Longboat Key Waterfront Homes for Sale · Page 2

225 waterfront homes for sale in Longboat Key, median asking price $996,000, mostly $342,000 – $4,357,000. Homes the MLS marks as waterfront (Gulf, bay, canal, lake or river). All of Longboat Key (ZIP 34228). As of Oct 9, 2026.

1241 GULF OF MEXICO DRIVE #109, LONGBOAT KEY
Pending

$989,000

1241 GULF OF MEXICO DRIVE #109

LONGBOAT KEY, FL 34228

2 bed
3 bath
2,000 sqft

MLS# A4707277 · Listing courtesy of COLDWELL BANKER REALTY

2800 HARBOURSIDE DRIVE #E-21, LONGBOAT KEY
Active

$385,000

2800 HARBOURSIDE DRIVE #E-21

LONGBOAT KEY, FL 34228

0 bed
0 bath
0 sqft

MLS# A4706843 · Listing courtesy of LBRE LLC

1591 GULF OF MEXICO DRIVE #312, LONGBOAT KEY
Active

$4,290,000

1591 GULF OF MEXICO DRIVE #312

LONGBOAT KEY, FL 34228

2 bed
3 bath
2,154 sqft

MLS# A4702788 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

4600 GULF OF MEXICO DRIVE #301, LONGBOAT KEY
Active

$660,000

4600 GULF OF MEXICO DRIVE #301

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,561 sqft

MLS# TB8550356 · Listing courtesy of FUTURE HOME REALTY INC

843 BAYPORT WAY #843, LONGBOAT KEY
Active

$645,000

843 BAYPORT WAY #843

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,260 sqft

MLS# A4706474 · Listing courtesy of COLDWELL BANKER REALTY

3453 GULF OF MEXICO DRIVE #237, LONGBOAT KEY
Active

$495,000

3453 GULF OF MEXICO DRIVE #237

LONGBOAT KEY, FL 34228

0 bed
1 bath
368 sqft

MLS# A4706240 · Listing courtesy of COLDWELL BANKER REALTY

521 FOREST WAY, LONGBOAT KEY
Active

$599,900

521 FOREST WAY

LONGBOAT KEY, FL 34228

2 bed
3 bath
1,440 sqft

MLS# A4706685 · Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES

732 BAYPORT WAY, LONGBOAT KEY
Active

$1,050,000

732 BAYPORT WAY

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,456 sqft

MLS# A4705072 · Listing courtesy of EXP REALTY, LLC

691 TARAWITT DRIVE, LONGBOAT KEY
Active

$815,000

691 TARAWITT DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,490 sqft

MLS# A4706455 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2020 HARBOURSIDE DRIVE #442, LONGBOAT KEY
Active

$699,000

2020 HARBOURSIDE DRIVE #442

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,192 sqft

MLS# A4705717 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1932 HARBOURSIDE DRIVE #214, LONGBOAT KEY
Active Under Contract

$449,000

1932 HARBOURSIDE DRIVE #214

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,192 sqft

MLS# A4706187 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1241 GULF OF MEXICO DRIVE #608, LONGBOAT KEY
Active Under Contract

$2,200,000

1241 GULF OF MEXICO DRIVE #608

LONGBOAT KEY, FL 34228

2 bed
4 bath
2,965 sqft

MLS# A4705865 · Listing courtesy of RE/MAX ALLIANCE GROUP

5055 GULF OF MEXICO DRIVE #115, LONGBOAT KEY
Active

$750,000

5055 GULF OF MEXICO DRIVE #115

LONGBOAT KEY, FL 34228

3 bed
2 bath
1,484 sqft

MLS# A4705924 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

1561 GULF OF MEXICO DRIVE #404, LONGBOAT KEY
Active

$12,750,000

1561 GULF OF MEXICO DRIVE #404

LONGBOAT KEY, FL 34228

3 bed
4 bath
4,967 sqft

MLS# A4684683 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

765 SAINT JUDES DRIVE, LONGBOAT KEY
Active

$1,350,000

765 SAINT JUDES DRIVE

LONGBOAT KEY, FL 34228

4 bed
2 bath
1,900 sqft

MLS# A4705334 · Listing courtesy of PREFERRED SHORE LLC

795 MARBURY LANE, LONGBOAT KEY
Active

$3,495,000

795 MARBURY LANE

LONGBOAT KEY, FL 34228

5 bed
3 bath
3,355 sqft

MLS# A4704899 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

415 L AMBIANCE DRIVE #D306, LONGBOAT KEY
Active Under Contract

$2,950,000

415 L AMBIANCE DRIVE #D306

LONGBOAT KEY, FL 34228

2 bed
4 bath
2,634 sqft

MLS# A4705192 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

4370 CHATHAM DRIVE #304, LONGBOAT KEY
Active

$425,000

4370 CHATHAM DRIVE #304

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,072 sqft

MLS# A4704453 · Listing courtesy of PREFERRED SHORE LLC

560 CHIPPING LANE, LONGBOAT KEY
Active

$3,999,990

560 CHIPPING LANE

LONGBOAT KEY, FL 34228

5 bed
5 bath
4,315 sqft

MLS# A4702902 · Listing courtesy of COLDWELL BANKER REALTY

1075 GULF OF MEXICO DRIVE #205, LONGBOAT KEY
Active

$1,099,000

1075 GULF OF MEXICO DRIVE #205

LONGBOAT KEY, FL 34228

3 bed
2 bath
1,819 sqft

MLS# A4704103 · Listing courtesy of COLDWELL BANKER REALTY

729 SAINT JUDES DRIVE #2, LONGBOAT KEY
Active

$525,000

729 SAINT JUDES DRIVE #2

LONGBOAT KEY, FL 34228

2 bed
2 bath
840 sqft

MLS# A4703900 · Listing courtesy of KW COASTAL LIVING III

3530 MISTLETOE LANE, LONGBOAT KEY
Active

$2,675,000

3530 MISTLETOE LANE

LONGBOAT KEY, FL 34228

4 bed
4 bath
3,102 sqft

MLS# A4704713 · Listing courtesy of COLDWELL BANKER REALTY

4800 GULF OF MEXICO DRIVE #PH 3, LONGBOAT KEY
Active

$795,000

4800 GULF OF MEXICO DRIVE #PH 3

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,312 sqft

MLS# A4704564 · Listing courtesy of VRI HOMES

1075 GULF OF MEXICO DRIVE #303, LONGBOAT KEY
Active

$925,000

1075 GULF OF MEXICO DRIVE #303

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,503 sqft

MLS# A4704636 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

More in Longboat Key

Waterfront Homes for Sale nearby

Questions about Longboat Key Waterfront Homes for Sale

How many waterfront homes are for sale in Longboat Key?

225 waterfront homes are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of waterfront homes in Longboat Key?

The median asking price is $996,000; most are listed between $342,000 and $4,357,000. These are asking prices, not sale prices.

Can George help me buy in Longboat Key?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these waterfront homes?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Call (941) 899-3045Text GeorgeSend a message

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 4:30 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. 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. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer