591 W Stafford Road, Thousand Oaks, CA 91361

$4,995,000

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 5,864 Lot Size (sq. ft.): 21,780 Status: Pending

Current Price: $4,995,000 List Date: 9/18/2026 Last Modified: 10/06/2026

Overview

Description

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 br ... (Read more) 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.

Listing Details MLS# 226004466

General Property Information

Baths Full: 5
Baths 1/2: Yes
Living Area: 5864
Lot Size Acres: 0.5
Lot Size Square Feet: 21780
Year Built: 1995
Property Attached: No
Baths - 1/4: 0
ADU Y/N: No

Property Features

Land Lease Type: Fee Simple Special Conditions: Standard Terms: Cash; Cash to New Loan Possession: Close of Escrow Lot Description: Gated Community Lot Location: On Golf Course View Type: Golf Course View; Mountain View; Panoramic View Front of House Faces: House Faces East Disclosures: None Community Features: Community Boat Ramp; Community Dock; Golf Course in Development Building Style: Colonial; Traditional Levels: Two Entry Location: Main Level Appliances: Dishwasher; Freezer; Garbage Disposal; Refrigerator; Vented Exhaust Fan Cooking Appliances: Built-Ins; Cooktop - Gas; Double Oven; Microwave Kitchen Features: Ceramic Counters; Granite Counters; Island; Open to Family Room Eating Areas: Breakfast Nook Bedroom Features: Main Floor Bedroom Exterior Construction: Stucco; Wood Foundation: Concrete Slab Flooring: Carpet; Ceramic Tile Heating Type: Central Furnace Heating Fuel: Natural Gas Fireplace Location: Family Room; Primary Bedroom Fireplace Features: Other Fireplace Fuel: Gas Rooms: Library; Office Interior Features: 2 Staircases Laundry Locations: Individual Room Security Safety: 24 Hour Roofing: Tile Sewer: In Street; Public Sewer Parking Type: Garage HOA 1 Frequency: Quarterly Association Amenities: Lake or Pond

Listing Location and Property Info

Listing Contract Date: 2026-09-18
Property Sub Type: Single Family Residence
Street #: 591
Street Direction Prefix: W
Street Name: Stafford
Street Suffix: Road
County: Ventura
State: CA
Postal Code: 91361
Parcel Number: 6950270095
MLS Area: WV - Westlake Village
Country: US

Property Info

Stories: 2
Entry Floor Number: Yes
Pool: No
Spa: No
Fireplace: Yes
Senior Community: No

Status Change Info

Purchase Contract Date: 2026-10-05

HOA Information

HOA: Yes
HOA Fee 1: 2458

More Information

Listing, Location and Property Info

Zip + 4: 5077

Other Property Features

High Ceilings 9+ Ft: Yes

Flooring

Wood/Wood Like: Yes

Cooling Type

Central A/C: Yes

Water

District/Public: Yes

Parking Features

Direct Access: Yes

Association Amenities

Greenbelt/Park: Yes

Listing Office: Coldwell Banker Realty

Listing Agent: Erin and Bob
805-870-2002 | offers@erinandbob.com

Agent Email: offers@erinandbob.com

Last Updated: October - 06 - 2026

Based on information from the CSMAR Multiple Listing as of [date the AOR/MLS data was obtained]. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.