Highland Homes with Pool

Welcome to Highland, California – a hidden gem nestled in the heart of San Bernardino County. Known for its stunning mountain views and vibrant community, Highland offers a perfect blend of suburban charm and outdoor adventure. With its rich history and a plethora of recreational activities, residents enjoy a lifestyle that balances tranquility and excitement.

Highland is an ideal location for families, young professionals, and retirees alike. The city boasts excellent schools, beautiful parks, and a variety of shopping and dining options, making it a desirable place to call home. The local community is friendly and welcoming, often coming together for events and festivals that celebrate the area’s diverse culture.

One of the standout features of Highland is its stunning homes, many of which come complete with inviting pools. Imagine relaxing in your own backyard oasis, soaking up the California sun or hosting summer barbecues with friends and family. Homes with pools in Highland offer not just a refreshing escape from the heat but also a lifestyle of leisure and enjoyment. Whether you’re looking for a cozy single-family home or a spacious estate, Highland has a variety of options to suit your needs.

With easy access to major highways, outdoor adventures in the nearby San Bernardino Mountains, and a vibrant local community, Highland is more than just a place to live; it's a place to thrive. Discover your dream home with a pool in Highland and embrace the Southern California lifestyle you’ve always wanted!

Newest Highland Homes with Pool

$499,900

3 Beds ⋅ 3 Baths ⋅ 219153135DA MLS ⋅ Active Status

Sought after Highlands Ranch East Condo offers three bedrooms 2 1/2 baths. The Condo offers 2048 sq ft living space with living and family room and walk in closet. The home was a four bedroom and the owners opened up one of the bedrooms to make is a large master suite. There is a nice large backyard with mature landscape and patio. Highland Ranch E The HOA offers exceptional value, covering exterior maintenance, water, trash, and sewer, while residents enjoy access to basketball courts, tennis courts, two pools and spas, scenic hiking trails, and nearby orange groves. There is also a catch and release lake. Conveniently located near major freeways, this home combines comfort, space, and lifestyle in one desirable package.

603 Chandler W, Highland

$539,000

3 Beds ⋅ 2 Baths ⋅ IV26207197 MLS ⋅ Active Status

1512 Cole, Highland

$649,999

5 Beds ⋅ 2 Baths ⋅ IG26197443 MLS ⋅ Active Status

Rare single-story 5 bedroom, 3 bath multi-generational pool home located at 26277 28th Street in Highland. This is a well-maintained property with freshly painted exterior, laminate flooring, and a remodeled bath. The private backyard is built for entertaining, with a kidney-shaped pool, slide, and generous patio space. Paid-off solar panels help keep energy costs down. Tesla battery is leased at approximately $205 per month. Junior ADU with separate entrance offers flexibility for multi-generational living or additional rental income of approximately $1,350–$1,500 per month (buyer to verify permits, occupancy, and rental potential). Excellent location near Yaamava’ Resort & Casino, one of the Inland Empire’s major entertainment, dining, and employment destinations, with convenient access to the 210 freeway. Everyday shopping and services along Baseline and Highland Avenue, parks and recreation throughout the city, and a short drive to downtown Redlands, Loma Linda, and mountain recreation via SR-330. Highland continues to benefit from significant local investment, including the major Yaamava’ resort expansion and ongoing city and regional projects that support jobs, housing, public safety, and connectivity. A practical indoor-outdoor home with income option in a location tied to one of the area’s strongest economic engines. Come is this amazing property today! ALL Information is deemed reliable but not guaranteed.

26277 28th, Highland

$619,900

4 Beds ⋅ 3 Baths ⋅ CV26186148 MLS ⋅ Active Status

Well-maintained single-story, pool home with studio located in the city of Highland. This property offers 4 bedrooms, 3 bathrooms, over 1700sqft of living space, and a beautiful in-ground pool and spa on a large corner lot. The 2-car garage has been converted into a studio providing potential rental income. This home has an open living space with lots of natural light and shutters on all windows. Spacious kitchen with granite counters, large island, upgraded appliances, and lots of cabinet space. Spacious primary bedroom with walk-in closet and on-suite bathroom. Backyard perfect for entertaining with an in-ground pool and spa with water feature, gazebo, tons of patio space and fully enclosed with a block wall for privacy. Outdoor kitchen space with two built in grills, sink, and bar fridge. Mature plumerias and a large orange tree. Solar on the property to help offset electric bills during our California summers. Excellent location; close to shopping, restaurants and entertainment. Easy access to freeways for commuting or travel. This home will not last long!

6061 Arden, Highland

$499,900

3 Beds ⋅ 2 Baths ⋅ CV26176634 MLS ⋅ Active Status

Welcome to 1504 Eucalyptus Dr, a beautifully upgraded single-story home in Highland! This property offers a long list of thoughtful upgrades and improvements—far too many to mention, making it a true must-see to fully appreciate. The spacious layout provides comfortable single-level living, while the private backyard is designed for relaxation and entertaining with an inviting in-ground pool and spa. Additional highlights include a dedicated indoor laundry room and a convenient location close to shopping, dining, major freeways, and everyday amenities. With its extensive upgrades, desirable single-story design, and fantastic pool and spa, this home offers the perfect combination of comfort, convenience, and California living. **Come see it in person—you won't want to miss it!**

1504 Eucalyptus, Highland

$995,000

4 Beds ⋅ 3 Baths ⋅ OC26174988 MLS ⋅ Active Status

Experience foothill luxury at its finest in this magnificent 4BR/3BA custom home situated on a prime 0.53-acre lot in Highland. Boasting 3,611 square feet of meticulously designed living space, this property delivers a resort-style lifestyle paired with breathtaking city lights and mountain views. Step into an open-concept floor plan highlighted by soaring cathedral ceilings, recessed lighting, and large windows. Entertain effortlessly in the spacious kitchen and separate family room or mix drinks at the built-in wet bar beside a masonry fireplace. Two sets of large double glass doors leading to the rear yards. The expansive primary suite provides a true sanctuary, while the convenient main-floor bedroom accommodates guests or extended family with ease. The rear yard is built for ultimate California outdoor living, showcasing an in-ground zero entry pool, integrated spa, and a rock waterfall feature. Half of the 4-car garage has been converted to a room with a closet. Conveniently located near local parks, hiking, and biking trails while keeping city amenities just minutes away. Schedule your tour today to experience this unparalleled foothill retreat! Subject to cancellation of previous escrow.

28737 Live Oak Road, Highland

$625,000

3 Beds ⋅ 2 Baths ⋅ 226003819 MLS ⋅ Active Status

Welcome to 7523 Drummond Ave, a spacious single story pool home offering approximately 2,276 sq. ft. of living space on an expansive 10,956 sq. ft. lot! This 3 bedroom, 2 bath home offers a desirable layout with plenty of room for comfortable everyday living and entertaining.Step inside to a spacious open living and dining area that flows into a beautifully updated kitchen featuring quartz countertops, abundant cabinetry, a large breakfast bar, built in double ovens, pot filler, and pantry space. The oversized primary suite is privately situated toward the rear of the home and features vaulted ceilings, a cozy fireplace, walk in closet, and private bathroom.Step outside and enjoy your own backyard retreat featuring a private in ground swimming pool, patio and entertaining areas, grassy yard space, and plenty of room to enjoy Southern California's outdoor lifestyle.One of the standout features of this property is the detached 2-car garage with additional workshop space ideal for car enthusiasts, hobbies, storage, projects, or anyone needing extra usable space. The generous driveway also provides additional parking and potential RV parking.Additional highlights include a separate laundry room, central air conditioning, whole house fan, French doors leading to the backyard, and a spacious lot offering flexibility that's increasingly hard to find.Conveniently located near shopping, dining, freeway access, and the route toward the San Bernardino Mountains and Big Bear. If you've been looking for a home that combines space, a private pool, workshop, RV parking, and a large lot, 7523 Drummond Ave is one you won't want to miss!

7523 Drummond Avenue, Highland

$570,000

4 Beds ⋅ 2 Baths ⋅ IV26145851 MLS ⋅ Active Status

Very nice Pool home in the North Highland area, near the Yaamava Casino and Resorts. Remodeled house. Close to businesses and stores. A Must See!

3017 Pepper, Highland

$669,999

4 Beds ⋅ 2 Baths ⋅ IV26131545 MLS ⋅ Active Status

PRICE REDUCTION!!!Welcome to 28450 Sycamore Dr. North Highland Area. This well-maintained 4-bedroom, 2-bath home offers a versatile floor plan and a oversized bonus/game room that can easily serve as a 5th bedroom, home office, or flex space. The backyard is designed for year-round enjoyment with a sparkling pool, spa, and peaceful water feature, making it ideal for entertaining. Additional amenities include RV parking, storage sheds on both sides of the home, and all appliances are included. Energy-efficient features include two solar systems, with one paid in full and the newer front system leased at approximately $99 per month. A new duct system was installed approximately one year ago. Located in a well-established, beautifully landscaped neighborhood close to schools, shopping, dining, and commuter access. A rare opportunity offering space, functionality, and exceptional outdoor living.

28450 Sycamore, Highland

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.