Yucaipa/Calimesa/Oak Glen (269) Homes with Hills View

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California’s San Bernardino County. This picturesque area is renowned for its stunning landscapes, featuring rolling hills, lush orchards, and breathtaking mountain views that create a serene backdrop for everyday living.

Yucaipa, with its charming small-town atmosphere, offers a delightful mix of modern amenities and rich history. Explore its vibrant downtown, where local boutiques and eateries invite you to experience the community’s warm hospitality. Just a stone's throw away, Calimesa boasts a tranquil vibe, perfect for those seeking a quieter lifestyle while still enjoying easy access to urban conveniences.

Oak Glen is a hidden gem famous for its apple orchards and seasonal festivals, making it a favorite destination for families and nature enthusiasts alike. This area is a haven for outdoor lovers, with numerous hiking trails, parks, and scenic picnic spots that showcase the breathtaking beauty of the San Bernardino Mountains.

For those seeking a home with a view, the properties in Yucaipa, Calimesa, and Oak Glen are truly captivating. Many homes here feature stunning hilltop vistas, allowing residents to enjoy panoramic views of the surrounding landscape right from their own backyard. Imagine sipping your morning coffee while soaking in the sunrise over the hills or hosting a sunset gathering with friends against a backdrop of rolling greens.

Whether you’re looking for a cozy cottage or a spacious family home, this region offers a variety of real estate options that cater to diverse lifestyles. Discover the charm of Yucaipa, Calimesa, and Oak Glen, where breathtaking views and a welcoming community await you!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Hills View

$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

$355,000

IG26206037 MLS ⋅ Active Status

Rare Opportunity to Build Your Dream Home with Breathtaking Views Discover an exceptional opportunity to create a custom estate on two adjoining lots totaling approximately 38,700 sq. ft. of flat, buildable land. Perfectly positioned to capture sweeping, unobstructed views over Chapman Heights, sparkling city lights, and the majestic mountains to the north, this property offers a truly impressive setting for a one-of-a-kind residence. With approximately 160 feet of street frontage, the property provides a generous canvas for designing a stunning custom home with expansive outdoor living areas, a pool, entertaining spaces, gardens, or additional amenities. Curbs and gutters are already in place, the water meter has been installed, and additional utilities are available, helping simplify the path toward future development. Imagine designing a home that takes full advantage of the panoramic setting, with walls of glass, spacious patios, and outdoor spaces oriented toward the dramatic city-light and mountain views. Opportunities like this are increasingly hard to find. Whether you envision a contemporary architectural statement, a luxurious private retreat, or a timeless custom estate, this remarkable homesite offers the space, setting, and views to bring your vision to life

33690 Washington, Yucaipa

$839,900

4 Beds ⋅ 3 Baths ⋅ 219153058DA MLS ⋅ Active Status

Welcome to Yucaipa, here on this half acre parcel you'll find sweeping mountain views from this corner lot setting the tone for peaceful living--fresh air, cooler weather, and room to breathe. This custom-built home (No HOA) is full of character and space. A covered front patio and custom entry doors open to a formal foyer with 20-inch tile. An atrium connects the formal living and dining rooms, both with fresh carpet. The living room with fresh new carpet features an oversized window that keeps the space bright and open. A large brick see-through fireplace is shared with the dining room just beyond. The gourmet kitchen is set up for serious cooking and entertaining, with generous granite counters & backsplash, custom oak cabinetry, a kitchen island cooktop, and a double oven! The refrigerator is Wi-Fi enabled, and there's a built-in desk for a computer or household command center. The kitchen shares family room space and a second fireplace is here for additional warmth in the winter season. The bedroom wing includes four bedrooms. The primary suite offers dual closets, dual vanities, and sliding doors to a private backyard; 2 alumi-wood patio with plenty of room to make it your own. Comfort and construction stand out: two HVAC units, ceiling fans, solid framing, a flat-tile roof system, as well as OWNED SOLAR plus an LG battery backup! The three-car garage has quiet-door openers. A long driveway allows RV parking in front or in the backyard under the heavy-duty carport with power to. The large backyard is ready for your vision. Use a portion of the .52-acre lot for a personal vineyard--Yucaipa Valley was approved as an American Viticultural Area (AVA) by the TTB in 2024--or simply enjoy the space for outdoor living, growing and more. Schedule a showing to see it in person. **The current loan is assumable as a VA loan at a 4.25% for veterans who are approved, call listing agent for details. Buyers to complete all due diligence regarding vineyard use, equestrian use, county regulations, taxes, and related matters that impact home ownership.

36261 Serape Drive, Yucaipa

$1,055,000

4 Beds ⋅ 3 Baths ⋅ IG26201629 MLS ⋅ Active Status

Welcome to the exclusive Whisper Ridge community, where privacy, elegance, and exceptional craftsmanship come together. This impressive 4-bedroom, plus an office & 3-bath estate offers 3,113 sq. ft. of beautifully designed living space on an expansive 34,000 sq. ft. lot, with beautiful hills creating a private backdrop. An impressive double-door entry crafted in richly stained wood welcomes you into elegant living and dining areas featuring soaring ceilings, expansive windows, and beautiful bamboo flooring. The spacious family room showcases a stunning stone fireplace with custom wood mantel and built-in cabinetry, flowing seamlessly into the gourmet kitchen with granite island and premium JennAir appliances, including A double oven! The luxurious primary suite offers French doors to the patio and a cozy fireplace. The spa-like primary bath features a walk-in shower, jetted tub, tiled dual sinks, generous walk-in closets, and abundant storage. Plantation shutters and ceiling fans throughout add comfort and style. The beautifully landscaped grounds are designed for entertaining, featuring a large covered patio, outdoor lighting, fire pit, fountain, spa, mature fruit trees, and a gorgeous front patio with another impressive waterfall. A spacious 3-car garage offers insulated doors, extensive built-ins, and a custom workbench, plus RV parking with full hookups. Alarm system and outdoor camera surveillance complete this exceptional private estate. A truly special property offering privacy, luxury, and an exceptional lifestyle—this is a must-see to fully appreciate all it has to offer!

36284 Poplar, Yucaipa

$689,000

4 Beds ⋅ 3 Baths ⋅ IG26202594 MLS ⋅ Active Status

Welcome Home! If you are looking for an immaculate, impeccably maintained home in vibrant Yucaipa, look no further. This one is truly move-in ready! Step inside to find generous living spaces filled with natural light, soaring ceilings, and newer flooring that flows seamlessly throughout. The heart of the home is the spectacular chef’s kitchen, fully remodeled in 2025 featuring contemporary wood cabinetry, premium high-end appliances, and an expansive center island perfect for gathering and entertaining. This spacious layout offers 4 bedrooms, 2.5 baths, plus a dedicated first-floor workout room or office space to suit your lifestyle needs. Enjoy peace of mind knowing the property has been recently painted inside and out, with major big-ticket updates already taken care of including a new HVAC system installed in 2025 and a new water heater replaced in 2026. Unwind in your private backyard sanctuary while taking in scenic views of the surrounding hills. This move-in-ready gem truly combines luxury, comfort, and exceptional care! Situated in the neighborhood of upper Chapman Heights, you are close to parks, hiking, recreation areas, golfing, apple picking in nearby Oak Glen, and fun to be had in the popular Uptown Yucaipa business district.

34532 Fawn Ridge Place, Yucaipa

$699,900

4 Beds ⋅ 3 Baths ⋅ PW26203129 MLS ⋅ Active Status

Beautiful Chapman Heights 2200+ sq/ft pool home on a large 8,844 sq ft lot located on a quiet cul-de-sac! This 4-bedroom, 3-bath home features a bright, open floor plan with soaring ceilings, plenty of natural light and newer paint throughout. The kitchen and family room with fireplace overlook the private backyard featuring a covered patio, sparkling pool and spa—perfect for entertaining. Downstairs offers a bedroom and full bath with walk-in shower, ideal for guests or extended family. Upstairs you’ll find three additional bedrooms, two baths and a spacious loft perfect for an office, game room or second living area. The primary suite features a private balcony overlooking the backyard with beautiful sunrise views. Large 3-car garage, leased solar and plenty of storage complete this great Chapman Heights home!

34354 Sherwood, Yucaipa

$575,000

3 Beds ⋅ 2 Baths ⋅ IG26202619 MLS ⋅ Active Status

Charming Single-Story Home in Upper Yucaipa! Welcome to this beautifully maintained single-story home offering nearly 1,500 square feet of comfortable living space in a well-established Upper Yucaipa neighborhood. This 3-bedroom, 2-bathroom home is move-in ready and full of thoughtful touches throughout. Step inside to a beautiful living room featuring a cozy fireplace and large windows overlooking the front yard, filling the space with natural light. The open dining area flows seamlessly into the kitchen, which boasts ample cabinetry space, a convenient center island, and a charming garden window with views of the side yard—perfect for both everyday living and entertaining. The spacious primary suite is a true retreat, complete with two walk-in closets, dual sinks, and windows overlooking the backyard. The home has been freshly painted throughout the interior and features brand-new carpet, offering a clean, modern feel from the moment you walk in. An upgraded HVAC system provides added comfort and efficiency year-round. A two-car garage and extra-wide driveway offer plenty of parking and storage space. Situated on a generously sized lot with plenty of room to enjoy, this home is centrally located near shopping centers, schools, restaurants, and everything Yucaipa has to offer. Don't miss this fantastic opportunity in a highly desirable location! **Scroll down under features to checkout the video tour!**

11810 Avalon, Yucaipa

$1,890,000

IV26200715 MLS ⋅ Active Status

DEVELOPER'S DREAM — RARE YUCAIPA LAND ASSEMBLAGE | 7+ Acres | 70+ SFRs or 100+ Apartments! The market is moving and this is your window — four contiguous parcels totaling approximately 7 acres in booming Yucaipa, California. Four lots combined primed for large-scale residential development. Anchor parcel APN 0301-101-18 offers 3.85 acres zoned RM-10 joined by three RS-10 lots (Lots B, C & D — APNs 0301-111-24, 25 & 26) at 1.1 acres each. Blended pricing well under $337k per acre for higher density 3.85 acre lot. The adjoining 1.1 acre lots priced to sell at $200k each. Major development coming to the area validating demand in this very corridor. A potential fifth parcel at 12419 13th Street brings existing sewer infrastructure to the table — eliminating one of the biggest cost and timeline hurdles in raw land development. With city-confirmed lot merger eligibility, flexible density zoning, infrastructure in place, and a motivated direct seller ready to move. This assemblage checks every box a serious developer is looking for. Opportunities like this don't wait. Conceptual designs in supplements.

32797 Avenue D, Yucaipa

$1,199,999

5 Beds ⋅ 4 Baths ⋅ IG26200238 MLS ⋅ Active Status

Mountain views. Poolside sunsets. Dinner by the fire. Weekends in Oak Glen just up the road. This is Hidden Meadows living. Tucked into one of Yucaipa’s most sought-after neighborhoods, this beautifully remodeled single-story home pairs nearly 3,000 square feet of flexible living space with dramatic architecture, sweeping foothill views, and a backyard designed for year-round entertaining. Soaring vaulted ceilings, skylights, and walls of windows flood the main living spaces with natural light while framing the surrounding foothills. A sunken formal living room and adjoining dining space are anchored by two dramatic raised-hearth tiled fireplaces, while a built-in wet bar creates a natural gathering point. Expansive glass doors blur the line between indoors and out, opening the living spaces to the pool deck and surrounding views. The modernized kitchen combines two-tone cabinetry, stone countertops, breakfast bar, abundant storage, and an oversized walk-in pantry, with an easy flow between indoor and outdoor gathering spaces. The single-story layout offers five bedrooms and four bathrooms, highlighted by an impressive primary retreat with a generous sitting area and direct backyard access. Its remodeled en suite bath feels like a private spa, with a freestanding soaking tub, oversized glass shower, dual vanity, and serene finishes. On the opposite side of the home, a separate bedroom and adjacent bath beyond the kitchen create a flexible setup for guests, extended family, a private office, or multigenerational living. And then there’s the backyard: an expansive pool deck wraps around a sparkling pool and raised spa, with multiple places to lounge, dine, gather, and take in the mountain views. A covered outdoor kitchen and built-in seating make outdoor meals easy, while the oversized deck leaves plenty of room for quiet evenings or full-scale summer pool parties. Beyond the pool, low-maintenance turf, garden space, a chicken coop and small-animal enclosures bring a little of Yucaipa’s semi-rural character home, while a dedicated RV or boat parking pad adds hard-to-find flexibility. And when it’s time to leave home, the orchards, trails, restaurants, cider, and seasonal traditions of Oak Glen are just minutes up the road — close enough to make apple picking, mountain hikes, and cool fall afternoons part of an ordinary weekend.

13582 Oak Hill Court, Yucaipa

$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

$1,050,000

4 Beds ⋅ 4 Baths ⋅ IG26195990 MLS ⋅ Active Status

Nestled in the highly desirable Hidden Meadows neighborhood of Yucaipa, this stunning custom single-story residence offers space, quality, and thoughtful design throughout. Situated on over half an acre, the property features 4 bedrooms, 2 full bathrooms and 2 half bathrooms (One half bath located in the garage), and approximately 2,819 square feet of living space. The spacious floor plan includes a formal living room, formal dining room, and an expansive family room ideal for both everyday living and entertaining. The large kitchen is appointed with a center island, stainless steel appliances, custom white cabinetry, recessed lighting, and a picture window looking out to the backyard. The primary suite offers a private retreat complete with a fireplace and seating area. The upgraded primary bathroom features dual vanities, a soaking tub, and a large walk-in shower with windows providing natural light and backyard views. Interior finishes include custom tile work, laminate wood flooring, large baseboards, and window shutters. Outdoor amenities include a full-length covered patio across the rear of the home, a detached patio area with fireplace, an additional detached gazebo, mature landscaping, block walls, and wrought-iron fencing. Car enthusiasts and hobbyists will appreciate the oversized garage offering approximately 1,440 square feet of space, providing exceptional parking, workshop potential, and storage capacity. Plus the RV parking behind the wrought iron gate! A rare opportunity to own a spacious custom home on a large lot in one of Yucaipa’s most sought-after communities. Don't wait, this one isn't expected to last long!

37420 Wildwood View, Yucaipa

$549,900

2 Beds ⋅ 1 Baths ⋅ IG26194714 MLS ⋅ Active Status

A large, versatile bonus room with a built-in fireplace steals the spotlight in this darling ranch-style home. With 2 bedrooms, 1 bathroom, generously sized rooms throughout, and a spacious kitchen, this home offers plenty of room to live, work, and grow. Beautiful landscaping and a gated yard provide privacy and curb appeal, while the backyard offers low-maintenance turf, a shed, and plenty of room to make it your own. The 2-car garage offers plenty of cabinetry, a workshop bench, and overhead storage. A large, fenced RV parking adds even more versatility. Ideally located near Uptown Yucaipa—close to everything, yet tucked away from the hustle and parking challenges. A wonderful home for any season of life!

12001 2nd Street, 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.