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Laura Lee
REALTOR®

444 Sherwood Drive, Webster Groves, MO 63119

$1,799,000
  • 444 Sherwood Drive, Webster Groves, MO 63119 Main Photo

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Active
BEDS5 BATHS3 full 1 partial SQUARE FEET4,490 MLS#26035926
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONSherwood Forest Blks A Thru C Sherwood SCHOOLWebster Groves

Property Description

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.

444 Sherwood Drive | MLS# 26035926

This single family home located at 444 Sherwood Drive, Webster Groves, MO 63119 is currently listed for sale with an asking price of $1,799,000. This property was built in 1926 and has 5 bedrooms and 3 full and 1 partial baths with 4490 sq. ft. Sherwood Drive is located in the Sherwood Forest Blks A Thru C Sherwood subdivision within the Webster Groves school district. Search Sherwood Forest Blks A Thru C Sherwood real estate on lauralee.redkeystlouis.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Storage Space, Unfinished, Walk-Out Access
Basement: Yes
Cooling: Ceiling Fan(s), Central Air
Garage: 4 car attached
Heating: Forced Air, Natural Gas, Radiant
Home Style: Traditional, Tudor
Lot Size: 0.68 Acres
Taxes: $16,871
Year Built: 1926

Feature Descriptions

Days on Site: 8
Exterior: Brick, Stone
Fireplace: Family Room, Gas Log, Living Room, Masonry
Lot: Gentle Sloping, Landscaped, Many Trees, Near Public Transit, Private, Sprinklers In Front, Sprinklers In Rear
Lot Dimensions: 99 x 297
Parcel#: 23L-24-0215
Parking: Additional Parking, Aggregate, Attached, Garage, Garage Door Opener, Garage Faces Side, Lighted
Sewer: Public Sewer
SQFT. Above Grade: 4490
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Water Connected
Water: Public

Room Sizes

Living Room: 20x15
Dining Room: 17x14
Library: 10x10
Kitchen: 17x15
Breakfast Room: 17x16
Other: 12x11
Family Room: 26x18
Primary Bedroom: 23x15
Bedroom 2: 20x13
Bedroom 3: 14x12
Bedroom 4: 15x14
Bedroom 5: 12x12
Laundry: 14x10

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: Jon Mendelson, REALTORS

Shown By

Agent Name: Laura Lee
Agent Phone: 314.791.6833
Agency Title: RedKey Realty Leaders

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Estimated Payment

$ 11,731.83 per month $9,801.21 Principal & Interest $1,405.92 Property Tax $524.71 Homeowner's Insurance

Change Payment Information

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David Ames, Sales Manager, NMLS #738479

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/24/2026. The listing information on this page last changed on 06/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 06/24/2026 12:30:41 PM EST) or MARIS MLS (last updated Wed 06/24/2026 12:22:29 PM EST). Real estate listings held by brokerage firms other than RedKey Realty Leaders may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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