39922 Pine Bench Road
Oak Glen, CA 92399
Listing broker / agent: COLDWELL BANKER KIVETT-TEETERS · Tricia Wirth Gregory · 909-797-1151 · CRMLS
MLS # IG26194625 · Last checked Oct 19, 2026 15:01 UTC
About this property
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.
Property details
- MLS number
- IG26194625
- Status
- Active
- Type
- Residential
- Subtype
- Single Family Residence
- Beds / baths
- 2 Beds • 2 Baths
- Living area
- 925 Sq Ft
- Lot size
- 2.6 acres
- County
- San Bernardino
- Year built
- 1946
- Stories
- 1
More property detailsCollapse
Listing
- Days on market
- 29
Building
- Year built
- 1946
- Year built source
- Assessor
- Stories
- 1
- Building stories
- 1
- Levels
- One
- Entry level
- 1
- Foundation
- Slab
- Living area source
- Estimated
Bathrooms
- Full bathrooms
- 2
Rooms & interior
- Main-level bedrooms
- 2
- Main-level bathrooms
- 2
- Rooms
- Bedroom, Workshop
- Interior features
- Open Floorplan, All Bedrooms Down, Workshop
- Cooling
- None
- Fireplace
- Family Room, Wood Burning
- Laundry
- None
Exterior & parking
- Total parking spaces
- 0
- Garage spaces
- 0
- Pool
- None
- Spa
- None
- Patio / porch
- Concrete
- Lot features
- Two To Five Units Acre, Lot Over40000 Sqft
- Lot size source
- Assessor
- Fencing
- None
- Property outlook
- City Lights, Canyon, Hills, Mountains, Neighborhood, Panoramic
Utilities & community
- Water
- Well
- Sewer
- Septic Type Unknown
- Utilities
- Electricity Connected, Propane
- Community features
- Urban
- Association amenities
- Security
Fees & lease terms
- Association
- Yes
- Association fee
- $400.00
- Association fee frequency
- Annually
Schools reported in the listing
- High school district
- Yucaipa/Calimesa Unified
School information is supplied with the listing. Confirm current attendance boundaries and enrollment eligibility directly with the school district.
Nearby public schools
Nearby does not mean assigned. These are approximate straight-line distances from the property, not walking or driving routes. Confirm attendance boundaries, enrollment eligibility, grades and current school status directly with the district.
| School / district | Grades | Distance |
|---|---|---|
| Fallsvale Bear Valley Unified · Forest Falls | K–8 | 3.2 mi |
Source: California Department of Education · 2025-26 school locations. Downloaded Oct 2, 2026 UTC. This annual snapshot may not reflect later changes. Public schools only; not a complete list of education options. No ratings or attendance assignments are provided.
Check the California School Directory ↗Price and tax history
Asking price
- Current asking price
- $599,900
- MLS-reported original asking price
- $599,900
| Observed (UTC) | Asking price |
|---|---|
| Oct 2, 2026 05:50 | $599,900 |
MLS values are reported for this listing, not prior sales. Observation dates show when our importer saw an asking price, not when the MLS changed it. Up to 24 observations are retained; changes between refreshes may be missed. This is not a complete price or sales history.
Property taxes
Tax history is not available from the imported listing data.
Source: MLS feed. Only supplied tax years are shown, up to 10 years; this is not a county tax archive. Amounts may be corrected and taxes may change after purchase. Verify assessments and current taxes with the county. These values do not automatically fill the payment calculator.
Market trends in Oak Glen
Active residential homes for sale in Oak Glen, CA, available through this website's authorized feed. Includes residential subtypes; excludes rentals. Not the entire market or a valuation of this property.
Observed price activity · past 30 days
Not enough price-change observations yet. History starts when the upgraded importer records changes; no trend direction is assumed.
Calculated 2026-10-19 15:54 UTC. Source: this website's authorized MLS inventory. Import progress, freshness rules and coverage affect the figures. Medians exclude missing/invalid values; price per sq ft is the median of individual listing ratios. Price observations are limited to the last 24 per listing and may miss changes between refreshes. This is not a complete 30-day market report, historical inventory trend, appreciation measure, or sold-price analysis.
Payment calculator
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Illustration only—not a rate quote, preapproval, lending offer or affordability determination. Assumes equal monthly payments on a fully amortizing fixed-rate loan; no adjustable rates, interest-only periods or balloon payments. Excludes closing costs, utilities, maintenance, special assessments and other unentered costs. Actual payments and escrow can differ. Review a Loan Estimate with your lender.
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