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

Yucaipa/Calimesa/Oak Glen (269) Homes with Orchard 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 renowned for its stunning natural beauty, friendly community, and a lifestyle that perfectly blends the tranquility of rural living with the conveniences of modern amenities.

Yucaipa, with its charming downtown and vibrant local culture, is a haven for families and outdoor enthusiasts alike. The nearby Calimesa offers a quaint, small-town atmosphere, while Oak Glen is famous for its apple orchards and breathtaking mountain views. Here, you can enjoy seasonal apple picking, scenic hikes, and the delightful charm of local farms and markets.

For those seeking a home with a view, the properties in this region often feature spectacular orchard views, allowing residents to bask in the beauty of sprawling landscapes and lush greenery. Imagine waking up to the sight of sun-drenched orchards, where the sweet scent of blooming fruit trees fills the air. These homes not only offer a serene retreat but also provide ample opportunities for outdoor activities, from gardening to enjoying peaceful evenings on your deck.

The community spirit in Yucaipa and Calimesa is palpable, with numerous events and festivals that celebrate local culture and heritage. Whether you’re exploring the quaint shops, savoring farm-fresh produce, or enjoying a leisurely stroll through the scenic parks, you will find that this region is more than just a place to live—it’s a place to thrive.

Discover the charm of Yucaipa, Calimesa, and Oak Glen, where your dream home with an orchard view awaits!

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

$899,000
4 Beds 3 Baths IG26070989 MLS Active Status
MASSIVE $51,000 PRICE REDUCTION! NOW OFFERED AT $899,000 AND PRICED TO SELL! Don't miss this exceptional opportunity to own one of Oak Glen's most unique turnkey homesteads. With a significant price improvement, this private retreat offers outstanding value for buyers seeking usable acreage, modern upgrades, and the peaceful mountain lifestyle that makes Oak Glen so desirable. Nestled in the heart of Oak Glen, this private homestead offers a rare opportunity to experience true mountain living with the convenience of nearby city access. Set on nearly all usable acreage, the property is surrounded by mature trees, fresh mountain air, and a peaceful, secluded setting that captures the essence of Oak Glen’s four distinct seasons. The extensively updated home blends modern upgrades with rustic charm. Improvements include new windows, French doors, heating and air conditioning, maintenance-free James Hardie siding, and a tankless water heater for long-term efficiency and comfort. Inside, the inviting interior features granite countertops, hardwood floors, a wood-burning stove in the family room, and a fireplace with heatalator in the living room. The thoughtful floor plan offers 4 bedrooms and 3 full bathrooms, ideal for full-time living, multi-generational use, or a private retreat. The land itself is a standout feature, offering both beauty and functionality. An established orchard with over 30 fruit trees—including apple, pear, and plum—creates a true homestead environment with room to expand gardens, outdoor living areas, or additional agricultural use. Seasonal hummingbird migrations and local wildlife further enhance the natural setting. A fully equipped multi-room barn with attached workshop provides exceptional versatility, complete with plumbing, electrical, and two wood-burning stoves for year-round use. Whether for woodworking, metalwork, car restoration, creative studio space, or storage, the possibilities are extensive. Two additional outbuildings add even more flexibility and value. Infrastructure and reliability are unmatched, featuring a whole-property Generac backup generator servicing the home, barn, and pump house—an extremely rare and valuable feature in mountain communities. The private well is known for its high-quality Oak Glen water, providing both independence and peace of mind. Despite its private setting, the property is just minutes from Yucaipa and Redlands, offering convenient access to dining, shopping, and everyday amenities.

39804 Pine Bench, Yucaipa

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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.