Yucaipa/Calimesa/Oak Glen (269) Real Estate

Yucaipa/Calimesa/Oak Glen (269) Real Estate

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This picturesque area, known for its stunning landscapes and vibrant community, offers a perfect blend of rural charm and modern convenience.

Yucaipa, with its rich history and welcoming atmosphere, is a haven for families and outdoor enthusiasts alike. The city boasts an array of parks, hiking trails, and recreational facilities, making it an ideal spot for those who love to embrace the great outdoors. The local farmers' markets and seasonal festivals highlight the community spirit, offering fresh produce and handmade goods that reflect the area’s agricultural heritage.

Just a stone’s throw away, Calimesa provides a serene escape with its quaint neighborhoods and beautiful views of the San Bernardino Mountains. This charming city is perfect for those seeking a peaceful lifestyle while still being close to urban amenities. The community is known for its friendly residents and family-oriented events, creating a warm and inviting atmosphere.

A short drive up the mountain leads you to Oak Glen, a hidden gem famous for its apple orchards and stunning fall foliage. Visitors flock to this idyllic area to pick their own apples, enjoy seasonal cider tastings, and explore the scenic hiking trails. With its quaint shops and cozy eateries, Oak Glen is a delightful retreat that captures the essence of California’s natural beauty.

Whether you’re looking to settle down, invest in property, or simply explore, the Yucaipa, Calimesa, and Oak Glen region offers a unique lifestyle filled with charm, community, and endless opportunities for adventure. Discover your dream home in this captivating corner of California!

Newest Listings in Yucaipa/Calimesa/Oak Glen (269)

$949,000
4 Beds ⋅ 4 Baths ⋅ IG26167242 MLS ⋅ Coming Soon Status
Welcome to this exceptional 3,850-square-foot Chapman Heights residence, perfectly situated on an expansive 14,824-square-foot lot. Offering 4 spacious bedrooms, 3½ bathrooms, and an impressive blend of luxury, comfort, and energy efficiency, this home is designed for both everyday living and unforgettable entertaining. The thoughtfully designed floor plan features a MAIN-LEVEL PRIMARY SUITE, providing privacy and convenience. This luxurious retreat includes a comfortable sitting area, a spa-inspired ensuite bathroom with a jetted soaking tub, separate walk-in shower, dual vanities, and an oversized walk-in closet. At the heart of the home is the beautifully remodeled kitchen, complete with elegant quartz countertops, a five-burner cooktop, built-in oven and microwave combination, stainless steel farmhouse sink, walk-in pantry, and abundant cabinetry. The kitchen flows seamlessly into the inviting family room, where a cozy fireplace and expansive sliding glass door create the perfect connection between indoor and outdoor living. Upstairs, you'll find three generously sized bedrooms, two full bathrooms featuring dual vanities, and a versatile loft that can easily serve as a media room, game room, home office, or additional living space. Additional interior features include plantation shutters throughout, a whole-house fan, a dedicated laundry room with utility sink, a convenient downstairs powder room, and a highly efficient climate control system with a dedicated HVAC unit for the primary suite plus separate dual-zone controls for the upstairs and downstairs living areas. Step outside to your own private backyard paradise. Designed for year-round enjoyment, the resort-style yard showcases a heated saltwater pool with an exciting water slide, built-in spa, fully equipped outdoor kitchen, putting green, dedicated garden area, and plenty of space to relax or entertain family and friends. Additional highlights include approximately 28 SOLAR PANELS (Lease), a three-car garage equipped with an electric vehicle charger, and outstanding curb appeal. Located in the highly desirable Chapman Heights community, this exceptional home is just minutes from Yucaipa High School, Crafton Hills College, shopping, parks, golf, and convenient freeway access. This is a rare opportunity to own a home that perfectly balances elegance, efficiency, and resort-style living in one of Yucaipa's most sought-after neighborhoods.

33264 Gold Mountain Road, Yucaipa
$165,000
2 Beds ⋅ 2 Baths ⋅ NP26167333 MLS ⋅ Active Status
Hard to believe but here is another home in this beautiful 55+ community priced to sell quickly. Well kept 2 bedroom, 2 baths, living room, dining area & eat in breakfast area has beautiful views of the sunsets and no immediate back neighbors. The primary bedroom can accommodate a king-size bed and also has a large walk-in closet. The primary bath is attached with double sinks and separate tub and shower. The utility room leads right into the screened room area. There is a fenced in side yard perfect if you have a pet or maybe just for privacy and an attached 2 car garage! The front porch area is quite large, so many possibilities!!! This home is being sold “AS – IS” and with all faults.

10961 Desert Lawn Unit 315, Calimesa
$799,000
4 Beds ⋅ 3 Baths ⋅ MB26167139 MLS ⋅ Active Status
Welcome to 11432 Piñon Trail in Yucaipa—a move-in-ready, 4-bedroom, 3-bathroom home featuring modern upgrades, spacious living areas, and an excellent location across from Yucaipa Regional Park. Ideal for first-time home buyers or anyone seeking additional space, this beautifully maintained Yucaipa home offers a bright, open floor plan with soaring cathedral ceilings and high windows that fill the interior with natural light. The spacious kitchen is perfect for everyday meals and entertaining, featuring a farmhouse sink, gorgeous countertops, a large center island, ample cabinetry, and generous workspace. The large lot provides plenty of outdoor space for summer barbecues, entertaining guests, relaxing, and creating your own backyard retreat. Every detail has been thoughtfully maintained and upgraded with care, creating a comfortable home ready for its next owner. With four bedrooms, three bathrooms, flexible living areas, and modern conveniences, there is room to grow, work from home, entertain, and create lasting memories. Enjoy convenient access to outdoor recreation, shopping, dining, schools, and local amenities. If you are searching for a first-time buyer home in Yucaipa, a move-in-ready 4-bedroom house, an upgraded kitchen, an open floor plan, a large lot, or a home near Yucaipa Regional Park, this property stands out. Discover the space, comfort, and location you have been waiting for—schedule your private showing today!

11432 Pinon, Yucaipa
$649,000
4 Beds ⋅ 2 Baths ⋅ TR26166851 MLS ⋅ Active Status
Welcome to 11779 Sutter Avenue, a beautifully remodeled single-story home surrounded by Yucaipa’s scenic mountain backdrop. Offering approximately 1,980 square feet of living space, this move-in-ready residence features four bedrooms, two full bathrooms, and a bright, open floor plan. Vaulted ceilings, large windows, fresh finishes, and abundant natural light create an inviting atmosphere throughout. The spacious living and dining areas flow seamlessly into the family room, which is highlighted by a cozy fireplace and direct access to the backyard. The remodeled kitchen offers generous counter space, ample cabinetry, updated appliances, and an adjoining dining area. The primary suite features a spacious walk-in closet and a spa-inspired bathroom complete with a walk-in shower and separate soaking tub. The additional bedrooms offer comfortable and flexible living space, while the second updated bathroom continues the home’s clean, modern feel. Situated on an approximately 9,800-square-foot corner lot, the property offers plenty of outdoor space for entertaining, gardening, recreation, or future personalization. A three-car garage, and beautiful mountain views complete this impressive Yucaipa home. Thoughtfully updated and ready for its next owner, this is one you will not want to miss!

11779 Sutter Avenue, Yucaipa
$995,000
4 Beds ⋅ 5 Baths ⋅ 219150880DA MLS ⋅ Active Status
Welcome home to Hidden Meadows...one of Yucaipa's most sought-after communities, tucked just minutes from the apple orchards, wineries, and mountain charm of Oak Glen. Set on a sprawling, parklike lot of just over half an acre, this completely remodeled and meticulously updated residence delivers the kind of turnkey luxury that rarely comes to market.Step inside to a formal dining room anchored by a stunning stacked-stone fireplace and warmed by a candlelit chandelier, creating the perfect setting for holiday gatherings and dinner parties. Rich wood-look flooring flows throughout the main level, tying together every space with timeless, classic elegance.The fully remodeled gourmet kitchen is a true showpiece, featuring dramatic leathered-granite countertops, custom wood cabinetry, a stone tile backsplash, a large center island with bar seating, and stainless-steel double wall ovens plus a professional-style range -- a dream for any culinary enthusiast. The kitchen opens seamlessly into an inviting family room, where a second river-rock fireplace, built-in shelving, and a wall of glass sliders frame lush backyard views and flood the space with natural light.Downstairs, a versatile office/den offers flexible living, currently used as a comfortable guest retreat, and easily reimagined as a potential fifth bedroom for growing or multigenerational households. Two conveniently placed half bathrooms round out the main level, including one tucked near the garage, ideal for effortless indoor-outdoor entertaining.Upstairs, all four bedrooms and three full bathrooms are generously sized with beautiful views. The primary suite is a true escape, crowned by dramatic vaulted, beamed ceilings and a private balcony overlooking the tranquil, tree-lined backyard. The spa-inspired ensuite bath impresses with a freestanding soaking tub, dual furniture-style vanities framed by elegant mirrors, and an oversized subway-tile walk-in shower, a daily retreat that feels like a five-star getaway.With numerous upgrades and meticulous care throughout, this Hidden Meadows gem offers the rare combination of refined luxury, everyday flexibility, and a truly unbeatable location, all within reach of Oak Glen's orchards, hiking trails, and small-town charm. Don't miss your chance to call this extraordinary property home!

37254 Ironwood Drive, Yucaipa
$815,000
4 Beds ⋅ 3 Baths ⋅ IG26166024 MLS ⋅ Active Status
WELCOME TO WHISPER RANCH—where the lot is BIG, the backyard is a SHOWSTOPPER, and the upgrades are already DONE! Located in highly sought-after Upper Yucaipa, this SINGLE-STORY home offers nearly 2,300 sq. ft., 4 bedrooms, 2.5 bathrooms, and an incredible 13,500 sq. ft. lot—over 1/3 acre and one of the largest in the neighborhood! The experience starts before you even step inside, with beautiful landscaping, a tranquil water fountain welcoming you to the double-door entry, and gorgeous landscape lighting throughout the exterior that brings the entire property to life in the evening. Inside, tall ceilings and three oversized windows make the formal living room bright and impressive. The back family room opens to the dining area and kitchen featuring wood cabinetry, tile countertops, and upgraded appliances. The split floor plan offers three guest bedrooms and a full bath on one side, while the private primary suite features dual closets—including a walk-in—and a spacious bathroom with dual sinks, soaking tub, and separate walk-in shower. BUT THE BACKYARD STEALS THE SHOW! Backing to the natural landscape of the Yucaipa foothills with beautiful views, this multi-level outdoor oasis was built to ENTERTAIN. Enjoy the sparkling POOL & SPA, custom outdoor kitchen with BBQ, sink and refrigerator, fire pit, expansive decking, lush custom landscaping, and an insulated Alumawood patio with recessed lighting and ceiling fan. Add in the landscape lighting after sunset and this backyard transforms into something truly special! Custom gates and side parking complete the package. And there’s MORE—upgraded HVAC plus a LARGE PAID-OFF SOLAR SYSTEM WITH BATTERY BACKUP! SINGLE STORY. 1/3+ ACRE. POOL & SPA. FOOTHILL VIEWS. PAID SOLAR + BATTERY. NO HOA. NO MELLO-ROOS. THIS ISN’T JUST A BACKYARD—IT’S YOUR OWN PRIVATE RESORT. Priced to sell and ready to GO—13675 Village Court is the Whisper Ranch opportunity you don’t want to miss!

13675 Village Court, Yucaipa
$130,000
3 Beds ⋅ 2 Baths ⋅ IV26164541 MLS ⋅ Active Status
Ready to move in 3 bed 2 bath home with an amazing view from the backyard inside a gated community with pool, spa and clubhouse. Agent check private remarks about park financing option

1134 Villa Calimesa Unit 12, Calimesa
$280,000
2 Beds ⋅ 2 Baths ⋅ IG26166241 MLS ⋅ Active Status
1986 Manufactured home in the 55+ community of Sharondale in Calimesa. 2 bedroom, 2 bath home with 1440 sf of living space. 2 car garage. Indoor laundry room. Tesla solar system. The HOA features a clubhouse, meeting room, pool, heated indoor spa, fitness center and pool table.

9654 Terra Linda, Calimesa
$715,000
4 Beds ⋅ 2 Baths ⋅ IG26165041 MLS ⋅ Active Status
RARE OPPORTUNITY in the heart of Yucaipa: 1.7 usable acres ZONED MULTIPLE RESIDENTIAL (RM-72C), offering two distinct paths for the next owner. Investors and builders will want to explore the MULTI-UNIT POTENTIAL this zoning provides, with up to 10 dwelling units or other opportunities of developing possible subject to the City of Yucaipa's Land Use Compliance Review (buyer to verify with City). Or simply enjoy it as it stands today: a spacious 4-bedroom, 2-bath single-story ranch-style home with 2,293 square feet of living space and room to breathe on all sides, with NO HOA. THE BIG TICKET WORK IS ALREADY DONE! This home features RECENT UPGRADES: NEWER ROOF, NEWER CENTRAL HVAC, A COMPLETE WHOLE-HOUSE RE-PIPE, A NEWER TANKLESS WATER HEATER, NEWER CARPETING AND FRESH INTERIOR PAINT. Plenty of room to gather in the living and family rooms, plus abundant inside storage with an indoor laundry room, mudroom, and separate utility/storage room. The primary suite is spacious, and the huge 4th bedroom has its own separate exterior access through French doors, and could function as an office, in-law quarters or rental space. The flat, usable lot offers an outbuilding for storage and space for RVs, toys, animals, gardens, a future ADU, or expansion (buyer to verify). All of this in an established central Yucaipa location. Whether you're a family looking for acreage and elbow room or a builder looking for your next project, properties offering this combination of land, zoning flexibility, and updated systems rarely come available.

12626 5th Street, Yucaipa
$225,000
3 Beds ⋅ 2 Baths ⋅ CV26160406 MLS ⋅ Active Status
Welcome to this spacious 3-bedroom, 2-bathroom mobile home located in the highly desirable Plantation on the Lake, a premier 55+ gated community. Designed for comfortable living, this home features an open-concept layout with a well-appointed kitchen complete with a center island, offering plenty of counter space for cooking, entertaining, and everyday living. The home also includes a convenient indoor laundry room, adding ease and functionality to your daily routine. The generous primary suite and two additional bedrooms provide flexible space for guests, hobbies, or a home office. Outside, you'll appreciate the 2-car garage and extended driveway, providing ample parking and storage. Enjoy all the amenities and peaceful lifestyle that Plantation on the Lake has to offer, with beautifully maintained grounds, recreational facilities, and a welcoming community atmosphere.

10961 Desert Lawn Unit 263, Calimesa
$958,000
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
$497,000
2 Beds ⋅ 2 Baths ⋅ IG26163247 MLS ⋅ Active Status
Charming single story ranch style home in Yucaipa situated on an incredible private .69 acre lot with stunning views and a sizable living space detached from the home. This home offers a functional layout where the kitchen opens right up to the dining and living room, perfect for everyday living and entertaining alike. A stunning brick fireplace serves as the centerpiece of the living space, adding warmth and character throughout. The second bedroom flows directly off the first, offering an intimate, connected floor plan well suited for all needs within arm's reach. A detached outbuilding, estimated at 339 square feet, provides wonderful flexibility – ideal for storage, a home gym, or a private office setup. Upgrades included dual pane windows and central AC. There is tremendous parking for your toys or work vehicles on the long front driveway. A short drive to the I-10 freeway and the new Trader Joe's location, this property offers both privacy and convenience. Don't miss this rare opportunity to own a slice of Yucaipa with room to breathe! Excellent Yucaipa Schools.

12978 11th, Yucaipa
Start Your Search

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.