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Lasbury Tracy Realty Inc

Waterfront under $500K in Longboat Key, FL

True waterfront — not water view, not water access, the lot touches the water — priced under half a million. On this coast that usually means a canal with a route to the Gulf, and it is the inventory that disappears first every season. This page is Longboat Key only — the coast-wide list lives at /deals/waterfront-under-500k.

37 match right now — showing the first 30, lowest price first. Updated with every feed sync.

408 Gulf of Mexico Dr #2126
Active
$39,900
54 days
0.6 acre lot
408 Gulf of Mexico Dr #2126, Longboat Key, FL 34228
Flood AE · Fees $220/mo

Listing courtesy of MICHAEL SAUNDERS & COMPANY · MLS# A4703429

408 Gulf of Mexico Dr #1214
Active
$70,000
183 days
0.6 acre lot
408 Gulf of Mexico Dr #1214, Longboat Key, FL 34228
Flood AE · Fees $220/mo · Built 2006

Listing courtesy of MICHAEL SAUNDERS & COMPANY · MLS# A4689763

2600 Harbourside Dr #R-02
Active
$189,000
921 days
Dock-Rackominium
2600 Harbourside Dr #R-02, Longboat Key, FL 34228
Flood AE · Fees $327/mo

Listing courtesy of LBRE LLC · MLS# A4606162

2600 Harbourside Dr #P-05
Active
$200,000
69 days
0.36 acre lot
2600 Harbourside Dr #P-05, Longboat Key, FL 34228
Flood AE · Fees $338/mo

Listing courtesy of RIVER HILLS PROPERTIES, LLC B · MLS# A4701807

2600 Harbourside Dr #I-12
Active
$200,000
43 days
Dock-Rackominium
2600 Harbourside Dr #I-12, Longboat Key, FL 34228
Flood AE · Fees $362/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4704169

2600 Harbourside Dr #O-07
Active
$216,000
56 days
Dock-Rackominium
2600 Harbourside Dr #O-07, Longboat Key, FL 34228
Flood AE · Fees $362/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4703254

2600 Harbourside Dr #Q-10
Active
$225,000
49 days
Dock-Rackominium
2600 Harbourside Dr #Q-10, Longboat Key, FL 34228
Flood AE · Fees $382/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4703861

2600 Harbourside Drive #P-07
Active
$225,000
270 days
Dock-Rackominium
2600 Harbourside Drive #P-07, Longboat Key, FL 34228
Flood AE · Fees $383/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4678265

2600 Harbourside Dr #O-04
Active
$235,000
305 days
Dock-Rackominium
2600 Harbourside Dr #O-04, Longboat Key, FL 34228
Flood AE · Fees $360/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4674985

2600 Harbourside Dr #O-11
Active
$239,000
518 days
Dock-Rackominium
2600 Harbourside Dr #O-11, Longboat Key, FL 34228
Flood AE · Fees $360/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4652529

2800 Harbourside Dr #E-08
Active
$250,000
228 days
Dock-Rackominium
2800 Harbourside Dr #E-08, Longboat Key, FL 34228
Flood AE · Fees $463/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4683624

2600 Harbourside Dr #H06
Active
$250,000
130 days
0.35 acre lot
2600 Harbourside Dr #H06, Longboat Key, FL 34228
Flood AE · Fees $391/mo

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4694669

2800 Harbourside Drive #M-03
Active
$250,000
687 days
Dock-Rackominium
2800 Harbourside Drive #M-03, Longboat Key, FL 34228
Flood AE · Fees $360/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4629626

26OO Harbourside Dr #O-06
Active
$265,000
244 days
Dock-Rackominium
26OO Harbourside Dr #O-06, Longboat Key, FL 34228
Flood AE · Fees $396/mo

Listing courtesy of LBRE LLC · MLS# A4682152

2600 Harbourside Drive #H-10
Active
$270,000
592 days
Land
2600 Harbourside Drive #H-10, Longboat Key, FL 34228
Flood AE · Fees $427/mo

Listing courtesy of LBRE LLC · MLS# A4642531

2600 Harbourside Drive #H-09
Active
$270,000
593 days
Dock-Rackominium
2600 Harbourside Drive #H-09, Longboat Key, FL 34228
Flood AE · Fees $427/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4642534

2600 Harbourside Drive #H-04
Active
$275,000
145 days
Dock-Rackominium
2600 Harbourside Drive #H-04, Longboat Key, FL 34228
Flood AE · Fees $37,060/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4694327

2800 Harbourside Dr #E-12
Active
$300,000
252 days
Dock-Rackominium
2800 Harbourside Dr #E-12, Longboat Key, FL 34228
Flood AE · Fees $463/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4681116

2800 Harbourside Dr #E-07
Active
$300,000
193 days
Dock-Rackominium
2800 Harbourside Dr #E-07, Longboat Key, FL 34228
Flood AE · Fees $605/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4688599

2800 Harbourside Drive #E-16
Active
$300,000
773 days
Dock-Rackominium
2800 Harbourside Drive #E-16, Longboat Key, FL 34228
Flood AE · Fees $460/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4621852

3804 Gulf of Mexico Dr #B204
Active
$339,000
123 days
1 bd · 1 ba · 761 sqft
3804 Gulf of Mexico Dr #B204, Longboat Key, FL 34228
Flood AE · Fees $975/mo · Built 1970

Listing courtesy of STERLING REALTY · MLS# A4696842

3710 Gulf of Mexico Dr #G20
Active
$349,900
149 days
2 bd · 2 ba · 1,052 sqft
3710 Gulf of Mexico Dr #G20, Longboat Key, FL 34228
Flood AE · Fees $290/mo · Built 1991

Listing courtesy of EDGEWATER REAL ESTATE, INC · MLS# A4693944

2600 Harbourside Dr #C-04
Active
$350,000
Dock-Rackominium
2600 Harbourside Dr #C-04, Longboat Key, FL 34228
Flood AE · Fees $402/mo

Listing courtesy of LBRE LLC · MLS# A4554905

2600 Harbourside Dr #J-04
Active
$350,000
393 days
Dock-Rackominium
2600 Harbourside Dr #J-04, Longboat Key, FL 34228
Flood AE · Fees $478/mo

Listing courtesy of LBRE LLC · MLS# A4665164

2600 Harbourside Dr #L-03
Active
$375,000
547 days
Dock-Rackominium
2600 Harbourside Dr #L-03, Longboat Key, FL 34228
Flood AE · Fees $514/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4648812

2600 Harbourside Dr #J-09
Active
$380,000
191 days
Dock-Rackominium
2600 Harbourside Dr #J-09, Longboat Key, FL 34228
Flood AE · Fees $531/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4681527

2800 Harbourside Dr #E-21
Active
$385,000
21 days
Dock-Rackominium
2800 Harbourside Dr #E-21, Longboat Key, FL 34228
Flood AE · Fees $484/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4706843

3806 Gulf of Mexico Dr #C310
Active
$389,500
181 days
2 bd · 2 ba · 1,046 sqft
3806 Gulf of Mexico Dr #C310, Longboat Key, FL 34228
Flood AE · Fees $1,457/mo · Built 1970

Listing courtesy of LEN SCAVRON · MLS# R4911020

71 Twin Shores Blvd
Active
$395,000
95 days
2 bd · 2 ba · 758 sqft
71 Twin Shores Blvd, Longboat Key, FL 34228
Flood AE · Fees $280/mo · Built 2026
New construction · Pre-construction

Listing courtesy of EVENTIDE REALTY LLC · MLS# A4699581

2600 Harbourside Drive #R-07
Active
$400,000
774 days
Dock-Rackominium
2600 Harbourside Drive #R-07, Longboat Key, FL 34228
Flood AE · Fees $527/mo · Built 1985

Listing courtesy of LBRE LLC · MLS# A4621955

Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 13, 2026, 6:14 PM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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.

Lasbury Tracy Realty Inc. · [email protected]