1608 Smiley Ridge

Redlands , CA 92373

MLS#: OC25271709

$1,690,000

Status: Active
Listing number: OC25271709
Listing provided by: Real Broker
Listing agent phone: None
Last update: 14 hours ago
On site: 17 days ago
Browse Properties
Main image without alt text

Property

Beds

5

Full Baths

3

1/2 Baths

1

Year Built

1990

Sq.Footage

4,559

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 includes stainless-steel appliances, a peninsula with a sink, and recessed lighting. A newly remodeled guest house sits above the garage with views of the pool—ideal for guests, multigenerational living, or a private office. The backyard is designed for privacy and enjoyment, bordered by brick walls and wrought-iron fencing.

Features & Amenities

Interior

  • Other Interior Features

    Breakfast Bar, Ceiling Fan(s), Cathedral Ceiling(s), Open Floorplan, Pantry, Recessed Lighting, Entrance Foyer, Walk-In Closet(s)

  • Total Bedrooms

    5

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Main Level Bedrooms

    2

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Other Exterior Features

    Balcony

  • Parking

    Driveway, Garage, Garage Door Opener, Side By Side

  • Patio and Porch Features

    Covered, Patio, Terrace, Wrap Around

  • Pool

    Yes

  • Pool Features

    Private

  • View

    Canyon

Area & Lot

  • Lot Features

    Back Yard, Front Yard

  • Lot Size(acres)

    1.03

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $1,690,000

  • Sq. Footage

    4, 559

  • Price/SqFt

    $370

HOA

  • Association

    Yes

  • Association Fee

    $295

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Stories

    3

  • Association Amenities

    Security

  • Senior Community YN

    NO

  • Sewer

    Private Sewer

  • Tax Lot

    2

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

San Bernardino

Elementary School

Middle School

High School

Listing Courtesy of Brooks Bailey , Real Broker

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent LinaMirza

FOUNDER

LinaMirza

Call Lina today to schedule a private showing.

(818) 321-0175

Lina@theosrealty.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
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 includes stainless-steel appliances, a peninsula with a sink, and recessed lighting. A newly remodeled guest house sits above the garage with views of the pool—ideal for guests, multigenerational living, or a private office. The backyard is designed for privacy and enjoyment, bordered by brick walls and wrought-iron fencing.

1608 Smiley Ridge

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

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 cabinetry throughout. Four of the five bedrooms include private ensuite bathrooms and walk in closets. The fifth bedroom is currently used as a beautifully finished office, but can easily be converted back to a full bedroom, making a fantastic fit for a large family. Additional interiors include a dedicated exercise room and a large game and entertainment room complete with a full wet bar. The covered outdoor living area is designed for year round enjoyment and includes a built in barbecue, warming drawer, ice chest, and generous space for dining and relaxation. The grounds are thoughtfully planned for low maintenance and feature more than forty fruit trees, multiple citrus varieties, and grape vines. An additional graded pad on the property offers the potential for a future pool, casita, or workshop. A four car garage, RV parking, a climate controlled storage room, dual HVAC system, and extensive guest parking further elevate the functionality of the estate. No detail has been overlooked, from the fire-retardant metal roof and smooth-finish exterior to the hundreds of thousands invested in premium hardscape and landscape upgrades. A wrap-around driveway effortlessly accommodates 20+ vehicles, while a self-sustained irrigation system supports nearly all 6 acres with remarkable efficiency. Attempting to recreate this custom estate for the same price would be nearly impossible the owner has meticulously curated every inch of this property to deliver an unparalleled living experience. property is private, peaceful, and truly one of a kind, offering an exceptional level of luxury within the beauty of Live Oak Canyon.
#IV25271256

Redlands

31615 Live Oak Canyon

5 Beds

5 Baths

4,367 Sq.Ft.

$1,949,990

MLS#: IV25271256

Luxurious South Redlands estate featuring two fully detached residences with water shares and paid solar! Set on a spacious half-acre lot, this remarkable property offers a resort-style lifestyle with a stunning pool and spa at its center. Water shares and a paid-off 60-panel solar system (40 on the main home, 20 on the second) provide exceptional savings—average water costs are approximately $50–$75 per month, and summer electric bills average around $200 total for both homes. A private electric gate enhances both security and curb appeal. Located within the sought-after Mariposa Elementary boundary, this property offers outstanding flexibility for multi-generational living, investment income, or a private retreat. Currently used as a high-producing rental, it provides excellent income potential and versatility for future use. Main Home: Built in the late 1990s with 4 bedrooms and luxury-remodeled bathrooms. The open layout showcases high-end finishes, a gourmet kitchen with dual ovens and bar seating, and all appliances included. Features include new HVAC (June 2025), a whole-house fan and generator, indoor laundry, and an oversized 2-car attached garage. The primary suite offers a beautifully updated bath and an oversized walk-in closet. Outdoor Oasis: Enjoy a smart-controlled pool and spa with dual jet waterfalls, automated refill, lighting, heat, and cleaning—all managed by app. A built-in BBQ, lush landscaping, and drip irrigation create a true entertainer’s paradise. Second Home: Built in the mid-1960s with 3–4 bedrooms, 3 bathrooms, newer HVAC (approx. 2 years old), and recent updates including a remodeled kitchen and primary bath (July 2025). The layout includes a family room off the kitchen and a large bonus room ideal for recreation or additional living space. Additional highlights include gated driveway access, parking for multiple vehicles, and a 100+ ft RV area with water, electric, and dump station hookups. Both homes and fencing were recently painted, reflecting meticulous pride of ownership. A rare opportunity combining flexibility, efficiency, and resort-style luxury in one of Redlands’ most desirable neighborhoods!
#IG25247452

Redlands

31607 Florida Street

8 Beds

2 Baths

5,100 Sq.Ft.

$1,399,000

MLS#: IG25247452

Brand New Modern Build– 4270 SF of Contemporary Luxury! Step into refined living with this two-story, 5-bedroom, 5.5-bathroom new build, where modern finishes and sleek design blend seamlessly with comfort and functionality. With 4270 SF. of living space, this home is crafted to impress from the moment you enter. Property Features: 5 Spacious Bedrooms – each with its own en suite bathroom Grand Living Room with soaring ceilings and abundant natural light All-Electric Home – energy efficient and eco-conscious living Gourmet Kitchen & Appliances: Chef’s Gourmet Kitchen with sleek modern finishes Premium appliance package including double oven, microwave, cooktop, and dishwasher Open-concept flow for entertaining and everyday family use Expansive Upstairs Loft ideal for a media room, playroom, or home office Designer Powder Room for guests 3-Car Garage with extra storage space Finishes & Buyer Opportunity: Modern finishes throughout, with flooring already purchased and designer-selected bathroom tiles (samples available in photos) Front landscaping and backyard slope will be installed, hardscape not selected yet, and will be left natural to inspire your custom vision This home is a rare opportunity to own a brand-new custom residence where timeless design meets buyer personalization. Perfect for those seeking modern luxury with a personal touch. Redlands is consistently ranked as one of the best places to live in San Bernardino County — highly rated public schools, lots of parks, a mix of suburban and semi-rural feel. Accessibility via major freeways and proximity to retail/dining increase daily convenience — a strong selling point.
#OC25216196

Redlands

1665 Wabash Avenue

5 Beds

5 Baths

4,270 Sq.Ft.

$1,650,000

MLS#: OC25216196

Welcome to a rare and exceptional opportunity in the heart of Redlands, California, nestled just off the scenic and highly sought-after Live Oak Canyon Road. This expansive 7.7-acre ranch estate is a private sanctuary surrounded by nature, offering the perfect blend of space, serenity, and versatility. Featuring two fully remodeled single-family homes on one lot, it’s ideal for multigenerational living or creating your own secluded retreat. The main residence is an elegantly updated two-story home spanning approximately 2,197 square feet, with four spacious bedrooms and three and a half bathrooms, including a luxurious downstairs primary suite with a walk-in shower and premium finishes. The open-concept kitchen boasts custom cabinetry, a large center island, and a seamless flow into the living space—perfect for entertaining or daily comfort. Upstairs features a second primary suite with a private bath, two additional bedrooms, and another full bathroom, all enhanced by new flooring, designer lighting, and stylish upgrades. The second home, a beautifully remodeled single-story residence, offers 1,529 square feet with two bedrooms, two bathrooms, a gourmet kitchen with raised counters, Hickory wood flooring, and an indoor laundry area complete with a built-in pet wash station. A bright sunroom off the primary suite adds an additional 268 square feet of flexible living space, ideal for an office, studio, or peaceful retreat. Both homes include dual-pane windows with blackout shades, energy-efficient lighting, ceiling fans, and modern finishes throughout. Outdoor amenities include a fenced Pebble Tec pool, two private water wells, dual 200-amp electric meters, a 50’ x 20’ covered RV port with 50-amp service, multiple RV hookups, and extensive parking. The property also features a powered detached barn, horse-ready stable with cover, large workshop with extended covered space, insulated garage, raised box gardens for organic produce, and areas for chickens or other animals. This is a truly one of a kind ranch estate offering space, privacy, and endless potential perfect for those seeking peaceful canyon living with room to grow.
#IG25167007

Redlands

30300 Live Oak Canyon Road

6 Beds

5 Baths

3,726 Sq.Ft.

$1,999,000

MLS#: IG25167007

LOCATION, LOCATION, LOCATION, BEAUTIFUL REDLANDS HOME FEATURING 5 BEDROOMS AND 4 BATHROOMS. VERY DESIRABLE AREA WITH BREATHTAKING VIEWS. MASTER SUITE IS ON THE MAIN FLOOR WITH A LARGE SEPARATE WALK IN CLOSET AND LARGE DRESSING ROOM. TWO OTHER BEDROOMS ON THE MAIN FLOOR. SECOND FLOOR HAS TWO BEDROOMS THAT CONTAIN VAULTED CEILINGS COMPLETE WITH DORMER WINDOWS AND BUILT IN DRESSER'S. LARGE OPEN KITCHEN WITH WHITEWASH 10 FOOT CEDAR CEILINGS AND GRANITE COUNTER TOPS. LARGE COZY FAMILY ROOM WITH FIREPLACE AND CEDAR CEILINGS. BACK YARD LOOKS LIKE A OASIS WITH LARGE BEAUTIFUL POOL. YOU'LL FEEL LIKE YOUR ON VACATION WITH BREATHTAKING VIEWS. PAID SOLAR PANELS!! THIS HOME IS A MUST SEE. MAKE YOUR APPT!
#IV25073743

Redlands

12698 La Solana Drive

5 Beds

4 Baths

3,800 Sq.Ft.

$1,400,000

MLS#: IV25073743

Price reduced
Luxurious Mediterranean Estate with Modern Amenities - Discover this stunning Mediterranean resort-style estate, a perfect blend of timeless elegance, high-end finishes, and modern convenience. Nestled near Smiley Heights and Sunset Avenue, this five-bedroom, four-bathroom home (with an additional two powder/guest bathrooms and a half bathroom by the pool) offers an unparalleled living experience with exquisite architectural details and state-of-the-art features. Key Features: • Grand Courtyard & Entryway: Step through the impressive front entrance into a charming courtyard with a beautiful fountain, setting the tone for this exceptional property. • Spacious Interior: The home boasts an open-concept design with real wooden beams and large windows (with Hunter Douglas window treatments) that allow for abundant natural light. • Gourmet Kitchen & Dry Bar: The chef’s kitchen is a masterpiece and an island, complemented by a stylish dry bar—perfect for entertaining. It has travertine marble floors. • Elevator & Smart Home Technology: Enjoy effortless access to all levels with a private elevator, while the Control4 system provides seamless automation for lighting, sound, security, and climate control. • Outdoor Oasis: The expansive patio features a built-in fireplace and grill, making it ideal for al fresco dining and entertaining. The patio has multiple dwarf citrus trees on beautiful planters. The beautifully landscaped backyard has a separate fire pit area. • Sustainable Living: Equipped with fully paid solar panels, this home is both energy-efficient and environmentally friendly. This house has 2 tankless water heaters and 3 HVAC systems. • Luxurious Bedrooms & Baths: The primary suite is a sanctuary, complete with a spa-like en-suite bathroom, huge walk-in closet, and Juliet balcony. Each additional bedroom is generously sized with its own unique charm • Three-Car Garage & Central Vacuum System: A spacious three-car garage provides ample storage, while the central vacuum system adds an extra level of convenience. • Fruit Trees & Lush Landscaping: Enjoy the beauty and bounty of mature fruit trees (persimmons, apricot, peach, fig, plum, oranges, pomegranate, guava) adding a touch of nature to this luxurious retreat. Don’t miss the opportunity to make this dream home yours! Schedule a private showing today!
#IG24250834

Redlands

1533 Serpentine Drive

5 Beds

4 Baths

5,518 Sq.Ft.

$1,499,000

MLS#: IG24250834

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service