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

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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, where stunning natural beauty meets vibrant community living. Nestled in the heart of Southern California, this picturesque area offers a unique blend of serene landscapes and modern conveniences, making it an ideal place to call home.

Yucaipa is renowned for its charming small-town atmosphere, complemented by a backdrop of the San Bernardino Mountains. With its delightful parks, hiking trails, and family-friendly events, residents enjoy an active lifestyle surrounded by nature. Calimesa, just a stone's throw away, is known for its tranquil neighborhoods and close-knit community vibe. The area is perfect for those seeking a peaceful retreat while still being conveniently located near shopping, dining, and entertainment options.

Oak Glen, famous for its apple orchards and seasonal festivities, adds a touch of rustic charm to the region. Here, you can indulge in fresh apple cider, pick your own fruit, and immerse yourself in the beauty of the changing seasons. The scenic views of rolling hills and lush greenery are simply breathtaking, making it a favorite spot for nature lovers and families alike.

Homes in Yucaipa, Calimesa, and Oak Glen often boast stunning neighborhood views, providing residents with a daily dose of tranquility and inspiration. Imagine sipping your morning coffee on a balcony overlooking the mountains or enjoying a sunset from your backyard. With a variety of housing options available, from cozy single-family homes to sprawling estates, there’s something for everyone in this delightful region.

Discover the charm of Yucaipa, Calimesa, and Oak Glen today, and find your dream home with a view that will take your breath away.

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

$1,199,999
5 Beds 3 Baths IG26200238 MLS Active Status
Mountain views. Poolside sunsets. Dinner by the fire. Weekends in Oak Glen just up the road. This is Hidden Meadows living. Tucked into one of Yucaipa’s most sought-after neighborhoods, this beautifully remodeled single-story home pairs nearly 3,000 square feet of flexible living space with dramatic architecture, sweeping foothill views, and a backyard designed for year-round entertaining. Soaring vaulted ceilings, skylights, and walls of windows flood the main living spaces with natural light while framing the surrounding foothills. A sunken formal living room and adjoining dining space are anchored by two dramatic raised-hearth tiled fireplaces, while a built-in wet bar creates a natural gathering point. Expansive glass doors blur the line between indoors and out, opening the living spaces to the pool deck and surrounding views. The modernized kitchen combines two-tone cabinetry, stone countertops, breakfast bar, abundant storage, and an oversized walk-in pantry, with an easy flow between indoor and outdoor gathering spaces. The single-story layout offers five bedrooms and four bathrooms, highlighted by an impressive primary retreat with a generous sitting area and direct backyard access. Its remodeled en suite bath feels like a private spa, with a freestanding soaking tub, oversized glass shower, dual vanity, and serene finishes. On the opposite side of the home, a separate bedroom and adjacent bath beyond the kitchen create a flexible setup for guests, extended family, a private office, or multigenerational living. And then there’s the backyard: an expansive pool deck wraps around a sparkling pool and raised spa, with multiple places to lounge, dine, gather, and take in the mountain views. A covered outdoor kitchen and built-in seating make outdoor meals easy, while the oversized deck leaves plenty of room for quiet evenings or full-scale summer pool parties. Beyond the pool, low-maintenance turf, garden space, a chicken coop and small-animal enclosures bring a little of Yucaipa’s semi-rural character home, while a dedicated RV or boat parking pad adds hard-to-find flexibility. And when it’s time to leave home, the orchards, trails, restaurants, cider, and seasonal traditions of Oak Glen are just minutes up the road — close enough to make apple picking, mountain hikes, and cool fall afternoons part of an ordinary weekend.

13582 Oak Hill Court, Yucaipa

$599,900
2 Beds 2 Baths IG26194625 MLS Active Status
A Rare Opportunity in the Heart of Majestic Oak Glen. Some properties simply give you a place to live. Others give you a story, a setting and possibilities that are difficult to recreate. Tucked away among the towering trees and natural beauty of Oak Glen, this extraordinary property offers approximately 2.6 acres and two uniquely charming units, creating an opportunity unlike almost anything else you will find in this treasured mountain community. From the moment you enter, there is a feeling that this property is special. Mature oak trees create a breathtaking canopy, the peaceful setting feels worlds away from the city below, and the two distinctive units blend naturally into their surroundings. Whether envisioned as a private family compound, multigenerational retreat, guest accommodations, artist's getaway, investment opportunity or something entirely different, the possibilities here are remarkable. And then there is the history. Oak Glen has been a special part of Southern California since the 1800s, known for its orchards, ranches, mountain landscape and generations of families who have worked to preserve its rural character. This property seems to capture that same spirit one-of-a-kind, rooted in the land and impossible to duplicate. Among its most fascinating features is an enormous heritage oak tree that the seller states has been identified as the largest oak tree in San Bernardino County, creating a natural centerpiece that must truly be experienced in person. Water is another extraordinary feature. The seller reports the private well is considered one of the strongest-producing wells in Oak Glen, an impressive feature for a mountain property and one buyers will certainly want to explore further. The property also offers a shared septic system, propane, additional storage and areas of usable land that invite you to imagine what could come next. There appears to be additional space toward the upper portion of the property that may offer future possibilities, subject of course to county requirements and buyer investigation. This isn't a property that can be fully appreciated by reading about it, you need to walk the land, hear the quiet, stand beneath the magnificent oak and experience Oak Glen for yourself. For the buyer looking for something truly different, this may be one of those rare properties that only comes along once.

39922 Pine Bench 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.