View 5533 RIDDLE ROAD Holiday, FL MLS# TB8441119
  • Virtual Tour
1 of 49
$215,000
3

Beds

1.1

Baths

1,051

Sq.Ft.

5533 RIDDLE ROAD

Holiday, FL

Courtesy of ALTRU REALTY
View 3409 BRIAR CLIFF DRIVE Holiday, FL MLS# TB8438139
  • Virtual Tour
1 of 55
$190,000
2

Beds

1.0

Baths

908

Sq.Ft.

3409 BRIAR CLIFF DRIVE

Holiday, FL

Courtesy of TOPAZ REALTY LLC
View 1408 JENNINGS DRIVE Holiday, FL MLS# TB8439874
  • Virtual Tour
1 of 36
$339,900
3

Beds

2.0

Baths

1,102

Sq.Ft.

1408 JENNINGS DRIVE

Holiday, FL

Courtesy of COASTAL FLORIDA REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 3707 PINEHURST DRIVE Holiday, FL MLS# TB8436690
  • Virtual Tour
1 of 25
$280,000
3

Beds

2.0

Baths

1,534

Sq.Ft.

3707 PINEHURST DRIVE

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 3253 MASONVILLE LOOP Holiday, FL MLS# TB8433193
  • Virtual Tour
1 of 14
$199,900
2

Beds

1.0

Baths

988

Sq.Ft.

3253 MASONVILLE LOOP

Holiday, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View LECANTO STREET Holiday, FL MLS# A4668953
  • Virtual Tour
1 of 6
$18,900
Studio

Beds

0.0

Baths

LECANTO STREET

Holiday, FL

Courtesy of FLATFEE.COM
View 3449 SPRINGFIELD DRIVE Holiday, FL MLS# TB8438704
  • Virtual Tour
1 of 30
$259,000
3

Beds

2.0

Baths

1,334

Sq.Ft.

3449 SPRINGFIELD DRIVE

Holiday, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 1818 AND 1816 HACIENDA WAY Holiday, FL MLS# TB8437960
$350,000
6

Beds

3.0

Baths

1,527

Sq.Ft.

1818 AND 1816 HACIENDA WAY

Holiday, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 4359 TAHITIAN GARDENS CIRCLE G Holiday, FL MLS# TB8438329
  • Adult Community with Virtual Tour
1 of 27
$135,000
2

Beds

1.1

Baths

825

Sq.Ft.

4359 TAHITIAN GARDENS CIRCLE G

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 3844 REDWOOD DRIVE Holiday, FL MLS# TB8438432
  • Virtual Tour
1 of 21
$223,000
2

Beds

2.0

Baths

948

Sq.Ft.

3844 REDWOOD DRIVE

Holiday, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 3608 EDENWOOD DRIVE Holiday, FL MLS# TB8438367
1 of 23
OPEN HOUSE: Saturday 1/17 11:00 AM - 2:00 PM
$239,900
2

Beds

2.0

Baths

1,200

Sq.Ft.

3608 EDENWOOD DRIVE

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 3415 CHATFORD DRIVE Holiday, FL MLS# TB8436761
  • Adult Community with Virtual Tour
1 of 41
$109,000
2

Beds

1.1

Baths

768

Sq.Ft.

3415 CHATFORD DRIVE

Holiday, FL

Courtesy of LPT REALTY, LLC.
View 5729 MOSAIC DRIVE Holiday, FL MLS# TB8436264
  • Virtual Tour
1 of 45
$209,000
2

Beds

1.1

Baths

1,233

Sq.Ft.

5729 MOSAIC DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2529 SANDY HILL COURT Holiday, FL MLS# TB8425063
  • Adult Community with Virtual Tour
1 of 89
OPEN HOUSE: Saturday 1/17 11:00 AM - 2:00 PM
$389,900
2

Beds

2.0

Baths

1,555

Sq.Ft.

2529 SANDY HILL COURT

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1128 ALTERNATE HWY 19 Holiday, FL MLS# TB8435767
  • Virtual Tour
1 of 39
$675,000
3,214

Sq.Ft.

1128 ALTERNATE HWY 19

Holiday, FL

Courtesy of F I GREY & SON RESIDENTIAL
View 4367 TAHITIAN GARDENS CIRCLE B Holiday, FL MLS# TB8436065
  • Adult Community with Virtual Tour
1 of 23
$120,000
2

Beds

1.0

Baths

825

Sq.Ft.

4367 TAHITIAN GARDENS CIRCLE B

Holiday, FL

Courtesy of FUTURE HOME REALTY INC
View 2122 WATERVIEW DRIVE Holiday, FL MLS# W7879736
  • Adult Community with Virtual Tour
1 of 39
$145,000
2

Beds

2.0

Baths

936

Sq.Ft.

2122 WATERVIEW DRIVE

Holiday, FL

Courtesy of BAM REALTY ADVISORS INC
View 3447 COLUMBUS DRIVE Holiday, FL MLS# TB8435710
  • Virtual Tour
1 of 46
$258,000
2

Beds

1.1

Baths

974

Sq.Ft.

3447 COLUMBUS DRIVE

Holiday, FL

Courtesy of MYREALTY 2 LLC
View 4935 GUARDIAN AVENUE Holiday, FL MLS# TB8427737
  • Virtual Tour
1 of 32
OPEN HOUSE: Sunday 1/18 12:00 PM - 4:00 PM
$215,000
2

Beds

1.0

Baths

1,314

Sq.Ft.

4935 GUARDIAN AVENUE

Holiday, FL

Courtesy of SUNCOAST GROUP REALTORS LLC

About Holiday

Listings in Holiday, FL

388

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

Price Count
$0 - 100K 26
$100K - 200K 105
$200K - 300K 165
$300K - 400K 57
$400K - 500K 19
$500K - 600K 5
$600K - 700K 4
$700K - 800K 1
$800K - 900K 0
$900K - 1M 1
$1M - Max 5

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 267
Townhouse 3
Condo 31
Commercial 9
Rental 77
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 55
Farms 0

(Data as of 1/16/2026)

Information deemed reliable but not guaranteed.

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 1/17/2026.