591 W Stafford Rd , Thousand Oaks, CA 91361
$4,995,000
Est. Payment: $27,414.43/mo
5 Bed
6 Bath
5864 Sqft
0.5 Acres
Status: Active Under Contract | Days on site: 13
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House 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.

Highlights

Listed by Erin and Bob , (805) 870-2002 Coldwell Banker Realty , (805) 495-1048. CRMLS/Multi-Regional MLS mls logo

Property Type

Residential

Lot/Acreage
0.5

HOA Fee

614.5 Monthly

Year Built

1995

County

Ventura

Area

WV - Westlake Village

Listing ID

226004466

Questions about this listing?

Contact Agent

Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:5
  • ▪ Bathrooms:6
  • ▪ Full Bathrooms:5
  • ▪ 1/2 Bathrooms:1
Appliances:Double Oven, Dishwasher, Freezer, Gas Cooking, Disposal, Microwave, Refrigerator, Vented Exhaust Fan
Air Cond:Central Air
Fireplaces:Family Room,Gas,Living Room,Primary Bedroom
Floor:Carpet,Wood
Other:
  • ▪ Additional:Breakfast Area, Multiple Staircases, Bedroom on Main Level

Exterior Features

Lot:On Golf Course,No Land Lease
Garage Capacity:4
Zoning:MULT
Roof:Tile
Others:
  • ▪ Additional:Stucco
Sewer:Public Sewer
Parking Features:Direct Access,Garage
Principal Interest
$27,414
Taxes
$3,184
HOA
$615

Home Price

$4,995,000

Loan Details

30 yrs
7.307%

Down Payment

20%
$999,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$27,414.43

Principal

Taxes

HOA

Principal Taxes HOA Total
Monthly $27,414.43 $3,184.31 $614.50 $31,213.24
Yearly $328,973.11 $38,211.75 $7,374.00 $374,558.86
Total $9,869,193.43 $1,146,352.50 $221,220.00 $11,236,765.93

Today's Rates

30 Year

7.31%

20 Year

7.2%

15 Year

6.65%

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Market insight data is pulled from the same city as the listing being viewed (Thousand Oaks, CA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Based on information from California Regional Multiple Listing Service, Inc. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. All properties are subject to prior sale, change or withdrawal.

IDX service by Blueroof 360

Data last updated: 2026-10-03T23:12:51.000Z

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