Yucaipa/Calimesa/Oak Glen (269) Homes with Bluff 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 known for its stunning natural beauty, charming communities, and a lifestyle that embraces the great outdoors. Surrounded by the majestic San Bernardino Mountains, residents enjoy breathtaking views, fresh air, and a serene atmosphere that feels worlds away from the hustle and bustle of city life.

Oak Glen, in particular, is a hidden gem renowned for its apple orchards, hiking trails, and vibrant fall foliage. The region boasts a rich agricultural heritage, offering residents the unique opportunity to savor fresh produce and participate in seasonal festivities. Whether you’re exploring the charming shops, indulging in local cider, or embarking on scenic hikes, Oak Glen provides a perfect blend of leisure and adventure.

For those seeking homes with a view, this area offers an array of stunning properties perched on bluffs that provide panoramic vistas of the surrounding landscape. Imagine waking up to the gentle whispers of nature and enjoying your morning coffee while gazing at the breathtaking sunrises over the mountains. These homes not only provide a tranquil retreat but also a sense of community and connection to the natural world.

With its unique blend of rural charm and modern conveniences, Yucaipa, Calimesa, and Oak Glen are perfect for families, retirees, and anyone looking to embrace a lifestyle enriched by nature. Discover your dream home in this captivating region and experience the beauty and tranquility that awaits you!

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

$699,000

3 Beds ⋅ 2 Baths ⋅ IG26079373 MLS ⋅ Active Under Contract Status

Perched high above the valley in the heart of Oak Glen, this remarkable hilltop retreat offers the kind of panoramic views most people only experience on vacation. From sunrise over the mountains to sparkling city lights at night, every window frames a breathtaking piece of Southern California's natural beauty. Set on approximately 1.66 acres, this custom-built home was thoughtfully designed to embrace its surroundings, blending comfort, privacy, and unforgettable scenery. The open-concept living spaces invite the outdoors in, while expansive windows capture miles of rolling hills, mountain vistas, and changing skies throughout the day. Imagine enjoying your morning coffee as the sun rises over the valley, hosting friends beneath a canopy of stars, or simply unwinding in complete tranquility after a busy day. This is more than a home—it's a lifestyle rarely available and impossible to replicate. Located in the highly desirable Oak Glen community, known for its apple orchards, seasonal charm, hiking trails, and small-town atmosphere, this property offers the perfect balance of peaceful mountain living with convenient access to nearby shopping, dining, and commuter routes. Whether you're searching for a full-time residence, weekend retreat, or private sanctuary with unforgettable views, this is an opportunity to own one of Oak Glen's most captivating settings.

38736 Oak Glen Road, Oak Glen

$990,000

6 Beds ⋅ 4 Baths ⋅ IG26049739 MLS ⋅ Active Status

Exceptional Bluff-Top Opportunity in Yucaipa – 2.5 Acres with Multiple Residences & Development Potential! Rare opportunity to own approximately 2.5 acres of prime view property perched on the bluff in the City of Yucaipa with stunning views, multiple residences, owned solar, and expansive land, this property presents a rare opportunity for investors, developers, or buyers seeking space, income potential, or multi-generational living, and long-term potential in one of Yucaipa’s most desirable bluff locations. This unique property features four doors (units) across three separate structures, per seller. Including a two-bedroom, one-bath main residence of approximately 1300 square feet, a two-bedroom, two-bath apartment, and two studio apartments, offering incredible versatility for multi-generational living, rental income, or future development potential. The main residence features a beautifully remodeled 2-bedroom, 1-bath turnkey home with beamed ceilings and an open-concept floor plan, creating a bright and inviting living space. The kitchen has been tastefully updated with granite and quartz countertops, complemented by new vinyl flooring throughout the structures. Additional highlights include a cozy fireplace, remodeled bath stainless steel appliances, kitchen island, large pantry, laundry closet, a bonus room/office with built-in desk and shelving, vinyl flooring throughout, and panoramic views. Enjoy beautiful sunsets and sunrise views from both the front and rear patios or the with a charming gazebo area perfect for relaxing or entertaining. The second detached building includes a beautifully remodeled 2-bedroom, 2-bath apartment, along with an attached studio unit featuring a kitchenette and private bathroom. Both units offer private patios, creating comfortable and private outdoor living spaces. A third detached conversion provides an additional studio, complete with a remodeled bathroom featuring a tile shower/tub combination, kitchenette, and its own private patio area. The property offers separate parking for each unit, along with a fully gated entrance for privacy and security. Residents also enjoy a communal in-ground pool that is fully gated, creating a shared recreational amenity. Additional property highlights include seller-owned solar systems, (Buyer to assume) on two of the residences, upgraded electrical service, and the convenience of being connected to city sewer. This property will not disappoint!

33574 Washington Drive, 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.