Upland (690) Homes with Duplex Subtype

Welcome to Upland, California—a charming city nestled in the heart of San Bernardino County, where the scenic San Gabriel Mountains provide a stunning backdrop to everyday life. Known for its rich history and vibrant community, Upland offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, friendly neighborhoods, and a variety of local shops and restaurants, Upland is a place where you can truly feel at home.

For those looking to invest in real estate, Upland presents an exciting opportunity with its diverse housing market, particularly in the realm of duplex homes. Duplex properties are an excellent choice for both first-time buyers and seasoned investors. These homes not only provide the unique benefit of dual living spaces, perfect for extended families or rental income, but they also allow for a more affordable entry into the housing market.

In Upland, you’ll find a range of duplex options, from charming vintage styles to modern builds, all designed to meet various lifestyle needs. The city’s strong sense of community and commitment to maintaining a high quality of life make it an ideal location for duplex living. Residents can enjoy easy access to top-rated schools, parks, and recreational facilities, ensuring that there’s always something to do.

Whether you’re looking to settle down or make a smart investment, Upland’s duplex homes offer the perfect blend of comfort, convenience, and community spirit. Come explore the possibilities in this delightful city and discover your next home sweet home!

Newest Upland (690) Homes with Duplex Subtype

$845,000

4 Beds ⋅ 2 Baths ⋅ P1-27970 MLS ⋅ Active Under Contract Status

Built in 1901, this historic home known as the Rabe House offers an abundance of space, character and a charming guest house. Centrally located only minutes from Downtown Upland, the front home with its wraparound porch invites you in as the perfect space to relax in a rocking chair, overlooking the quiet street. Inside, you will find 3 bedrooms and 1 bathroom with high ceilings and an abundance of light. Updates include newer luxury vinyl flooring and a roomy kitchen with quartz counters and stainless-steel appliances, with plenty of space in the open dining and living rooms to entertain. The backyard is a clean slate ready for someone with a green thumb with driveway access or RV parking on both sides of the house, plus a bonus finished garage space which would make for a fantastic gym or game room. The entirely separate guest house features 1 bed, 1 bath, an airy living room, bonus room and its own patio space as well. A storage room, 2 car garage and laundry room complete this beautiful home. All that is missing is new owners to make her their own!

580 N 1st Avenue, Upland

$850,000

CV26136118 MLS ⋅ Active Under Contract Status

Welcome to 560 N. 2nd Avenue—a truly special home with an attached ADU in the heart of Historic Downtown Upland. Rich in character and thoughtfully updated, this beautifully maintained Craftsman offers the rare combination of timeless charm, flexible living space, and investment potential—all just moments from restaurants, coffee shops, breweries, boutique shopping, the weekly farmers market, and Upland’s beloved annual Holiday Parade and year-round downtown festivities. Situated on an approximately 7,500-square-foot lot, the property features a spacious front residence plus an attached ADU with its own private entrance, making it ideal for multi-generational living, rental income, a private guest suite, or a dedicated home office. The front main house offers two spacious bedrooms, one beautifully updated bathroom, an open-concept living and dining area, and a huge upstairs loft that is set up to add an additional bathroom. This versatile space could easily serve as a third bedroom, game room, office, or creative studio. Hardwood flooring, granite countertops, stainless steel appliances, updated cabinetry, recessed lighting, a large laundry room, and central heating and air conditioning blend historic character with modern comfort. The attached ADU features one bedroom, one bathroom, its own kitchen, living area, private entrance, and separate gas and electric meters, creating an exceptional opportunity for extended family, guests, or supplemental rental income. Car enthusiasts will appreciate the impressive detached oversized four-car tandem garage and expansive alley-access driveway, providing abundant off-street parking with room for multiple vehicles, boats, RVs, recreational toys, or future workshop possibilities. An additional front driveway provides even more parking and convenience. The spacious backyard is perfect for entertaining, offering plenty of room for BBQs and gatherings. Whether you’re relaxing around the fire pit, lounging beneath the pergola, or taking advantage of the expansive lawn, the outdoor space offers the perfect balance of hardscape and green space for year-round enjoyment. Whether you’re searching for your forever home, an income-producing property, or the perfect setup for extended family, this one-of-a-kind property truly checks nearly every box.

560 N 2nd Avenue, Upland

$699,000

TR26141008 MLS ⋅ Active Under Contract Status

GREAT OPPORTUNITY FOR OWNER-USERS OR INVESTORS! Rare duplex featuring two separate detached homes on one lot. Live in one and rent the other, or add a strong income-producing property to your investment portfolio. Excellent value-add potential with the opportunity to convert the existing detached garage into an ADU (buyer to verify all possibilities with the City of Upland). The front house (234 N. Laurel Ave., 624± SF) has been extensively remodeled with new interior paint, flooring, kitchen, bathroom, dual-pane windows, and an energy-efficient mini-split heating and air conditioning system. The rear house (234½ N. Laurel Ave., 560± SF) is tenant occupied, providing immediate rental income. Outstanding parking accommodations include a long driveway for the front house that can accommodate 2 vehicles plus the garage. The rear unit, accessed from the alley, offers a 2-car carport plus 2 additional open parking spaces directly in front of the unit, with additional street parking also available. Property features include 2 electric meters, 2 gas meters, 1 shared water meter, an extended one-car garage between the two units, rear alley access, and ample parking for residents and guests. Conveniently located near shopping, restaurants, schools, parks, and major freeways. A rare opportunity offering owner-user flexibility, immediate rental income, abundant parking, and future upside.

234 N Laurel Avenue, Upland

$1,369,000

WS26112226 MLS ⋅ Active Under Contract Status

Welcome to this beautifully updated property in the highly desirable city of Upland, offering exceptional versatility and modern living with a newly built ADU. The front residence features 4 bedrooms and 2 bathrooms across approximately 1,754 sq ft, thoughtfully designed with comfort and style in mind. Enjoy an abundance of natural light and a functional open floor plan, complemented by water-resistant wood and tile flooring throughout. The spacious living room flows seamlessly into the dining area and gourmet kitchen, which showcases custom cabinetry, quartz countertops, a designer backsplash, and brand-new stainless steel appliances. The primary suite offers dual closets and a beautifully upgraded bathroom with a custom-tiled shower and glass enclosure. Additional upgrades include energy-efficient LED lighting, new windows, central HVAC, and a 3-car garage. The detached ADU, built in 2024, offers 1,000 sq ft of living space with 2 bedrooms and 2 full bathrooms. (Unit shows 3 bedrooms) This well-appointed unit mirrors the main home’s quality finishes, featuring an open-concept layout, abundant natural light, water-resistant flooring, a modern kitchen with quartz countertops and stainless steel appliances, and a spacious primary suite with a custom shower and glass enclosure. Solar Panel paid in full. Each unit has its own gas meter, electric meter, and separate address, providing excellent flexibility for multi-generational living or rental income potential. Situated on a generous 11,645 sq ft lot with plenty of parking space, this property offers privacy and endless possibilities. Each unit has it's own address number. Move-in ready and designed for today’s lifestyle—don’t miss this incredible opportunity!

959 -959B Kenwood Street, Upland

$1,369,000

7 Beds ⋅ 4 Baths ⋅ WS26112201 MLS ⋅ Active Under Contract Status

Welcome to this beautifully updated property in the highly desirable city of Upland, offering exceptional versatility and modern living with a newly built ADU. The front residence features 4 bedrooms and 2 bathrooms across approximately 1,754 sq ft, thoughtfully designed with comfort and style in mind. Enjoy an abundance of natural light and a functional open floor plan, complemented by water-resistant wood and tile flooring throughout. The spacious living room flows seamlessly into the dining area and gourmet kitchen, which showcases custom cabinetry, quartz countertops, a designer backsplash, and brand-new stainless steel appliances. The primary suite offers dual closets and a beautifully upgraded bathroom with a custom-tiled shower and glass enclosure. Additional upgrades include energy-efficient LED lighting, new windows, central HVAC, and a 3-car garage. The detached ADU, built in 2024, offers 1,000 sq ft of living space with 3 bedrooms and 2 full bathrooms. This well-appointed unit mirrors the main home’s quality finishes, featuring an open-concept layout, abundant natural light, water-resistant flooring, a modern kitchen with quartz countertops and stainless steel appliances, and a spacious primary suite with a custom shower and glass enclosure. Solar panel for the ADU has been paid in full. EV Charger ready. Each unit has its own gas meter, electric meter, and separate address, providing excellent flexibility for multi-generational living or rental income potential. Situated on a generous 11,645 sq ft lot with plenty of parking space, this property offers privacy and endless possibilities. Move-in ready and designed for today’s lifestyle—don’t miss this incredible opportunity!

959 Kenwood Street, 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.