381 total properties
View 3022 JACKSON DRIVE Holiday, FL MLS# TB8487847
  • Virtual Tour
1 of 72
$450,000
4

Beds

2.0

Baths

1,837

Sq.Ft.

3022 JACKSON DRIVE

Holiday, FL

Courtesy of LPT REALTY, LLC
View 5311 BOARDWALK STREET Holiday, FL MLS# TB8491269
  • Virtual Tour
1 of 94
$449,900
3

Beds

2.1

Baths

1,848

Sq.Ft.

5311 BOARDWALK STREET

Holiday, FL

Courtesy of ALIGN RIGHT REALTY LLC
View 2700 SIERRA VISTA WAY Holiday, FL MLS# TB8463581
  • Virtual Tour
1 of 49
$444,000
3

Beds

2.0

Baths

1,526

Sq.Ft.

2700 SIERRA VISTA WAY

Holiday, FL

Courtesy of LUXURY & BEACH REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5313 BOARDWALK STREET Holiday, FL MLS# TB8474625
  • Virtual Tour
1 of 69
$444,000
3

Beds

2.1

Baths

1,848

Sq.Ft.

5313 BOARDWALK STREET

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 2634 RAVENDALE LANE Holiday, FL MLS# TB8491285
  • Recently Listed with Virtual Tour
1 of 57
$439,900
4

Beds

3.0

Baths

2,195

Sq.Ft.

2634 RAVENDALE LANE

Holiday, FL

Courtesy of LIPPLY REAL ESTATE
View 1955 DARTMOUTH DRIVE Holiday, FL MLS# TB8490706
  • Virtual Tour
1 of 54
OPEN HOUSE: Saturday 4/25 11:00 AM - 3:00 PM
$435,000
3

Beds

3.0

Baths

1,679

Sq.Ft.

1955 DARTMOUTH DRIVE

Holiday, FL

Courtesy of SELLING USA, LLC
View 1326 FLOTILLA DRIVE Holiday, FL MLS# TB8490188
  • Virtual Tour
1 of 19
$425,000
3

Beds

2.0

Baths

1,399

Sq.Ft.

1326 FLOTILLA DRIVE

Holiday, FL

Courtesy of COMPASS FLORIDA LLC
View 2743 BIG PINE DRIVE Holiday, FL MLS# TB8446766
  • Virtual Tour
1 of 43
$415,000
3

Beds

2.0

Baths

1,758

Sq.Ft.

2743 BIG PINE DRIVE

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 2614 HAWK ROOST COURT Holiday, FL MLS# TB8460195
  • Virtual Tour
1 of 33
$415,000
3

Beds

2.1

Baths

2,620

Sq.Ft.

2614 HAWK ROOST COURT

Holiday, FL

Courtesy of PREMIER REALTY
View 2817 PLANTAIN DRIVE Holiday, FL MLS# TB8481453
  • Adult Community with Virtual Tour
1 of 52
$415,000
3

Beds

2.0

Baths

1,683

Sq.Ft.

2817 PLANTAIN DRIVE

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 5702 RIDDLE ROAD Holiday, FL MLS# TB8471889
  • Virtual Tour
1 of 48
$400,000
3

Beds

2.0

Baths

1,622

Sq.Ft.

5702 RIDDLE ROAD

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2321 WOOD POINTE DRIVE Holiday, FL MLS# TB8378967
  • Virtual Tour
1 of 71
$399,900
4

Beds

3.0

Baths

2,429

Sq.Ft.

2321 WOOD POINTE DRIVE

Holiday, FL

Courtesy of SIGNATURE REALTY ASSOCIATES
View 5749 BACARDI COURT Holiday, FL MLS# TB8494399
  • Recently Listed with Virtual Tour
1 of 36
$395,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

5749 BACARDI COURT

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 2325 INDIAN KEY DRIVE Holiday, FL MLS# TB8404736
  • Virtual Tour
1 of 39
$390,000
4

Beds

3.0

Baths

2,395

Sq.Ft.

2325 INDIAN KEY DRIVE

Holiday, FL

Courtesy of SOUTH CEDAR REAL ESTATE, INC
View 2651 SAN LUIS ROAD Holiday, FL MLS# TB8472790
  • Virtual Tour
1 of 49
$390,000
3

Beds

2.0

Baths

1,301

Sq.Ft.

2651 SAN LUIS ROAD

Holiday, FL

Courtesy of PALM PARADISE REALTY GROUP
View 3801 LUMA DRIVE Holiday, FL MLS# TB8485773
  • New Construction with Virtual Tour
1 of 36
$380,000
3

Beds

2.1

Baths

2,244

Sq.Ft.

3801 LUMA DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 3206 PINON DRIVE Holiday, FL MLS# O6391451
  • Virtual Tour
1 of 37
$380,000
3

Beds

2.0

Baths

1,967

Sq.Ft.

3206 PINON DRIVE

Holiday, FL

Courtesy of LEERDAM PROPERTIES INC.
View 2414 SAN LUIS ROAD Holiday, FL MLS# W7880664
  • Virtual Tour
1 of 52
$379,900
3

Beds

2.1

Baths

1,786

Sq.Ft.

2414 SAN LUIS ROAD

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1808 and 1804 HARPOON DRIVE Holiday, FL MLS# W7883968
$379,900
3

Beds

3.0

Baths

1,346

Sq.Ft.

1808 and 1804 HARPOON DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1102 SPRINGTIME DRIVE Holiday, FL MLS# TB8490757
$379,900
3

Beds

2.0

Baths

1,930

Sq.Ft.

1102 SPRINGTIME DRIVE

Holiday, FL

Courtesy of LPT REALTY, LLC

About Holiday

Listings in Holiday, FL

406

Estimated median home price

$232,450
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

Price Count
$0 - 100K 41
$100K - 200K 102
$200K - 300K 170
$300K - 400K 57
$400K - 500K 13
$500K - 600K 7
$600K - 700K 4
$700K - 800K 3
$800K - 900K 2
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 273
Townhouse 11
Condo 25
Commercial 5
Rental 77
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 68
Farms 0

(Data as of 4/20/2026)

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 4/20/2026.