286 Oakleaf Drive 37, Thousand Oaks, California 91360, Thousand Oaks, 91360 - 2 bed, 1 bath
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Thousand Oaks, California 91360
This 55+ Condominium is a Strong Value Opportunity, listed at $389,000—positioned well above the $379,700 Fair Market Value by 2%. While priced slightly above market, the property maintains a Good Condition Rating with recent upgrades like dual-pane windows and modern appliances. Residents enjoy resort-style amenities, including a pool, spa, and scenic hillside views. Located near top-rated schools like Thousand Oaks High, this home offers a tranquil, low-maintenance lifestyle. It is an ideal acquisition for active retirees or downsizing owner-occupants seeking a move-in ready sanctuary.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 286 Oakleaf Drive 37 Subject | $364,000* List Price | 2 | 1 | 836 | $450 | - |
A 291 Sequoia Court 25 Sold | $392,000 | 2 | 1 | 836 | $469 | 0.0 mi |
B 291 Sequoia Ct Sold | $398,000 | 2 | 1 | 836 | $476 | 0.0 mi |
C 248 Oakleaf Drive 107 Sold | $365,000 | 1 | 1 | 825 | $442 | 0.1 mi |
D 788 Pinetree Circle 13 Sold | $305,000 | 1 | 1 | 704 | $433 | 0.2 mi |
E 248 Oakleaf Sold | $350,000 | 1 | 1 | 825 | $424 | 0.1 mi |
F 348 Chestnut Hill Court 23 Sold | $337,500 | 1 | 1 | 704 | $479 | 0.1 mi |
G 327 Chestnut Hill 22 Sold | $310,000 | 1 | 1 | 704 | $440 | 0.1 mi |
H 255 Sequoia Court 23 Sold | $305,000 | 1 | 1 | 704 | $433 | 0.1 mi |
I 291 Sequoia Court 17 Active | $425,000 List Price | 2 | 1 | 836 | $508 | 0.0 mi |
* Subject property listed price vs sold prices of comps.
Property is move-in ready.
Despite the 1974 build date, the property is well-maintained and move-in ready. It features key updates within the 5-15 year range, including newer stainless steel appliances, updated flooring, and dual-pane windows. While the kitchen cabinetry is dated, the presence of central A/C and the overall clean, functional condition meet the criteria for Good.
As a desirable third-floor end-unit, this property offers exceptional privacy and sweeping hillside vistas from both the living area and the private balcony.
Located in the sought-after Oaknoll Villas, residents have access to resort-style facilities including a pool, spa, fitness center, clubhouse, and community garden.
The home features significant functional and aesthetic improvements, including newer dual-pane windows, updated flooring, and modern appliances.
The $600 monthly association fee is a substantial recurring cost that may impact the overall affordability and debt-to-income ratio for some buyers.
Despite having two bedrooms, the unit only features one bathroom, which may be a drawback for those hosting guests or seeking a more traditional primary suite.
VIEWS! Welcome to one of Thousand Oaks' most sought-after 55+ communities, Oaknoll Villas.Perched on the third floor of an elevator-serviced building, this desirable end-unit condominium offers breathtaking hillside views, exceptional privacy, and a tranquil setting. Enjoy sweeping vistas from the spacious living room and private balcony, the perfect spot for morning coffee or relaxing afternoons surrounded by lush greenery.This beautifully maintained single-story home features 2 bedrooms, 1 bathroom, and an open, light-filled floor plan designed for comfortable living. Abundant natural light, and seamless indoor-outdoor flow create a warm and inviting atmosphere. The kitchen offers ample cabinetry and opens conveniently to the dining area, making everyday living and entertaining effortless.Additional highlights include central A/C, newer dual-pane windows, updated flooring, and appliances.Residents of Oaknoll Villas enjoy an impressive array of resort-style amenities, including a sparkling pool and spa, fitness center, clubhouse with library and billiards room, shuffleboard courts, BBQ area, community garden, and picturesque walking paths shaded by mature oak trees. HOA dues cover trash service, basic cable, and exterior maintenance, providing truly low-maintenance living.Ideally located near The Oaks Mall, Civic Arts Plaza, popular restaurants, shopping, parks, and scenic hiking trails, this home offers the perfect combination of comfort, convenience, and active adult living.Experience peaceful, carefree living with stunning views in the heart of Thousand Oaks.
No exterior & parking available.
Grades K-5 • 0.7 mi
Grades 6-8 • 0.4 mi
Grades 9-12 • 1.7 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 2.0 | 2.0 |
| Baths | 1.0 | 1.0 |
| Square foot | 836 | 836 |
| Lot Size | 2,178 | 2,108 |
| Price | $364.0K | $471.6K |
| Price per sq ft | $435 | $465 |
| Built year | 1974 | 1978 |
| HOA | $600.0 | $480 |
| Days on market | 28 | 53 |
Jul 18, 2026
$364,000
$389,000
-6% Price Drop
Initial Listing
Jun 24, 2026
$389,000
Initial Listing
May 29, 2020
$273,000
Public Record