Yucaipa/Calimesa/Oak Glen (269) Homes with Pasture View

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of San Bernardino County, California. This picturesque area is a hidden gem, offering a perfect blend of serene landscapes, vibrant community life, and a rich agricultural heritage. Known for its stunning mountain views and lush greenery, this region is ideal for those seeking a peaceful retreat while still being conveniently close to urban amenities.

Yucaipa boasts a charming downtown area filled with delightful shops, cafes, and restaurants, where you can savor local flavors and enjoy community events throughout the year. Calimesa, with its friendly neighborhoods and family-oriented atmosphere, provides a welcoming environment for residents of all ages. Just a short drive away, Oak Glen invites you to explore its apple orchards and scenic hiking trails, making it a popular spot for outdoor enthusiasts and nature lovers.

One of the standout features of homes in this region is the breathtaking pasture views. Imagine waking up to rolling hills and expansive green fields right outside your window. These homes offer a unique opportunity to experience the tranquility of rural living while enjoying the comfort of modern amenities. Whether you're looking for a cozy cottage or a spacious family home, the properties here cater to a variety of tastes and preferences.

In Yucaipa, Calimesa, and Oak Glen, you’ll discover more than just a place to live; you’ll find a vibrant community where nature and lifestyle harmoniously intertwine. Come explore the beauty of this remarkable region and find your dream home with a view that will take your breath away!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Pasture View

$3,870,000

3 Beds ⋅ 3 Baths ⋅ IG26080819 MLS ⋅ Active Status

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.

37547 Oak Glen Road, Oak Glen

$1,225,000

4 Beds ⋅ 3 Baths ⋅ IG26061388 MLS ⋅ Active Under Contract Status

Over two acres in Oak Glen with a single story 2013 build, an attached four car garage, stables, and a separate guest home. Welcome to Snow Line Ranch! Located on a private street in the picturesque town of Oak Glen, this custom built home sits directly across from the protected Wildlands Conservancy. You approach the property and are greeted by stunning mountain views. This land was previously owned by Kevin Costner. Enter the home past the large front porch, or directly from the oversized four car garage (est. over 1200 sq ft) , which features even more storage space in a dedicated loft overhead. The great room in the center is the heart of the home. A sizable living area features a rock wall with a wood burning stove. This opens up to a foyer, dining, and a large kitchen. All of these rooms are filled with natural light from large double pane windows. High end touches included a conventional double oven, a walk in pantry, excellent counter space, and the farmhouse sink. You may actually enjoy dishes with this view! The spacious primary suite is off of the kitchen, with it's own walk-in closet and a sizable bath. There is a large shower and a soaking tub. There are three additional bedrooms opposite the family room, all with sizable closet space. One features French doors, and is currently in use as a home office. This home even has a basement (estimated at 432 square feet, and not included in the online square footage). Heading outside, there is a 2023 Park Model manufactured home with two additional bedrooms, kitchen, living space, and even laundry hookups (estimated at 392 square feet, and not included in the online square footage). With it's own permanent water, power and septic hookups, this is perfect for a home office, guest space, or extended live-in family. This private location on Raspberry means serene country living without the inconveniences of being too far off the grid. We are only 15 minutes from Stater Brothers Market in Upper Yucaipa, and just around the corner from local Oak Glen dining. There is a paid solar system - owners total Edison power bill in 2025 was less that $100. Sellers use Starlink for internet. The Generac propane generator and the Oak Glen Domestic Water Company Shares are also included in the sale.

11821 Raspberry, Oak Glen

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Based on information from California Regional Multiple Listing Service, Inc. as of . 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.