1608 Smiley Rdg, Redlands, CA 92373
FOR SALE
1.03 ACRES
Listed by Brooks Bailey, Serhant California, Inc, (404) 713-8008

1608 Smiley Rdg
Redlands, CA 92373

  • 5 Beds
  • 3.5 Baths
  • 4,559 sqft (on 1.03 acres)

$1,590,000

Original price: $1,690,000
Est. Mortgage $9,802/mo*
Get Pre-Qualified

$1,590,000

Original price: $1,690,000
Est. Mortgage $9,802/mo*
Get Pre-Qualified
5 Beds
3.5 Baths
4,559 sqft
(on 1.03 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
$295/Monthly
Price/Sqft
$349
Listed
162 days ago

Home Details for 1608 Smiley Rdg

Interior Features

Interior Details
Number of Rooms: 13Types of Rooms: Bathroom, Dining Room, Family Room, Foyer, Great Room, Guest Quarters, Kitchen, Laundry, Living Room, Loft, Other, Retreat
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 4559 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Gas Cooktop, Disposal, Gas Oven, Microwave, Refrigerator, Water To RefrigeratorDishwasherDisposalLaundry: Washer Hookup,Electric Dryer Hookup,Gas Dryer Hookup,Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living RoomSpa: PrivateHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, WoodCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 3Levels: Three Or MoreEntry Location: FrontFloors: Carpet, Tile, Wood
View
Has a ViewView: Canyon

Exterior Features

Exterior Home Features
Patio / Porch: Brick, Covered, Open, Patio, Terrace, Wrap AroundHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 2Parking: Door-Multi,Driveway,Garage,Garage Door Opener,Side By Side
Pool
Pool: PrivatePool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer
Surface & Elevation
Elevation Units: Feet

Days on Market

Cumulative Days on Market: 151Days on Market: 162

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Not a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Parcel Number: 0175461020000

Price & Status

Price
List Price: $1,590,000Price Per Sqft: $349
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: Redlands
School Information
High School District: Redlands Unified

Agent Information

Listing Agent
Listing ID: OC25271709

Community

Community Features: Street Lights, SidewalksNot Senior Community

HOA

HOA Name: Smiley Ridge HOAHOA Phone: 909-481-0600Association for this Listing: California Regional MLSHas an HOAHOA Fee: $295/Monthly

Lot Information

Lot Area: 1.03 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Cash to New Loan, Conventional, Contract

Miscellaneous

Mls Number: OC25271709Living Area Range Units: Square FeetAttribution Contact: 909-557-6150Activation Date: Mon Dec 22 2025Common Interest: Planned DevelopmentStart Showing Date: Mon Dec 22 2025Universal Property Id: US-06071-N-0175461020000-R-N

Additional Information

HOA Amenities: Controlled Access,SecuritySource Internet Entire Listing Display
Last check for updates: about 4 hours ago
Listing Provided by: Brooks Bailey DRE #01892672, (909) 557-6150
Serhant California, Inc
Originating MLS: California Regional MLS
Source: CRMLS, MLS#OC25271709
Also Listed on CRMLS.

Price History for 1608 Smiley Rdg

DatePriceEventSource
05/22/2026$1,590,000PriceChange
CRMLS #OC25271709
12/22/2025$1,690,000Listed For SaleCRMLS #OC25271709
12/31/2020ListingRemovedCRMLS
08/25/2020$1,174,000Listed For SaleAgent Provided
06/25/2020$1,174,000ListingRemovedAgent Provided
06/19/2020$1,174,000Listed For SaleAgent Provided
03/05/2020$1,174,000ListingRemovedAgent Provided
10/13/2019$1,174,000PendingToActiveAgent Provided
10/13/2019$1,174,000PendingAgent Provided
10/09/2019$1,174,000PendingToActiveAgent Provided
10/09/2019$1,174,000PendingAgent Provided
08/06/2019$1,174,000PriceChange
Agent Provided
07/30/2019$1,249,000PriceChange
Agent Provided
05/16/2019$1,199,000PriceChange
Agent Provided
04/11/2019$1,249,000PriceChange
Agent Provided
03/19/2019$1,325,000Listed For SaleAgent Provided
12/10/2014$570,000Sold
N/A
11/21/2014$699,900PendingAgent Provided
08/26/2014$699,900Listed For SaleAgent Provided
05/01/2014$799,900ListingRemovedAgent Provided
04/12/2014$799,900PriceChange
Agent Provided
03/22/2014$879,900PriceChange
Agent Provided
02/23/2014$899,900PriceChange
Agent Provided
02/01/2014$979,900Listed For SaleAgent Provided
02/23/2013$725,000ListingRemovedAgent Provided
02/12/2013$598,000Sold
N/A
12/05/1994$575,000Sold
N/A
09/12/1994$549,298Sold
N/A

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Property Tax and Assessment

Year2025
Tax$8,501
Assessment$685,057
Home facts updated by county records

Comparable Sales for 1608 Smiley Rdg

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1624 Alessandro Rd, Redlands, CA
0.11
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4
3
3,260
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2,656
1037 W Sunset Dr, Redlands, CA
0.35
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$770,000
01/09/26
3
2
1,599
1012 W Highland Ave, Redlands, CA
0.87
Single-Family Home
$1,275,000
05/22/26
4
3
4,513
1434 Pacific St, Redlands, CA
0.58
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$800,000
02/06/26
3
2
1,552
856 W Sunset Dr, Redlands, CA
0.57
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$810,000
07/11/25
4
2
1,806
1317 Pacific St, Redlands, CA
0.72
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$815,000
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2.5
2,904
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0.75
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$1,800,000
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4
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4,229

Nearby homes

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Assigned Schools

These are the assigned schools for 1608 Smiley Rdg.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redlands

At least 668 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 83 % Say car is needed

  • 80 % Say parking is easy

  • 79 % Say there's holiday spirit

  • 75 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 66 % Say it's walkable to grocery stores

  • 62 % Say they plan to stay for at least 5 years

  • 60 % Say streets are well-lit

  • 60 % Say it's quiet

  • 55 % Say it's walkable to restaurants

  • 53 % Say neighbors are friendly

  • 49 % Say there's wildlife

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Friendly neighborhood. Mature trees and most minors take good care of their home. Every store and restaurant is relatively close by. "
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  • Izzyrodri0810
    "They would like that there isn’t loose dogs around . I always take my dogs for walks. and I’m happy I don’t have to be worried about a loose dog coming unexpectedly "
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  • Cynthia Cardona
    "I live in the neighborhood for 1 year and I like it, it feels safe and I love the parks around and the entertainment that the city offers. I also work in the area"
    1
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  • Laura Jimenez
    "Such a family oriented city people are close with each other. Take care of each other’s home and also let each other food if they need to or give each other produce and food. I love this city and I love my neighbors"
    1
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  • Jessi Flores
    "Quiet and clean, you can tell the community cares about how their community is kept. 10/10 recommend if you have little ones "
    1
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  • Hector Gonzalez
    "Nice people , that walk their dogs around and seem to pick up their dogs droppings. Friendly folk , safe neighborhoods. "
    1
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  • Nbrokaw
    "Best neighborhood EVER. Everyone watches out everyone else. Several neighbors have been here since 1986. We’re third family and have been here 25 years."
    1
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  • Trulia User
    "It’s a wonderful community with really cool people. Highly recommend it’s very welcoming with a sense of community. "
    1
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  • Trulia User
    "I would love to see us neighbors join together and keep our neighborhood safe and come together on the holidays ."
    1
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  • Hippiekaylee
    "Nice calm environment. Middle to high class. Safe and my favorite neighborhood I’ve had the pleasure to live in. "
    5
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  • Stephahughes18
    "Depends on where but sometimes the freeways sucks going west in the morning. Mondays being the absolute worst , unless you can carpool. "
    0
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  • Katelyn G.
    "Friendly neighbors and very beautiful neighborhood. Close to downtown and lots of shopping and restaurants. "
    10
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  • Valanteena J.
    "It quite safe and a great school district. I lived in Redlands more than once and I keep coming back. "
    3
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  • Miranda V.
    "A huge Halloween event where the streets are closed by law enforcement and the fire department. Kids are safe and most houses for blocks and blocks are decorated in spectacular fashion. Market night on Thursdays in downtown Redlands. "
    0
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  • Danielle F.
    "good smooth always easy driving to work and home 700 am 330 pm are my normal travel times hjjjsnjsbhdjndnnf "
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  • Katelyn G.
    "I’ve lived in Redlands for 36 years. Beautiful town, great community:) I feel very lucky to have grown up here, and now raise my children here. "
    5
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  • Adelaide
    "Great neighborhood, never had any issues and neighbors are always respectful. Fireworks go off almost nightly though so that can get obnoxious. "
    0
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  • Jessica
    "The Redlands Farmers Market on Thursday and Saturday morning, youth athletics, parks and recreation."
    1
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  • Adelaide
    "Safe neighborhood and facilities such as parks are well maintained. I’ve never had issues walking alone in downtown or any other areas within the city/residential areas. "
    0
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  • Gabrielle B.
    "I love it here. Just took a job at Loma Linda and am looking at finding a place in Redlands. It’s super cute. "
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  • Gilency
    "Great town to raise your kids. Market night (farmers market on Thursdays) is great. The gem of the Inland Empire."
    0
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  • Natalie D.
    "Park for dogs. Great areas for walking dogs. Not busy traffic. Friendly people in neighborhood. Hiking trails nearby. "
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  • Aurora S.
    "The area is very safe, and has many bike lanes for bike rides around town. There are many little mom and pop shops, and all my time living in Redlands I have never gotten a package stolen."
    5
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  • Arianna M.
    "Not every street is well lit, so ensuring your children are home before dark is important. Redlands is active on the neighborhood app. "
    2
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  • Margaret W.
    "We have lots of events, Christmas. Parade, huge Halloween activities and close the streets down for the children to have a safe Trick or Treat. Thursday nights we have activities in downtown Redlands "
    0
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  • Carlos R.
    "The amount of homeless in my immediate area make my neighborhood unique. It’s close to downtown, I could walk to everything "
    0
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  • Brittany D.
    "It's a little rough lots a traffic as surrounding areas grow. hopefully it opens up a bit after they finish widening the freeway. "
    2
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  • Stiflekelsey
    "There are many families in Redlands as well as lots of parks, kid-friendly spaces, and a quaint downtown."
    1
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  • Patty H.
    "Market night Redlands Bowl Events Holiday Parades Downtown! Love Redlands! Not much crime! Great police officers! A walking town! So many events in our town!"
    2
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  • Edalsey
    "Nice sidewalks. It is a dog friendly area. There are always good places to walk the dogs. I wish I had more dogs."
    2
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  • Bigfern63
    "There’s a few dog parks. Most owners seem to be able to handle their pets. I haven’t seen a lot of dog poop laying around."
    3
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  • Haldineitor
    "is a nice place to live, quieted and everyone is friendly, clean and organized parks are very good maintain and they are pretty good to look at "
    1
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  • Dgonzales98
    "Safe, beautiful, fun downtown, and great schools. Also only 30 mins from the snow. Can’t wait for the train to start running."
    2
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  • Jeanette F.
    "There are many friendly people in the neighborhood, kids are all so nice and approachable. Everyone cleans up after there dogs as well"
    0
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  • Austin S.
    "Easy and simple. Little to no traffic to and from my house. I love living in Redlands as it’s a quiet and quaint town. "
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  • Kyria M.
    "There is a lot of neighbors walking their dogs dog parks is a very family oriented well kept city with lots of things to do and places to go restaurant are very dog friendly "
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  • Irena A.
    "We have lived here in Redlands for 10 years. My son went to Elementary, Middle, and now High school with all his friends. "
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  • Wendebug
    "Friendly, quiet and close to a lot of fun activities. Parks are nearby, amusement parks, mountains and beaches are within an hour drive. Love the schools and the area very much! "
    1
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  • Wendebug
    "We don’t have great public transportation here in Redlands. But you can car pool with co-workers. Great access to the freeway. Our why’s are congested in southern ca."
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  • Stacie l
    "Buses are near by. My commute is less than 15 miles. It is easy with very little traffic. I have many routes to take. "
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LGBTQ Local Legal Protections

Brooks Bailey, Serhant California, Inc
Agent Phone: (909) 557-6150
The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All listing data, including but not limited to square footage and lot size is believed to be accurate, but the listing Agent, listing Broker and CRMLS and its affiliates do not warrant or guarantee such accuracy. The viewer should independently verify the listed data prior to making any decisions based on such information by personal inspection and/or contacting a real estate professional.
Based on information from California Regional Multiple Listing Service, Inc. as of 2026-02-09 09:51:42 PST and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information
1608 Smiley Rdg, Redlands, CA 92373 is a 5 bedroom, 4 bathroom, 4,559 sqft single-family home built in 1990. This property is currently available for sale and was listed by CRMLS on Dec 22, 2025. The MLS # for this home is MLS# OC25271709.