View 3104 DOLE STREET Holiday, FL MLS# TB8540107
  • Recently Listed with Virtual Tour
1 of 22
$319,900
4

Beds

2.0

Baths

1,742

Sq.Ft.

3104 DOLE STREET

Holiday, FL

View 2334 BARRACUDA COURT Holiday, FL MLS# TB8481092
$319,000
3

Beds

2.0

Baths

1,740

Sq.Ft.

2334 BARRACUDA COURT

Holiday, FL

View 3011 SHADOW OAKS DRIVE Holiday, FL MLS# TB8501413
$319,000
3

Beds

2.0

Baths

1,480

Sq.Ft.

3011 SHADOW OAKS DRIVE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4298 HARBOUR PALM DRIVE Holiday, FL MLS# TB8530575
  • Virtual Tour
1 of 36
OPEN HOUSE: Sunday 8/23 12:00 PM - 2:00 PM
$319,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

4298 HARBOUR PALM DRIVE

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 2153 BARRACUDA COURT Holiday, FL MLS# TB8459040
$316,000
3

Beds

2.0

Baths

1,740

Sq.Ft.

2153 BARRACUDA COURT

Holiday, FL

Courtesy of LPT REALTY, LLC
View 1415 BRIXTON LANE Holiday, FL MLS# TB8497325
  • Virtual Tour
1 of 31
$315,000
3

Beds

2.0

Baths

1,047

Sq.Ft.

1415 BRIXTON LANE

Holiday, FL

View 4250 OAK BLUFF AVENUE Holiday, FL MLS# TB8532850
  • New Construction with Virtual Tour
1 of 27
$315,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

4250 OAK BLUFF AVENUE

Holiday, FL

View 2230 PLEASANT HILL LANE Holiday, FL MLS# TB8517371
  • Adult Community with Virtual Tour
1 of 94
$314,900
2

Beds

2.0

Baths

1,341

Sq.Ft.

2230 PLEASANT HILL LANE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 4114 SUNRAY DRIVE Holiday, FL MLS# TB8532752
  • 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
View 3111 KILBURN ROAD Holiday, FL MLS# W7878400
  • Virtual Tour
1 of 32
$310,999
3

Beds

2.0

Baths

1,284

Sq.Ft.

3111 KILBURN ROAD

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 1027 ORCA COURT Holiday, FL MLS# TB8501279
$310,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

1027 ORCA COURT

Holiday, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 1345 BASSWOOD DRIVE Holiday, FL MLS# TB8533703
$310,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

1345 BASSWOOD DRIVE

Holiday, FL

View 5751 DOLORES DRIVE Holiday, FL MLS# O6432156
  • Recently Listed
1 of 15
$309,900
3

Beds

2.0

Baths

1,675

Sq.Ft.

5751 DOLORES DRIVE

Holiday, FL

View 4803 GUARDIAN AVENUE Holiday, FL MLS# TB8487126
$305,900
3

Beds

3.0

Baths

1,712

Sq.Ft.

4803 GUARDIAN AVENUE

Holiday, FL

Courtesy of BUILDING NEST REALTY LLC
View 3814 SUNRAY DRIVE Holiday, FL MLS# TB8447802
  • Virtual Tour
1 of 43
OPEN HOUSE: Sunday 8/23 2:00 PM - 3:00 PM
$305,000
3

Beds

2.1

Baths

1,362

Sq.Ft.

3814 SUNRAY DRIVE

Holiday, FL

View 1050 DEAL LANE Holiday, FL MLS# O6415296
  • Virtual Tour
1 of 23
$305,000
3

Beds

3.0

Baths

1,667

Sq.Ft.

1050 DEAL LANE

Holiday, FL

Courtesy of DALTON WADE INC
View 3424 TRUMAN DRIVE Holiday, FL MLS# TB8531955
  • Virtual Tour
1 of 54
$305,000
4

Beds

3.0

Baths

1,556

Sq.Ft.

3424 TRUMAN DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 2211 BARRACUDA COURT Holiday, FL MLS# TB8471955
$300,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

2211 BARRACUDA COURT

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 2211 PLEASANT HILL LANE Holiday, FL MLS# TB8485823
  • Adult Community with Virtual Tour
1 of 40
$300,000
2

Beds

2.0

Baths

1,500

Sq.Ft.

2211 PLEASANT HILL LANE

Holiday, FL

View 1853 DARTMOUTH DRIVE Holiday, FL MLS# TB8510421
$300,000
3

Beds

2.0

Baths

1,462

Sq.Ft.

1853 DARTMOUTH DRIVE

Holiday, FL

About Holiday

Listings in Holiday, FL

392

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 - 100K30
$100K - 200K88
$200K - 300K183
$300K - 400K56
$400K - 500K14
$500K - 600K5
$600K - 700K2
$700K - 800K4
$800K - 900K4
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family277
Townhouse18
Condo21
Commercial6
Rental67
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home51
Farms0

(Data as of 8/21/2026)

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 8/22/2026.