View 5600 ANDREA DRIVE Holiday, FL MLS# O6437340
  • Virtual Tour
1 of 21
$280,400
3

Beds

2.0

Baths

1,522

Sq.Ft.

5600 ANDREA DRIVE

Holiday, FL

Courtesy of EVERYSTATE INC.
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 1332 FLOTILLA DRIVE Holiday, FL MLS# TB8542308
  • Virtual Tour
1 of 33
$289,000
2

Beds

2.0

Baths

1,386

Sq.Ft.

1332 FLOTILLA DRIVE

Holiday, FL

Courtesy of REALNET FLORIDA REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
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 1446 MERRILON DRIVE Holiday, FL MLS# W7888829
  • Virtual Tour
1 of 19
$259,900
3

Beds

2.0

Baths

1,224

Sq.Ft.

1446 MERRILON DRIVE

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
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 3420 PALOMA DRIVE Holiday, FL MLS# TB8540836
  • Virtual Tour
1 of 26
$315,000
2

Beds

2.0

Baths

1,068

Sq.Ft.

3420 PALOMA DRIVE

Holiday, FL

Courtesy of REDFIN CORPORATION
View 3128 HARVARDSTON LOOP Holiday, FL MLS# TB8540537
$269,900
3

Beds

2.0

Baths

1,048

Sq.Ft.

3128 HARVARDSTON LOOP

Holiday, FL

Courtesy of EXP REALTY LLC
View 3104 DOLE STREET Holiday, FL MLS# TB8540107
  • Virtual Tour
1 of 19
$299,900
4

Beds

2.0

Baths

1,742

Sq.Ft.

3104 DOLE STREET

Holiday, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 3652 WESTCHESTER DRIVE Holiday, FL MLS# W7888034
$334,000
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
$350,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

3417 Hoover DR

Holiday, FL

Naples_Area_Board_of_Realtors
View 3622 WINDER DRIVE Holiday, FL MLS# TB8535207
  • Virtual Tour
1 of 33
$280,000
3

Beds

1.1

Baths

1,148

Sq.Ft.

3622 WINDER DRIVE

Holiday, FL

Courtesy of VANDERLEELIE & ASSOC.RE ESTATE
View 4116 OAKFIELD AVENUE Holiday, FL MLS# TB8533362
$319,000
3

Beds

3.0

Baths

1,484

Sq.Ft.

4116 OAKFIELD AVENUE

Holiday, FL

Courtesy of APPLE HOMES LLC
View 3424 TRUMAN DRIVE Holiday, FL MLS# TB8531955
  • Virtual Tour
1 of 53
$296,000
4

Beds

3.0

Baths

1,556

Sq.Ft.

3424 TRUMAN DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 1338 GREENLEA DRIVE Holiday, FL MLS# TB8532650
  • 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 4810 GUARDIAN AVENUE Holiday, FL MLS# TB8531101
$279,999
3

Beds

2.0

Baths

1,200

Sq.Ft.

4810 GUARDIAN AVENUE

Holiday, FL

Courtesy of LA ROSA REALTY, LLC
View 1627 DANDER DRIVE Holiday, FL MLS# TB8531441
  • Virtual Tour
1 of 13
$275,000
3

Beds

2.0

Baths

1,336

Sq.Ft.

1627 DANDER DRIVE

Holiday, FL

Courtesy of MCBRIDE KELLY & ASSOCIATES
View 3438 MOOG ROAD Holiday, FL MLS# TB8528276
  • Virtual Tour
1 of 40
$295,000
3

Beds

2.0

Baths

1,519

Sq.Ft.

3438 MOOG ROAD

Holiday, FL

Courtesy of EZ HOME CHOICE LLC
View 3411 UMBER ROAD Holiday, FL MLS# TB8529497
$270,000
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 28
$259,000
3

Beds

2.0

Baths

1,519

Sq.Ft.

3543 ROCKAWAY DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR

About Holiday

Listings in Holiday, FL

363

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

PriceCount
$0 - 100K23
$100K - 200K91
$200K - 300K169
$300K - 400K42
$400K - 500K14
$500K - 600K8
$600K - 700K5
$700K - 800K6
$800K - 900K2
$900K - 1M0
$1M - Max3

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family264
Townhouse13
Condo22
Commercial4
Rental63
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home41
Farms0

(Data as of 11/2/2026)

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 11/2/2026.