403 total properties
View 3530 UMBER ROAD Holiday, FL MLS# TB8456171
  • Virtual Tour
1 of 41
$310,000
3

Beds

2.0

Baths

1,424

Sq.Ft.

3530 UMBER ROAD

Holiday, FL

Courtesy of STAR BAY REALTY CORP.
View 3721 LIGHTHOUSE WAY Holiday, FL MLS# W7882538
  • Virtual Tour
1 of 32
$310,000
3

Beds

2.0

Baths

1,519

Sq.Ft.

3721 LIGHTHOUSE WAY

Holiday, FL

Courtesy of LPT REALTY, LLC
View 3420 CHICKADEE DRIVE Holiday, FL MLS# TB8465119
  • Virtual Tour
1 of 15
$309,900
3

Beds

1.1

Baths

1,344

Sq.Ft.

3420 CHICKADEE DRIVE

Holiday, FL

Courtesy of STAR BAY REALTY CORP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 3149 ROCK VALLEY DRIVE Holiday, FL MLS# TB8452810
  • Virtual Tour
1 of 44
$309,500
2

Beds

2.0

Baths

1,519

Sq.Ft.

3149 ROCK VALLEY DRIVE

Holiday, FL

Courtesy of FLAT FEE MLS REALTY
View 3314 COLUMBUS DRIVE Holiday, FL MLS# O6386098
  • Recently Listed with Virtual Tour
1 of 35
$304,900
3

Beds

2.0

Baths

1,513

Sq.Ft.

3314 COLUMBUS DRIVE

Holiday, FL

Courtesy of SUNSET LAKES REALTY, LLC.
View FLOTILLA Holiday, FL MLS# W7875566
  • Virtual Tour
1 of 19
$300,000
Studio

Beds

0.0

Baths

FLOTILLA

Holiday, FL

Courtesy of RE/MAX CHAMPIONS
View 2453 PLEASANT HILL LANE Holiday, FL MLS# O6364058
  • Adult Community with Virtual Tour
1 of 25
$300,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

2453 PLEASANT HILL LANE

Holiday, FL

Courtesy of LOKATION
View 2712 APIA PLACE Holiday, FL MLS# TB8465715
$300,000
2

Beds

3.0

Baths

1,484

Sq.Ft.

2712 APIA PLACE

Holiday, FL

Courtesy of APPLE HOMES CORP
View 4539 MILE STRETCH DRIVE Holiday, FL MLS# TB8450043
  • Virtual Tour
1 of 70
$299,999
1,654

Sq.Ft.

4539 MILE STRETCH DRIVE

Holiday, FL

Courtesy of CENTURY 21 BE3
View 5253 FALCON DRIVE Holiday, FL MLS# W7881794
  • Virtual Tour
1 of 27
$299,999
3

Beds

2.0

Baths

1,345

Sq.Ft.

5253 FALCON DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2931 WALNUT GROVE COURT Holiday, FL MLS# W7873078
  • Adult Community with Virtual Tour
1 of 29
$299,995
3

Beds

2.0

Baths

1,341

Sq.Ft.

2931 WALNUT GROVE COURT

Holiday, FL

Courtesy of FUTURE HOME REALTY
View 1305 BASSWOOD DRIVE Holiday, FL MLS# TB8433779
  • Virtual Tour
1 of 37
$299,900
2

Beds

1.0

Baths

1,225

Sq.Ft.

1305 BASSWOOD DRIVE

Holiday, FL

Courtesy of EXP REALTY LLC
View 5245 BLUEJAY DRIVE Holiday, FL MLS# TB8455437
  • Virtual Tour
1 of 18
$299,900
2

Beds

2.0

Baths

1,310

Sq.Ft.

5245 BLUEJAY DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 5338 SPANISH TRAIL Holiday, FL MLS# TB8462546
  • Virtual Tour
1 of 34
$299,900
2

Beds

2.0

Baths

1,212

Sq.Ft.

5338 SPANISH TRAIL

Holiday, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 4627 TROPICAL LANE Holiday, FL MLS# TB8400200
  • Virtual Tour
1 of 32
$299,000
4

Beds

2.0

Baths

1,520

Sq.Ft.

4627 TROPICAL LANE

Holiday, FL

Courtesy of REALTY EXPERTS
View 1200 GRAND BOULEVARD Holiday, FL MLS# TB8459340
  • Virtual Tour
1 of 39
$299,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

1200 GRAND BOULEVARD

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 3625 RICHBORO DRIVE Holiday, FL MLS# TB8463808
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 2/28 1:00 PM - 3:00 PM
$299,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

3625 RICHBORO DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 3228 ROCK VALLEY DRIVE Holiday, FL MLS# TB8467302
  • Virtual Tour
1 of 28
$299,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

3228 ROCK VALLEY DRIVE

Holiday, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 3207 COLDWELL DRIVE Holiday, FL MLS# TB8366217
  • Virtual Tour
1 of 44
$297,000
3

Beds

2.0

Baths

1,302

Sq.Ft.

3207 COLDWELL DRIVE

Holiday, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 5633 ANDREA DRIVE Holiday, FL MLS# TB8443609
  • Virtual Tour
1 of 28
$295,000
3

Beds

2.0

Baths

1,522

Sq.Ft.

5633 ANDREA DRIVE

Holiday, FL

Courtesy of FINEHIRSH REALTY POWERED BY SELLSTATE

About Holiday

Listings in Holiday, FL

412

Estimated median home price

$229,450
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 31
$100K - 200K 117
$200K - 300K 166
$300K - 400K 56
$400K - 500K 21
$500K - 600K 8
$600K - 700K 4
$700K - 800K 1
$800K - 900K 1
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 282
Townhouse 4
Condo 27
Commercial 6
Rental 73
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 70
Farms 0

(Data as of 2/27/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 2/27/2026.

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.

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 2/27/2026.