View 3708 HOLIDAY LAKE DRIVE Holiday, FL MLS# O6447031
  • Virtual Tour
1 of 33
$369,900
3

Beds

3.0

Baths

1,726

Sq.Ft.

3708 HOLIDAY LAKE DRIVE

Holiday, FL

Courtesy of DOUGLAS ELLIMAN
View 3123 MELA COURT Holiday, FL MLS# TB8542232
$360,000
3

Beds

2.0

Baths

1,489

Sq.Ft.

3123 MELA COURT

Holiday, FL

Courtesy of EXP REALTY LLC
View 2638 BIG PINE DRIVE Holiday, FL MLS# TB8538169
  • Virtual Tour
1 of 37
$359,900
3

Beds

2.0

Baths

1,428

Sq.Ft.

2638 BIG PINE DRIVE

Holiday, FL

Courtesy of REDFIN CORPORATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 5044 ROANOKE DRIVE Holiday, FL MLS# TB8557008
  • Virtual Tour
1 of 20
$359,900
5

Beds

3.0

Baths

1,778

Sq.Ft.

5044 ROANOKE DRIVE

Holiday, FL

Courtesy of GOLD EMPIRE REALTY LLC
View 1346 CHANCELLOR DRIVE Holiday, FL MLS# O6436018
$359,000
3

Beds

2.0

Baths

1,346

Sq.Ft.

1346 CHANCELLOR DRIVE

Holiday, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 5410 FLORA AVENUE Holiday, FL MLS# TB8543370
$359,000
2

Beds

2.0

Baths

1,356

Sq.Ft.

5410 FLORA AVENUE

Holiday, FL

Courtesy of DENNIS REALTY & INV. CORP.
View 2514 SANDY HILL COURT Holiday, FL MLS# TB8558741
  • Recently Listed with Virtual Tour
1 of 26
$355,900
2

Beds

2.0

Baths

1,555

Sq.Ft.

2514 SANDY HILL COURT

Holiday, FL

Courtesy of PREMIER REALTY
View 5650 BITTERSWEET DRIVE Holiday, FL MLS# TB8520750
  • Virtual Tour
1 of 38
$355,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

5650 BITTERSWEET DRIVE

Holiday, FL

Courtesy of ASSIST 2 SELL BUYERS N SELLERS
View 2325 INDIAN KEY DRIVE Holiday, FL MLS# TB8552876
  • Virtual Tour
1 of 31
$355,000
4

Beds

3.0

Baths

2,395

Sq.Ft.

2325 INDIAN KEY DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 5736 MELALEUCA DRIVE Holiday, FL MLS# TB8516066
$350,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

5736 MELALEUCA DRIVE

Holiday, FL

Courtesy of MARK SPAIN REAL ESTATE
View 3417 Hoover DR Holiday, FL MLS# 226028632
$350,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

3417 Hoover DR

Holiday, FL

Naples_Area_Board_of_Realtors
View 3641 WELLINGTON DR Holiday, FL MLS# TB8536851
  • Virtual Tour
1 of 71
$350,000
3

Beds

2.0

Baths

1,480

Sq.Ft.

3641 WELLINGTON DR

Holiday, FL

Courtesy of ESQUIRE PROPERTY GROUP LLC
View 2437 FIELDCREST COURT Holiday, FL MLS# TB8562271
  • Recently Listed with Virtual Tour
1 of 41
$350,000
2

Beds

2.0

Baths

1,209

Sq.Ft.

2437 FIELDCREST COURT

Holiday, FL

Courtesy of WIKLE INCORPORATED
View 2220 PARROT FISH DRIVE Holiday, FL MLS# TB8542321
$349,900
3

Beds

2.0

Baths

1,876

Sq.Ft.

2220 PARROT FISH DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2219 PARROT FISH DR Holiday, FL MLS# TB8545171
  • Virtual Tour
1 of 44
$337,900
3

Beds

2.0

Baths

1,740

Sq.Ft.

2219 PARROT FISH DR

Holiday, FL

Courtesy of BLAKE REAL ESTATE INC
View 2232 PARROT FISH DRIVE Holiday, FL MLS# TB8555315
  • Virtual Tour
1 of 51
$335,000
3

Beds

2.0

Baths

1,740

Sq.Ft.

2232 PARROT FISH DRIVE

Holiday, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 3652 WESTCHESTER DRIVE Holiday, FL MLS# W7888034
  • Virtual Tour
1 of 37
$334,000
3

Beds

2.1

Baths

2,197

Sq.Ft.

3652 WESTCHESTER DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 3029 JACOB CROSSING LANE Holiday, FL MLS# TB8539226
$330,000
3

Beds

2.1

Baths

1,813

Sq.Ft.

3029 JACOB CROSSING LANE

Holiday, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 2302 BARRACUDA COURT Holiday, FL MLS# TB8470066
  • Virtual Tour
1 of 48
$329,980
3

Beds

2.0

Baths

1,740

Sq.Ft.

2302 BARRACUDA COURT

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 2910 MATCHLOCK DRIVE Holiday, FL MLS# TB8560219
  • Virtual Tour
1 of 28
$329,000
4

Beds

3.0

Baths

1,584

Sq.Ft.

2910 MATCHLOCK DRIVE

Holiday, FL

Courtesy of GOLD EMPIRE REALTY LLC

About Holiday

Listings in Holiday, FL

369

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

Price Count
$0 - 100K 23
$100K - 200K 95
$200K - 300K 169
$300K - 400K 43
$400K - 500K 15
$500K - 600K 8
$600K - 700K 5
$700K - 800K 6
$800K - 900K 2
$900K - 1M 0
$1M - Max 3

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 267
Townhouse 14
Condo 24
Commercial 4
Rental 64
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 41
Farms 0

(Data as of 11/1/2026)

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 11/1/2026.