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39922 Pine Bench Road Oak Glen, CA 92399
$599,900 2 beds, 2 baths
925 sqft
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Photo of Thomas Van

Thomas Van REALTORĀ® - Sales Associate 619-726-9832 m
Lic#: 02077006
NRDS ID: 196577555
ThomasVan@bhhscal.com
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Lic#: 02077006
NRDS ID: 196577555
ThomasVan@bhhscal.com
San Diego Central Office
2355 Northside Drive, Suite 180
San Diego, CA 92108
Phone: 619-294-3113
Fax: 619-521-0100
San Diego Central 2355 Northside Drive, Suite 180
San Diego, CA 92108
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Agent Remarks

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.

Listing Details

Property type: Single Family Residence (Single Family)
Status: Active
MLS# IG26194625
List price is $599,900
HOA Fee is $400.00
Beds: 2
Baths: 2 (2 full)
Family Room,Wood Burning fireplaces
Built in 1946
925 sqft
1 story
2.60 acres
Lot size: 2.6000
County: San Bernardino
Interior features: Open Floorplan,All Bedrooms Down,Workshop
Lot description: TwoToFiveUnitsAcre,Lot Over 40000 Sqft
Heating/cooling: None
MLS area: 269 - Yucaipa/Calimesa/Oak Glen

Last Updated: 9/30/2026

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This listing belongs to the 269 - Yucaipa/Calimesa/Oak Glen MLS area

Lat/Long: 34.042805, -116.933506.
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Listing Agent: Tricia Wirth Gregory
Lic#: 02077006
Office Name: San Diego Central

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Area Overview

Total population of , which has changed by % since 1990.
The median age of the population is , while the median age of dwellings is .
Out of households, are families.

Community Characteristics:

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Photo of Thomas Van

Thomas Van REALTORĀ® - Sales Associate 619-726-9832 m
Lic#: 02077006
NRDS ID: 196577555
ThomasVan@bhhscal.com
Text Me
Call My Cell
Lic#: 02077006
NRDS ID: 196577555
ThomasVan@bhhscal.com

San Diego Central Office
2355 Northside Drive, Suite 180
San Diego, CA 92108
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