1608 Smiley Ridge
Redlands, CA 92373

$1,690,000

Price

Beds

Baths

4,559 Sq. Ft.

$371 / Sq. Ft.

4,559

Sq. Ft.

$371

per Sq. Ft.

1608 Smiley Ridge Redlands, CA 92373 - Photo 1 of 20

Description

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...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.

Listed by Brooks Bailey • DRE #01892672 • Brokerage DRE #02022092 • Real Broker • 909-557-6150

Property Details for 1608 Smiley Ridge

View

Canyon

Parking Spaces Total

Private Pool

Yes

Cooling Type

Central Air

Total Units

1.0

Building Type

Detached

Lot Size Source

Assessor

Living Area

4559

LISTING UPDATED: 12/24/2025 10:14 PM

Property Details for 1608 Smiley Ridge

Status	Active
MLS #	OC25271709
Days on Market	3
Taxes	-
HOA Fees	$295 / month
Condo/Co-op Fees	-
Compass Type	Single Family
MLS Type	Residential / Single Family Residence
Year Built	1990
Lot Size	1.03 AC / 44,866 SF
County	San Bernardino County

Location

Listing Courtesy of Real Broker, Brooks Bailey, DRE #01892672

Add your commute

Building Information for 1608 Smiley Ridge

Stories3Year Built1990Building Size-Lot Size1.03 AC / 44,866 SF

Payment Calculator

$9,354 per month

30 year fixed, 6.28% Interest

Principal and Interest

$8,351

Property Taxes

$708

HOA Dues

$295

The Payment Calculator is for illustrative purposes only.

Property Information for 1608 Smiley Ridge

Rental Info

Pets Allowed: Call For Rules

Income / Expense / Tax Details

Tax / Assessment Info

Tax Tract Number: 12808
CFD/Mello-Roos Fee: $1,219

Tax Lot: 2

Community / Development

Association Amenities: Security, Controlled Access
Assessments YN: Yes

Assessments: Unknown
Community Features: Sidewalks, Street Lights
Complex Name: Smiley Ridge HOA
Association Name: Smiley Ridge HOA
Association Phone: 909-4810600

Property / Structure Info

Interior Features

Appliances: Dishwasher, Disposal, Gas Oven, Gas Cooktop, Microwave, Refrigerator, Water Line to Refrigerator
Equipment: Dishwasher, Disposal, Microwave, Refrigerator, Gas Oven, Gas Stove, Water Line to Refr

Interior Features: Balcony, Cathedral Ceiling(s), Ceiling Fan(s), Open Floorplan, Pantry, Recessed Lighting
Room Type: Family Room, Foyer, Great Room, Guest/Maid's Quarters, Kitchen, Laundry, Living Room, Loft, Retreat, Walk-In Closet
Main Level Bathrooms: 2
Main Level Bedrooms: 2
Room Bathroom Features: Bathtub, Shower, Shower in Tub, Double sinks in bath(s), Double Sinks in Primary Bath, Jetted Tub, Main Floor Full Bath, Soaking Tub, Stone Counters, Vanity area, Walk-in shower
Bedroom Features: WalkInCloset
Room Kitchen Features: Granite Counters, Kitchen Island
Eating Area: Breakfast Counter / Bar, Breakfast Nook, Dining Room
Laundry: Yes
Laundry Features: Gas & Electric Dryer Hookup, Individual Room, Inside, Washer Hookup
Laundry Location: Gas & Electric Dryer HU, Washer Hookup
Laundry Utilities: Gas & Electric Dryer HU, Washer Hookup
Fireplace Features: Living Room
Fireplace Rooms: Living Room
Fireplace: FP in Living Room
Cooling: Central Air
Heating Type: Central
Heating: Central
Heat Equipment: Forced Air Unit
Flooring Type: Carpet, Tile, Wood
Floor Coverings: Carpet, Tile, Wood
Flooring: Carpet, Tile, Wood
Virtual Tour URL Branded: https://justlistedrealestatephotography1.hd.pics/1608-Smiley-Ridge
Virtual Tour URL Unbranded: https://iframe.videodelivery.net/9599a67f99de0d4e9b2402d2aa495db3

Exterior Features

Entry Location: Front
Structure Type: House

View Description: Canyon
Patio: Yes
Patio And Porch Features: Brick, Covered, Patio Open, Terrace, Wrap Around
Pool Features: Private
Pool Description: Private
Pool: Private
Pool Heat: Private
Spa Features: Private
Spa Heat: Private

Land/Lot Info

Sign on Property: Yes
Lot Features: Back Yard, Front Yard, Lot Over 40000 Sqft, Sprinkler System, Yard

Lease Considered: No
Available For Lease: No
Land Lease: No
Land Lease Type: Fee
Sprinklers: Yes
Levels: Three Or More
Water: Public
Sewer: Private Sewer
Sewer/Septic: Private Sewer, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Electric: 220 Volts in Laundry
Water Source: Public

Parking Info

Garage Spaces: 2
Parking: Yes

Parking Garage: Door Opener, Driveway, Garage, Garage - 2 Car, Side By Side
Parking Non-Garage: Garage, Garage - Two Door, Garage Door Opener
Parking Garage Spaces: 2
Parking Garage: Garage, Garage - Two Door, Garage Door Opener
Carport Spaces: 0
Attached Garage: No
Parking Features: Driveway, Garage, Garage - Two Door, Garage Door Opener, Side by Side

Property / Structure Info

Residential Styles: Detached
Residential Unit Location: No Common Walls

Property History for 1608 Smiley Ridge

Date	Event & Source	Price	Appreciation
Dec 22, 2025	Price Change CLAW #OC25271709MR	$1,690,000	—
Dec 22, 2025	Listed (Active) CRMLS #OC25271709	$1,650,000	—
Dec 22, 2025	Listed (Active) CLAW #OC25271709MR	$1,650,000	—
Dec 3, 2025	Withdrawn / Cancelled CRMLS #OC25270082	$1,650,000	—
Dec 3, 2025	Hold CRMLS #OC25270082		—
Dec 3, 2025	Hold SDMLS #OC25270082	$1,650,000	—
Dec 3, 2025	Listed (Active) CRMLS #OC25270082	$1,650,000	—
Dec 1, 2025	Listed (Active) SDMLS #OC25270082	$1,650,000	—
Dec 1, 2025	Hold CLAW #OC25270082MR		—
Dec 1, 2025	Listed (Active) SDMLS #OC25271709	$1,650,000	—
Dec 1, 2025	Listed (Active) CLAW #OC25270082MR	$1,650,000	—
May 8, 2023	Withdrawn / Cancelled CRMLS #EV22243152	$1,449,000	—
May 8, 2023	Withdrawn / Cancelled SDMLS #EV22243152		—
May 8, 2023	Withdrawn / Cancelled CLAW #EV22243152MR		—
Mar 4, 2023	Listed (Active) SDMLS #EV22243152		—
Mar 3, 2023	Accepting Backup Offers SDMLS #EV22243152		—
Mar 2, 2023	Pending SDMLS #EV22243152		—
Mar 2, 2023	Accepting Backup Offers CLAW #EV22243152MR		—
Mar 2, 2023	Accepting Backup Offers CRMLS #EV22243152		—
Jan 27, 2023	Price Change CLAW #EV22243152MR	$1,449,000	—
Jan 18, 2023	Price Change CLAW #EV22243152MR	$1,549,000	—
Jan 18, 2023	Price Change CRMLS #EV22243152	$1,549,000	—
Dec 2, 2022	Listed (Active) SDMLS #EV22243152	$1,649,000	—
Dec 2, 2022	Listed (Active) SDMLS #EV22243152	$1,649,000	—
Dec 2, 2022	Listed (Active) CLAW #EV22243152MR	$1,649,000	—
Dec 2, 2022	Listed (Active) CRMLS #EV22243152	$1,649,000	—
Dec 31, 2020	Expired CRMLS #EV20173467	$1,174,000	—
Dec 30, 2020	Expired SDMLS #EV20173467		—
Dec 30, 2020	Expired CLAW #EV20173467MR		—
Aug 25, 2020	Listed (Active) SDMLS #EV20173467	$1,174,000	—
Aug 25, 2020	Listed (Active) CRMLS #EV20173467	$1,174,000	—
Aug 25, 2020	Listed (Active) CLAW #EV20173467MR	$1,174,000	—
Jun 24, 2020	Withdrawn / Cancelled CRMLS #EV19269199	$1,174,000	—
Jun 24, 2020	Withdrawn / Cancelled SDMLS #EV19269199		—
Jun 19, 2020	Listed (Active) SDMLS #EV19269199	$1,174,000	—
Jun 19, 2020	Listed (Active) CRMLS #EV19269199		—
Mar 5, 2020	Withdrawn / Cancelled CRMLS #EV19269199		—
Mar 5, 2020	Withdrawn / Cancelled CLAW #EV19269199MR		—
Nov 21, 2019	Listed (Active) CRMLS #EV19269199	$1,174,000	—
Nov 21, 2019	Listed (Active) CLAW #EV19269199MR	$1,174,000	—
Nov 18, 2019	Withdrawn / Cancelled SDMLS #190041654		—
Nov 18, 2019	Withdrawn / Cancelled CRMLS #190041654	$1,174,000	—
Aug 6, 2019	Price Change SDMLS #190041654	$1,174,000	—
Jul 27, 2019	Listed (Active) CLAW #190041654MR	$1,249,000	—
Jul 27, 2019	Listed (Active) CRMLS #190041654	$1,249,000	—
Jul 27, 2019	Listed (Active) SDMLS #190041654	$1,249,000	—
Jul 12, 2019	Expired CRMLS #EV19060507	$1,199,000	—
Jul 11, 2019	Expired CLAW #EV19060507MR		—
Jul 11, 2019	Expired SDMLS #EV19060507		—
May 16, 2019	Price Change CRMLS #EV19060507	$1,199,000	—
Apr 11, 2019	Price Change CRMLS #EV19060507	$1,249,000	—
Apr 10, 2019	Price Change CRMLS #EV19060507	$1,289,000	—
Mar 19, 2019	Listed (Active) CRMLS #EV19060507	$1,325,000	—
Mar 19, 2019	Listed (Active) SDMLS #EV19060507	$1,325,000	—
Mar 19, 2019	Listed (Active) CLAW #EV19060507MR	$1,325,000	—
Dec 11, 2014	Sold CLAW #WS14183911MR	$570,000	—
Dec 11, 2014	Sold CRMLS #WS14183911	$570,000	—
Dec 5, 2014	Sold (Public Record) Public Record #984252911	$570,000	—
Nov 20, 2014	Pending CRMLS #WS14183911		—
Nov 20, 2014	Pending CLAW #WS14183911MR		—
Aug 26, 2014	Listed (Active) CRMLS #WS14183911	$699,900	—
Aug 26, 2014	Listed (Active) CLAW #WS14183911MR	$699,900	—
May 1, 2014	Withdrawn / Cancelled CRMLS #WS14021251	$799,900	—
May 1, 2014	Withdrawn / Cancelled CLAW #WS14021251MR		—
Mar 21, 2014	Price Change CRMLS #WS14021251	$879,900	—
Feb 21, 2014	Price Change CRMLS #WS14021251	$899,900	—
Jan 31, 2014	Listed (Active) CLAW #WS14021251MR	$979,900	—
Jan 31, 2014	Listed (Active) CRMLS #WS14021251	$979,900	—
Feb 4, 2013	Withdrawn / Cancelled CRMLS #CV12133413	$725,000	—
Feb 4, 2013	Withdrawn / Cancelled CLAW #CV12133413MR		—
Oct 25, 2012	Listed (Active) CRMLS #CV12133413	$850,000	—
Oct 25, 2012	Listed (Active) CLAW #CV12133413MR	$850,000	—

Date	Event & Source	Price
12/22/2025	Price Change CLAW #OC25271709MR	$1,690,000
12/22/2025	Listed (Active) CRMLS #OC25271709	$1,650,000
12/22/2025	Listed (Active) CLAW #OC25271709MR	$1,650,000
12/03/2025	Withdrawn / Cancelled CRMLS #OC25270082	$1,650,000
12/03/2025	Hold CRMLS #OC25270082	—
12/03/2025	Hold SDMLS #OC25270082	$1,650,000
12/03/2025	Listed (Active) CRMLS #OC25270082	$1,650,000
12/01/2025	Listed (Active) SDMLS #OC25270082	$1,650,000
12/01/2025	Hold CLAW #OC25270082MR	—
12/01/2025	Listed (Active) SDMLS #OC25271709	$1,650,000
12/01/2025	Listed (Active) CLAW #OC25270082MR	$1,650,000
05/08/2023	Withdrawn / Cancelled CRMLS #EV22243152	$1,449,000
05/08/2023	Withdrawn / Cancelled SDMLS #EV22243152	—
05/08/2023	Withdrawn / Cancelled CLAW #EV22243152MR	—
03/04/2023	Listed (Active) SDMLS #EV22243152	—
03/03/2023	Accepting Backup Offers SDMLS #EV22243152	—
03/02/2023	Pending SDMLS #EV22243152	—
03/02/2023	Accepting Backup Offers CLAW #EV22243152MR	—
03/02/2023	Accepting Backup Offers CRMLS #EV22243152	—
01/27/2023	Price Change CLAW #EV22243152MR	$1,449,000
01/18/2023	Price Change CLAW #EV22243152MR	$1,549,000
01/18/2023	Price Change CRMLS #EV22243152	$1,549,000
12/02/2022	Listed (Active) SDMLS #EV22243152	$1,649,000
12/02/2022	Listed (Active) SDMLS #EV22243152	$1,649,000
12/02/2022	Listed (Active) CLAW #EV22243152MR	$1,649,000
12/02/2022	Listed (Active) CRMLS #EV22243152	$1,649,000
12/31/2020	Expired CRMLS #EV20173467	$1,174,000
12/30/2020	Expired SDMLS #EV20173467	—
12/30/2020	Expired CLAW #EV20173467MR	—
08/25/2020	Listed (Active) SDMLS #EV20173467	$1,174,000
08/25/2020	Listed (Active) CRMLS #EV20173467	$1,174,000
08/25/2020	Listed (Active) CLAW #EV20173467MR	$1,174,000
06/24/2020	Withdrawn / Cancelled CRMLS #EV19269199	$1,174,000
06/24/2020	Withdrawn / Cancelled SDMLS #EV19269199	—
06/19/2020	Listed (Active) SDMLS #EV19269199	$1,174,000
06/19/2020	Listed (Active) CRMLS #EV19269199	—
03/05/2020	Withdrawn / Cancelled CRMLS #EV19269199	—
03/05/2020	Withdrawn / Cancelled CLAW #EV19269199MR	—
11/21/2019	Listed (Active) CRMLS #EV19269199	$1,174,000
11/21/2019	Listed (Active) CLAW #EV19269199MR	$1,174,000
11/18/2019	Withdrawn / Cancelled SDMLS #190041654	—
11/18/2019	Withdrawn / Cancelled CRMLS #190041654	$1,174,000
08/06/2019	Price Change SDMLS #190041654	$1,174,000
07/27/2019	Listed (Active) CLAW #190041654MR	$1,249,000
07/27/2019	Listed (Active) CRMLS #190041654	$1,249,000
07/27/2019	Listed (Active) SDMLS #190041654	$1,249,000
07/12/2019	Expired CRMLS #EV19060507	$1,199,000
07/11/2019	Expired CLAW #EV19060507MR	—
07/11/2019	Expired SDMLS #EV19060507	—
05/16/2019	Price Change CRMLS #EV19060507	$1,199,000
04/11/2019	Price Change CRMLS #EV19060507	$1,249,000
04/10/2019	Price Change CRMLS #EV19060507	$1,289,000
03/19/2019	Listed (Active) CRMLS #EV19060507	$1,325,000
03/19/2019	Listed (Active) SDMLS #EV19060507	$1,325,000
03/19/2019	Listed (Active) CLAW #EV19060507MR	$1,325,000
12/11/2014	Sold CLAW #WS14183911MR	$570,000
12/11/2014	Sold CRMLS #WS14183911	$570,000
12/05/2014	Sold (Public Record) Public Record #984252911	$570,000
11/20/2014	Pending CRMLS #WS14183911	—
11/20/2014	Pending CLAW #WS14183911MR	—
08/26/2014	Listed (Active) CRMLS #WS14183911	$699,900
08/26/2014	Listed (Active) CLAW #WS14183911MR	$699,900
05/01/2014	Withdrawn / Cancelled CRMLS #WS14021251	$799,900
05/01/2014	Withdrawn / Cancelled CLAW #WS14021251MR	—
03/21/2014	Price Change CRMLS #WS14021251	$879,900
02/21/2014	Price Change CRMLS #WS14021251	$899,900
01/31/2014	Listed (Active) CLAW #WS14021251MR	$979,900
01/31/2014	Listed (Active) CRMLS #WS14021251	$979,900
02/04/2013	Withdrawn / Cancelled CRMLS #CV12133413	$725,000
02/04/2013	Withdrawn / Cancelled CLAW #CV12133413MR	—
10/25/2012	Listed (Active) CRMLS #CV12133413	$850,000
10/25/2012	Listed (Active) CLAW #CV12133413MR	$850,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1608 Smiley Ridge

Taxable ValueLand$205,517Additions$479,540Total$685,057

Tax Record2025$8,501 ($708 / month)

Home Facts

Beds3Total Finished SqFt4,559 SqFtAbove Grade Finished SqFt4,559 SqFtStories3Lot Size44,866 SqFtStyleSingle Family ResidenceYear Built1990Year Renovated1991CountySAN BERNARDINOAPN0175-461-02-0000Fireplace TypeHas Fireplace

Schools near 1608 Smiley Ridge

This home is within Redlands Unified School District.


Rating	School	Type	Grades	Distance
8/10	Kimberly Elementary School	Public - Serves this home	K to 5	1.1 mi
6/10	Cope Middle School	Public - Serves this home	6 to 8	1.4 mi
10/10	Redlands Senior High School	Public - Serves this home	9 to 12	2.2 mi
8/10	Redlands Eacademy	Public - Choice school	K to 12	2.6 mi
2/10	Orangewood High (Continuation) School	Public - Choice school	9 to 12	2.6 mi
NR	The Grove School	Charter - Choice school	7 to 12	3.0 mi


Rating	School	Distance
8/10	Kimberly Elementary School PublicK to 5 Serves this home	1.1 mi
6/10	Cope Middle School Public6 to 8 Serves this home	1.4 mi
10/10	Redlands Senior High School Public9 to 12 Serves this home	2.2 mi
8/10	Redlands Eacademy PublicK to 12 Choice school	2.6 mi
2/10	Orangewood High (Continuation) School Public9 to 12 Choice school	2.6 mi
NR	The Grove School Charter7 to 12 Choice school	3.0 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1608 Smiley Ridge, Redlands, CA 92373

1608 Smiley Ridge is a single family home for sale in Redlands, CA 92373. This property was listed for sale on December 1, 2025 by Real Broker, it's currently listed at $1,690,000. It has been on the market for a total of 3 days and was last sold on December 11, 2014. This listing's school district is Redlands Unified School District. Nearby schools include Kimberly Elementary School, Cope Middle School and Redlands Senior High School. 1608 Smiley Ridge is a 5-bed, 4-bath, 4,559 sqft single family home built in 1990.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Real Broker, Brooks Bailey, DRE #01892672

Based on information from one of the following Multiple Listing Services: CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.

1608 Smiley RidgeRedlands, CA 92373

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More information about 1608 Smiley Ridge, Redlands, CA 92373

1608 Smiley Ridge
Redlands, CA 92373