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 Details
Price:
$4,995,000
MLS #:
226004466
Status:
Active Under Contract
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
wvwestlakevillage
Listed Date:
Oct 1, 2026
Finished Sq Ft:
5,864
Lot Size:
21,780 sqft / 0.50 acres (approx)
Year Built:
1995
See this Listing
Schools
Interior
Appliances
DW, FZ, GD, MW, RF, GAS, DO, VEF
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
WOOD, CARP
Heating
GAS, CF
Interior Features
_2STR
Laundry Features
IR
Levels
U
Exterior
Architectural Style
COL, TRD
Common Walls
NCW
Construction Materials
STC
Direction Faces
E
Garage Spaces
4
Parking Spots
4
Parking Total
4
Roof
TLE
Security Features
_24HR, GG
View
GC, MT, PA
Financial
HOA Fee
$2,458
HOA Fee Frequency
QTR
Map
Community
- Address591 W Stafford RD Thousand Oaks CA
- CityThousand Oaks
- CountyVentura
- Zip Code91361
Subdivisions in Thousand Oaks
- Aldea/Dos Vientos – 208 – 208
- Camelot 595
- Carlisle Road-767 – 767
- Carriage Square Estates-561 – 561
- Casa De Oaks-604 – 604
- Chanteclair-603 – 603
- Conejo Country Homes 500
- Conejo Hills 302
- Conejo Hills-302 – 1002562
- Conejo Oaks 502
- Eagleridge 612
- Eagleridge-612 – 612
- Greenridge 306
- Greenwich Village 589
- Hillview 512
- Horizon Hills 307
- Horizon Hills-307 – 307
- Kevington-513 – 513
- Lake Sherwood-762 – 762
- Los Robles Fairways Estate-379 – 1004112
- Los Robles Hills-621 – 621
- Los Robles Townhomes 332
- Lynn Estates 310
- Lynn Ranch 312
- Lynn Ranch-312 – 1002772
- LynnBrooke-380 – 1004152
- Meadow Wood-610 – 1005712
- Monte Sereno 372
- Northwood Townhomes I-516 – 1005282
- Oakbrook Terrace-541 – 541
- Oakbrook Townhomes – 518 – 1005302
- Oaknoll Villas 314
- Oaknoll Villas-314 – 1002792
- Old Meadows-522 – 522
- Parkview Estates-588
- Racquet Club Villas-317 – 1002862
- Rolling Oaks-525 – 525
- Shadow Oaks 318
- Sherwood Country Estates-782 – 782
- Sunset Hills 530
- Unknown-999
- Ventu Villa Mobile Home-178 – 1000952
- Verdigris 614
- Westlake Vistas-635 – 635
- Wildwood – 3936
- Wildwood 323
- Wildwood Condos 333
- Wildwood Condos-333 – 1003202
- Woodridge Estates-630 – 1005862
Market Summary
Current real estate data for Single Family in Thousand Oaks as of Oct 05, 2026
297
Single Family Listed
67
Avg DOM
432
Avg $ / SqFt
$1,474,758
Avg List Price
Property Summary
- 591 W Stafford RD Thousand Oaks CA is a Single Family for sale in Thousand Oaks, CA, 91361. It is listed for $4,995,000 and features 5 beds, 6 baths, and has approximately 5,864 square feet of living space, and was originally constructed in 1995. The current price per square foot is $852. The average price per square foot for Single Family listings in Thousand Oaks is $432. The average listing price for Single Family in Thousand Oaks is $1,474,758.
Similar Listings Nearby
591 W Stafford RD
Thousand Oaks, CA


