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

Nestled in the picturesque foothills of the San Bernardino Mountains, the charming communities of Yucaipa, Calimesa, and Oak Glen boast a unique blend of natural beauty and suburban convenience. Known for their stunning landscapes, these areas offer an idyllic escape from the hustle and bustle of city life while still providing easy access to urban amenities.

Yucaipa, a vibrant city with a rich history, is celebrated for its friendly atmosphere and family-oriented lifestyle. With a variety of parks, hiking trails, and community events, residents enjoy a strong sense of connection and community spirit. Just a stone's throw away, Calimesa presents a serene environment, perfect for those seeking a quieter, more laid-back lifestyle. Here, you'll find a mix of charming homes and beautiful landscapes, making it an ideal place for families and retirees alike.

Oak Glen, known for its apple orchards and breathtaking mountain views, is a nature lover’s paradise. The area is famous for its seasonal apple festivals and outdoor recreational activities, including hiking and horseback riding, allowing residents to immerse themselves in the beauty of nature year-round.

For those seeking homes with stunning meadow views, this region is a dream come true. Many properties boast expansive vistas of rolling hills and lush greenery, providing a tranquil backdrop for everyday life. Imagine waking up to the gentle rustle of leaves and the soft glow of sunlight streaming through your windows, all while enjoying the comfort of your beautifully designed home.

Whether you're looking to buy your first home or seeking a peaceful retreat, Yucaipa, Calimesa, and Oak Glen offer a wealth of opportunities to create the life you've always dreamed of in a truly enchanting setting.

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

$975,000

3 Beds ⋅ 3 Baths ⋅ CV26157175 MLS ⋅ Active Status

Welcome to Hidden Meadows, one of Yucaipa's most sought-after communities, where homes rarely become available. Nestled on an expansive 30,400 sq. ft. corner lot, this beautifully maintained and thoughtfully updated single-story residence offers approximately 3,194 sq. ft. of exceptional living space designed for both comfort and entertaining. Proudly offered by the original owners, this home reflects years of meticulous care and pride of ownership. From the moment you arrive, you'll appreciate the privacy, mature landscaping, and peaceful setting that makes this property feel like a country retreat while remaining just minutes from Redlands, shopping, dining, and the growing amenities of Yucaipa. The heart of the home is the newly remodeled kitchen, featuring stylish finishes, abundant cabinetry, quartz counter tops and generous workspace. Every room reflects timeless style and thoughtful updates, creating a home that is warm, inviting, and truly move-in ready. The spacious primary suite is truly a retreat of its own, complete with a cozy fireplace, sitting area, and luxurious space to relax at the end of the day. One of the home's most exciting features is its excellent potential for an attached Junior ADU or private guest quarters. A separate entrance and adjacent ¾ bathroom create an ideal opportunity for multi-generational living, extended family, guests, a private home office, or potential rental income (buyer to verify all uses and requirements with the City of Yucaipa). Opportunities like this are becoming increasingly desirable and add incredible flexibility for today's lifestyle. Love to garden? Need space for an RV, boat, or recreational toys? The expansive 30,400-square-foot corner lot offers endless possibilities with room to create your dream outdoor living space while enjoying exceptional privacy. Recent improvements include a newer HVAC system and partial ductwork (2021), a whole-house fan for improved comfort and energy efficiency, copper plumbing, and water-wise, drought-tolerant front landscaping designed for beauty and conservation. Located within the highly regarded Yucaipa-Calimesa Joint Unified School District, this exceptional property offers the perfect blend of privacy, flexibility, and convenience. Enjoy the peaceful feeling of country living while being just minutes from Redlands, Oak Glen, shopping, dining, parks, and all that Yucaipa has to offer.

13634 Oak Mesa Drive, Yucaipa

$3,750,000

7 Beds ⋅ 7 Baths ⋅ SW26123615 MLS ⋅ Active Status

A rare opportunity to own one of Yucaipa's premier legacy estates, offering 50+ acres of privacy, natural beauty, exceptional amenities & future potential. Bordering Wildwood Canyon State Park along the side & rear boundaries, this remarkable property combines luxury living, equestrian facilities, detached guest accommodations & unmatched recreational opportunities amid majestic oak trees & panoramic views. The impressive 9,400± square foot custom residence has been beautifully remodeled with new carpet, fresh interior paint, an updated kitchen, new appliances, stylish lighting fixtures & new bathroom flooring. Designed for entertaining on a grand scale, the home features a spectacular great room with a full bar & expansive gathering spaces. The chef's kitchen showcases a Viking range, oversized granite breakfast bar, butler's pantry & 2 large pantries. The home offers 6 bedrooms & 7 bathrooms, including an exceptional primary suite with a fireplace, wet bar, dual bathrooms, two enormous walk in closets & 2 private balconies overlooking the surrounding mountains. Spa inspired primary baths feature steam sauna showers, while one includes a luxury jetted soaking tub for two with breathtaking views. A private office with its own balcony & closet offers flexibility as a potential additional bedroom. Bathrooms throughout the home feature custom antique vanities with granite countertops. Indoor & outdoor living blend seamlessly with multiple view decks, including one with a fireplace, perfect for entertaining & enjoying the spectacular views. Equestrian amenities include a well appointed barn with 8 stalls & individual turnouts, tack room, storage room, air conditioned office, riding arena, & fenced pastures. Additional improvements include a detached guest house, multiple garages & workshops & a 1,200+ square foot attached garage. The dedicated RV area features four full hookup sites with 50 amp service, concrete pads, picnic tables, in ground BBQs & a separate septic system. The acreage offers potential for additional homesites, creating opportunities for a multigenerational compound, private retreat, or future expansion. With an electric gated entrance, exceptional privacy & direct access to Wildwood Canyon State Park, this one of a kind estate offers a lifestyle rarely found in Southern California. An extraordinary offering where luxury, land, recreation & privacy come together in one of Yucaipa's most exceptional properties.

36442 Wildwood Canyon, Yucaipa

$375,999

2 Beds ⋅ 2 Baths ⋅ TR26098117 MLS ⋅ Active Status

Welcome to Mini Mansions — Calimesa's Beloved 55+ Community! This beautifully remodeled 1,250 sq. ft. home checks every box. Featuring 2 bedrooms, 2 full bathrooms, a bright golf course-view family room, electric fireplace, new roof, new maple flooring, and double-paned windows throughout. The kitchen offers ample cabinetry and all appliances included. Both bathrooms have been updated, with safety rail walk-in options for added comfort. Large interior laundry room, 1-car garage, and 1 additional parking space. Steps from the sparkling community pool. Minutes to shopping, dining, parks, and the charming historic downtown of neighboring Yucaipa. Close to Redlands, Loma Linda, San Gorgonio, and VA hospitals. Easy freeway access to the 10, 60 & 215 — with quick drives to Palm Springs, Big Bear, Las Vegas, and Los Angeles. The perfect home for downsizers and empty nesters seeking peace, community, and convenience. The only thing missing is you. Let's close!

199 Summit View Drive Unit B, Calimesa

$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

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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.