Calimesa Homes with Two Levels Stories

Calimesa Homes with Two Levels Stories

Welcome to Calimesa, California—a hidden gem nestled in the heart of Riverside County. Known for its picturesque landscapes and tight-knit community, Calimesa offers a serene escape from the hustle and bustle of city life while still being conveniently located near major urban centers like Riverside and San Bernardino. With its charming small-town vibe, residents enjoy a slower pace of life, complemented by beautiful parks, scenic hiking trails, and a variety of local shops and restaurants.

One of the standout features of the Calimesa real estate market is its selection of stunning two-story homes. These spacious residences provide ample room for families to grow, with well-designed layouts that maximize both comfort and functionality. Imagine coming home to a beautifully appointed two-level home, where the upper floor offers delightful views of the surrounding mountains and valleys, while the lower level serves as the perfect gathering space for family and friends.

Two-story homes in Calimesa often boast open-concept designs, allowing for seamless transitions between living, dining, and kitchen areas. Many properties also feature expansive backyards, ideal for outdoor entertaining or simply enjoying the California sunshine. With a variety of architectural styles available, from modern to traditional, there’s a perfect two-story home waiting for you in Calimesa.

Whether you’re a first-time homebuyer or looking to upgrade, Calimesa’s inviting community and stunning two-level homes make it an ideal place to call home. Experience the charm of Calimesa and discover your dream home today!

Newest Calimesa Homes with Two Levels Stories

$958,000
5 Beds ⋅ 5 Baths ⋅ CV26164138 MLS ⋅ Active Status
Perched atop one of the most desirable view lots in the exclusive gated community of Oak Hills, this extraordinary custom-built estate delivers an unparalleled combination of luxury, privacy, and breathtaking panoramic views stretching across the valley, city lights, and surrounding mountains. Set on approximately 4.56 acres, this impressive residence offers over 4,100 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms, including a private guest suite with its own entrance—ideal for multi-generational living, extended family, or long-term guests. From the moment you step through the grand double-door entry, soaring ceilings, abundant natural light, and expansive picture windows showcase the home's spectacular setting. The open-concept layout is designed for effortless entertaining, while the gourmet kitchen features granite countertops, generous workspace, and seamless flow into the main living and dining areas. The luxurious primary suite is a private retreat complete with a spa-inspired bathroom and stunning views, while an additional upstairs primary suite provides exceptional flexibility. Several bedrooms offer walk-in closets and private balconies where you can enjoy unforgettable sunrises, sunsets, and sparkling evening city lights. Step outside and experience true Southern California resort-style living. With acres of usable land, the possibilities are endless—create your dream pool, build an ADU, add a workshop, design an equestrian retreat, vineyard, or simply enjoy the unmatched peace and privacy that only a property of this caliber can provide. Additional highlights include a 4-car attached garage, gated driveway, mature landscaping, and ample parking for guests, and recreational vehicles. Rarely does a property combine luxury, acreage, breathtaking views, and endless potential in one exceptional offering. Conveniently located just minutes from I-10, shopping, dining, golf courses, and Yucaipa Regional Park, this is more than a home—it's a lifestyle destination

37550 Marondi, Calimesa
$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
$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
$595,000
4 Beds ⋅ 3 Baths ⋅ CV26157195 MLS ⋅ Active Status
Welcome to this beautiful home located in the City of Calimesa, This Polished concrete flooring residence boasts 4 bedrooms and 3 bathrooms with one bedroom and one bathroom located on the first floor offering comfortable living. Enjoy breathtaking mountain views and an open concept-floor plan that's perfect for entertaining. The Modern Kitchen boasts a large Kitchen Island, and Stainless Steel appliances, the Living room offers plenty of Natural lighting and beautiful sunsets. The upstairs offers warm hardwood flooring throughout and an added bonus is the fully paid off solar system, providing energy efficiency and long-term savings. The backyard is a plain canvas for the new buyer to make their own design and new memories. Just minutes away from the 10 FWY and to The Marketplace at Calimesa where you'll find Stater Bros, Starbucks, Panda Express and many more stores for your convenience. Whether you're looking for your forever home or your next investment, this property has so much to offer. Don't miss out the opportunity to make this beautiful home your own Schedule your private showing today!

1100 Little Leaf, Calimesa
$545,000
4 Beds ⋅ 3 Baths ⋅ BB26147893 MLS ⋅ Active Status
Tucked away on a peaceful residential street, this beautifully maintained traditional home offers the perfect balance of warmth, functionality, and outdoor space. With a spacious backyard and a quiet neighborhood setting. This inviting residence features 4 bedrooms and 3 bathrooms within approximately 1,450 square feet of thoughtfully designed living space. Every square foot has been carefully utilized to create a comfortable and efficient floor plan that feels both welcoming and functional. Natural light fills the home, complementing the cozy traditional design and creating a bright, airy atmosphere throughout. The living room is centered around a charming fireplace, providing the perfect gathering place to relax with family and friends or unwind after a long day. Central air conditioning ensures year-round comfort, making every season enjoyable. The well-designed kitchen flows seamlessly into the dining and living areas, creating an ideal layout for entertaining or everyday living. Each bedroom offers comfortable accommodations, while the three full bathrooms provide convenience and flexibility for a variety of living arrangements. Situated on an 8,712-square-foot lot, the property truly shines outdoors. The expansive backyard offers endless possibilities for customization. With plenty of room to personalize, the backyard provides the opportunity to expand your outdoor lifestyle while enjoying the privacy and tranquility of the neighborhood. Adding even more value is the 3-car garage, offering abundant parking, storage, or space. Conveniently located near local schools, neighborhood parks, small retail shops, and restaurants, this home provides easy access to everyday essentials while maintaining the peaceful atmosphere of a quiet residential community. Its location offers the perfect combination of convenience and relaxation; with its traditional charm, spacious outdoor setting, desirable amenities, and inviting atmosphere, this is a property you'll be proud to call home. *Some images in this listing have been virtually staged*

185 Vista, Calimesa
$620,000
4 Beds ⋅ 3 Baths ⋅ IG26141158 MLS ⋅ Active Status
Welcome Home! Nestled within a desirable gated community in the scenic foothills of the San Bernardino Mountains, this beautifully appointed home offers the perfect blend of comfort, functionality, and breathtaking views. Designed with flexibility in mind, the thoughtfully crafted floor plan features a downstairs primary suite along with a second bedroom and full bathroom on the main level—ideal for guests, multi-generational living, or a private home office. The spacious open-concept living area seamlessly connects to a well-appointed kitchen featuring granite countertops, a large center island, and abundant workspace, making it the true heart of the home. Recent upgrades include a whole house fan for enhanced comfort and energy efficiency, as well as a new garage door opener. PAID SOLAR provides additional long-term energy savings and peace of mind. Upstairs, you'll find a generous loft that offers endless possibilities for a second living area, game room, or media space, along with two additional bedrooms and a full bathroom. Step outside to your backyard retreat and enjoy breathtaking, unobstructed mountain and valley views from the patio—an ideal setting for relaxing mornings, evening sunsets, or entertaining family and friends. Residents enjoy access to exceptional community amenities, including a resort-style pool and spa, clubhouse, playground, dog park, basketball courts, expansive greenbelts, and scenic walking trails, offering something for everyone. Don't miss this opportunity to own a beautiful home in one of the area's most desirable gated communities!

1274 Pinehurst Dr., Calimesa
$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
$699,000
5 Beds ⋅ 5 Baths ⋅ 26851887 MLS ⋅ Active Status
Level up with 361 Canyon Ridge! This energy-efficient, modern 2,852 sq. ft. home is in the highly desirable Singleton Heights community of Calimesa. This home offers the perfect blend of spacious living, thoughtful design, and everyday comfort, featuring 5 bedrooms, 4 bathrooms, an upstairs loft, and an open-concept floor plan filled with natural light. The expansive primary suite includes a walk-in closet and a huge spa-like bathroom. The home's notable features, like solar panels, Ring security, and a tandem 3-car garage, add convenience and value. Step outside to enjoy a private backyard with a gas fire pit, raised garden beds, mature pomegranate, nectarine, and peach trees, plus room for potential RV parking. Nestled on a quiet street just minutes from Interstate 10, shopping, dining, golf, parks, and the growing amenities of Calimesa and neighboring Yucaipa, this exceptional home offers the lifestyle you've been waiting for!

361 Canyon, Calimesa
$539,000
3 Beds ⋅ 3 Baths ⋅ IG26137380 MLS ⋅ Active Status
Built in 2020, this stunning Calimesa home offers 3 bedrooms, 2.5 bathrooms, and over 2,000 square feet of stylish, move-in-ready living. The open-concept design creates a bright and welcoming atmosphere, perfect for both relaxing and entertaining. The spacious kitchen is the heart of the home, featuring white cabinetry, granite countertops, stainless steel appliances, and a large center island overlooking the living and dining areas. Upstairs, you'll find generously sized bedrooms and a convenient laundry room with added storage. Enjoy your own private backyard ideal for summer BBQs, family gatherings, or simply unwinding after a long day. Additional highlights include central HVAC, dual-pane windows, and an attached 2-car garage. Located near parks, schools, shopping, and easy freeway access, with Desert Hills Premium Outlets and Morongo Casino Resort & Spa just minutes away. Modern, inviting, and truly move-in ready, so don't miss your chance to make this beautiful home yours!

1144 Coriander St, Calimesa
$575,000
4 Beds ⋅ 3 Baths ⋅ IG26124504 MLS ⋅ Active Under Contract Status
Welcome to this smart home located on a quiet cul-de-sac in the highly desirable Summerwind Trails community. Featuring attractive front landscaping irrigated with recycled water, a long driveway with ample parking, and potential RV parking, this home offers both convenience and curb appeal. Step inside to an open-concept floor plan highlighted by a spacious kitchen with a large center island, abundant white shaker cabinetry, granite countertops, and plenty of workspace. The kitchen flows seamlessly into the living room, featuring a custom accent wall and ample space for a large dining table—perfect for entertaining. Custom lighting, designer paint, and large windows fill the home with natural light while showcasing the beautiful mountain views. Upstairs, you'll find generously sized bedrooms, an additional loft area ideal for a home office, media room, or den, and modern finishes throughout, including 9-foot ceilings and oversized baseboards. The home is equipped with a quiet, energy-efficient whole-house fan to keep the home comfortable year-round. Designed for modern living, this smart home includes advanced solar technology, two built-in wireless routers, and a structured network cabinet for seamless connectivity throughout the home. The backyard is thoughtfully designed with low-maintenance desert landscaping, approximately 1,500 square feet of concrete hardscape, ambient lighting, and a fire pit that stays with the property. Relax and enjoy breathtaking mountain views and cool evening breezes from your private outdoor retreat. Conveniently located near new shopping, dining, and with easy freeway access, this exceptional home combines modern technology, energy efficiency, and comfortable living in one incredible package.

1032 Marigold Court, Calimesa
$629,000
4 Beds ⋅ 3 Baths ⋅ SR26087249 MLS ⋅ Active Status
Price Drop!! Sellers highly motivated!! Spacious 4-bedroom, 2.5-bath home in Calimesa offering a functional and versatile layout with two bonus rooms ideal for an office, gym, playroom, or additional living space. Features include a modern kitchen, upstairs laundry room, and epoxy-finished garage flooring. The well-maintained backyard includes a sprinkler system and covered patio perfect for outdoor enjoyment and gatherings. Conveniently located near schools, parks, shopping, dining, and easy access to the 10 Freeway.)

1011 Balsam Street, Calimesa
$549,000
3 Beds ⋅ 3 Baths ⋅ CV25261435 MLS ⋅ Active Status
***PRICE IMPROVEMENT***Welcome to 1099 Little Leaf St. This turn key home offers the perfect balance of Modern luxury and natural Tranquility. Seamless open concept floor, the kitchen features a large Island with seating for entertaining, with granite countertops and stainless steel appliances. A cozy Fire place in the living room for those family gatherings, Spacious primary suite with a generously sized walk in closet, This home has plenty of natural light and is conveniently located near the 10FWY and to the Marketplace at Calimesa, this is a must see. This home is perfect for a first time buyer or a growing family. Make your appointment today!!

1099 Little Leaf, 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.