39922 Pine Bench Road

Oak Glen, CA
$ 599,900 Beds 2 Baths 2 Sq 925
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 599,900
  • City
  • Oak Glen
  • Bedrooms
  • 2
  • Full Bathrooms
  • 2
  • County
  • San Bernardino
  • Half Bathrooms
  • 0
  • Area
  • Yucaipa/Calimesa/Oak Glen
  • Lot Size
  • 2.6 Acres
  • Zip
  • 92399
  • Sqr Footage
  • 925
  • Year Built
  • 1946
  • Style
  • MLS#
  • IG26194625
Listed By: Tricia Wirth Gregory with COLDWELL BANKER KIVETT-TEETERS; 909-797-1151
Data Source: California Regional MLS (CRMLS)

Features

General

Living Area 925
Sewer Septic Type Unknown
Cooling None
Utilities Electricity Connected,Propane
HOA Fee 400
Patio/Porch Features Concrete
Pool Features None
Security Features Security Gate
Year Built 1946
View City Lights,Canyon,Hills,Mountain(s),Neighborhood,Panoramic
Stories Count 1
Levels One
Property Subtype Single Family Residence
Community Features Urban
Assoc Fee Paid Per Annually
County San Bernardino
New Construction false
Property Type Residential
Association Amenities Security
HOA true
Facing Direction Northeast
Garage Y/N false
Other Structures Storage,Two On A Lot,Workshop
Full Baths 2
Special Listing Conditions Standard
Status Active
Directions Oak Glen Road to Pine Bench Road
City Oak Glen
Disclosures Water Rights
Association Name Pine Bench Security Association
Entry Location 1
Senior Community Y/N false
High School District Yucaipa/Calimesa Unified
Number Of Units Total 2
MLS Area 269 - Yucaipa/Calimesa/Oak Glen
Lot Size Units Acres
Lot Size Square Feet 113256
Listing Terms Submit
Spa Features None
Property Attached Y/N false
Land Lease Y/N false
Additional Parcels Y/N false
Lease Considered Y/N false
Structure Type House
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Year Built Source Assessor
Tax Lot 00
Property Sub Type Additional Single Family Residence
PostalCity YUCAIPA

Interior Features

Interior Amenities Open Floorplan,All Bedrooms Down,Workshop
Fireplace Features Family Room,Wood Burning
Total Stories 1
Common Walls No Common Walls
Air Conditioning Y/N false
Fireplace Y/N true
Laundry Features None
Total Bedrooms 2
Entry Level 1
Main Level Bedrooms 2
Main Level Bathrooms 2
LivingAreaSource Estimated
Total Baths 2

Exterior Features

Fencing None
Lot Features 2-5 Units/Acre,Lot Over 40000 Sqft
Water Source Well
Lot Size Area 2.6
Foundation Details Slab
Spa false
Lot Size Acres 2.6
Private Pool false
Lot Size Source Assessor
RV Parking Dimensions large

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Temecula, CA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

9/4/2026 Listed $599,900

Property vs Zip Code Average in 92399

Price
AVG $960K
$600K
Year Built
AVG 1983
1946

Areas That We Cover

39922 Pine Bench Road Oak Glen, CA is a Single Family Home for sale at $599900 with 925 sqft and a lot size of 2.6 Acres Acre(s). 39922 Pine Bench Road Oak Glen has 2 bedrooms, 2 baths and was built in 1946. The property's zip code is 92399 which is in Oak Glen, CA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.