Sign up to get new listings emailed daily! JOIN SIGN IN
Jennifer Hamilton, DRE#01800791, Owner/Broker
REALTOR®, CRP, GRP, Director of Relocation
(805) 543-2172 ext. 30

39922 Pine Bench Road, Oak Glen, CA 92399

$599,900
  • 39922 Pine Bench Road, Oak Glen, CA 92399 Main Photo

34 Photos

Active
BEDS2 BATHS2 full SQUARE FEET925 MLS#IG26194625
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLYucaipa/Calimesa Unified

Listing Courtesy of: COLDWELL BANKER KIVETT-TEETERS
Agency Phone: 909-797-1151
Associate Name: Tricia Wirth Gregory
IDX logo


Listing Shown by: Farrell Smyth, Inc.
Associate Name: Jennifer Hamilton, DRE#01800791, Owner/Broker


Property 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.

39922 Pine Bench Road | MLS# IG26194625

This single family home located at 39922 Pine Bench Road, Oak Glen, CA 92399 is currently listed for sale with an asking price of $599,900. This property was built in 1946 and has 2 bedrooms and 2 full baths with 925 sq. ft. Pine Bench Road is located within the Yucaipa/Calimesa Unified school district. Search Oak Glen real estate on jenniferhamilton.farrellsmyth.com today.

Property Features

Property Type: Residential - Single Family
Cooling: None
Lot Size: 2.60 Acres
Stories: 1.0
Year Built: 1946

Amenities

Open Floorplan
All Bedrooms Down
Workshop

Feature Descriptions

Association Amenities: Security
Community Features: Urban
Days on Site: 11
Fencing: None
Fireplace: Family Room, Wood Burning
HOA Fee: 400/ Annually
Laundry: None
Lot: 2-5 Units/Acre, Lot Over 40000 Sqft
Parcel#: 0324211090000
Patio/Porch: Concrete
Security: Security Gate
Sewer: Septic Type Unknown
Spa: None
Special View Info: City Lights, Canyon, Hills, Mountain(s), Neighborhood,
Units: 2
Utilities: Electricity Connected, Propane
Water: Well

Local Schools

School District: Yucaipa/Calimesa Unified

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER KIVETT-TEETERS
Agent Name: Tricia Wirth Gregory
Agency Phone: 909-797-1151

IDX logo

Estimate Your Payment

Estimated Payment

$ 1,510.09 per month $1,335.12 Principal & Interest $0.00 Property Tax (data not provided by mls) $174.97 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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. Information on this site was last updated 09/16/2026. The listing information on this page last changed on 09/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 09/16/2026 7:28:34 AM EST) or CRMLS (last updated Wed 09/16/2026 6:42:30 AM EST). Real estate listings held by brokerage firms other than Farrell Smyth, Inc. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder