591 W Stafford Road, Thousand Oaks, CA 91361 (MLS # 226004466)

Price $4,995,000
Status Active
Beds 5
Baths 5.5 Baths
Home size 5,864 sqft
Lot Size 21,780 sqft
Days on Market 2
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.
Property Type(s): Single Family
Last Updated 9/18/2026 Year Built 1995
Community WV - Westlake Village Garage Spaces 4.0
County Ventura

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Double Oven, Freezer, Gas Cooktop, Microwave, Refrigerator, Vented Exhaust Fan
AREA WV - Westlake Village
CONSTRUCTION Stucco
FIREPLACE Yes
GARAGE Yes
HEAT Central, Natural Gas
HOA DUES 2458|Quarterly
LOT 0.5 acre(s)
LOT DESCRIPTION On Golf Course
LOT DIMENSIONS 21780
PARKING Direct Access, Garage
SEWER Public Sewer
STORIES 2
STYLE Colonial, Traditional
VIEW Yes
VIEW DESCRIPTION Golf Course, Mountain(s), Panoramic

Location

 

Contact us about this Property

 / 
We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Dave Wallace to contact you even if your name is on a Federal or State "Do not call List".

Listed with Coldwell Banker Realty

The information being provided by Conejo Simi Moorpark Association of REALTORS® (“CSMAR”) is for the visitor's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. Any information relating to a property referenced on this web site comes from the Internet Data Exchange (“IDX”) program of CSMAR. 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. Any information relating to a property, regardless of source, including but not limited to 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 CSMAR and is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited.

This IDX solution is (c) Diverse Solutions 2026.

Email a Friend