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591 W Stafford Road, 
Thousand Oaks, CA 91361

$4,995,000


5

Beds


6

Baths


5,864

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Erin And Bob

805-495-1048

Last updated:

September 21, 2026, 11:04 AM

MLS#

226004466

Source:

CRMLS

Company Logo

About This Home

591 W Stafford Road

A rare opportunity to reimagine one of Sherwood's original Classic Homes, perfectly positioned on the 5th fairway of the prestigious Sherwood Country Club front nine. Sweeping views take in ancient oaks, rolling foothills, and dramatic rock outcropping, a setting golf course architect Jack Nicklaus himself once called one of the most naturally beautiful he'd ever designed around.This Southern Colonial estate showcases grand architectural pedigree: six Ionic columns anchor the lower porch and upper balcony, curved double staircases rise to the front entry, and classic white-with-black-shutters styling sits beneath a canopy of oak and magnolia trees. Bring your vision to this timeless property and restore or reimagine its classical elegance for today's living.Double doors open to a soaring entry foyer, leading into a symmetrical floorplan: formal dining to the right, a library to the left, and beyond it a formal living room. The back of the home opens to a spacious family room and breakfast room off the kitchen. One ensuite bedroom is located downstairs with private secondary entrance access--ideal for guests or multigenerational living.Upstairs, the primary suite offers a private balcony, generous bath, and walk-in closet, along with a private back staircase from the garage for added convenience. Three additional ensuite bedrooms surround the curved staircase, and a front balcony spans the full width of the home. Mature landscaping continues throughout, from majestic oaks and magnolias in front to drought-tolerant gardens, roses, DG pathways, and lit seating areas in the back.This gated enclave of roughly 400 homes blends old Hollywood history. The community takes its name from the 1920s film Robin Hood, with world-class amenities, including the Jack Nicklaus-designed 18-hole Sherwood Country Club and the Sherwood Lake Club's par-3 course, both offering pool, tennis, fitness, and fine dining. Lake Sherwood itself spans 155 acres for boating, fishing, and swimming. Just 35 miles from Los Angeles, Sherwood has long attracted entertainment icons, sports figures, and industry leaders drawn to its unmatched privacy and natural beauty.

Home Facts

Single Family

6 Baths

5 Bedrooms

Built in 1995

Price Summary

4,995,000

$851 per Sq. Ft.

MLS #:

226004466

Last Updated:

September 21, 2026, 11:04 AM

Added:

3 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

5

Interior

Living Area:

5,864 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial, Traditional

Building Area:

5,864 Sq. Ft.

Year Built:

1995


Lot

Lot Size (Sq. Ft):

21,780


Finances & Disclosures

Finances

Price:

$4,995,000

Price per Sq. Ft:

$851 per Sq. Ft.

Source:CRMLS
The information being provided by California Regional MLS (Southern California) is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the California Regional MLS (Southern California). Coldwell Banker Realty is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Realty, a broker participant of California Regional MLS (Southern California). This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by California Regional MLS (Southern California) and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2021 California Regional MLS (Southern California). All rights reserved.

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Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.