Calimesa Homes with Playground Association amenities

Welcome to Calimesa, California—a hidden gem nestled in Riverside County, where serene landscapes meet a vibrant community spirit. With its picturesque views of the San Bernardino Mountains and a charming small-town vibe, Calimesa offers a perfect blend of tranquility and convenience. Just a stone's throw away from the bustling cities of Beaumont and Yucaipa, residents enjoy easy access to shopping, dining, and recreational activities while still savoring the peacefulness of suburban living.

Calimesa is known for its friendly neighborhoods, where families thrive and friendships blossom. One of the standout features of this delightful city is the Homes with Playground Association amenities. These thoughtfully designed communities prioritize family-friendly living, offering residents access to well-maintained playgrounds, picnic areas, and recreational spaces that encourage outdoor play and social interaction. Imagine your children laughing and playing just steps from your front door, while you relax and connect with neighbors in a safe, welcoming environment.

Whether you’re looking to purchase your first home, downsize, or invest in a property, Calimesa’s real estate market has something for everyone. From charming single-family homes to modern developments, there’s a perfect fit for every lifestyle and budget. With its blend of natural beauty, community amenities, and a strong sense of belonging, Calimesa is more than just a place to live; it’s a place to call home. Explore the possibilities that await you in this enchanting California city, where every day feels like a retreat!

Newest Calimesa Homes with Playground Association amenities

$595,500

3 Beds ⋅ 3 Baths ⋅ CV26163435 MLS

This beautifully maintained, turnkey, home offers 3 bedrooms, 3 bathrooms and a versatile home office/den that is currently used as the kids playroom, can easily be converted to a 4th bedroom (already has a walk-in closet). From the moment you walk in, you get a sense of a home that has been well-cared for and loved from the start. An open, light-filled floor plan, soaring ceilings, and luxury vinyl plank flooring that flows throughout the home creates a warm and inviting atmosphere. Whether you're helping with homework, hosting a holiday gathering or enjoying quiet evenings together, this home is designed to bring people together. The kitchen opens seemlessly to the great room and offers granite countertops, espresso brown cabinets and stainless steel appliances with kitchen island. The backyard is thoughtfully designed with an aluma-wood patio cover, and a custom paver system, that offers a clean, polished look with plenty of space to entertain and enjoy California's year round weather. The primary is spacious with ensuite bathroom and walk-in closet. The floorplan has a nice separation between the primary and secondary rooms. Located in the gated community of JP Ranch, this home is truly move-in ready and has the amenities buyers are searching for!

229 Country Club, Calimesa

$599,999

5 Beds ⋅ 3 Baths ⋅ PW26158085 MLS

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

$597,000

3 Beds ⋅ 3 Baths ⋅ IG26159236 MLS

Set against a backdrop of breathtaking mountain views, this beautifully upgraded residence in the sought-after Summerwind Trails community offers approximately 2,290 square feet of thoughtfully designed living space. The home features three bedrooms, three bathrooms, and a versatile den or office that may serve as an optional fourth bedroom. Granite countertops, an elegant tile backsplash, and a well-appointed, open layout create an inviting setting for both everyday living and entertaining. Potential RV parking further enhances the home’s appeal, making this exceptional property as functional as it is refined.

1264 Joshua Tr, Calimesa

$620,000

4 Beds ⋅ 3 Baths ⋅ IG26141158 MLS

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

$695,000

3 Beds ⋅ 3 Baths ⋅ TR26045132 MLS

Welcome to this beautifully upgraded 2022 Richmond American home located in the highly desirable Overlook at Summerwind Trails community. Situated on a premium corner lot with no rear neighbors and a builder selected lot premium for the backyard view, this thoughtfully positioned south-facing home offers privacy, natural light, and modern design throughout. With over $70,000 in builder upgrades, the home showcases a modern open-concept floor plan perfect for entertaining. The spacious great room flows seamlessly into the upgraded kitchen, complete with quartz countertops, 41-inch upper cabinets, soft-close cabinetry throughout, a large center island, built-in oven with microwave combo, gas cooktop, designer stainless steel hood, dishwasher, refrigerator (included), and a pantry with custom owner-added shelving and drawers for enhanced storage. Wood-look waterproof luxury vinyl flooring runs throughout the entire home, including wet areas, complemented by upgraded 5-inch baseboards, 8-foot doors, and 9-foot ceilings. Ceiling fan prewires are installed in the great room and primary bedroom. The primary suite features a spacious closet with built-in organization system and a well-appointed bathroom with soaking tub, separate shower, dual sinks, quartz counters, and upgraded fixtures. Additional features include upgraded toilets in all bathrooms, tankless water heater, central AC and heat, energy-efficient dual-pane windows, leased solar panels, built-in speaker system in both the living area and covered outdoor patio, and a spacious two-car garage. The property includes front yard drip irrigation on timer, landscaped front yard, and a private backyard ready for your vision. Proposed Backyard Design Renderings: Backyard images are architectural landscape custom outdoor plan renderings created by a trusted licensed landscape design service. Renderings are for illustrative purposes only and do not represent existing conditions. The backyard is not currently built as shown. All backyard blueprints and digital renderings will be included with the sale of the home. Buyer to verify feasibility and permitting requirements. Located just 0.2 miles from Summerwind Trails K-8 School and near parks and community amenities. HOA is approximately $111 per month. This is a rare opportunity to own a highly upgraded, corner-lot home in one of the area’s most sought-after neighborhoods.

1224 Joshua Tree Road, Calimesa

$649,000

3 Beds ⋅ 3 Baths ⋅ IG26024946 MLS

Great News! We lowered the price—not the quality. Now at $649,000, same beautiful home, same breathtaking views, paid solar, and all the upgrades you've been looking for. If you've been waiting for the right opportunity, this is it! Built in 2021 with 3/BD, 2.5/BA, and a Bonus room as your office or maybe 4th bedroom. Even better — this home comes equipped with PAID SOLAR, providing long-term energy savings... Plus an EV charging capability in the garage, also offers the perfect blend of sustainability, convenience, and savings for homeowners. Step inside to an open-concept floor plan, with brand new Luxury Vinyl flooring, designed to feel both elegant and welcoming. Expansive windows and sliding glass doors frame the stunning views while filling the home with natural light. The inviting gas fireplace creates a warm focal point for gatherings or quiet evenings. Just off the main living area, a flexible entertainment space provides endless possibilities—whether you envision a billiards lounge, wine room or a home office. The gourmet kitchen is the heart of the home, beautifully appointed with quartz countertops, an upgraded built-in range, custom cabinetry, designer lighting, and a spacious walk-in pantry. It flows effortlessly into the dining and great room areas, perfect setting for hosting family celebrations & dinner parties. The great room opens to a covered patio, seamlessly blending indoor and outdoor living. The expansive 11,761 sq ft lot is surrounded by flowering plants and fruit-bearing trees, offering plenty of space to relax, entertain, or envision future possibilities such as a pool, private garden retreat, or ADU (buyer to verify). The primary suite feels like a private sanctuary with spa-inspired bathroom featuring dual quartz vanities, upgraded cabinetry with elegant brass hardware, a soaking tub, a separate glass-enclosed shower —creating a calm and restorative space to begin and end your day. Secondary bedrooms are bright, spacious, and versatile for guests or family members. The secondary bathroom continues the home’s refined design with a dual-sink quartz vanity and modern fixtures, offering both style and everyday functionality. Nearby schools, parks, and community amenities make daily living convenient, while the quiet cul-de-sac setting adds an extra sense of privacy and comfort for families. Come experience the views, the comfort, and the lifestyle — and imagine calling this exceptional home your own Today!

1512 Yucca Court, Calimesa

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Based on information from CRISNet MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.