Upland Homes with Oversized Parking features

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

$850,000

3 Beds ⋅ 2 Baths ⋅ CV26135979 MLS

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

$1,975,000

4 Beds ⋅ 4 Baths ⋅ CV26113180 MLS

First time on the market in 29 years, this exceptional North Upland home reflects three decades of pride of ownership, thoughtful upgrades, and meticulous care, ready for the next family to enjoy for years to come. Offering 4 spacious bedrooms, 3.5 total bathrooms, and an unmatched combination of customization, functionality, and entertainment. Inside, you’ll find custom cabinetry throughout the home, including the kitchen, laundry room with a finished attic/storage room, and an incredible primary suite walk-in closet complete with a center island. With genuine hardwood floors throughout the home, copper plumbing, dual-pane Milgard windows with shutters and automatic blinds, and a whole house fan, comfort is enhanced for your family year-round. The custom indoor bar and billiards room boasts American-made furniture and a pool table, making it the go-to gathering space for family and friends. Designed for entertaining, the backyard is a private resort featuring a sparkling Pebble Tec pool and spa, a lush green lawn, a built-in BBQ area, 2 patio sitting areas, side yard perfect for a dog run, and mature privacy hedges creating your own secluded oasis. With all watering systems on an automatic timer, keeping your lawn maintained is a breeze. Car enthusiasts, RV owners, and hobbyists will appreciate the attached 3-car garage with epoxy flooring and custom cabinetry, along with the oversized detached 3-car garage. Estimated at over 1,000 square feet, this incredible detached structure includes full epoxy flooring, custom cabinetry, a full bathroom, an attic, and an upstairs heated and air-conditioned playroom, primed and ready for a future ADU conversion. Additional features include insulated garage doors, upgraded electrical panels with generator hook ups, automatic gated RV parking, and an estimated 40-foot RV/boat parking slab with a dedicated water spigot, all protected by a fully wired security system with cameras and alarms. This is the opportunity to own a lovingly maintained North Upland home where every detail has been carefully curated over the past 29 years for the next family to enjoy.

2304 N San Antonio Avenue, Upland

Upland Homes with Oversized Parking features

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