Yucaipa/Calimesa/Oak Glen (269) Homes with Stream Water Features

Nestled in the heart of Southern California’s San Bernardino County, the charming communities of Yucaipa, Calimesa, and Oak Glen offer a unique blend of natural beauty and suburban comfort. Known for their picturesque landscapes and a serene lifestyle, these areas are perfect for those looking to escape the hustle and bustle of city life while still enjoying modern amenities.

Yucaipa is celebrated for its stunning mountain views and lush parks, making it a haven for outdoor enthusiasts. The community boasts a variety of recreational opportunities, from hiking trails in the nearby San Bernardino National Forest to family-friendly parks that host seasonal events. Calimesa, with its quaint feel, offers a tight-knit community atmosphere, while Oak Glen is famous for its apple orchards and charming farms, providing a delightful rural escape.

One of the most enchanting features of homes in this region is the presence of properties with stream water features. Imagine waking up to the soothing sounds of flowing water, enhancing your outdoor living experience. These homes not only provide a tranquil oasis but also create a perfect backdrop for gatherings, meditation, or simply enjoying a peaceful afternoon with a good book. The gentle babbling of a stream can transform your backyard into a personal retreat, inviting relaxation and inspiration.

Whether you're seeking a cozy cottage in Oak Glen or a spacious family home in Yucaipa, this region offers a diverse array of properties that cater to various lifestyles. Discover the beauty and charm of Yucaipa, Calimesa, and Oak Glen—where your dream home awaits amidst the serene landscapes and flowing waters.

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Stream Water Features

$950,000

4 Beds ⋅ 3 Baths ⋅ IG26070989 MLS ⋅ Active Status

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. This is a unique opportunity to own a turnkey Oak Glen homestead combining usable land, modern upgrades, and a lifestyle defined by space, nature, and tranquility.

39804 Pine Bench, Yucaipa

$14,500,000

3 Beds ⋅ 5 Baths ⋅ IV25253989 MLS ⋅ Active Status

Step into a storybook setting... an extraordinary One-of-a-Kind Castle nestled in the beautiful mountain community of Oak Glen California. This magical Estate is tucked away in a forest yet conveniently located, offering easy access and feeling worlds apart from the city. Just 11 minutes from Yucaipa, about an hour from Lake Arrowhead and only 90 minutes from Los Angeles, it is a rare find that blends convenience with absolute privacy. Designed as a true Castle showplace, the property features an impressive grand entertaining Lounge... perfect for large gatherings, celebrations, or quiet evenings in regal style. With its timeless design and beautiful natural setting, this remarkable property offers a rare blend of nostalgia, unique character, and privacy. One of a Kind! Oh So Magical!! Attention Actors, Producers, Writers...Your Dream Come True Property. Approximately 6.73 Acres.

38838 Birch Creek, Oak Glen

Start Your Search

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.