View 1204 BAILLIES BLUFF ROAD Holiday, FL MLS# TB8510721
$899,000

1204 BAILLIES BLUFF ROAD

Holiday, FL

Courtesy of BENOOT REALTY
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 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
$799,000
Studio

Beds

0.0

Baths

5001 WHIPPOORWILL DRIVE

Holiday, FL

Courtesy of FI GREY & SON INC COMMERCIAL
View FLOTILLA Holiday, FL MLS# TB8498330
  • Virtual Tour
1 of 31
$799,000
Studio

Beds

0.0

Baths

FLOTILLA

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 0 SILHOUETTE LANE Holiday, FL MLS# TB8320392
  • Virtual Tour
1 of 17
$699,900
Studio

Beds

0.0

Baths

0 SILHOUETTE LANE

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
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

View 3020 SHEPPARDS CROOK COURT Holiday, FL MLS# W7887101
  • Recently Listed with Virtual Tour
1 of 63
$599,999
3

Beds

3.1

Baths

2,367

Sq.Ft.

3020 SHEPPARDS CROOK COURT

Holiday, FL

View 0 BLUFF Holiday, FL MLS# TB8414141
  • Virtual Tour
1 of 11
$590,000
Studio

Beds

0.0

Baths

0 BLUFF

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 5657 OCEANIC ROAD Holiday, FL MLS# A4692916
  • Virtual Tour
1 of 32
$579,000
4

Beds

4.0

Baths

3,553

Sq.Ft.

5657 OCEANIC ROAD

Holiday, FL

Courtesy of JOSEPH WALTER REALTY LLC
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 2210 BAYOU DRIVE Holiday, FL MLS# TB8518437
  • Adult Community with Virtual Tour
1 of 43
$549,000
4

Beds

2.1

Baths

2,861

Sq.Ft.

2210 BAYOU DRIVE

Holiday, FL

Courtesy of DEAL HOUSE REALTY LLC
View 3318 PINEVIEW DRIVE Holiday, FL MLS# W7887224
  • Recently Listed with Virtual Tour
1 of 56
$525,000
2

Beds

1.1

Baths

1,047

Sq.Ft.

3318 PINEVIEW DRIVE

Holiday, FL

View 2423 TRIGGERFISH COURT Holiday, FL MLS# TB8490796
$500,000
4

Beds

3.0

Baths

2,462

Sq.Ft.

2423 TRIGGERFISH COURT

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 3238 MELA COURT Holiday, FL MLS# TB8339369
  • Virtual Tour
1 of 87
$499,900
5

Beds

3.1

Baths

3,198

Sq.Ft.

3238 MELA COURT

Holiday, FL

View 1166 CHANCELLOR DRIVE Holiday, FL MLS# W7882202
$499,900
4

Beds

3.0

Baths

1,761

Sq.Ft.

1166 CHANCELLOR DRIVE

Holiday, FL

View KIBLER LN Holiday, FL MLS# U8233160
  • Virtual Tour
1 of 73
$499,000
Studio

Beds

0.0

Baths

KIBLER LN

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
View 2634 COLDSTONE LANE Holiday, FL MLS# W7886862
  • Recently Listed with Virtual Tour
1 of 44
$499,000
4

Beds

3.0

Baths

2,429

Sq.Ft.

2634 COLDSTONE LANE

Holiday, FL

View 2811 RAVENDALE LANE Holiday, FL MLS# TB8525309
  • Recently Listed with Virtual Tour
1 of 37
$499,000
4

Beds

2.0

Baths

2,366

Sq.Ft.

2811 RAVENDALE LANE

Holiday, FL

View 1125 FERNWOOD DRIVE Holiday, FL MLS# TB8485326
  • Virtual Tour
1 of 45
$489,900
3

Beds

2.0

Baths

1,900

Sq.Ft.

1125 FERNWOOD DRIVE

Holiday, FL

Courtesy of PREMIER REALTY

About Holiday

Listings in Holiday, FL

385

Estimated median home price

$240,000
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 - 100K32
$100K - 200K92
$200K - 300K164
$300K - 400K57
$400K - 500K19
$500K - 600K6
$600K - 700K3
$700K - 800K3
$800K - 900K2
$900K - 1M0
$1M - Max7

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family262
Townhouse19
Condo21
Commercial4
Rental63
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home54
Farms0

(Data as of 7/6/2026)

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 7/6/2026.