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 views of the San Gabriel Mountains and a vibrant community spirit, Upland offers a delightful blend of suburban tranquility and urban convenience. With its rich history, diverse cultural scene, and a plethora of outdoor activities, this city is a hidden gem just waiting to be discovered.

Upland boasts a variety of residential options, but if you're in the market for a home that exudes both style and functionality, consider the allure of two-story homes. These multi-level residences not only provide ample living space but also create a sense of elegance and sophistication. Imagine stepping into a beautifully designed two-story home, where the open floor plan seamlessly connects living areas, and large windows fill the space with natural light.

The second level often features private retreats, perfect for family members or guests, while the main floor is ideal for entertaining friends and loved ones. With the added benefit of a backyard or patio, these homes allow for a harmonious indoor-outdoor lifestyle, perfect for enjoying Upland's delightful climate.

Living in Upland means you’re just a stone’s throw away from top-rated schools, charming parks, and a variety of shopping and dining options. Whether you’re hiking the nearby trails, exploring the local farmers’ market, or enjoying community events, Upland offers a quality of life that’s hard to beat. Discover your dream two-story home in this enchanting city and embrace all that Upland has to offer!

Newest Upland (690) Homes with Two Levels Stories

$825,000
3 Beds ⋅ 3 Baths ⋅ CV26209760 MLS ⋅ Active Status
Nestled within the gated community of Upland Hills Country Club, this beautifully remodeled home offers a serene setting, sweeping golf course views, and a thoughtfully designed floor plan. Positioned to capture mountain views to the north and peaceful golf course views to the south, the home enjoys a rare combination of natural beauty, privacy, and convenience. The backyard is a private garden-like retreat, featuring covered patio area, manicured lawn, and mature maple trees that create a tranquil outdoor setting overlooking the golf course. Inside, the functional floor plan offers comfortable living spaces with soaring ceilings and an abundance of natural light. The remodeled kitchen and adjacent den are perfectly positioned to take in the golf course views, while the formal living areas provide an inviting space for entertaining and everyday living. Upstairs, a versatile loft provides additional living or workspace, while the spacious primary suite offers a peaceful retreat overlooking the golf course. The primary bathroom has been remodeled and features generous proportions and a large walk-in closet. Additional improvements include remodeled bathrooms, attractive flooring throughout, and a newer HVAC system. The attached two-car garage provides exceptional storage, along with a convenient utility sink. The only shared wall with the neighboring residence is at the garage, while the remainder of the home is surrounded by its own side and rear yards, allowing you to walk completely around the residence. Upland Hills Country Club offers an exceptional collection of amenities, including three sparkling pools, tennis courts, pickleball courts, and beautifully maintained community grounds. The HOA also covers a wide range of maintenance, amenities, and utilities, providing a convenient, low-maintenance lifestyle. Ideally located in the Upland area with easy access to shopping, dining, recreation, and major transportation routes, this is a wonderful opportunity to enjoy comfortable living in a peaceful golf course community. Information deemed reliable, buyer to verify.

1464 Augusta, 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
$1,399,000
5 Beds ⋅ 5 Baths ⋅ 26990659 MLS ⋅ Active Status
Welcome to 426 Citrus Union Street, a two-story home of about 3,925 square feet in Upland's Montrose neighborhood. The residence offers five bedrooms, four full bathrooms, a powder room, and an upstairs loft. Ceilings are high throughout, the plan is square and practical, and natural light reaches the main living areas. The property sits south of the 210 Freeway in the Upland Unified School District. Daily errands are close along Foothill Boulevard and at nearby parks. Colonies Crossroads, Victoria Gardens, and Ontario Mills cover larger shopping and dining, with Ontario International Airport a straightforward drive. Features include central air, plantation shutters, recessed lighting, extra linen storage, arched openings, upgraded laminate flooring, and an attached three-car garage. A water softener is in place. On the first floor, a bright living room opens toward the kitchen and dining room. The kitchen has maple cabinets, granite counters, stainless-steel appliances, an oversized island, and a large walk-in pantry. The family room has multiple windows. A bedroom suite and powder room on this level can serve as a guest room or office. The second floor holds four bedrooms and a laundry room with cabinets and a utility sink. The primary suite has a sitting area and a large walk-in closet. The primary bath includes two separate vanities, a partitioned toilet with storage, a shower, and a soaking tub. Two secondary bedrooms share a dual-access (Jack and Jill) bathroom. The loft works as an office or media space. The backyard and patio look toward the mountains, with a shaded seating area and fruit trees including mulberry, peach, and sweet pomelo. A community park nearby has seating and a pet waste station.

426 Citrus Union Street, Upland
$715,000
4 Beds ⋅ 3 Baths ⋅ PW26204368 MLS ⋅ Active Status
Welcome to this stunning, turn-key residence located in the highly desirable, gated Heartland community of Upland! Boasting 1,972 square feet of beautifully designed living space, this home blends the spacious feel of a single-family property with the low-maintenance lifestyle of a premier condominium. Steeped in natural light, the main front entryway opens into a bright, open-concept floor plan that seamlessly connects the main living room and dining area perfect for both daily living and effortless entertaining. The heart of the home is the chef-ready kitchen, which features a direct service entrance from the attached 2-car garage, making grocery trips a breeze. With 4 generously sized bedrooms and 2.5 bathrooms, this split-level layout offers maximum privacy and versatility for families, guests, or a dedicated home office. Enjoy the peace of mind that comes with living in a secure, well-maintained gated community with a low monthly HOA fee. Conveniently situated near top-rated schools, local parks, shopping, and dining, this Upland gem is ready for its next chapter.

349 Settlers Rd, Upland
$1,375,000
4 Beds ⋅ 3 Baths ⋅ CV26205010 MLS ⋅ Active Status
BEAUTIFULLY PRESERVED HISTORICAL ENGLISH REVIVAL Built in 1929 is on the MILLS ACT which affords it SUBSTANIAL TAX ADVANTAGES The Property showcases Timeless Old-World Charm, with unmistakable French Architectural Influences. From its Steeply Pitched Gable Roof and Storybook Silhouette to the Elegant Arched Doorways and Original Detailing. This Enchanting Home evokes the Romantic Ambiance of a European countryside Manor. Whether viewed as a classic example of Tudor/English Revival or through its Refined French Styling, this two-story residence offers a rare blend of Architectural Heritage and Artistic Craftsmanship. Circular Motor Court and Fountain greet you and your guests. Entry with Grand Staircase. Large rooms. Living Room with Fireplace and French Door to Sun room, Formal Dining Room. Remodeled Gourmet Kitchen with Butler's Pantry. Rotunda Breakfast Room with Windows to the Wonderful, Landscaped Backyard. Downstairs Library Existing Two Room Recording Studio/Office or possible ADU attached to a Two Car Garage gives it endless possibilities. Please call for more details. Truly a Country Estate that sits on a large 11,250 approx.sq.ft.lot.

1447 N Euclid, Upland
$889,000
3 Beds ⋅ 3 Baths ⋅ CV26205903 MLS ⋅ Coming Soon Status
Beautifully remodeled home in desirable North Upland with mountain views, offering 3 bedrooms, 2.5 bathrooms, indoor laundry room, 1,559 square feet of living space on 5,356-square-foot lot. Large private backyard featuring a covered patio—perfect for entertaining, relaxing, or gardening. Upland Unified School District. Located right across a neighborhood park. Near shopping, dining, and recreation. Move-in-ready home with quality upgrades and an exceptional location.

2280 Ash, Upland
$949,990
4 Beds ⋅ 3 Baths ⋅ IG26202600 MLS ⋅ Active Status
Welcome to this beautifully remodeled 4-bedroom, 2.5-bathroom home situated on a desirable corner lot in one of Upland’s most sought-after neighborhoods! Offering approximately 2,194 square feet of living space, this move-in-ready home has been thoughtfully updated with brand-new flooring throughout, fresh interior and exterior paint, updated kitchen cabinets, new kitchen and bathroom countertops, brand-new stainless steel appliances, and energy-efficient dual-pane windows. Inside, you’ll find a bright and functional floor plan with multiple living areas ideal for everyday living and entertaining. The updated kitchen flows seamlessly into the main living spaces, creating the perfect setting for family gatherings or hosting guests. Upstairs, the generously sized bedrooms include a large primary suite with its own private balcony—the perfect place to enjoy your morning coffee or unwind at the end of the day. Situated on a generous corner lot, the backyard offers plenty of room for entertaining, weekend BBQs, gardening, or simply relaxing. The property also features fresh sod, adding to the home’s clean curb appeal and refreshed exterior. Located in a quiet, well-established neighborhood with tree-lined streets and pride of ownership throughout, the home is just minutes from parks, schools, shopping, dining, and convenient access to the 10 and 210 freeways. With no HOA, a low tax rate, tasteful updates throughout, and a great Upland location, this home checks all the boxes. Don’t miss your opportunity to make it yours!

1432 Purdue Street, Upland
$648,000
3 Beds ⋅ 3 Baths ⋅ IG26202651 MLS ⋅ Active Status
WOW!!! DETACHED HOME IN GATED COMMUNITY!! Welcome to Harvest at Upland, a beautifully maintained gated community in North Upland where thoughtful home design meets resort-style living. Tucked away from the street within the community, this 3-bedroom, 2.5-bathroom DETACHED home offers a more peaceful setting along with an open-concept layout that connects the kitchen, dining, and living spaces for easy everyday living and entertaining. The kitchen features stainless steel appliances and an island with seating, opening directly to the dining and living areas. The kitchen also provides access to a private enclosed patio, creating a convenient spot to enjoy your morning coffee or some fresh air. Upstairs, all three bedrooms are situated alongside a versatile loft that can be used as a home office, play space, or additional hangout spot. The primary suite includes dual sinks and a walk-in shower. A stackable washer and dryer are tucked away in an upstairs closet, for added convenience. Additional features include solar, to be assumed by the buyer, a tankless water heater, ceiling fans, recessed lighting throughout, and upgraded roller shades on the upstairs windows. The attached two-car garage provides direct access to the home. One of the standout features of living at Harvest is the collection of amenities available just outside your front door. Residents enjoy a large pool and spa, fitness center, clubhouse, dog park, playground, two neighborhood gardens, ping-pong and recreation room, outdoor fireplace and conservation areas, and BBQ and entertaining spaces. The beautifully landscaped community creates plenty of opportunities to get outside, gather with neighbors, or simply enjoy the surroundings. Located in North Upland with convenient access to shopping, dining, entertainment, parks and recreation, including Colonies Crossroads, Montclair Place, Ontario Mills and Claremont Village. The Metrolink station and 210 and 10 freeways are also nearby, making it easy to connect throughout the Inland Empire and surrounding areas. Nearby higher-education destinations include the Claremont Colleges and University of La Verne. The home is served by Upland Unified School District. The community setting offers plenty to look at, from the surrounding hills and mountains to airplanes overhead and even 4th of July fireworks.

817 Cranberry Way, Upland
$1,189,000
5 Beds ⋅ 3 Baths ⋅ PW26203965 MLS ⋅ Active Status
Updated, turnkey home with an attached ADU. Welcome to a beautifully updated home offering exceptional versatility and endless potential for multi-generational living or rental income. The main home features 3 bedrooms and 2 bathrooms, highlighted by an updated kitchen with real wood cabinetry, a newly remodeled hallway bathroom, new cordless blinds, upgraded lighting, upgraded 200 amp electrical panel, upgraded plumbing, laundry room and lots more. The home layout offers unique flexibility that's hard to find. You can open the shared wall and close the stairway access from the ADU to make a 5 bedroom main home. That still leaves you a studio with a kitchen and bathroom perfect for aging parents, guests, or rental income! The almost 10,000 sqft lot can still accommodate a full, separate ADU (Buyer to verify). Outside, you'll find a large driveway and a spacious backyard, providing plenty of space for entertaining, relaxing, family gatherings, or enjoying the outdoors. With its thoughtful updates, functional layout, attached ADU, generous parking, and spacious yard, this property offers a unique opportunity you won't want to miss. Built-in peace of mind with regular preventative maintenance, including annual water heater flushes, routine HVAC servicing, and ongoing quarterly pest control

236 W Dayton, Upland
$650,000
3 Beds ⋅ 3 Baths ⋅ P1-28867 MLS ⋅ Active Status
Welcome to 1773 Tulip Tree Place, a modern condominium residence built in 2021 and located in the Sycamore Hills community of Upland. Featuring three bedrooms and two and a half bathrooms, this home offers a balanced design and an efficient layout tailored for comfortable daily living. The ground floor opens to a cohesive main living area and kitchen, ideal for relaxed hosting, along with a convenient powder room and direct access to the attached two-car garage.All three bedrooms are situated on the second level, keeping private quarters distinct from the primary entertaining spaces. The primary suite serves as a quiet retreat, complete with generous closet space and a full private bath. A dedicated upstairs laundry room adds practical functionality to the upper level.Beyond the home, Sycamore Hills offers exceptional neighborhood amenities, including a resort-style pool, a children's playground, and a community dog run. The property is ideally positioned just moments from Sycamore Hills Plaza, providing immediate access to Whole Foods, Starbucks, and CVS, alongside local dining favorites like Corky's Kitchen & Bakery and Dog Haus Biergarten.

1773 Tulip Tree Place, Upland
$980,000
5 Beds ⋅ 3 Baths ⋅ CV26188308 MLS ⋅ Active Status
Welcome to this beautiful North Upland home, tucked into a quiet foothill neighborhood with mountain views and city lights in the distance. Step inside to warm hardwood floors that flow through the formal living room, where a gas fireplace creates a comfortable place to gather. The adjoining formal dining room features elegant columns and crown molding, adding character to the space. The kitchen opens directly to the family room and features granite countertops, rich wood cabinetry, and plenty of space for everyday living and entertaining. With five bedrooms and three bathrooms, the layout offers plenty of flexibility, including a bedroom and full bathroom downstairs. Upstairs, the spacious primary suite feels like its own private retreat, complete with a gas fireplace, large walk-in closet, and spa-inspired bathroom with a soaking tub and separate shower. The backyard is where this home really stands out. Enjoy your own private pool and spa with a rock waterfall, a stacked-stone outdoor bar with built-in barbecue, and a covered patio made for relaxing and entertaining throughout the year. A built-in gas fire pit adds another inviting place to gather, while an outdoor shower offers added convenience after a day by the pool. A storage shed along the side of the home provides additional space for tools, equipment, and outdoor essentials. Additional features include dual-pane windows, dual-zone central air conditioning, RV parking, and no HOA. The original third garage bay has been permitted and converted into the downstairs bedroom. Located near the foothills, hiking trails, and Upland schools, this home offers space, comfort, and an outdoor setting designed to be enjoyed.

1150 W Aster Street, Upland
$950,000
4 Beds ⋅ 3 Baths ⋅ OC26201132 MLS ⋅ Active Status
Space, location, and possibility come together at 1718 Redwood Way, a four-bedroom, three-bath North Upland pool home set on an impressive 12,600-square-foot lot. A double-door entry opens to a dramatic two-story foyer with a sweeping staircase and vaulted ceilings. The generous floor plan includes separate formal living and dining areas, a spacious family room with a striking stone fireplace and wet bar, and a kitchen overlooking the backyard. A downstairs bedroom and full bathroom provide a flexible space for guests, a home office, or other needs. Upstairs, the spacious primary suite features vaulted, beamed ceilings, abundant natural light, and a large private bathroom. Two additional bedrooms and another full bathroom complete the second level. The expansive backyard is one of the property’s defining features, offering a swimming pool, broad lawn, mature landscaping, and ample space for outdoor living and entertaining. A three-car garage and wide driveway provide generous parking and storage. The home retains many of its original finishes and presents an opportunity to renovate and personalize a well-proportioned residence with distinctive architectural character. With its versatile floor plan, large lot, swimming pool, downstairs bedroom, and three-car garage, the property offers many of the features buyers seek in a North Upland home. Conveniently located near Colonies Crossroads shopping, Claremont Village shopping and dining, neighborhood parks, Mount Baldy hiking and outdoor recreation, and access to the 210 Freeway, 1718 Redwood Way offers substantial space and outstanding potential in an established North Upland neighborhood.

1718 Redwood Way, 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.