View 2211 PLEASANT HILL LANE Holiday, FL MLS# TB8485823
  • Adult Community with Virtual Tour
1 of 40
$300,000
2

Beds

2.0

Baths

1,500

Sq.Ft.

2211 PLEASANT HILL LANE

Holiday, FL

View 1853 DARTMOUTH DRIVE Holiday, FL MLS# TB8510421
  • Virtual Tour
1 of 91
OPEN HOUSE: Sunday 8/9 12:00 PM - 2:00 PM
$300,000
3

Beds

2.0

Baths

1,462

Sq.Ft.

1853 DARTMOUTH DRIVE

Holiday, FL

View 4344 OAK BLUFF AVENUE Holiday, FL MLS# TB8516133
$300,000
3

Beds

2.0

Baths

1,547

Sq.Ft.

4344 OAK BLUFF AVENUE

Holiday, FL

Courtesy of HOMEXPRESS REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 1040 ORCA COURT Holiday, FL MLS# TB8526899
  • Virtual Tour
1 of 38
$300,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

1040 ORCA COURT

Holiday, FL

View 1715 KENILWORTH STREET Holiday, FL MLS# S5145157
$299,999
3

Beds

2.0

Baths

1,442

Sq.Ft.

1715 KENILWORTH STREET

Holiday, FL

Courtesy of LPT REALTY, LLC
View 3332 WILSON DRIVE Holiday, FL MLS# W7884874
  • Virtual Tour
1 of 28
$299,990
3

Beds

2.0

Baths

1,444

Sq.Ft.

3332 WILSON DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4301 WESTWOOD DRIVE Holiday, FL MLS# TB8484815
  • Virtual Tour
1 of 13
$299,900
2

Beds

1.1

Baths

1,259

Sq.Ft.

4301 WESTWOOD DRIVE

Holiday, FL

View 3314 COLUMBUS DRIVE Holiday, FL MLS# O6414432
  • Virtual Tour
1 of 35
$299,900
3

Beds

2.0

Baths

1,513

Sq.Ft.

3314 COLUMBUS DRIVE

Holiday, FL

View 3438 MOOG ROAD Holiday, FL MLS# TB8528276
  • Recently Listed with Virtual Tour
1 of 40
$299,900
3

Beds

2.0

Baths

1,519

Sq.Ft.

3438 MOOG ROAD

Holiday, FL

Courtesy of EZ HOME CHOICE LLC
View 3127 DOLE STREET Holiday, FL MLS# TB8482547
  • Virtual Tour
1 of 40
$297,400
2

Beds

2.0

Baths

1,184

Sq.Ft.

3127 DOLE STREET

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3042 BAHIA AVENUE Holiday, FL MLS# TB8504500
  • Virtual Tour
1 of 37
$295,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

3042 BAHIA AVENUE

Holiday, FL

View 5633 ANDREA DRIVE Holiday, FL MLS# TB8524118
  • Virtual Tour
1 of 47
$295,000
3

Beds

2.0

Baths

1,522

Sq.Ft.

5633 ANDREA DRIVE

Holiday, FL

View 1012 PRESCOTT LANE Holiday, FL MLS# TB8486952
  • Virtual Tour
1 of 48
$294,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

1012 PRESCOTT LANE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3207 COLDWELL DRIVE Holiday, FL MLS# TB8366217
  • Virtual Tour
1 of 44
$294,000
3

Beds

2.0

Baths

1,302

Sq.Ft.

3207 COLDWELL DRIVE

Holiday, FL

View 3625 RICHBORO DRIVE Holiday, FL MLS# TB8463808
  • Virtual Tour
1 of 24
$294,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

3625 RICHBORO DRIVE

Holiday, FL

View 3718 PENRICK DRIVE Holiday, FL MLS# TB8524611
  • Virtual Tour
1 of 58
$290,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

3718 PENRICK DRIVE

Holiday, FL

Courtesy of LPT REALTY, LLC
View 3411 UMBER ROAD Holiday, FL MLS# TB8529497
$290,000
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 31
$289,999
3

Beds

2.0

Baths

1,519

Sq.Ft.

3543 ROCKAWAY DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4810 GUARDIAN AVENUE Holiday, FL MLS# TB8531101
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 8/8 10:00 AM - 12:00 PM
$289,999
3

Beds

2.0

Baths

1,004

Sq.Ft.

4810 GUARDIAN AVENUE

Holiday, FL

View 4615 AEGEAN AVENUE Holiday, FL MLS# W7887013
  • New Construction with Virtual Tour
1 of 23
$289,900
4

Beds

2.0

Baths

1,550

Sq.Ft.

4615 AEGEAN AVENUE

Holiday, FL

About Holiday

Listings in Holiday, FL

381

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 - 100K29
$100K - 200K87
$200K - 300K174
$300K - 400K59
$400K - 500K16
$500K - 600K4
$600K - 700K2
$700K - 800K3
$800K - 900K3
$900K - 1M0
$1M - Max4

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family268
Townhouse17
Condo21
Commercial3
Rental71
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home53
Farms0

(Data as of 8/5/2026)

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 8/5/2026.