39292 Oak Glen Road, Oak Glen, California 92399, Oak Glen, 92399 - 4 bed, 5 bath
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Oak Glen, California 92399
This Custom Mountain Style Chalet is a versatile Residential Asset listed at $1,270,000, aligning precisely with its $1,270,000 Fair Market Value. Currently holding a Condition Rating of 4 (Fair), the 3,430 sqft interior presents a clear value-add opportunity through modernization of the original 1977 finishes. The sprawling 2-acre lot offers a rare lifestyle package including Mountain Views, a Guest Cottage, and massive utility via two RV garages and a standalone workshop. Located within the Yucaipa/Calimesa Unified district, this estate is perfectly suited for Owner-Occupants or Multi-generational Families seeking a private, functional sanctuary.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 39292 Oak Glen Road Subject | $1,270,000* List Price | 4 | 5 | 3,430 | $370 | - |
A 11821 Raspberry Active | $1,295,000 List Price | 4 | 3 | 3,211 | $403 | 0.6 mi |
* Subject property listed price vs sold prices of comps.
Property is moderate renovation needed.
Built in 1977, this property retains much of its original 'custom mountain style chalet' aesthetic, which is now significantly dated. The kitchen features older wood cabinetry, white appliances, and dated countertops/backsplash, requiring a full renovation. Bathrooms also show their age with older vanities, fixtures, and lighting, and the presence of carpet in at least one bathroom is a major drawback. While the home appears well-maintained structurally and externally, the interior finishes, particularly in the kitchen and bathrooms, are outdated and would require substantial cosmetic updates to meet modern buyer expectations. There's no evidence of recent extensive renovations, placing it firmly in the 'fair' category where major components are functional but show signs of being outdated.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 90605, living area = 3430.
This custom mountain style chalet offers a private, tranquil setting surrounded by mature Sycamore and Oak trees, large rock formations, and a natural fenced meadow, providing a distinctive and serene living experience.
The 2-acre lot provides ample space for additional uses such as an orchard, vineyard, or various hobbies, offering significant potential for personalization and expansion.
Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 4, other record bedroom count = 3.
Built in 1977, the property's age suggests that while custom, it may require significant updates to systems, finishes, or aesthetics to meet modern buyer expectations and energy efficiency standards.
The note 'More photos coming' indicates the listing is not fully complete, which can deter potential buyers or suggest the property is not entirely market-ready, potentially impacting initial interest.
This custom mountain style chalet sits privately amongst big Sycamore and Oak trees. The beautiful lawns and the large rock formations surround the home with a natural fenced meadow beyond. A gated front entrance with a long driveway and a full circle at the home entry and garage. A lower entrance provides access to the two RV garages and the shop. This home offers 3430 square feet, with four bedrooms and three bath, beautiful open beam cathedral, ceilings, large stone fireplace, natural wood accents and large windows to enjoy the beautiful surroundings. The primary suite and one other bedroom, which is currently being used as a game room, are both on the first level. The second level has two bedrooms and a full bath. The living spaces are large and open, warm and inviting. The rear deck goes the entire span of the house and is a very tranquil place to relax. The RV garages are approximately 40 foot and 32 foot deep. There is a guest cottage with a kitchen over one of the garages and an additional single garage workshop that stands alone. The deck and patios are beautifully designed with gardens and gathering areas that are easily accessible and are often enjoyed. This tranquil setting enjoys the four seasons, the slightly cooler temperatures and the mountain feel without the mountain drive. The 2 acres of land provides space for additional uses, orchard, vineyard, hobbies and more. Easy to enjoy this home and the possibilities of room to personalize the use of the land. More photos coming.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 3.0 | 52% |
| Baths | 5.0 | 2.0 | 98% |
| Square foot | 3,430 | 1,768.5 | 94% |
| Lot Size | 90,605 | 10,560 | 96% |
| Price | $1.27M | $577.0K | 98% |
| Price per sq ft | $370 | $338 | 68% |
| Built year | 1977 | 1986 | 48% |
| HOA | $0 | $0 | 50% |
| Days on market | 161 | 174 | 45% |
Mar 26, 2026
$1,270,000
$1,290,000
-2% Price Drop
Initial Listing
Nov 12, 2025
$1,290,000
Initial Listing