View 4138 STAR ISLAND DRIVE Holiday, FL MLS# W7887434
  • Recently Listed with Virtual Tour
1 of 22
$275,000
3

Beds

3.0

Baths

1,767

Sq.Ft.

4138 STAR ISLAND DRIVE

Holiday, FL

View 3419 PALOMA DRIVE Holiday, FL MLS# W7887569
  • Recently Listed with Virtual Tour
1 of 15
$253,000
2

Beds

2.0

Baths

1,070

Sq.Ft.

3419 PALOMA DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 1203 CHANCELLOR DRIVE Holiday, FL MLS# TB8528450
  • Recently Listed with Virtual Tour
1 of 33
$228,988
2

Beds

2.0

Baths

1,152

Sq.Ft.

1203 CHANCELLOR DRIVE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3321 CHATFORD DRIVE Holiday, FL MLS# TB8526091
  • Recently Listed with Virtual Tour
1 of 21
$125,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

3321 CHATFORD DRIVE

Holiday, FL

View 3400 BAINBRIDGE DRIVE Holiday, FL MLS# O6424059
  • Recently Listed with Virtual Tour
1 of 27
$215,000
2

Beds

2.0

Baths

1,051

Sq.Ft.

3400 BAINBRIDGE DRIVE

Holiday, FL

View 2123 OAHU DRIVE Holiday, FL MLS# W7887460
  • Recently Listed with Virtual Tour
1 of 20
$160,000
2

Beds

2.0

Baths

960

Sq.Ft.

2123 OAHU DRIVE

Holiday, FL

View 2228 SOCIETY DRIVE Holiday, FL MLS# TB8527730
  • Virtual Tour
1 of 47
$240,000
2

Beds

1.1

Baths

1,039

Sq.Ft.

2228 SOCIETY DRIVE

Holiday, FL

View 1056 TAMARAC DRIVE Holiday, FL MLS# TB8527609
  • Recently Listed with Virtual Tour
1 of 48
$249,916
2

Beds

1.1

Baths

1,272

Sq.Ft.

1056 TAMARAC DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 2597 CHARLAN Holiday, FL MLS# TB8527149
  • Recently Listed with Virtual Tour
1 of 56
$265,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

2597 CHARLAN

Holiday, FL

View 3806 BADEN DRIVE Holiday, FL MLS# TB8527690
  • Recently Listed with Virtual Tour
1 of 13
$245,000
2

Beds

1.1

Baths

1,096

Sq.Ft.

3806 BADEN DRIVE

Holiday, FL

View 3150 FAIRMOUNT DRIVE Holiday, FL MLS# TB8527245
  • Recently Listed with Virtual Tour
1 of 11
$225,000
2

Beds

1.0

Baths

1,020

Sq.Ft.

3150 FAIRMOUNT DRIVE

Holiday, FL

View 5632 FRONT DRIVE Holiday, FL MLS# TB8526681
  • Virtual Tour
1 of 17
$229,900
3

Beds

1.0

Baths

984

Sq.Ft.

5632 FRONT DRIVE

Holiday, FL

View 1414 RUSSEL LANE Holiday, FL MLS# TB8522594
  • Adult Community
1 of 40
$250,000
2

Beds

2.0

Baths

1,061

Sq.Ft.

1414 RUSSEL LANE

Holiday, FL

View 1301 VIKING DRIVE Holiday, FL MLS# W7887284
  • Virtual Tour
1 of 60
$240,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

1301 VIKING DRIVE

Holiday, FL

View 3340 WILSON DRIVE Holiday, FL MLS# TB8527912
  • Recently Listed with Virtual Tour
1 of 76
$267,900
2

Beds

2.0

Baths

1,268

Sq.Ft.

3340 WILSON DRIVE

Holiday, FL

View 2044 HOYLE DRIVE Holiday, FL MLS# TB8525910
  • Virtual Tour
1 of 24
$120,000
2

Beds

1.1

Baths

952

Sq.Ft.

2044 HOYLE DRIVE

Holiday, FL

View 5653 LIMA DRIVE Holiday, FL MLS# W7886994
  • Virtual Tour
1 of 36
$229,900
2

Beds

2.0

Baths

1,174

Sq.Ft.

5653 LIMA DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 3128 KILBURN ROAD Holiday, FL MLS# TB8525907
  • Virtual Tour
1 of 31
$254,900
2

Beds

1.1

Baths

1,357

Sq.Ft.

3128 KILBURN ROAD

Holiday, FL

View 4737 LONGWOOD AVENUE Holiday, FL MLS# TB8525885
  • Recently Listed with Virtual Tour
1 of 24
$185,000
2

Beds

1.0

Baths

945

Sq.Ft.

4737 LONGWOOD AVENUE

Holiday, FL

View 5617 CANOSA DRIVE Holiday, FL MLS# TB8527357
  • Recently Listed with Virtual Tour
1 of 15
$237,500
2

Beds

2.0

Baths

1,400

Sq.Ft.

5617 CANOSA DRIVE

Holiday, FL

About Holiday

Listings in Holiday, FL

390

Estimated median home price

$239,000
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 - 100K33
$100K - 200K91
$200K - 300K175
$300K - 400K56
$400K - 500K16
$500K - 600K5
$600K - 700K2
$700K - 800K3
$800K - 900K3
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family271
Townhouse18
Condo21
Commercial4
Rental68
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home53
Farms0

(Data as of 7/27/2026)

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 7/28/2026.