For sale Home

Listed Sep 4, 2026

$599,900 Est. $3,968/mo

39922 Pine Bench Road

  • 2

    Beds

  • 2

    Baths

  • 925

    Sq ft

The story

  • Pool

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 s

Facts & features

Home type

Home

Year built

1946

Floors

1

Lot size

3 acres

Price per sq ft

$649

HOA

$400 / annual

Included features

  • Pool

    Yes

  • Fireplace

    Yes

  • Cooling

    N/K

  • Appliances

    N/K

  • Water Source

    Well

  • Sewer

    Unknown

  • View

    City, Mountain

Mortgage calculator

Estimated monthly payment

$3,968 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $3,193
  • Property tax $600
  • Insurance $175

Includes principal, interest, taxes & insurance.

Your Property Journey

Interested in this, or something like it?

Submit an inquiry

Drop your details and we will help you find what you are looking for.

Not quite. Help me find the right one

Talk it through or type it out, whichever feels easiest.

Your contact details

An agent will reach out personally, no automated calls.

Smart Assistant

Hi, how can I help you find your dream home?

Tap the voice button to talk, or just start typing.

Tap anywhere to fix a word or add more

Tap stop when you’re done. You can edit the text before searching.

By submitting, you agree to our Privacy Policy and Terms.

Listing Broker

COLDWELL BANKER KIVETT-TEETERS

Broker Name

COLDWELL BANKER KIVETT-TEETERS

Agent

Tricia Wirth Gregory

Location

Yucaipa CA 92399