591 W Stafford Road, Thousand Oaks, Residential

$ 4,995,000

Overview

  • Updated On:
  • September 18, 2026
  • Property ID
  • 1225591
  • 0.50 ft2
  • 5 Bedrooms
  • 5 Bathrooms
  • 5,864.00 ft2

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 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.

Address: 591 W Stafford Road
State/County:
Zip: 91361
Country: United States

Property Id: 1225591
Price: $ 4,995,000
Property Size: 5,864.00 ft2
Property Lot Size: 0.50 ft2
Bedrooms: 5
Bathrooms: 5
Architectural Style: Colonial, Traditional
Association Amenities: Lake or Pond
Association Fee: 2458
Association Name: Sherwood Valley HOA
Bathorroms Full: 5
Bathrooms Half: 1
Common Wall: No Common Walls
Construction Materials: Stucco
Contract Status Change Date: 2026-09-18
Cooling: Central Air
Direction Faces: East
Entry Level: 1
Entry Location: Main Level
Fireplace Features: Family Room, Gas, Living Room, Primary Bedroom
Flooring: Carpet, Wood
Garage Spaces: 4
Heating: Central, Natural Gas
Laundry Features: Laundry Room
Levels: Two
List Agent AOR: Conejo
List Agent Direct Phone: (805) 870-2002
List Agent Email: offers@erinandbob.com
List Agent Name: Erin and Bob
List Agent MLS ID: VCR-C159095017
List office AOR: Conejo
List office Email: tony.papillo@camoves.com
List office MLS ID: VCR-CB3050001
List office Phone: (805) 495-1048
Listing Contract Date: 2026-09-18
Listing ID: 226004466
Listing Service: Full Service
Listing Terms: Cash, Cash to New Loan
Living Area Source: Public Records
Lot Features: On Golf Course
Lot Size Area: 21780
Lot Size Source: Public Records
Lot Size Square Feet: 21780
Lot Size Units: Square Feet
MLS Area Major: WV - Westlake Village
MLS Status: Active
On Market Date: 2026-09-18
Original List Price: 4995000
Parcel Number: 6950270095
Parking Features: Direct Access, Garage
Parking Total: 4
Photos Count: 92
Possession: Close Of Escrow
Postal City: WESTLAKE VILLAGE
Postal Code Plus 4: 5077
Roof: Tile
Security Features: Gated with Guard, 24 Hour Security
Sewer: Public Sewer
State or Province: CA
Stories: 2
Stories Total: 2
Street Dir Prefix: W
Street Name: Stafford
Street Number: 591
Street Suffix: Road
View: Golf Course, Mountain(s), Panoramic
Year Built: 1995
Zoning: MULT

Other Features
Bedroom on Main Level
Breakfast Area
Dishwasher
Disposal
Double Oven
Freezer
Gas Cooking
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Home Owners Association
Microwave
Multiple Staircases
Refrigerator
Spa
Vented Exhaust Fan

$ 29,161.16
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 23,958.04

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