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

Welcome to the charming region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Riverside County, California. This picturesque area is renowned for its stunning natural beauty, rich agricultural heritage, and a warm, welcoming community. With majestic mountains as your backdrop and lush valleys offering a serene escape, this region is an ideal sanctuary for those seeking both tranquility and adventure.

Calimesa, often referred to as the gateway to the San Bernardino Mountains, boasts a delightful blend of small-town charm and modern conveniences. Its proximity to Yucaipa and Oak Glen enhances its appeal, providing residents with easy access to outdoor activities such as hiking, apple picking, and exploring the scenic landscapes. The area is celebrated for its vibrant community events, local farmers’ markets, and family-friendly parks, making it a wonderful place to call home.

One of the most enchanting features of this region is the availability of homes with stunning pond views. Imagine waking up each morning to the gentle sound of water lapping against the shore, surrounded by lush greenery and vibrant wildlife. These homes not only offer breathtaking views but also provide a tranquil environment perfect for relaxation and reflection. Whether you’re enjoying a morning coffee on your deck or hosting friends for an evening gathering, the serene ambiance of a pond view home enhances every moment.

Discover the magic of Yucaipa, Calimesa, and Oak Glen, where your dream home with a pond view awaits. Embrace a lifestyle filled with nature, community, and endless possibilities in this beautiful corner of California.

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

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 219150501DA MLS ⋅ Active Status

Incredible opportunity to own this sprawling estate, recently acquired through foreclosure proceedings. A nearly 4,000 sq. ft. two story country residence with brick facade and grand entry hall. Home has been updated with beautiful custom cabinetry, updated baths, granite countertops and many other upgrades. 4.74 acre property is breathtaking and perched on a promontory with sweeping 360 degree views of city lights, San Gorgonio, San Jacinto, and most every mountain range in the Southern California vicinity. Past the remote controlled entry gates of the exclusive Oak Hills Estates, you enter your compound via a long sweeping private driveway. 3 car attached garage, large pool and spa, extensive solar array, private orchards and vineyards, and two ponds and a steam highlight the extensive grounds and improvements.

37245 Valgio Drive, Calimesa

$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

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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.