFt
$591,820
Avg List Price

Property Summary

    Located in the Sherwood Forest Blks A Thru C & Sherwood subdivision, 444 Sherwood Drive Webster Groves MO is a Single Family for sale in Webster Groves, MO, 63119. It is listed for $1,799,000 and features 5 beds, 4 baths, and has approximately 4,490 square feet of living space, and was originally constructed in 1926. The current price per square foot is $401. The average price per square foot for Single Family listings in Webster Groves is $262. The average listing price for Single Family in Webster Groves is $591,820. To schedule a showing of MLS#mis26035926 at 444 Sherwood Drive in Webster Groves, MO, contact your Realty Exchange agent at (314) 647-2220.

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