Yucaipa/Calimesa/Oak Glen (269) Real Estate

Yucaipa/Calimesa/Oak Glen (269) Real Estate

Welcome to the picturesque region of Yucaipa, Calimesa, and Oak Glen in sunny California! Nestled in the heart of San Bernardino County, this area offers a perfect blend of small-town charm and natural beauty.

Yucaipa, known for its friendly community and stunning views of the San Bernardino Mountains, boasts a variety of housing options from cozy single-family homes to spacious estates. With top-rated schools and numerous parks, Yucaipa is a great place for families looking to settle down.

Just next door, Calimesa offers a more rural atmosphere with a strong sense of community. This area is perfect for those seeking a quieter lifestyle while still being close to all the amenities of larger cities.

If you're a nature enthusiast, Oak Glen is the place for you. Famous for its apple orchards and scenic landscapes, Oak Glen is a popular destination for outdoor activities like hiking, picnicking, and apple picking in the fall.

With its convenient location near major highways and cities like Riverside and Redlands, the Yucaipa/Calimesa/Oak Glen region provides the perfect balance between peaceful living and urban convenience. Whether you're looking for a cozy cottage or a sprawling ranch, this area has something for everyone. Come and discover the beauty and charm of Yucaipa, Calimesa, and Oak Glen – your new home awaits!

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

$585,000
4 Beds ⋅ 3 Baths ⋅ DW26167827 MLS ⋅ Coming Soon Status
Welcome to 240 Country Club Dr. where comfort, style and breathtaking mountain views come together in the highly desirable gated community of JP Ranch. Experience the thoughtful design of this 4 bedroom, 3 bathroom home, offering nearly 1,900 square feet of well- planned living space that balances open concept gathering areas with private retreats. At the heart of the home, the spacious kitchen flows effortlessly into the dining and living areas, creating the perfect setting for everything from quiet mornings to lively celebrations. The large windows frame the surrounding mountain views, bringing natural beauty indoors and filling the home with abundant light. Designed with privacy in mind, the secondary bedrooms are thoughtfully situated in their own wing of the home, creating a peaceful space for family members while the primary suite to remain a private sanctuary. Throughout the home, you will find upgraded flooring and modern lighting fixtures that add warmth, elegance, and a fresh contemporary feel. Every detail has been carefully selected to enhance both style and everyday functionality. Step outside and relax under the stars in the oversized Jacuzzi, entertain friends, or simply take in the stunning mountain backdrop that makes every evening feel like a getaway. Adding even more value, the home includes owned solar panels, helping reduce energy costs while providing long term savings and peace of mind. Located within the gated JP Ranch Community, residents enjoy resort style amenities including a clubhouse, sparkling pool and Spa, parks, playgrounds, and beautifully maintained common areas, all while being conveniently close to shopping, dining, and freeway access.

240 Country Club, Calimesa
$480,000
2 Beds ⋅ 2 Baths ⋅ CV26143830 MLS ⋅ Active Status
Welcome to this upgraded home nestled in one of Yucaipa's most desirable neighborhoods! Offering approximately 1,447 square feet of thoughtfully designed living space on a generous 0.17-acre lot, this move-in-ready residence perfectly blends comfort, style, and energy efficiency. The remodeled kitchen and durable hard-surface flooring create a modern, inviting interior, while major upgrades—including an owned 9.6 kW solar system with a 10 kW battery backup, EV charging station, upgraded electrical panel, and newer HVAC system with ductwork (installed in 2021)—provide exceptional value and long-term savings (seller reports little to no annual electric costs under typical household usage; buyer to verify). Relax year-round under the covered patio overlooking a private backyard that backs to a peaceful natural preserve. The low-maintenance xeriscape landscaping, two storage sheds, overhead garage storage with ladder access, and spacious yard with room for a pool, outdoor kitchen, or additional entertaining space make this property as functional as it is beautiful. Ideally located near parks, shopping, dining, schools, and commuter routes, this exceptional home offers the perfect combination of modern upgrades, privacy, convenience, and lifestyle. Do not miss this incredible opportunity!

35635 panorama, Yucaipa
$84,900
2 Beds ⋅ 1 Baths ⋅ IG26165886 MLS ⋅ Active Status
SHHHHH!!! DON'T TELL ANYBODY about this hidden gem of a Senior +55 park nestled in the hills in Calimesa! OMG, only $263.80/month for space rent???? YES! A-D-O-R-A-B-L-E remodeled TWO BEDROOM, One Bathroom singlewide PLUS the 8X12 Expando on the Living Room makes it feel like a doublewide! Cutest kitchen EVER! Featuring an ANTIQUE STOVE, fully functional gas burners and oven, refrigerator, lots of storage and plenty of room for a cozy kitchen table for that morning coffee! Or, take that coffee outside on the covered porch to enjoy the morning even more. OK, back inside to find the large, open living room area with additional room for a formal dining room table. REMODELED BATHROOM with NEW single basin lavy with a tub/shower combination. Primary bedroom has dual closets and built-in drawers, leaving ample space for your QUEEN SIZE BED. Step down to another completely remodeled 2nd bedroom (or craft room, office, hobby room, etc.). This room adds about 200 more square footage not showing on the assessors roles. Open another door and you'll find your utility room, complete with washer & dryer, storage and so much more!! THIS HOME IS TURNKEY and waiting for YOU! No neighbors behind, lots of shade trees and a true "country charm" can be felt here. WHAT ARE YOU WAITING FOR? CALL ME TO SCHEDULE AN APPOINTMENT TODAY! (Ser# 50X1FD7) Don't let the singlewide designation fool you; there's over 800 sq ft of living area in this home!

35080 Chandler Avenue Unit 54, Calimesa
$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 updated 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 and an abundance of cabinet 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
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.