Luxury homes for sale & real estate in San Timeteo-Live Oak Canyon, CA

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ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Magnificent home in the exclusive gated community of Smiley Ridge. This beautiful brick residence features classic leaded-glass windows that fill the home with natural light, charming brick planters, a front courtyard fountain, and mature landscaping throughout. Enjoy spectacular panoramic views of San Timoteo Canyon from multiple levels of the home. Inside, the 5-bedroom layout offers excellent flexibility. The main level features wood flooring and two bedrooms, including the primary suite with dual sinks, a separate shower, and a jetted soaking tub. Upstairs are three additional bedrooms plus a spacious family room/loft overlooking the living room below. The bright, functional kitchen inc

$1,690,000

5 beds3.5 baths4,559 sq ft

1608 Smiley Rdg, Redlands, CA 92373

1.03 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Welcome to your perfect retreat—peacefully tucked away from the hustle and bustle of the city, yet conveniently close to everything it has to offer. Situated on over one acre of land, this exceptional property offers a fantastic opportunity as a primary residence, vacation home, or rental investment. The property is ideally located just minutes from Loma Linda University, Loma Linda University Medical Center & Hospital, Redlands Country Club Golf Course, and the San Timoteo Nature Sanctuary—a 200-acre park featuring hiking, biking, and horseback riding trails through scenic riparian and chaparral landscapes. Enjoy breathtaking 365-degree panoramic views and truly priceless

$1,349,999

4 beds3 baths2,364 sq ft

11891 San Timoteo Cyn, Redlands, CA 92373

Room to build an adu • Bbq area • Golf putting green

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Experience refined luxury living on more than six acres in the highly desirable Live Oak Canyon area of Redlands. Completed in 2020, this custom single story estate offers an elegant blend of modern design, exceptional craftsmanship, and tranquil natural surroundings. High ceilings and an open concept layout create an impressive sense of space, while expansive windows provide beautiful views and seamless indoor outdoor living. The gourmet kitchen features top tier stainless steel appliances, a steam oven, six burner range, built in refrigerator, oversized stone island, and a spacious walk in pantry. The main living areas are enhanced by wide plank flooring, designer chandeliers, and custom

$1,949,990

5 beds5.5 baths4,367 sq ft

31615 Live Oak Cyn, Redlands, CA 92373

Six acres • Gourmet kitchen • Six burner range

REAL ESTATE MAVENS

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Welcome to this beautifully maintained single-story home in the heart of South Redlands, perfectly positioned on a desirable corner lot. Offering 5 spacious bedrooms and 3 full bathrooms, this property delivers a rare combination of space, flexibility, and timeless mid-century charm. Built in 1957 and updated for modern living, the home features an inviting floor plan filled with natural light, comfortable living spaces, and two cozy fireplaces that add warmth and character throughout. The private mother-in-law suite—complete with its own separate entrance and dedicated bathroom—is ideal for multi-generational living, guests, or potential rental income. Step outside to your own

$899,900

5 beds3 baths2,448 sq ft

1235 W Cypress Ave, Redlands, CA 92373

Separate entrance • Mother-in-law suite • Refreshing pool

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Now offering up to $30k incentive on Homesite 82 at Haven at Covenant Point! This home features 3,609 sq. ft. of thoughtfully designed single-story living, offering flexible spaces to fit your lifestyle. This expansive floor plan combines comfort, elegance, and versatility, making it ideal for both entertaining and everyday living. Key Features: Spacious open-concept kitchen, nook, and great room that seamlessly extend to a covered outdoor patio Private primary suite with large walk-in closet, freestanding tub, and walk-in shower Generously sized secondary bedrooms, each with walk-in closets, some with en suite bath options Flexible spaces to personalize: playroom, tech space, or up to six

$1,105,913

6 beds4.5 baths3,609 sq ft

11689 Saddleback Dr, Redlands, CA 92373

Freestanding tub • Open-concept kitchen • Walk-in shower

Listing provided by Zillow

Property at 31607 Florida St, Redlands, CA 92373, 8 beds, 4.5 baths

$1,399,000

8 beds4.5 baths5,100 sq ft

31607 Florida St, Redlands, CA 92373

Property at 26880 Bermudez St, Redlands, CA 92373, 4 beds, 3 baths

$890,560

4 beds3 baths3,141 sq ft

26880 Bermudez St, Redlands, CA 92373

Property at 1710 Fairmont Dr, Redlands, CA 92373, 4 beds, 4 baths

$1,199,000

4 beds4 baths3,741 sq ft

1710 Fairmont Dr, Redlands, CA 92373

CENTURY 21 LOIS LAUER REALTY

Property at 529 Manzanita Rd, Redlands, CA 92373, 4 beds, 3 baths

$1,075,000

4 beds3 baths3,087 sq ft

529 Manzanita Rd, Redlands, CA 92373

Property at Plan 3 Plan, Redlands, CA 92373, 5 beds, 4.5 baths

$1,124,241

5 beds4.5 baths3,890 sq ft

Plan 3 Plan, Redlands, CA 92373

Listing provided by Zillow

Property at 11689 Saddleback Dr, Loma Linda, CA 92373, 4 beds, 4.5 baths

$1,105,913

4 beds4.5 baths3,609 sq ft

11689 Saddleback Dr, Loma Linda, CA 92373

Property at 11737 Saddleback Dr, Redlands, CA 92373, 3 beds, 3.5 baths

$1,084,838

3 beds3.5 baths3,100 sq ft

11737 Saddleback Dr, Redlands, CA 92373

Listing provided by Zillow

Property at 1533 Serpentine Dr, Redlands, CA 92373, 5 beds, 6 baths

$1,499,000

5 beds6 baths5,518 sq ft

1533 Serpentine Dr, Redlands, CA 92373

BHHS PERRIE MUNDY REALTY GROUP

Property at Plan 2 Plan, Redlands, CA 92373, 4 beds, 3.5 baths

$883,587

4 beds3.5 baths3,141 sq ft

Plan 2 Plan, Redlands, CA 92373

Listing provided by Zillow

Property at 30300 Live Oak Canyon Rd, Redlands, CA 92373, 6 beds, 5.5 baths

$1,999,000

6 beds5.5 baths3,726 sq ft

30300 Live Oak Canyon Rd, Redlands, CA 92373

Berkshire Hathaway Homeservices California Realty

Property at 31805 Outer Highway 10, Redlands, CA 92373

$1,600,000

— beds— baths— sq ft

31805 Outer Highway 10, Redlands, CA 92373

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Nearby homes that match your criteria

NEW 18 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
This could be Redlands' deal of the decade and it's golf cart close to the Redlands Country Club. Features include a gourmet kitchen, 3 good sized bedrooms one of which is being used as an office, custom cabinetry and built-ins, french doors, power shade window treatments, private pool and 2 gorgeous water features, low maintenance drought tolerant landscape with a covered pergola patio and spa with a conversation area. One of the most unique features of this home is the atrium next to the entrance. Schedule you private tour of this wonderful home soon because, as they say, it won't last long.

$1,100,000

3 beds2.5 baths2,732 sq ft

1632 Country Club Dr, Redlands, CA 92373

Custom cabinetry • Private pool • Gourmet kitchen

PATRICIA HICKS, REALTOR

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Executive single-level, four-bedroom, 3.5-bathroom home located in the prestigious Chanteclair community of highly sought-after South Redlands. Offering approximately 2,466 square feet of living space on an expansive 28,000-square-foot lot, this residence provides comfort, privacy, and room to relax. Situated within the boundaries of Mariposa Elementary, Moore Middle School, and Redlands East Valley High School, with several nearby private school options, the home offers access to excellent educational opportunities. This property features a sparkling pool, a tranquil backyard setting with a custom tiled BBQ island with stainless steel drawers, an extensive covered rear patio, and breathtak

$1,200,000

4 beds3.5 baths2,466 sq ft

1388 Brandon Ct, Redlands, CA 92373

Paid solar panels • 0.64 acre lot • 2 garage spots

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Discover the perfect blend of luxury, space, and versatility in this beautifully cared-for residence, ideally suited for multi-generational living or those seeking generous room to grow. Resting on a tranquil half-acre lot, this home offers exceptional privacy and comfort both inside and out. Inside, you'll find 5 oversized bedrooms, 4 bathrooms, and a dedicated office, thoughtfully laid out to accommodate today's modern lifestyle. Four bedrooms are connected by convenient Jack-and-Jill bathrooms, giving family members and guests their own private wings. The primary suite is a true retreat, featuring direct access to the backyard and pool for effortless indoor-outdoor living. Its recently r

$1,300,000

5 beds4 baths4,641 sq ft

1641 Ford St, Redlands, CA 92373

Dedicated office • Fenced-in pool • Exceptional privacy

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Welcome to this beautifully maintained Colonial-style home in the highly sought-after Upper South Redlands area. Ideally located within walking distance to Redlands Country Club and Prospect Park, this home sits on a lushly landscaped . 34-acre lot with tranquil views of the San Bernardino Mountains, Redlands city lights, and a private backyard retreat. Enjoy the peaceful greenery surrounding the expansive backyard and 28,000-gallon pool, complete with upgraded VFD pump, diving board, multiple lounging areas, and an upper fire pit perfect for star-filled evenings. The property also features a brick entry, paved driveways, a 12-ft automatic gate with battery backup, and a blend of new wrough

$995,000

5 beds2.5 baths2,208 sq ft

1525 Garden St, Redlands, CA 92373

Colonial style home • Upgraded vfd pump • Diving board

Berkshire Hathaway Homeservices California Realty

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Welcome to 26416 Orange Ave, a spacious 5-bedroom, 3-bath home offering 3,339 sq. ft. of comfortable living in the heart of Loma Linda. Situated on a generous 7,200 sq. ft. lot, this property is designed for both everyday living and year-round entertaining. Step inside to a bright and open floor plan featuring a formal living room with a cozy fireplace, a large loft providing flexible additional living space, and a highly sought-after main-floor bedroom and full bath—perfect for guests or multi-generational needs. Upstairs, the expansive primary suite offers a peaceful retreat with ample space and natural light. All additional bedrooms are well-sized, providing comfort for the whole f

$1,175,000

5 beds3 baths3,339 sq ft

26416 Orange Ave, Loma Linda, CA 92354

Open floor plan • Large loft • Main-floor bedroom

ABOUT THIS HOME
Luxury Home for sale in San Timeteo-Live Oak Canyon, CA:
Welcome to this stunning 4-bedroom, 2.5-bathroom home located in one of Redlands’ most sought-after neighborhoods. Nestled in South Redlands, this property offers the perfect blend of comfort, convenience, and community. You’ll love being part of a highly rated school district, making it an excellent choice for families. Enjoy being just minutes from historic Downtown Redlands, where you can explore local shops, dining, and entertainment. Commuters will appreciate the easy access to the 10 freeway, offering a smooth connection to nearby cities and attractions. Inside, the home features a spacious and functional layout designed for modern living. The kitchen and living areas are

$850,000

4 beds2.5 baths2,290 sq ft

1421 Magnolia Ave, Redlands, CA 92373

Slide • Two waterfalls • 0.23 acre lot

Property at 1479 Moore St, Redlands, CA 92374, 4 beds, 4.5 baths

$1,058,705

4 beds4.5 baths2,803 sq ft

1479 Moore St, Redlands, CA 92374

Property at 1033 W Palm Ave, Redlands, CA 92373, 5 beds, 3 baths

$965,000

5 beds3 baths3,050 sq ft

1033 W Palm Ave, Redlands, CA 92373

Property at 1510 Orange Ave, Redlands, CA 92373, 5 beds, 5 baths

$1,080,000

5 beds5 baths2,906 sq ft

1510 Orange Ave, Redlands, CA 92373

Property at 259 E Crescent, Redlands, CA 92373, 4 beds, 3 baths

$1,200,000

4 beds3 baths3,332 sq ft

259 E Crescent, Redlands, CA 92373

Home Saver Realty

Property at 1228 S Center St, Redlands, CA 92373, 7 beds, 5 baths

$995,000

7 beds5 baths4,548 sq ft

1228 S Center St, Redlands, CA 92373

BHHS PERRIE MUNDY REALTY GROUP

Property at 1922 Country Club Ln, Redlands, CA 92373, 5 beds, 5 baths

$2,497,000

5 beds5 baths5,581 sq ft

1922 Country Club Ln, Redlands, CA 92373

Shaw Real Estate Brokers

Property at 26414 Valencia, Loma Linda, CA 92354, 5 beds, 3 baths

$976,000

5 beds3 baths3,031 sq ft

26414 Valencia, Loma Linda, CA 92354

Property at 1665 Wabash Ave, Redlands, CA 92373, 5 beds, 5.5 baths

$1,650,000

5 beds5.5 baths4,270 sq ft

1665 Wabash Ave, Redlands, CA 92373

Property at 11661 Anderson, Loma Linda, CA 92354, 4 beds, 3 baths

$1,200,000

4 beds3 baths2,921 sq ft

11661 Anderson, Loma Linda, CA 92354

Property at 8275 Deadwood Ct, Redlands, CA 92373, 6 beds, 5 baths

$2,250,000

6 beds5 baths4,288 sq ft

8275 Deadwood Ct, Redlands, CA 92373

Property at 1909 Canyon Rd, Redlands, CA 92373, 4 beds, 3 baths

$1,199,000

4 beds3 baths2,595 sq ft

1909 Canyon Rd, Redlands, CA 92373

Property at 512 Golden West Dr, Redlands, CA 92373, 5 beds, 4 baths

$1,195,000

5 beds4 baths3,588 sq ft

512 Golden West Dr, Redlands, CA 92373

Property at 0 Oak Glen Rd, Yucaipa, CA 92399

$1,300,000

— beds— baths— sq ft

0 Oak Glen Rd, Yucaipa, CA 92399

Property at 32797 Avenue D, Yucaipa, CA 92399

$2,490,000

— beds— baths— sq ft

32797 Avenue D, Yucaipa, CA 92399

Luxury Homes for Sale in San Timeteo-Live Oak Canyon

There are currently 16 luxury homes for sale in San Timeteo-Live Oak Canyon at a median listing price of $942K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in San Timeteo-Live Oak Canyon stay on the market for 92 days and receive 1 offers. Popular neighborhoods include East Highland, Sunnymead Ranch, North Redlands, South Redlands, and Mentone. This map is refreshed with the newest listings in San Timeteo-Live Oak Canyon every 15 minutes.

In the past month, 4 homes have been sold in San Timeteo-Live Oak Canyon. In addition to houses in San Timeteo-Live Oak Canyon, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in San Timeteo-Live Oak Canyon last month. San Timeteo-Live Oak Canyon is a not walkable neighborhood in Redlands with a Walk Score of 12. San Timeteo-Live Oak Canyon is home to approximately 4,803 people and 1,856 jobs. Find your dream home in San Timeteo-Live Oak Canyon using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in San Timeteo-Live Oak Canyon are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in San Timeteo-Live Oak Canyon. If you're looking to sell your home in the San Timeteo-Live Oak Canyon area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in San Timeteo-Live Oak Canyon with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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