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

$725,000

IG26219179 MLS ⋅ Active Status

Fully renovated duplex just minutes from downtown Yucaipa, featuring two completely separate one bedroom, one bathroom units, each with its own living space and its own address, plus room to grow. The upstairs unit offers approximately 509 square feet and the downstairs unit approximately 891 square feet, for roughly 1,400 square feet total. Nearly every major component of this property was replaced in 2023, so the heavy lifting is already done. Each unit features an updated kitchen with new cabinets, countertops, sinks, stoves, microwaves, garbage disposals, and all-new plumbing, plus a new refrigerator in the upstairs unit. Both bathrooms have been fully remodeled with new plumbing and ventilation. Throughout, you’ll find new flooring and baseboards, fresh interior paint, updated electrical outlets and lighting, four new fans, and new window blinds. The big-ticket items are covered: new roof, new gutters, new exterior doors and windows including a sliding door, new heating and air conditioning and new electric water heaters for both units, and a newly lined sewer line. Each unit has its own washer and dryer hookups and dedicated storage in the garage, behind new garage doors. Outside, enjoy fresh exterior paint, new fencing, an all-new driveway with new concrete front and back, new landscaping with a sprinkler system, and new mailboxes for each unit. The upside goes beyond the renovation. Each address is grandfathered to allow its own ADU, creating the potential to turn this property into a fourplex. Seller and agent make no guarantees regarding development potential; buyer to conduct their own due diligence with the city. Both units are currently occupied, making this a turnkey opportunity for an investor and a property positioned for future growth.

12789 8th, Yucaipa

$939,900

3 Beds ⋅ 3 Baths ⋅ IG26217174 MLS ⋅ Coming Soon Status

Welcome to 13920 Meadow View Lane — an exceptional executive estate in the coveted Hidden Meadows community, where refined living meets unforgettable outdoor entertaining. A beautifully designed front courtyard with a tranquil fountain sets the tone from the moment you arrive, creating a resort like welcome and an elevated first impression. Set on a sprawling 36,270 sq ft lot, this custom residence offers 3 bedrooms, 3 bathrooms, dual closets in the primary suite with a large, jetted tub, a dedicated office, formal dining room, den, and 2,673 sq ft of light filled living space crafted for comfort and sophistication. Plantation shutters throughout add timeless elegance and consistent architectural detail across the home. Granite counters, brass hardware, a double built in oven, and a gas cooktop elevate the open entertainer’s kitchen, which flows seamlessly into the spacious great room anchored by a cozy fireplace. A versatile bonus room provides the option for a 4th bedroom. The extra deep 3 car garage is fully outfitted with extensive storage cabinetry and insulated decorative doors. A whole house fan system, paid off high efficiency solar, newer dual oversized HVAC units, a water softener, reserve power generator, and leaf filter gutters with transferable warranty create a complete suite of premium efficiency upgrades rarely found together. The backyard is the true centerpiece of the property — a private outdoor haven designed for grand entertaining and peaceful retreat. A large cascading waterfall flows into an expansive water garden pond, surrounded by over 100 mature grape vines and a full length covered paver patio framed by block wall privacy fencing. Multiple gazebos, storage sheds, and a refrigerated wine room enhance the outdoor experience. Under a striking pergola, the built in outdoor kitchen—complete with refrigerator, barbecue, and gas burner—creates the perfect setting for gatherings of any size. A rare blend of luxury, functionality, and extraordinary outdoor living, this Hidden Meadows estate delivers an elevated lifestyle both inside and out.

13920 Meadow View Lane, Yucaipa

$497,000

3 Beds ⋅ 3 Baths ⋅ IG26214839 MLS ⋅ Active Status

Welcome to Iris Gardens, a gated community in Yucaipa offering comfort, convenience, and desirable community amenities. This beautifully maintained 3 bedroom, 2.5 bathroom home offers 1,619 square feet of thoughtfully designed living space with an open-concept floor plan and several recent upgrades. The main level features an inviting open living area with durable vinyl wood flooring throughout. The spacious kitchen is designed for both everyday living, offering granite countertops, stainless steel appliances, including the refrigerator, and ample cabinet space for all your storage needs. A versatile office/den with new carpet and crown molding provides the perfect space for working from home, studying, or creating a quiet retreat. You'll also appreciate the generous storage closet tucked beneath the stairs, providing additional convenient storage space. Upstairs, you'll find three spacious bedrooms, including a primary bedroom with an updated primary bathroom and an oversized primary closet. New carpet throughout the upper level adds warmth and comfort, while the conveniently located upstairs laundry room makes everyday living a breeze. The additional bedrooms offer generous space for family, guests, or hobbies. Recent improvements include a new water heater, new quiet-closing garage door opener, and new carpet throughout the upstairs and office/den. The home also features leased solar, offering an energy-conscious benefit for the next homeowner. Enjoy all that Iris Gardens has to offer with gated access and a variety of community amenities, including a clubhouse, pool, spa, park, and exercise facility. With its desirable open floor plan, thoughtful updates, abundant storage, and convenient community amenities, this Yucaipa home is ready to welcome its next owner. Contact me today for your private tour!

34055 Lily Road, Yucaipa

$589,000

3 Beds ⋅ 3 Baths ⋅ IG26214517 MLS ⋅ Active Status

Welcome to 33410 Wallace Way, a highly upgraded smart home in the desirable Aberdeen community of Chapman Heights, offering gorgeous views from the backyard. With nearly 2,300 sq ft of living space, this 3-bedroom, 2.5-bath home also includes an attached two-car garage. The formal living and dining rooms flow into the kitchen, now finished with new quartz countertops, and into the family room, where a fireplace, large windows, and Milgard French doors open to the backyard. Outside, a large insulated covered patio is ready for entertaining. Concrete and stone pathways run along both sides of the yard, and wrought iron fencing across the back keeps the views and mature landscaping in full sight. Upstairs you'll find a bonus loft, two guest bedrooms, a guest bath, a laundry room, and a spacious primary suite with beautiful views of the city below. The primary bath has a walk-in shower, soaking tub, dual sinks, a large walk-in closet, tile flooring, new light fixtures, and heated mirrors. Recent upgrades include LVP flooring upstairs, Andersen windows on the first floor, a whole house fan, three ceiling fans, exterior paint (2018), HVAC (2020), rain gutters (2020), water heater (2022), interior paint (2023), multiple smart home features, and a whole-house GFCI (2026). As a bonus, the HOA maintains the front yard landscaping. The community also offers walking trails and a playground, and the Yucaipa Valley Golf Course is just around the corner. Local schools, shopping, grocery stores, restaurants, gyms, and so much more are all close by. Don't miss this one!

33410 Wallace, 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

$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

$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 mantel and built-in cabinetry, flowing seamlessly into the gourmet kitchen with granite island featuring 2 sinks and premium JennAir appliances, including A double oven and built in wine fridge. 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

$689,900

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

$549,000

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

10320 Calimesa Boulevard Unit 260, Calimesa

$125,000

2 Beds ⋅ 2 Baths ⋅ CV26198058 MLS ⋅ Active Status

This 2-bedroom, 2-bath home in a Calimesa 55+ community just got a new lower price. It's all single-level living with no steps to climb. The driveway, front entry and enclosed patio sit level with the house, and all three have a durable epoxy-based coating. Inside, a big living room opens into a bright kitchen and dining area. Wood accents run throughout the home, and the kitchen and dining area have wood-look vinyl flooring. Each bedroom has its own full bathroom, which gives you and your guests privacy. The living room and bedrooms are carpeted, and the bathrooms are tiled. The laundry room comes with the washer and dryer and has plenty of storage above for linens and more. Added roof insulation and dual-pane windows keep the home cool in summer and warm in winter. A Ford 6.2 gas/propane generator plugs right into the house and can run the whole home during a power outage. Outside, the large fenced yard has room for gardening, get-togethers or weekend projects. A good-sized storage shed holds tools and equipment. Pet doors let your pets come and go as they please, and a covered patio leads out to the yard. The covered carport fits two cars. The community has 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 the I-10 is right nearby for easy commuting and weekend trips. Come see it today!

10320 Calimesa Boulevard Unit 260, 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.