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

Welcome to the charming region of Yucaipa, Calimesa, and Oak Glen in Southern California! Nestled in San Bernardino County, this area offers a perfect blend of natural beauty and modern convenience.

Yucaipa, known for its small-town charm and stunning views of the San Bernardino mountains, is a sought-after destination for families and nature enthusiasts alike. The city boasts a variety of outdoor recreational activities, including hiking trails, parks, and golf courses.

Neighboring Calimesa is a peaceful and welcoming community with a strong sense of community spirit. Residents enjoy a relaxed lifestyle with easy access to local amenities and services.

If you're looking for a home with three or more levels in this region, you're in luck! Whether you prefer a spacious townhouse with multiple floors or a luxurious multi-level estate, there are plenty of options to choose from. From cozy family homes to elegant properties with panoramic views, you'll find the perfect home to suit your lifestyle and preferences.

Oak Glen, famous for its apple orchards and scenic beauty, offers a tranquil escape from the hustle and bustle of city life. Explore charming country roads, visit local farms, and savor delicious apple pies at quaint cafes.

Whether you're searching for a new home or planning to relocate to this picturesque region, Yucaipa, Calimesa, and Oak Glen offer a unique blend of natural beauty, community warmth, and modern amenities. Come and discover the perfect home for you in this delightful corner of Southern California!

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

$1,450,000

6 Beds ⋅ 3 Baths ⋅ IV26216004 MLS ⋅ Active Status

Set in Oak Glen on approximately 3.27 acres, this 4,528 sq ft, three-story home offers 6 bedrooms, 3 bathrooms, mountain views, mature trees and a wraparound porch. The property includes a landscaped lawn, treed grounds and a corner-lot setting near Oak Glen Road. Inside, the home features custom woodwork, built-in storage, multiple fireplaces and a family room/library that opens to the kitchen. The kitchen includes stainless-steel appliances and generous cabinetry, while the upper levels provide flexible bedroom, retreat, study and guest-space options. A main-level bedroom adds additional layout flexibility. The primary suite includes a retreat/study area, and the third level includes additional living or guest space with elevated mountain views. Outdoor features include the wraparound porch, established landscaping, mature Spruce, Sequoia, Aspen, Maple and Dogwood trees, plus apple trees. Property features include a 3-car attached garage, private well, two Oak Glen water shares, septic system, two HVAC units and a whole-house generator. The home is approximately 0.1 mi to Snow-Line Orchard, 0.2 mi to ABurgerCompany, 0.4 mi to Los Rios Rancho and Farm Kitchen, and about 0.6 mi to Oak Glen shops and attractions. Nearby destinations include orchards, cider, restaurants, trails and the Oak Glen Preserve. Located in the Oak Glen mountain community with convenient access to Yucaipa, Redlands and surrounding Inland Empire destinations.

39287 Pine, Yucaipa

$1,690,000

3 Beds ⋅ 4 Baths ⋅ IG26189600 MLS ⋅ Active Status

Tucked away on 3.5 acres of serene Oak Glen paradise, this private sanctuary offers a rare retreat where towering Cedar, Redwood, Oak, and Aspen trees embrace a home that masterfully bridges the gap between rugged mountain charm and contemporary sophistication. Accessed by a long, private gated driveway that promises total seclusion, the residence welcomes you with an awe-inspiring 31-foot-high ceiling, where rustic beams and an intricate Herringbone pattern create an unforgettable architectural statement. Inside, the home honors its unique heritage while incorporating thoughtful modern enhancements, including brand-new flooring, contemporary fixtures, updated baths, new roof, decks and stucco with attention to detail that elevates the comfort and design of its 3735 square feet of living space. At the heart of the home, a massive stone fireplace anchors the living area, creating an inviting gathering spot, while a wood stove on the main floor ensures cozy efficiency during chilly mountain evenings. Culinary enthusiasts will adore the European-style kitchen, complete with custom cabinetry, granite countertops, and top-tier appliances from Miele, Bosch, and Sub-Zero, all framed by a wall of windows that pulls the vibrant landscape inside. The lower level offers a sprawling 26x30 game room featuring its own entrance and a second floating hearth fireplace, providing the perfect venue for entertainment. The primary suite enjoys large windows for viewing, built-in storage and an updated bath with a new walk-in shower. Outside, wraparound viewing decks invite you to savor the breathtaking panoramas of city lights, tranquil meadows, and rugged mountains. Off the kitchen patio is a large detached room that could be a great office or gym. The garage has new epoxy flooring and a bath, along with a tall garage door. The covered entry parking is convenient for all seasons. Fruit trees dot the property, and the usable land invites you to bring your big ideas and future plans to live the good life in "The Glen."

39155 Harris, Oak Glen

$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.