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 5606 BELLEZA DRIVE Holiday, FL MLS# W7883295
  • Virtual Tour
1 of 56
$215,900
3

Beds

2.0

Baths

1,458

Sq.Ft.

5606 BELLEZA DRIVE

Holiday, FL

Courtesy of BAM REALTY ADVISORS INC
View 3543 HOOVER DRIVE Holiday, FL MLS# W7883169
  • Virtual Tour
1 of 21
$215,000
2

Beds

2.0

Baths

1,096

Sq.Ft.

3543 HOOVER DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 2927 FINCH DRIVE Holiday, FL MLS# TB8495730
$215,000
2

Beds

1.1

Baths

912

Sq.Ft.

2927 FINCH DRIVE

Holiday, FL

Courtesy of MARK SPAIN REAL ESTATE
View 3818 MOOG ROAD Holiday, FL MLS# S5149837
  • Recently Listed with Virtual Tour
1 of 19
$215,000
2

Beds

1.0

Baths

848

Sq.Ft.

3818 MOOG ROAD

Holiday, FL

Courtesy of HOMETRUST REALTY GROUP
View 3320 COLUMBUS DRIVE Holiday, FL MLS# TB8498101
  • Recently Listed with Virtual Tour
1 of 40
$215,000
2

Beds

2.0

Baths

1,289

Sq.Ft.

3320 COLUMBUS DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
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 4326 WESTWOOD DRIVE Holiday, FL MLS# TB8481721
  • Virtual Tour
1 of 40
$214,000
3

Beds

1.0

Baths

1,023

Sq.Ft.

4326 WESTWOOD DRIVE

Holiday, FL

Courtesy of LOKATION
View 4327 BEACON SQUARE DRIVE Holiday, FL MLS# TB8504670
  • Recently Listed with Virtual Tour
1 of 52
$214,000
3

Beds

1.0

Baths

1,104

Sq.Ft.

4327 BEACON SQUARE DRIVE

Holiday, FL

Courtesy of RE/MAX COLLECTIVE
View 1909 PLEASURE DRIVE Holiday, FL MLS# P4938575
  • Recently Listed with Virtual Tour
1 of 34
$210,997
3

Beds

2.0

Baths

1,067

Sq.Ft.

1909 PLEASURE DRIVE

Holiday, FL

Courtesy of J&T PROPERTY SOLUTIONS GROUP LLC
View 5429 FLORA AVENUE Holiday, FL MLS# O6314390
$210,000
2

Beds

1.1

Baths

1,160

Sq.Ft.

5429 FLORA AVENUE

Holiday, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 4810 FLORA AVENUE Holiday, FL MLS# TB8450707
  • Virtual Tour
1 of 14
$210,000
2

Beds

1.0

Baths

824

Sq.Ft.

4810 FLORA AVENUE

Holiday, FL

Courtesy of HOMES BY SANDERS REALTY
View 3744 BYWATER DRIVE 3744 Holiday, FL MLS# TB8452261
  • Adult Community with Virtual Tour
1 of 46
$210,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

3744 BYWATER DRIVE 3744

Holiday, FL

Courtesy of SELECT REAL ESTATE OF PINELLAS
View 3619 Springfield Drive Holiday, FL MLS# 2257851
$210,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

3619 Springfield Drive

Holiday, FL

Courtesy of REMAX MARKETING SPECIALISTS
View 3619 SPRINGFIELD DRIVE Holiday, FL MLS# W7882795
$210,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

3619 SPRINGFIELD DRIVE

Holiday, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 4251 WOODFIELD AVENUE Holiday, FL MLS# W7884119
$210,000
2

Beds

2.0

Baths

1,507

Sq.Ft.

4251 WOODFIELD AVENUE

Holiday, FL

Courtesy of LPT REALTY, LLC
View 3801 DARLINGTON ROAD Holiday, FL MLS# O6388885
  • Virtual Tour
1 of 19
$209,900
2

Beds

1.1

Baths

936

Sq.Ft.

3801 DARLINGTON ROAD

Holiday, FL

Courtesy of LONDON FOSTER REALTY
View 5103 Valimor DRIVE Holiday, FL MLS# W7862414
$207,900
2

Beds

1.0

Baths

912

Sq.Ft.

5103 Valimor DRIVE

Holiday, FL

Courtesy of PITTA AND ASSOC INC
View 3711 ELMWOOD DRIVE Holiday, FL MLS# TB8463595
  • Virtual Tour
1 of 42
$205,000
2

Beds

2.0

Baths

1,096

Sq.Ft.

3711 ELMWOOD DRIVE

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTER
View 2038 MAUI DRIVE Holiday, FL MLS# TB8500721
  • Adult Community with Virtual Tour
1 of 16
$205,000
2

Beds

2.0

Baths

1,636

Sq.Ft.

2038 MAUI DRIVE

Holiday, FL

Courtesy of INSPIRED REALTY, LLC

About Holiday

Listings in Holiday, FL

379

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 - 100K37
$100K - 200K92
$200K - 300K157
$300K - 400K53
$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 Family253
Townhouse15
Condo22
Commercial5
Rental61
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home59
Farms0

(Data as of 5/18/2026)

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 5/18/2026.