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

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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This picturesque area is known for its stunning mountain views, lush landscapes, and a vibrant community spirit that welcomes all who seek a serene lifestyle. With a rich history and a growing population, this region offers a perfect blend of small-town charm and modern convenience.

Yucaipa is celebrated for its beautiful parks, hiking trails, and a plethora of outdoor activities, making it a haven for nature lovers and adventure seekers alike. Just a stone's throw away, Calimesa boasts a quaint downtown area filled with local shops and eateries, while Oak Glen is famous for its apple orchards and seasonal festivities, offering a delightful escape into nature's bounty.

For those who cherish an active lifestyle, this region is particularly appealing with its biking community features. Imagine riding along scenic trails that wind through the local parks and neighborhoods, where you can soak in the breathtaking views and fresh air. The well-planned bike paths not only promote a healthy lifestyle but also foster a sense of camaraderie among residents, making it easy to meet fellow biking enthusiasts.

Whether you’re looking for a charming single-family home, a cozy cottage, or a spacious estate, the real estate options in Yucaipa, Calimesa, and Oak Glen cater to a variety of tastes and preferences. Embrace the opportunity to live in a region that celebrates community, nature, and an active lifestyle. Come discover your dream home in this idyllic Southern California gem!

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

$130,000
2 Beds ⋅ 2 Baths ⋅ CV26198058 MLS ⋅ Active Status
2 Bed | 2 Bath | 55+ Community Light, space, and room to make it yours. This 2-bedroom, 2-bath home features an open kitchen overlooking the dining area and windows that keep things bright all day. The spacious side yard includes a shed — a nice bonus for storage or a weekend project. Life in this 55+ community means a pool and indoor spa, a clubhouse with billiards and a game room, a sauna, shuffleboard, a library, and RV storage. Golf is less than a mile away. Shopping and restaurants along Calimesa Boulevard are close by, and I-10 access makes commuting and weekend getaways easy.

10320 Calimesa Boulevard Unit 260, Calimesa
$825,000
4 Beds ⋅ 3 Baths ⋅ IG26198651 MLS ⋅ Active Status
Beautiful 4-bedroom, 3-bathroom home in the highly desirable Whisper Ridge community, nestled against scenic Wildwood Canyon. Situated on an expansive lot of more than half an acre, this home features new exterior paint, mature landscaping, and plenty of space for entertaining. The open floor plan includes a first-floor bedroom and a bonus room off the kitchen that can be used as an office, playroom, or mudroom. The kitchen features oak cabinets, corian countertops, and updated appliances. Upstairs, the spacious primary suite includes a large private balcony, walk-in closet, and soaking tub. Two of the three bathrooms have been newly remodeled. The backyard is perfect for entertaining, with a pool and spa, mature landscaping, and fruit trees including lemon, orange, and grapefruit. New vinyl fencing provides added privacy. Additional features include a 2018 HVAC system, Halo water filtration system, deep 3-car garage, and RV parking. And best of all, no HOA! Conveniently located within walking distance of Wildwood Community Park and 855 acres of open space at the Wildwood State Park, this home offers plenty of opportunities to enjoy the outdoors. A rare combination of space, amenities, and location. This one won't last long!

36306 Cherrywood, Yucaipa
$529,100
3 Beds ⋅ 2 Baths ⋅ FR26198326 MLS ⋅ Active Status
This home is absolutely gorgeous, charming and inviting! She has had many upgrades through the years, to name a few. Top of the line double pane windows, laminate flooring, redesigned kitchen within the last 10 years with new cabinets and granite countertops. New 40 gallon water heater in, "2025". upgraded electrical. There is also a whole house fan. She has just been freshly painted inside and out. New vanities with quartz countertops in both bathrooms also fixtures, toilets, and hardware. New ceiling fans and light fixtures throughout. New stainless steel appliances, (Range with glass cooktop, dishwasher, microwave, and even a new garbage disposal! ) The yard just had a makeover and is equipped with automatic sprinklers. The majestic corner lot is lined with mature trees and lovely walkways with custom brickwork. She has been professionally cleaned inside and out and ready for you to move right in! The washer, dryer and refrigerator are include! Hurry to tour won't last priced to sell: 529,100.00

35465 Date Avenue, Yucaipa
$599,000
4 Beds ⋅ 3 Baths ⋅ IG26197289 MLS ⋅ Active Status
Beautifully appointed 4-bedroom, 3-bathroom home with a highly desirable first-floor bedroom and full bath. The welcoming entry opens to formal living and dining, while the spacious kitchen features white cabinetry, gray quartz countertops, and a breakfast nook that flows into the family room with a cozy fireplace. Upstairs offers three additional bedrooms, including a spacious primary suite with walk-in shower, soaking tub, and large walk-in closet. A striking skylight above the staircase fills the home with natural light. Enjoy the backyard's new patio and pergola, plus a side yard perfect for gardening. Ideally located next to Yucaipa Regional Park and Lake, minutes from downtown Yucaipa, dining, entertainment, and freeway access, with easy access to Redlands and Highland. This is the perfect blend of style, comfort, and location.

34982 Summerwood, Yucaipa
$385,000
2 Beds ⋅ 2 Baths ⋅ IG26192889 MLS ⋅ Active Status
**Welcome to Sun Park 11!** This beautifully updated, move-in-ready 2-bedroom, 2-bath home is one you won’t want to miss! Located in a desirable senior community, this charming property offers comfortable living with thoughtful updates throughout and pride of ownership evident from the moment you arrive. Step inside to discover a fresh, inviting interior featuring fresh paint throughout, an updated kitchen, and beautifully refreshed bathrooms. The spacious layout provides plenty of room to relax and entertain, while the separate laundry room and enclosed sunroom add valuable versatility and functionality. Enjoy the outdoors in your private backyard, complete with established citrus trees—perfect for relaxing, gardening, or enjoying your morning coffee. The home also offers a garage for convenient parking and storage. Residents of Sun Park 11 enjoy a wonderful community setting with a greenbelt and community pool just a short walk away. Conveniently located near shopping, dining, Yucaipa’s Uptown district, and the beautiful Oak Glen area, this home offers both comfort and convenience in a peaceful community setting. Move-in ready, beautifully updated, and ideally located—come see why this home is the one you've been waiting for!

11944 4th Street, Yucaipa
$809,000
3 Beds ⋅ 3 Baths ⋅ IG26195435 MLS ⋅ Active Status
Welcome home to this beautiful single-story property located in a desirable Yucaipa neighborhood! Featuring 3 bedrooms, 2.5 bathrooms, plus a dedicated office, this home offers a comfortable and inviting layout perfect for everyday living and entertaining. Step outside to your own backyard retreat featuring a sparkling pool and relaxing hot tub, surrounded by beautiful views and breathtaking sunsets. Additional highlights include a 3-car garage, central vacuum system, and leased solar. Whether you’re relaxing poolside, entertaining family and friends, or ending the day with a beautiful sunset, this is a home you’ll want to experience in person. Come see the lifestyle this home has to offer—schedule your private showing today and picture yourself calling it home!

13690 Chaparral trail, Yucaipa
$89,999
3 Beds ⋅ 2 Baths ⋅ IG26194684 MLS ⋅ Active Status
Welcome to 1134 Villa Calimesa Lane, Space 86, a charming 3-bedroom, 2-bath manufactured home offering comfortable living and beautiful hillside views in an all-age community. Step inside to a bright, open floor plan where the living area flows naturally into the spacious kitchen, creating an inviting setting for everyday living and entertaining.The home features a dedicated laundry room and three well-sized bedrooms, providing plenty of flexibility for family. This unit also has a backyard space that adds even more usable space and creates a peaceful place to enjoy your morning coffee, unwind in the evening, or simply take in the surrounding views. Outside, the scenic hillside backdrop gives the home a wonderful sense of openness and tranquility. Residents can also enjoy community amenities including a sparkling pool and relaxing spa—perfect for enjoying Southern California's sunny weather. Conveniently located in Calimesa with easy access to shopping, dining, and nearby freeway access, this home offers an opportunity to enjoy space, comfort, and community amenities at an approachable price point. All-age community. Space rent is approximately $1,672 per month. Come see what makes Space 86 a special place to call home!

1134 Villa Calimesa Lan, Calimesa
$499,900
3 Beds ⋅ 2 Baths ⋅ SW26194603 MLS ⋅ Active Status
Single story home in the established central yet quiet section of town. Located on a large lot with neighbors on one side, located deep off the street with a long driveway. An open and spacious floorplan with a side patio, entertainers living room and 3 bedrooms plus on office space, many with views of open space and hills. Located. Sit out the back and enjoy the sunset and wildlife, don't miss out on this amazing opportunity!

12431 8th, Yucaipa
$95,000
2 Beds ⋅ 2 Baths ⋅ IG26188269 MLS ⋅ Active Status
Welcome to this spacious 2-bedroom, 2-bathroom double-wide manufactured home offering approximately 1,000 square feet of comfortable living space in a well-established Yucaipa community. Unlike many of the single-wide homes in the park, this double-wide offers a more open and spacious floor plan with plenty of room to live and entertain. Inside, the main living areas feature fresh interior paint, creating a clean and inviting feel. The living and dining areas flow seamlessly together, while the kitchen has been opened up to the living room, creating a more open-concept layout. The primary bedroom offers a walk-in closet, and the home provides plenty of additional storage throughout. Situated on a spacious corner lot, the exterior offers excellent outdoor functionality. Enjoy the covered porch and sitting area on one side of the home, while the opposite side features a covered two-car carport. A storage shed is also included, providing additional space for tools, storage, or hobbies. The sale includes the refrigerator, washer, and dryer, with some furniture also included, making this home convenient and easy to move into. Located just a short drive or walk from historic Downtown Yucaipa, you'll have convenient access to local shopping, restaurants, and everyday amenities. This is a great opportunity to own a spacious double-wide with a desirable corner lot, generous parking, and a convenient location.

12177 3rd Unit 14, Yucaipa
$1,299,000
8 Beds ⋅ 6 Baths ⋅ CV26159082 MLS ⋅ Active Status
Welcome to this 7 BEDROOMS, 4.5 BATHROOMS HOME WITH A DETACHED 1 BEDROOM, 1 BATHROOM ADU. This property fits perfectly for a big family or even 2 families with the potential of extra rental income from the ADU. Located in the Hidden Meadows Estates, offering the perfect blend of elegance, comfort and breathtaking views. The entry welcomes into an open concept floor design for modern living, high ceilings and built in speaker Alexa system through the whole house. The Living room comes with a built in entertainment center that includes TV and smart electric fireplace. The master bathroom design will make you feel like you are in a Cesar Palace Resort's suite. Kitchen has a big island with wine cooler and a spacious pantry. One bedroom currently used as office , ideal for remote work. The 770 SQFT COURTYARD invites you to spend the morning coffee and afternoon drinks in its built in barbecue/wet bar area while enjoy the views. Property ha a total of 3 double car garages with garage door opener with back up battery and plenty space for extra parking. 2 of the 3 garages have 220V plug for electric cars. The 440 SQFT ADU comes with one bedroom with walk in closet, 1 bathroom, kitchen, laundry space and living room. The In-laws suite currently with tenants comes with a 2 car garage with separate entrance and patio. In addition to all that, the house comes with a fully paid 9.99KW PV solar system which produces enough to make your electricity bill very affordable or even at no cost in the summer months. This home offers the combination of luxury and functionality. ITS A MUST SEE!!! More pictures coming soon!!!!

37510 Oak Mesa, Yucaipa
$550,000
IG26177600 MLS ⋅ Active Status
Pristine 42-Acre Panoramic View Property in Oak Glen’s Premier Agricultural & Winery Region Imagine owning 42 sun-drenched acres with breathtaking 360-degree vistas—a panoramic masterpiece set on a coveted Southwest-facing slope ideal for premium viticulture, boutique agriculture, luxury living, or visionary development. Rich, fertile soil makes this property a standout for vineyards, orchards, or specialty crops. With established commercial vineyards and agricultural operations flourishing nearby, Oak Glen has become a sanctuary for discerning growers, vintners, and entrepreneurs looking to craft their own success in one of Southern California’s most naturally beautiful and productive regions. Positioned between two major municipal wells and conveniently close to electric utilities, the land offers both natural advantages and essential infrastructure. Its expansive size and topography also allow for potential splitting, unlocking multiple development paths—boutique agricultural parcels, investment holdings, or a multi-estate layout designed to maximize views and privacy. For those dreaming of a custom residence, this property provides an extraordinary canvas. The elevated terrain and sweeping vistas create the perfect setting for a luxury dream home, a mountain estate compound, or a private retreat surrounded by nature, open sky, and unmatched tranquility. Developers will appreciate the flexibility to design high-end homes, agri-tourism experiences, or destination-style vineyard estates that complement Oak Glen’s growing prestige. Oak Glen’s rural charm continues to draw visitors and connoisseurs with farm-to-table experiences, boutique inns, seasonal festivals, and an expansive trail system that winds through the breathtaking mountain landscape. Thoughtful local development policies preserve sensitive habitat areas, further enhancing the natural beauty and long-term value of this unique region. A rare offering—42 acres of panoramic beauty, fertile soil, Oak Glen prestige, and limitless potential for agriculture, luxury living, or visionary development.

12100 Pisgah Peak, Yucaipa
$59,900
1 Beds ⋅ 1 Baths ⋅ IG26172146 MLS ⋅ Active Status
Charming and move-in ready! This adorable 1-bedroom, 1-bath mobile home is full of character and has been tastefully updated. The beautiful, remodeled kitchen offers modern finishes and plenty of functionality making it a wonderful space to cook and entertain. Step outside to the large, covered patio, perfect for relaxing, enjoying your morning coffee, or entertaining guests year-round. This cozy home is clean, inviting, and ideal for anyone looking to downsize or enjoy affordable, low-maintenance living. Don't miss this wonderful opportunity to own this super cute home!

12177 3rd Street Unit 37, 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.