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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the picturesque San Bernardino County of California. This area is a hidden gem that offers a harmonious blend of natural beauty, suburban charm, and a welcoming community spirit. With its stunning mountain views and serene landscapes, residents enjoy a tranquil lifestyle that feels miles away from the hustle and bustle of city life, yet is conveniently located just a short drive from major urban centers.

Yucaipa is known for its vibrant downtown area, complete with delightful boutiques, cozy cafes, and local eateries that celebrate the region's rich agricultural heritage. Just a stone's throw away, Calimesa offers a peaceful retreat with its spacious neighborhoods and family-friendly parks, perfect for outdoor activities and community gatherings. Meanwhile, Oak Glen stands out with its enchanting apple orchards and lush hiking trails, making it a popular spot for nature enthusiasts and families alike.

One of the most sought-after features in this region is the availability of homes with breathtaking bluff views. Imagine waking up to panoramic vistas of rolling hills, majestic mountains, and the vibrant colors of the sunset right from your own backyard. These homes not only provide a peaceful sanctuary but also create an ideal setting for entertaining friends and family or simply enjoying a quiet evening under the stars.

Whether you are looking for a cozy starter home or a luxurious estate, Yucaipa, Calimesa, and Oak Glen have something for everyone. Discover the charm and beauty of this remarkable region, where your dream home awaits amidst stunning landscapes and a warm community atmosphere.

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.