Yucaipa/Calimesa/Oak Glen (269) Homes with Gated Community features

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California’s San Bernardino County. This picturesque area is renowned for its stunning natural beauty, vibrant community spirit, and a perfect blend of suburban tranquility and outdoor adventure. With the majestic San Bernardino Mountains as a backdrop, residents enjoy breathtaking views and a plethora of recreational activities, from hiking and biking to apple-picking in the lush orchards of Oak Glen.

Yucaipa is celebrated for its charming downtown, featuring quaint shops, delightful eateries, and community events that foster a tight-knit atmosphere. Calimesa, just a stone's throw away, offers a peaceful retreat with its serene parks and family-friendly neighborhoods. Meanwhile, Oak Glen captivates visitors with its rustic charm and seasonal festivities, making it a beloved destination for both locals and tourists.

For those seeking a secure and luxurious living experience, the gated communities in this region provide an unparalleled lifestyle. These exclusive neighborhoods are designed to offer privacy and peace of mind, with meticulously maintained landscapes and upscale amenities. Residents can enjoy the comfort of knowing they are part of a close-knit community, while also relishing in the beauty of their surroundings.

Whether you’re looking for a family home, a retirement haven, or a weekend getaway, Yucaipa, Calimesa, and Oak Glen offer an array of stunning properties within gated communities that cater to every lifestyle. Discover the charm and security of this beautiful region, and make it your home today!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Gated Community features

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 219150501DA MLS ⋅ Active Status

Incredible opportunity to own this sprawling estate, recently acquired through foreclosure proceedings. A nearly 4,000 sq. ft. two story country residence with brick facade and grand entry hall. Home has been updated with beautiful custom cabinetry, updated baths, granite countertops and many other upgrades. 4.74 acre property is breathtaking and perched on a promontory with sweeping 360 degree views of city lights, San Gorgonio, San Jacinto, and most every mountain range in the Southern California vicinity. Past the remote controlled entry gates of the exclusive Oak Hills Estates, you enter your compound via a long sweeping private driveway. 3 car attached garage, large pool and spa, extensive solar array, private orchards and vineyards, and two ponds and a steam highlight the extensive grounds and improvements.

37245 Valgio Drive, Calimesa

$550,000

4 Beds ⋅ 3 Baths ⋅ IG26150215 MLS ⋅ Coming Soon Status

Welcome to Stonebrook Meadows, an exclusive gated community of just 57 beautifully designed homes where modern style, comfort, and convenience come together. Built in 2024, this move-in ready 4-bedroom, 3-bathroom home offers a thoughtfully designed floor plan with a full bedroom and bathroom on the main level- perfect for guests, multigenerational living, or a private home office. Upstairs, you'll find a versatile loft that offers the flexibility today's buyers are looking for. Whether you envision a second living area, media room, home office, playroom, fitness space, or homework station, this bonus space can easily adapt to your lifestyle. The upstairs bedrooms are thoughtfully positioned throughout the home, creating a split floor plan feel that provides added privacy for family members and guests alike. The heart of the home is the open-concept living space, where the beautifully appointed kitchen features elegant Blanco Leblon granite countertops, complemented by Glacier White E-Stone bathroom countertops, durable Muse wood-look flooring, and plush Shaw carpeting in the bedrooms. Situated on a desirable corner lot, this home enjoys one of the community's most convenient locations—just steps from the gated entrance and directly across from Stonebrook Meadows' outdoor amenities. Step outside and enjoy the community BBQ area, bocce ball, cornhole, tot lot, pet station, and charming picnic areas, all just moments from your front door. The private outdoor space has been enhanced with new low-maintenance turf, creating the perfect extension of the home for relaxing, entertaining, or enjoying time with family and pets. Additional features include leased solar, helping support energy-conscious living, while the HOA maintains the community's common areas and front yard landscaping, allowing you to enjoy a low-maintenance lifestyle. Outdoor enthusiasts will appreciate being just minutes from Yucaipa Regional Park, scenic hiking trails, and the area's many recreational opportunities. Just a short drive to the beloved Oak Glen apple orchards, wineries, restaurants, and seasonal festivals. Whether you're looking for a newer home with flexible living spaces, a low-maintenance lifestyle, or a community that combines modern conveniences with the charm of Yucaipa, this exceptional Stonebrook Meadows residence is ready to welcome you home.

34432 Granite Rd., Yucaipa

$650,000

4 Beds ⋅ 3 Baths ⋅ IG26139694 MLS ⋅ Active Status

Welcome to 264 Tanglewood Drive to an immaculate and move in ready beautiful home in JP Ranch. This home provides refined living in the prestigious gated community of JP Ranch in scenic Calimesa surrounded by breathtaking mountain views. Residents of JP Ranch enjoy a gated community with Club House, Pool, Spa, BBQ Area, Playground and much more. This exceptional home offers the perfect blend of elegance, functionality and location. From the moment you enter the home you feel impressed by its informal wide entry way and the spaciousness which welcomes you The home features 4 bedrooms and 3 full bathrooms. The thoughtfully designed floorpan includes 1 down stairs bedroom with full bathroom ideal for guests, multigenerational living or a home office setup. The layout flows naturally from the main living area into the kitchen which highlights granite counter tops, an island with raised breakfast bar, stainless appliances, ample white cabinetry and counter space along with a pantry. There is upgraded laminate flooring in the living areas downstairs, tile in all the bathrooms and laundry room with carpet in the bedrooms. From the kitchen area as you step outside the slider you notice the beautiful mountains and hills surrounding JP Ranch. There is a full size patio and alumawood raised patio cover for your enjoyment and comfort. The patio includes 3 specially selected fans for your relaxation. As you proceed upstairs you enter the oversized loft/great room which offers plenty of outside lighting and views. The primary suite is generously sized and features magnificent views of the mountains from the windows. The upgraded master bathroom features a walk in shower, dual vanities, and a walk in closet. There are two additional bedrooms upstairs offering privacy for everyone. The Laundry is off the loft/great room and includes a washer and dryer already hooked up and ready to go. As a bonus there is an additional room for storage off of the laundry room. The front and backyards were designed for minimal maintenance so you can spend time enjoying the home. The irrigation system is on a timer as an added feature. Do not miss this opportunity to secure one of the best values in JP Ranch.

264 Tanglewood Drive, Calimesa

$90,000

3 Beds ⋅ 2 Baths ⋅ CV26128323 MLS ⋅ Active Under Contract Status

There are some homes that simply provide a place to live. Then there are homes that change the way you feel when you come home. Perched within a gated community above the city, 1134 Villa Calimesa Lane, Space 54 offers a daily arrival that feels a little more special than the ordinary. As you wind your way up the hillside, the world below begins to unfold. Rolling views stretch into the distance, and as evening arrives, city lights begin to twinkle beneath the horizon, creating a backdrop that never seems to get old. Built in 2021, this modern manufactured home offers the peace of newer construction combined with the simplicity of low-maintenance living. Inside, contemporary finishes and comfortable living spaces create an environment that feels both fresh and inviting. Natural light fills the home throughout the day, while the surrounding community provides a quiet retreat from the pace of everyday life. Yet convenience is never far away. With easy freeway access nearby, shopping, dining, and daily essentials remain within reach while home feels tucked away in its own elevated setting. Whether you're enjoying a quiet morning as the sun rises over the hills or returning home after dark to a landscape illuminated by city lights below, this is a place that invites you to slow down, settle in, and enjoy the view. Welcome to Villa Calimesa living. Welcome home. Come experience the views, the setting, and the feeling for yourself. Schedule your private tour today and discover why this hillside retreat may be the perfect place to begin your next chapter.

1134 Villa Calimesa Lane Unit SPC 54, Calimesa

$180,000

3 Beds ⋅ 2 Baths ⋅ IG25259654 MLS ⋅ Active Status

Welcome to this lovely, charming, updated and beautiful turnkey manufactured home located in the Las Palomas Estates; an all age family friendly park in Calimesa; where you can get an ASSUMABLE LOAN AT A 3.99% FIXED INCOME RATE. PRIVATE IN-HOUSE LENDING IS ALSO AVAILABLE. This 3 bedroom 2 bath manufactured home recently rebuilt in 2021 has been updated with quartz countertops, recessed lighting and ceiling fans, laminate wood flooring, and so much more. Las Palomas is a gated community with a pool and spa that also offers access to many clubhouse amenities such as a pool and foosball table, outdoor barbeque pits, picnic area, park, several hiking trails, dartboard and even a library. You can enjoy the beautiful and peaceful views of the mountains, hills, and even listen to the birds chirping. Conveniently located close to the 10 freeway, schools, shops, entertainment, and restaurants in all the surrounding local areas. Come see for yourself and please bring your friends and family!! It's a perfect oppportunity to buy and a home to call your own!!

1134 Villa Calimesa Unit 98, Calimesa

$175,000

3 Beds ⋅ 2 Baths ⋅ IG25216545 MLS ⋅ Active Status

cancelled OPEN HOUSE. 7-26-2026. TOO HOT. One of Yucaipa"s most desirable 50+ community. Beautiful triple wide. View of the mountains through the large windows in the living room. Open floor plan to dining area and kitchen. separate office area in living room with built in desk. Newer laminate flooring and carpeted flooring and newer carpet in bedrooms. Cathedral ceiling. Dining area with built in lighted hutch. Kitchen has separate dining area and lots of counter space plus lots of storage. Dual sinks, filtration system. Tile counter tops. Gas range, side by side refrigerator. Slider in Kitchen area to the 3rd bedroom. Could also be used as an office/craft or what you want it to be. Has a closet and electric heater. Has it's own entrance to outside. Larger bedrooms, mirrored closet door in Master bedroom. walk in closet with two entrances, Shower over tub. Bidet, toilet. marble counter, dual sinks. Guest bedroom has large walk in closet. Ceiling fans. Dual pane windows, Individual extra large laundry room, with more storage and a vanity. Deep sink. chaulk board and pin bulletin board. Entrance to driveway. Wait, There's more, 2 sheds for extra storage too. Partially fenced Back yard, ready for your imagination to plant and landscape. Appliances included except for no washer. TV in living room also included. Home has both swamp-evaporative cooler and central heat and air. Sprinkler drip system. 3 parking spaces. Community features include remote gated access, pool, spa, clubhouse, dog park, and RV parking! Space rent includes water, sewer, trash paid. "Important" Yucaipa Land Yacht Harbor is an RV club and the advertised space rent $195 is for qualified members. Non-qualified residents pay $650 a month. Membership in the club requires that a buyer/ resident meets the qualifications, They have owned an RV (motorhome or travel trailer) for at least 1 year, and maintains ownership of an RV for at least 2 years after membership approval. Must have park approval and inspection of working RV.

12618 3rd Street Unit 63, Yucaipa

$199,000

3 Beds ⋅ 2 Baths ⋅ CV25165946 MLS ⋅ Active Status

ASSUMABLE LOAN AT A FIXED 3.99% RATE Welcome to this gorgeous, nearly-new manufactured home tucked into the peaceful hills of Calimesa! Built in 2023, this turnkey 3-bedroom, 2-bathroom home comes fully equipped with all appliances and showcases premium upgrades including luxury laminate flooring, quartz countertops, upgraded cabinetry, recessed lighting, ceiling fans, and more. Step outside to your private backyard retreat, complete with new fencing, a gazebo, and a cozy seating area, where you’ll take in breathtaking panoramic views of rolling hills and vibrant sunset skies. And when the seasons shift, you’ll love that this elevated location gets actual snow days, turning your view into a winter wonderland. Located in the secure, gated community of Las Palomas Estates, residents enjoy resort-style amenities including a clubhouse, sparkling pool and spa, scenic parks, and walking paths—all surrounded by the natural beauty of the foothills. With convenient access to the 10, 210, and 215 Freeways, and just minutes from downtown Redlands, Yucaipa, and all that the Inland Empire has to offer, this location offers the perfect balance of privacy and convenience. Don’t miss this rare opportunity—especially with an assumable 3.99% fixed rate loan! Schedule your private tour today and discover the charm, comfort, and unbeatable value of this Calimesa gem.

1134 Villa Calimesa Ln Unit 82, Calimesa

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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.