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

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

Welcome to the picturesque triad of Yucaipa, Calimesa, and Oak Glen, a hidden gem nestled in the heart of Southern California. This enchanting region is renowned for its breathtaking landscapes, charming communities, and a lifestyle that beautifully blends tranquility with adventure. Here, you’ll find stunning homes that offer magnificent hill views, providing a serene backdrop to daily life.

Yucaipa, with its vibrant parks and family-friendly atmosphere, invites residents to enjoy outdoor activities year-round. The city boasts a rich history and a strong sense of community, making it an ideal place for families and individuals alike. Just a stone’s throw away, Calimesa features a quaint, small-town vibe with delightful local shops and eateries, perfect for leisurely strolls and weekend outings.

Oak Glen, on the other hand, is a nature lover's paradise, famous for its apple orchards and hiking trails. The crisp mountain air and the vibrant colors of the changing seasons make it a picturesque retreat, especially during fall when the orchards are alive with activity.

Homes in this region are often perched on hills, offering spectacular views that stretch as far as the eye can see. Imagine waking up to the soft glow of sunrise over rolling hills, or unwinding in the evening with a panoramic sunset that paints the sky in hues of orange and pink.

Whether you’re looking for a cozy family home or a tranquil retreat, Yucaipa, Calimesa, and Oak Glen promise a lifestyle filled with charm, community spirit, and natural beauty. Discover your dream home in this idyllic region today!

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

$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 remodeled 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. 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
$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
$497,000
2 Beds ⋅ 2 Baths ⋅ IG26163247 MLS ⋅ Active Status
Charming single story ranch style home in Yucaipa situated on an incredible private .69 acre lot with stunning views and a sizable living space detached from the home. This home offers a functional layout where the kitchen opens right up to the dining and living room, perfect for everyday living and entertaining alike. A stunning brick fireplace serves as the centerpiece of the living space, adding warmth and character throughout. The second bedroom flows directly off the first, offering an intimate, connected floor plan well suited for all needs within arm's reach. A detached outbuilding, estimated at 339 square feet, provides wonderful flexibility – ideal for storage, a home gym, or a private office setup. Upgrades included dual pane windows and central AC. There is tremendous parking for your toys or work vehicles on the long front driveway. A short drive to the I-10 freeway and the new Trader Joe's location, this property offers both privacy and convenience. Don't miss this rare opportunity to own a slice of Yucaipa with room to breathe! Excellent Yucaipa Schools.

12978 11th, Yucaipa
$860,000
IG26163664 MLS ⋅ Active Status
UPPER YUCAIPA LAND — BUILD YOUR DREAM Picture yourself here: standing on one of four beautifully flat, ready-to-build lots in the most sought-after part of Yucaipa, gazing at commanding views of mountains, valleys, and the neighborhood below. Each lot gives you approximately 13,295 square feet — the perfect size to build your dream home without the burden of endless maintenance. Whether you're a home builder ready to create something special, or families and friends partnering to build side-by-side, these parcels offer unlimited possibility. This is upper Yucaipa's most family-oriented neighborhood, where custom homes and thoughtfully built properties create a community of choice, not compromise. Here, you build what your heart and budget desire. Take advantage of those sweeping views when you meet with your architect — they'll shape every decision about how your new home lives on this land. 1-story or 2-story, modern or classic, intimate or expansive — these lots are ready for your vision. Don't settle for someone else's home. Come build yours.

Santa Maria Street, Yucaipa
$475,000
3 Beds ⋅ 2 Baths ⋅ CV26163197 MLS ⋅ Active Status
The perfect starter home in old town Yucaipa offering 3 bedrooms and 2 bathrooms this home has endless potential located in a desired family friendly community just a ear shot away from downtown Yucaipa , where farmers markets restaurants and entertainment are right outside your door step , paid off solar panels a double sided driveway perfect for extra parking and RV also I huge lot/backyard come make this house your home!

12426 2nd, Yucaipa
$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 Under Contract 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
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.