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.
24+ Homes Under $500K in the Holiday area

$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

$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


$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


$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

$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

$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

$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

$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

$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


$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

$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

$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

$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

$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


$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

$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

$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

$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

$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

$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

$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

$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


$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

$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
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