View 1914 OSWEGO DRIVE Holiday, FL MLS# W7883046
  • Virtual Tour
1 of 44
$625,000
5

Beds

3.0

Baths

3,072

Sq.Ft.

1914 OSWEGO DRIVE

Holiday, FL

Courtesy of INVESTMENT FLORIDA REALTY LLC
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 2501 BAY FIELD COURT Holiday, FL MLS# TB8549523
$609,900
5

Beds

3.0

Baths

2,618

Sq.Ft.

2501 BAY FIELD COURT

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
The time to sell is now! THE TIME TO SELL IS NOW!
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

Courtesy of RE/MAX ALLIANCE GROUP
View 5657 OCEANIC ROAD Holiday, FL MLS# TB8550532
  • Recently Listed with Virtual Tour
1 of 44
$559,900
4

Beds

3.1

Baths

3,553

Sq.Ft.

5657 OCEANIC ROAD

Holiday, FL

Courtesy of DALTON WADE INC
View 1238 FLOTILLA DRIVE Holiday, FL MLS# OM731368
  • Virtual Tour
1 of 34
$550,000
5

Beds

5.1

Baths

5,360

Sq.Ft.

1238 FLOTILLA DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1937 BLUE RIVER ROAD Holiday, FL MLS# W7889889
  • Recently Listed
1 of 46
$550,000
4

Beds

3.0

Baths

3,018

Sq.Ft.

1937 BLUE RIVER ROAD

Holiday, FL

Courtesy of EXP REALTY LLC
View 2309 SWORDFISH AVENUE Holiday, FL MLS# TB8540451
$545,000
4

Beds

3.0

Baths

2,462

Sq.Ft.

2309 SWORDFISH AVENUE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 3225 GLENWOOD CIRCLE Holiday, FL MLS# TB8536347
$525,000
4

Beds

3.0

Baths

2,857

Sq.Ft.

3225 GLENWOOD CIRCLE

Holiday, FL

Courtesy of VANDERLEELIE & ASSOC.RE ESTATE
View 1419 BLUE MARLIN BOULEVARD Holiday, FL MLS# TB8546084
$525,000
4

Beds

3.0

Baths

2,480

Sq.Ft.

1419 BLUE MARLIN BOULEVARD

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3318 PINEVIEW DRIVE Holiday, FL MLS# W7887224
  • Virtual Tour
1 of 56
$509,000
2

Beds

1.1

Baths

1,047

Sq.Ft.

3318 PINEVIEW DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2210 BAYOU DRIVE Holiday, FL MLS# TB8518437
  • Adult Community with Virtual Tour
1 of 43
$499,999
4

Beds

2.1

Baths

2,861

Sq.Ft.

2210 BAYOU DRIVE

Holiday, FL

Courtesy of DEAL HOUSE REALTY LLC
View 2530 ARROWPOINTE DRIVE Holiday, FL MLS# TB8545406
$499,900
3

Beds

2.0

Baths

1,758

Sq.Ft.

2530 ARROWPOINTE DRIVE

Holiday, FL

Courtesy of EXP REALTY LLC
View KIBLER LN Holiday, FL MLS# U8233160
  • Virtual Tour
1 of 73
$499,000
0.0

Baths

KIBLER LN

Holiday, FL

Courtesy of PAPPAS REAL ESTATE LLC
View 2811 RAVENDALE LANE Holiday, FL MLS# TB8525309
  • Virtual Tour
1 of 35
$475,000
4

Beds

2.0

Baths

2,366

Sq.Ft.

2811 RAVENDALE LANE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 1125 FERNWOOD DRIVE Holiday, FL MLS# TB8485326
  • Virtual Tour
1 of 45
$474,900
3

Beds

2.0

Baths

1,900

Sq.Ft.

1125 FERNWOOD DRIVE

Holiday, FL

Courtesy of PREMIER REALTY
View 1166 CHANCELLOR DRIVE Holiday, FL MLS# W7888226
$459,900
4

Beds

3.0

Baths

1,761

Sq.Ft.

1166 CHANCELLOR DRIVE

Holiday, FL

View 3225 HEARTHSTONE COURT Holiday, FL MLS# TB8542967
$459,500
3

Beds

2.0

Baths

2,151

Sq.Ft.

3225 HEARTHSTONE COURT

Holiday, FL

Courtesy of SUNCOAST GROUP REALTORS LLC
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 1324 CHANCELLOR DRIVE Holiday, FL MLS# TB8547859
$448,900
3

Beds

3.0

Baths

1,762

Sq.Ft.

1324 CHANCELLOR DRIVE

Holiday, FL

Courtesy of TROPICAL LIFE REALTY, INC.

About Holiday

Listings in Holiday, FL

371

Estimated median home price

$235,000
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

PriceCount
$0 - 100K22
$100K - 200K95
$200K - 300K175
$300K - 400K43
$400K - 500K11
$500K - 600K8
$600K - 700K4
$700K - 800K5
$800K - 900K2
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family268
Townhouse15
Condo23
Commercial6
Rental66
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home41
Farms0

(Data as of 10/5/2026)

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 Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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.

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 10/5/2026.