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

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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This picturesque area is renowned for its breathtaking landscapes, vibrant community, and a lifestyle that perfectly blends suburban charm with natural beauty.

Yucaipa, with its scenic views of the San Bernardino Mountains, offers a delightful mix of outdoor adventures and local amenities. Families and individuals alike revel in the abundance of parks, hiking trails, and recreational facilities that promote an active lifestyle. The historic downtown area boasts charming shops and eateries, creating a warm, welcoming atmosphere that fosters community spirit.

Just to the east, Calimesa is known for its tranquil neighborhoods and family-friendly environment. This growing city provides a peaceful retreat while still offering convenient access to major highways for commuters. With a variety of homes for sale, from cozy single-family residences to spacious modern designs, Calimesa appeals to a diverse range of buyers looking for their dream home.

And let’s not forget the hidden gem of Oak Glen! Famous for its apple orchards and stunning fall foliage, this quaint community is perfect for those who appreciate nature and a slower pace of life. Whether you’re picking fresh apples or exploring the scenic trails, Oak Glen offers a unique living experience that’s hard to resist.

With a variety of homes for sale in Yucaipa, Calimesa, and Oak Glen, your dream home awaits! From charming bungalows to expansive estates, this region offers something for everyone. Discover the perfect place to call home in this idyllic corner of California, where community, nature, and opportunity intertwine beautifully.

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

$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

$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

$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

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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.