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

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

$599,950
4 Beds 3 Baths 219151387DA MLS Active Under Contract Status
Welcome home to 1165 Heritage Dr, an exquisite 4-bedroom, 3-bathroom retreat set on a sprawling lot located inside the gates at JP Ranch. From the moment you step inside, the open floorplan blends elegance with modern livability, highlighting thoughtful upgrades throughout that elevate everyday living. The heart of the home is the great room, where a chef-inspired kitchen boasts top-of-the-line appliances and a mounted 75'' TV serves as a dramatic focal point. The adjacent dining area completes the space, creating the perfect hub for entertaining and culinary creativity. Four generously sized bedrooms offer comfort and privacy, while three well-appointed bathrooms add a touch of everyday sophistication. Step outside to a backyard designed for relaxation and entertaining in equal measure. A large, covered patio sets the stage for al fresco dining, an outdoor kitchen invites culinary adventures, an above-ground pool and spa as well as the cozy firepit make this the ultimate spot to unwind under the stars. This home is also equipped with smart technology throughout. Control the lighting, temperature, and security with just a touch, bringing effortless, modern convenience to daily living. An added bonus: the home comes with a leased solar system that offers energy efficiency and lower utility costs, available for the new buyer to assume at close of escrow (subject to qualification with the solar provider). This is a fantastic opportunity to step into a home already set up for smart, sustainable living. Located within the highly sought-after JP Ranch community, 1165 Heritage Dr combines opulence, functionality, and modern innovation in one exceptional package. Schedule your private tour today and make this dream residence your own.

1165 Heritage Drive, Calimesa

$936,000
5 Beds 5 Baths CV26164138 MLS Active Status
Perched atop one of the most desirable view lots in the exclusive gated community of Oak Hills, this extraordinary custom-built estate delivers an unparalleled combination of luxury, privacy, and breathtaking panoramic views stretching across the valley, city lights, and surrounding mountains. Set on approximately 4.56 acres, this impressive residence offers over 4,100 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms, including a private guest suite with its own entrance—ideal for multi-generational living, extended family, or long-term guests. From the moment you step through the grand double-door entry, soaring ceilings, abundant natural light, and expansive picture windows showcase the home's spectacular setting. The open-concept layout is designed for effortless entertaining, while the gourmet kitchen features granite countertops, generous workspace, and seamless flow into the main living and dining areas. The luxurious primary suite is a private retreat complete with a spa-inspired bathroom and stunning views, while an additional upstairs primary suite provides exceptional flexibility. Several bedrooms offer walk-in closets and private balconies where you can enjoy unforgettable sunrises, sunsets, and sparkling evening city lights. Step outside and experience true Southern California resort-style living. With acres of usable land, the possibilities are endless—create your dream pool, build an ADU, add a workshop, design an equestrian retreat, vineyard, or simply enjoy the unmatched peace and privacy that only a property of this caliber can provide. Additional highlights include a 4-car attached garage, gated driveway, mature landscaping, and ample parking for guests, and recreational vehicles. Rarely does a property combine luxury, acreage, breathtaking views, and endless potential in one exceptional offering. Conveniently located just minutes from I-10, shopping, dining, golf courses, and Yucaipa Regional Park, this is more than a home—it's a lifestyle destination

37550 Marondi, Calimesa

$550,000
4 Beds 3 Baths IG26150215 MLS Active 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
AGENTS...This Home offers the buyer the opportunity to assume a 2.5% FHA Loan. 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

$175,000
3 Beds 2 Baths IG25216545 MLS Active Status
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 and shelf. 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. 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. Must have park approval.

12618 3rd Street Unit 63, Yucaipa

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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.