View 1022 BOWSPRIT LANE 1022 Holiday, FL MLS# TB8554815
  • Adult Community with Virtual Tour
1 of 10
$175,000
2

Beds

2.0

Baths

1,114

Sq.Ft.

1022 BOWSPRIT LANE 1022

Holiday, FL

Courtesy of BAY TO SHORE PROPERTY MANAGEMENT AND LEASING LLC
View 3211 SOUTHPORT DRIVE Holiday, FL MLS# TB8554656
  • Adult Community with Virtual Tour
1 of 34
$179,900
2

Beds

2.0

Baths

1,329

Sq.Ft.

3211 SOUTHPORT DRIVE

Holiday, FL

Courtesy of CITY BREEZE ACTION REALTY
View 3350 WILTSHIRE DRIVE Holiday, FL MLS# TB8554082
  • Virtual Tour
1 of 38
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$235,000
2

Beds

1.0

Baths

1,016

Sq.Ft.

3350 WILTSHIRE DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 3031 MUIR STREET Holiday, FL MLS# TB8554450
  • Virtual Tour
1 of 53
$235,000
2

Beds

1.0

Baths

998

Sq.Ft.

3031 MUIR STREET

Holiday, FL

Courtesy of EXP REALTY LLC
View 3914 CARIOCA RD Holiday, FL MLS# W7889968
  • Virtual Tour
1 of 25
$215,000
2

Beds

1.1

Baths

1,188

Sq.Ft.

3914 CARIOCA RD

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 4208 CANTERBERRY DRIVE Holiday, FL MLS# W7890004
$215,000
2

Beds

1.1

Baths

1,247

Sq.Ft.

4208 CANTERBERRY DRIVE

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 3650 PECONIC WAY Holiday, FL MLS# TB8550237
  • Virtual Tour
1 of 39
$229,300
2

Beds

1.0

Baths

1,073

Sq.Ft.

3650 PECONIC WAY

Holiday, FL

Courtesy of DALTON WADE INC
View 4631 EASTWOOD LANE Holiday, FL MLS# O6446246
  • Virtual Tour
1 of 19
$224,900
3

Beds

2.0

Baths

1,185

Sq.Ft.

4631 EASTWOOD LANE

Holiday, FL

Courtesy of ENTERA REALTY LLC
View 3415 MONTICELLO STREET Holiday, FL MLS# TB8550815
$220,000
2

Beds

1.0

Baths

816

Sq.Ft.

3415 MONTICELLO STREET

Holiday, FL

Courtesy of 1 REALTY GROUP LLC
View 2055 NORFOLK DRIVE Holiday, FL MLS# TB8551580
  • Virtual Tour
1 of 25
$199,000
2

Beds

1.1

Baths

907

Sq.Ft.

2055 NORFOLK DRIVE

Holiday, FL

Courtesy of ACROPOLIS REALTY GROUP LLC
View 4653 AEGEAN AVENUE Holiday, FL MLS# C7531004
  • Virtual Tour
1 of 29
$199,500
2

Beds

1.1

Baths

988

Sq.Ft.

4653 AEGEAN AVENUE

Holiday, FL

Courtesy of BENOIT MANAGEMENT LLC
View 4149 DARLINGTON ROAD Holiday, FL MLS# TB8550934
$229,900
2

Beds

2.0

Baths

1,032

Sq.Ft.

4149 DARLINGTON ROAD

Holiday, FL

Courtesy of DALTON WADE INC
View 1300 MAYBURY DRIVE Holiday, FL MLS# C7531021
  • Virtual Tour
1 of 18
$185,000
3

Beds

2.0

Baths

1,316

Sq.Ft.

1300 MAYBURY DRIVE

Holiday, FL

Courtesy of LAMAR PROPERTIES, INC.
View 3557 ROCKAWAY DRIVE Holiday, FL MLS# W7889608
  • Virtual Tour
1 of 22
$199,000
2

Beds

2.0

Baths

1,068

Sq.Ft.

3557 ROCKAWAY DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 1031 CLASSIC DRIVE Holiday, FL MLS# W7889642
  • Virtual Tour
1 of 37
$224,900
2

Beds

1.0

Baths

1,122

Sq.Ft.

1031 CLASSIC DRIVE

Holiday, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 4843 CALAIS DRIVE Holiday, FL MLS# TB8549538
  • Virtual Tour
1 of 59
$210,000
2

Beds

1.1

Baths

1,088

Sq.Ft.

4843 CALAIS DRIVE

Holiday, FL

Courtesy of FLORIDA WEST COAST HOMES, LLC
View 2144 HARRISON DRIVE Holiday, FL MLS# TB8548625
$229,000
2

Beds

2.0

Baths

1,383

Sq.Ft.

2144 HARRISON DRIVE

Holiday, FL

Courtesy of SUNCOAST GROUP REALTORS LLC
View 1535 SENTINEL STREET Holiday, FL MLS# TB8546934
$199,999
2

Beds

1.0

Baths

816

Sq.Ft.

1535 SENTINEL STREET

Holiday, FL

Courtesy of DENNIS REALTY & INV. CORP.
View 3339 GARFIELD DRIVE Holiday, FL MLS# TB8545346
  • Virtual Tour
1 of 35
$205,000
2

Beds

1.0

Baths

960

Sq.Ft.

3339 GARFIELD DRIVE

Holiday, FL

Courtesy of EXP REALTY LLC
View 4737 LONGWOOD AVE Holiday, FL MLS# TB8545039
  • Virtual Tour
1 of 23
$182,000
2

Beds

1.0

Baths

945

Sq.Ft.

4737 LONGWOOD AVE

Holiday, FL

Courtesy of ENGEL & VOLKERS TAMPA DOWNTOWN

About Holiday

Listings in Holiday, FL

373

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 - 100K24
$100K - 200K97
$200K - 300K171
$300K - 400K43
$400K - 500K15
$500K - 600K8
$600K - 700K5
$700K - 800K5
$800K - 900K2
$900K - 1M0
$1M - Max3

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family268
Townhouse16
Condo25
Commercial3
Rental62
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home42
Farms0

(Data as of 10/29/2026)

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.

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 10/30/2026.