37547 Oak Glen Road, Oak Glen, CA 92399

• 3 beds |
• 3 baths |
• 2,600 sqft

Property Description

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.

Listing Status:

Active

Date Added:

April 17, 2026

Data Last Updated:

April 18, 2026 at 12:16AM

Listing Office:

RE/MAX ADVANTAGE : 909-797-4133

Listing Agent:

Lavonne Webb : 909-9137813

MLS ID:

IG26080819

Interior

• General: Beamed CeilingsBreakfast BarCeiling Fan(s)Cathedral Ceiling(s)Open FloorplanStone CountersBarMain Level PrimaryUtility RoomWalk-In Closet(s)Workshop
• Appliances: Convection OvenDouble OvenDishwasherElectric OvenGas CooktopGas Water HeaterMicrowaveRefrigeratorWarming Drawer
• Laundry: InsideLaundry Room
• Flooring: Tile
• A/C: Central Air
• Heating: Central
• Fireplace: Free StandingLiving RoomWood BurningFireplace

Exterior

• General: Guest HouseOutbuildingShed(s)WorkshopCorral(s)Above GroundNone
• Style: Ranch
• Other Structures: Guest HouseOutbuildingShed(s)WorkshopCorral(s)Covered
• Pool: None
• Parking: Circular DrivewayDirect AccessDriveway LevelElectric GateGarage Faces FrontGarageGarage Door OpenerGravelRV Hook-UpsRV Access/ParkingParking spaces: 3

Construction

• Roofing: Tile
• Windows: Double Pane Windows
• General: DrywallStucco1Slab

Location

• Road/Access: County Road
• HOA Amenities: 0.0
• Originating MLS: CRMLS_CRM
• School District: Yucaipa/Calimesa Unified
• County: San Bernardino

Lot

• Zoning: OG/AG-AP0321121210000
• View: City LightsMountain(s)PondPastureView
• Fencing: Cross FencedSee Remarks

Utilities

• Utilities: Electricity ConnectedSewer Not AvailableElectricity - On Property220 Volts in Kitchen220 Volts in Laundry
• Water: Well
• Sewer: NoneSeptic Type Unknown

Financial

• Source: CRMLS_CRM
• Exclusions: Island light fixture and and two other fixtures with the Ranch Branding on it.