Redlands (268) Homes with Two Levels Stories

Welcome to Redlands, California, a charming city nestled in the heart of San Bernardino County. Known for its picturesque landscapes and rich history, Redlands offers a unique blend of small-town charm and modern convenience. With its vibrant downtown area, lush parks, and a strong sense of community, this city is an ideal place for families, young professionals, and retirees alike. The warm Southern California climate allows residents to enjoy outdoor activities year-round, from hiking in the nearby San Bernardino Mountains to strolling through the scenic streets lined with historic architecture.

One of the standout features of Redlands is its diverse real estate market, particularly the availability of stunning two-story homes. These residences provide ample space and versatility, perfect for families seeking room to grow. With spacious living areas, well-appointed kitchens, and inviting outdoor spaces, two-story homes in Redlands cater to a variety of lifestyles. Whether you’re looking for a cozy retreat or a bustling family hub, these properties often come equipped with modern amenities and beautiful designs that enhance everyday living.

Living in a two-story home not only offers the opportunity for distinct living and entertaining spaces but also provides breathtaking views of the surrounding mountains and cityscape. Imagine sipping your morning coffee on a balcony or hosting gatherings in your expansive backyard. In Redlands, your dream home awaits, combining comfort, style, and the beauty of California living. Explore the possibilities in this enchanting city and discover the perfect two-story home to call your own!

Newest Redlands (268) Homes with Two Levels Stories

$1,800,000

4 Beds ⋅ 6 Baths ⋅ IG26201604 MLS ⋅ Active Status

RURAL SERENITY. REFINED LUXURY. COUNTRY LIVING JUST 6 MILES FROM DOWNTOWN REDLANDS! Discover an extraordinary custom-built estate on approximately 7.51 acres in peaceful San Timoteo Canyon. A quiet country road leads to nearly 5,000 SF of living space, a 4-car garage offering privacy, space and an exceptional lifestyle rarely found this close to town. The beautifully appointed interior features formal living and dining rooms, den/study, downstairs ensuite guest suite, six refreshed bathrooms and a luxurious primary retreat. The completely renovated primary bath offers a jetted tub, dual vanities, designer tile, high-end fixtures and walk-in closet. The remodeled kitchen showcases Miele, Sub-Zero and Wolf appliances, new countertops and backsplash, walk-in pantry, updated cabinetry hardware, desk area and a stunning limestone fireplace. Slate flooring, designer lighting and fresh paint add to the home's refined character. Each bedroom has it's own bathroom and 2 guest powder rooms downstairs, Multiple fireplaces in the living room, family room, kitchen and primary suite. Detached casita-style guest retreat with its own split-system HVAC, offering flexible space for an office, studio, gym, or private guest area (no bathroom) Designed for modern, energy-conscious living, the property features two paid-off solar systems, multiple electrical vehicle (EV) chargers, private well with two pumps, whole-home water filtration and two electric vehicle chargers in the garage. Additional improvements include new fencing and gates, pest proofing, security and sprinkler systems, updated pool equipment, solar and electric pool heating, extensive exterior lighting and LED lighting throughout much of the home. The private backyard is designed for year-round enjoyment with a swimming pool and spa, covered patios, retractable sun shades, outdoor TV, patio fans and a whole-home sound system. The acreage offers a remarkable garden and orchard lifestyle with 10 apple trees, three organic gardens, additional apple, orange, avocado, lemon, lime and peach trees, plus blueberries and raspberries. A comprehensive Seller Improvements & Upgrades List, detailing the extensive work completed on the property over the past six years, is available to prospective buyers. Rarely does a property offer this combination of acreage, privacy, luxury, energy independence, private water and proximity to Downtown Redlands.

26983 Pilgrim Road, Redlands

$455,000

3 Beds ⋅ 3 Baths ⋅ IV26204007 MLS ⋅ Active Status

Welcome to Village Park in Redlands. This clean, well-maintained 3 bed, 2.5-bath townhome offers a comfortable floor plan with all bedrooms upstairs, a private patio, and an attached 2 car garage. Enjoy a quiet community setting with attractive green spaces, ample guest parking, and community pool with clubhouse. The monthly HOA includes water, sewer, trash, roof maintenance, and exterior maintenance. Convenient and low-maintenance living in an established Redlands community.

633 Church Pl Unit 3, Redlands

$1,185,000

5 Beds ⋅ 3 Baths ⋅ IG26203718 MLS ⋅ Active Status

Tucked away behind a long, private driveway and surrounded by mature trees, gardens, and lush landscaping, 662 Valley View Drive is a truly special South Redlands property. Set on a large lot, this charming and whimsical five-bedroom, three-bath home offers the rare combination of privacy, character, and exceptional spaces for gathering, relaxing, and enjoying the outdoors. Inside, the home welcomes you with a light-filled, thoughtfully designed layout. The updated kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and an oversized window overlooking the gardens and fountain. The spacious floor plan includes four bedrooms upstairs, including a primary suite with access to the front balcony. Beautiful new wood flooring adds warmth upstairs. Downstairs, a private bedroom suite with its own living area, bathroom, and convenient bar and sink offers a versatile space for guests, extended family, or a home office. The downstairs living space opens directly to the backyard, seamlessly connecting indoor and outdoor living. And the backyard is where this property truly comes alive. The expansive grounds feature a sparkling pool, multiple sitting and entertaining areas, mature landscaping, fruit trees, gardening beds, rose gardens, and a little winding path in the front. Whether you’re hosting a summer gathering, relaxing poolside, tending the garden, or simply enjoying the serenity of your own private oasis, this is a home designed to be lived in and loved. Modern upgrades add exceptional comfort and efficiency, including fully paid solar panels with a full-home backup battery system, an EV charging port in the garage, new HVAC, reverse osmosis water filtration, and a tankless water heater. An upgraded concrete driveway provides ample parking, including room for an RV. Located in desirable South Redlands, this enchanting property offers a peaceful sense of seclusion while remaining conveniently connected to everything Redlands has to offer. With its generous lot, private driveway, thoughtful updates, pool, gardens, and incredible entertaining spaces, 662 Valley View Drive is a rare opportunity to own a home with both personality and practicality.

662 Valley View, Redlands

$975,000

5 Beds ⋅ 2 Baths ⋅ IG26202491 MLS ⋅ Active Status

Rarely do homes in this area come available- in the hills of South Redlands on over half an acre of peaceful private land with huge trees and plenty of quiet privacy. This home is large enough to for all of your needs. 5 bedrooms plus multiple bonus spaces (office, huge laundry room, sun room, family room, living room, dining room). Updated kitchen with awesome cabinetry and storage. With living spaces on 2 levels, this home would be perfect for anyone needing two entrances, including office space, art studio, or multigenerational living, both levels have bedrooms, a bathroom, and entertaining spaces. Plus a very oversized garage set with electric vehicle charging already in place. Plenty of room to park your RV, trailers, toys, project cars, or work trucks. The grounds are park-like and fenced for privacy, with many mature producing fruit trees! The large lot has ADU potential. This home is move-in ready and easy to make it your own.

516 Marilyn, Redlands

$648,888

5 Beds ⋅ 4 Baths ⋅ CV26203574 MLS ⋅ Active Status

Spacious and versatile, this five-bedroom, four-bath home offers an ideal combination of comfort, modern upgrades, and flexible living space. A private downstairs suite with its own bathroom is perfect for extended family, guests, or a home office, with potential for conversion into a junior ADU—subject to local requirements and approvals. The home features fresh interior paint, updated appliances, a newer electrical panel, and a Tesla Powerwall energy-storage system. Situated on a generously sized lot, the property provides plenty of room to relax, entertain, and make it your own. Conveniently located near schools, shopping centers, dining, and everyday amenities, this home offers exceptional space, flexibility, and value.

1505 Canterbury, Redlands

$1,200,000

4 Beds ⋅ 3 Baths ⋅ SW26203276 MLS ⋅ Active Status

Rare 2-acre Redlands property offering panoramic views and exceptional privacy! This updated 4-bedroom, 3-bath home features approximately 2,500 sq. ft. on 2.11 acres with sweeping canyon, valley, mountain and city-light views. The remodeled kitchen offers stone counters, a large island, stainless appliances, double ovens and wine cooler, opening to spacious living areas with a fireplace. The primary suite includes a walk-in closet and upgraded bath with dual sinks and walk-in shower. Multiple outdoor spaces—including a covered patio, deck and balcony—take advantage of the scenic setting. The fenced grounds feature mature landscaping, irrigation and an aviary. Additional highlights include a main-level bedroom and bath, tankless water heater, high-efficiency HVAC, EV charging, automatic gate and wired sound. Located within Redlands Unified School District.

31383 Overcrest, Redlands

$739,000

5 Beds ⋅ 4 Baths ⋅ IG26202744 MLS ⋅ Coming Soon Status

Welcome to 1016 Doyle Ave. Redlands. This one-of-a-kind gem offers multi-generational living options. The home is well kept with the ability to provide 5 bedrooms and 4 full bathrooms. The mother-in-law suite can easily accommodate aging parents or older children who desire independent living. The suite was built with separate access to the home and backyard, making it perfect to generate additional income as a potential rental. Within the main area of the home, you will find a fully remodeled kitchen with granite countertops, a pot rack, plenty of storage space, a "Thermador" stove and hood and new flooring in kitchen, family room and entry. The indoor laundry room has direct access to the 3-car garage. Upstairs, the main bedroom has two walk in closets. One of which can easily be converted back to an additional bedroom. The main bath has a private shower and latrine area, a dual sink vanity and a nice size soaking tub. The additional en-suite bedroom has a private bath that provides a dual vanity and separate latrine and shower/tub combo. The backyard is a serene sanctuary with lash green grass, fruit trees and tropical plants, custom brick work and stringed outside lighting. The front of the home has an RV, boat or additional family vehicle parking area. Lots of upgrades in the home that include: updated vinyl windows, exterior paint less than 3 years old, newer tankless water heater, fruit trees, a doggie door and a ring security system. There are no HOA fees. This home is located less than 10 minutes from downtown Redlands, within 15 minutes of Loma Linda University and less than 10 minutes from University of Redlands.

1016 Doyle, Redlands

$2,200,000

4 Beds ⋅ 3 Baths ⋅ IG26200156 MLS ⋅ Active Status

Welcome to 30260 San Timoteo Canyon Road, where 38 breathtaking acres offer the opportunity to create the lifestyle so many dream about but few ever find. Tucked away in the scenic hills of San Timoteo Canyon, this remarkable ranch is a private retreat where wide-open spaces, fresh country air, and panoramic canyon views replace the noise and pace of everyday city life. Whether you're envisioning a peaceful homestead, a place for multiple generations to gather, or simply room to spread out and enjoy the land, this extraordinary property provides endless possibilities. The charming adobe-style main residence is complemented by multiple additional living spaces, creating flexibility for extended family, guests, caretakers, or supplemental rental income. Horse enthusiasts will appreciate the exceptional equestrian facilities already in place. Two barns—including an impressive 18-stall barn with office and tack room, along with a secondary 7-8 stall barn—provide outstanding accommodations for your horses. The property also features a full-size riding arena with viewing areas, an additional expandable arena, multiple wash racks, tack facilities, trailer storage, cattle runs, pipe pens, bull pens, and expansive pasture areas. With the capacity to accommodate approximately 65-70 horses, there is ample space for riding, training, breeding, or simply enjoying an exceptional equestrian lifestyle. Beyond the equestrian amenities, the true beauty of this property lies in the lifestyle it offers. Wake up to stunning sunrises over the canyon, spend your days riding the nearby trails, tending gardens, raising animals, or simply enjoying the peace and privacy that only acreage like this can provide. Here, children have room to explore, horses can roam, and family gatherings become cherished traditions surrounded by nature instead of neighborhoods.Properties of this size, beauty, and versatility rarely become available in the highly sought-after San Timoteo Canyon. Whether you're searching for a legacy ranch, an equestrian paradise, or a peaceful country escape with room to build the life you've always imagined, 30260 San Timoteo Canyon Road is truly a one-of-a-kind opportunity.

30260 San Timoteo Canyon, Redlands

$399,900

2 Beds ⋅ 3 Baths ⋅ IG26196663 MLS ⋅ Active Status

Step into this bright and spacious 2-bedroom, 2.5-bath split-level condo offering approximately 1,548 square feet of thoughtfully designed living space. The home has been refreshed with fresh interior paint, new flooring in select areas, plantation shutters, and updated kitchen lighting. The main level features a welcoming living room with a cozy fireplace, a spacious dining area, and a versatile loft-style space overlooking the living room—perfect for a home office or study. Upstairs, both bedrooms are generously sized, including a primary suite with its own attached bath. Enjoy the convenience of a two-car attached garage with laundry, plus a nice patio area just outside the front door—ideal for a small garden or relaxing outdoor space. The Marbrisa Villas community is beautifully maintained with mature landscaping and offers a pool and spa just steps away. Located in desirable South Redlands, this condo is close to schools, restaurants, public transit, and just blocks from ESRI.

91 Tennessee Street Unit B, Redlands

$669,000

3 Beds ⋅ 3 Baths ⋅ IG26197038 MLS ⋅ Active Status

This newer construction home features a beautifully upgraded interior, professionally landscaped backyard and PAID-FOR SOLAR! Upon entering, an open concept living room, dining room and kitchen await you with views to the backyard and fruit trees. The kitchen features beautiful quartz counters, stainless steel appliances, and bright white cabinets. Also on the main level is an office and a ½ bath. Head upstairs and you will fall in love with the spacious primary bedroom with its large walk-in closet and ensuite bath. The other two bedrooms are good-sized and feature mountain views. A shared bath, loft, laundry, and a walk-in utility/linen closet complete the upstairs. The community association park offers an enormous green space, covered picnic area and children’s playground. Since this development is complete, there is no noise or dust from ongoing construction. Close to freeways, shopping and entertainment. You will love this home!

1660 Camellia Lane, Redlands

$649,900

4 Beds ⋅ 3 Baths ⋅ CV26194908 MLS ⋅ Active Status

Welcome to 1270 Sherry Way, a beautifully situated 4-bedroom, 3-bathroom home offering approximately 1,932 square feet of living space in the heart of historic Redlands. Set on an expansive 7,200-square-foot lot, this two-story home combines comfortable living with an incredible outdoor space and a location that is hard to beat. Inside, you’ll find a spacious and functional floor plan with plenty of room for everyday living and entertaining. The home features three full bathrooms, a cozy fireplace, an attached two-car garage, and generously sized living spaces filled with potential. One of the standout features is the huge backyard, offering endless possibilities for entertaining, play areas, gardening, outdoor dining, or even creating your own private retreat. The expansive front yard offers even more opportunity for beautiful landscaping, curated gardens, and enhanced curb appeal. The property is also equipped with 25 solar panels, providing an energy-efficient feature that adds tremendous value for today’s homeowner. Located in desirable Redlands, this home puts you close to the charm and character the city is known for, including historic Downtown Redlands, local dining and shopping, parks, the University of Redlands, and convenient access to major freeways. The home is also served by the Redlands Unified School District. With four bedrooms, three full baths, generous front and rear outdoor spaces, 25 solar panels, and a prime location in one of the Inland Empire’s most beloved historic communities, 1270 Sherry Way is an incredible opportunity to make Redlands home.

1270 Sherry Way, Redlands

$315,000

2 Beds ⋅ 2 Baths ⋅ AR26185925 MLS ⋅ Active Status

Welcome to this refreshed 2-bedroom, 2-bath upstairs condo in the desirable Redlands West community! Freshly painted throughout and enhanced with updated fixtures and improved finishes, this move-in-ready home offers a comfortable and inviting living space with a functional floor plan. Enjoy resort-style amenities including a pool, spa, tennis courts, clubhouse, landscaped courtyards, on-site laundry, and assigned parking. HOA dues include water, trash, sewer, and exterior maintenance for added convenience. Ideally located near Loma Linda University & Medical Center, VA Clinic, shopping, dining, Downtown Redlands, Costco, I-10, and the SbX Rapid Bus Line. Whether you're a first-time buyer, downsizer, or investor, this property offers an excellent combination of comfort, convenience, and community amenities. Don't miss the opportunity to make this Redlands West condo your new home! Seller to do 1031 Exchange at NO cost to the Buyer

26200 Redlands Unit 148, Redlands

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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.