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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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37547 Oak Glen Road, Oak Glen – $3,870,000

  • 3 Beds
  • 3 Baths
  • 2,600 Sqft
  • 60.77 Acres
  • 3 Beds
  • 3 Baths
  • 2,600 Sqft
  • 60.77 Acres

37547 Oak Glen Road

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.

Essential Information

  • MLS® #IG26080819
  • Price$3,870,000
  • Bedrooms3
  • Bathrooms3.00
  • Full Baths3
  • Square Footage2,600
  • Acres60.77
  • Year Built1960
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleRanch
  • StatusActive

Community Information

  • Address37547 Oak Glen Road
  • CityOak Glen
  • CountySan Bernardino
  • Zip Code92399

Area

269 - Yucaipa/Calimesa/Oak Glen

Amenities

  • Parking Spaces3
  • # of Garages3
  • WaterfrontCreek, Pond
  • PoolNone

Utilities

Electricity Connected, Sewer Not Available

Parking

Circular Driveway, Direct Access, Electric Gate, Garage Faces Front, Garage, Garage Door Opener, RV Access/Parking, Driveway Level, Gravel, RV Hook-Ups

Garages

Circular Driveway, Direct Access, Electric Gate, Garage Faces Front, Garage, Garage Door Opener, RV Access/Parking, Driveway Level, Gravel, RV Hook-Ups

View

City Lights, Mountain(s), Pond, Pasture

Interior

  • InteriorTile
  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • # of Stories1
  • StoriesOne

Interior Features

Beamed Ceilings, Breakfast Bar, Ceiling Fan(s), Cathedral Ceiling(s), Open Floorplan, Stone Counters, Bar, Main Level Primary, Utility Room, Walk-In Closet(s), Workshop

Appliances

Convection Oven, Double Oven, Dishwasher, Electric Oven, Gas Cooktop, Gas Water Heater, Microwave, Refrigerator, Warming Drawer

Fireplaces

Free Standing, Living Room, Wood Burning

Exterior

  • ExteriorDrywall, Stucco
  • WindowsDouble Pane Windows
  • RoofTile
  • ConstructionDrywall, Stucco
  • FoundationSlab

Lot Description

Horse Property, Lot Over 40000 Sqft, Agricultural, Pasture

School Information

  • DistrictYucaipa/Calimesa Unified

Additional Information

  • Date ListedApril 17th, 2026
  • Days on Market141
  • ZoningOG/AG-AP

Listing Details

  • AgentLavonne Webb
  • OfficeRE/MAX ADVANTAGE
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Lavonne Webb, RE/MAX ADVANTAGE.

Based on information from California Regional Multiple Listing Service, Inc. as of September 5th, 2026 at 1:57pm PDT. 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. 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, 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.