View 4209 CASTLEWOOD DR Holiday, FL MLS# 226002466
$215,950
2

Beds

2.0

Baths

1,257

Sq.Ft.

4209 CASTLEWOOD DR

Holiday, FL

Naples_Area_Board_of_Realtors
View 2128 SHANNON DRIVE Holiday, FL MLS# TB8463832
  • Virtual Tour
1 of 21
$234,900
2

Beds

1.0

Baths

1,200

Sq.Ft.

2128 SHANNON DRIVE

Holiday, FL

Courtesy of JLS INVESTMENT REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 1324 VIKING DRIVE Holiday, FL MLS# TB8458025
  • Virtual Tour
1 of 38
$278,900
3

Beds

2.0

Baths

1,393

Sq.Ft.

1324 VIKING DRIVE

Holiday, FL

Courtesy of TEAM AMERICAN REALTY, INC.
View 4167 HARBOUR PALM DRIVE Holiday, FL MLS# TB8457286
$260,000
3

Beds

2.1

Baths

1,440

Sq.Ft.

4167 HARBOUR PALM DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC
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 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 5199 FORUM BOULEVARD Holiday, FL MLS# TB8453798
$268,000
2

Beds

2.1

Baths

1,541

Sq.Ft.

5199 FORUM BOULEVARD

Holiday, FL

Courtesy of HOMETRUST REALTY GROUP
View 3322 FAIRMOUNT DRIVE Holiday, FL MLS# TB8451894
$279,000
3

Beds

2.0

Baths

1,558

Sq.Ft.

3322 FAIRMOUNT DRIVE

Holiday, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
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 4810 FLORA AVENUE Holiday, FL MLS# TB8450707
  • Virtual Tour
1 of 14
$210,000
2

Beds

1.0

Baths

824

Sq.Ft.

4810 FLORA AVENUE

Holiday, FL

Courtesy of HOMES BY SANDERS REALTY
View 4102 DALWOOD DRIVE Holiday, FL MLS# TB8443478
  • Virtual Tour
1 of 27
$249,900
2

Beds

2.0

Baths

1,249

Sq.Ft.

4102 DALWOOD DRIVE

Holiday, FL

Courtesy of PENNY GOULD REALTY INC
View 3609 TRUMAN DRIVE Holiday, FL MLS# TB8441905
  • Virtual Tour
1 of 21
$250,000
3

Beds

2.0

Baths

1,536

Sq.Ft.

3609 TRUMAN DRIVE

Holiday, FL

Courtesy of BRIDGE HOMES
View 3837 DARLINGTON ROAD Holiday, FL MLS# TB8439214
$228,500
3

Beds

2.0

Baths

1,480

Sq.Ft.

3837 DARLINGTON ROAD

Holiday, FL

Courtesy of 54 REALTY LLC
View 3447 COLUMBUS DRIVE Holiday, FL MLS# TB8435710
  • Virtual Tour
1 of 46
$250,000
2

Beds

1.1

Baths

974

Sq.Ft.

3447 COLUMBUS DRIVE

Holiday, FL

Courtesy of MYREALTY 2 LLC
View 1817 DARTMOUTH DRIVE Holiday, FL MLS# W7879113
  • Virtual Tour
1 of 49
$249,000
3

Beds

2.0

Baths

1,457

Sq.Ft.

1817 DARTMOUTH DRIVE

Holiday, FL

Courtesy of HOMETRUST REALTY GROUP
View 2228 SOCIETY DRIVE Holiday, FL MLS# TB8423721
  • Virtual Tour
1 of 21
$239,900
2

Beds

1.1

Baths

1,039

Sq.Ft.

2228 SOCIETY DRIVE

Holiday, FL

Courtesy of CHARLES RUTENBERG REALTY INC

About Holiday

Listings in Holiday, FL

382

Estimated median home price

$234,900
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 - 100K34
$100K - 200K98
$200K - 300K156
$300K - 400K54
$400K - 500K16
$500K - 600K6
$600K - 700K4
$700K - 800K4
$800K - 900K3
$900K - 1M1
$1M - Max6

Homes for Sale by Type in Holiday, FL

Property TypeCount
Single Family256
Townhouse15
Condo24
Commercial6
Rental69
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home58
Farms0

(Data as of 5/25/2026)

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 5/26/2026.