View 2128 SHANNON DRIVE Holiday, FL MLS# TB8463832
  • Virtual Tour
1 of 21
$214,900
2

Beds

1.0

Baths

1,200

Sq.Ft.

2128 SHANNON DRIVE

Holiday, FL

Courtesy of JLS INVESTMENT REALTY
View 1321 HONOR DRIVE Holiday, FL MLS# TB8465625
  • Virtual Tour
1 of 14
$175,000
2

Beds

1.0

Baths

816

Sq.Ft.

1321 HONOR DRIVE

Holiday, FL

View Lot 1511 JACKSON DRIVE Holiday, FL MLS# TB8465494
$90,000
Studio

Beds

0.0

Baths

Lot 1511 JACKSON DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
The time to sell is now! THE TIME TO SELL IS NOW!
View 4149 DARLINGTON ROAD Holiday, FL MLS# TB8463333
$244,900
2

Beds

2.0

Baths

1,032

Sq.Ft.

4149 DARLINGTON ROAD

Holiday, FL

Courtesy of DALTON WADE INC
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 2907 FEATHERSTONE DRIVE Holiday, FL MLS# W7881997
$194,900
2

Beds

2.0

Baths

1,159

Sq.Ft.

2907 FEATHERSTONE DRIVE

Holiday, FL

Courtesy of HOMETRUST REALTY GROUP
View 2047 KEPNER DRIVE Holiday, FL MLS# O6372727
  • Virtual Tour
1 of 33
$85,000
2

Beds

1.1

Baths

624

Sq.Ft.

2047 KEPNER DRIVE

Holiday, FL

Courtesy of UNITED REALTY GROUP INC
View 3711 ELMWOOD DRIVE Holiday, FL MLS# TB8463595
  • Virtual Tour
1 of 42
$205,000
2

Beds

2.0

Baths

1,096

Sq.Ft.

3711 ELMWOOD DRIVE

Holiday, FL

Courtesy of COASTAL PROPERTIES GROUP INTER
View 1652 Marengo Drive Holiday, FL MLS# 2257295
$234,900
2

Beds

1.1

Baths

816

Sq.Ft.

1652 Marengo Drive

Holiday, FL

Courtesy of REMAX MARKETING SPECIALISTS
View 3349 OVERLAND DRIVE Holiday, FL MLS# TB8459693
  • Virtual Tour
1 of 33
$249,900
3

Beds

2.0

Baths

1,326

Sq.Ft.

3349 OVERLAND DRIVE

Holiday, FL

Courtesy of DENNIS REALTY & INV. CORP.
View 3036 BLUE BIRD DRIVE Holiday, FL MLS# O6366135
  • Virtual Tour
1 of 26
$245,000
2

Beds

2.0

Baths

1,454

Sq.Ft.

3036 BLUE BIRD DRIVE

Holiday, FL

Courtesy of MARK SPAIN REAL ESTATE
View 5124 DARLINGTON ROAD Holiday, FL MLS# TB8455401
  • Adult Community with Virtual Tour
1 of 27
$140,000
2

Beds

2.0

Baths

960

Sq.Ft.

5124 DARLINGTON ROAD

Holiday, FL

Courtesy of INSPIRED REALTY, LLC
View 1205 CALVARY ROAD Holiday, FL MLS# TB8455069
$225,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

1205 CALVARY ROAD

Holiday, FL

Courtesy of EXP REALTY LLC
View 2400 LEMUR DRIVE Holiday, FL MLS# W7881222
  • Adult Community with Virtual Tour
1 of 39
$165,000
4

Beds

2.0

Baths

1,620

Sq.Ft.

2400 LEMUR DRIVE

Holiday, FL

Courtesy of CITY BREEZE ACTION REALTY
View 3706 CHESWICK DRIVE Holiday, FL MLS# O6364249
  • Virtual Tour
1 of 27
$198,000
2

Beds

1.1

Baths

1,036

Sq.Ft.

3706 CHESWICK DRIVE

Holiday, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 3910 DARLINGTON ROAD Holiday, FL MLS# TB8452167
$179,900
2

Beds

2.0

Baths

956

Sq.Ft.

3910 DARLINGTON ROAD

Holiday, FL

Courtesy of GULF TO BAY REAL ESTATE
View 3211 LANARK DRIVE Holiday, FL MLS# W7881063
  • Adult Community with Virtual Tour
1 of 35
$105,000
2

Beds

2.0

Baths

768

Sq.Ft.

3211 LANARK DRIVE

Holiday, FL

Courtesy of CITY BREEZE ACTION REALTY
View 3608 UMBER ROAD Holiday, FL MLS# TB8447006
  • Virtual Tour
1 of 20
$234,000
2

Beds

2.0

Baths

1,368

Sq.Ft.

3608 UMBER ROAD

Holiday, FL

Courtesy of BILTMORE GROUP INC
View 3811 SAILMAKER LANE Holiday, FL MLS# TB8449382
  • Adult Community with Virtual Tour
1 of 19
$117,450
2

Beds

2.0

Baths

1,114

Sq.Ft.

3811 SAILMAKER LANE

Holiday, FL

Courtesy of REALNET BROKERAGE
View 6331 LOST TRAIL Holiday, FL MLS# W7880757
  • Virtual Tour
1 of 19
$128,750
3

Beds

2.0

Baths

1,104

Sq.Ft.

6331 LOST TRAIL

Holiday, FL

Courtesy of FUTURE HOME REALTY

About Holiday

Listings in Holiday, FL

372

Estimated median home price

$243,950
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 - 200K88
$200K - 300K160
$300K - 400K57
$400K - 500K18
$500K - 600K5
$600K - 700K3
$700K - 800K3
$800K - 900K2
$900K - 1M0
$1M - Max7

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family253
Townhouse18
Condo22
Commercial4
Rental75
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home52
Farms0

(Data as of 6/18/2026)

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 6/19/2026.