$1,799,000
444 Sherwood Drive
Webster Groves, MO, 63119
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.
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
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
Kahn & Busk Real Estate Partners have earned the top team spot at Coldwell Banker Premier Group for several years in a row! We are dedicated to helping our clients with all of their residential real estate needs. Whether you are a first time buyer or looking to downsize, we can help you with buying your next home and selling your current house. We have over 25 years of experience in the real estate industry in Eureka, St. Louis and surrounding areas.
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Current real estate data for Single Family in Webster Groves as of Jul 09, 2026
41
Single Family Listed
29
Avg DOM
267
Avg $ / SqFt
$678,749
Avg List Price
Community
- Address444 Sherwood Drive Webster Groves MO
- SubdivisionSherwood Forest Blks A Thru C & Sherwood
- CityWebster Groves
- CountySt. Louis
- Zip Code63119
Subdivisions in Webster Groves
- Angelica P Lockwoods Farm
- Brentwood
- Cheshire 2
- Clarks Add To Tuxedo Park
- Fairview Park
- Glendale Heights
- Goodall Manor Condo
- Grant – Wood
- Grant Ridge
- Hawken Condo Ph J
- Hawken Condo Ph K
- Henry Yaeger Sub
- John E Smith
- Josephine Place
- Mary Gore
- Mentor Place
- Moellenhoff Place
- Mueck Terrace
- Murdock Farm
- Nagel Court
- New Helfenstein Park
- Oak Grove Add To Webster
- Old Orchard Park
- Orchard Knolls
- Pasadena Webster
- Sherwood Forest 2nd Amd
- Sherwood Forest Blks A Thru C & Sherwood
- Stark Place
- Town Of Fairview
- Tuxedo Park
- Washington Park
- Watsons Add To Webster Groves
- Webster Hills
- Webster Park
- Webster Park Blk E Resub
- Webster Place
- Webster Woods 3
- White Oak Condo
- Wildwood Park
- Woodland View
- Yorkshire 4
- Yorkshire Hills 6
- Zeta Dell
Similar Listings Nearby
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 $267. The average listing price for Single Family in Webster Groves is $678,749.

Copyright 2026. All rights reserved.
444 Sherwood Drive
Webster Groves, MO



