Yucaipa/Calimesa/Oak Glen (269) Homes with Three Or More Levels Stories

Welcome to the charming region of Yucaipa, Calimesa, and Oak Glen, nestled in the picturesque San Bernardino County of California. Known for its stunning natural landscapes and vibrant community spirit, this area offers a unique blend of suburban comfort and outdoor adventure. With the majestic San Bernardino Mountains as a backdrop, residents enjoy a mild climate, abundant recreational opportunities, and a rich agricultural heritage that includes beautiful apple orchards and local farms.

Yucaipa is a family-friendly city, boasting excellent schools, parks, and a variety of shopping and dining options. Calimesa, with its small-town charm, is perfect for those seeking a quieter lifestyle while still being close to urban amenities. Meanwhile, Oak Glen is a hidden gem, renowned for its breathtaking apple-picking experiences and scenic hiking trails that attract nature enthusiasts year-round.

For those in search of spacious living, this region is home to an array of homes featuring three or more levels. These multi-story residences offer ample room for families to grow and thrive, with flexible living spaces that can be tailored to your lifestyle. From stunning views to luxurious amenities, homes with multiple stories provide not just comfort but also the opportunity for creativity in design. Whether you envision a cozy family room, a home office, or a game room, these homes offer the perfect canvas to bring your dreams to life.

Explore the enchanting neighborhoods of Yucaipa, Calimesa, and Oak Glen, where your ideal home awaits amidst the beauty of Southern California’s landscape. Embrace the charm of this dynamic region and discover a community where every day feels like a retreat.

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Three Or More Levels Stories

$599,000

5 Beds ⋅ 3 Baths ⋅ IG26161154 MLS ⋅ Active Under Contract Status

Nestled in the highly desirable upper Yucaipa area, this beautifully maintained custom tri-level home offers exceptional curb appeal, mountain views, and a spacious lot of over 1/4 acre. A long driveway, mature landscaping, RV parking, and a two-car attached garage create an impression while providing ample space for vehicles, toys, and guests. Inside, you'll find a light-filled interior featuring tasteful neutral colors, fresh interior paint, new carpet, and classic plantation shutters. The thoughtfully designed floor plan offers flexibility for a variety of lifestyles. The main level serves as the heart of the home with an inviting living room, formal dining area, and well-appointed kitchen—perfect for everyday living and entertaining. The lower level features a versatile bedroom complete with a wet bar, making it ideal as a guest suite, family room, game room, or private home office. A convenient laundry room and updated half bath complete this level. Upstairs, retreat to the spacious primary suite featuring a private balcony where you can enjoy peaceful mornings and beautiful views. The large primary bath includes dual vanities, a soaking tub, separate shower, and generous closet. Three additional bedrooms and a guest bathroom provide plenty of room for family and guests, with the guest bath also beautifully remodeled. Step outside to enjoy the expansive yard with lush lawn, mature trees, attractive landscaping, and plenty of room to entertain, garden, or even add a pool. The combination of privacy, usable outdoor space, and scenic surroundings makes this property truly special. With its custom design, flexible floor plan, tasteful updates, oversized lot, RV parking, and sought-after upper Yucaipa location, this home offers the perfect blend of comfort, functionality, and timeless appeal.

11666 Madison Street, 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

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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.