Holiday Florida Homes for Sale

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320 total properties
View 3019 LLOYD DRIVE Holiday, FL MLS# S5153853
  • Recently Listed with Virtual Tour
1 of 15
$254,000
2

Beds

2.0

Baths

1,134

Sq.Ft.

3019 LLOYD DRIVE

Holiday, FL

View 1321 HONOR DRIVE Holiday, FL MLS# TB8530248
  • Recently Listed with Virtual Tour
1 of 6
$169,900
2

Beds

1.0

Baths

816

Sq.Ft.

1321 HONOR DRIVE

Holiday, FL

Courtesy of IMPERIAL ESTATES REALTY INC
View 1421 WICKHAM LANE Holiday, FL MLS# TB8521101
  • Recently Listed with Virtual Tour
1 of 22
$219,000
2

Beds

1.0

Baths

986

Sq.Ft.

1421 WICKHAM LANE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3411 UMBER ROAD Holiday, FL MLS# TB8529497
$290,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

3411 UMBER ROAD

Holiday, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1829 SPARKLE LANE Holiday, FL MLS# TB8529403
  • Virtual Tour
1 of 15
$64,900
2

Beds

2.0

Baths

1,248

Sq.Ft.

1829 SPARKLE LANE

Holiday, FL

View 3344 TRASK DRIVE Holiday, FL MLS# O6424890
  • Recently Listed
1 of 15
$254,900
3

Beds

2.0

Baths

1,620

Sq.Ft.

3344 TRASK DRIVE

Holiday, FL

View 2051 PEGGY DRIVE Holiday, FL MLS# TB8527371
  • Recently Listed with Virtual Tour
1 of 27
$219,900
2

Beds

1.1

Baths

948

Sq.Ft.

2051 PEGGY DRIVE

Holiday, FL

Courtesy of INSPIRED REALTY, LLC
View 3555 SHERYL HILL DRIVE Holiday, FL MLS# O6424922
  • Recently Listed
1 of 15
$234,900
3

Beds

2.0

Baths

1,240

Sq.Ft.

3555 SHERYL HILL DRIVE

Holiday, FL

View 4138 STAR ISLAND DRIVE Holiday, FL MLS# W7887434
  • Recently Listed with Virtual Tour
1 of 22
$275,000
3

Beds

3.0

Baths

1,368

Sq.Ft.

4138 STAR ISLAND DRIVE

Holiday, FL

View 3708 HOLIDAY LAKE DRIVE Holiday, FL MLS# S5153585
  • Recently Listed with Virtual Tour
1 of 26
$399,990
4

Beds

3.0

Baths

2,002

Sq.Ft.

3708 HOLIDAY LAKE DRIVE

Holiday, FL

View 3419 PALOMA DRIVE Holiday, FL MLS# W7887569
  • Recently Listed with Virtual Tour
1 of 15
$253,000
2

Beds

2.0

Baths

1,070

Sq.Ft.

3419 PALOMA DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 1203 CHANCELLOR DRIVE Holiday, FL MLS# TB8528450
  • Recently Listed with Virtual Tour
1 of 33
$228,988
2

Beds

2.0

Baths

1,152

Sq.Ft.

1203 CHANCELLOR DRIVE

Holiday, FL

View 3321 CHATFORD DRIVE Holiday, FL MLS# TB8526091
  • Recently Listed with Virtual Tour
1 of 21
$130,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

3321 CHATFORD DRIVE

Holiday, FL

View 3400 BAINBRIDGE DRIVE Holiday, FL MLS# O6424059
  • Recently Listed with Virtual Tour
1 of 27
$215,000
2

Beds

2.0

Baths

1,051

Sq.Ft.

3400 BAINBRIDGE DRIVE

Holiday, FL

View 2123 OAHU DRIVE Holiday, FL MLS# W7887460
  • Recently Listed with Virtual Tour
1 of 20
$160,000
2

Beds

2.0

Baths

960

Sq.Ft.

2123 OAHU DRIVE

Holiday, FL

View 2228 SOCIETY DRIVE Holiday, FL MLS# TB8527730
  • Recently Listed with Virtual Tour
1 of 47
$240,000
2

Beds

1.1

Baths

1,039

Sq.Ft.

2228 SOCIETY DRIVE

Holiday, FL

View 1056 TAMARAC DRIVE Holiday, FL MLS# TB8527609
  • Recently Listed with Virtual Tour
1 of 48
$249,916
2

Beds

1.1

Baths

1,272

Sq.Ft.

1056 TAMARAC DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 3601 COVINGTON DR Holiday, FL MLS# TB8529457
$375,000
3

Beds

2.0

Baths

1,617

Sq.Ft.

3601 COVINGTON DR

Holiday, FL

View 2597 CHARLAN Holiday, FL MLS# TB8527149
  • Recently Listed with Virtual Tour
1 of 56
$265,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

2597 CHARLAN

Holiday, FL

View 3806 BADEN DRIVE Holiday, FL MLS# TB8527690
  • Recently Listed with Virtual Tour
1 of 13
$245,000
2

Beds

1.1

Baths

1,096

Sq.Ft.

3806 BADEN DRIVE

Holiday, FL

About Holiday

Listings in Holiday, FL

317

Estimated median home price

$235,900
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 - 100K28
$100K - 200K79
$200K - 300K141
$300K - 400K41
$400K - 500K11
$500K - 600K4
$600K - 700K2
$700K - 800K3
$800K - 900K1
$900K - 1M0
$1M - Max7

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family212
Townhouse15
Condo18
Commercial3
Rental66
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home47
Farms0

(Data as of 7/18/2026)

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 7/19/2026.