Holiday Homes for Sale under $300K

226 listings
2211 PLEASANT HILL LANE, HOLIDAY, FL 34691
85 Days on Market

Home for Sale

$300,000

2 bd · 2 ba · 1,500 sqft

2211 PLEASANT HILL LANE, HOLIDAY, FL 34691

4344 OAK BLUFF AVENUE, HOLIDAY, FL 34691
48 Days on Market

House for Sale

$300,000

3 bd · 2 ba · 1,547 sqft

4344 OAK BLUFF AVENUE, HOLIDAY, FL 34691

1715 KENILWORTH STREET, HOLIDAY, FL 34691
158 Days on Market

House for Sale

$299,999

3 bd · 2 ba · 1,442 sqft

1715 KENILWORTH STREET, HOLIDAY, FL 34691

3332 WILSON DRIVE, HOLIDAY, FL 34691
61 Days on Market

House for Sale

$299,990

3 bd · 2 ba · 1,444 sqft

3332 WILSON DRIVE, HOLIDAY, FL 34691

3314 COLUMBUS DRIVE, HOLIDAY, FL 34691
30 Days on Market

House for Sale

$299,900

3 bd · 2 ba · 1,513 sqft

3314 COLUMBUS DRIVE, HOLIDAY, FL 34691

4301 WESTWOOD DRIVE, HOLIDAY, FL 34691
Newly Listed

House for Sale

$299,900

2 bd · 2 ba · 1,259 sqft

4301 WESTWOOD DRIVE, HOLIDAY, FL 34691

3438 MOOG ROAD, HOLIDAY, FL 34691
Newly Listed

House for Sale

$299,900

3 bd · 2 ba · 1,519 sqft

3438 MOOG ROAD, HOLIDAY, FL 34691

3127 DOLE STREET, HOLIDAY, FL 34691
137 Days on Market

House for Sale

$297,400

2 bd · 2 ba · 1,184 sqft

3127 DOLE STREET, HOLIDAY, FL 34691

3042 BAHIA AVENUE, HOLIDAY, FL 34690
37 Days on Market

House for Sale

$295,000

3 bd · 2 ba · 1,134 sqft

3042 BAHIA AVENUE, HOLIDAY, FL 34690

5633 ANDREA DRIVE, HOLIDAY, FL 34690
26 Days on Market

House for Sale

$295,000

3 bd · 2 ba · 1,522 sqft

5633 ANDREA DRIVE, HOLIDAY, FL 34690

1012 PRESCOTT LANE, HOLIDAY, FL 34691
127 Days on Market

House for Sale

$294,900

3 bd · 2 ba · 1,492 sqft

1012 PRESCOTT LANE, HOLIDAY, FL 34691

3625 RICHBORO DRIVE, HOLIDAY, FL 34691
187 Days on Market

House for Sale

$294,000

3 bd · 2 ba · 1,587 sqft

3625 RICHBORO DRIVE, HOLIDAY, FL 34691

3207 COLDWELL DRIVE, HOLIDAY, FL 34691
460 Days on Market

House for Sale

$294,000

3 bd · 2 ba · 1,302 sqft

3207 COLDWELL DRIVE, HOLIDAY, FL 34691

3411 UMBER ROAD, HOLIDAY, FL 34691
Newly Listed

House for Sale

$290,000

3 bd · 2 ba · 1,368 sqft

3411 UMBER ROAD, HOLIDAY, FL 34691

4810 GUARDIAN AVENUE, HOLIDAY, FL 34690
18 Days on Market

House for Sale

$289,999

3 bd · 2 ba · 1,004 sqft

4810 GUARDIAN AVENUE, HOLIDAY, FL 34690

4615 AEGEAN AVENUE, HOLIDAY, FL 34690
32 Days on Market

House for Sale

$289,900

4 bd · 2 ba · 1,550 sqft

4615 AEGEAN AVENUE, HOLIDAY, FL 34690

2561 CHARLAN COURT, HOLIDAY, FL 34690
75 Days on Market

Townhome for Sale

$289,000

3 bd · 3 ba · 1,634 sqft

2561 CHARLAN COURT, HOLIDAY, FL 34690

3228 ROCK VALLEY DRIVE, HOLIDAY, FL 34691
125 Days on Market

House for Sale

$289,000

2 bd · 2 ba · 1,334 sqft

3228 ROCK VALLEY DRIVE, HOLIDAY, FL 34691

1338 GREENLEA DRIVE, HOLIDAY, FL 34691
Newly Listed

House for Sale

$285,000

2 bd · 2 ba · 1,204 sqft

1338 GREENLEA DRIVE, HOLIDAY, FL 34691

3622 WINDER DRIVE, HOLIDAY, FL 34691
Newly Listed

House for Sale

$281,000

3 bd · 2 ba · 1,148 sqft

3622 WINDER DRIVE, HOLIDAY, FL 34691

3029 HUNTINGTON ROAD, HOLIDAY, FL 34691
32 Days on Market

House for Sale

$280,000

3 bd · 2 ba · 1,486 sqft

3029 HUNTINGTON ROAD, HOLIDAY, FL 34691

3750 LIGHTHOUSE WAY, HOLIDAY, FL 34691
Newly Listed

House for Sale

$279,900

3 bd · 2 ba · 1,334 sqft

3750 LIGHTHOUSE WAY, HOLIDAY, FL 34691

1324 VIKING DRIVE, HOLIDAY, FL 34691
172 Days on Market

House for Sale

$278,900

3 bd · 2 ba · 1,393 sqft

1324 VIKING DRIVE, HOLIDAY, FL 34691

6345 LOST TRAIL, HOLIDAY, FL 34690
230 Days on Market

House for Sale

$275,000

5 bd · 2 ba · 1,920 sqft

6345 LOST TRAIL, HOLIDAY, FL 34690

Talk to a local agent

Looking at Holiday Homes for Sale under $300K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Holiday, updated continuously. Florida Lux Real Estate currently tracks 226 active listings here. MLS inventory updated October 12, 2026.

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