This 60-acre estate is a rare Southern California sanctuary where nature meets luxury. On scenic Oak Glen Road, gateway to Oak Glen, at 3,600 ft elevation, the property enjoys 4 distinct seasons, crisp mountain air, and a profound sense of peace, less than an hour from ONT. From the moment you pass through the gate, the outside world fades and a private, self-contained oasis-serene, secure, and breathtakingly beautiful unfolds. Varied terrain, mature trees, open skies, and abundant wildlife create a setting that feels worlds away yet fully connected to modern convenience. A 2,600 sq ft single-story ranch residence is designed for seamless indoor-outdoor living. Expansive windows frame views from every room—capturing sunrises, sunsets, and distant city lights. Stone and wood finishes complement an open, flowing layout, creating a refined yet relaxed living experience rooted in authenticity. Water is the defining luxury of this property. Two flowing creeks wind through the land, and beneath 2 bridges. A private half acre lake, stocked with fish and visited by migratory birds, is ideal for fishing, swimming, paddle recreation, or simply unwinding on the beach. Located within the Yucaipa Valley AVA, it offers potential for vineyards, winery, or a wedding venue. Ag amenities are in place, including a classic 24’x100’ four-stall barn with an attached bunkhouse with reclaimed barn doors, granite countertops, a sleeping loft, and full bath that provides guest or staff accommodation. Additional amenities: a 30’x100’ open pole barn, 30’x80’ hay barn, pipe and cable perimeter fencing, a 24’x70’ historic shop building with a storied past. and a 70-foot-round pen. Graded roads wind throughout the property, invite exploration by horseback, vehicle, or quiet walks through nature. 3 private water wells provide natural water for residential and ag use—an increasingly valuable asset. Ag Preserve zoning with Williamson Act benefits provides lower taxes, while the absence of HOA restrictions allows for flexibility, privacy, and control. With panoramic views in every direction and endless possibilities, this property offers a rare opportunity to create a true legacy estate, whether as a private retreat, multi-generational compound, working ranch, vineyard estate, or an inspired escape from the pace of city life. This is more than a property—it is a private world, a sanctuary of water and land, and one of Southern California’s most compelling opportunities.
AGENT: LAVONNE WEBB LISTING BROKERAGE: RE/MAX ADVANTAGE
Courtesy of RE/MAX ADVANTAGE. 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. 37547 Oak Glen RD
Oak Glen, CA
Property Details
Price:
$3,870,000
MLS #:
IG26080819
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
269yucaipacalimesaoakglen
Listed Date:
Apr 17, 2026
Finished Sq Ft:
2,600
Lot Size:
2,647,257 sqft / 60.77 acres (approx)
Year Built:
1960
RanchOutbuilding269 – Yucaipa/calimesa/oak Glen269yucaipacalimesaoakglenYucaipa/calimesa UnifiedPasture
Ask a Question
See this Listing
Schools
School District:
Yucaipa/Calimesa Unified
Interior
Appliances
DW, MW, RF, GS, EO, CO, DO, GWH, WOD
Bathrooms
3 Full Bathrooms
Cooling
CA
Flooring
TILE
Heating
CF
Interior Features
CF, BAR, STNC, OFP, BC, CC
Laundry Features
IR, IN
Levels
A
Main Level Bathrooms
3
Main Level Bedrooms
3
Exterior
Architectural Style
RAN
Attached Garage YN
1
Common Walls
NCW
Community Features
RUR, HRS, HNT, HIKI
Construction Materials
STC, DWAL
Exterior Features
CO
Fencing
XF, SEE
Garage Spaces
3
Other Structures
SHP, GH, OB, SH
Parking Spots
3
Parking Total
3
Patio And Porch Features
CO
Roof
TLE
Security Features
SD, COD
Spa Features
AG, NO
View
CI, MT, PO, PAS
Waterfront Features
POL, CSOL
Window Features
DPW
Financial
Map
Community
- Address37547 Oak Glen RD Oak Glen CA
- CityOak Glen
- CountySan Bernardino
- Zip Code92399
