View NO ADDRESS ASSIGNED Holiday, FL MLS# W7883129
$1,900,000
Studio

Beds

0.0

Baths

NO ADDRESS ASSIGNED

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 1906 GULFVIEW DRIVE Holiday, FL MLS# TB8482035
$1,859,900
4

Beds

4.0

Baths

3,412

Sq.Ft.

1906 GULFVIEW DRIVE

Holiday, FL

View Address not provided Holiday, FL MLS# TB8537999
  • Recently Listed with Virtual Tour
1 of 39
$1,395,000
3,183

Sq.Ft.

Address not provided

Holiday, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Holiday, FL MLS# TB8537758
  • Recently Listed with Virtual Tour
1 of 14
$1,250,747
2,763

Sq.Ft.

Address not provided

Holiday, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1204 BAILLIES BLUFF ROAD Holiday, FL MLS# TB8510721
$899,000

1204 BAILLIES BLUFF ROAD

Holiday, FL

View 2008 US HIGHWAY 19 Holiday, FL MLS# W7883935
$895,000
4,744

Sq.Ft.

2008 US HIGHWAY 19

Holiday, FL

View 1045 HICKORY LANE Holiday, FL MLS# TB8537034
  • Recently Listed with Virtual Tour
1 of 17
$895,000
1,000

Sq.Ft.

1045 HICKORY LANE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 2138 BAYOU DRIVE Holiday, FL MLS# TB8469784
  • Virtual Tour
1 of 53
$825,000
3

Beds

2.1

Baths

2,583

Sq.Ft.

2138 BAYOU DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 000 BLUFF BOULEVARD Holiday, FL MLS# W7883578
$799,000
Studio

Beds

0.0

Baths

000 BLUFF BOULEVARD

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 5001 WHIPPOORWILL DRIVE Holiday, FL MLS# W7884728
$799,000
Studio

Beds

0.0

Baths

5001 WHIPPOORWILL DRIVE

Holiday, FL

View FLOTILLA Holiday, FL MLS# TB8498330
  • Virtual Tour
1 of 31
$799,000
Studio

Beds

0.0

Baths

FLOTILLA

Holiday, FL

View 2030 GULFVIEW DRIVE Holiday, FL MLS# W7888180
  • Recently Listed with Virtual Tour
1 of 77
$799,000
2

Beds

2.0

Baths

2,280

Sq.Ft.

2030 GULFVIEW DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 0 SILHOUETTE LANE Holiday, FL MLS# TB8320392
  • Virtual Tour
1 of 17
$699,900
Studio

Beds

0.0

Baths

0 SILHOUETTE LANE

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
View 3239 GLENWOOD CIRCLE Holiday, FL MLS# TB8541377
  • Recently Listed with Virtual Tour
1 of 57
$625,000
3

Beds

2.0

Baths

2,049

Sq.Ft.

3239 GLENWOOD CIRCLE

Holiday, FL

Courtesy of VANDERLEELIE & ASSOC.RE ESTATE
View 1734 RUMAR LANE Holiday, FL MLS# P4937355
  • Virtual Tour
1 of 100
$610,000
6

Beds

4.0

Baths

3,384

Sq.Ft.

1734 RUMAR LANE

Holiday, FL

View 3020 SHEPPARDS CROOK COURT Holiday, FL MLS# W7887101
$579,000
3

Beds

3.1

Baths

2,367

Sq.Ft.

3020 SHEPPARDS CROOK COURT

Holiday, FL

View 1914 OSWEGO DRIVE Holiday, FL MLS# W7883046
  • Virtual Tour
1 of 44
$575,000
5

Beds

3.0

Baths

3,072

Sq.Ft.

1914 OSWEGO DRIVE

Holiday, FL

View 3225 GLENWOOD CIRCLE Holiday, FL MLS# TB8536347
  • Recently Listed with Virtual Tour
1 of 52
$575,000
4

Beds

3.0

Baths

2,857

Sq.Ft.

3225 GLENWOOD CIRCLE

Holiday, FL

View 2309 SWORDFISH AVENUE Holiday, FL MLS# TB8540451
  • Recently Listed with Virtual Tour
1 of 57
$550,000
4

Beds

3.0

Baths

2,462

Sq.Ft.

2309 SWORDFISH AVENUE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 2210 BAYOU DRIVE Holiday, FL MLS# TB8518437
  • Adult Community with Virtual Tour
1 of 43
$549,000
4

Beds

2.1

Baths

2,861

Sq.Ft.

2210 BAYOU DRIVE

Holiday, FL

Courtesy of DEAL HOUSE REALTY LLC

About Holiday

Listings in Holiday, FL

393

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 - 100K29
$100K - 200K90
$200K - 300K180
$300K - 400K57
$400K - 500K14
$500K - 600K6
$600K - 700K3
$700K - 800K4
$800K - 900K4
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family278
Townhouse19
Condo21
Commercial6
Rental69
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home50
Farms0

(Data as of 8/22/2026)

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 8/23/2026.