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.
For sale
Listed by: COLDWELL BANKER KIVETT-TEETERS • Tricia Wirth Gregory • Contact: 909-797-1151
$599,900
39922 Pine Bench Rd, Oak Glen, CA 92399
2beds
925sqft
Single Family Residence
Built in 1946
2.6 Acres Lot
$588,000 Zestimate®
$649/sqft
$33/mo HOA
What's special
- 21 days
- 1,445
- 112
Zillow last checked:
Listing updated:
Listed by:
Tricia Wirth Gregory DRE #01314481 909-797-1151,
COLDWELL BANKER KIVETT-TEETERS
Source: CRMLS,MLS#: IG26194625
Originating MLS: California Regional MLS
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Rooms
- Room types: Bedroom, Workshop
Bedroom
- Features: All Bedrooms Down
Cooling
- None
Appliances
- Laundry: None
Features
- Open Floorplan, All Bedrooms Down, Workshop
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
- Common walls with other units/homes: No Common Walls
Interior area
- Total interior livable area: 925 sqft
Property
Features
- Levels: One
- Stories: 1
- Entry location: 1
- Patio & porch: Concrete
- Pool features: None
- Spa features: None
- Fencing: None
- Has view: Yes
- View description: City Lights, Canyon, Hills, Mountain(s), Neighborhood, Panoramic
Lot
- Size: 2.6 Acres
- Features: 2-5 Units/Acre, Lot Over 40000 Sqft
Details
- Additional structures: Storage, Two On A Lot, Workshop
- Parcel number: 0324211090000
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Slab
Condition
- New construction: No
- Year built: 1946
Utilities & green energy
- Sewer: Septic Type Unknown
- Water: Well
- Utilities for property: Electricity Connected, Propane
Community & HOA
Community
- Features: Urban
- Security: Security Gate
HOA
- Has HOA: Yes
- Amenities included: Security
- HOA fee: $400 annually
- HOA name: Pine Bench Security Association
- HOA phone: 909-770-2354
Location
- Region: Oak Glen
Financial & listing details
- Price per square foot: $649/sqft
- Tax assessed value: $395,352
- Date on market: 9/4/2026
- Cumulative days on market: 21 days
- Listing terms: Submit
Estimated market value
$588,000
$559,000 - $617,000
$2,636/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/4/2026 | Listed for sale | $599,900+299.9%$649/sqft |
Source: | ||
| 3/12/1999 | Sold | $150,000$162/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | -- | $395,352 +2% |
| 2025 | $4,262 +3.2% | $387,600 +2% |
| 2024 | $4,129 +79.7% | $380,000 +87.8% |
| 2023 | $2,297 +2.1% | $202,296 +2% |
| 2022 | $2,250 -18.5% | $198,329 +2% |
| 2021 | $2,759 -4.3% | $194,440 -9.6% |
| 2020 | $2,883 +20.4% | $215,024 +2% |
| 2019 | $2,395 +9.6% | $210,808 +2% |
| 2018 | $2,186 +2.3% | $206,675 +2% |
| 2017 | $2,138 | $202,623 +2% |
| 2016 | $2,138 +2.2% | $198,650 +1.5% |
| 2015 | $2,091 +1% | $195,666 +2% |
| 2014 | $2,071 | $191,833 +0.5% |
| 2013 | -- | $190,966 +2% |
| 2012 | -- | $187,222 +2% |
| 2011 | -- | $183,551 +0.8% |
| 2010 | -- | $182,179 -0.2% |
| 2009 | -- | $182,612 +2% |
| 2008 | -- | $179,032 +2% |
| 2007 | -- | $175,521 +2% |
| 2006 | -- | $172,080 +2% |
| 2005 | -- | $168,705 +2% |
| 2004 | -- | $165,397 +1.9% |
| 2003 | -- | $162,365 +2% |
| 2002 | -- | $159,181 +2% |
| 2001 | -- | $156,060 +2% |
| 2000 | -- | $153,000 |
Find assessor info on the county website
Monthly payment
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