
Oak Glen, California 92399
Analysis of 37547 Oak Glen Road, Oak Glen, California 92399 is currently available with a list price of $3,870,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Oak Glen Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
Despite being built in 1960, the property has undergone a comprehensive high-end renovation within the last few years. The interior features a modern chef's kitchen with premium stainless steel appliances and stone countertops, updated bathrooms with contemporary tile work and glass enclosures, and high-quality wood and stone finishes throughout. The systems, lighting, and flooring appear new, meeting current luxury standards with no visible deferred maintenance.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 2647257, living area = 2600.
The property boasts rare water security and recreational value with two flowing creeks, a private half-acre stocked lake, and three private wells, which are invaluable assets in Southern California.
Located in the Yucaipa Valley AVA with Ag Preserve zoning and Williamson Act tax benefits, the 60-acre estate is perfectly positioned for a commercial vineyard, winery, or high-end wedding venue.
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =2647257, other record lot size in square feet = 121968. Living area discrepancy between mls listing and other public or private record. mls listing living area = 2600, other record living area = 1855.
Built in 1960, the 2,600 sq. ft. ranch house may require significant modern updates or expansion to meet the luxury standards expected for a legacy estate at this price point.
The scale of the 60-acre terrain, combined with the upkeep of a private lake, creeks, and numerous outbuildings, necessitates a substantial ongoing commitment of time and capital for property management.
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.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 3.0 | 50% |
| Baths | 3.0 | 2.0 | 54% |
| Square foot | 2,600 | 1,761 | 81% |
| Lot Size | 2,647,257 | 10,560 | 98% |
| Price | $3.87M | $577.0K | 99% |
| Price per sq ft | $1.5K | $338 | 99% |
| Built year | 1960 | 1984 | 28% |
| HOA | $0 | $0 | 50% |
| Days on market | 5 | 175 | 1% |
Apr 17, 2026
$3,870,000
Initial Listing
Aug 21, 2009
$375,000
Public Record
Jan 28, 1994
$69,500
Public Record