Longboat Key Waterfront Homes for Sale

288 Days on Market

House for Sale

$7,488,000

4 bd · 5 ba · 4,507 sqft

757 HIDEAWAY BAY DRIVE, LONGBOAT KEY, FL 34228

59 Days on Market

House for Sale

$5,995,000

4 bd · 4 ba · 2,721 sqft

7143 LA LENAIRE DRIVE, LONGBOAT KEY, FL 34228

366 Days on Market

House for Sale

$4,695,000

6 bd · 6 ba · 4,106 sqft

569 BAYVIEW DRIVE, LONGBOAT KEY, FL 34228

158 Days on Market

Condo for Sale

$2,350,000

3 bd · 3 ba · 2,485 sqft

2165 GULF OF MEXICO DRIVE # 115, LONGBOAT KEY, FL 34228

37 Days on Market

House for Sale

$2,195,000

3 bd · 2 ba · 1,594 sqft

549 HALYARD LANE, LONGBOAT KEY, FL 34228

283 Days on Market

House for Sale

$1,700,000

3 bd · 4 ba · 2,804 sqft

569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

Newly Listed

Condo for Sale

$1,695,000

2 bd · 2 ba · 1,585 sqft

1211 GULF OF MEXICO DRIVE # 403, LONGBOAT KEY, FL 34228

51 Days on Market

Home for Sale

$1,199,000

2 bd · 2 ba · 1,399 sqft

948 SPANISH DRIVE S, LONGBOAT KEY, FL 34228

Newly Listed

Condo for Sale

$1,195,000

3 bd · 3 ba · 2,135 sqft

1906 HARBOURSIDE DRIVE # 304, LONGBOAT KEY, FL 34228

355 Days on Market

Condo for Sale

$995,000

2 bd · 2 ba · 1,392 sqft

1105 GULF OF MEXICO DRIVE # 402, LONGBOAT KEY, FL 34228

190 Days on Market

Condo for Sale

$975,000

3 bd · 3 ba · 1,707 sqft

1425 GULF OF MEXICO DRIVE # 408, LONGBOAT KEY, FL 34228

131 Days on Market

Condo for Sale

$880,000

2 bd · 2 ba · 1,505 sqft

3240 GULF OF MEXICO DRIVE # B402, LONGBOAT KEY, FL 34228

10 Days on Market

Condo for Sale

$825,000

2 bd · 2 ba · 1,393 sqft

4825 GULF OF MEXICO DRIVE # 504, LONGBOAT KEY, FL 34228

152 Days on Market

Condo for Sale

$799,000

2 bd · 2 ba · 1,274 sqft

5655 GULF OF MEXICO DRIVE # D107, LONGBOAT KEY, FL 34228

202 Days on Market

Condo for Sale

$754,900

3 bd · 3 ba · 1,460 sqft

5270 GULF OF MEXICO DRIVE # 508, LONGBOAT KEY, FL 34228

90 Days on Market

Condo for Sale

$610,000

1 bd · 2 ba · 1,094 sqft

2055 GULF OF MEXICO DRIVE # G2-213, LONGBOAT KEY, FL 34228

38 Days on Market

Townhome for Sale

$599,900

2 bd · 3 ba · 1,440 sqft

848 EVERGREEN WAY, 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

Newly Listed

Home for Sale

$425,000

0 ba ·

2600 HARBOURSIDE DRIVE # L-11, LONGBOAT KEY, FL 34228

Newly Listed

Home for Sale

$380,000

0 ba ·

2600 HARBOURSIDE DRIVE # J-09, 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

Newly Listed

Home for Sale

$250,000

0 ba ·

2600 HARBOURSIDE DRIVE # H06, LONGBOAT KEY, FL 34228

304 Days on Market

Home for Sale

$225,000

0 ba ·

2600 HARBOURSIDE DRIVE # Q-08, LONGBOAT KEY, FL 34228

98 Days on Market

Home for Sale

$70,000

0 ba ·

408 GULF OF MEXICO DRIVE # 1214, LONGBOAT KEY, FL 34228

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Looking at Longboat Key Waterfront Homes?

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

(786) 370-8570

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Live MLS inventory in Longboat Key, updated continuously. Florida Lux Real Estate currently tracks 24 active listings here. MLS inventory updated October 14, 2026.