Upland Homes with Pool

Upland, a charming city in California's San Bernardino County, is a haven for those seeking a vibrant community with an abundance of amenities. Located in the heart of the Golden State, Upland offers residents a perfect blend of suburban tranquility and urban convenience.

As a part of San Bernardino County, Upland benefits from its proximity to the stunning natural beauty of Southern California. With the majestic San Gabriel Mountains as its backdrop, residents can enjoy breathtaking views and a multitude of outdoor activities. From hiking and biking trails to scenic drives and camping spots, nature enthusiasts will find endless opportunities to explore and reconnect with the great outdoors.

One notable feature of the Upland real estate market is the availability of homes with pools. With the warm California climate, having a pool in your backyard is an excellent way to beat the heat and enjoy the sunny weather year-round. Whether you're looking for a luxurious estate or a cozy family home, Upland offers a wide range of properties with private pools to suit every taste and budget.

Living in Upland means enjoying a tight-knit community with excellent schools, diverse dining options, and an array of shopping centers. The city's historic downtown area is a hub of activity, with charming boutiques, art galleries, and local eateries. Upland also hosts various community events throughout the year, fostering a sense of belonging and creating lasting memories for residents of all ages.

If you're looking for a city that offers the perfect blend of natural beauty, community spirit, and homes with pool, Upland, California, is the place to be. Discover your dream home and experience the best of Southern California living in this welcoming and vibrant city.

Newest Upland Homes with Pool

$975,000

3 Beds ⋅ 2 Baths ⋅ CV26209326 MLS ⋅ Active Status

Welcome to 356 E. Cumberland! A Stunning Single-Story Retreat Designed for Everyday Living & Entertaining! The moment you arrive, you will see the pride of ownership and attention to detail that has gone into creating this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,634 square feet of thoughtfully designed living space on an expansive 8,192 sq. ft. lot. The heart of this home is truly the custom-designed chef’s kitchen featuring all the bells and whistles! No detail was overlooked; from a top-of-the-line Wolf 6-burner professional range and high-powered Wolf hood to the designer cabinetry accented with elegant hardware, tasteful quartz countertops, and a stunning oversized island with a cascading waterfall edge. The island is a statement piece all on its own, complete with a farmhouse sink, pull-down faucet, and stylish pendant lighting. One of the most unique features of this home is the exquisite stained concrete flooring that flows seamlessly from the kitchen thru the dining areas and family room, beautifully tying the spaces together with warmth, character, and style. You will love the open-concept floor plan featuring vaulted ceilings, shutters, ceiling fans, and an inviting stacked-stone fireplace that adds the perfect touch of charm. Both bathrooms have been tastefully remodeled with custom tile work, upgraded cabinetry, dual sinks, and quality finishes throughout. Step through the elegant French-style sliding doors and enter your very own private backyard paradise. The covered lanai creates the perfect outdoor living space where you can enjoy evening meals and relax with family. This incredible setting feels like your own tropical escape! Designed for year-round entertaining, the backyard features a sparkling pool and spa, firepit, a charming thatched roof BBQ area with a built-in BBQ, Traeger smoker, kegerator, sink, and beverage refrigerator —the perfect place to gather with family and friends all summer long. The sellers have poured their talents, creativity, and craftsmanship into every detail of this home. As a licensed contractor, the seller’s expertise is reflected throughout, creating a truly special turn-key property. Located in a highly desirable neighborhood with a sought-after school district, this home also offers gated RV parking, a spacious lot, and the single-story lifestyle buyers are searching for. Homes with this level of quality, upgrades, and character are hard to find. Don’t wait, this home will not last!

356 E Cumberland, Upland

$1,950,000

4 Beds ⋅ 5 Baths ⋅ IV26210827 MLS ⋅ Active Status

ENTERTAINERS DREAM HOME!!! This gorgeous corner lot home in the highly desirable area of Upland - Offering a perfect blend of inviting living areas, tasteful elegance and an abundance of natural light giving a radiant warmth all throughout the day. This double level layout welcomes you into an attractive entrance which flows beautifully into the family / dining area which then opens into the gourmet kitchen / family room area. The gorgeous kitchen features stainless steel appliances, granite counter-tops and stunning custom cabinets. There is one bedroom and an office downstairs and the remaining bedrooms are situated upstairs and are all generous in size. The upstairs is enriched with an oversized entertainment / great room. The back terrace is designed for enjoyment of every season accented with an extensive patio. The shimmering pool is welcoming for these hot days and the jacuzzi to enjoy at the end of the day! The house was built by a custom home builder with specific attention to every detail and then some. This amazing home is ready for the perfect family to begin making memories to last a lifetime!!

421 E 21st, Upland

$885,000

3 Beds ⋅ 2 Baths ⋅ OC26212755 MLS ⋅ Coming Soon Status

Welcome home to this charming, single-level Single-Family Residence (SFR) tucked away in the highly coveted hills above Foothill Boulevard. Offering the perfect blend of modern comfort and premier California indoor-outdoor living, this 3-bedroom, 2-bathroom gem sits on an expansive, rare lot designed for ultimate privacy and spectacular entertaining. Step through the single-door entry into a traditional layout bathed in abundant natural light from french doors. The spacious living room features hardwood flooring, a cozy fireplace, seamlessly flowing into a formal dining area. The galley kitchen features unique cabinetry, sleek stone countertops, and stainless-steel appliances. Fully fenced and perfect for cooling off on warm summer days or relaxing under the stars. Massive flat yard with manicured grass and mature privacy landscaping, offering endless space for kids, pets, and gatherings. A spacious detached 2-car garage with alley access plus a wide driveway offering ample guest space or potential RV parking.

1318 Winston Court, Upland

$3,325,000

4 Beds ⋅ 6 Baths ⋅ CV26211814 MLS ⋅ Active Status

Welcome to 2499 Sierra Drive, an exceptional custom estate where timeless Mediterranean architecture meets sophisticated modern luxury. Built in 2024 and tucked away on a quiet cul-de-sac in the desirable San Antonio Heights area, this impressive single-story residence offers approximately 5,200 square feet of living space, elevated to capture sweeping valley, city-light and mountain views. Beyond the private gated entrance, striking architecture, graceful arches and oversized double entry doors introduce a residence defined by soaring ceilings, expansive arched windows and abundant natural light. The elevated setting enhances both privacy and views, creating a sense of openness rarely found in a single-level estate. The expansive floor plan features 4 ensuite bedrooms, including a private in-law suite with its own kitchenette and bathroom—ideal for multigenerational living, extended family or guests seeking additional privacy and independence. Formal living and dining rooms provide elegant spaces for entertaining, while the heart of the home is designed for effortless everyday living and seamless indoor-outdoor gatherings. The gourmet kitchen features Thermador professional appliances, extensive counter space, custom cabinetry and a generous breakfast bar. Retractable glass doors blur the line between indoors and out, opening to approximately 1,730 square feet of covered outdoor living space. A spacious loggia overlooks the sparkling pool, putting green and expansive valley backdrop, creating an incredible setting for entertaining, dining outdoors or simply enjoying the Southern California lifestyle. The primary suite is a private sanctuary positioned to take advantage of the panoramic views and features a fireplace, generous walk-in closet and spa-inspired bath with dual vanities, a freestanding soaking tub and separate walk-in shower. Additional amenities include whole-house LED lighting, an integrated audio system, security cameras, solar panels, electric vehicle charging, and a gated driveway. The expansive grounds offer plenty of room for recreation, entertaining and pets, all within a private and secure setting. Sierra Drive presents a rare opportunity to own a gated, single-level custom estate in San Antonio Heights—combining commanding views, architectural elegance, multigenerational flexibility and exceptional indoor-outdoor living. Private. Elevated. Unforgettable. A rare estate that stands in a class of its own.

2499 Sierra, Upland

$899,000

3 Beds ⋅ 2 Baths ⋅ CV26187958 MLS ⋅ Active Status

Located on a cul-de-sac, welcome to this beautifully upgraded single-story 3-bedroom, 2-bathroom Upland home offering nearly 1,800 square feet of living space and an exceptional backyard designed for entertaining. From the moment you enter, vaulted ceilings create an open and inviting atmosphere throughout the living and dining areas, complemented by ceramic tile flooring, crown molding, plantation shutters, and dual-pane windows throughout the home. The fully remodeled kitchen features stainless steel appliances, granite countertops, stone tile backsplash, soft-close doors and drawers, a pull-out pantry, recessed and pendant lighting, and countertop seating for four. Just off the kitchen, the family room offers porcelain tile flooring, a gas brick fireplace, and a large sliding glass door providing direct access to the covered patio and backyard. All three bedrooms feature Hawaiian koa wood flooring. The spacious primary suite includes an en suite bathroom with marble flooring, a dual-sink vanity, jetted tub, separate shower, and private toilet room. The second bathroom has also been fully remodeled with dual sinks, custom-fitted mirrors, white mosaic tile, black-and-white ceramic tile flooring, and an oversized shower with pebble tile flooring. The backyard is a true highlight of the property, featuring mature landscaping with bamboo and birds of paradise and a custom in-ground heated game pool and spa designed to complement the angles of the home. Flagstone decking surrounds the pool and stone spa, where a waterfall flows directly into the pool. A large covered patio, built-in barbecue, gas fire pit, and outdoor lighting complete the space, creating an ideal setting for entertaining or relaxing at home. Stone pavers across the driveway add another distinctive touch to the property. Conveniently located near Greenbelt Park, Sycamore Hills Plaza with Whole Foods Market and nearby dining and shopping, as well as easy access to the 210 freeway. The Colonies Crossroads is also just a few miles away, offering additional shopping, dining, and Club Studio Fitness. With extensive upgrades, multiple indoor and outdoor living spaces, a two-car garage, and a resort-style backyard, this Upland home offers comfort, functionality, and an impressive setting for Southern California living.

1598 Oakdale Court, Upland

$1,298,000

4 Beds ⋅ 3 Baths ⋅ CV26209942 MLS ⋅ Active Status

Look no further—your next home is ready to welcome you! Welcome to this beautiful single-story Ranch-style home in highly desirable North Upland, ideally situated at the end of a peaceful cul-de-sac just south of the 210 Freeway. Enjoy the convenience of being within walking distance of the renowned Madonna Trail along Euclid Avenue, with The Colonies shopping center just a short drive away. From the moment you step inside, you’ll appreciate the home’s inviting open-concept design, high ceilings, and comfortable flow, perfect for both everyday living and entertaining. Numerous upgrades have been completed within the past two years, including new double-pane windows, fresh interior and exterior paint, remodeled bathrooms, partial new laminate flooring, recessed lighting, tailored landscaping, two gas water heaters, and two air-conditioning units. At the heart of the home is a custom-designed kitchen that combines style and functionality. It features self-closing cabinetry, convenient pull-out shelving, under-cabinet lighting, elegant quartz countertops, an extra-large sink, a spacious kitchen island, and a dedicated coffee station—everything you need to make cooking and gathering a pleasure. The family room offers a cozy gas/wood-burning fireplace, creating the perfect setting for relaxing on cool winter evenings. Step outside to discover a large, spacious backyard designed for entertaining, complete with a pool and an expansive patio. Whether you're hosting summer gatherings, enjoying a quiet afternoon by the pool, or simply taking advantage of the generous outdoor space, this backyard offers plenty of possibilities. And for those needing extra parking or storage, the property also features a 3 car garage and RV parking. With its desirable North Upland location, single-story layout, extensive recent upgrades, spacious backyard, pool, and entertaining areas, this home offers the perfect blend of comfort, convenience, and California living. Come see all that this inviting home has to offer!

1931 N Redding Way, Upland

$844,888

5 Beds ⋅ 3 Baths ⋅ CV26208069 MLS ⋅ Active Status

Welcome to 1527 Fairwood Way — a two-story North Upland pool home offering 4 bedrooms, 3 bathrooms, and approximately 2,095 square feet on a 7,500 square foot lot. Vaulted ceilings give the main living space real volume and light, and the floor plan is functional and well-proportioned, with generous room sizes that work as easily for quiet weeknights as they do for hosting. A downstairs bonus room with a closet adds flexible space for a home office, guest room, or gym — buyer to verify permits. Out back, the pool was replastered in July 2026, anchoring a generous yard with plenty of room left to shape. This one is being offered in its present condition, and it's looking for a buyer who knows how far a little love can go. Bring your paint, your ideas, and your contractor. Cosmetic updates here go a long way, and the reward is a freshly replastered pool on a 7,500 square foot lot in an established Upland neighborhood — the kind of opportunity that rarely comes available in this pocket. Minutes to shopping, dining, neighborhood parks, and quick access to the 210 and 10. Investors and owner-occupants alike — come see the potential.

1527 Fairwood Way, Upland

$1,195,000

3 Beds ⋅ 3 Baths ⋅ CV26197381 MLS ⋅ Active Status

Welcome to this beautifully updated single-story home in San Antonio Heights, offering beautiful views, thoughtful updates, and an inviting resort-style backyard. Set on a peaceful hilltop, this home blends timeless character with modern comfort and plenty of space to enjoy everyday living. Step inside to a spacious formal entry featuring beautiful archways and open-beam ceilings. Rich hardwood floors, wide hallways, and Spanish plaster walls add warmth and character throughout the home. The comfortable family room flows naturally into the dining area and remodeled kitchen, creating a great space for both everyday living and entertaining. The kitchen features quartz countertops, a farmhouse sink, LED lighting, and stylish finishes. Just beyond the glass doors, the backyard feels like your own private retreat. Lush landscaping surrounds the sparkling pebble-tech pool and spa, while the spacious patio is ready for entertaining with a built-in BBQ, two outdoor TV mounts, and ceiling fans. Whether you're hosting friends or enjoying a quiet afternoon at home, this space is made to be enjoyed. The home features three spacious bedrooms, including a relaxing primary suite with direct pool access, beautiful views, and a remodeled en-suite bathroom with a standalone soaking tub and elegant fixtures. A finished two-car garage with epoxy flooring and built-in storage adds extra functionality and plenty of room for keeping things organized. This home has so much to enjoy—come take a look and make it your own!

2485 San Mateo Drive, Upland

$1,498,000

4 Beds ⋅ 3 Baths ⋅ CV26195380 MLS ⋅ Active Status

Experience the magic of this custom North Upland Victorian, a home defined by its attention to detail and park-like tranquility. Recently renovated, this home exudes sophistication from the moment you step inside, featuring a striking new metal staircase and elegant silk curtains. State-of-the-art mini-split air conditioning systems in the living room and garage ensure year-round comfort. The spacious interior boasts an open-concept layout, complete with custom cabinetry and high-end kitchen amenities. The upstairs master suite offers a private deck with views of the mountains and the city skyline at night. The outdoor area serves as a private retreat, featuring a pool, a spa, and an extended patio cover perfect for dining under the stars. An outdoor security system is also installed. With a private orchard, a custom RV driveway, and beautifully manicured mature landscaping, the property offers a wonderful sense of space and privacy. Perfectly blending classic style with modern convenience, this home is ready to welcome its new owners.

263 REVERE Street, Upland

$1,299,999

5 Beds ⋅ 5 Baths ⋅ CV26196384 MLS ⋅ Active Status

Welcome to this truly spectacular Tudor-style 5-bedroom pool home on almost 1/2 an acre lot located in one of North Upland's most coveted neighborhoods. Situated on nearly half an acre of usable property, this residence offers timeless charm, impressive scale, and endless possibilities. As you approach, you'll be greeted by a charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside through double doors into the grand two-story foyer, where soaring ceilings create an impressive first impression. This traditional home boasts a stunning formal living room with the first of three fireplaces and a spacious dining room, ideal for hosting dinner parties of up to eight guests. The expansive family room is a standout feature, showcasing wood-beamed ceilings, a cozy fireplace, a full behind-counter bar, and large sliding doors that open to the backyard. The kitchen is equally inviting, offering ample storage, a center island, a bay window, an informal dining area, and a built-in workstation. Off the kitchen, you'll find a convenient laundry room. A perfect downstairs 5th bedroom complete with full bathroom, perfect for a mother in law suite, guests or a home office and even has its own side entrance. Upstairs, the grand staircase leads to four additional bedrooms. The primary suite is a retreat in itself, featuring a private balcony, a fireplace, four closets, and an ensuite bathroom with a soaking tub, dual vanity, makeup station, and a separate shower. The second level also includes a junior suite with its own private bathroom and two additional bedrooms connected by a Jack-and-Jill bathroom. One of the most remarkable aspects of this home is the expansive outdoor 1/2 acre lot. The nearly half-acre lot includes a covered patio, an entertainer's pool and spa, lush landscaped grounds, and true RV parking to accommodate even the largest RVs or boats. The property also features a three-car garage and an oversized driveway, perfect for all your parking needs. Homes in this sought-after neighborhood rarely come on the market, making this a unique opportunity. Additionally, the large lot presents the possibility of adding an ADU (Accessory Dwelling Unit). Don’t miss your chance to own this exceptional property. Welcome home!

320 Browning Street, Upland

$824,999

3 Beds ⋅ 2 Baths ⋅ IG26194801 MLS ⋅ Active Status

Welcome to this classic and meticulously maintained North Upland pool home!! This property is ideally situated on the iconic N. Euclid Avenue lined with well matured picturesque trees. Offering over 1700+ sq feet of comfortable living space, this charming residence features 3 spacious bedrooms, 2 bathrooms, indoor laundry and holds an inviting blend of character, style, design and functionality. The home offers multiple living areas filled with natural light, vaulted ceiling, a cozy fireplace that creates an atmosphere for everyday living or entertaining. The primary suite has direct access to your own private backyard pool and spa retreat! Featuring lounge areas, a side covered patio, an area for outdoor b-b-q there are many quaint garden-esque areas to enjoy a summer gathering or peaceful evening under the stars. The front of the home offers exceptional curb appeal with well-aged landscaping, lush lawn, a charming up front seating area under the trellis of crawling vines, and a securely gated front yard. Adding extra versatility and value this home has a detached 3-car garage with convenient rear alley access & EV charging station installed. Use this for your secure parking, additional storage, hobby area, workshop, or potential future creative space. This property is conveniently close to Downtown Upland, shopping, local dining, parks, schools, transportation, many well-known community events, Historic Route 66, I-10 & 210 frwys. Important upgrades the seller has completed in the most recent 5 years are as follows: Roof, HVAC, windows, all new interior doors + trim, door handles, upgraded bathrooms, garage doors, water heater, touch up exterior paints, outdoor trellis revamp, pool pump equipment, new garage man-door leading to pool, converted new utility closet, new slider glass and locks in kitchen and primary, new kitchen faucet sink and MORE! You MUST see it ALL. This is a home that offers something increasingly hard to find-a property with genuine character that has been carefully cared for over many years! Don't miss out on this one.

730 N Euclid, Upland

$1,470,000

5 Beds ⋅ 3 Baths ⋅ CV26194932 MLS ⋅ Active Status

NEW PRICE - $1,470,000! PAID SOLAR! More space. More flexibility. More Value. Set on nearly half an acre in North Upland, this spacious 5-bedroom home offers approximately 3,800 square feet of living space, a pool and spa, mature fruit trees, mountain views and plenty of room to live, gather, and enjoy the outdoors. Fresh interior and exterior paint and new flooring give the home a clean, refreshed feel. The fully paid solar system adds meaningful value for the next owner, while the generous lot and multiple living spaces offer flexibilty that's hard to find. Inside the main home, a spacious bonus room with fireplace, wet bar and its own entrance provides additional living space that can adapt to a variety of needs. Beyond the pool, the separate casita offers even more flexibility, with its own 3/4 bath and closet, ideal for guests, extended family, a private office or other living arrangements. Step outside to a generous, private yard with mature landscaping and fruit trees, a pool and spa, with plenty of space to enjoy the outdoors. Relax poolside, entertain friends and family, or finally plant that garden you've always dreamed of. Conveniently located near schools, shopping, dining and everyday amenities, this is a home that offers more space, more flexibilty and more value -now at $1,470,000.

162 W Buffington, Upland

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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.