177 total properties
View 3452 COLUMBUS DRIVE Holiday, FL MLS# TB8517125
  • Recently Listed with Virtual Tour
1 of 26
$225,000
2

Beds

2.0

Baths

1,192

Sq.Ft.

3452 COLUMBUS DRIVE

Holiday, FL

Courtesy of GULF PROPERTY MANAGEMENT LLC
View 3547 WILSON DRIVE Holiday, FL MLS# TB8516286
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/27 11:00 AM - 1:00 PM
$225,000
2

Beds

1.0

Baths

984

Sq.Ft.

3547 WILSON DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3340 HONEYMOON LANE Holiday, FL MLS# TB8471243
  • Virtual Tour
1 of 26
$224,900
2

Beds

2.0

Baths

1,334

Sq.Ft.

3340 HONEYMOON LANE

Holiday, FL

Courtesy of GRAYSTONE REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 4130 CRESTFIELD AVENUE Holiday, FL MLS# W7884920
  • Virtual Tour
1 of 34
$224,900
2

Beds

1.0

Baths

1,004

Sq.Ft.

4130 CRESTFIELD AVENUE

Holiday, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 3619 WILTSHIRE DRIVE Holiday, FL MLS# TB8502686
  • Virtual Tour
1 of 18
$224,900
3

Beds

2.0

Baths

1,350

Sq.Ft.

3619 WILTSHIRE DRIVE

Holiday, FL

Courtesy of POWERS REAL ESTATE SOLUTIONS LLC
View 4031 CHESSWOOD DRIVE Holiday, FL MLS# TB8515708
  • Recently Listed with Virtual Tour
1 of 37
$224,900
2

Beds

2.0

Baths

1,084

Sq.Ft.

4031 CHESSWOOD DRIVE

Holiday, FL

Courtesy of STAR BAY REALTY CORP.
View 4031 CHESSWOOD DRIVE Holiday, FL MLS# TB8520717
  • Recently Listed with Virtual Tour
1 of 35
$224,900
2

Beds

2.0

Baths

1,084

Sq.Ft.

4031 CHESSWOOD DRIVE

Holiday, FL

View 3850 BADEN DRIVE Holiday, FL MLS# TB8520340
  • Recently Listed with Virtual Tour
1 of 27
$224,900
3

Beds

2.0

Baths

1,096

Sq.Ft.

3850 BADEN DRIVE

Holiday, FL

View 2616 GRETNA PLACE Holiday, FL MLS# W7882024
$220,000
2

Beds

1.1

Baths

1,096

Sq.Ft.

2616 GRETNA PLACE

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 3914 CARIOCA Holiday, FL MLS# W7882534
  • Virtual Tour
1 of 23
$220,000
2

Beds

1.1

Baths

1,188

Sq.Ft.

3914 CARIOCA

Holiday, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 1332 JENNINGS DRIVE Holiday, FL MLS# O6405292
$220,000
2

Beds

1.0

Baths

816

Sq.Ft.

1332 JENNINGS DRIVE

Holiday, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 3215 BRIGHT DRIVE Holiday, FL MLS# TB8506491
  • Virtual Tour
1 of 22
$220,000
2

Beds

1.0

Baths

980

Sq.Ft.

3215 BRIGHT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 4926 COLONNADE AVENUE Holiday, FL MLS# TB8521091
  • Recently Listed with Virtual Tour
1 of 25
$220,000
3

Beds

2.0

Baths

1,236

Sq.Ft.

4926 COLONNADE AVENUE

Holiday, FL

View 5602 OCEANIC ROAD Holiday, FL MLS# W7886372
  • Recently Listed with Virtual Tour
1 of 18
$219,900
2

Beds

1.0

Baths

894

Sq.Ft.

5602 OCEANIC ROAD

Holiday, FL

View 3521 OAKHURST DRIVE Holiday, FL MLS# TB8523191
  • Recently Listed
1 of 63
$219,900
2

Beds

1.0

Baths

956

Sq.Ft.

3521 OAKHURST DRIVE

Holiday, FL

View 3844 REDWOOD DRIVE Holiday, FL MLS# TB8467898
  • Virtual Tour
1 of 16
$219,000
2

Beds

2.0

Baths

948

Sq.Ft.

3844 REDWOOD DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 5131 FORUM BOULEVARD Holiday, FL MLS# TB8472407
  • Virtual Tour
1 of 13
$219,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

5131 FORUM BOULEVARD

Holiday, FL

Courtesy of MARTINEZ 2 & ASSOCIATES OF FLO
View 3425 RICHBORO DRIVE Holiday, FL MLS# TB8476660
  • Virtual Tour
1 of 14
$219,000
2

Beds

2.0

Baths

1,289

Sq.Ft.

3425 RICHBORO DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 3124 FINCH DRIVE Holiday, FL MLS# TB8506832
  • Virtual Tour
1 of 10
OPEN HOUSE: Thursday 6/25 7:00 PM - 7:07 PM
$219,000
2

Beds

1.1

Baths

1,128

Sq.Ft.

3124 FINCH DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4209 CASTLEWOOD DR Holiday, FL MLS# 226002466
$215,950
2

Beds

2.0

Baths

1,257

Sq.Ft.

4209 CASTLEWOOD DR

Holiday, FL

Naples_Area_Board_of_Realtors

About Holiday

Listings in Holiday, FL

385

Estimated median home price

$243,000
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 88
$200K - 300K 164
$300K - 400K 61
$400K - 500K 18
$500K - 600K 5
$600K - 700K 3
$700K - 800K 3
$800K - 900K 2
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 261
Townhouse 19
Condo 22
Commercial 4
Rental 74
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 53
Farms 0

(Data as of 6/25/2026)

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 6/25/2026.