5440 RIDDLE ROAD, Holiday, FL 34690
SOLD
APR 3, 2026

$203,000

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,432 sqft

5440 RIDDLE ROAD, Holiday, FL 34690

Forest Hills
Est. Refi. Payment $1,405/mo*
Refinance Your Home
Currently Off Market - Sold Apr 3, 2026 for $205,000 (11% below list price)

Home Value

Trulia Estimate
$203K
Since last month
Decreased$500 (-0.2%)
Since last year
Increased$49K (+31.7%)
Since last sale
Decreased$2K (-0.9%)
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 +217% in the last 10 years
MonthEstimated value
2026
August 2026$203K
August 2026$203K
July 2026$204K
June 2026$204K
May 2026$204K
April 2026$204K
March 2026$224K
February 2026$153K
January 2026$156K
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
5526 CHEYENNE DRIVE, Holiday, FL
0.09
Single-Family Home
$217,000
05/05/26
3
2
1,420
5545 CASINO DRIVE, Holiday, FL
0.15
Single-Family Home
$224,000
03/09/26
2
2
1,170
5346 MOSAIC DRIVE, Holiday, FL
0.20
Single-Family Home
$207,000
04/16/26
2
2
1,163
1448 SAPLIN DRIVE, Holiday, FL
0.05
Single-Family Home
$229,000
05/11/26
3
2
1,188
5412 GOLDEN NUGGET DRIVE, Holiday, FL
0.17
Single-Family Home
$225,000
06/03/26
2
1.5
1,108
5321 MOSAIC DRIVE, Holiday, FL
0.21
Single-Family Home
$250,000
09/08/25
2
2
1,141
5352 MOSAIC DRIVE, Holiday, FL
0.20
Single-Family Home
$185,000
12/31/25
2
1.5
1,113
5352 RIDDLE ROAD, Holiday, FL
0.08
Single-Family Home
$258,000
04/10/26
3
1.5
1,128

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
5441 CELCUS DRIVE, Holiday, FL 34690
0.02
$231,200
3
2
1,338
Off Market
1448 SAPLIN DRIVE, Holiday, FL 34690
0.05
$229,000
3
2
1,188
Recently Sold
5415 RIDDLE RD, Holiday, FL 34690
0.06
$232,700
3
2
1,440
Off Market
1414 GRAND BOULEVARD, Holiday, FL 34690
0.04
$310,000
2
2
2,278
Recently Sold
5352 RIDDLE ROAD, Holiday, FL 34690
0.08
$258,000
3
1.5
1,128
Recently Sold
5527 RIDDLE ROAD, Holiday, FL 34690
0.08
$281,800
3
2
1,768
Off Market
5353 CELCUS DRIVE, Holiday, FL 34690
0.08
$236,200
2
1.5
1,115
Off Market
1451 BOOKMAN DRIVE, Holiday, FL 34690
0.09
$243,600
2
2
1,052
Off Market
5511 CHEYENNE DRIVE, Holiday, FL 34690
0.09
$389,700
5
3
1,920
Off Market
5526 CHEYENNE DRIVE, Holiday, FL 34690
0.09
$217,000
3
2
1,420
Recently Sold
5346 RIDDLE ROAD, Holiday, FL 34690
0.09
$250,000
3
1.5
1,096
Recently Sold

Local Information

  • Map ViewExplore the area around 5440 RIDDLE ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
1,432 sqft
$143/sqft
1 Car Garage

About this House

Three toilets, three showers, huge master bedroom, cute pool, fully fenced backyard, garage, not a flood zone. This house is a permitted, professionally remediated subsidence. Roof 2021, Water Heater 2024, AC 2024.
5440 RIDDLE ROAD, Holiday, FL 34690 is a 2 bedroom, 3 bathroom, 1,432 sqft single-family home in Forest Hills, built in 1968. It last sold for $205,000 on Apr 3, 2026 (11% below the $229,900 asking price). More recently, it was listed as a rental in May 2023 with an asking price of $2,050 per month. That rental listing was removed on June 5, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $203,000, with a rent estimate of $2,786/month.
Last check for updates: about 16 hours ago
Listed by Glenn Gasner, (727) 386-6644
COUGAR PROPERTY MANAGEMENT LLC, (727) 386-6644
Bought with: Angie Alstott, (813) 491-8522, IMPACT REALTY TAMPA BAY, (813) 321-1200
Originating MLS: Other
Source: Stellar MLS, MLS#R4910869
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 5440 RIDDLE ROAD

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1432 Square Feet
Appliances & Utilities
Utilities: PublicAppliances: RefrigeratorLaundry: In GarageRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Garage Attached
Pool
Pool: Fiberglass, In GroundPool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 10

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 3226160190000005010

Price & Status

Price
List Price: $229,900Price Per Sqft: $143/sqft
Status Change & Dates
Off Market Date: Mon Mar 23 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: HOLIDAYCommunity: FOREST HILLS

Building

Building Area
Building Area: 1792 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: OtherNo HOA

Lot Information

Lot Area: 6150 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: R4910869Showing Considerations: No Sign, See RemarksShowing Requirements: Combination Lock Box, Go Direct, See Remarks, ShowingTimeUniversal Property Id: US-12101-N-3226160190000005010-R-N

Price and Tax history

DateEventPrice
Apr 3, 2026
Source: Stellar MLS #R4910869
Sold
$205,000
Mar 23, 2026
Source: Stellar MLS #R4910869
Pending
$229,900
Mar 13, 2026
Source: Stellar MLS #R4910869
Listed For Sale
$229,900
Jun 5, 2023
Source: Zillow Rentals
ListingRemoved
Jun 4, 2023
Source: Zillow Rentals
PriceChange
$1,900
Price decreased by 5%

Market trends in Holiday

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$221K
$6.67KMoM
Sale-to-List Price
98.6%
Price per sq ft
$181
$6MoM
Available listings
313
17MoM

Around this home

Neighborhood Overview

Forest Hills
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Forest Hills

At least 46 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 85 % Say car is needed

  • 80 % Say there's holiday spirit

  • 78 % Say parking is easy

  • 77 % Say it's dog friendly

  • 65 % Say there are sidewalks

  • 56 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 52 % Say it's quiet

  • 51 % Say people would walk alone at night

  • 43 % Say they plan to stay for at least 5 years

  • 38 % Say streets are well-lit

  • 37 % Say it's walkable to grocery stores

  • 33 % Say there's wildlife

  • 26 % Say it's walkable to restaurants

  • 11 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Robbie Watson
    "The dog owners on my street walk their dogs at all hours, always pick up after their dogs and are all friendly"
    0
    Flag
  • Laura S.
    "I’m actually retired so don’t know bout the commute, but public transportation is very close walking distance "
    1
    Flag
  • Lala
    "I don’t commute, I work from home. I believe traffic is typical for rush hour time frames - never stopped completely."
    1
    Flag
  • Aprilmcmillin
    "My neighborhood is very quiet and peaceful. Most of my neighbors are friendly but I don’t know any of them very well. "
    4
    Flag
  • kathysmith1321
    "Live here. Great area for all ages, close to shopping, schools, restaurants. Road doesn't have a lot of traffic and has really nice neighbors."
    1
    Flag
  • Kathy H.
    "This area is filled with a cross section of people. We have singles, families and seniors. The neighborhood is friendly and many people walk and walk their dogs. We have very nice neighbors and the view of the lake is outstanding."
    4
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5440 RIDDLE ROAD

  • What is 5440 RIDDLE ROAD estimated to be worth?
    Trulia's estimated value for 5440 RIDDLE ROAD in Holiday, FL is $203,000.
  • What is the price history for 5440 RIDDLE ROAD?
    5440 RIDDLE ROAD in Holiday, FL last sold for $205,000 in April 2026.
  • Is Holiday a buyer's or seller's market?
    Holiday is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Holiday?
    The median sale price in Holiday is $221K. That is down $6.67K from the prior month.
  • Does 5440 RIDDLE ROAD have air conditioning?
    Yes, 5440 RIDDLE ROAD in Holiday, FL has air conditioning.
  • Does 5440 RIDDLE ROAD have a pool?
    Yes, 5440 RIDDLE ROAD in Holiday, FL has a pool.

Explore by feature - Pet Friendly

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