View 1504 JACKSON DRIVE Holiday, FL MLS# TB8519892
$90,000
Studio

Beds

0.0

Baths

1504 JACKSON DRIVE

Holiday, FL

View 1503 JACKSON DRIVE Holiday, FL MLS# TB8519898
$90,000
Studio

Beds

0.0

Baths

1503 JACKSON DRIVE

Holiday, FL

View 3835 SAILMAKER LANE Holiday, FL MLS# TB8515686
  • Adult Community with Virtual Tour
1 of 46
$150,000
2

Beds

2.0

Baths

1,318

Sq.Ft.

3835 SAILMAKER LANE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1843 SHADY COVE DRIVE Holiday, FL MLS# W7886481
$89,900
1

Beds

1.0

Baths

624

Sq.Ft.

1843 SHADY COVE DRIVE

Holiday, FL

View 1833 VICEROY LANE Holiday, FL MLS# TB8516532
  • Virtual Tour
1 of 41
$136,000
3

Beds

2.0

Baths

850

Sq.Ft.

1833 VICEROY LANE

Holiday, FL

View 4344 TAHITIAN GARDENS CIRCLE B Holiday, FL MLS# TB8515536
$119,000
2

Beds

1.1

Baths

825

Sq.Ft.

4344 TAHITIAN GARDENS CIRCLE B

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 3046 SHEPPARDS CROOK CT Holiday, FL MLS# W7885983
$115,000
Studio

Beds

0.0

Baths

3046 SHEPPARDS CROOK CT

Holiday, FL

View 4101 BADEN DRIVE Holiday, FL MLS# TB8513432
  • Virtual Tour
1 of 12
$75,000
Studio

Beds

0.0

Baths

4101 BADEN DRIVE

Holiday, FL

Courtesy of COMPASS FLORIDA LLC
View 1925 MARY LANE Holiday, FL MLS# TB8512781
  • Virtual Tour
1 of 23
$120,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1925 MARY LANE

Holiday, FL

View 3442 OVERLAND DRIVE Holiday, FL MLS# TB8506662
  • Virtual Tour
1 of 96
$169,900
2

Beds

2.0

Baths

1,334

Sq.Ft.

3442 OVERLAND DRIVE

Holiday, FL

Courtesy of REALTY ONE GROUP SUNSHINE
View 4130 OAKFIELD AVENUE Holiday, FL MLS# TB8512369
$174,900
3

Beds

1.1

Baths

1,080

Sq.Ft.

4130 OAKFIELD AVENUE

Holiday, FL

View 2141 SPECK DRIVE Holiday, FL MLS# W7886060
  • Virtual Tour
1 of 25
$149,900
3

Beds

2.0

Baths

1,497

Sq.Ft.

2141 SPECK DRIVE

Holiday, FL

View 4345 TAHITIAN GARDENS CIRCLE C Holiday, FL MLS# TB8505020
  • Adult Community with Virtual Tour
1 of 33
$143,000
2

Beds

1.1

Baths

825

Sq.Ft.

4345 TAHITIAN GARDENS CIRCLE C

Holiday, FL

View 3807 STAYSAIL LANE 3807 Holiday, FL MLS# TB8511489
  • Adult Community with Virtual Tour
1 of 19
$119,900
2

Beds

2.0

Baths

1,114

Sq.Ft.

3807 STAYSAIL LANE 3807

Holiday, FL

View 1810 HOLIDAY DRIVE Holiday, FL MLS# A4694206
$49,900
2

Beds

1.0

Baths

720

Sq.Ft.

1810 HOLIDAY DRIVE

Holiday, FL

View 3840 STAYSAIL LANE 3840 Holiday, FL MLS# TB8510841
  • Adult Community with Virtual Tour
1 of 55
$110,000
2

Beds

1.0

Baths

1,114

Sq.Ft.

3840 STAYSAIL LANE 3840

Holiday, FL

View 2341 BARON DRIVE Holiday, FL MLS# W7885710
  • Adult Community with Virtual Tour
1 of 17
$84,500
2

Beds

2.0

Baths

624

Sq.Ft.

2341 BARON DRIVE

Holiday, FL

View 4816 PANORAMA AVENUE Holiday, FL MLS# O6406138
  • Virtual Tour
1 of 11
$149,900
2

Beds

1.0

Baths

1,004

Sq.Ft.

4816 PANORAMA AVENUE

Holiday, FL

View 3415 OVERLAND DRIVE Holiday, FL MLS# O6405431
  • Virtual Tour
1 of 17
$167,000
2

Beds

1.1

Baths

1,068

Sq.Ft.

3415 OVERLAND DRIVE

Holiday, FL

View 5148 DARLINGTON ROAD Holiday, FL MLS# TB8503855
  • Adult Community with Virtual Tour
1 of 16
$94,000
2

Beds

1.0

Baths

1,024

Sq.Ft.

5148 DARLINGTON ROAD

Holiday, FL

About Holiday

Listings in Holiday, FL

388

Estimated median home price

$239,450
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 - 200K90
$200K - 300K173
$300K - 400K57
$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 Family270
Townhouse18
Condo21
Commercial4
Rental68
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home52
Farms0

(Data as of 7/26/2026)

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 7/26/2026.