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Newest Listings
2101 HARBOURSIDE DRIVE 1103 LONGBOAT KEY FL 34228
New Listing - 12 hours on site
1 / 81
$1,495,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,204
SQFT
2101 HARBOURSIDE DRIVE 1103
LONGBOAT KEY, FL 34228
HARBOR OAKS PH I & II Subdivision
2020 HARBOURSIDE DRIVE 442 LONGBOAT KEY FL 34228
New Listing - 13 hours on site
1 / 56
$699,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,192
SQFT
2020 HARBOURSIDE DRIVE 442
LONGBOAT KEY, FL 34228
FAIRWAY BAY 2 PH 1 Subdivision
1932 HARBOURSIDE DRIVE 214 LONGBOAT KEY FL 34228
New Listing - yesterday
1 / 38
$449,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,192
SQFT
1932 HARBOURSIDE DRIVE 214
LONGBOAT KEY, FL 34228
FAIRWAY BAY Subdivision
96 TWIN SHORES BOULEVARD LONGBOAT KEY FL 34228
New Listing - 2 days on site
1 / 9
$399,000
IDX Logo for Stellar MLS
Manufactured Home For Sale
Active
2
BEDS
2
TOTAL BATHS
758
SQFT
96 TWIN SHORES BOULEVARD
LONGBOAT KEY, FL 34228
TWIN SHORES MOBILE HOME Subdivision
1211 GULF OF MEXICO DRIVE 603 LONGBOAT KEY FL 34228
New Listing - 3 days on site
1 / 44
$1,595,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,585
SQFT
1211 GULF OF MEXICO DRIVE 603
LONGBOAT KEY, FL 34228
PROMENADE Subdivision
3453 GULF OF MEXICO DRIVE 242 LONGBOAT KEY FL 34228
New Listing - 3 days on site
1 / 11
$489,900
IDX Logo for Stellar MLS
Condominium For Sale
Active
1
BED
1
TOTAL BATH
528
SQFT
3453 GULF OF MEXICO DRIVE 242
LONGBOAT KEY, FL 34228
SEA HORSE BEACH RESORT Subdivision
1561 GULF OF MEXICO DRIVE 404 LONGBOAT KEY FL 34228
New Listing - 4 days on site
1 / 69
$12,750,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
4,967
SQFT
1561 GULF OF MEXICO DRIVE 404
LONGBOAT KEY, FL 34228
ST. REGIS LONGBOAT KEY Subdivision
1241 GULF OF MEXICO DRIVE 608 LONGBOAT KEY FL 34228
New Listing - 4 days on site
1 / 30
$2,200,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
4
TOTAL BATHS
2,965
SQFT
1241 GULF OF MEXICO DRIVE 608
LONGBOAT KEY, FL 34228
WATER CLUB 01 AT LONGBOAT KEY Subdivision
5055 GULF OF MEXICO DRIVE 115 LONGBOAT KEY FL 34228
New Listing - 5 days on site
1 / 41
$795,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,484
SQFT
5055 GULF OF MEXICO DRIVE 115
LONGBOAT KEY, FL 34228
CLUB LONGBOAT BEACH & TENNIS Subdivision
765 SAINT JUDES DRIVE N LONGBOAT KEY FL 34228
New Listing - a week on site
1 / 56
$1,350,000
IDX Logo for Stellar MLS
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
1,900
SQFT
765 SAINT JUDES DRIVE N
LONGBOAT KEY, FL 34228
LONGBOAT KEY Subdivision
6840 LONGBOAT DRIVE S LONGBOAT KEY FL 34228
New Listing - a week on site
1 / 51
$2,398,000
IDX Logo for Stellar MLS
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,665
SQFT
6840 LONGBOAT DRIVE S
LONGBOAT KEY, FL 34228
PRESERVE/LONGBEACH Subdivision
415 L AMBIANCE DRIVE D306 LONGBOAT KEY FL 34228
New Listing - a week on site
1 / 51
$2,950,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
4
TOTAL BATHS
2,634
SQFT
415 L AMBIANCE DRIVE D306
LONGBOAT KEY, FL 34228
L AMBIANCE 1 Subdivision
795 MARBURY LANE LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 82
$3,495,000
IDX Logo for Stellar MLS
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
3,355
SQFT
795 MARBURY LANE
LONGBOAT KEY, FL 34228
SLEEPY LAGOON PARK 2 Subdivision
4370 CHATHAM DRIVE 304 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 52
$499,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,072
SQFT
4370 CHATHAM DRIVE 304
LONGBOAT KEY, FL 34228
LONGBOAT HARBOUR Subdivision
560 CHIPPING LANE LONGBOAT KEY FL 34228
Open House Sat, Sep 19, 11 AM
1 / 37
$3,999,990
IDX Logo for Stellar MLS
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,315
SQFT
560 CHIPPING LANE
LONGBOAT KEY, FL 34228
COUNTRY CLUB SHORES SEC 02 Subdivision
1075 GULF OF MEXICO DRIVE 205 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 60
$1,099,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,819
SQFT
1075 GULF OF MEXICO DRIVE 205
LONGBOAT KEY, FL 34228
BEACHPLACE II Subdivision
729 SAINT JUDES DRIVE S 2 LONGBOAT KEY FL 34228
Open House Sun, Sep 20, 12 PM
1 / 44
$525,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
840
SQFT
729 SAINT JUDES DRIVE S 2
LONGBOAT KEY, FL 34228
SAINT JUDES APTS Subdivision
3802 GULF OF MEXICO DRIVE A203 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 72
$399,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,007
SQFT
3802 GULF OF MEXICO DRIVE A203
LONGBOAT KEY, FL 34228
BEACH HARBOR CLUB Subdivision
3530 MISTLETOE LANE LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 55
$2,675,000
IDX Logo for Stellar MLS
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,102
SQFT
3530 MISTLETOE LANE
LONGBOAT KEY, FL 34228
COREYS LANDING Subdivision
4800 GULF OF MEXICO DRIVE PH 3 LONGBOAT KEY FL 34228
New Listing - 2 weeks on site
1 / 69
$799,999
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,312
SQFT
4800 GULF OF MEXICO DRIVE PH 3
LONGBOAT KEY, FL 34228
WINDWARD BAY AMD Subdivision
1075 GULF OF MEXICO DRIVE 303 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 50
$925,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,503
SQFT
1075 GULF OF MEXICO DRIVE 303
LONGBOAT KEY, FL 34228
BEACHPLACE II Subdivision
3453 GULF OF MEXICO DRIVE 200 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 30
$390,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
1
BED
1
TOTAL BATH
876
SQFT
3453 GULF OF MEXICO DRIVE 200
LONGBOAT KEY, FL 34228
SEA HORSE BEACH RESORT Subdivision
707 SAINT JUDES DRIVE S 1 LONGBOAT KEY FL 34228
New Listing - 3 weeks on site
1 / 60
$399,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
1
BED
1
TOTAL BATH
630
SQFT
707 SAINT JUDES DRIVE S 1
LONGBOAT KEY, FL 34228
SAINT JUDES APTS Subdivision
1906 HARBOURSIDE DRIVE 303 LONGBOAT KEY FL 34228
Open House Sun, Sep 20, 1 PM
1 / 55
$799,000
IDX Logo for Stellar MLS
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,590
SQFT
1906 HARBOURSIDE DRIVE 303
LONGBOAT KEY, FL 34228
FAIRWAY BAY 1 Subdivision
1 - 24 of 214 listings (214 total matches)


Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-18 05:22 AM EDT


Alex is a Sarasota native with 40+ years in the area, specializing in Sarasota’s residential real estate market. With a background in engineering and home building, he expertly guides buyers and sellers through Sarasota, Manatee, and Charlotte counties.

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