
Oak Glen, California 92399
Analysis of 39922 Pine Bench Road, Oak Glen, California 92399 is currently available with a list price of $599,900. The property maintains a Poor Condition Rating (30/100), indicating the property requires renovation and updates to maximize its market potential. This presents opportunities for value-add investors. Located in a high-demand neighborhood within the Oak Glen Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for Experienced Investors and Fix-and-Flip Specialists.
Property is extensive renovation needed.
Originally built in 1946, this 79-year-old property is in poor condition and requires a full rehabilitation. While the interior shows evidence of a dated renovation (Saltillo tile and skylights likely from 30+ years ago), the exterior reveals significant weathering, aged windows, and exposed plumbing. The listing's heavy emphasis on the 2.6-acre land value and 'possibilities' rather than the structures themselves indicates the buildings need major structural and system updates.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 113256, living area = 925.
The property features 2.6 acres of lush mountain landscape, including a heritage oak tree cited as the largest in the county, providing unmatched privacy and natural character.
With two distinct living units, this property offers rare flexibility for multigenerational living, guest accommodations, or potential rental income in a sought-after mountain community.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 925, other record living area = 725. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 2, other record bedroom count = 1.
The total living area is just 925 square feet across two units, which may be significantly undersized for buyers seeking a traditional family home or larger interior spaces.
Built in 1946 and utilizing a shared septic system, the property may require modernization and careful due diligence regarding the age and capacity of its utility systems.
A Rare Opportunity in the Heart of Majestic Oak Glen. Some properties simply give you a place to live. Others give you a story, a setting and possibilities that are difficult to recreate. Tucked away among the towering trees and natural beauty of Oak Glen, this extraordinary property offers approximately 2.6 acres and two uniquely charming units, creating an opportunity unlike almost anything else you will find in this treasured mountain community. From the moment you enter, there is a feeling that this property is special. Mature oak trees create a breathtaking canopy, the peaceful setting feels worlds away from the city below, and the two distinctive units blend naturally into their surroundings. Whether envisioned as a private family compound, multigenerational retreat, guest accommodations, artist's getaway, investment opportunity or something entirely different, the possibilities here are remarkable. And then there is the history. Oak Glen has been a special part of Southern California since the 1800s, known for its orchards, ranches, mountain landscape and generations of families who have worked to preserve its rural character. This property seems to capture that same spirit one-of-a-kind, rooted in the land and impossible to duplicate. Among its most fascinating features is an enormous heritage oak tree that the seller states has been identified as the largest oak tree in San Bernardino County, creating a natural centerpiece that must truly be experienced in person. Water is another extraordinary feature. The seller reports the private well is considered one of the strongest-producing wells in Oak Glen, an impressive feature for a mountain property and one buyers will certainly want to explore further. The property also offers a shared septic system, propane, additional storage and areas of usable land that invite you to imagine what could come next. There appears to be additional space toward the upper portion of the property that may offer future possibilities, subject of course to county requirements and buyer investigation. This isn't a property that can be fully appreciated by reading about it, you need to walk the land, hear the quiet, stand beneath the magnificent oak and experience Oak Glen for yourself. For the buyer looking for something truly different, this may be one of those rare properties that only comes along once.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 2.0 | 4.0 |
| Baths | 2.0 | 2.0 |
| Square foot | 925 | 1,728 |
| Lot Size | 113,256 | 72,309.6 |
| Price | $599.9K | $707.0K |
| Price per sq ft | $649 | $347 |
| Built year | 1946 | 1980 |
| HOA | $400.0 | $0 |
| Days on market | 5 | 223 |
Sep 4, 2026
$599,900
Initial Listing
Mar 12, 1999
$150,000
Public Record