# 39922 Pine Bench Road, Oak Glen, CA 92399 > **TL;DR:** 2bd/2ba single family, $599,900 ($649/sqft), built 1946, 925 sqft. > Fireplace, View. Est. $3,608/mo. Listed 20 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $599,900 | | Price/sqft | $649 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 925 | | Year Built | 1946 | | Lot Size | 113,256 sqft (2.60 acres) | | Stories | 1 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 20 | ## Why This Home Stands Out - **Views** - City, Canyon, Hills ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,033 | | Estimated Insurance | $175 | | HOA | $400 | | **Total** | **$3,608** | ## Key Amenities - Fireplace - View ## Property Highlights - Built in 1946 - 2.60 acre lot - Fireplace ## Description ### Agent 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. Call Tricia Wirth Gregory with Coldwell Banker Kivett-Teeters to preview or ## Location - **Address:** 39922 Pine Bench Road, Oak Glen, CA 92399 - **County:** San Bernardino - **Coordinates:** 34.04281, -116.933518 - **Google Maps:** https://www.google.com/maps?q=34.04281,-116.933518 ## Listing Agent - **Name:** Tricia Wirth Gregory · **License:** 01314481 - **Brokerage:** Coldwell Banker Kivett-Teeters - **Phone:** 9097971151 - **Broker Phone:** (909) 797-1151 ## Photos ![39922 Pine Bench Road - Photo 1](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f870438393r.jpg) ![39922 Pine Bench Road - Photo 2](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f660592147r.jpg) ![39922 Pine Bench Road - Photo 3](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f934911296r.jpg) ![39922 Pine Bench Road - Photo 4](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3192335561r.jpg) ![39922 Pine Bench Road - Photo 5](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4010460117r.jpg) ![39922 Pine Bench Road - Photo 6](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f488872745r.jpg) ![39922 Pine Bench Road - Photo 7](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4186765720r.jpg) ![39922 Pine Bench Road - Photo 8](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1563307328r.jpg) ![39922 Pine Bench Road - Photo 9](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3358099011r.jpg) ![39922 Pine Bench Road - Photo 10](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3681720800r.jpg) ![39922 Pine Bench Road - Photo 11](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f183211259r.jpg) ![39922 Pine Bench Road - Photo 12](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1189772796r.jpg) ![39922 Pine Bench Road - Photo 13](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1918870169r.jpg) ![39922 Pine Bench Road - Photo 14](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3814742864r.jpg) ![39922 Pine Bench Road - Photo 15](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2403647816r.jpg) ![39922 Pine Bench Road - Photo 16](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1668986999r.jpg) ![39922 Pine Bench Road - Photo 17](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f858711475r.jpg) ![39922 Pine Bench Road - Photo 18](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2259835600r.jpg) ![39922 Pine Bench Road - Photo 19](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1348729997r.jpg) ![39922 Pine Bench Road - Photo 20](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1463350880r.jpg) ![39922 Pine Bench Road - Photo 21](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f324213274r.jpg) ![39922 Pine Bench Road - Photo 22](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4266923899r.jpg) ![39922 Pine Bench Road - Photo 23](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2835178220r.jpg) ![39922 Pine Bench Road - Photo 24](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1534681992r.jpg) ![39922 Pine Bench Road - Photo 25](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2199144094r.jpg) ![39922 Pine Bench Road - Photo 26](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f816491320r.jpg) ![39922 Pine Bench Road - Photo 27](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3603130328r.jpg) ![39922 Pine Bench Road - Photo 28](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1842561976r.jpg) ![39922 Pine Bench Road - Photo 29](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1819771248r.jpg) ![39922 Pine Bench Road - Photo 30](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4196446040r.jpg) ![39922 Pine Bench Road - Photo 31](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2616288841r.jpg) ![39922 Pine Bench Road - Photo 32](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4283340826r.jpg) ![39922 Pine Bench Road - Photo 33](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4172861523r.jpg) ![39922 Pine Bench Road - Photo 34](http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2265725658r.jpg) --- **MLS#:** IG26194625 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 California Regional Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#listing", "url": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625", "name": "39922 Pine Bench Road, Oak Glen, CA 92399", "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. Call Tricia Wirth Gregory with Coldwell Banker Kivett-Teeters to preview or", "image": [ "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f870438393r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f660592147r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f934911296r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3192335561r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4010460117r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f488872745r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4186765720r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1563307328r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3358099011r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3681720800r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f183211259r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1189772796r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1918870169r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3814742864r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2403647816r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1668986999r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f858711475r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2259835600r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1348729997r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1463350880r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f324213274r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4266923899r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2835178220r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1534681992r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2199144094r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f816491320r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3603130328r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1842561976r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1819771248r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4196446040r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2616288841r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4283340826r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4172861523r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2265725658r.jpg" ], "primaryImageOfPage": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f870438393r.jpg", "caption": "39922 Pine Bench Road - Oak Glen, CA" }, "datePosted": "2026-09-03T00:00:00+00:00", "dateModified": "2026-09-22T08:33:43.307625+00:00", "mainEntity": { "@type": "Accommodation", "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#property", "name": "39922 Pine Bench Road, Oak Glen, CA 92399", "address": { "@type": "PostalAddress", "streetAddress": "39922 Pine Bench Road", "addressLocality": "Oak Glen", "addressRegion": "CA", "postalCode": "92399", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": 34.04281, "longitude": -116.933518 }, "image": [ "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f870438393r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f660592147r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f934911296r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3192335561r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4010460117r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f488872745r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4186765720r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1563307328r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3358099011r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3681720800r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f183211259r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1189772796r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1918870169r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3814742864r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2403647816r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1668986999r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f858711475r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2259835600r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1348729997r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1463350880r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f324213274r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4266923899r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2835178220r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1534681992r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2199144094r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f816491320r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f3603130328r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1842561976r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f1819771248r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4196446040r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2616288841r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4283340826r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f4172861523r.jpg", "http://lh.rdcpix.com/9e80eb0942068f4f9183d31a6622ea68l-f2265725658r.jpg" ], "identifier": { "@type": "PropertyValue", "propertyID": "MLS", "value": "IG26194625" }, "accommodationCategory": "Single Family Residence", "numberOfBedrooms": 2, "numberOfBathroomsTotal": 2, "numberOfFullBathrooms": 2, "floorSize": { "@type": "QuantitativeValue", "value": 925, "unitCode": "FTK", "unitText": "square feet" }, "yearBuilt": 1946, "amenityFeature": [ { "@type": "LocationFeatureSpecification", "name": "Views", "value": "City, Canyon, Hills" }, { "@type": "LocationFeatureSpecification", "name": "Fireplace", "value": true }, { "@type": "LocationFeatureSpecification", "name": "View", "value": true } ], "additionalProperty": [ { "@type": "PropertyValue", "name": "Lot Size", "value": "2.60 acres" }, { "@type": "PropertyValue", "name": "Stories", "value": 1 }, { "@type": "PropertyValue", "name": "Property Subtype", "value": "Single Family Residence" } ] }, "offers": { "@type": "Offer", "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#offer", "url": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625", "price": 599900, "priceCurrency": "USD", "businessFunction": "http://purl.org/goodrelations/v1#Sell", "availability": "https://schema.org/InStock", "seller": { "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#agent" } }, "provider": { "@type": "Person", "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#agent", "name": "Tricia Wirth Gregory", "telephone": "9097971151", "worksFor": { "@type": "Organization", "@id": "https://www.propertysimple.ai/listing/39922-pine-bench-road-oak-glen-ca-92399-26194625#brokerage", "name": "Coldwell Banker Kivett-Teeters", "telephone": "(909) 797-1151" } } } ```