Calimesa Homes with Two Levels Stories

Welcome to Calimesa, California, a hidden gem nestled in Riverside County that perfectly blends small-town charm with modern convenience. Surrounded by the stunning San Bernardino Mountains, Calimesa offers a serene lifestyle while remaining just a short drive from the vibrant cities of Riverside and San Bernardino. Known for its friendly community and picturesque landscapes, this city is a haven for nature lovers and those seeking a peaceful retreat.

One of the standout features of Calimesa’s real estate market is its array of beautiful two-story homes. These residences not only provide ample living space but also offer a unique architectural appeal that enhances the city’s scenic beauty. With spacious layouts, these two-level homes are perfect for families or anyone who enjoys entertaining guests. Imagine hosting gatherings in your expansive living room, while the kids play in their own dedicated space upstairs, creating a perfect balance of togetherness and privacy.

Many of these homes come equipped with modern amenities, including gourmet kitchens, luxurious master suites, and outdoor living areas that invite you to enjoy the California sunshine. Plus, with Calimesa's commitment to community and quality living, you’ll find parks, trails, and recreational facilities just moments away from your doorstep.

Whether you’re a first-time homebuyer or looking to upgrade your living situation, Calimesa’s two-story homes offer a unique opportunity to embrace the best of California living. Explore the possibilities of making this charming city your new home, where comfort meets community in a breathtaking setting.

Newest Calimesa Homes with Two Levels Stories

$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

$599,950

4 Beds ⋅ 3 Baths ⋅ 219151387DA MLS ⋅ Active Under Contract Status

Welcome home to 1165 Heritage Dr, an exquisite 4-bedroom, 3-bathroom retreat set on a sprawling lot located inside the gates at JP Ranch. From the moment you step inside, the open floorplan blends elegance with modern livability, highlighting thoughtful upgrades throughout that elevate everyday living. The heart of the home is the great room, where a chef-inspired kitchen boasts top-of-the-line appliances and a mounted 75'' TV serves as a dramatic focal point. The adjacent dining area completes the space, creating the perfect hub for entertaining and culinary creativity. Four generously sized bedrooms offer comfort and privacy, while three well-appointed bathrooms add a touch of everyday sophistication. Step outside to a backyard designed for relaxation and entertaining in equal measure. A large, covered patio sets the stage for al fresco dining, an outdoor kitchen invites culinary adventures, an above-ground pool and spa as well as the cozy firepit make this the ultimate spot to unwind under the stars. This home is also equipped with smart technology throughout. Control the lighting, temperature, and security with just a touch, bringing effortless, modern convenience to daily living. An added bonus: the home comes with a leased solar system that offers energy efficiency and lower utility costs, available for the new buyer to assume at close of escrow (subject to qualification with the solar provider). This is a fantastic opportunity to step into a home already set up for smart, sustainable living. Located within the highly sought-after JP Ranch community, 1165 Heritage Dr combines opulence, functionality, and modern innovation in one exceptional package. Schedule your private tour today and make this dream residence your own.

1165 Heritage Drive, Calimesa

$615,000

4 Beds ⋅ 3 Baths ⋅ IV26169582 MLS ⋅ Active Status

Newer house in a highly sought-after neighborhood in Calimesa. With all the amenities of a newly constructed modern home, this property boasts a lot of upgrades inside and out. Just recently added a 16' x 24' Aluminum base patio and retaining walls in the backyard. The Master bedroom, with a Full bathroom is located on the main floor while a half bath was also located on the main floor. The three other bedrooms and a Full bathroom can be seen on the second floor. And FYI, a new Stater Brother just started serving customer in the Cherry Valley area. A Must see!

1271 Pinehurst, Calimesa

$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

$585,000

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 Under Contract 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

$599,999

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

AGENTS...This Home offers the buyer the opportunity to assume a 2.5% FHA Loan. 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

$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

$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.