Yucaipa/Calimesa/Oak Glen (269) Homes for Sale

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen—where the beauty of Southern California meets a charming small-town atmosphere. Nestled in the foothills of the San Bernardino Mountains, this picturesque area offers a unique blend of natural beauty, community spirit, and a vibrant lifestyle that appeals to families, retirees, and outdoor enthusiasts alike.

Yucaipa is renowned for its lush parks, scenic hiking trails, and vibrant downtown area, filled with local shops and delightful eateries. The community hosts various events throughout the year, from farmers' markets to seasonal festivals, fostering a sense of belonging among residents. Just a stone's throw away, Calimesa boasts a tranquil environment with a friendly, close-knit community. Its stunning golf courses and serene landscape make it an ideal choice for those seeking relaxation and recreation.

Oak Glen, a hidden gem, is famous for its apple orchards and breathtaking views. This charming area is perfect for those who appreciate nature and the simple joys of life. Whether you’re exploring the apple-picking season or hiking through the stunning trails, Oak Glen offers a slice of paradise.

For those considering a move to this delightful region, there are a variety of homes for sale that cater to diverse lifestyles and budgets. From cozy single-family homes to spacious estates, you’ll find properties that boast modern amenities while still embracing the warmth of the area. With its inviting neighborhoods and stunning landscapes, Yucaipa, Calimesa, and Oak Glen are truly places to call home. Discover your dream home in this captivating region today!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes for Sale

$949,000

5 Beds ⋅ 3 Baths ⋅ IG26214270 MLS ⋅ Active Status

ESTATE SALE OCTOBER 2–4, FRIDAY THROUGH SUNDAY, 10 AM–2 PM! FIRST SHOWINGS AVAILABLE DURING THE ESTATE SALE. ADDITIONAL PROFESSIONAL INTERIOR PHOTOS COMING SOON. Your everyday escape awaits in Whisper Ranch! This single-story home offers five bedrooms, three bathrooms, and approximately 2,904 square feet of living space on a 10,001-square-foot lot, complete with RV parking and a backyard designed for resort-style living. Spend your afternoons poolside, enjoy the waterfall and slide, or gather under the covered patio for outdoor dining and entertaining. The outdoor cooking area features a barbecue, sink, and refrigerator, while an outdoor TV, fireplace, separate fire pit, and gazebo create inviting spaces to relax long after the sun goes down. Inside, hardwood floors flow through the main living areas, complemented by plantation shutters. The kitchen features granite countertops, high-end Café smart Wi-Fi-connected appliances, and double ovens. The remodeled primary bathroom offers a beautiful clawfoot tub and walk-in shower, creating a relaxing retreat of its own. Additional highlights include dual HVAC systems, a tankless water heater, water softener, and an included washer and dryer purchased just a few months ago. The garage features epoxy flooring and storage cabinets, while two sheds provide additional storage. Exterior paint completed within the last two years, rain gutters, vinyl fencing, and installed LED lighting add to the home’s appeal. Come explore the estate sale and experience this Whisper Ranch home firsthand—your next chapter could come with a poolside view!

13668 Canyon View Drive, Yucaipa

$809,000

4 Beds ⋅ 3 Baths ⋅ IG26213266 MLS ⋅ Coming Soon Status

Welcome home to this stunning Whisper Ranch home! Nestled in a highly desired neighborhood, this beautifully upgraded 4 bedroom 2.5 bathroom home perfectly blends modern indoor luxury with exceptional outdoor living. From the moment you arrive you will love the pristine curb appeal, highlighted by the freshly painted exterior and the adorable front porch. Perfect for morning coffee time! Step inside to the sprawling layout, discover the beautiful fireplaces, and explore the dream kitchen built for culinary enthusiasts. The heart of the home features high end quartz countertops and a premium, commercial grade chef’s refrigerator and freezer configuration that offers massive storage and a sleek aesthetic.The floor plan provides optimal space for everyone, anchored by a large master suite sanctuary complete with a spacious attached bathroom. Three additional well sized bedrooms offer plenty of room for family, guests, or a dedicated home office. The outdoor space is a true oasis situated on a large lot. Step into a newly landscaped pool sized back yard, where you can host gatherings effortlessly with your newly built barbecue island. The grounds also feature a dedicated dog run, and RV potential to park your toys securely. Turnkey and loaded with premium updates, this Whisper Ranch beauty won’t last long! Schedule your showing today!

13509 Margaret, Yucaipa

$530,000

4 Beds ⋅ 2 Baths ⋅ IG26212646 MLS ⋅ Coming Soon Status

Welcome to 35368 Santa Maria St. in Yucaipa! This spacious 4-bedroom, 2-bathroom home offers approximately 1,789 sq. ft. of living space on a generous 10,069 sq. ft. corner lot. Step inside and discover a warm, inviting interior featuring a custom kitchen with beautifully crafted cabinetry, providing plenty of storage and a distinctive touch that sets this home apart. The functional floor plan offers comfortable living spaces and four generously sized bedrooms, providing plenty of room for family, guests, or a home office. The expansive corner lot offers additional outdoor space, privacy, and flexibility for entertaining or enjoying the Southern California lifestyle. Conveniently located near shopping, dining, schools, parks, and major transportation routes, this home combines space, comfort, and location in one desirable Yucaipa setting. Don’t miss your opportunity to make 35368 Santa Maria St. your next home!

35368 Santa Maria, Yucaipa

$879,000

5 Beds ⋅ 3 Baths ⋅ IG26208836 MLS ⋅ Active Status

5-bedroom, 3-bathroom home located in a cul-de-sac. Property features a 40-foot driveway, 3-car garage, and gated motorhome parking. There is a separate Living room and cozy family room with a fireplace. Ceilings fans through the home with a whole house fan included. The backyard has landscaping, BBQ island, a variety of fruit trees, an above-gound pool, a dedicated garden area, and a permnanent shed.

35679 Lynfall Street, Yucaipa

$545,000

3 Beds ⋅ 2 Baths ⋅ IG26209248 MLS ⋅ Active Status

Welcome to 33593 Pecan Ave! This charming single-story Yucaipa home offers 3 bedrooms, 2 bathrooms, and approximately 1,364 square feet of comfortable living space. Built in 1997, the home features a functional floor plan, cozy fireplace, central heating and air, and an attached 2-car garage. The HVAC is approximately 3 years old, offering a great update to the home. Solar adds another desirable feature, while the approximately 6,098-square-foot lot provides plenty of space to enjoy outdoors. Conveniently located near local schools, shopping, dining, and everyday amenities. Whether you’re looking for your first home, downsizing to single-story living, or simply searching for a home in an established Yucaipa neighborhood, this one is worth a look. Schedule your private showing today!

33593 Pecan, Yucaipa

$539,900

3 Beds ⋅ 3 Baths ⋅ IV26209070 MLS ⋅ Active Status

This FORMER MODEL HOME has an enviable golf course location in the Aberdeen neighborhood of Chapman Heights. Feel as if you have an expanse of yard without the maintenance! Upon entering this beautiful home, you'll be struck by the views and the automatic comfort as well as the designer touches that come with a former model home like downstairs hardwood flooring. On the first level, there is a 1/2 guest bathroom and a living room which opens to the dining area which opens to the kitchen, making the home ideal for entertaining. Ample counter space and a pantry make the kitchen well designed for a host of meals and midnight snacks. The backyard is easy to maintain and opens from the dining area via sliding glass door for seamless barbecueing or coffee enjoying. Upstairs you'll find a spacious primary bedroom with en suite with separate tub and shower combination, double sinks, and a walk in closet. Paired with a balcony, the primary is situated as its own retreat within the home. The laundry room is efficiently located upstairs, as are the two remaining bedrooms, which boast an abundance of natural light and views, and the other bathroom. A whole house fan helps keep the home feeling cool and helps with the electric bills, while one of the HOAs covers front yard maintenance, leaving you with more time to enjoy nearby parks, trails, and leisurely walks around the neighborhood. Well maintained, conveniently located, and turnkey, this home just needs its new owners.. bring your golf clubs!

33333 Wallace, Yucaipa

$750,000

4 Beds ⋅ 3 Baths ⋅ IG26208654 MLS ⋅ Active Status

Escape to the tranquility of the woods with this exceptional single-story retreat, perfectly situated just minutes from the scenic trails of Wildwood Canyon State Park and the charming atmosphere of Oak Glen. As you turn onto Oak Grove Road, the stresses of the city simply fade away. This spacious home offers four bedrooms and three bathrooms, situated on a sprawling lot of over three-quarters of an acre. This property is ready for your personal vision and updates to transform it into your dream home. Enjoy the outdoors on the expansive patio, and take advantage of the convenience of an oversized two-car attached garage and additional storage shed. Your private getaway awaits.

37242 Oak Grove, Yucaipa

$849,000

4 Beds ⋅ 4 Baths ⋅ IG26209089 MLS ⋅ Active Status

Welcome to 33540 Brandon Road in Chapman Heights! With four bedrooms, three bathrooms, more than 3,000 square feet of living space, a bonus room, in-ground pool and spa, and paid-off solar, this home offers space and flexibility indoors and out. Three bedrooms are downstairs, including one with a separate sliding glass entrance, mini fridge, sink, and dedicated split unit—an appealing option for multigenerational living or guests. Upstairs, you’ll find the fourth bedroom, a full bathroom, and a spacious loft. The remodeled kitchen features quartz countertops, white cabinetry, a bluestone backsplash, dual ovens, an island, and a butler’s pantry with room for a coffee bar. It opens to the family room with built-in entertainment shelving. The bonus room, currently used as a workout space, has a barn door for privacy and could also make a great office, theater, craft room, or playroom. The spacious primary suite includes a remodeled bathroom with a soaking tub and large walk-in shower. A screened Arizona room with a fireplace and accordion doors leads to a backyard made for entertaining: an in-ground pool and spa, built-in barbecue, mini fridge, gazebo, and pergola. A small patch of artificial turf helps keep maintenance simple. Plantation shutters, ceiling fans, recessed lighting, wood-look tile flooring, generous laundry-room storage, and an included washer and dryer round out the home. Chapman Heights Elementary School is adjacent to the property.

33540 Brandon Road, Yucaipa

$839,900

3 Beds ⋅ 2 Baths ⋅ IG26209086 MLS ⋅ Active Status

Ranch Style Living in Luxury! This is your opportunity to own this nearly 1 1/4 acre small ranch. The three bedroom and 2 bath home was renovated a few years ago making it like new. Modern Kitchen, baths, HVAC, Roof, dual pane vinyl windows, paid for Solar power system and many other upgrades. The home includes a 2 car garage with a separate laundry /office space not included in the living area. The home is absolutely beautiful. Check out the virtual tour and see for your self! What makes this property an amazing opportunity is the "ranch" amenities! This property is zoned for animals. If that is what you are looking for then this should meet all of your needs: fully fenced, corral, covered horse shelter, tack barn, raised pole barn (est 25x25), fenced garden with a green house, chicken coup with an enclosed run, divided ag building with storage and an animal enclosure. Water is available throughout the property. Many fruit trees on the property. You can even have your own certified bee hive in the lavender rows! You can enjoy the view of your mini-ranch from the fire pit area with several picnic tables. At the north end of the property next to the large front lawn is a gated area for RV hook up that was used for Harvest Host visitors. It has 50 amp service, water and a picnic area under the pine trees. Come see for yourself!

940 Archie Valley Court, Calimesa

$775,000

4 Beds ⋅ 3 Baths ⋅ IG26208302 MLS ⋅ Active Status

Welcome to the highly sought after Oak Glen lifestyle! This beautiful 4-bed, 3-bath, 2,013 sq. ft. home sits on a secluded 2.81 acres and features solar, a private water well, and a peaceful stream running through the property. Surrounded by beautiful apple orchards and the mountains, this property offers the peaceful feel of mountain living without the long mountain drive. Start your mornings with a cup of coffee on the spacious covered porch, settle into a rocking chair, and enjoy the soothing sounds of the stream and the beauty of your surroundings. Inside, you’ll find luxury vinyl flooring, a spacious primary suite, and a versatile bonus room just beyond the primary bathroom. This flexible space can be used as additional closet space, storage, a home office, hobby room, or whatever fits your lifestyle. The inviting kitchen features shaker-style cabinetry and butcher block countertops, creating a warm and welcoming space for everyday living, family gatherings, and entertaining. The garage has been walled in to create additional usable interior space, while the original garage door fixtures remain in place, offering flexibility for future use or conversion back to a garage if desired. With solar, a private water well, 2.81 acres, and a stream, there is plenty of room to enjoy a more self-sufficient and relaxed lifestyle. And if you’ve always dreamed of a little more room for your country living adventures, bring the horses, chickens, goats, cows, and all the fun that comes with them! Enjoy the space to garden, explore, relax, or simply take in the fresh mountain air. Spend your days surrounded by apple orchards, listening to the stream, relaxing on the porch, and enjoying the freedom that comes with having room to spread out. This is Oak Glen living at its best peaceful, private, and full of possibilities, all while being conveniently close to town.

38203 Potato Canyon, Oak Glen

$515,000

3 Beds ⋅ 1 Baths ⋅ IG26208351 MLS ⋅ Active Status

Lots of potential in this 3-bedroom, 1-bath home offering 1,496 sq ft of living space. The property sits on a generous 15,345 sq ft lot—providing endless possibilities for expansion, outdoor living, or future development. A detached 2-car garage sits at the back of the property, along with a storage shed and an additional structure that may offer potential for conversion into an ADU (buyer to verify). This is a great opportunity to create value, add improvements, or design the space to fit your needs.

12798 6th, Yucaipa

$592,000

4 Beds ⋅ 3 Baths ⋅ IV26208659 MLS ⋅ Active Status

33825 Glenoaks Dr is a two-story Yucaipa home with a vaulted living room and a covered backyard patio overlooking an open lawn. The kitchen’s wraparound counters and breakfast bar provide preparation space and casual seating beside the dining area, with windows facing the backyard. Tall windows bring natural light into the front living room, while a separate sitting area centers on a fireplace. A downstairs bedroom and full bathroom add flexibility to the four-bedroom layout. Upstairs, the primary bedroom includes a walk-in closet and an adjoining bathroom with double sinks and a tub-shower blend. Outside, the covered patio creates a shaded setting for dining or seating, with mature trees bordering the lawn. An attached garage and broad driveway provide parking, while a separate laundry room includes overhead cabinets for storage. Included 100-Day Home Warranty with buyer activation

33825 Glenoaks, 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.