View 3110 SHADOW OAKS DRIVE Holiday, FL MLS# TB8513609
$380,000
2

Beds

2.0

Baths

1,691

Sq.Ft.

3110 SHADOW OAKS DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 2638 BIG PINE DRIVE Holiday, FL MLS# TB8538169
$375,000
3

Beds

2.0

Baths

1,428

Sq.Ft.

2638 BIG PINE DRIVE

Holiday, FL

View Address not provided Holiday, FL MLS# TB8536851
$370,000
3

Beds

2.0

Baths

1,480

Sq.Ft.

Address not provided

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2519 BIG PINE DRIVE Holiday, FL MLS# TB8515728
  • Virtual Tour
1 of 35
$369,900
4

Beds

2.0

Baths

2,022

Sq.Ft.

2519 BIG PINE DRIVE

Holiday, FL

View 2815 WOOD POINTE DRIVE Holiday, FL MLS# TB8499477
  • Adult Community with Virtual Tour
1 of 95
$359,900
3

Beds

2.0

Baths

1,819

Sq.Ft.

2815 WOOD POINTE DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3645 OVERLAND Holiday, FL MLS# TB8516673
  • Virtual Tour
1 of 37
$359,900
3

Beds

3.0

Baths

1,416

Sq.Ft.

3645 OVERLAND

Holiday, FL

View 2906 WINDRIDGE DRIVE Holiday, FL MLS# TB8406249
$359,000
3

Beds

2.0

Baths

1,647

Sq.Ft.

2906 WINDRIDGE DRIVE

Holiday, FL

View 5650 BITTERSWEET DRIVE Holiday, FL MLS# TB8520750
$355,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

5650 BITTERSWEET DRIVE

Holiday, FL

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 2542 SANDY HILL COURT Holiday, FL MLS# TB8530935
  • Adult Community with Virtual Tour
1 of 100
$350,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

2542 SANDY HILL COURT

Holiday, FL

View 3652 WESTCHESTER DRIVE Holiday, FL MLS# W7888034
$350,000
3

Beds

2.1

Baths

2,197

Sq.Ft.

3652 WESTCHESTER DRIVE

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 3417 Hoover DR Holiday, FL MLS# 226028632
  • Recently Listed
1 of 33
$350,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

3417 Hoover DR

Holiday, FL

Naples_Area_Board_of_Realtors
View 3330 GLENSIDE DRIVE Holiday, FL MLS# TB8534974
$349,900
3

Beds

2.1

Baths

1,419

Sq.Ft.

3330 GLENSIDE DRIVE

Holiday, FL

View 2514 SANDY HILL COURT Holiday, FL MLS# TB8439068
  • Adult Community with Virtual Tour
1 of 26
$345,900
2

Beds

2.0

Baths

1,555

Sq.Ft.

2514 SANDY HILL COURT

Holiday, FL

Courtesy of PREMIER REALTY
View 2201 Parrot Fish Drive Holiday, FL MLS# 2259484
$340,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

2201 Parrot Fish Drive

Holiday, FL

Courtesy of HOMAN REALTY GROUP INC
View 2201 PARROT FISH DRIVE Holiday, FL MLS# TB8511074
$340,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

2201 PARROT FISH DRIVE

Holiday, FL

Courtesy of HOMAN REALTY GROUP INC
View 3222 JACKSON DRIVE Holiday, FL MLS# TB8431187
  • Virtual Tour
1 of 43
$339,000
2

Beds

2.0

Baths

1,126

Sq.Ft.

3222 JACKSON DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 1133 GRAND BOULEVARD Holiday, FL MLS# TB8522814
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 8/22 12:00 PM - 3:00 PM
$339,000
3

Beds

2.0

Baths

1,496

Sq.Ft.

1133 GRAND BOULEVARD

Holiday, FL

View 3114 SUMMERVALE DRIVE Holiday, FL MLS# W7886624
$330,000
2

Beds

2.0

Baths

1,730

Sq.Ft.

3114 SUMMERVALE DRIVE

Holiday, FL

View 5843 APPLETREE ROAD Holiday, FL MLS# TB8531403
  • Virtual Tour
1 of 84
$330,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

5843 APPLETREE ROAD

Holiday, FL

Courtesy of REMAX MARKETING SPECIALISTS

About Holiday

Listings in Holiday, FL

392

Estimated median home price

$239,900
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 - 100K30
$100K - 200K87
$200K - 300K180
$300K - 400K60
$400K - 500K14
$500K - 600K5
$600K - 700K2
$700K - 800K3
$800K - 900K5
$900K - 1M0
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family278
Townhouse17
Condo21
Commercial6
Rental66
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home51
Farms0

(Data as of 8/19/2026)

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 8/19/2026.