For Sale
Single family home for sale at 39922 Pine Bench Rd, Yucaipa, CA 92399 | MLS# IG26194625 | Listing updated on 2026-10-03
Photo 1 of Single family home for sale at 39922 Pine Bench Rd, Yucaipa, CA 92399 | MLS# IG26194625 | Listing updated on 2026-10-03
Photo 2 of Single family home for sale at 39922 Pine Bench Rd, Yucaipa, CA 92399 | MLS# IG26194625 | Listing updated on 2026-10-03
Photo 3 of Single family home for sale at 39922 Pine Bench Rd, Yucaipa, CA 92399 | MLS# IG26194625 | Listing updated on 2026-10-03
Photo 4 of Single family home for sale at 39922 Pine Bench Rd, Yucaipa, CA 92399 | MLS# IG26194625 | Listing updated on 2026-10-03
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Listed by: Tricia Wirth Gregory (909) 797-1151 DRE #01314481 | COLDWELL BANKER KIVETT-TEETERS (909) 797-1151

$599,900

Monthly Est:$2,986

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon925sqft

39922 Pine Bench Rd, Yucaipa, CA 92399

$2,986/moEst:

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  • Single Family Residence

  • Built in 1946

  • $33.33/mo HOA

  • 2.6 acres lot

  • $649/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 3, 2026 at 10:26 pm
  • Source: California Regional MLS-CA | MLS#: IG26194625 California Regional MLS-CA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    San Bernardino County

  • City

    Yucaipa

  • Neighborhood

    --

  • Year Built

    1946

  • HOA Fees

    $33.33/mo

  • Finished Area

    925 sqft

  • Lot Size

    2.6 acres lot

  • Basement Area

    - sqft

  • MLS Name

    California Regional MLS

  • MLS Number

    IG26194625

  • MLS Status

    Active

  • Days on Market

    59

  • Cumulative Days on Market

    29

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Location

HOA Management

Pine Bench Security Association

HOA Fees

$400/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Security Guard Security Guard

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Sewer

    Septic Type Unknown

  • Interior Features

    Open Floorplan, All Bedrooms Down, Workshop

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1946

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

Utilities & Energy

  • Fireplace Features

    Family Room, Wood Burning

  • Pool Features

    None

  • Water Source

    Well

  • Utilities

    Electricity Connected, Propane

  • Laundry Features

    None

  • Association Amenities

    Security

  • Security Features

    Security Gate

Other Features

  • Patio And Porch Features

    Concrete

  • Disclosures

    Water Rights

  • Lot Features

    Two To Five Units Acre, Lot Over40000sqft

  • Community Features

    Urban

Price History

DateEventPrice

09/04/2026

Source: mls_logoCalifornia Regional MLS-CA #IG26194625

Listed for Sale

$599,900

$649/sqft

Nearby Homes

Based on information from California Regional Multiple Listing Service, Inc. as of Nov 02, 2026, 02:15PM and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information being provided is 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.

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