View 4138 STAR ISLAND DRIVE Holiday, FL MLS# W7887434
$249,900
3

Beds

3.0

Baths

1,767

Sq.Ft.

4138 STAR ISLAND DRIVE

Holiday, FL

View 3708 HOLIDAY LAKE DRIVE Holiday, FL MLS# S5153585
$399,990
4

Beds

3.0

Baths

2,002

Sq.Ft.

3708 HOLIDAY LAKE DRIVE

Holiday, FL

View 3419 PALOMA DRIVE Holiday, FL MLS# W7887569
  • Virtual Tour
1 of 18
$253,000
2

Beds

2.0

Baths

1,070

Sq.Ft.

3419 PALOMA DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1203 CHANCELLOR DRIVE Holiday, FL MLS# TB8528450
$208,988
2

Beds

2.0

Baths

1,152

Sq.Ft.

1203 CHANCELLOR DRIVE

Holiday, FL

View 3321 CHATFORD DRIVE Holiday, FL MLS# TB8526091
  • Adult Community with Virtual Tour
1 of 21
$125,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

3321 CHATFORD DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3400 BAINBRIDGE DRIVE Holiday, FL MLS# O6424059
$212,000
2

Beds

2.0

Baths

1,051

Sq.Ft.

3400 BAINBRIDGE DRIVE

Holiday, FL

View 2123 OAHU DRIVE Holiday, FL MLS# W7887460
  • Adult Community with Virtual Tour
1 of 20
$145,000
2

Beds

2.0

Baths

960

Sq.Ft.

2123 OAHU DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
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

Courtesy of LPT REALTY, LLC
View 1056 TAMARAC DRIVE Holiday, FL MLS# TB8527609
  • Virtual Tour
1 of 48
$239,916
2

Beds

1.1

Baths

1,272

Sq.Ft.

1056 TAMARAC DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 2828 WOODROSE COURT Holiday, FL MLS# W7887576
  • Virtual Tour
1 of 68
$474,900
3

Beds

2.0

Baths

2,069

Sq.Ft.

2828 WOODROSE COURT

Holiday, FL

Courtesy of EXP REALTY LLC
View 2597 CHARLAN Holiday, FL MLS# TB8527149
  • Virtual Tour
1 of 56
$255,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

2597 CHARLAN

Holiday, FL

Courtesy of RE/MAX REALTY UNLIMITED
View 4606 EASTWOOD LANE Holiday, FL MLS# TB8527599
  • Virtual Tour
1 of 40
$175,000
3

Beds

1.0

Baths

1,077

Sq.Ft.

4606 EASTWOOD LANE

Holiday, FL

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

Beds

1.1

Baths

1,096

Sq.Ft.

3806 BADEN DRIVE

Holiday, FL

View 4853 ROSEDALE LANE Holiday, FL MLS# TB8527736
  • Virtual Tour
1 of 27
$325,000
4

Beds

3.0

Baths

1,564

Sq.Ft.

4853 ROSEDALE LANE

Holiday, FL

Courtesy of APPLE HOMES LLC
View 1040 ORCA COURT Holiday, FL MLS# TB8526899
  • Virtual Tour
1 of 38
$300,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

1040 ORCA COURT

Holiday, FL

View 2239 BARRACUDA COURT Holiday, FL MLS# TB8526624
$299,900
3

Beds

2.0

Baths

1,740

Sq.Ft.

2239 BARRACUDA COURT

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 3150 FAIRMOUNT DRIVE Holiday, FL MLS# TB8527245
$225,000
2

Beds

1.0

Baths

1,020

Sq.Ft.

3150 FAIRMOUNT 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 1133 GRAND BOULEVARD Holiday, FL MLS# TB8522814
$335,000
3

Beds

2.0

Baths

1,496

Sq.Ft.

1133 GRAND BOULEVARD

Holiday, FL

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

Beds

2.0

Baths

1,268

Sq.Ft.

3340 WILSON DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC

About Holiday

Listings in Holiday, FL

401

Estimated median home price

$239,900
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 - 100K27
$100K - 200K94
$200K - 300K184
$300K - 400K61
$400K - 500K14
$500K - 600K5
$600K - 700K2
$700K - 800K4
$800K - 900K4
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family288
Townhouse19
Condo22
Commercial6
Rental70
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home47
Farms0

(Data as of 8/27/2026)

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 8/27/2026.