View 1027 BOWSPRIT LANE Holiday, FL MLS# TB8470035
  • Adult Community with Virtual Tour
1 of 40
$165,000
2

Beds

2.0

Baths

1,534

Sq.Ft.

1027 BOWSPRIT LANE

Holiday, FL

Courtesy of ENGEL & VOLKERS TAMPA DOWNTOWN
View 4706 BURNEY DRIVE Holiday, FL MLS# TB8468709
  • Adult Community with Virtual Tour
1 of 63
$185,000
2

Beds

2.0

Baths

1,167

Sq.Ft.

4706 BURNEY DRIVE

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 2125 KEPNER DRIVE Holiday, FL MLS# TB8467888
  • Virtual Tour
1 of 33
$89,900
2

Beds

2.0

Baths

934

Sq.Ft.

2125 KEPNER DRIVE

Holiday, FL

Courtesy of LIPPLY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1948 LULLABY DRIVE Holiday, FL MLS# TB8468368
$124,999
2

Beds

2.0

Baths

768

Sq.Ft.

1948 LULLABY DRIVE

Holiday, FL

Courtesy of EXP REALTY LLC
View 1159 FERNWOOD DRIVE Holiday, FL MLS# TB8466585
  • Virtual Tour
1 of 20
$269,900
2

Beds

2.0

Baths

1,778

Sq.Ft.

1159 FERNWOOD DRIVE

Holiday, FL

Courtesy of PREMIER REALTY
View 3844 REDWOOD DRIVE Holiday, FL MLS# TB8467898
  • Virtual Tour
1 of 16
$219,000
2

Beds

2.0

Baths

948

Sq.Ft.

3844 REDWOOD DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 3141 NANTUCKET DRIVE Holiday, FL MLS# TB8467321
  • Adult Community with Virtual Tour
1 of 38
$149,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

3141 NANTUCKET DRIVE

Holiday, FL

Courtesy of CITY BREEZE ACTION REALTY
View 3430 TIKI DRIVE Holiday, FL MLS# TB8466537
  • Adult Community with Virtual Tour
1 of 35
$124,900
2

Beds

2.0

Baths

960

Sq.Ft.

3430 TIKI DRIVE

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 3410 PINEHURST DRIVE Holiday, FL MLS# TB8466720
$249,000
3

Beds

1.0

Baths

1,004

Sq.Ft.

3410 PINEHURST DRIVE

Holiday, FL

Courtesy of TRADEWIND PROPERTIES
View 2029 WAILUA DRIVE Holiday, FL MLS# W7882233
  • Adult Community with Virtual Tour
1 of 45
$149,900
2

Beds

2.0

Baths

1,056

Sq.Ft.

2029 WAILUA DRIVE

Holiday, FL

Courtesy of PARADISE WEST REALTY, INC
View 2127 MANOA DRIVE Holiday, FL MLS# TB8466671
  • Adult Community with Virtual Tour
1 of 44
$146,500
2

Beds

2.0

Baths

1,056

Sq.Ft.

2127 MANOA DRIVE

Holiday, FL

Courtesy of SELECT REAL ESTATE OF PINELLAS
View 3405 LANARK DRIVE Holiday, FL MLS# TB8464185
  • Adult Community with Virtual Tour
1 of 33
$99,000
2

Beds

2.0

Baths

792

Sq.Ft.

3405 LANARK DRIVE

Holiday, FL

Courtesy of CITY BREEZE ACTION REALTY
View 3638 BIGELOW DRIVE Holiday, FL MLS# W7882161
  • Virtual Tour
1 of 23
$214,000
2

Beds

1.1

Baths

1,096

Sq.Ft.

3638 BIGELOW DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 4209 CASTLEWOOD DR Holiday, FL MLS# 226002466
$215,950
2

Beds

2.0

Baths

1,257

Sq.Ft.

4209 CASTLEWOOD DR

Holiday, FL

Naples_Area_Board_of_Realtors
View 2033 MAUI DRIVE Holiday, FL MLS# TB8461374
  • Adult Community with Virtual Tour
1 of 58
$125,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

2033 MAUI DRIVE

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2128 SHANNON DRIVE Holiday, FL MLS# TB8463832
  • Virtual Tour
1 of 21
$234,900
2

Beds

1.0

Baths

1,200

Sq.Ft.

2128 SHANNON DRIVE

Holiday, FL

Courtesy of JLS INVESTMENT REALTY
View Lot 1511 JACKSON DRIVE Holiday, FL MLS# TB8465494
$90,000
Studio

Beds

0.0

Baths

Lot 1511 JACKSON DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 4149 DARLINGTON ROAD Holiday, FL MLS# TB8463333
$244,900
2

Beds

2.0

Baths

1,032

Sq.Ft.

4149 DARLINGTON ROAD

Holiday, FL

Courtesy of DALTON WADE INC
View 2616 GRETNA PLACE Holiday, FL MLS# W7882024
$220,000
2

Beds

1.1

Baths

1,096

Sq.Ft.

2616 GRETNA PLACE

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 2907 FEATHERSTONE DRIVE Holiday, FL MLS# W7881997
$194,900
2

Beds

2.0

Baths

1,159

Sq.Ft.

2907 FEATHERSTONE DRIVE

Holiday, FL

Courtesy of HOMETRUST REALTY GROUP

About Holiday

Listings in Holiday, FL

382

Estimated median home price

$235,000
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 - 100K37
$100K - 200K92
$200K - 300K158
$300K - 400K55
$400K - 500K16
$500K - 600K7
$600K - 700K4
$700K - 800K4
$800K - 900K2
$900K - 1M1
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family256
Townhouse15
Condo22
Commercial5
Rental62
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home59
Farms0

(Data as of 5/16/2026)

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 5/17/2026.