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$3,870,000
29 Days On Site

37547 Oak Glen Road
Oak Glen, CA 92399

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
3
Full Baths
2,600
SqFt
$1,488
/SqFt
1960
Built
County:
San Bernardino
Listed by Lavonne Webb of RE/MAX ADVANTAGE LaVonneCWebb@gmail.com
Call Now: (800) 215-5000
Is this the listing for you? We can help make it yours.
(800) 215-5000
37547 Oak Glen Road37547 Oak Glen Road37547 Oak Glen Road37547 Oak Glen Road
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Monthly Payment (Est.)

$17,657
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$3,870,000
Days On Site 
29 Days
Bedrooms 
3
Inside Area (SqFt) 
2,600 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
60.7727 Acres
Year Built 
1960
MLS® Number 
IG26080819
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
4 weeks agoListing first seen on site
4 weeks agoListing updated with changes from the MLS®
General Features
Acres 
60.7727
Attached Garage 
Yes
Disclosures 
UnincorporatedWaterRights
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Land Lease 
No
Levels 
One
Number Of Stories 
1
Parking 
AttachedCircular DrivewayDirect AccessElectric GateGarage Faces FrontGarageGarage Door OpenerGravelRV Access/Parking
Parking Spaces 
3
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Smoke Detector(s)
Sewer 
NoneSeptic Tank
Special Circumstances 
Standard
Style 
Ranch
Utilities 
Electricity ConnectedSewer Not Available
Water Source 
Well
Zoning 
OG/AG-AP
Interior Features
Appliances 
Convection OvenDouble OvenDishwasherElectric OvenGas CooktopGas Water HeaterMicrowaveRefrigeratorWarming Drawer
Cooling 
Central Air
Electric 
220 Volts in Kitchen220 Volts in Laundry
Fireplace 
Yes
Fireplace Features 
Free StandingLiving RoomWood Burning
Flooring 
Tile
Heating 
Central
Interior 
Beamed CeilingsBreakfast BarCeiling Fan(s)Cathedral Ceiling(s)Open FloorplanStone CountersBarWalk-In Closet(s)Master Downstairs
Laundry Features 
InsideLaundry Room
Main Level Bedrooms 
3
Window Features 
Double Pane Windows
Bathroom 
Features - Stone Counters
EntryFoyer 
Great Room 
Kitchen 
Laundry 
Master Bedroom 
Other 
Features - Walk-In Closet(s)
Utility Room 
Workshop 
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Exterior Features
Construction Details 
Stucco
Fencing 
Cross FencedSee Remarks
Lot Features 
AgriculturalPasture
Other Structures 
Guest HouseOutbuildingShed(s)WorkshopCorral(s)
Patio And Porch 
Covered
Pool Features 
None
Road Frontage 
County Road
Roof 
Tile
Spa Features 
Above GroundNone
View 
City LightsMountain(s)PondPasture
Waterfront Features 
CreekPond
Waterview 
City LightsMountain(s)PondPasture
Windows/Doors 
Double Pane Windows
Community Features
Building Access 
Front
Financing Terms Available 
CashConventional1031 Exchange
Horse Allowed 
Yes
Horse Property 
Riding Trail
MLS Area 
269 - Yucaipa/Calimesa/Oak Glen
Roads 
Paved
School District 
Yucaipa/Calimesa Unified
Schools
School District
Yucaipa/Calimesa Unified
Elementary School
Unknown
Middle School
Unknown
High School
Unknown


This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, the Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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