366 total properties
View 4539 MILE STRETCH DRIVE Holiday, FL MLS# TB8450043
  • Virtual Tour
1 of 70
$299,999
1,654

Sq.Ft.

4539 MILE STRETCH DRIVE

Holiday, FL

Courtesy of EXP REALTY LLC
View 3332 WILSON DRIVE Holiday, FL MLS# W7884874
  • Virtual Tour
1 of 28
$299,990
3

Beds

2.0

Baths

1,444

Sq.Ft.

3332 WILSON DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1414 WHITEHALL LANE Holiday, FL MLS# TB8498792
$299,990
3

Beds

2.0

Baths

1,636

Sq.Ft.

1414 WHITEHALL LANE

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5338 SPANISH TRAIL Holiday, FL MLS# TB8462546
  • Virtual Tour
1 of 34
$299,900
2

Beds

2.0

Baths

1,212

Sq.Ft.

5338 SPANISH TRAIL

Holiday, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 3127 DOLE STREET Holiday, FL MLS# TB8482547
  • Virtual Tour
1 of 39
$299,900
2

Beds

2.0

Baths

1,184

Sq.Ft.

3127 DOLE STREET

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 4301 WESTWOOD DRIVE Holiday, FL MLS# TB8484815
  • Virtual Tour
1 of 13
$299,900
2

Beds

1.1

Baths

1,259

Sq.Ft.

4301 WESTWOOD DRIVE

Holiday, FL

Courtesy of AVENUE HOMES LLC
View 3625 RICHBORO DRIVE Holiday, FL MLS# TB8463808
  • Virtual Tour
1 of 24
$299,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

3625 RICHBORO DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 3228 ROCK VALLEY DRIVE Holiday, FL MLS# TB8467302
  • Virtual Tour
1 of 28
$299,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

3228 ROCK VALLEY DRIVE

Holiday, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 3042 BAHIA AVENUE Holiday, FL MLS# TB8504500
  • Recently Listed with Virtual Tour
1 of 37
$295,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

3042 BAHIA AVENUE

Holiday, FL

Courtesy of JM REAL ESTATE SOLUTIONS
View 1012 PRESCOTT LANE Holiday, FL MLS# TB8486952
  • Virtual Tour
1 of 45
$294,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

1012 PRESCOTT LANE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3207 COLDWELL DRIVE Holiday, FL MLS# TB8366217
  • Virtual Tour
1 of 44
$294,000
3

Beds

2.0

Baths

1,302

Sq.Ft.

3207 COLDWELL DRIVE

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 2561 CHARLAN COURT Holiday, FL MLS# TB8496060
  • Adult Community with Virtual Tour
1 of 47
$294,000
3

Beds

2.1

Baths

1,634

Sq.Ft.

2561 CHARLAN COURT

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 5551 MOSAIC DRIVE Holiday, FL MLS# TB8467750
  • Virtual Tour
1 of 87
$290,000
3

Beds

2.0

Baths

1,576

Sq.Ft.

5551 MOSAIC DRIVE

Holiday, FL

Courtesy of TAMPA INVESTORS SOLUTIONS LLC
View 5404 FRONT DRIVE Holiday, FL MLS# TB8464929
$289,900
3

Beds

2.0

Baths

1,240

Sq.Ft.

5404 FRONT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 3138 VICTORIA INLET DRIVE Holiday, FL MLS# TB8501010
  • Recently Listed
1 of 52
$289,900
3

Beds

2.1

Baths

1,440

Sq.Ft.

3138 VICTORIA INLET DRIVE

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 3530 WINDHAM DRIVE Holiday, FL MLS# TB8503856
  • Recently Listed with Virtual Tour
1 of 25
$289,900
3

Beds

2.0

Baths

1,189

Sq.Ft.

3530 WINDHAM DRIVE

Holiday, FL

Courtesy of STAR BAY REALTY CORP.
View 5701 CANOSA DRIVE Holiday, FL MLS# TB8497357
  • Virtual Tour
1 of 21
$289,000
3

Beds

2.0

Baths

1,308

Sq.Ft.

5701 CANOSA DRIVE

Holiday, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 1714 SPRINGDALE DRIVE Holiday, FL MLS# TB8495646
  • Virtual Tour
1 of 50
$285,000
3

Beds

2.0

Baths

1,622

Sq.Ft.

1714 SPRINGDALE DRIVE

Holiday, FL

Courtesy of DALTON WADE INC
View 3402 SEFFNER DRIVE Holiday, FL MLS# TB8471835
  • Virtual Tour
1 of 27
$283,000
3

Beds

2.0

Baths

1,443

Sq.Ft.

3402 SEFFNER DRIVE

Holiday, FL

Courtesy of AVISTA BAY REALTY, LLC
View 2627 CHARLAN COURT Holiday, FL MLS# TB8427214
  • Virtual Tour
1 of 48
$280,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

2627 CHARLAN COURT

Holiday, FL

Courtesy of COLDWELL BANKER REALTY

About Holiday

Listings in Holiday, FL

379

Estimated median home price

$234,900
Holiday FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Holiday, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Holiday, FL.

Homes for Sale by Price in Holiday, FL

Price Count
$0 - 100K 37
$100K - 200K 92
$200K - 300K 157
$300K - 400K 53
$400K - 500K 16
$500K - 600K 7
$600K - 700K 4
$700K - 800K 4
$800K - 900K 2
$900K - 1M 1
$1M - Max 6

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 253
Townhouse 15
Condo 22
Commercial 5
Rental 61
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 59
Farms 0

(Data as of 5/18/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/18/2026.