418 SMILEY COURT, Winter Haven, FL 33884
SOLD
MAR 13, 2026

$406,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,054 sqft (on 0.55 acres)

418 SMILEY COURT, Winter Haven, FL 33884

Cypress Gardens
Est. Refi. Payment $2,676/mo*
Refinance Your Home
Currently Off Market - Sold Mar 13, 2026 for $406,000 (1% below list price)

Home Value

Trulia Estimate
$407K
Since last month
Increased$3K (+0.8%)
Since last year
Increased$40K (+10.8%)
Since last sale
$100 (0%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +99% in the last 10 years
MonthEstimated value
2026
August 2026$406K
August 2026$406K
July 2026$403K
June 2026$401K
May 2026$401K
April 2026$404K
March 2026$405K
February 2026$407K
January 2026$410K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
720 SANTA MARIA DRIVE, Winter Haven, FL
0.32
Single-Family Home
$319,000
05/22/26
3
2
2,070
205 SANTA ROSA DRIVE, Winter Haven, FL
0.25
Single-Family Home
$480,000
11/13/25
3
2
2,251
136 LAKE MARIAM WAY, Winter Haven, FL
0.10
Single-Family Home
$495,000
11/05/25
4
2
2,467
115 LAKE MARIAM WAY, Winter Haven, FL
0.14
Single-Family Home
$362,450
05/15/26
4
2
2,113
204 S LAKE MARIAM DRIVE, Winter Haven, FL
0.41
Single-Family Home
$380,000
01/09/26
3
2
1,826
716 SANTA MARIA DR, Winter Haven, FL
0.35
Single-Family Home
$392,000
04/20/26
3
2
2,378
522 ALACHUA DRIVE, Winter Haven, FL
0.34
Single-Family Home
$377,000
11/26/25
3
2
2,054
262 SANTA ROSA DRIVE, Winter Haven, FL
0.14
Single-Family Home
$280,000
07/06/26
4
2
2,336
81 DUVAL ROAD, Winter Haven, FL
0.35
Single-Family Home
$381,000
08/03/26
4
2
1,893

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
510 LAKE MARIAM TERRACE, Winter Haven, FL 33884
0.03
$380,800
3
2
1,788
Off Market
125 WALDEMAR COURT SE, Winter Haven, FL 33884
0.03
$366,000
4
2
2,012
Off Market
514 LAKE MARIAM TERRACE, Winter Haven, FL 33884
0.05
$363,400
3
2.5
1,955
Off Market
132 LAKE MARIAM WAY, Winter Haven, FL 33884
0.07
$300,000
4
2
2,207
For Sale
324 LAKE MARIAM BOULEVARD, Winter Haven, FL 33884
0.09
$383,600
3
2
2,249
Off Market
515 LAKE MARIAM TERRACE, Winter Haven, FL 33884
0.09
$472,700
5
3
2,466
Off Market
136 LAKE MARIAM WAY, Winter Haven, FL 33884
0.10
$494,200
4
2
2,467
Off Market
119 LAKE MARIAM WAY, Winter Haven, FL 33884
0.10
$450,500
4
2
2,398
Off Market
126 LAKE MARIAM WAY, Winter Haven, FL 33884
0.11
$398,600
4
2
2,101
Off Market
315 Lake Mariam Blvd, Winter Haven, FL 33884
0.11
$349,900
3
2
2,264
For Sale
115 LAKE MARIAM WAY, Winter Haven, FL 33884
0.14
$362,450
4
2
2,113
Recently Sold

Local Information

  • Map ViewExplore the area around 418 SMILEY COURT.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
0.55 acre lot
2,054 sqft
$198/sqft
2 Car Garage
HOA $35/mo

About this House

Paradise awaits in this beautifully maintained home tucked away on a quiet cul-de-sac in the gated and desirable Lake Mariam community. Enjoy serene Florida living with low HOA fees, private lake access, and a dedicated boat slip on the pristine waters of Lake Mariam. Inside, the home features new flooring throughout (2023), including tile, carpet, and hardwoods, creating a warm and inviting atmosphere. The expansive living area is filled with natural light and offers peaceful, unobstructed views of the beautiful fully fenced backyard. The modern kitchen serves as the heart of the home and is equipped with brand-new stainless-steel appliances installed in 2023, including an oven, dishwasher, and convection microwave—ideal for both everyday living and entertaining. Additional upgrades include a brand-new roof (2023), and a fully fenced backyard (2024) providing privacy and an ideal space for pets and outdoor enjoyment. The sodded front and back yard are well maintained and feature an irrigation system connected to a private well, resulting in LOW MONTHLY WATER BILLS. The neighborhood offers a peaceful, quiet setting ideal for a high quality of life, surrounded by mature trees and green spaces that create a natural and inviting atmosphere. This safe, family-friendly gated community is known for its welcoming neighbors and strong sense of togetherness, where little ones can play freely and residents enjoy daily walks. This exceptional home seamlessly blends comfort, style, and convenience in a tranquil setting—schedule your private showing today. The boat ramp is private for residents only.
418 SMILEY COURT, Winter Haven, FL 33884 is a 3 bedroom, 2 bathroom, 2,054 sqft single-family home in Cypress Gardens, built in 1995. It last sold for $406,000 on Mar 13, 2026 (1% below the $412,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $406,900, with a rent estimate of $2,164/month.
Last check for updates: about 12 hours ago
Listed by Beatriz Zuccaro, (407) 222-5345
ZUCCARO REALTY GROUP INC, (407) 222-5345
Blanca Frias Ramirez, (407) 781-7850
ZUCCARO REALTY GROUP INC, (407) 222-5345
Bought with: Amy Reynolds, (863) 412-2279, LOCKHART & ASSOCIATES INC, (863) 293-1234
Originating MLS: East Polk
Source: Stellar MLS, MLS#P4937583
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 418 SMILEY COURT

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 1, Dining Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2054 Square Feet
Appliances & Utilities
Utilities: PublicAppliances: Dryer, Microwave, Range, Refrigerator, WasherDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Tile, Hardwood
View
No View
Security
Security: Gated Community, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Rear Porch, ScreenedFencing: VinylExterior: Irrigation System, Private MailboxFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 24x28No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Off Street
Frontage
Waterfront: Lake PrivilegesRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic TankWater Body: LAKE MARIAM

Days on Market

Cumulative Days on Market: 9

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 262835662931000320

Price & Status

Price
List Price: $412,000Price Per Sqft: $198/sqft
Status Change & Dates
Off Market Date: Sat Jan 31 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: LAKE MARIAM HILLS REP
School Information
Elementary School: Elbert ElemJr High / Middle School: Denison MiddleHigh School: Winter Haven Senior

Building

Building Area
Building Area: 3007 Square Feet

Community

Community Features: Private Boat Ramp, Gated Community - No GuardNot Senior Community

HOA

HOA Fee Includes: Private RoadHOA Name: Tom OvalleHOA Phone: 863-412-1890Association for this Listing: East PolkHas an HOAHOA Fee: $35/Monthly

Lot Information

Lot Area: 0.55 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: P4937583Showing Advance Notice: 24Showing Considerations: See RemarksShowing Requirements: 24 Hour Notice, Appointment Only, Call Before Showing, Gate Code Required, Lockbox, Lockbox - ElectronicUniversal Property Id: US-12105-N-262835662931000320-R-N

Additional Information

HOA Amenities: Gated,Other

Price and Tax history

DateEventPrice
Mar 13, 2026
Source: Stellar MLS #P4937583
Sold
$406,000
Feb 5, 2026
Source: Stellar MLS #P4937583
Pending
$412,000
Jan 22, 2026
Source: Stellar MLS #P4937583
Listed For Sale
$412,000
Apr 26, 2024
Source: Stellar MLS #S5100747
Sold
$385,000
Mar 28, 2024
Source: Stellar MLS #S5100747
Pending
$380,000

Market trends in Winter Haven

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$260K
$3.28KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$161
$4MoM
Available listings
778
10MoM

Around this home

Neighborhood Overview

Cypress Gardens
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Cypress Gardens

At least 63 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 84 % Say parking is easy

  • 81 % Say car is needed

  • 76 % Say yards are well-kept

  • 76 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 56 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 47 % Say they plan to stay for at least 5 years

  • 45 % Say neighbors are friendly

  • 42 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 30 % Say it's walkable to grocery stores

  • 30 % Say there's wildlife

  • 26 % Say there are community events

  • 25 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • William David Evans
    "We have our personal cars have used uber a few times but not really necessary for us because we live close to most of the stores and restaurants "
    1
    Flag
  • Miguel Catalano
    "Quiet neighborhood, everything you need is close by and affordable, and places of worship for everyone. Light traffic all the time and great restaurants all over town with views of the lake. Serenity is everywhere in Winter Haven."
    0
    Flag
  • Carly.m.williams
    "The area is a family friendly area. High traffic area also. Schools and shopping nearby. Legoland brings in a lot of traffic also"
    0
    Flag
  • Carly.m.williams
    "The area is very family friendly in my opinion. Never had any issues with neighbors. Quite a few stray cats but no issues."
    0
    Flag
  • Martha K.
    "My neighborhood is nice and quiet and their isn’t any crimes they maintain over here but sometimes the neighbors can be loud."
    0
    Flag
  • Jessica S.
    "Very family friendly and a great place to raise kids. Neighbors have always been great and little to no criminal activity."
    1
    Flag
  • Trulia User
    "I lived here my entire life. Love this area and all amenities available. People are friendly and it still has a small town feel. "
    2
    Flag
  • Whmidas
    "Neighbors watch out for each other’s property when anyone is out of town. Good neighborhood watch with Ring."
    1
    Flag
  • Timothy H.
    "Good restaurants and bars always something to do like bowl or mall or enjoy the downtown lifestyle. Lake everywhere get on a boat and enjoy"
    0
    Flag
  • Tyler S.
    "Nothing special. It's quiet, and safe with the occasional police car for small disturbances. Generally nice neighbors, not a lot of families moving in and out every other day. "
    0
    Flag
  • Eichhorst1986
    "looks good great neighbors and closer to most ever sour toy need. w are closer to Legoland and tough can see fireworks at night."
    2
    Flag
  • Wilmatoes66
    "It’s an older neighborhood and it’s quiet. It’s centrally located near restaurants And shopping. We have a charming neighborhood "
    1
    Flag
  • nreina1
    "i live here nd it's a beautiful area, convenient to everything and everywhere."
    0
    Flag
  • eliska o.
    "this has got to be the best of both worlds! country lake setting only one block from everything - everthing. "
    0
    Flag
  • S
    "Beautiful, Serene, Private and alot of greenery. Close to everything but far enough away from nonsense.....Safe, NO crime and very desirable for the family or couple looking for a peace of mind. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 418 SMILEY COURT

  • What is 418 SMILEY COURT estimated to be worth?
    Trulia's estimated value for 418 SMILEY COURT in Winter Haven, FL is $406,900.
  • What is the price history for 418 SMILEY COURT?
    418 SMILEY COURT in Winter Haven, FL last sold for $406,000 in March 2026.
  • Is Winter Haven a buyer's or seller's market?
    Winter Haven is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Haven?
    The median sale price in Winter Haven is $260K. That is up $3.28K from the prior month.
  • Does 418 SMILEY COURT have air conditioning?
    Yes, 418 SMILEY COURT in Winter Haven, FL has air conditioning.
  • Does 418 SMILEY COURT have laundry facilities?
    Yes, 418 SMILEY COURT in Winter Haven, FL has in-unit laundry.

Explore by feature - Pet Friendly

260 pet-friendly rentals in Winter Haven, FL

Explore by feature - Garage

187 rentals with a garage in Winter Haven, FL

Explore by feature - Air Conditioning

282 rentals with air conditioning in Winter Haven, FL

Explore by feature - Pool

163 rentals with a pool in Winter Haven, FL

Explore by feature - Washer/dryer

256 rentals with a washer/dryer in Winter Haven, FL

Explore by feature - Outdoor Space

75 rentals with an outdoor space in Winter Haven, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 418 SMILEY COURT

Skip to last item
Skip to first item

Homes for sale near 418 SMILEY COURT

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item