Holiday Homes Under $500K for Sale

Every home priced under $500K currently for sale in Holiday — pulled live from the Stellar MLS and updated continuously. Pair this with the free Holiday market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

Holiday Market ReportCall 321.373.3536

24+ Homes Under $500K in the Holiday area

3635 Holiday Lake Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,000

3635 Holiday Lake Dr

Holiday, FL 34691

3 bd · 2 ba · 1,200 sqft

Holiday Lake Estates

MLS ID #TB8564499, VITA LUXURY REALTY LLC.

Listing provided by Stellar MLS

3335 Atlantis Dr, FL
Stellar MLS
ActiveSingle Family Residence

$224,900

3335 Atlantis Dr

Holiday, FL 34691

3 bd · 2 ba · 1,222 sqft

Holiday Lake Estates

MLS ID #TB8563935, MCPEAK REAL ESTATE FIRM.

Listing provided by Stellar MLS

2232 Parrot Fish Dr, FL2232 Parrot Fish Dr, FL
Stellar MLS
ActiveVilla360°

$335,000

2232 Parrot Fish Dr

Holiday, FL 34691

3 bd · 2 ba · 1,740 sqft

Gulfwinds

MLS ID #TB8555315, PREMIER SOTHEBY'S INTL REALTY.

Listing provided by Stellar MLS

3543 Rockaway Dr, FL3543 Rockaway Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$259,000

3543 Rockaway Dr

Holiday, FL 34691

3 bd · 2 ba · 1,519 sqft

Beacon Square

MLS ID #TB8515441, KELLER WILLIAMS REALTY- PALM H.

Listing provided by Stellar MLS

4104 Pinefield Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$249,000

4104 Pinefield Ave

Holiday, FL 34691

2 bd · 1 ba · 988 sqft

Beacon Square

MLS ID #TB8555220, INVESTMENT REALTY.

Listing provided by Stellar MLS

2546 Arrowpointe Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$399,900

2546 Arrowpointe Dr

Holiday, FL 34691

4 bd · 2 ba · 2,022 sqft

Key Vista Ph 04 E3 E4 E6 G H R

MLS ID #TB8553146, REDFIN CORPORATION.

Listing provided by Stellar MLS

3557 Rockaway Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$180,000

3557 Rockaway Dr

Holiday, FL 34691

2 bd · 2 ba · 1,068 sqft

Beacon Square

MLS ID #W7889608, FLORIDA LUXURY REALTY INC.

Listing provided by Stellar MLS

2129 Shady Cove Dr, FL
Stellar MLS
Active

$29,000

2129 Shady Cove Dr

Holiday, FL 34691

0.07 acres

Buena Vista Third Add

MLS ID #W7890868, FLORIDA REAL ESTATE PARTNERS.

Listing provided by Stellar MLS

3518 Chauncy Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$225,000

3518 Chauncy Rd

Holiday, FL 34691

3 bd · 1 ba · 1,370 sqft

Aloha Gardens

MLS ID #TB8558733, STAR BAY REALTY CORP..

Listing provided by Stellar MLS

2228 Parrot Fish Dr, FL2228 Parrot Fish Dr, FL
Stellar MLS
ActiveVilla360°

$249,900

2228 Parrot Fish Dr

Holiday, FL 34691

3 bd · 2 ba · 1,876 sqft

Gulfwinds Pb 58 Pg 095 Lot 139 Or 9602 Pg 3755

MLS ID #TB8509659, VYLLA HOME.

Listing provided by Stellar MLS

3136 Fairmount Dr, FL
Stellar MLS
ActiveSingle Family Residence

$235,000

3136 Fairmount Dr

Holiday, FL 34691

2 bd · 1 ba · 1,026 sqft

Holiday Lake Estates

MLS ID #TB8564043, MARK SPAIN REAL ESTATE.

Listing provided by Stellar MLS

3172 Harvardston Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$430,000

3172 Harvardston Loop

Holiday, FL 34691

4 bd · 2 ba · 2,170 sqft

Beacon Square

MLS ID #TB8560455, MY REALTY GROUP, LLC..

Listing provided by Stellar MLS

1419 Blue Marlin Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$500,000

1419 Blue Marlin Blvd

Holiday, FL 34691

4 bd · 3 ba · 2,480 sqft

Gulfwinds

MLS ID #TB8546084, CHARLES RUTENBERG REALTY INC.

Listing provided by Stellar MLS

3508 Norland Ct, FL
Stellar MLS
ActiveSingle Family Residence

$245,000

3508 Norland Ct

Holiday, FL 34691

2 bd · 2 ba · 1,334 sqft

Beacon Square

MLS ID #TB8554942, ELLIOTT COASTAL REALTY LLC.

Listing provided by Stellar MLS

3415 Clydesdale Dr #Unit 5, FL3415 Clydesdale Dr #Unit 5, FL
Stellar MLS
ActiveSingle Family Residence360°

$205,000

3415 Clydesdale Dr #Unit 5

Holiday, FL 34691

2 bd · 1 ba · 956 sqft

Beacon Square

MLS ID #W7887997, FUTURE HOME REALTY INC.

Listing provided by Stellar MLS

3708 Holiday Lake Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$369,900

3708 Holiday Lake Dr

Holiday, FL 34691

3 bd · 3 ba · 1,726 sqft

Holiday Lake Estates

MLS ID #O6447031, DOUGLAS ELLIMAN.

Listing provided by Stellar MLS

3317 Bainbridge Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$219,900

3317 Bainbridge Dr

Holiday, FL 34691

2 bd · 1 ba · 984 sqft

Beacon Square

MLS ID #TB8562889, MIHARA & ASSOCIATES INC..

Listing provided by Stellar MLS

1240 Chelsea Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$180,000

1240 Chelsea Ln

Holiday, FL 34691

2 bd · 1 ba · 860 sqft

Holiday Lake Estates

MLS ID #TB8561052, GOLD REAL ESTATE SOLUTIONS.

Listing provided by Stellar MLS

4102 Dalwood Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$237,900

4102 Dalwood Dr

Holiday, FL 34691

2 bd · 2 ba · 1,249 sqft

Buena Vista Melody Manor Add

MLS ID #TB8443478, PENNY GOULD REALTY INC.

Listing provided by Stellar MLS

3130 Coldwell Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$249,000

3130 Coldwell Dr

Holiday, FL 34691

3 bd · 1 ba · 1,080 sqft

Holiday Lake Estates

MLS ID #TB8544877, EXP REALTY LLC.

Listing provided by Stellar MLS

3400 Supreme Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,900

3400 Supreme Dr

Holiday, FL 34691

3 bd · 2 ba · 1,470 sqft

Holiday Lake Estates

MLS ID #TB8546961, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

1650 Bold Ln, Holiday Fl 34691, FL
Stellar MLS
ActiveSingle Family Residence

$189,000

1650 Bold Ln, Holiday Fl 34691

Holiday, FL 34691

2 bd · 1 ba · 1,590 sqft

MLS ID #CC856252, LPT REALTY, LLC.

Listing provided by Stellar MLS

3544 Wilson Dr, FL3544 Wilson Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$209,999

3544 Wilson Dr

Holiday, FL 34691

2 bd · 2 ba · 952 sqft

Tahitian Dev

MLS ID #W7889146, HOUSE HUNTIN REALTY LLC.

Listing provided by Stellar MLS

3936 Sailmaker Ln, FL
Stellar MLS
ActiveCondominium360°

$130,000

3936 Sailmaker Ln

Holiday, FL 34691

2 bd · 2 ba · 1,318 sqft

Holiday Lake Villas Condo

MLS ID #TB8544808, BHHS FLORIDA PROPERTIES GROUP.

Listing provided by Stellar MLS

More Holiday Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively 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.

Based on information submitted to the MLS GRID as of November 5, 2026 at 1:01 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA