341 total properties
View 3342 PETERBOROUGH STREET Holiday, FL MLS# TB8457869
$229,000
2

Beds

1.1

Baths

1,004

Sq.Ft.

3342 PETERBOROUGH STREET

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 3844 REDWOOD DRIVE Holiday, FL MLS# TB8438432
  • Virtual Tour
1 of 21
$228,000
2

Beds

2.0

Baths

948

Sq.Ft.

3844 REDWOOD DRIVE

Holiday, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 3303 WILLIAMSBURG LOOP Holiday, FL MLS# TB8415415
  • Virtual Tour
1 of 22
$225,000
2

Beds

1.0

Baths

848

Sq.Ft.

3303 WILLIAMSBURG LOOP

Holiday, FL

Courtesy of BIRCH REAL ESTATE SERVICES LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3611 ATLANTIS DRIVE Holiday, FL MLS# TB8428609
  • Virtual Tour
1 of 26
$225,000
3

Beds

1.1

Baths

1,080

Sq.Ft.

3611 ATLANTIS DRIVE

Holiday, FL

Courtesy of GREAT WESTERN REALTY
View 3426 KIMBERLY OAKS DRIVE Holiday, FL MLS# TB8431322
$225,000
3

Beds

2.0

Baths

1,018

Sq.Ft.

3426 KIMBERLY OAKS DRIVE

Holiday, FL

Courtesy of REALTY EXPERTS
View 3251 MAITLAND DRIVE Holiday, FL MLS# W7879925
  • Virtual Tour
1 of 51
$225,000
3

Beds

1.0

Baths

992

Sq.Ft.

3251 MAITLAND DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 3744 BYWATER DRIVE 3744 Holiday, FL MLS# TB8452261
  • Adult Community with Virtual Tour
1 of 46
$225,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

3744 BYWATER DRIVE 3744

Holiday, FL

Courtesy of SELECT REAL ESTATE OF PINELLAS
View 3625 WINDHAM DRIVE Holiday, FL MLS# TB8454487
  • Virtual Tour
1 of 24
$225,000
3

Beds

1.0

Baths

1,200

Sq.Ft.

3625 WINDHAM DRIVE

Holiday, FL

Courtesy of LA ROSA REALTY LLC
View 1205 CALVARY ROAD Holiday, FL MLS# TB8455069
  • Recently Listed
1 of 34
$225,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

1205 CALVARY ROAD

Holiday, FL

Courtesy of EXP REALTY LLC
View 2050 TELOGIA COURT Holiday, FL MLS# TB8457601
  • Virtual Tour
1 of 37
$225,000
3

Beds

2.0

Baths

1,506

Sq.Ft.

2050 TELOGIA COURT

Holiday, FL

Courtesy of 54 REALTY LLC
View 1602 ALERT ST. Holiday, FL MLS# TB8454910
  • Recently Listed
1 of 3
$225,000
2

Beds

1.0

Baths

132

Sq.Ft.

1602 ALERT ST.

Holiday, FL

Courtesy of AVENUE HOMES LLC
View 3030 BIGELOW DRIVE Holiday, FL MLS# W7881685
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
$225,000
2

Beds

1.0

Baths

975

Sq.Ft.

3030 BIGELOW DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 5307 WHIPPOORWILL DRIVE Holiday, FL MLS# W7879003
$224,900
2

Beds

2.0

Baths

1,128

Sq.Ft.

5307 WHIPPOORWILL DRIVE

Holiday, FL

Courtesy of INVESTMENT FLORIDA REALTY LLC
View 5705 MARIPOSA DRIVE Holiday, FL MLS# TB8446474
  • Virtual Tour
1 of 44
$224,500
2

Beds

2.0

Baths

1,242

Sq.Ft.

5705 MARIPOSA DRIVE

Holiday, FL

Courtesy of SQUARE ONE REALTY
View 5301 DAWN LANE Holiday, FL MLS# TB8438099
  • Virtual Tour
1 of 30
$222,900
3

Beds

2.0

Baths

1,154

Sq.Ft.

5301 DAWN LANE

Holiday, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 3423 EISENHOWER DR Holiday, FL MLS# U8210272
  • Virtual Tour
1 of 39
$220,000
2

Beds

1.1

Baths

948

Sq.Ft.

3423 EISENHOWER DR

Holiday, FL

Courtesy of PRODUCERS REALTY CORP
View 3545 LANDALE DRIVE Holiday, FL MLS# W7876907
  • Virtual Tour
1 of 56
$220,000
3

Beds

2.0

Baths

1,200

Sq.Ft.

3545 LANDALE DRIVE

Holiday, FL

Courtesy of REALTY EXECUTIVES AMERICA INC
View 3545 LANDALE Drive Holiday, FL MLS# 2254361
$220,000
3

Beds

2.0

Baths

1,200

Sq.Ft.

3545 LANDALE Drive

Holiday, FL

Courtesy of REALTY EXECUTIVE AMERICA, INC
View 3124 FINCH DRIVE Holiday, FL MLS# TB8422929
  • Virtual Tour
1 of 9
$220,000
2

Beds

1.1

Baths

1,128

Sq.Ft.

3124 FINCH DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 4935 GUARDIAN AVENUE Holiday, FL MLS# TB8427737
  • Virtual Tour
1 of 32
$220,000
2

Beds

1.0

Baths

1,314

Sq.Ft.

4935 GUARDIAN AVENUE

Holiday, FL

Courtesy of SUNCOAST GROUP REALTORS LLC

About Holiday

Listings in Holiday, FL

388

Estimated median home price

$231,000
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

Price Count
$0 - 100K 25
$100K - 200K 109
$200K - 300K 163
$300K - 400K 53
$400K - 500K 21
$500K - 600K 5
$600K - 700K 5
$700K - 800K 1
$800K - 900K 0
$900K - 1M 1
$1M - Max 5

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 260
Townhouse 6
Condo 32
Commercial 9
Rental 74
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 55
Farms 0

(Data as of 12/31/2025)

Information deemed reliable but not guaranteed.

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 1/1/2026.