Upland (690) Homes with Two Levels Stories

Welcome to Upland, California—a charming city nestled in the heart of San Bernardino County, where the stunning San Gabriel Mountains serve as a picturesque backdrop to everyday life. Known for its warm climate, vibrant community, and rich history, Upland is a delightful blend of suburban tranquility and urban convenience. With its tree-lined streets, inviting parks, and a variety of shopping and dining options, Upland offers an idyllic environment for families, professionals, and retirees alike.

One of the most appealing aspects of Upland's real estate market is the availability of two-story homes. These multi-level residences provide an ideal balance of space and functionality, making them perfect for growing families or those who enjoy entertaining. With ample room for personalization, two-level homes often feature spacious living areas, well-appointed kitchens, and inviting outdoor spaces that enhance the California lifestyle. Imagine hosting gatherings in your expansive backyard or enjoying quiet evenings on your balcony, soaking in the stunning views of the surrounding mountains.

Upland’s two-story homes often come equipped with modern amenities and thoughtful designs, including open floor plans, luxurious master suites, and energy-efficient features. The city's diverse neighborhoods cater to a variety of tastes, ensuring you'll find the perfect home that meets your needs and desires. Whether you’re looking for a cozy family retreat or a stylish modern abode, Upland’s two-story homes offer an exceptional opportunity to experience the best of California living. Discover your dream home in Upland today, and embrace a lifestyle filled with comfort, community, and breathtaking scenery!

Newest Upland (690) Homes with Two Levels Stories

$1,025,000

5 Beds ⋅ 3 Baths ⋅ CV26213087 MLS ⋅ Active Status

Welcome to this beautifully maintained two-story pool home, on a 10,200 sq. ft. lot tucked away on a quiet cul-de-sac. This home offers five bedrooms, three bathrooms, and an incredible backyard designed for enjoying the Southern California lifestyle. Enjoy attractive curb appeal, mature landscaping, a front porch, and double entry doors with decorative glass. Inside, you'll find bamboo flooring, crown molding, dual-pane windows throughout, solid-core doors, and natural light. The living room features a brick gas fireplace with a wood mantel and a large window overlooking the front yard. The updated kitchen offers custom wood cabinetry, granite countertops, a travertine stone backsplash, stainless steel appliances, a five-burner gas stove, under-cabinet lighting, recessed lighting, and direct access to the garage. Adjacent to the kitchen, the dining area features French doors that open to the backyard, ideal for indoor-outdoor entertaining. Among the home's unique features are two downstairs bedrooms, privately situated behind a frosted glass hallway door, providing a versatile space for guests, extended family, or everyday living. Both bedrooms feature new carpeting and share an updated three-quarter bathroom complete with granite countertops and a spacious tiled walk-in shower with a frameless glass enclosure. Upstairs, you'll find two generously sized ensuite bedrooms, along with a fifth bedroom that could also serve as a home office. The spacious primary bedroom provides a walk-in closet with lighting. The backyard features a beautifully resurfaced pool (2026), updated concrete decking, a covered patio, and a grassy area for outdoor activities. A newly added stone-paver gathering area provides the perfect setting for outdoor seating and a portable fire pit, whether you're entertaining friends or winding down after a day by the pool. The enclosed side yard has great potential for storage or a dog run. Additional improvements include a dual-thermostat HVAC system with automatic dampers, LED lighting, and a roof installed approximately 15 years ago with a 50-year warranty. The home is ideally located with convenient access to the 210 Freeway and approximately two miles from The Colonies Crossroads, where you'll find shopping, dining, and Club Studio Fitness. This home brings together comfortable living, flexible spaces, and a backyard made for creating lasting memories. Don't miss the opportunity to own this gem!!!

1928 N Belmar Way, Upland

$895,000

3 Beds ⋅ 3 Baths ⋅ IV26217769 MLS ⋅ Active Status

Beautifully updated North Upland home combines a spacious two-story floor plan, modern finishes, and a desirable corner cul-de-sac location. Offering 3 bedrooms, 2.5 bathrooms and approximately 1,972 square feet, the home sits on a generous 7,490-square-foot lot with an attached two-car garage and RV potential. Step through the double-door entry into a bright, inviting interior highlighted by soaring ceilings, abundant natural light, fresh finishes, and an open living and dining area. The separate family room centers around a fireplace and flows directly into the kitchen, creating a comfortable layout for both everyday living and entertaining. The remodeled kitchen is a standout with crisp white cabinetry, stone counters, stainless steel appliances, recessed lighting, and a generous breakfast counter. Updated flooring and a fresh neutral palette carry throughout the home, giving the interior a clean, cohesive feel. Upstairs, you'll find all three bedrooms, including a spacious primary suite with vaulted ceilings, generous closet space, and a beautifully updated primary bath featuring dual sinks and a walk-in shower. The secondary bedrooms share an updated full bathroom, while an indoor laundry room and downstairs powder bath add everyday convenience. Outside, the corner lot provides a spacious backyard with a concrete patio, lawn, and plenty of room to relax, entertain, or personalize the outdoor space. An in-ground spa, attached two-car garage, extended driveway, and RV potential add even more versatility. Located in desirable North Upland with no HOA, 1580 N Lakewood Way delivers the combination buyers are looking for: a freshly renovated interior, nearly 2,000 square feet, high ceilings, multiple living spaces, a large corner lot and a quiet cul-de-sac setting.

1580 Lakewood, Upland

$999,000

4 Beds ⋅ 3 Baths ⋅ CV26202189 MLS ⋅ Active Status

Welcome to 1721 Arthur Loop in West Upland! This beautifully refreshed home features a warm, neutral color palette throughout and thoughtful updates designed for comfortable living. New luxury vinyl plank (LVP) flooring flows through the living room, dining room, and family room, while new carpet throughout the remaining living spaces adds comfort and style. Fresh, neutral interior paint creates a bright and inviting atmosphere. Beautiful architectural arches welcome you into the entryway, complemented by elegant stone flooring that adds character and a touch of sophistication. The neutral finishes throughout provide a versatile backdrop for any décor. With its inviting floor plan, stylish updates, and timeless design, this home is move-in ready and waiting for its new owners. Situated in West Upland, this property places you in a desirable Inland Empire community known for its foothill scenery, established residential neighborhoods, and convenient access to everyday essentials. Enjoy the appeal of Southern California living, with opportunities to explore local shopping, dining, recreation, and the surrounding communities of the San Gabriel Valley and Inland Empire. Upland's blend of suburban comfort and regional accessibility adds even more appeal to this inviting address. Step inside and discover a home designed with room to spread out, relax, and make every square foot count. With four bedrooms and three bathrooms, the thoughtfully sized layout offers exceptional versatility for everyday living, entertaining, working from home, or creating dedicated spaces for hobbies and personal pursuits. Whether hosting a lively dinner party, enjoying a quiet evening, or simply appreciating the luxury of extra breathing room, this home's generous footprint opens the door to countless possibilities.

1721 Arthur Loop West, Upland

$734,900

4 Beds ⋅ 3 Baths ⋅ CV26215991 MLS ⋅ Active Status

Welcome to resort style living in the premier gated community of Harvest @ Upland. This DETACHED two-story home offers style coupled w an open floor plan concept creating a warm contemporary feel throughout. Built in 2019 - it still has that 'new house freshness!' Brand new laminate wood flooring thru the entire home and new interior paint makes it truly turn-key! Gorgeous mountain views make this a fantastic place to call HOME! Down the street from the Claremont Village and Montclair shopping make living here a true exciting lifestyle. A convenient main floor bedroom and bathroom offer comfort for guests for multi-generational living, while the upstairs loft adds extra space for an office or additional relaxation. The primary suite is spacious and includes its own 3/4 bath w double sinks and a walk-in closet. Two additional upstairs bedrooms share an additional full bath. Upstairs laundry room offers convenience and functionality. Back patio and attached two-car garage w direct access offer further convenience. Enjoy the resort-like HOA amenities including a resort style sized pool and spa, a fitness center, recreation room, outdoor kitchen areas, playgrounds, and community gardens. Let's grow some pumpkins for the fall season! Close proximity to both the 210 and 10 freeways, colleges, restaurants, shopping, parks, hiking trails, biking trails - this home has it all! Bring your wining offer the U-Haul - once you see this home, you're not going to want to leave. Save on energy costs w solar!

881 Pear Court, Upland

$3,800,000

NP26216359 MLS ⋅ Active Status

The Upland Terrace Apartments is a desirable investment property in an excellent location near San Antonio Regional Hospital and just one mile from Historic Downtown Upland, featuring boutique dining, cozy cafes, and a vibrant community atmosphere. The city of Upland known as the “City of Gracious Living,” offers a blend of small-town charm with modern conveniences, providing exceptional connectivity to major employment centers throughout San Bernardino, Los Angeles, Riverside, and Orange Counties for tenants. With nearby freeway access and transportation options, commuting and exploring Southern California is effortless. Built on a spacious corner lot, the property features four thoughtfully designed residential buildings surrounded by mature trees and lush landscaping. The community's unique layout creates a peaceful, private living environment rarely found in today's multifamily communities. Residents enjoy a variety of convenient amenities, including assigned garage parking, an on-site laundry facility, wall air-conditioned apartments, and efficient floor plans designed for comfortable everyday living. With its desirable location, tranquil setting, and welcoming neighborhood feel, The Upland Terrace Apartments offers a real estate investor an exceptional long-term investment in one of the Inland Empire's most sought-after communities.

529 E 11th Street, Upland

$395,000

2 Beds ⋅ 1 Baths ⋅ CV26212734 MLS ⋅ Active Status

Welcome To 108 Stillman Way Unit#3! A great opportunity to own in Upland at an approachable price point! This charming 2-bedroom, 1 bath condo is tucked away in a quiet, cul-de-sac. The inviting two-story layout offers an open living and dining area, warm toned flooring, and a functional kitchen with plenty of storage space. Upstairs, you'll find two comfortable bedrooms, including a spacious primary with a walk-in closet and a built-in vanity. Enjoy an enclosed carport, laundry area, low HOA dues, and access to the community pool. Conveniently located near shopping, dining, and freeway access, this cozy Upland condo is ready for its next owner. Come see why this one deserves a spot on your must-see list, Schedule your showing today!

108 Stillman Way Unit 3, Upland

$919,900

3 Beds ⋅ 3 Baths ⋅ CV26216225 MLS ⋅ Active Status

Welcome to 1539 Moonridge Ct located in North Upland! First time on the market in over 30 years! This beautifully maintained and recently remodeled home is situated on an oversized corner lot in a quiet community high above the 210 freeway and just below Mt. Baldy. Thoughtfully designed for comfortable living and entertaining, the property features an open and spacious floor plan with abundant natural light, big beautiful windows, and mountain views. Recent improvements include upgraded windows with enhanced sound-package/heat resistant glass, fresh interior paint, new laminate flooring and luxury carpeting, remodeled kitchen with quartz countertops and Whirlpool stainless steel appliances including oven, microwave, dishwasher and refrigerator, upgraded bathrooms, and a security camera doorbell. The spacious primary suite offers a walk-in closet along with additional walk-in attic storage that provides flexible space with potential for a home office or additional storage. The outdoor spaces are equally impressive, featuring custom drought-tolerant and pollinator-friendly landscaping throughout the front and rear yards, an Alumawood Weatherwood patio cover, custom raised garden beds, mature fruit trees including lemon, orange, pink grapefruit, and tangelo, and a private basketball sports court. The oversized corner lot provides ample outdoor space and a three-car garage adds convenience and storage. Residents enjoy access to community pools and sports court amenities with a low monthly HOA fee. Conveniently located near major transportation, shopping, dining, and everyday amenities, this property offers a combination of thoughtful updates, functional living space, outdoor amenities, and a desirable location. A rare opportunity to purchase a home that has been lovingly cared for by the same owners for more than three decades.

1539 Moonridge Court, Upland

$1,268,888

5 Beds ⋅ 3 Baths ⋅ CV26215902 MLS ⋅ Active Status

Beautiful spacious 5 bedroom, 3 bath North Upland home. Thoughtfully upgraded with friends and family in mind. Enjoy the incredible backyard with pool and spa, huge covered patio with full outdoor kitchen featuring commercial wood fired pizza oven, Chefs BBQ island with ice maker and beverage fridge. Remodeled kitchen and primary bath, 2 bedrooms on main floor with 3/4 bath. 2 car detached garage is insulated and air conditioned (possible ADU) + a 2 car covered carport. Additional features include new panel doors throughout, whole house fan, updated plumbing, barn workshop, 30 AMP for RV, long gated driveway, and so much more. This is a must see!

1710 Coolcrest Avenue, Upland

$1,495,000

4 Beds ⋅ 3 Baths ⋅ CV26215493 MLS ⋅ Active Status

Where luxury living meets the warmth and comfort of home, 2429 Cliff Road truly stands apart. Nestled in the highly sought-after San Antonio Heights community of North Upland. This beautifully maintained, turnkey residence offers exceptional style, functionality, privacy, and timeless charm. Set on an expansive corner lot, the property features a grand circular driveway, separate extended RV driveway, RV parking, beautifully landscaped grounds, and a home gracefully positioned back from the street for privacy and an impressive sense of arrival. Inside, soaring ceilings, rich engineered wood-plank flooring, abundant natural light, and an open, thoughtfully designed floor plan create an inviting atmosphere. Oversized sliding glass doors showcase the spectacular backyard and seamlessly connect indoor and outdoor living. The backyard is a private resort designed for entertaining and unforgettable gatherings. Enjoy a sparkling pool and spa with Baja shelf, built-in table seating, dramatic rock waterfall and water slide with grotto, plus a spectacular custom Tiki hut Palapa with a wonderfully equipped outdoor BBQ kitchen. This exceptional outdoor oasis is perfect for entertaining or relaxing in the ultimate Southern California lifestyle. The multi-level floor plan provides both spaciousness and privacy. The generously sized primary suite occupies its own private wing, while three additional oversized bedrooms and a beautifully appointed full bath are located upstairs, offering exceptional space for family, guests, or a home office. At the heart of the home, the chef-inspired kitchen is ideally positioned between the dining and family rooms and features high-end appliances, extensive custom cabinetry, generous workspace, and an ideal entertaining layout. The oversized garage offers impressive ceiling height and abundant space for vehicles, hobbies, toys or workshop. The long, separate RV driveway extends toward the rear of the property, offering potential for an ADU, RV garage, workshop, or additional recreational space—buyer to verify feasibility and requirements with the appropriate agencies. Highlights include PAID-OFF SOLAR, ¼ WATER SHARES, RV PARKING, circular driveway, expansive lot. Ideally located minutes from The Colonies Crossroads, premier shopping, dining, entertainment, parks, hiking trails, highly regarded schools, and convenient freeway access, 2429 Cliff Road offers the space, privacy, amenities, and lifestyle that define North Upland living.

2429 Cliff Road, Upland

$829,800

4 Beds ⋅ 3 Baths ⋅ CV26215391 MLS ⋅ Active Status

Mature trees, manicured landscaping, and a gated front courtyard welcome you to this rare four bedroom residence in the Upland Hills Estates with fairway views. A walkway leads to the front door, opening to a living room with double-height ceilings, upper windows, and an open catwalk above. LVP flooring extends through the main living spaces, complemented by the warmth of a wood-railed staircase. The adjacent dining room shares the impressive ceiling height, with a chandelier and a window defining a space currently arranged for cocktails and conversation. The family room features a fireplace, windows overlooking the backyard, and a glass door opening to the patio. The adjoining kitchen pairs warm wood cabinetry with quartz countertops and stainless steel appliances, centered around an island with counter seating, built-in wine cubbies, and additional storage. Glass-front upper cabinets, recessed lighting, and a window above the sink complete the kitchen. A main-floor bedroom sits near a bathroom with a glass-enclosed shower. Upstairs, the catwalk overlooks the living and dining rooms and leads to the primary suite, where a wide bank of windows frames the fairway and mature trees. The adjoining bath offers a dual-sink vanity, a soaking tub beneath a picture window, and a separate tiled shower with glass-block detailing. A walk-in closet completes the suite. Additional upstairs bedrooms are served by a dual-sink jack and jill bathroom with a separate tub and shower area. Built-in linen cabinetry provides storage along the landing, while the upstairs laundry room includes overhead cabinets and a utility sink. An attached garage adds convenience, and the HVAC system was replaced in 2022. Outside, an expansive patio provides distinct areas for dining and lounging, with an under roof patio offering partial shade along the rear of the home. Lawn, planted borders, established trees including three loquat trees and two young avocado trees soften the setting, while open rear fencing preserves views across the golf course. Residents of gated Upland Hills Estates also enjoy a community pool, tennis courts, and pickleball courts.

1476 Augusta Drive, Upland

$1,650,000

7 Beds ⋅ 5 Baths ⋅ PW26211131 MLS ⋅ Active Status

Located at the end of a quiet cul de sac in The Colonies neighborhood of Upland, this beautifully renovated luxury home offers 7 bedrooms and 5 bathrooms, including an attached ADU with its own private entrance. High ceilings, abundant natural light, and recessed lighting create an open feel throughout the main living areas. The kitchen and family room flow naturally together, with a real flame electric fireplace adding warmth to the space. At the heart of the kitchen is an oversized custom marble island, complemented by generous cabinetry, a dedicated coffee area, and a walk-in pantry that provides additional storage. One of the home's standout features is the attached ADU, offering a versatile option for multigenerational living, extended family, guests, or potential rental income. With its own private entrance, the ADU includes a bedroom, two bathrooms with standing showers, a kitchenette, and a spacious living area that can also function as a second bedroom. The kitchenette includes a refrigerator, electric cooktop, and farmhouse sink, while a private laundry area and additional storage add convenience. Upstairs, the spacious primary suite offers plenty of room and includes a balcony overlooking the landscaped backyard. The primary bathroom features dual sinks, a soaking tub, separate shower, water closet, and two walk-in closets. The additional bedrooms are generously sized and provide flexibility for family, guests, or other uses. The upstairs laundry room offers added convenience with a sink and counter space. Outside, the fully landscaped backyard is designed for entertaining and enjoying Southern California living. A built-in firepit creates a natural gathering space, while the covered patio with two ceiling fans provides a comfortable setting for outdoor dining, relaxing, and entertaining. Extensively renovated and thoughtfully customized, this Colonies home combines the scale and finish of a luxury property with the versatility of an attached private living space. **Seller is requesting buyers to provide pre-approval or proof of funds prior to confirming a showing appointment**Broker and agents do not represent or guarantee the accuracy of the square footage, income, expenses, condition, development potential, bedroom/ bathroom count, lot size or lot lines, dimensions, permitted or non-permitted spaces, or school eligibility. Buyer to independently verify the accuracy of all information with appropriate professionals. No warranties or guarantees

1530 Crestar Court, Upland

$1,950,000

4 Beds ⋅ 5 Baths ⋅ IV26210827 MLS ⋅ Active Under Contract 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

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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.