$599,900
 $3,991 est/mo Sourced by Back At You

39922 Pine Bench Road,Oak Glen, CA 92399

Oak Glen, CA 92399

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Description

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.

Details

MLSIG26194625
Listing TypeFor Sale
StyleHouse
HOA Dues$400
Sub-TypeResale
StatusActive
Year1946
Days On Site35
Listing Provided ByCOLDWELL BANKER KIVETT-TEETERS | Tricia Wirth Gregory

Features

Bed(s)2
Bath(s) 2 Total
SQ Feet925
Story(s)1
Units2
Acreage2.60
Property ViewYes

Interior

CoolingNone
Cooling Yes / NoNo
Interior FeaturesOpen Floorplan, All Bedrooms Down, Workshop
Fireplace Yes / NoYes

Exterior

Security FeaturesSecurity Gate
Foundation DetailsSlab
Lot FeaturesTwo To Five Units Acre, Lot Over40000Sqft
FencingNone

Parking

Garage Yes / NoNo

Utilities

UtilitiesElectricity Connected, Propane
SewerSeptic Type Unknown

Location

Community FeaturesUrban

Area Information

StateCA
CountySan Bernardino
CityOak Glen
Zip Code92399
Area269 Yucaipa | Calimesa | Oak Glen
Listing VS Median (in 92399)
Price:
$599,900
low | high
Med:
$550,000
58.318053008835% of Average
sqft:
925
low | high
Med:
2,213
89.243243243243% of Average
$ / sqft:
$649
low | high
Med:
$249
100% of Average
On site:
35
low | high
Med:
72
48.611111111111% of Average
Sourced by Back At You

Market Activity 92399

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Learn More About This Property

StateCA
CountySan Bernardino
CityOak Glen
Zip Code92399
Area269 Yucaipa | Calimesa | Oak Glen
Listing VS Median (in 92399)
Price:
$599,900
low | high
Med:
$550,000
58.318053008835% of Average
sqft:
925
low | high
Med:
2,213
89.243243243243% of Average
$ / sqft:
$649
low | high
Med:
$249
100% of Average
On site:
35
low | high
Med:
72
48.611111111111% of Average
Sourced by Back At You
Listing Updated: October 4, 2026 at 5:54:31 AM PDT