Upland (690) Homes with Two Levels Stories

Upland (690) Homes with Two Levels Stories

Welcome to Upland, California, a charming city nestled in the heart of San Bernardino County. Known for its picturesque landscapes and vibrant community, Upland offers a unique blend of suburban tranquility and urban convenience. With the majestic San Gabriel Mountains as a backdrop, this region boasts an array of recreational opportunities, from hiking and biking trails to lush parks and local farmers' markets. The friendly atmosphere and strong sense of community make Upland a delightful place to call home.

For those seeking spacious living, Upland features an impressive selection of two-story homes that cater to diverse lifestyles. These multi-level residences not only provide ample space for families but also offer a perfect balance of privacy and togetherness. With well-designed floor plans, you can enjoy distinct areas for entertaining, working, and relaxing, all within the comfort of your own home.

Imagine hosting gatherings in your open-concept living area, while the kids play upstairs in their own dedicated space. Many of these two-story homes come equipped with modern amenities, including gourmet kitchens, expansive backyards, and stunning views of the surrounding mountains. Additionally, Upland's neighborhoods are known for their excellent schools, making it an ideal location for families looking to settle down.

Whether you’re drawn to the area's rich history, vibrant culture, or the allure of spacious two-level homes, Upland truly offers something for everyone. Come explore the possibilities and discover your dream home in this enchanting Southern California gem!

Newest Upland (690) Homes with Two Levels Stories

$974,900
4 Beds ⋅ 3 Baths ⋅ CV26165288 MLS ⋅ Active Status
Welcome to 1718 Winston Ave, nestled in the City of Gracious Living and one of North Upland's most desirable neighborhoods. This beautifully maintained 4-bedroom, 3-bathroom home offers 2,192 square feet of thoughtfully designed living space on an expansive 10,004-square-foot lot, combining comfort, functionality, and exceptional outdoor living. From the moment you arrive, you'll appreciate the home's inviting curb appeal, oversized three-car garage, and gated RV parking, providing ample room for your RV, boat, trailer, or recreational vehicles. Step inside to soaring vaulted ceilings, abundant natural light, and a spacious, open floor plan designed for both everyday living and entertaining. The remodeled kitchen serves as the heart of the home, offering modern finishes and seamless flow into the dining and living areas. The main level features multiple gathering spaces, a convenient powder room, and a dedicated laundry room, while all four generously sized bedrooms are privately situated upstairs, including a spacious primary suite designed for comfort and relaxation. Step outside to your own backyard retreat, complete with a hot tub, generous patio space, and plenty of room to entertain, garden, or even expand. With a large lot and an effortless floor plan, this property also offers exciting potential for future customization or additions. Wake up each day to breathtaking views of the San Gabriel Mountains and iconic Mt. Baldy, creating a picturesque backdrop from both the front and backyard. Additional highlights include central heating and air conditioning, a durable concrete tile roof, fresh interior and exterior paint, and pride of ownership throughout. Perfectly located near top-rated Upland Unified schools, beautiful parks, hiking and biking trails, shopping, dining, and with convenient access to the 210 Freeway, this home offers the ideal blend of peaceful suburban living and commuter convenience. Rarely does a home combine mountain views, RV parking, a three-car garage, a large lot, and a prime North Upland location so effortlessly. Don't miss the opportunity to make 1718 Winston Ave your next home and experience the very best of Southern California living.

1718 Winston Avenue, Upland
$1,249,999
4 Beds ⋅ 4 Baths ⋅ CV26165475 MLS ⋅ Active Status
Nestled in the prestigious San Antonio Heights community, this beautifully updated residence offers the perfect blend of timeless elegance, modern upgrades, and exceptional indoor-outdoor living. From the moment you arrive, you'll appreciate the home's impressive curb appeal, highlighted by a new 50-year luxury shingle roof, new exterior stucco, and fresh landscaping. Step inside to discover a light-filled interior featuring new interior paint, newer flooring throughout, and an inviting floor plan designed for both everyday living and entertaining. The formal living room welcomes guests with a charming fireplace, while the spacious family room offers a second fireplace, creating warm and comfortable gathering spaces throughout the home. The beautifully appointed kitchen features new quartz countertops, ample cabinetry, and flows seamlessly into the dining and family areas. The downstairs primary suite has also been tastefully updated with new quartz countertops in the primary bathroom, providing a luxurious retreat. A second primary bedroom offers flexible living arrangements, ideal for multigenerational living or long-term guests. Additional features include a convenient laundry chute, new water heater, generous storage throughout, an additional storage room at the rear of the home, and a detached storage shed. Step outside into your private backyard oasis, designed for year-round entertaining. Enjoy an impressive outdoor kitchen complete with a built-in grill and refrigerator, creating the perfect setting for weekend barbecues, family gatherings, and relaxing evenings. Located in one of Upland's most sought-after neighborhoods, this exceptional home offers the tranquility of San Antonio Heights while remaining close to parks, hiking trails, shopping, dining, and award-winning schools. With its extensive upgrades, versatile floor plan featuring two primary bedrooms, and outstanding outdoor amenities, this is a rare opportunity to own a truly move-in-ready home in a premier location.

547 W 25th, Upland
$1,050,000
4 Beds ⋅ 3 Baths ⋅ CV26165896 MLS ⋅ Active Status
Your private, turn-key backyard resort awaits in highly desirable North Upland! Step into a stunning outdoor oasis featuring a beautiful pool and relaxing spa, completely updated last year with brand-new pool equipment and resurfacing for worry-free summer fun. The backyard also boasts an expansive covered patio perfect for shaded entertaining, alongside thriving fig, orange, grapefruit, lemon, and lime trees. Inside, this beautiful multi-level layout welcomes you with a formal entry leading to a spacious living room and formal dining room. The heart of the home is a cozy den-family room complete with a fireplace and built-in bar. This thoughtful floor plan includes 4 bedrooms and 3 full bathrooms, including a convenient downstairs bedroom that perfectly doubles as a home office, plus a dedicated downstairs laundry room. Plantation shutters and elegant ceiling fans flow throughout the home. Rest easy knowing the home features a newer roof replaced within the last 5 years. Additional features include a spacious 3-car garage and secure side RV parking behind a privacy fence.

2046 N Kelly, Upland
$1,700,000
3 Beds ⋅ 4 Baths ⋅ CV26163576 MLS ⋅ Coming Soon Status
Welcome to 2426 Sierra Drive, Upland, CA 91784, an exceptional opportunity to own a custom estate in the prestigious San Antonio Heights. Situated on a sprawling 19,826 sq. ft. lot, this custom home offers approximately 3,855 sq. ft. of main living space, plus a 340 sq. ft. detached guest house above the two-car garage, for a total of approximately 4,195 sq. ft. Built in 2005, this one-of-a-kind residence has never been lived in and presents a rare chance to complete a truly remarkable home to your own taste. The interior is approximately 90% complete and showcases quality craftsmanship throughout, including Saltillo tile flooring, smooth drywall finishes, solid birch interior doors, hardwood flooring, and beautifully appointed custom Spanish tile bathrooms. The thoughtfully designed floor plan features a spacious mudroom/craft room, generous living areas, and a luxurious primary suite with breathtaking city light views, a spa-inspired bathroom with a walk-in shower, soaking tub, and large walk-in closet. The home has received its Certificate of Occupancy but requires the finishing touches to bring this estate to its full potential. The property is currently operating on temporary power and will need permanent electrical service energized by Southern California Edison, as well as installation of a natural gas meter. Additional improvements include exterior paint and landscaping, allowing the next owner to personalize the final details. With its exceptional location, custom construction, detached guest house, and incredible potential, 2426 Sierra Drive offers a rare opportunity to create one of the premier estates in San Antonio Heights. Complete the vision and transform this extraordinary property into the dream home you've always imagined for you and your family.

2426 Sierra, Upland
$530,000
3 Beds ⋅ 3 Baths ⋅ IG26161472 MLS ⋅ Active Status
Welcome to 1346 Coriander Court! BETTER THAN A MODEL HOME, Experience modern elegance in this stunning newer-built townhome, where contemporary design meets everyday comfort. Offering 3 bedrooms, 2.5 bathrooms, and 1,280 square feet of thoughtfully designed living space, this move-in-ready home blends style, comfort, and functionality with tasteful upgrades throughout—all within a desirable gated community with low HOA dues. Step inside to an open, light-filled floor plan with soaring ceilings, creating an inviting space for both relaxing and entertaining. The gourmet kitchen features sleek quartz countertops, stainless steel appliances, abundant cabinetry, and an open layout that flows seamlessly into the spacious living and dining areas—perfect for everyday living or hosting family and friends. Upstairs, retreat to the luxurious primary suite featuring dual vanities and a spa-inspired ensuite bath. Two additional bedrooms provide flexibility for family, guests, or a home office, while the upstairs laundry room adds everyday convenience. Enjoy year-round comfort with central heating, air conditioning, a whole-house fan, tankless water heater, and an attached two-car garage featuring a finished epoxy-coated floor—ideal for parking, a home gym, workshop, or additional storage. Modern finishes, quality craftsmanship, and low-maintenance living make this an exceptional opportunity for homeowners and investors alike. Residents enjoy outstanding community amenities including a gated entrance, dog park, green space, picnic areas, shaded pergolas, and a children's playground. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this beautifully upgraded home offers the perfect blend of modern style, comfort, and convenience. If you've been searching for effortless living in a desirable gated community, this is the home you've been waiting for. Don't miss your opportunity to make it yours!

1346 Coriander Court, Upland
$825,000
4 Beds ⋅ 3 Baths ⋅ PW26160846 MLS ⋅ Active Status
Exceptional opportunity in the highly desirable North Upland neighborhood, conveniently located near the prestigious Claremont Colleges. This spacious 4-bedroom, 3-bathroom home offers approximately 2,337 square feet of comfortable living space, including a desirable downstairs bedroom and full bath ideal for guests or multi-generational living. The expansive primary suite provides a private retreat with generous space and functionality. The property has been well maintained and is in good condition. Conveniently located near shopping, dining, parks, and major freeways. Motivated seller — incredible opportunity for homeowners.

1757 W Andes Drive, Upland
$710,000
3 Beds ⋅ 3 Baths ⋅ OC26161398 MLS ⋅ Active Status
Welcome to Rose Glen, a newer gated community in Upland offering contemporary design, energy-efficient living, no Mello-Roos, and a low property tax rate. This beautifully upgraded Plan Two residence features approximately 1,572 square feet of thoughtfully designed living space, including three bedrooms and two-and-a-half bathrooms. The open-concept main level seamlessly connects the living room, dining area, and kitchen, creating a bright and functional layout ideal for everyday living and entertaining. The kitchen is appointed with white cabinetry, quartz countertops, a full tile backsplash, luxury vinyl plank flooring, and brushed nickel fixtures. The property is enhanced by several valuable owner-paid upgrades, including fully paid-off solar panels with no remaining lease or financing obligation, custom window coverings throughout, and a professionally installed concrete patio in the backyard. The finished outdoor area provides a clean, durable, and low-maintenance space that is ready for outdoor dining, entertaining, or relaxation. The home’s all-electric design further supports energy efficiency and modern, sustainable living. The spacious primary suite features a walk-in closet, dual-sink vanity, separate soaking tub, and walk-in shower. Residents of Rose Glen may also enjoy community amenities, including a children’s play area and outdoor exercise equipment. Conveniently located near schools, the Claremont Colleges, shopping, dining, and major freeway access, this move-in-ready residence presents an exceptional opportunity to enjoy modern comfort, desirable upgrades, and the added value of a newer home in a gated Upland community.

1439 Prairie Rose, Upland
$1,199,999
4 Beds ⋅ 3 Baths ⋅ TR26160694 MLS ⋅ Active Status
Welcome to this stunning, extensively remodeled Upland home offering 2,644 square feet of beautifully designed living space on an expansive 10,375-square-foot lot. Featuring 4 bedrooms, including a highly sought-after main-floor bedroom, 3 bathrooms, and a versatile bonus room, this home effortlessly blends elegance with everyday comfort. The heart of the home opens through dramatic accordion glass doors to a spectacular resort-style backyard, complete with a sparkling pool and spa—your own private oasis for entertaining or relaxing under the California sun. Mature lemon, grapefruit, and Key lime trees provide an abundance of exceptionally juicy, homegrown citrus, adding the perfect finishing touch to this backyard paradise. Inside, you'll find a beautifully updated kitchen with newer appliances, rich flooring, fresh interior and exterior paint, a custom Spanish-inspired staircase with wrought-iron railings, and smart-home features throughout. The luxurious primary suite is a true retreat, showcasing a completely remodeled spa-inspired bathroom and spacious walk-in closets. Major recent upgrades, including newer windows, A/C, water heater, and countless designer finishes, make this home as turnkey as it is impressive. All information contained herein is deemed reliable but is not guaranteed. Buyer and Buyer's Agent are advised to independently verify all information, including but not limited to square footage, lot size, permits, zoning, condition, features, and any other facts material to the purchase. Buyer is encouraged to conduct their own due diligence and rely on their own independent investigations.

943 W 14th Street, Upland
$395,000
2 Beds ⋅ 2 Baths ⋅ CV26159401 MLS ⋅ Active Status
This charming 2-bedroom, 2-bathroom condominium is the perfect opportunity for a first-time homebuyer or a savvy investor looking to add a solid property to their portfolio. Thoughtfully designed with one bedroom and one full bathroom on the main level and a private bedroom and bathroom upstairs, the functional floor plan offers flexibility and comfort. Recent updates include fresh interior paint, new carpeting, and a beautifully updated bathroom vanity, making this home truly move-in ready. The well-maintained community features lush open green spaces, a sparkling swimming pool, and a relaxing patio area for residents to enjoy. Ideally located just north of the 10 Freeway and within walking distance of vibrant Downtown Upland, you'll enjoy easy access to local dining, shopping, entertainment, and commuter routes. This is an excellent opportunity to own an affordable home in a desirable Upland location.

435 W 9th Unit A3, Upland
$969,000
3 Beds ⋅ 3 Baths ⋅ CV26152053 MLS ⋅ Active Under Contract Status
Welcome to 1525 Bridget Ct, a beautifully remodeled 3BD, 3BA North Upland residence where timeless elegance meets modern comfort. Ideally situated on a meticulously landscaped corner lot with breathtaking mountain views, this exceptional home offers quality craftsmanship, thoughtful upgrades, and a lifestyle designed for both everyday living and entertaining. From the moment you arrive, the brand-new driveway, gated front courtyard, mature landscaping, and custom double-door entry create an impressive first impression. Inside, soaring ceilings, abundant natural light, new luxury flooring, fresh interior paint, plantation shutters, and designer finishes create a warm yet sophisticated atmosphere. The remodeled kitchen is the heart of the home, featuring white shaker cabinetry, granite countertops with a full-height backsplash, stainless steel appliances, a built-in wall oven/Microwave, gas cooktop with professional vent hood, recessed lighting, an elegant tray ceiling, and an island perfect for gathering with family and friends. The adjoining family room is centered around a beautifully updated fireplace and opens seamlessly to the backyard through expansive sliding glass doors. The formal living and dining rooms provide additional space for entertaining, highlighted by vaulted ceilings and abundant natural light. The beautifully remodeled bathrooms include a spa-inspired custom travertine walk-in shower with a frameless glass enclosure, built-in niche, and oil-rubbed bronze fixtures. The spacious primary suite offers a generous private retreat, creating the perfect space for a sitting area, reading lounge, home office, or fitness nook. Designed for lasting comfort and peace of mind, the home also features a new roof, new A/C system, whole-home water purification and water softener, and a new sprinkler system. Step outside to your private backyard retreat featuring a large covered patio, beautifully landscaped grounds, and spectacular mountain views. The expansive lot offers ample room to create your dream backyard, including the potential for a pool, while still leaving plenty of space for entertaining and recreation. Additional highlights include a 3-car garage, RV parking, and no HOA! Conveniently located near parks, shopping, dining, and top-rated schools, this turnkey North Upland home offers the perfect combination of luxury, comfort, and functionality. Beautifully upgraded and meticulously maintained, this house is ready to welcome you home.

1525 Bridget Court, Upland
$500,000
3 Beds ⋅ 2 Baths ⋅ CV26152970 MLS ⋅ Active Status
This condo qualifies for $20,000 first time homebuyer program with Citi National BankUpdated rare 3-Bedroom Condo Just Minutes from Downtown Upland & the Pacific Electric Trail. Move right in and start enjoying everything Upland has to offer! Nestled in the desirable Pepperdale Community, this beautifully updated 3-bedroom, 2-bath condominium blends style, comfort, and convenience. The bright, open floor plan features soaring ceilings, recessed lighting, and abundant natural light, creating a welcoming space to relax or entertain. Laundry inside. The remodeled kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and tasteful modern finishes. Recent flooring upgrades, central A/C, and plantation shutters add both comfort and character. A spacious detached two-car garage provides added storage and convenience. Residents enjoy beautifully maintained grounds, a gated pool and spa, clubhouse, and direct access to the Pacific Electric Trail for walking, biking, and outdoor recreation. Just minutes from the restaurants, shops, coffee houses, and entertainment of Downtown Upland, this move-in ready home offers the lifestyle you’ve been searching for. Don’t miss your opportunity to make it yours!

435 W 9th Unit B3, Upland
$1,599,995
4 Beds ⋅ 4 Baths ⋅ SR26154104 MLS ⋅ Active Status
Elegant San Antonio Heights Custom Estate with Sweeping Views Nestled in the foothills of the highly desirable San Antonio Heights, this exceptional 4-bedroom, 4-bathroom custom-built estate seamlessly combines luxury, scale, and modern efficiency. Spanning 3,520 square feet of bright, open living space on a generous 13,750-square-foot lot, this 2-story home welcomes you with soaring high ceilings and an abundance of natural light. Designed with an intentional floor plan, the main level features four spacious bedrooms—including a convenient Jack-and-Jill setup—while the second story features a massive converted game room serving as a 5th bedroom, complete with a private balcony capturing breathtaking, panoramic valley views. The heart of the home is a spacious kitchen that opens directly to the family room, equipped with a walk-in pantry, breakfast nook, and a breakfast bar perfect for casual dining. Retreat to the grand master suite, boasting elegant double doors, a large walk-in closet, and a luxurious bathroom featuring a built-in jacuzzi tub. Resort-Style Backyard & Modern Upgrades Step outside into your own private oasis. The impeccably landscaped, classy backyard is tailor-made for entertaining, featuring: A sparkling pool and relaxing spa (secured with a safety pool fence) A dedicated barbecue station and separate gazebo area for al fresco dining Over $100,000 in premium upgrades Fully paid-off solar panels and electric car tesla charging station included in the sale, delivering incredibly lower electricity bills and home charging!

2525 Prospect Drive, 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.