View 2008 US HIGHWAY 19 Holiday, FL MLS# W7883935
$895,000
4,744

Sq.Ft.

2008 US HIGHWAY 19

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2138 BAYOU DRIVE Holiday, FL MLS# TB8469784
  • Virtual Tour
1 of 53
$849,900
3

Beds

2.1

Baths

2,583

Sq.Ft.

2138 BAYOU DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 000 BLUFF BOULEVARD Holiday, FL MLS# W7883578
$799,000
Studio

Beds

0.0

Baths

000 BLUFF BOULEVARD

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 5001 WHIPPOORWILL DRIVE Holiday, FL MLS# W7884728
  • Recently Listed with Virtual Tour
1 of 5
$799,000
Studio

Beds

0.0

Baths

5001 WHIPPOORWILL DRIVE

Holiday, FL

Courtesy of FI GREY & SON INC COMMERCIAL
View 0 SILHOUETTE LANE Holiday, FL MLS# TB8320392
  • Virtual Tour
1 of 17
$749,000
Studio

Beds

0.0

Baths

0 SILHOUETTE LANE

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
View 1128 ALTERNATE HWY 19 Holiday, FL MLS# TB8435767
$675,000
3,214

Sq.Ft.

1128 ALTERNATE HWY 19

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 3236 MADISON STREET Holiday, FL MLS# W7876795
$650,000
Studio

Beds

0.0

Baths

3236 MADISON STREET

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 5657 OCEANIC ROAD Holiday, FL MLS# TB8394245
  • Virtual Tour
1 of 66
$629,900
4

Beds

3.1

Baths

3,553

Sq.Ft.

5657 OCEANIC ROAD

Holiday, FL

Courtesy of DALTON WADE INC
View 1734 RUMAR LANE Holiday, FL MLS# P4937355
  • Virtual Tour
1 of 100
$610,000
6

Beds

4.0

Baths

3,384

Sq.Ft.

1734 RUMAR LANE

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 0 BLUFF Holiday, FL MLS# TB8414141
  • Virtual Tour
1 of 11
$600,000
Studio

Beds

0.0

Baths

0 BLUFF

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3238 MELA COURT Holiday, FL MLS# TB8339369
  • Virtual Tour
1 of 87
$575,000
5

Beds

3.1

Baths

3,198

Sq.Ft.

3238 MELA COURT

Holiday, FL

Courtesy of REALTY ONE GROUP ADVANTAGE
View 1914 OSWEGO DRIVE Holiday, FL MLS# W7883046
  • Virtual Tour
1 of 44
$575,000
5

Beds

3.0

Baths

3,072

Sq.Ft.

1914 OSWEGO DRIVE

Holiday, FL

Courtesy of INVESTMENT FLORIDA REALTY LLC
View 2638 JAYS NEST LANE Holiday, FL MLS# W7884436
  • Recently Listed with Virtual Tour
1 of 83
$565,000
5

Beds

3.0

Baths

3,072

Sq.Ft.

2638 JAYS NEST LANE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View KIBLER LN Holiday, FL MLS# U8233160
  • Virtual Tour
1 of 73
$549,900
Studio

Beds

0.0

Baths

KIBLER LN

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
View 3025 SHEPPARDS CROOK COURT Holiday, FL MLS# TB8493709
  • Recently Listed with Virtual Tour
1 of 20
$549,000
3

Beds

3.0

Baths

2,218

Sq.Ft.

3025 SHEPPARDS CROOK COURT

Holiday, FL

Courtesy of AZURE WATERFRONT REALTY, LLC
View 1166 CHANCELLOR DRIVE Holiday, FL MLS# W7882202
$539,900
4

Beds

3.0

Baths

1,761

Sq.Ft.

1166 CHANCELLOR DRIVE

Holiday, FL

Courtesy of SNAP REALTY LLC
View 1125 FERNWOOD DRIVE Holiday, FL MLS# TB8485326
  • Virtual Tour
1 of 45
$499,900
3

Beds

2.0

Baths

1,900

Sq.Ft.

1125 FERNWOOD DRIVE

Holiday, FL

Courtesy of PREMIER REALTY
View 5904 SPRINGRUN COURT Holiday, FL MLS# TB8454471
$463,000
3

Beds

2.0

Baths

2,284

Sq.Ft.

5904 SPRINGRUN COURT

Holiday, FL

Courtesy of LPT REALTY, LLC
View 2706 SIERRA VISTA WAY Holiday, FL MLS# TB8489905
$457,500
3

Beds

2.0

Baths

1,526

Sq.Ft.

2706 SIERRA VISTA WAY

Holiday, FL

Courtesy of EXP REALTY LLC
View 3022 JACKSON DRIVE Holiday, FL MLS# TB8487847
  • Virtual Tour
1 of 72
$450,000
4

Beds

2.0

Baths

1,837

Sq.Ft.

3022 JACKSON DRIVE

Holiday, FL

Courtesy of LPT REALTY, LLC

About Holiday

Listings in Holiday, FL

407

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

PriceCount
$0 - 100K41
$100K - 200K102
$200K - 300K171
$300K - 400K57
$400K - 500K13
$500K - 600K7
$600K - 700K4
$700K - 800K3
$800K - 900K2
$900K - 1M0
$1M - Max7

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family274
Townhouse11
Condo25
Commercial5
Rental75
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home68
Farms0

(Data as of 4/19/2026)

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 4/20/2026.