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

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

Welcome to the picturesque region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of San Bernardino County, California. This enchanting area is a hidden gem that boasts stunning landscapes, vibrant communities, and a rich tapestry of outdoor activities. With its warm climate and breathtaking canyon views, it’s no wonder that homes in this region are highly sought after.

Yucaipa is renowned for its charming downtown, where you can explore unique shops, delightful eateries, and community events that foster a strong sense of belonging. Just a stone's throw away, Calimesa offers a serene suburban atmosphere, perfect for families and retirees alike. Oak Glen, known for its apple orchards and scenic hiking trails, is a nature lover's paradise, providing ample opportunities for apple picking and enjoying the great outdoors.

One of the standout features of this region is the availability of homes with stunning canyon views. Imagine waking up to the sight of rolling hills and breathtaking sunsets right from your living room. These properties not only offer a visual feast but also provide a tranquil retreat from the hustle and bustle of city life. Whether you’re looking for a cozy cottage or a spacious family home, the options here are as diverse as the landscape itself.

With a strong sense of community, excellent schools, and an abundance of recreational opportunities, Yucaipa, Calimesa, and Oak Glen present an ideal setting for anyone looking to settle down in Southern California. Discover the beauty and charm of this remarkable region, where your dream home with a canyon view awaits!

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

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 219150501DA MLS ⋅ Active Status
Incredible opportunity to own this sprawling estate, recently acquired through foreclosure proceedings. A nearly 4,000 sq. ft. two story country residence with brick facade and grand entry hall. Home has been updated with beautiful custom cabinetry, updated baths, granite countertops and many other upgrades. 4.74 acre property is breathtaking and perched on a promontory with sweeping 360 degree views of city lights, San Gorgonio, San Jacinto, and most every mountain range in the Southern California vicinity. Past the remote controlled entry gates of the exclusive Oak Hills Estates, you enter your compound via a long sweeping private driveway. 3 car attached garage, large pool and spa, extensive solar array, private orchards and vineyards, and two ponds and a steam highlight the extensive grounds and improvements.

37245 Valgio Drive, Calimesa
$1,075,000
5 Beds ⋅ 3 Baths ⋅ 219150163DA MLS ⋅ Active Status
Welcome to 13435 Canyon Crest Road, a beautifully updated estate offering over 3,200 square feet of living space with 5 bedrooms, 3 bathrooms. Nestled behind a private driveway, this exceptional property combines spacious living, thoughtful upgrades, and incredible indoor-outdoor entertaining.Step inside to discover an inviting formal living and dining room featuring elegant travertine flooring, custom finishes, and freshly painted interiors. The gourmet kitchen has been refreshed with professionally painted cabinetry, granite countertops, abundant storage, and opens seamlessly to the spacious family room--creating the perfect setting for everyday living and entertaining. Adjacent to the kitchen is a dedicated office or library complete with custom built-in cabinetry.The main level also features an oversized laundry room, a full bathroom, and a guest bedroom, ideal for visitors or multigenerational living.Upstairs, an open staircase leads to a versatile loft, perfect as a media room, game room, or additional office space. The expansive primary suite offers a private balcony, creating the perfect place to enjoy your morning coffee or evening sunsets. The luxurious primary bathroom has been beautifully remodeled with a newly designed walk-in shower, while three additional generously sized bedrooms provide plenty of space for family and guests.The outdoor living spaces are truly exceptional. The backyard has been extensively enhanced with newly upgraded landscaping, creating a private resort-like setting. The sparkling pool has been completely refinished with premium PebbleTec, providing lasting beauty and durability. Multiple entertaining areas include a covered patio, an impressive oversized spa accommodating approximately 15 people, and abundant space for hosting gatherings of any size.Additional improvements include fresh interior and exterior paint, updated landscaping, refinished pool, remodeled primary shower, and refreshed kitchen cabinetry. Completing the property is an oversized three-car garage and ample outdoor space rarely found in today's market.This remarkable home offers the perfect blend of luxury, comfort, privacy, and resort-style living--all in one exceptional property.

13435 Canyon Crest Road, Yucaipa
$650,000
4 Beds ⋅ 3 Baths ⋅ IG26139694 MLS ⋅ Active Status
Welcome to 264 Tanglewood Drive to an immaculate and move in ready beautiful home in JP Ranch. This home provides refined living in the prestigious gated community of JP Ranch in scenic Calimesa surrounded by breathtaking mountain views. Residents of JP Ranch enjoy a gated community with Club House, Pool, Spa, BBQ Area, Playground and much more. This exceptional home offers the perfect blend of elegance, functionality and location. From the moment you enter the home you feel impressed by its informal wide entry way and the spaciousness which welcomes you The home features 4 bedrooms and 3 full bathrooms. The thoughtfully designed floorpan includes 1 down stairs bedroom with full bathroom ideal for guests, multigenerational living or a home office setup. The layout flows naturally from the main living area into the kitchen which highlights granite counter tops, an island with raised breakfast bar, stainless appliances, ample white cabinetry and counter space along with a pantry. There is upgraded laminate flooring in the living areas downstairs, tile in all the bathrooms and laundry room with carpet in the bedrooms. From the kitchen area as you step outside the slider you notice the beautiful mountains and hills surrounding JP Ranch. There is a full size patio and alumawood raised patio cover for your enjoyment and comfort. The patio includes 3 specially selected fans for your relaxation. As you proceed upstairs you enter the oversized loft/great room which offers plenty of outside lighting and views. The primary suite is generously sized and features magnificent views of the mountains from the windows. The upgraded master bathroom features a walk in shower, dual vanities, and a walk in closet. There are two additional bedrooms upstairs offering privacy for everyone. The Laundry is off the loft/great room and includes a washer and dryer already hooked up and ready to go. As a bonus there is an additional room for storage off of the laundry room. The front and backyards were designed for minimal maintenance so you can spend time enjoying the home. The irrigation system is on a timer as an added feature. Do not miss this opportunity to secure one of the best values in JP Ranch.

264 Tanglewood Drive, Calimesa
$290,000
2 Beds ⋅ 2 Baths ⋅ IG26143586 MLS ⋅ Active Status
What a beautiful place to call home in Calimesa's Villa Mesa Grande all age Community. This 2 primary suites condo are perfect. Dual pane windows, solid surface counters, tile floors in kitchen, dining, entry and baths. Nice kitchen with window overlooking lawn. Living area opens up to dining area and outside to a covered porch with a view of the surrounding hills and grass, bushes and trees. Easy access to your 2 parking spaces one is a garage. Lots of parking for guests close by. Complex is pet friendly (some breed restrictions) Close to freeways and shopping. You will love this affordable home. Come see it today.

35103 Mesa Grande, Calimesa
$895,000
4 Beds ⋅ 3 Baths ⋅ IG26122820 MLS ⋅ Active Status
Experience elevated living in Upper North Yucaipa. This custom-built home is a place where mornings begin with soft mountain light and evenings settle into quiet sunsets over the valley. With 3,077 sq ft of thoughtful design, this 4-bed, 3-bath retreat was crafted for comfort, connection, and the kind of living that brings generations together. The great room is the heart of the home — warm, open, and anchored by a beautiful fireplace. It flows effortlessly into the chef’s entertainer’s kitchen, where family gatherings feel natural, and conversations linger. With two full primary suites, this home is perfectly suited for multi-generational living, offering privacy, independence, and comfort for everyone under one roof. The main suite’s dual walk-in closets add a touch of everyday luxury. Enjoy the convenience of a whole house fan system, 36 inch doorways throughout with no thresholds and a wheel-in accessible shower. Step outside to the large covered patio, where mornings start with coffee overlooking the mountains and evenings end with golden skies. The 16,117 sq ft lot gives you room to breathe, with a 2-car attached garage and RV parking on both sides of the property with full hook-ups (50-amp, water, sewer) on the west side and partial hook-ups on the east side. When you’re ready to explore, you’re just minutes from Oak Glen Village, close to mountain and desert resorts, the Yucaipa Regional Park, and convenient shopping. This is more than a home — it’s a lifestyle rooted in views, space, and the quiet beauty of Upper North Yucaipa, designed to bring families together.

35102 Persimmon, Yucaipa
$1,123,110
5 Beds ⋅ 4 Baths ⋅ IV26129641 MLS ⋅ Active Status
Where Your Dream Farmhouse Style Home Comes to Life in a peaceful cul-de-sac @ Wildwood Estates, Lot 20 isn’t just a parcel of land—it’s the beginning of something extraordinary. A beautifully designed 3,849 SQFT home is about to take shape. You’ll be welcomed by the open skies over the mountains, & a neighborhood that feels miles away from city noise—but just minutes from every convenience. The entryway stretches long & elegant, that leads you through tall decorative doors & into a space flooded w/ natural light. A formal dining room for holiday meals & Sunday dinners, w/ swinging galley doors to a butler’s pantry & walk-in storage. Step further into the heart of the home: the open-concept kitchen & great room. Oversized quartz island, custom cabinetry in the finish of your choice. Space is built for entertaining—w/ a 48” professional-grade range & double ovens, a 40” built-in refrigerator, wall oven, microwave, & even a commercial vented hood. You’re not just cooking here; you’re hosting, gathering, & living. Beyond the kitchen, wide glass sliders open to a covered rear patio—perfect for California’s indoor-outdoor lifestyle. Imagine dinner al fresco under soft string lights or morning coffee w/ views of the San Bernardino mountains. When the day winds down, you retreat to your downstairs primary suite w/ a sliding barn door that opens to a bathroom designed like a private spa. A deep Roman tub, an oversized walk-in shower w/ bench seating & optional rain head, & walls lined w/ designer tile create a daily escape. Your wraparound walk-in closet is generous & built for both utility & indulgence. Upstairs, you’ll find four spacious bedrooms & a large bonus/teen room—perfect for a game room, home theater, or creative studio. The subfloors & staircase have been thoughtfully upgraded for sound insulation, so even a house full of activity feels serene. This home doesn’t just look good—it lives smart: Owned solar panels, Dual-pane windows, fully insulated attic (top & bottom), 7¼” baseboards, No HOA, RV-potential accessible side yard w/clean-out, Vinyl privacy fencing around a backyard big enough for a pool, ADU, or workshop. The best part? There’s still time to choose your finishes. From countertops to flooring, paint colors to cabinetry—you can personalize every inch to fit your vision. Photos & Virtual rendering shown are of the model home & not subject property. Lot 20

35888 Wildwood Crest Drive, Yucaipa
$3,750,000
7 Beds ⋅ 7 Baths ⋅ SW26123615 MLS ⋅ Active Status
A rare opportunity to own one of Yucaipa's premier legacy estates, offering 50+ acres of privacy, natural beauty, exceptional amenities & future potential. Bordering Wildwood Canyon State Park along the side & rear boundaries, this remarkable property combines luxury living, equestrian facilities, detached guest accommodations & unmatched recreational opportunities amid majestic oak trees & panoramic views. The impressive 9,400± square foot custom residence has been beautifully remodeled with new carpet, fresh interior paint, an updated kitchen, new appliances, stylish lighting fixtures & new bathroom flooring. Designed for entertaining on a grand scale, the home features a spectacular great room with a full bar & expansive gathering spaces. The chef's kitchen showcases a Viking range, oversized granite breakfast bar, butler's pantry & 2 large pantries. The home offers 6 bedrooms & 7 bathrooms, including an exceptional primary suite with a fireplace, wet bar, dual bathrooms, two enormous walk in closets & 2 private balconies overlooking the surrounding mountains. Spa inspired primary baths feature steam sauna showers, while one includes a luxury jetted soaking tub for two with breathtaking views. A private office with its own balcony & closet offers flexibility as a potential additional bedroom. Bathrooms throughout the home feature custom antique vanities with granite countertops. Indoor & outdoor living blend seamlessly with multiple view decks, including one with a fireplace, perfect for entertaining & enjoying the spectacular views. Equestrian amenities include a well appointed barn with 8 stalls & individual turnouts, tack room, storage room, air conditioned office, riding arena, & fenced pastures. Additional improvements include a detached guest house, multiple garages & workshops & a 1,200+ square foot attached garage. The dedicated RV area features four full hookup sites with 50 amp service, concrete pads, picnic tables, in ground BBQs & a separate septic system. The acreage offers potential for additional homesites, creating opportunities for a multigenerational compound, private retreat, or future expansion. With an electric gated entrance, exceptional privacy & direct access to Wildwood Canyon State Park, this one of a kind estate offers a lifestyle rarely found in Southern California. An extraordinary offering where luxury, land, recreation & privacy come together in one of Yucaipa's most exceptional properties.

36442 Wildwood Canyon, Yucaipa
$615,000
3 Beds ⋅ 3 Baths ⋅ IG26107582 MLS ⋅ Active Status
Immaculate Chapman Heights Home! This lovely home has been meticulously cared for and is ready for a new owner to love and appreciate all of its upgrades. New Silestone quartz countertops just installed in the kitchen, along with new heated mirrors and light fixtures in the main bathroom, and fresh paint throughout. As a new owner you can enjoy the new HVAC system, new Andersen windows and Milgard French Doors to your backyard patio. You will love the entry way with large family room and dining room perfect for a big family meal or holiday entertaining. The spacious kitchen opens into the living room with cozy fireplace adding to the ambiance. Upstairs holds a large loft that can be used as an office, craft room, homeschool, playroom and more! The two bedrooms upstairs are beautifully decorated like a model home and are great spaces for kids or guests. Walk into the main bedroom and find solace after a busy day: gorgeous views, large tub to soak in, and exceptional floor space for a couple of yoga mats. Gorgeous tile and laminate wood flooring throughout for easy clean-up and a fresh look. A new GFCI whole house ground fault circuit interrupter was just installed and many more safety features are included. Walking and biking distance to restaurants, outdoor trails, schools (both high school and elementary school), golfing, ball fields, and much more. Easy access to the freeway, minutes to Oak Glen apple orchards, Forest Falls, and Crafton Hills College. Surrounded by beautiful hills, the best views, and great schools. A great home that would be an amazing value at twice the price!

33410 Wallace, Yucaipa
$888,000
5 Beds ⋅ 3 Baths ⋅ IG26106814 MLS ⋅ Active Under Contract Status
Improved Price! Welcome Home to 36246 Canyon Terrace Drive in Yucaipa’s Prestigious Whisper Ranch (NO HOA!). Meticulously-maintained one-owner home ~ Thoughtfully upgraded inside and out ~ Premium view lot with no neighbors behind which offers beautiful views of the local mountains, city lights, and the mature oak trees which span from the back of the property to the hiking trail below. There’s so much to discover inside and out, but let’s start in the backyard which begins with a covered patio retreat with remote-controlled floor-to-ceiling privacy screens to enclose it when desired with a TV & heater for year-round enjoyment. Artists, hobbyists, do-it-yourselfers, & those who just like a space to call their own have 2 great options here - a studio on one side of the yard & a larger workshop by the 3-car garage (both have windows, finished walls & lights). Enjoy the low maintenance yard with abundant concrete patio areas, high-end artificial lawn, & delicious navel orange trees. Inside, in addition to the features expected in Whisper Ranch homes, we have abundant upgrades starting with the gorgeous contemporary kitchen remodel with slab granite countertops with waterfall edges on the island, soft-close KraftMaid cabinetry with customized inserts, stainless steel appliances (including a slide-in gas range with a split convection oven & a super-quiet dishwasher), attractive tile backsplash, & a double porcelain sink. Next, is the fabulous new flooring - engineered hardwood adorns most of the main floor. All 5 bedrooms (3 beds upstairs/2 down) have new luxurious carpet with plush padding to warm your toes on those chilly winter nights. In summer, the 3-year-new 5-Ton Lennox AC & new ducting keeps you cool with maximum efficiency. The family room & primary suite offer glass doors with encased blinds & Phantom screens. Counters in the 3 baths, laundry room, & on the linen cabinet are topped with more gorgeous granite. Most window coverings are upgraded & many also have solar shade screens installed for energy efficiency. Premium wall mount LiftMaster shaft garage door openers. Exterior holiday lights on a timer installed for convenience. New water heater in 2025. Whisper Ranch is known for rolling hills with sidewalks in front surrounded by hiking trails to explore along the perimeter! Please view the photos, floor plan & virtual tours for more details, then contact your trusted real estate advisor to tour it and make it your very own. You deserve this!

36246 Canyon Terrace Drive, Yucaipa
$699,000
3 Beds ⋅ 2 Baths ⋅ IG26079373 MLS ⋅ Active Under Contract Status
Perched high above the valley in the heart of Oak Glen, this remarkable hilltop retreat offers the kind of panoramic views most people only experience on vacation. From sunrise over the mountains to sparkling city lights at night, every window frames a breathtaking piece of Southern California's natural beauty. Set on approximately 1.66 acres, this custom-built home was thoughtfully designed to embrace its surroundings, blending comfort, privacy, and unforgettable scenery. The open-concept living spaces invite the outdoors in, while expansive windows capture miles of rolling hills, mountain vistas, and changing skies throughout the day. Imagine enjoying your morning coffee as the sun rises over the valley, hosting friends beneath a canopy of stars, or simply unwinding in complete tranquility after a busy day. This is more than a home—it's a lifestyle rarely available and impossible to replicate. Located in the highly desirable Oak Glen community, known for its apple orchards, seasonal charm, hiking trails, and small-town atmosphere, this property offers the perfect balance of peaceful mountain living with convenient access to nearby shopping, dining, and commuter routes. Whether you're searching for a full-time residence, weekend retreat, or private sanctuary with unforgettable views, this is an opportunity to own one of Oak Glen's most captivating settings.

38736 Oak Glen Road, Oak Glen
$799,000
4 Beds ⋅ 3 Baths ⋅ IG26050375 MLS ⋅ Active Under Contract Status
BIG PRICE IMPROVEMENT!! PANORAMIC VIEW HOME ON 1/2 ACRE LOT with sparkling pool, fire pit and OWNED SOLAR! Experience elevated living with sweeping mountain and canyon views on a rare oversized lot. Natural light fills the living spaces, creating a warm and welcoming atmosphere throughout the house. Designed for entertaining and everyday comfort with a private backyard retreat. The property features 4 bedrooms, 3 baths, fireplace in the family room, a functional, family-friendly layout featuring a formal dining room, generous living areas, and an expansive living/bonus room offering flexible use. Large windows throughout the home invite in natural light and showcase the stunning views that set this property apart. The kitchen has quartz countertops with plenty of storage along with a double oven, with beautifully remodeled bathrooms. All four spacious bedrooms are located upstairs, offering privacy with double doors into the primary bedroom. The primary suite is a true highlight, featuring a nicely remodeled bathroom complete with a soaking bathtub-perfect for unwinding at the end of the day. Step out onto your cozy balcony to enjoy the peaceful mountain views or the pool activities down below. The backyard is designed for true Southern California living-featuring the private pool, built in gas firepit, expansive outdoor space, recreation, or future enhancements such as RV parking. There is ample parking and storage in this 3-car garage. Surrounded by rolling hills and a wooded backdrop, the setting feels peaceful and private. Adding to the curb appeal, the front yard is currently going to have newer landscaping, enhancing the home's fresh and welcoming exterior. This two-story home features a classic "mansard' roof with sophisticated architectural design. With its thoughtful updates, this home truly stands out. Located in one of Yucaipa's most desirable neighborhoods, this home is conveniently positioned near local amenities while still offering privacy, space, and a true sense of retreat. A rare opportunity to own a home that truly captures the best of space, views, and Southern California living.

13275 Mesa Grande, Yucaipa
$650,000
SW26065185 MLS ⋅ Active Status
Breathtaking 31.71 acre parcel located in the highly desirable city of Yucaipa, adjacent to Wildwood Canyon State Park, which will not be built on. This exceptional property offers stunning panoramic views and a peaceful, serene setting surrounded by natural beauty. A newly recorded parcel map provides access from Mesa Grande Drive, adding convenience and enhancing development potential. Zoned for 2.5-acre home sites, the possibilities are endless, create a private estate, develop multiple custom homes, or secure a premier investment opportunity. Large, scenic parcels in this location are rarely available. This is a rare opportunity to own something truly special. Come and see the possibilities for yourself!

Wildwood Canyon Road, 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.