Longboat Key, FL Homes For Sale
388 listings. Live MLS data, refreshed nightly. Longboat Key market overview
Longboat Key, FL
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Listings
New
$289,000
2800 HARBOURSIDE DRIVE DR #M-10
LONGBOAT KEY, 34228
0 days on market
Listed by Jennifer Wilson
New
$3,249,000
7094 LONGBOAT DR E
LONGBOAT KEY, 34228
0 days on market
Waterfront
Listed by Renee Preininger, SARASOTA TRUST REALTY COMPANY
$489,900
3453 GULF OF MEXICO DR #242
LONGBOAT KEY, 34228
1 bd·1 ba·528 sqft
36 days on market
Listed by Eileen Saunders, MICHAEL SAUNDERS & COMPANY
New
$399,000
96 TWIN SHORES BLVD
LONGBOAT KEY, 34228
2 bd·2 ba·758 sqft
1 day on market
Listed by Kyle Adams
$12,750,000
1561 GULF OF MEXICO DR #404
LONGBOAT KEY, 34228
3 bd·3.5 ba·4,967 sqft
24 days on market
Waterfront
Listed by Lynn Morris, PLLC, MICHAEL SAUNDERS & COMPANY
$725,000
5055 GULF OF MEXICO DR #115
LONGBOAT KEY, 34228
3 bd·2 ba·1,484 sqft
29 days on market
Waterfront
Listed by Cindy Fischer, PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,398,000
6840 LONGBOAT DR S
LONGBOAT KEY, 34228
4 bd·3.5 ba·2,665 sqft
16 days on market
Pool
Listed by COLDWELL BANKER REALTY
$1,350,000
765 SAINT JUDES DR N
LONGBOAT KEY, 34228
4 bd·2 ba·1,900 sqft
30 days on market
Waterfront
Listed by Kalison Nix, PREFERRED SHORE LLC
$3,495,000
795 MARBURY LN
LONGBOAT KEY, 34228
5 bd·3 ba·3,355 sqft
41 days on market
WaterfrontPool
Listed by MICHAEL SAUNDERS & COMPANY
$425,000
4370 CHATHAM DR #304
LONGBOAT KEY, 34228
2 bd·2 ba·1,072 sqft
14 days on market
Waterfront
Listed by PREFERRED SHORE LLC
$3,999,990
560 CHIPPING LN
LONGBOAT KEY, 34228
5 bd·5 ba·4,315 sqft
47 days on market
WaterfrontPool
Listed by Monica Verinder, COLDWELL BANKER REALTY
$1,099,000
1075 GULF OF MEXICO DR #205
LONGBOAT KEY, 34228
3 bd·2 ba·1,819 sqft
7 days on market
Waterfront
Listed by Bruce Myer, COLDWELL BANKER REALTY
$525,000
729 SAINT JUDES DR S #2
LONGBOAT KEY, 34228
2 bd·2 ba·840 sqft
18 days on market
Waterfront
Listed by Esther Farber, KW COASTAL LIVING III
$2,675,000
3530 MISTLETOE LN
LONGBOAT KEY, 34228
4 bd·3.5 ba·3,102 sqft
31 days on market
Waterfront
Listed by Roger Pettingell, COLDWELL BANKER REALTY
$995,000
6801 LONGBOAT DR S
LONGBOAT KEY, 34228
7 days on market
Waterfront
Listed by Annabelle Bennett, BEACH HOUSE REAL ESTATE LLC
$795,000
4800 GULF OF MEXICO DR #PH 3
LONGBOAT KEY, 34228
2 bd·2 ba·1,312 sqft
38 days on market
Waterfront
Listed by Paulina Vasiliev, PLLC, VRI HOMES
$680,000
4750 GULF OF MEXICO DR #Villa 8
LONGBOAT KEY, 34228
3 bd·2 ba·1,504 sqft
5 days on market
Listed by Debby McCaig, COLDWELL BANKER REALTY
New
$200,000
2600 HARBOURSIDE DR #I-12
LONGBOAT KEY, 34228
0 days on market
Waterfront
Listed by Jennifer Wilson
$2,250,000
500 OUTRIGGER LN
LONGBOAT KEY, 34228
11 days on market
Waterfront
Listed by Joshua Freed, PREFERRED SHORE LLC
$390,000
3453 GULF OF MEXICO DR #200
LONGBOAT KEY, 34228
1 bd·1 ba·876 sqft
5 days on market
Listed by Kelly Baldwin, COLDWELL BANKER REALTY
$799,000
1906 HARBOURSIDE DR #303
LONGBOAT KEY, 34228
2 bd·2.5 ba·1,590 sqft
43 days on market
Waterfront
Listed by Bruce Myer, COLDWELL BANKER REALTY
$589,900
3320 GULF OF MEXICO DR #206C
LONGBOAT KEY, 34228
2 bd·2 ba·1,186 sqft
24 days on market
Waterfront
Listed by Steve Walter, MICHAEL SAUNDERS & COMPANY
$364,000
707 SAINT JUDES DR S #1
LONGBOAT KEY, 34228
1 bd·1 ba·630 sqft
33 days on market
Waterfront
Listed by Kristy Gentile, RE/MAX ALLIANCE GROUP
$4,000,000
592 JUAN ANASCO DR
LONGBOAT KEY, 34228
5 bd·5.5 ba·3,600 sqft
48 days on market
WaterfrontPool
Listed by Cory Jursik, SHORE PROPERTY GROUP
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: September 16, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.