Nestled in the heart of Oak Glen, this private homestead offers a rare opportunity to experience true mountain living with the convenience of nearby city access. Set on nearly all usable acreage, the property is surrounded by mature trees, fresh mountain air, and a peaceful, secluded setting that captures the essence of Oak Glen’s four distinct seasons. The extensively updated home blends modern upgrades with rustic charm. Improvements include new windows, French doors, heating and air conditioning, maintenance-free James Hardie siding, and a tankless water heater for long-term efficiency and comfort. Inside, the inviting interior features granite countertops, hardwood floors, a wood-burning stove in the family room, and a fireplace with heatalator in the living room. The thoughtful floor plan offers 4 bedrooms and 3 full bathrooms, ideal for full-time living, multi-generational use, or a private retreat. The land itself is a standout feature, offering both beauty and functionality. An established orchard with over 30 fruit trees—including apple, pear, and plum—creates a true homestead environment with room to expand gardens, outdoor living areas, or additional agricultural use. Seasonal hummingbird migrations and local wildlife further enhance the natural setting. A fully equipped multi-room barn with attached workshop provides exceptional versatility, complete with plumbing, electrical, and two wood-burning stoves for year-round use. Whether for woodworking, metalwork, car restoration, creative studio space, or storage, the possibilities are extensive. Two additional outbuildings add even more flexibility and value. Infrastructure and reliability are unmatched, featuring a whole-property Generac backup generator servicing the home, barn, and pump house—an extremely rare and valuable feature in mountain communities. The private well is known for its high-quality Oak Glen water, providing both independence and peace of mind.
Despite its private setting, the property is just minutes from Yucaipa and Redlands, offering convenient access to dining, shopping, and everyday amenities.
This is a unique opportunity to own a turnkey Oak Glen homestead combining usable land, modern upgrades, and a lifestyle defined by space, nature, and tranquility.
AGENT: Jeff Kack LISTING BROKERAGE: KELLER WILLIAMS REALTYDespite its private setting, the property is just minutes from Yucaipa and Redlands, offering convenient access to dining, shopping, and everyday amenities.
This is a unique opportunity to own a turnkey Oak Glen homestead combining usable land, modern upgrades, and a lifestyle defined by space, nature, and tranquility.
Courtesy of KELLER WILLIAMS REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than The Agency RE include the name of the listing broker. Neither the listing company nor The Agency RE shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 39804 Pine Bench
Yucaipa, CA
Property Details
Price:
$950,000
MLS #:
IG26070989
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
269yucaipacalimesaoakglen
Listed Date:
Apr 7, 2026
Finished Sq Ft:
1,884
Lot Size:
108,900 sqft / 2.50 acres (approx)
Year Built:
1974
Outbuilding269 – Yucaipa/calimesa/oak Glen269yucaipacalimesaoakglenYucaipa/calimesa UnifiedOrchard
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Schools
School District:
Yucaipa/Calimesa Unified
Interior
Appliances
DW, GD, MW, PR, WHU
Bathrooms
3 Full Bathrooms
Cooling
CA
Flooring
SEE
Heating
CF, WDS
Interior Features
CF, GRNC, PTRY
Laundry Features
IR, DINC, WINC
Levels
A
Main Level Bathrooms
3
Main Level Bedrooms
4
Exterior
Attached Garage YN
1
Common Walls
NCW
Community Features
FHL, MTN, HIKI
Fencing
CH
Garage Spaces
2
Other Structures
SHP, OB, SH
Parking Spots
2
Parking Total
2
Patio And Porch Features
CO, OPN
Roof
CMP
Security Features
CRD
Spa Features
NO
View
MT, TW, ORC
Waterfront Features
STR
Window Features
DPW
Financial
Map
Community
- Address39804 Pine Bench Yucaipa CA
- CityYucaipa
- CountySan Bernardino
- Zip Code92399
