Yucaipa/Calimesa/Oak Glen (269) Homes with Two Levels Stories

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of California! This picturesque area, known for its stunning natural beauty and vibrant community, offers a perfect blend of suburban tranquility and outdoor adventure. Surrounded by the majestic San Bernardino Mountains, residents enjoy a mild climate that invites year-round exploration, whether it’s hiking through the lush trails of Oak Glen or savoring fresh apple cider from local orchards.

Yucaipa boasts a rich history and a charming downtown area filled with unique shops, delightful eateries, and friendly faces. Calimesa, with its relaxed atmosphere, offers a tight-knit community feel, perfect for families and retirees alike. And let’s not forget Oak Glen, famous for its breathtaking apple orchards and seasonal festivities, making it a beloved destination for both locals and visitors.

When it comes to housing, this region offers a variety of options to suit diverse lifestyles, including stunning two-story homes that provide both space and style. These two-level residences are designed with modern living in mind, featuring open floor plans, spacious bedrooms, and inviting outdoor spaces that are perfect for entertaining or simply enjoying the serene surroundings. Imagine unwinding on your balcony as you take in the breathtaking mountain views or hosting family gatherings in your expansive backyard.

Whether you’re seeking a cozy family home or a tranquil retreat, Yucaipa, Calimesa, and Oak Glen have something for everyone. Come explore this hidden gem in California and discover your dream home in this idyllic setting!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Two Levels Stories

$599,000

4 Beds ⋅ 3 Baths ⋅ IG26197289 MLS ⋅ Active Status

Beautifully appointed 4-bedroom, 3-bathroom home with a highly desirable first-floor bedroom and full bath. The welcoming entry opens to formal living and dining, while the spacious kitchen features white cabinetry, gray quartz countertops, and a breakfast nook that flows into the family room with a cozy fireplace. Upstairs offers three additional bedrooms, including a spacious primary suite with walk-in shower, soaking tub, and large walk-in closet. A striking skylight above the staircase fills the home with natural light. Enjoy the backyard's new patio and pergola, plus a side yard perfect for gardening. Ideally located next to Yucaipa Regional Park and Lake, minutes from downtown Yucaipa, dining, entertainment, and freeway access, with easy access to Redlands and Highland. This is the perfect blend of style, comfort, and location.

34982 Summerwood, Yucaipa

$639,900

4 Beds ⋅ 2 Baths ⋅ IG26193441 MLS ⋅ Active Status

You will not want to pass by this original owner, 4 bedroom, 2 bath home, located on one of the most desired strreets in Chapman Heights. It will be difficult to want to leave for work in the morning after enjoying your coffee in your private, beautifully landscaped back yard. All four bedrooms, including the primary suite, are downstairs. Kitchen opens up to the family room. The upstairs loft is a perfect way to keep the kids entertained close by. This is the ideal home for any size family. The private location offers the peace and tranquility you need, or the space and the neighborhood to entertain as many guests as you can fit. This is a memory making home, for sure. See you soon!

33516 Lansford Street, Yucaipa

$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

$1,249,000

5 Beds ⋅ 4 Baths ⋅ CV26189602 MLS ⋅ Active Status

37191 Wildwood View, 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

$624,900

5 Beds ⋅ 3 Baths ⋅ IG26187615 MLS ⋅ Active Status

There’s something easy about coming home to a place with room to spread out. This 5-bedroom, 3-bathroom Calimesa home offers approximately 2,854 square feet of living space designed for the rhythm of everyday life, with room for family, guests, work, and the unexpected moments that fill a home. The generous living spaces create a comfortable flow for gathering, while the backyard gives you your own place to enjoy the Southern California sunshine. Think slow mornings outside, weekend barbecues, kids at play, or winding down after a long day. With a welcoming neighborhood feel and convenient access to schools, shopping, dining, and the 10 Freeway, 1171 Poinsettia Circle offers the space and flexibility to grow into whatever comes next.

1171 Poinsettia Cir, Calimesa

$635,000

4 Beds ⋅ 3 Baths ⋅ IG26186757 MLS ⋅ Active Under Contract Status

This beautiful 4 bedroom, 3 bath home sits at the end of a cul-de-sac in a great part of the city of Yucaipa. This home is ready for you. Brand new dual pane windows throughout, new sliders and picture windows, new flooring throughout, new lighting fixtures and ceiling fans, new paint inside and out and remodeled bathrooms - all you need to do is move right in. Covered patio in the backyard and storage shed. Large garage has work area and man door. Gated RV parking on north side of house. No HOA! Don't miss this one!

34194 Hidden Cove, Yucaipa

$535,000

3 Beds ⋅ 3 Baths ⋅ IG26185717 MLS ⋅ Active Status

Welcome to the highly desirable Stonebrook Meadows gated community, where modern style, comfort, and convenience come together beautifully. This thoughtfully designed home features a spacious open-concept floor plan complemented by contemporary finishes throughout, including gorgeous quartz countertops, stainless steel appliances, and plantation shutters. Generously sized bedrooms provide plenty of space and comfort, while two upstairs loft areas offer incredible versatility for a home office, media room, playroom, or additional lounge space. An upstairs laundry room adds everyday convenience and functionality. Step outside to a beautifully manicured, low-maintenance backyard, perfect for relaxing or entertaining without the upkeep. Ideally situated near Upper Yucaipa, with convenient access to shopping, dining, entertainment, and everyday amenities. Offering gated-community living with a low HOA, this move-in-ready home delivers the modern lifestyle you’ve been looking for. Don’t miss the opportunity to make Stonebrook Meadows your new home!

13432 Limestone, Yucaipa

$579,990

4 Beds ⋅ 3 Baths ⋅ SW26185672 MLS ⋅ Active Status

ADDRESS TO THE COTTAGES:12665 4th Street, Yucaipa CA 92399. ** Introducing Plan 2 at Cottages at 4th, a beautifully designed new two-story home offering 2,008 sq. ft. with 4 bedrooms and 2.5 baths. Plan 2 starts at $579,990. >>LIMITED $20,000 BUILDER INCENTIVE! < << Blending modern efficiency with timeless cottage charm, this home is built with energy-saving spray foam insulation, an included solar system, LED lighting, and pre-set for install of an EV charger. The open-concept first level features a gourmet kitchen with quartz countertops, stainless steel appliances, and real wood soft-close cabinetry, all overlooking a spacious great room and dining area. An 8’ sliding glass door seamlessly connects the indoor space to the backyard, perfect for entertaining. Upstairs, the private primary suite showcases a spa-inspired bath with quartz counters, dual sinks, upgraded fixtures, and a large walk-in closet. Three additional bedrooms and a conveniently located laundry room complete the second floor. Luxury Vinyl Plank flooring enhances the first level and baths, while plush carpet brings comfort to bedrooms. Additional features include front yard landscaping, a 14’ x 10’ concrete backyard patio (with expansion options), black hardware finishes. Located in a private 15-home community, The Cottages offers a rare opportunity to own a stylish new construction home in Yucaipa. ** Builder is offering buyer incentives that may be applied toward closing costs, interest rate buy-downs, home upgrades, or a combination thereof. * PAID SOLAR. (Incentives are subject to change without notice and are not guaranteed AND subject to seller approval and lender guidelines). Images are from lot 2, model home.

34540 Carnation Ct, Yucaipa

$548,990

3 Beds ⋅ 3 Baths ⋅ IG26184586 MLS ⋅ Active Status

Located in the Cedar Glen community of Chapman Heights - 3 bedroom, 2.5 bathroom single-family residence. Kitchen features island with counter space for meal preparation and seating, recessed lighting, and open floor plan connecting kitchen, dining and living areas. Upstairs features loft / bonus area suitable for office, relaxation area, or additional living space. Property includes primary suite with private bathroom, additional bedrooms with walk in closets. 2-car garage and yard area. Home has the amenities offered by Chapman Heights; walkways, trails, parks, well maintained landscaping throughout. Conveniently located near Yucaipa Valley golf club, restaurants, shopping, entertainment and freeway access.

33795 King, Yucaipa

$475,000

3 Beds ⋅ 3 Baths ⋅ IG26182221 MLS ⋅ Active Status

Welcome to Tara Glen a gated community in Yucaipa. This clean and well maintained two story home features 3 bedrooms and 2.5 bathrooms, with new carpet throughout and a practical layout with plenty of storage. The garage has been converted to provide an additional room that can be used as a fourth bedroom, home office, or flexible living space, along with indoor laundry and additional storage. The main level features a comfortable living room with a fireplace, a kitchen with a pantry and ample cabinet storage, and a convenient powder room for guests and everyday use. An oversized storage area beneath the stairs provides additional space for seasonal decor and everyday items. The primary bedroom is also located on the main level, with two additional bedrooms and a full bathroom upstairs. Outside, the nicely sized backyard features a covered patio, providing space for outdoor dining, gatherings, or a place for kids to play. Located within the gated Tara Glen community, residents enjoy access to a community pool. Conveniently located near Calimesa Elementary, local shopping, restaurants, parks, and easy freeway access. With a low HOA and low property taxes, this home offers comfortable living for a first-time buyer, someone looking for a little more space, or anyone looking for a home in a well maintained gated community.

34849 Tara, Yucaipa

$1,050,000

5 Beds ⋅ 4 Baths ⋅ IG26180680 MLS ⋅ Active Status

Welcome to this exceptional 5 bedroom, 4 bathroom residence offering luxury, comfort, and impressive living space in one of Yucaipa’s most desirable neighborhoods. This beautifully appointed home features a grand entry with soaring ceilings, an elegant formal dining room, and a spacious floor plan designed for both everyday living and entertaining. The heart of the home is the stunning kitchen, complete with custom cabinetry, a large center island, premium appliances, ample counter space, and an inviting dining area. The open-concept design flows seamlessly into the living spaces, creating the perfect setting for gatherings of any size. Retreat to the generously sized bedrooms, including a luxurious primary suite offering comfort and privacy. With four bathrooms, this home provides plenty of space and convenience for family and guests alike. Step outside to enjoy the beautifully landscaped backyard featuring a covered patio, outdoor entertainment area, and plenty of room to relax or host memorable events.

13385 Canyon Heights, 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.