View 2135 ORANGE DRIVE Holiday, FL MLS# W7888031
  • Recently Listed with Virtual Tour
1 of 17
$99,990
3

Beds

2.0

Baths

1,100

Sq.Ft.

2135 ORANGE DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4250 OAK BLUFF AVENUE Holiday, FL MLS# TB8532850
  • Recently Listed with Virtual Tour
1 of 25
$315,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

4250 OAK BLUFF AVENUE

Holiday, FL

View 4114 SUNRAY DRIVE Holiday, FL MLS# TB8532752
  • Recently Listed with Virtual Tour
1 of 23
$314,900
2

Beds

2.0

Baths

1,108

Sq.Ft.

4114 SUNRAY DRIVE

Holiday, FL

Courtesy of SILVER ROOTS REAL ESTATE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 3806 STAYSAIL LANE Holiday, FL MLS# TB8531528
  • Recently Listed with Virtual Tour
1 of 57
$125,000
1

Beds

1.0

Baths

880

Sq.Ft.

3806 STAYSAIL LANE

Holiday, FL

Courtesy of REALTY EXPERTS ASSOCIATES
View 5334 Casino Drive Holiday, FL MLS# 2260318
  • Recently Listed with Virtual Tour
1 of 31
$215,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

5334 Casino Drive

Holiday, FL

Courtesy of HORIZON PALM REALTY GROUP
View 3424 TRUMAN DRIVE Holiday, FL MLS# TB8531955
  • Recently Listed with Virtual Tour
1 of 55
$305,000
4

Beds

3.0

Baths

1,556

Sq.Ft.

3424 TRUMAN DRIVE

Holiday, FL

View 5334 CASINO DRIVE Holiday, FL MLS# W7887975
  • Recently Listed with Virtual Tour
1 of 31
$215,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

5334 CASINO DRIVE

Holiday, FL

View 2412 ARCADIA ROAD Holiday, FL MLS# TB8525985
$225,000
2

Beds

1.0

Baths

816

Sq.Ft.

2412 ARCADIA ROAD

Holiday, FL

Courtesy of EVERNEST
View 1338 GREENLEA DRIVE Holiday, FL MLS# TB8532650
  • Recently Listed with Virtual Tour
1 of 31
$285,000
2

Beds

2.0

Baths

1,204

Sq.Ft.

1338 GREENLEA DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 2025 SHADY COVE DRIVE Holiday, FL MLS# TB8531662
$50,000
1

Beds

1.1

Baths

653

Sq.Ft.

2025 SHADY COVE DRIVE

Holiday, FL

Courtesy of LOKATION
View Address not provided Holiday, FL MLS# W7887909
  • Recently Listed with Virtual Tour
1 of 25
$135,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

Address not provided

Holiday, FL

View 4298 HARBOUR PALM DRIVE Holiday, FL MLS# TB8530575
  • Recently Listed with Virtual Tour
1 of 36
$319,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

4298 HARBOUR PALM DRIVE

Holiday, FL

View 3908 BADEN DRIVE Holiday, FL MLS# W7887587
  • Recently Listed
1 of 30
$248,900
2

Beds

1.1

Baths

1,196

Sq.Ft.

3908 BADEN DRIVE

Holiday, FL

View 3750 LIGHTHOUSE WAY Holiday, FL MLS# O6426836
  • Recently Listed
1 of 15
$279,900
3

Beds

2.0

Baths

1,334

Sq.Ft.

3750 LIGHTHOUSE WAY

Holiday, FL

View 1627 DANDER DRIVE Holiday, FL MLS# TB8531441
$275,000
3

Beds

2.0

Baths

1,336

Sq.Ft.

1627 DANDER DRIVE

Holiday, FL

View 3243 BAYPORT DRIVE Holiday, FL MLS# W7887848
  • Recently Listed with Virtual Tour
1 of 37
$222,500
2

Beds

1.1

Baths

1,056

Sq.Ft.

3243 BAYPORT DRIVE

Holiday, FL

View 1310 MANDARIN DRIVE Holiday, FL MLS# TB8532098
  • Recently Listed
1 of 30
$239,900
2

Beds

1.0

Baths

744

Sq.Ft.

1310 MANDARIN DRIVE

Holiday, FL

View 3325 DARLINGTON ROAD Holiday, FL MLS# TB8530351
$320,000
3

Beds

2.1

Baths

1,368

Sq.Ft.

3325 DARLINGTON ROAD

Holiday, FL

View 4810 GUARDIAN AVENUE Holiday, FL MLS# TB8531101
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 8/1 10:00 AM - 2:00 PM
$289,999
3

Beds

2.0

Baths

1,004

Sq.Ft.

4810 GUARDIAN AVENUE

Holiday, FL

View 5843 APPLETREE ROAD Holiday, FL MLS# TB8531403
  • Virtual Tour
1 of 84
$330,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

5843 APPLETREE ROAD

Holiday, FL

Courtesy of RE/MAX MARKETING SPECIALISTS

About Holiday

Listings in Holiday, FL

391

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 - 100K33
$100K - 200K89
$200K - 300K176
$300K - 400K58
$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 Family273
Townhouse18
Condo20
Commercial4
Rental70
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home53
Farms0

(Data as of 7/28/2026)

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 7/28/2026.