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

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ABOUT THIS HOME
San Timeteo-Live Oak Canyon, CA Homes for Sale
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
San Timeteo-Live Oak Canyon, CA Homes for Sale
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
San Timeteo-Live Oak Canyon, CA Homes for Sale
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
San Timeteo-Live Oak Canyon, CA Homes for Sale
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

$699,000

3 beds2 baths1,864 sq ft

31750 Florida, Redlands, CA 92373

0.98 acre lot • 4 garage spots • Built 1954

Property at 31156 Danelaw, Redlands, CA 92373, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,687 sq ft

31156 Danelaw, Redlands, CA 92373

Property at 26866 Bermudez St, Redlands, CA 92373, 3 beds, 3 baths

$847,803

3 beds3 baths2,395 sq ft

26866 Bermudez St, Redlands, CA 92373

Property at 11689 Saddleback Dr, Redlands, CA 92373, 6 beds, 4.5 baths

$1,105,913

6 beds4.5 baths3,609 sq ft

11689 Saddleback Dr, Redlands, CA 92373

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 Plan 1 Plan, Loma Linda, CA 92373, 3 beds, 2.5 baths

$846,000

3 beds2.5 baths2,395 sq ft

Plan 1 Plan, Loma Linda, CA 92373

Listing provided by Zillow

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 0 Smiley Blvd, Redlands, CA 92373

$475,000

— beds— baths— sq ft

0 Smiley Blvd, Redlands, CA 92373

BHHS PERRIE MUNDY REALTY GROUP

Property at 26653 Romero Rd, Redlands, CA 92373

$220,000

— beds— baths— sq ft

26653 Romero Rd, Redlands, CA 92373

Property at 0 Live Oak Canyon Rd, Redlands, CA 92373

$599,990

— beds— baths— sq ft

0 Live Oak Canyon Rd, Redlands, CA 92373

Property at 0 Highview Dr, Redlands, CA 92373

$250,000

— beds— baths— sq ft

0 Highview Dr, Redlands, CA 92373

Property at 0 W Sunset Dr, Redlands, CA 92373

$250,000

— beds— baths— sq ft

0 W Sunset Dr, Redlands, CA 92373

Property at 225 N Sunset Dr E, Redlands, CA 92373

$420,000

— beds— baths— sq ft

225 N Sunset Dr E, Redlands, CA 92373

EXP REALTY OF CALIFORNIA INC.

Property at 0 Edgemont Dr, Redlands, CA 92373

$215,000

— beds— baths— sq ft

0 Edgemont Dr, Redlands, CA 92373

BHHS PERRIE MUNDY REALTY GROUP

Property at 0 San Timoteo Canyon Rd, Redlands, CA 92373

$300,000

— beds— baths— sq ft

0 San Timoteo Canyon Rd, Redlands, CA 92373

Berkshire Hathaway Homeservices California Realty

Property at 0 Helen Ct, Redlands, CA 92373

$590,000

— beds— baths— sq ft

0 Helen Ct, Redlands, CA 92373

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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Average home prices near San Timeteo-Live Oak Canyon, CA

Cities

Lake Arrowhead homes for sale
$649,000
Hemet homes for sale
$434,950
Yucaipa homes for sale
$614,950
Redlands homes for sale
$679,000
Moreno Valley homes for sale
$588,000
Menifee homes for sale
$579,950
Fontana homes for sale
$670,000
San Bernardino homes for sale
$499,999
Lake Elsinore homes for sale
$629,900
Jurupa Valley homes for sale
$760,000
Corona homes for sale
$775,000
Big Bear Lake homes for sale
$589,000
Perris homes for sale
$569,000
Rancho Cucamonga homes for sale
$799,999
Riverside homes for sale
$645,000

Neighborhoods

East Highland homes for sale
$649,900
Rancho Belago homes for sale
$644,888
West Redlands homes for sale
$349,000
Sunnymead Ranch homes for sale
$582,000
North Redlands homes for sale
$599,000
Crafton homes for sale
$741,999
Redlands Heights homes for sale
South Redlands homes for sale
$749,450
Mentone homes for sale
$734,990
Northwest Redlands homes for sale
$675,000

San Timeteo-Live Oak Canyon, CA real estate trends

All Home Types trends in San Timeteo-Live Oak Canyon, CA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$909,500

+10.9% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

San Timeteo-Live Oak Canyon, CA

$909,500

+10.9%

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