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 3543 ROCKAWAY DRIVE Holiday, FL MLS# TB8515441
  • Virtual Tour
1 of 31
$289,999
3

Beds

2.0

Baths

1,519

Sq.Ft.

3543 ROCKAWAY DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4810 GUARDIAN AVENUE Holiday, FL MLS# TB8531101
  • Recently Listed with Virtual Tour
1 of 37
$289,999
3

Beds

2.0

Baths

1,004

Sq.Ft.

4810 GUARDIAN AVENUE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4615 AEGEAN AVENUE Holiday, FL MLS# W7887013
  • New Construction with Virtual Tour
1 of 23
$289,900
4

Beds

2.0

Baths

1,550

Sq.Ft.

4615 AEGEAN AVENUE

Holiday, FL

View 3228 ROCK VALLEY DRIVE Holiday, FL MLS# TB8467302
$289,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

3228 ROCK VALLEY DRIVE

Holiday, FL

View 2561 CHARLAN COURT Holiday, FL MLS# TB8496060
  • Virtual Tour
1 of 49
$289,000
3

Beds

2.1

Baths

1,634

Sq.Ft.

2561 CHARLAN COURT

Holiday, FL

View 1414 WHITEHALL LANE Holiday, FL MLS# TB8498792
$288,900
3

Beds

2.0

Baths

1,636

Sq.Ft.

1414 WHITEHALL LANE

Holiday, FL

View 1338 GREENLEA DRIVE Holiday, FL MLS# TB8532650
  • Recently Listed with Virtual Tour
1 of 31
$285,000
2

Beds

2.0

Baths

1,204

Sq.Ft.

1338 GREENLEA DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 3622 WINDER DRIVE Holiday, FL MLS# TB8535207
  • Recently Listed with Virtual Tour
1 of 33
$281,000
3

Beds

1.1

Baths

1,148

Sq.Ft.

3622 WINDER DRIVE

Holiday, FL

View 2627 CHARLAN COURT Holiday, FL MLS# TB8427214
  • Virtual Tour
1 of 48
$280,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

2627 CHARLAN COURT

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 3029 HUNTINGTON ROAD Holiday, FL MLS# TB8516810
$280,000
3

Beds

2.0

Baths

1,486

Sq.Ft.

3029 HUNTINGTON ROAD

Holiday, FL

View 3750 LIGHTHOUSE WAY Holiday, FL MLS# O6426836
  • Recently Listed
1 of 15
$279,900
3

Beds

2.0

Baths

1,334

Sq.Ft.

3750 LIGHTHOUSE WAY

Holiday, FL

View 1324 VIKING DRIVE Holiday, FL MLS# TB8458025
  • Virtual Tour
1 of 38
$278,900
3

Beds

2.0

Baths

1,393

Sq.Ft.

1324 VIKING DRIVE

Holiday, FL

View 6345 LOST TRAIL Holiday, FL MLS# W7881056
  • Virtual Tour
1 of 83
$275,000
5

Beds

2.0

Baths

1,920

Sq.Ft.

6345 LOST TRAIL

Holiday, FL

View 2453 PLEASANT HILL LANE Holiday, FL MLS# O6364058
  • Adult Community with Virtual Tour
1 of 25
$275,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

2453 PLEASANT HILL LANE

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

1,767

Sq.Ft.

4138 STAR ISLAND DRIVE

Holiday, FL

View 1627 DANDER DRIVE Holiday, FL MLS# TB8531441
$275,000
3

Beds

2.0

Baths

1,336

Sq.Ft.

1627 DANDER DRIVE

Holiday, FL

View 3154 VICTORIA INLET DRIVE Holiday, FL MLS# TB8518845
$274,900
3

Beds

2.1

Baths

1,440

Sq.Ft.

3154 VICTORIA INLET DRIVE

Holiday, FL

View 3322 FAIRMOUNT DRIVE Holiday, FL MLS# TB8451894
$272,500
3

Beds

2.0

Baths

1,558

Sq.Ft.

3322 FAIRMOUNT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4834 MILE STRETCH DRIVE Holiday, FL MLS# TB8513993
$270,000
3

Beds

2.0

Baths

1,324

Sq.Ft.

4834 MILE STRETCH DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC

About Holiday

Listings in Holiday, FL

391

Estimated median home price

$239,000
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 - 100K31
$100K - 200K88
$200K - 300K181
$300K - 400K60
$400K - 500K14
$500K - 600K4
$600K - 700K2
$700K - 800K3
$800K - 900K3
$900K - 1M0
$1M - Max5

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family275
Townhouse18
Condo21
Commercial3
Rental76
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home53
Farms0

(Data as of 8/3/2026)

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 8/4/2026.