$1,650,000
251 S Skyline DR
Thousand Oaks, CA, 91361
Welcome to this one-of-a-kind custom Mediterranean-style hillside retreat, offering 2,800 square feet of beautifully designed living space, privately nestled on an expansive .34-acre lot in a secluded enclave of Thousand Oaks–where timeless architecture, serene surroundings, and breathtaking views come together. Elevated above it all, the home captures sweeping vistas of rolling hills, city lights, and surrounding mountains, offering a true sense of privacy and escape.Inside, the inviting living room is anchored by soaring volume ceilings and a dramatic stone fireplace, creating a warm yet grand setting for everyday living and entertaining. The gourmet eat-in kitchen is thoughtfully designed with an abundance of maple cabinetry, granite countertops, elegant marble herringbone backsplash, convenient breakfast bar, a spacious pantry, and seamless flow into the heart of the home. A formal dining room showcases voluminous ceilings and gorgeous hillside views, making it ideal for memorable gatherings.The primary suite is a true retreat, featuring a sitting area, rich wood floors, and dual walk-in closets. The spa-inspired primary bath offers marble countertops, a marble tub surround, a striking walk-in shower, and dual sinks. Two additional spacious bedrooms feature large closets and oversized windows, while the hall bath continues the elegant theme with dual sinks and neutral marble finishes.A versatile loft provides a flexible fourth room option–perfect as a home office, bonus room, gym, or creative space. The three-car garage includes a massive workshop area and a convenient owner-installed lift for groceries or luggage, adding thoughtful functionality to daily living.Step outside to a private entertainer’s backyard featuring low-maintenance turf, a spacious covered patio, and a relaxing hot tub — perfect for unwinding while taking in the peaceful surroundings. Follow the outdoor staircase up the hillside to enjoy beautiful views and a deeper connection with nature. Additional highlights include surround sound, crown molding, dual-pane windows with wood-framed sills, dual-zone heating and air, skylights, recessed lighting, a spacious private laundry room, and an oversized septic system.This is more than a home–it’s a rare custom residence offering space, views, privacy, and versatility in one of Thousand Oaks’ most desirable hillside settings.
Property Details
Price:
$1,650,000
MLS #:
V1-33829
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
toethousandoakseast
Listed Date:
Jan 15, 2026
Finished Sq Ft:
2,800
Lot Size:
14,810 sqft / 0.34 acres (approx)
Year Built:
2002
Schools
Interior
Appliances
DW, MW, RF, GO, BIR, WHU
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
WOOD
Heating
CF
Laundry Features
IR
Exterior
Architectural Style
MED, CB
Community Features
MTN
Parking Spots
3
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Thousand Oaks as of Feb 12, 2026
136
Single Family Listed
65
Avg DOM
433
Avg $ / SqFt
$1,694,443
Avg List Price
Community
- Address251 S Skyline DR Thousand Oaks CA
- CityThousand Oaks
- CountyVentura
- Zip Code91361
Similar Listings Nearby
Property Summary
- 251 S Skyline DR Thousand Oaks CA is a Single Family for sale in Thousand Oaks, CA, 91361. It is listed for $1,650,000 and features 4 beds, 3 baths, and has approximately 2,800 square feet of living space, and was originally constructed in 2002. The current price per square foot is $589. The average price per square foot for Single Family listings in Thousand Oaks is $433. The average listing price for Single Family in Thousand Oaks is $1,694,443. To schedule a showing of MLS#v1-33829 at 251 S Skyline DR in Thousand Oaks, CA, contact your James Outland agent at 8057482262.
Courtesy of eXp Realty of California Inc. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 251 S Skyline DR
Thousand Oaks, CA









































