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

Welcome to the picturesque region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! Known for its stunning natural beauty and vibrant community spirit, this area is a hidden gem that offers the perfect blend of suburban tranquility and outdoor adventure.

Yucaipa is celebrated for its charming downtown area, where you’ll find an array of local shops, delightful cafes, and community events that bring residents together. Just a stone’s throw away, Calimesa boasts a welcoming atmosphere with a strong sense of community and an abundance of parks, perfect for family outings and leisurely strolls. Meanwhile, Oak Glen, famous for its apple orchards and breathtaking mountain views, invites you to explore its scenic trails and enjoy the fresh air.

One of the region’s most alluring features is the availability of homes with breathtaking hillside views. Imagine waking up each day to panoramic vistas of rolling hills, lush valleys, and vibrant sunsets that paint the sky in hues of orange and pink. These homes not only provide a serene escape from the hustle and bustle of city life but also offer a unique connection to nature, making every moment spent at home feel like a retreat.

Whether you’re searching for a cozy family home, a charming cottage, or a spacious estate, Yucaipa, Calimesa, and Oak Glen have something for everyone. Experience the warmth of community living while enjoying the stunning landscapes that surround you. Your dream home awaits in this idyllic Southern California haven!

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

$1,050,000

4 Beds ⋅ 4 Baths ⋅ IG26195990 MLS ⋅ Active Under Contract 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 ⋅ Coming Soon 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! Additional photos to come.

12001 2nd Street, Yucaipa

$599,900

2 Beds ⋅ 2 Baths ⋅ IG26194625 MLS ⋅ Active Status

A Rare Opportunity in the Heart of Majestic Oak Glen. Some properties simply give you a place to live. Others give you a story, a setting and possibilities that are difficult to recreate. Tucked away among the towering trees and natural beauty of Oak Glen, this extraordinary property offers approximately 2.6 acres and two uniquely charming units, creating an opportunity unlike almost anything else you will find in this treasured mountain community. From the moment you enter, there is a feeling that this property is special. Mature oak trees create a breathtaking canopy, the peaceful setting feels worlds away from the city below, and the two distinctive units blend naturally into their surroundings. Whether envisioned as a private family compound, multigenerational retreat, guest accommodations, artist's getaway, investment opportunity or something entirely different, the possibilities here are remarkable. And then there is the history. Oak Glen has been a special part of Southern California since the 1800s, known for its orchards, ranches, mountain landscape and generations of families who have worked to preserve its rural character. This property seems to capture that same spirit one-of-a-kind, rooted in the land and impossible to duplicate. Among its most fascinating features is an enormous heritage oak tree that the seller states has been identified as the largest oak tree in San Bernardino County, creating a natural centerpiece that must truly be experienced in person. Water is another extraordinary feature. The seller reports the private well is considered one of the strongest-producing wells in Oak Glen, an impressive feature for a mountain property and one buyers will certainly want to explore further. The property also offers a shared septic system, propane, additional storage and areas of usable land that invite you to imagine what could come next. There appears to be additional space toward the upper portion of the property that may offer future possibilities, subject of course to county requirements and buyer investigation. This isn't a property that can be fully appreciated by reading about it, you need to walk the land, hear the quiet, stand beneath the magnificent oak and experience Oak Glen for yourself. For the buyer looking for something truly different, this may be one of those rare properties that only comes along once.

39922 Pine Bench Road, Oak Glen

$499,900

3 Beds ⋅ 2 Baths ⋅ SW26194603 MLS ⋅ Active Status

Single story home in the established central yet quiet section of town. Located on a large lot with neighbors on one side, located deep off the street with a long driveway. An open and spacious floorplan with a side patio, entertainers living room and 3 bedrooms plus on office space, many with views of open space and hills. Located. Sit out the back and enjoy the sunset and wildlife, don't miss out on this amazing opportunity!

12431 8th, Yucaipa

$60,000

2 Beds ⋅ 2 Baths ⋅ IG26193764 MLS ⋅ Active Status

Fixer opportunity in Rancho Calimesa 55+ Mobile Park! This 2-bedroom, 2-bath home offers generous living space and a flexible layout ready for someone to make it their own. Set in a peaceful community with a charming country feel, the home features a spacious living and dining area, a roomy kitchen with abundant cabinetry and counter space, built-in storage, and indoor laundry. The primary bedroom offers ample closet space, while the second bedroom works well for guests, hobbies, or a home office. An enclosed bonus room adds even more usable space and could serve as a sitting room, craft area, office, or additional entertaining space. Outside, you’ll find a covered patio, covered carport, storage shed, and additional outdoor space with room to garden or create a low-maintenance retreat. The home retains much of its original character and is well suited for a buyer who is ready to update and personalize it over time. Rancho Calimesa Mobile Park offers a quiet setting while still keeping you close to shopping, dining, local events, and easy freeway access. Community amenities include a pool and spa, clubhouse, picnic areas, and gathering spaces for activities and social events.

10320 Calimesa Blvd Unit 202, Calimesa

$1,495,000

4 Beds ⋅ 5 Baths ⋅ OC26185539 MLS ⋅ Active Status

PANORAMIC MOUNTAIN AND VALLEY VIEWS | LIVES LIKE A SINGLE LEVEL | PRIVATE POOL & SPA | 4-CAR GARAGE | HUGE DRIVEWAY | CUL-DE-SAC STREET & MORE! Welcome to 34830 Olive Tree Lane. Perched on a quiet cul-de-sac, this stunning custom home delivers panoramic valley and mountain views along with an entertainer's layout that lives like a single story, every bedroom is on the main level. Step through the front courtyard into a light filled interior with soaring vaulted ceilings, a wide open floor plan, and walls of windows that frame the breathtaking scenery from nearly every room. A soft, neutral color palette flows throughout, complemented by luxury wood look vinyl plank flooring across the entire downstairs. The formal dining room and living room flank the entry, leading into a spacious great room designed for gathering. The completely remodeled kitchen is a showstopper, featuring a huge island with seating for seven, a sunny breakfast nook with front-row views, all new Forno stainless-steel appliances, a gas range and hood, microwave drawer, walk-in pantry, and soft close cabinetry with pots and pans drawers. The primary suite is tucked at the back of the home to soak in the best of the views, and its spa-like en-suite bath has been beautifully remodeled with a makeup counter, dual sink vanity, freestanding soaking tub, separate walk-in shower, and an oversized walk-in closet with custom organization. Two additional bedrooms share a convenient Jack-and-Jill bathroom on the same wing, while a fourth bedroom, full bathroom, and separate powder bath sit privately on the opposite side of the home, ideal for in-laws, guests, or a private home office. Upstairs, a massive loft currently set up as a game room offers a pool table, wet bar with counter seating, its own mini-split, and a powder bath...a true entertainer's dream. Outside is just as impressive: private pool and spa, outdoor BBQ with counter seating, and multiple patio and seating areas make the most of the expansive backyard's lush lawn, while the beautifully landscaped front yard adds to the home's curb appeal. Car enthusiasts and hobbyists will love the 4-car garage with Swiss track flooring and a mini-split A/C unit, plus a huge driveway that comfortably fits 9-10 vehicles. Topped off with energy-saving solar panels, this exceptional home offers luxury, privacy, and unforgettable views in one rare package. Welcome Home!

34830 Olive Tree, Yucaipa

$829,000

3 Beds ⋅ 3 Baths ⋅ IG26191320 MLS ⋅ Active Under Contract Status

Single-story country living with paid solar on a private half-acre corner lot with an attached three-car garage, a fully finished detached motorhome/workshop garage, and ample space for RVs, vehicles, toys, and more. This property offers exceptional space for those who need room to spread out. Inside, the highly upgraded home features an open-concept floor plan with a beautifully remodeled kitchen, quarter sawn oak cabinets, high-end stainless steel appliances, and a spacious family room. An additional dining and sitting area offers flexible space for everyday living and entertaining. The primary suite features a large custom shower, walk-in closet and a private outdoor patio. Outside, the backyard is designed for entertaining with a spacious covered patio, built-in barbecue island, sauna, and hot tub. Located within the Yucaipa-Calimesa school district and minutes away to local shopping, dining, parks, and freeway access.

12283 Thomas Lane, Yucaipa

$1,249,000

5 Beds ⋅ 4 Baths ⋅ CV26189602 MLS ⋅ Active Status

37191 Wildwood View, Yucaipa

$510,000

3 Beds ⋅ 2 Baths ⋅ IV26190572 MLS ⋅ Active Status

Home sits at top of small hill overlooking the valley with 180 degree views from front large porch . . . . . You can see all the way towards Oak Glen from the front porch . . . . . Home has easy access to 10 Fwy about less than five minutes away . . . . . Conveniently located to several fast food restaurants, grocery shopping, & fine restaurants . . . . . Home has new interior & exterior painting, updated/remodeled bath. . . . . Home offers 3 bedrooms, 2 baths, and large living room & spacious kitchen & dining room . . . . . Home has new wood laminate flooring & separate large two car garage . . . . . The large lot over 1/4 acre presents various possibilities as an ADU-additional dwelling unit, possibly keep a horse, grow goats, sheep, or chickens.

12190 Gladys, Yucaipa

$199,000

3 Beds ⋅ 2 Baths ⋅ IG26189676 MLS ⋅ Active Under Contract Status

Immaculate Manufactured Home fit for Royalty! First time on the market, built by the current owners in 2006, this beautiful 3 bed, 2 bath home is waiting for the next owner to make their grande entrance. This spacious home features cathedral ceilings, 3 full bedrooms, 2 full bathrooms, a large kitchen with island and breakfast nook, and a full laundry room with loads of storage. Brand new carpeting adds luxury and warmth. All kitchen appliances, washer and dryer are included. The exterior offers more storage with a shed on either side, one with a deep freezer included, and the other with 220 for all of your hobby tools. An extra large parking bay allows for personalized visitor parking or daily two-car parking. The home is in the perfect location in the park too, directly across from the clubhouse, pool, office, and extra visitor parking. Lovingly built and cared for, space 143 is not just an address in a mobile home park, it is the most resplendent feature in the park! Bathed in glorious early morning light, expansive windows in the living and dining spaces offer an enchanting front-row seat to the day's beginning. The experience continues in the kitchen, where windows frame breathtaking, panoramic views of the rolling hills and serene valley.This castle on a hill is just a stones throw away from local grocery stores, churches, restaurants, and nature!

35218 Fir Avenue Unit 143, Yucaipa

$724,500

4 Beds ⋅ 3 Baths ⋅ IG26189012 MLS ⋅ Active Status

Welcome to 34293 Oakwood Place, a beautiful 4-bedroom, 3-bathroom home offering 2,203 square feet of living space at the end of a cul-de-sac in Yucaipa’s desirable Chapman Heights community. This home combines a sought-after location with exceptional indoor-outdoor living. Step inside to a spacious and versatile floor plan featuring separate formal living and dining room, providing the perfect setting for entertaining and special gatherings. The inviting family room features a cozy fireplace and opens to the kitchen, creating a comfortable central gathering place for everyday living. The kitchen features a center island with breakfast bar seating, offering additional prep space and a casual spot for meals and conversations. The thoughtfully designed floor plan includes a bedroom and full bathroom downstairs, providing flexibility for guests, a home office, or multi-generational living. Upstairs, you will find a versatile loft, that can serve as a play room, reading nook, or home office, along with a conveniently located laundry room. The spacious primary is a true retreat, featuring a walk-in closet and an en-suite bathroom with dual sinks and a relaxing soaking tub. Double doors open directly from the primary suite to your own private terrace showcasing gorgeous views - the perfect place to enjoy morning coffee, take in the scenery, or unwind at the end of the day. The backyard is a true highlight, designed for both entertaining and relaxation with a sparkling in ground pool and spa built in 2024, a Double-Decker porch with new ceiling fan and lighting plus plenty of room to roam on this great sized lot. Whether you’re hosting summer gatherings, relaxing poolside, or unwinding in the spa, this outdoor space is ready to be enjoyed. The home also features a 3-car garage and has benefited from several significant recent improvements, including a newer HVAC system, tank-less water heater, exterior paint, and vinyl fencing—providing added comfort, efficiency, privacy and peace of mind for the next owner. Conveniently located near the golf course, schools, shopping, dining, recreation, parks, and local amenities. Perfectly positioned to enjoy the best of Yucaipa living, this exceptional home stands ready to welcome its fortunate next owner.

34293 Oakwood, Yucaipa

$95,000

2 Beds ⋅ 2 Baths ⋅ IG26188269 MLS ⋅ Active Status

Welcome to this spacious 2-bedroom, 2-bathroom double-wide manufactured home offering approximately 1,000 square feet of comfortable living space in a well-established Yucaipa community. Unlike many of the single-wide homes in the park, this double-wide offers a more open and spacious floor plan with plenty of room to live and entertain. Inside, the main living areas feature fresh interior paint, creating a clean and inviting feel. The living and dining areas flow seamlessly together, while the kitchen has been opened up to the living room, creating a more open-concept layout. The primary bedroom offers a walk-in closet, and the home provides plenty of additional storage throughout. Situated on a spacious corner lot, the exterior offers excellent outdoor functionality. Enjoy the covered porch and sitting area on one side of the home, while the opposite side features a covered two-car carport. A storage shed is also included, providing additional space for tools, storage, or hobbies. The sale includes the refrigerator, washer, and dryer, with some furniture also included, making this home convenient and easy to move into. Located just a short drive or walk from historic Downtown Yucaipa, you'll have convenient access to local shopping, restaurants, and everyday amenities. This is a great opportunity to own a spacious double-wide with a desirable corner lot, generous parking, and a convenient location.

12177 3rd Unit 14, 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.