Longboat Key Condos for Sale under $500K

22 listings
4340 FALMOUTH DRIVE # 104, LONGBOAT KEY, FL 34228
Newly Listed

Condo for Sale

$499,900

2 bd · 2 ba · 1,072 sqft

4340 FALMOUTH DRIVE # 104, LONGBOAT KEY, FL 34228

5231 GULF OF MEXICO DRIVE # 104, LONGBOAT KEY, FL 34228
187 Days on Market

Condo for Sale

$499,000

1 bd · 1 ba · 720 sqft

5231 GULF OF MEXICO DRIVE # 104, LONGBOAT KEY, FL 34228

546 SPANISH DRIVE S, LONGBOAT KEY, FL 34228
22 Days on Market

Condo for Sale

$499,000

2 bd · 2 ba · 1,241 sqft

546 SPANISH DRIVE S, LONGBOAT KEY, FL 34228

4380 EXETER DRIVE # H202, LONGBOAT KEY, FL 34228
172 Days on Market

Condo for Sale

$499,000

2 bd · 2 ba · 1,152 sqft

4380 EXETER DRIVE # H202, LONGBOAT KEY, FL 34228

605 SUTTON PLACE # 102, LONGBOAT KEY, FL 34228
176 Days on Market

Condo for Sale

$485,000

2 bd · 2 ba · 992 sqft

605 SUTTON PLACE # 102, LONGBOAT KEY, FL 34228

4340 FALMOUTH DRIVE # D-204, LONGBOAT KEY, FL 34228
21 Days on Market

Condo for Sale

$479,000

2 bd · 2 ba · 1,072 sqft

4340 FALMOUTH DRIVE # D-204, LONGBOAT KEY, FL 34228

683 SPANISH DRIVE S # 214, LONGBOAT KEY, FL 34228
Newly Listed

Condo for Sale

$450,000

2 bd · 2 ba · 1,361 sqft

683 SPANISH DRIVE S # 214, LONGBOAT KEY, FL 34228

1935 GULF OF MEXICO DRIVE # G7-304, LONGBOAT KEY, FL 34228
87 Days on Market

Condo for Sale

$449,000

2 bd · 1 ba · 933 sqft

1935 GULF OF MEXICO DRIVE # G7-304, LONGBOAT KEY, FL 34228

729 SAINT JUDES DRIVE S # 3, LONGBOAT KEY, FL 34228
93 Days on Market

Condo for Sale

$449,000

1 bd · 1 ba · 630 sqft

729 SAINT JUDES DRIVE S # 3, LONGBOAT KEY, FL 34228

4390 EXETER DRIVE # 107, LONGBOAT KEY, FL 34228
19 Days on Market

Condo for Sale

$425,000

2 bd · 2 ba · 1,152 sqft

4390 EXETER DRIVE # 107, LONGBOAT KEY, FL 34228

3240 GULF OF MEXICO DRIVE # B104, LONGBOAT KEY, FL 34228
117 Days on Market

Condo for Sale

$425,000

2 bd · 2 ba · 1,260 sqft

3240 GULF OF MEXICO DRIVE # B104, LONGBOAT KEY, FL 34228

6700 GULF OF MEXICO DRIVE # 143, LONGBOAT KEY, FL 34228
52 Days on Market

Condo for Sale

$410,000

1 bd · 1 ba · 936 sqft

6700 GULF OF MEXICO DRIVE # 143, LONGBOAT KEY, FL 34228

4350 CHATHAM DRIVE # 106, LONGBOAT KEY, FL 34228
110 Days on Market

Condo for Sale

$399,000

2 bd · 2 ba · 1,072 sqft

4350 CHATHAM DRIVE # 106, LONGBOAT KEY, FL 34228

6700 GULF OF MEXICO DRIVE # 118, LONGBOAT KEY, FL 34228
226 Days on Market

Condo for Sale

$387,561

1 bd · 1 ba · 990 sqft

6700 GULF OF MEXICO DRIVE # 118, LONGBOAT KEY, FL 34228

3806 GULF OF MEXICO DRIVE # C310, LONGBOAT KEY, FL 34228
95 Days on Market

Condo for Sale

$369,000

2 bd · 2 ba · 1,046 sqft

3806 GULF OF MEXICO DRIVE # C310, LONGBOAT KEY, FL 34228

602 SPANISH DRIVE S # 115, LONGBOAT KEY, FL 34228
57 Days on Market

Condo for Sale

$359,900

2 bd · 2 ba · 1,427 sqft

602 SPANISH DRIVE S # 115, LONGBOAT KEY, FL 34228

6750 GULF OF MEXICO DRIVE # 152, LONGBOAT KEY, FL 34228
67 Days on Market

Condo for Sale

$350,000

1 bd · 1 ba · 990 sqft

6750 GULF OF MEXICO DRIVE # 152, LONGBOAT KEY, FL 34228

3804 GULF OF MEXICO DRIVE # B204, LONGBOAT KEY, FL 34228
Newly Listed

Condo for Sale

$339,000

1 bd · 1 ba · 761 sqft

3804 GULF OF MEXICO DRIVE # B204, LONGBOAT KEY, FL 34228

2850 GULF OF MEXICO DRIVE # 4, LONGBOAT KEY, FL 34228
15 Days on Market

Condo for Sale

$325,000

1 bd · 1 ba · 532 sqft

2850 GULF OF MEXICO DRIVE # 4, LONGBOAT KEY, FL 34228

2850 GULF OF MEXICO DRIVE # 5, LONGBOAT KEY, FL 34228
82 Days on Market

Condo for Sale

$324,000

1 bd · 1 ba · 657 sqft

2850 GULF OF MEXICO DRIVE # 5, LONGBOAT KEY, FL 34228

4350 CHATHAM DRIVE # 105, LONGBOAT KEY, FL 34228
42 Days on Market

Condo for Sale

$307,000

1 bd · 1 ba · 747 sqft

4350 CHATHAM DRIVE # 105, LONGBOAT KEY, FL 34228

3806 GULF OF MEXICO DRIVE # C208, LONGBOAT KEY, FL 34228
65 Days on Market

Condo for Sale

$295,000

1 bd · 1 ba · 712 sqft

3806 GULF OF MEXICO DRIVE # C208, LONGBOAT KEY, FL 34228

Talk to a local agent

Looking at Longboat Key Condos for Sale under $500K?

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 Longboat Key, updated continuously. Florida Lux Real Estate currently tracks 22 active listings here. MLS inventory updated October 12, 2026.

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