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. This picturesque area boasts a unique blend of natural beauty, vibrant community life, and an array of outdoor activities, making it an ideal place to call home.

Yucaipa is known for its charming downtown, where you’ll find quaint shops and delightful eateries that reflect the region's rich history. The town is surrounded by the stunning San Bernardino Mountains, offering breathtaking views and a plethora of hiking trails for outdoor enthusiasts. Just a stone's throw away, Calimesa provides a more tranquil atmosphere, perfect for those seeking a peaceful lifestyle while still being close to urban conveniences. Meanwhile, Oak Glen is renowned for its apple orchards and seasonal festivities, inviting families to enjoy the beauty of nature and the joy of community events.

One of the most captivating features of homes in this region is the spectacular hill views. Many properties are perched on elevated lots, providing residents with sweeping vistas of the rolling hills and lush landscapes that define this area. Imagine waking up to the soft glow of the morning sun illuminating the hills, or enjoying a serene sunset from your own backyard. These stunning views create a serene backdrop for your daily life, making every moment spent at home a delight.

Whether you’re looking for a cozy cottage or a spacious family home, Yucaipa, Calimesa, and Oak Glen offer a diverse selection of properties that cater to various lifestyles. Experience the charm and beauty of this remarkable region, where your dream home awaits amidst the hills.

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

$899,000

7 Beds ⋅ 3 Baths ⋅ IG26161648 MLS ⋅ Active Status

BIG. BOLD. FULL OF POTENTIAL. Welcome to one of Wildwood Canyon's hidden gems! Opportunities like this are few and far between! Situated on over a half-acre lot in one of Yucaipa's most sought-after neighborhoods, this sprawling single-story home offers nearly 3,500 square feet of living space, SEVEN bedrooms, THREE full bathrooms, breathtaking mountain views, and endless possibilities. Homes with this much space, versatility, and location simply don't come around often. Step inside and discover a flexible floor plan designed for just about any lifestyle. The formal living room is highlighted by a beautiful brick fireplace and flows into the formal dining room, creating the perfect setting for entertaining. A spacious back family room and additional bonus room (currently counted as one of the seven bedrooms) offer even more room to spread out and make this incredible home your own. Down the hall, you'll find three generously sized guest bedrooms and a full guest bathroom, along with a secondary primary suite complete with its own private bathroom and direct access to the expansive balcony. At the end of the hallway awaits the oversized primary suite featuring double doors leading to the balcony, where you'll enjoy stunning mountain and neighborhood views that perfectly capture the beauty of Yucaipa. Need even more space? The seventh bedroom is privately tucked away upstairs and accessed by a charming spiral staircase, making it the perfect home office, game room, craft room, gym, or guest retreat. The oversized three-car garage with tandem workshop space provides plenty of room for vehicles, hobbies, and storage. Step outside and take in the spectacular views! Surrounded by the foothills of Yucaipa, you'll enjoy gorgeous mountain vistas and sparkling city lights below. With over half an acre of land, this property offers the perfect canvas to create your dream outdoor oasis. Located in the highly desirable Wildwood Canyon community, you're just minutes from hiking trails, Wildwood Canyon Park, local schools, shopping, dining, freeway access, and Oak Glen. **Seven bedrooms. Nearly 3,500 square feet. Over half an acre. Endless possibilities. This isn't just a home—it's an opportunity to create something truly extraordinary.** Scroll down under features to checkout the video and 3D tour!

13195 Serape Court, Yucaipa

$685,000

3 Beds ⋅ 2 Baths ⋅ CV26157007 MLS ⋅ Active Status

Great opportunity to own this spacious ranch-style home situated on an approximately 38,032 sq. ft. lot in desirable Yucaipa! This single-story home features 3 bedrooms, 2 bathrooms, and an open floor plan designed for comfortable living. The inviting living room offers a cozy brick fireplace and flows into the formal dining area. The spacious kitchen includes a breakfast bar and casual dining area and opens to a large family room with French doors leading to an expansive covered patio. The huge backyard offers endless possibilities and includes a barn, two storage sheds, a fire pit, and plenty of room for horses, RV parking, gardens, or creating your own private retreat. Enjoy beautiful mountain views and peaceful surroundings. With a little TLC, this property has tremendous potential to become your dream home. Don't miss this exceptional opportunity!

36164 Serape Drive, Yucaipa

$660,000

4 Beds ⋅ 4 Baths ⋅ IG26160230 MLS ⋅ Active Under Contract Status

HOLY MOLY...somebody call HGTV because this one is SHOWSTOPPING! Welcome to one of Yucaipa's most stunning homes located in a highly desirable gated community! Offering nearly 2,900 sq. ft. of beautifully upgraded living space with 4 bedrooms and 3.5 bathrooms, this home delivers luxury, designer finishes, and resort-style living at every turn. The formal living and dining rooms seamlessly flow into the oversized family room featuring a custom built-in entertainment center, fireplace, and open-concept design perfect for entertaining. And now for the star of the show...THE KITCHEN! This HGTV-worthy custom kitchen is guaranteed to steal the spotlight! Featuring gorgeous white shaker cabinetry, quartz countertops, a massive center island with butcher block top, custom cabinet organizers, pull-out drawers, spice racks, designer range hood, stainless steel appliances, recessed lighting, designer tile backsplash, oversized sink, wood-look tile flooring, plantation shutters, a built-in desk nook, and hanging pot rack, this is the kitchen buyers dream about. Fair warning—your guests may never want to leave! Step outside to your tropical-inspired backyard retreat complete with artificial turf, concrete hardscape, fire pit area, custom planters, and lush vines climbing the block walls, creating the perfect space to relax or entertain year-round. Upstairs you'll find three spacious guest bedrooms, two guest bathrooms, and an expansive primary suite. The luxurious primary bathroom features dual sinks, a soaking tub, walk-in shower, and an oversized walk-in closet. Additional features include a finished two-car garage with overhead storage racks for added convenience. And let's talk about SAVINGS! The home is equipped with solar at just $141 per month. The sellers have shared that it has covered 100% of their electricity usage—and they certainly don't conserve when it comes to enjoying their home! Keep the A/C running, host the holidays, and enjoy the lifestyle without worrying about sky-high electric bills. The amenities don't stop there! Enjoy resort-style living with gated entrances, a sparkling pool and spa, playground, clubhouse, and beautifully maintained grounds...even better, the HOA maintains and waters your front yard landscaping—all for just $220 per month! Luxury finishes. Tropical vibes. Resort-style amenities. An unforgettable kitchen. Low-cost solar. This isn't just a home—it's a lifestyle. The only thing missing is YOU!

33992 Lily, Yucaipa

$599,999

5 Beds ⋅ 3 Baths ⋅ PW26158085 MLS ⋅ Active Status

Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering approximately 2,854 square feet of modern living space in the desirable Summerwind Trails community of Calimesa. Built in 2020, this spacious residence features an open-concept floor plan designed for both everyday living and entertaining. The stylish kitchen flows seamlessly into the expansive family room, while a convenient downstairs bedroom and full bath provide flexibility for guests or multigenerational living. Upstairs, you'll find generously sized bedrooms and a versatile loft space. Enjoy an attached garage, central air conditioning, and a private backyard ready for relaxation or entertaining. Conveniently located near parks, schools, shopping, dining, and easy freeway access, this move-in-ready home offers the perfect blend of comfort, style, and convenience in one of Calimesa's fastest-growing neighborhoods.

1136 Poinsettia Circle, Calimesa

$849,000

5 Beds ⋅ 3 Baths ⋅ IG26158136 MLS ⋅ Active Status

Welcome to this stunning turnkey home in the highly sought-after Chapman Heights community! Beautifully maintained and move-in ready, this exceptional property offers the perfect blend of comfort, style, and energy efficiency with paid-off solar and a sparkling saltwater pool and spa, making it ideal for year-round enjoyment. The thoughtfully designed floor plan provides spacious living areas filled with natural light, creating a warm and inviting atmosphere for both everyday living and entertaining. Step outside to your private backyard oasis, where the saltwater pool offers the perfect place to relax, cool off, or host family and friends. Conveniently located just moments from Chapman Heights Elementary School and the Yucaipa Valley Golf Club clubhouse, you'll enjoy easy access to parks, walking trails, golf, shopping, dining, and all the amenities this desirable community has to offer. This beautiful home truly checks all the boxes. Don't miss your opportunity to own a turnkey home with paid solar, a resort-style backyard, and an unbeatable Chapman Heights location!

33665 Wild Horse, Yucaipa

$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

$346,000

2 Beds ⋅ 2 Baths ⋅ IG26155477 MLS ⋅ Active Status

OWN THE LAND. LOVE THE LIFESTYLE. LIVE THE GOOD LIFE! Welcome to Sharondale—one of Calimesa's most sought-after 55+ communities—where beautifully manicured grounds, resort-style amenities, and an unbeatable sense of community await. Better yet, this spacious manufactured home is situated on a permanent foundation, meaning you own the land and enjoy all the perks of low-maintenance living! Offering nearly 1,900 square feet of living space, this two-bedroom, two-bathroom home is perfectly positioned on a premium lot backing directly to the clubhouse, providing fantastic privacy and peaceful views that are hard to come by. Step inside and discover room to spread out with a large formal living room, formal dining room, spacious kitchen, and an inviting family room complete with a cozy fireplace and sliding glass door leading to the front patio—the perfect spot to unwind and enjoy Calimesa's beautiful weather. Whether you're hosting family for the holidays or enjoying a quiet evening at home, this floor plan offers the space and flexibility you've been looking for. The oversized primary suite is a true retreat featuring a large closet, vanity area, private bathroom, and its own sliding glass door leading to the covered back patio—your own private escape just steps away. Need extra space? The bonus room located just off the back of the carport is ideal for storage, hobbies, crafts, or a workshop. Sharondale residents enjoy mature landscaping, a sparkling pool and spa, an impressive clubhouse, and a reasonable HOA fee of just $270 per month, which includes water and sewer (per HOA). Space. Privacy. Amenities. Ownership. Homes like this don't come around often. If you've been dreaming of an active and carefree lifestyle without sacrificing comfort or square footage, your next chapter begins right here at 9423 Corbie Court.

9423 Corbie Court, Calimesa

$589,000

4 Beds ⋅ 2 Baths ⋅ IG26154828 MLS ⋅ Active Under Contract Status

Welcome to the home you've been waiting for! Nestled on a quiet cul-de-sac in one of Calimesa's most desirable neighborhoods, this beautifully maintained single-story home offers nearly 1,800 square feet of living space, 4 bedrooms, 2 full bathrooms, multiple living areas, and a backyard that feels like your own private retreat. Even better, just prior to hitting the market, the seller completed fresh interior paint and installed brand-new carpet, making this home truly move-in ready! From the moment you walk through the front door, you'll appreciate the flexible and functional floor plan. The front bedroom features both a private hallway entrance and elegant double doors off the entryway, making it the perfect space for a home office, gym, playroom, or guest bedroom. Just beyond, you'll find a spacious formal living room complete with gorgeous built-in cabinetry that adds both character and charm. The heart of the home is the inviting family room featuring soaring vaulted ceilings, a cozy fireplace, and a sliding glass door that seamlessly connects indoor and outdoor living. Open to the family room, the kitchen offers warm wood cabinetry, tile countertops, white appliances, a convenient breakfast bar, and plenty of storage and workspace. Just off the kitchen, you'll find the indoor laundry room and direct access to the attached two-car garage. Down the hallway are three generously sized guest bedrooms, a full guest bathroom, and a spacious primary suite complete with its own private bathroom and sliding glass door leading directly to the backyard. Step outside and prepare to fall in love! The backyard is truly something special, showcasing a large covered patio perfect for entertaining, lush green grass, mature trees, beautiful landscaping, and an impressive rock wall that stretches across the rear of the property, creating a peaceful and picturesque setting you'll enjoy year-round. Homes offering this much space, versatility, recent upgrades, and outdoor beauty don't come along often. Whether you're hosting family gatherings, working from home, or simply enjoying your morning coffee under the covered patio, this Calimesa gem checks all the boxes. Don't miss your opportunity to call this one home!

1246 Lone Star Court, Calimesa

$725,000

5 Beds ⋅ 3 Baths ⋅ IG26154327 MLS ⋅ Active Under Contract Status

STOP SCROLLING—THE HOME EVERYONE WANTS JUST HIT THE MARKET! Golf course views? Check. Nearly 3,300 square feet? Check. Five bedrooms, three full bathrooms, multiple living spaces, and one of Chapman Heights' most sought-after floor plans? Check, check, and check! If you've been waiting for the perfect combination of size, location, and versatility in Yucaipa, this is the one that deserves the top spot on your must-see list. Welcome to 11967 Southwind Way, where luxury, space, and functionality come together in the highly sought-after Chapman Heights community. Perfectly positioned along the fairways of the Yucaipa Valley Golf Course, this stunning home offers breathtaking golf course views and room for everyone to spread out and enjoy. Step inside to discover three separate living spaces, including a formal living room, an inviting family room that opens to the kitchen, and an oversized upstairs loft that's ready to become your dream game room, home office, movie room, gym, or kids' playroom. With nearly 3,300 square feet, you'll never feel short on space. The thoughtfully designed floor plan features five spacious bedrooms and three full bathrooms, including a highly desirable downstairs bedroom and full bathroom that's perfect for guests, multi-generational living, or a private home office. The kitchen offers an abundance of cabinetry, white tile countertops, stainless steel appliances, and plenty of prep and storage space, all conveniently located adjacent to the indoor laundry room. Upstairs, retreat to the expansive primary suite where you'll wake up to gorgeous golf course views. A charming farmhouse-style sliding door provides privacy as you enter the spacious primary bathroom featuring dual sinks, a walk-in shower, soaking tub, and an oversized walk-in closet. One of the standout features of this home is the unique garage configuration. Enjoy the convenience of a two-car garage plus a separate one-car garage—ideal for extra vehicles, a workshop, golf cart storage, home gym, or additional storage space. Homes with this combination of size, views, location, and versatility rarely become available in Chapman Heights. Whether you're entertaining guests, accommodating a growing household, or simply looking for the perfect place to call home, 11967 Southwind Way checks all the boxes. Don't miss your opportunity to own one of Chapman Heights' most desirable floor plans with spectacular golf course views!

11967 Southwind, Yucaipa

$220,000

IG26153912 MLS ⋅ Active Status

Build your dream home on this exceptional 5-acre parcel in the prestigious, gated Oak Hills Estates community. This prime parcel offers breathtaking panoramic views of the surrounding mountains, rolling valleys, and sparkling city lights below, creating the perfect setting for a custom luxury residence. The seller has a set of house plans that were previously approved by the city. along with an upgraded water meter. Don't miss this rare opportunity to own a spectacular view property in one of the area's most desirable private communities.

37475 Valgio, 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

$720,000

5 Beds ⋅ 3 Baths ⋅ 219150121DA MLS ⋅ Active Status

Luxury, comfort, and unforgettable entertaining come together in this beautifully upgraded Calimesa home. Built in 2017, this spacious 5-bedroom, 3-bath residence has been thoughtfully enhanced with premium finishes throughout, including plank-style tile flooring, crown molding, custom stone accent walls, upgraded lighting, and designer touches that create a warm yet sophisticated feel.The open-concept design flows effortlessly into an expansive kitchen featuring a large center island that overlooks the living room with a cozy fireplace, making it the perfect gathering space.What truly sets this home apart is the incredible backyard designed for entertaining. Host family and friends around the fully equipped outdoor kitchen complete with a BBQ, flat-top griddle, sink, hidden lighting, and a motorized TV that rises from the countertop with the touch of a button. Gather around one of two custom fire pits and simply enjoy Calimesa's scenic surroundings from your own private retreat.Additional highlights: Custom home theater, upgraded garage with epoxy flooring, overhead storage, built-in shelving, solar, stacked stone exterior accents, and custom paver hardscaping.This isn't just a home, it's a place where everyday living feels like a getaway.

102 Knoll Crest Drive, 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.