409 total properties
View 4301 WESTWOOD DRIVE Holiday, FL MLS# TB8484815
  • Recently Listed with Virtual Tour
1 of 13
$299,900
2

Beds

1.1

Baths

1,259

Sq.Ft.

4301 WESTWOOD DRIVE

Holiday, FL

Courtesy of AVENUE HOMES LLC
View 4627 TROPICAL LANE Holiday, FL MLS# TB8400200
  • Virtual Tour
1 of 32
$299,000
4

Beds

2.0

Baths

1,520

Sq.Ft.

4627 TROPICAL LANE

Holiday, FL

Courtesy of REALTY EXPERTS
View 3625 RICHBORO DRIVE Holiday, FL MLS# TB8463808
  • Virtual Tour
1 of 24
$299,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

3625 RICHBORO DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3228 ROCK VALLEY DRIVE Holiday, FL MLS# TB8467302
  • Virtual Tour
1 of 28
$299,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

3228 ROCK VALLEY DRIVE

Holiday, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 3207 COLDWELL DRIVE Holiday, FL MLS# TB8366217
  • Virtual Tour
1 of 44
$297,000
3

Beds

2.0

Baths

1,302

Sq.Ft.

3207 COLDWELL DRIVE

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 5633 ANDREA DRIVE Holiday, FL MLS# TB8443609
  • Virtual Tour
1 of 28
$295,000
3

Beds

2.0

Baths

1,522

Sq.Ft.

5633 ANDREA DRIVE

Holiday, FL

Courtesy of FINEHIRSH REALTY POWERED BY SELLSTATE
View 5404 FRONT DRIVE Holiday, FL MLS# TB8464929
  • Virtual Tour
1 of 25
$295,000
3

Beds

2.0

Baths

1,240

Sq.Ft.

5404 FRONT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 4120 SUNRAY DRIVE Holiday, FL MLS# TB8476233
  • Virtual Tour
1 of 33
$295,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

4120 SUNRAY DRIVE

Holiday, FL

Courtesy of SILVER ROOTS REAL ESTATE GROUP
View 5551 MOSAIC DRIVE Holiday, FL MLS# TB8467750
  • Virtual Tour
1 of 87
$290,000
3

Beds

2.0

Baths

1,576

Sq.Ft.

5551 MOSAIC DRIVE

Holiday, FL

Courtesy of TAMPA INVESTORS SOLUTIONS LLC
View 4250 PINEFIELD AVENUE Holiday, FL MLS# TB8474761
  • Virtual Tour
1 of 28
$289,900
3

Beds

2.0

Baths

1,484

Sq.Ft.

4250 PINEFIELD AVENUE

Holiday, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 3814 SUNRAY DRIVE Holiday, FL MLS# TB8447802
  • Virtual Tour
1 of 60
$289,000
3

Beds

2.1

Baths

1,362

Sq.Ft.

3814 SUNRAY DRIVE

Holiday, FL

Courtesy of RE/MAX ELITE REALTY
View 3322 FAIRMOUNT DRIVE Holiday, FL MLS# TB8451894
  • Virtual Tour
1 of 29
$285,000
3

Beds

2.0

Baths

1,558

Sq.Ft.

3322 FAIRMOUNT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2704 LAWN PLACE Holiday, FL MLS# TB8484146
  • Recently Listed with Virtual Tour
1 of 52
$285,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2704 LAWN PLACE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 3233 SALISBURY DRIVE Holiday, FL MLS# W7883730
  • Recently Listed with Virtual Tour
1 of 39
$285,000
3

Beds

2.0

Baths

1,659

Sq.Ft.

3233 SALISBURY DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY
View 3212 HONEYMOON LANE Holiday, FL MLS# TB8473184
  • Virtual Tour
1 of 41
$284,900
3

Beds

2.0

Baths

1,334

Sq.Ft.

3212 HONEYMOON LANE

Holiday, FL

Courtesy of HOME PRIME REALTY LLC
View 3645 OVERLAND DRIVE Holiday, FL MLS# TB8478404
  • Virtual Tour
1 of 36
$284,900
2

Beds

3.0

Baths

1,416

Sq.Ft.

3645 OVERLAND DRIVE

Holiday, FL

Courtesy of RE/MAX CHAMPIONS
View 1200 GRAND BOULEVARD Holiday, FL MLS# TB8459340
  • Virtual Tour
1 of 39
$284,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

1200 GRAND BOULEVARD

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
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 2349 HAMA DRIVE Holiday, FL MLS# W7878180
  • Virtual Tour
1 of 38
$279,900
3

Beds

2.0

Baths

1,470

Sq.Ft.

2349 HAMA DRIVE

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 5802 GREENWOOD WAY Holiday, FL MLS# TB8471059
  • Virtual Tour
1 of 43
$279,900
4

Beds

2.0

Baths

1,500

Sq.Ft.

5802 GREENWOOD WAY

Holiday, FL

Courtesy of ARGO GROUP PROPERTIES LLC

About Holiday

Listings in Holiday, FL

405

Estimated median home price

$229,000
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

Price Count
$0 - 100K 34
$100K - 200K 106
$200K - 300K 171
$300K - 400K 56
$400K - 500K 16
$500K - 600K 7
$600K - 700K 4
$700K - 800K 2
$800K - 900K 2
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 278
Townhouse 6
Condo 26
Commercial 6
Rental 68
Lots and Land 16
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 71
Farms 0

(Data as of 3/24/2026)

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 3/27/2026.