Longboat Key, FL

Gated Community Homes for Sale in Longboat Key

Updated daily from MLS

$1.8MAvg Price
$3KMin Price
$13.0MMax Price
30With Pool
99Waterfront
📊 Longboat Key Market 🏷 Buyer's Market Updated Jun 28
354
Active
48 new (30d) -9.0%
51
Pending
12.6% absorption
10.4
Mos. Inventory
Buyer's mkt
$975K
Median Ask
new: $1.21M prev: $999K
132d
Avg Days Listed
active listings avg
$830
Avg $/sqft
new 30d · prev: $806
19%
Price Cuts (30d)
53% have any cut
94.2%
Sale/List (30d)
prev 30d: 92.9%
$885K
Median Sale (30d)
prev 30d: $1.28M
🔮 90-Day Price Outlook
➡️ Market likely to hold steady
High inventory Soft buyer demand Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
149
Active
14 new (30d) -26.0%
10
Pending
6.3% absorption
22.2
Mos. Inventory
Buyer's mkt
$1.75M
Median Ask
new: $2.10M prev: $2.55M
144d
Avg Days Listed
active listings avg
$1020
Avg $/sqft
new 30d · prev: $1013
11%
Price Cuts (30d)
48% have any cut
93.2%
Sale/List (30d)
prev 30d: 90.3%
$2.35M
Median Sale (30d)
prev 30d: $2.70M
🔮 90-Day Price Outlook
↘️ Slight softening expected
High inventory Very low absorption Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
205
Active
34 new (30d) 0.0%
41
Pending
16.7% absorption
7.5
Mos. Inventory
Balanced
$769K
Median Ask
new: $907K prev: $899K
123d
Avg Days Listed
active listings avg
$742
Avg $/sqft
new 30d · prev: $680
25%
Price Cuts (30d)
56% have any cut
94.5%
Sale/List (30d)
prev 30d: 94%
$744K
Median Sale (30d)
prev 30d: $960K
🔮 90-Day Price Outlook
➡️ Market likely to hold steady
Elevated inventory Extended time on market Rising $/sqft Slight seller strength
Algorithmic estimate based on current MLS signals — not financial advice.
All metrics use rolling 30-day windows. Closed sale data uses actual close date where available, or last-modified date as a proxy for historical records. Refreshes every 6 hours.
📍 Longboat Key, Longboat Key
Longboat Key is a pristine barrier island enclave with immaculate beaches, luxury high-rises, private estates, and boutique golf clubs — Sarasota's most exclusive Gulf-front community.
Showing 132 gated community homes for sale in Longboat Key
1095 GULF OF MEXICO DR #104 Condominium
$2,800
1095 GULF OF MEXICO DR #104
Longboat Key, FL 34228
2 bd 2 ba 1,503 sqft Built 1981
Courtesy of STOCKTON REALTY ADVISORS LLC
1930 HARBOURSIDE DR #122 Condominium
$3,500
1930 HARBOURSIDE DR #122
Longboat Key, FL 34228
2 bd 2 ba 1,192 sqft Built 1982
Courtesy of COLDWELL BANKER REALTY
1050 LONGBOAT CLUB RD #506 Condominium
$4,750
1050 LONGBOAT CLUB RD #506
Longboat Key, FL 34228
2 bd 2 ba 1,080 sqft Built 1974
Courtesy of WAGNER REALTY
2020 HARBOURSIDE DR #446 Condominium
$4,995
2020 HARBOURSIDE DR #446
Longboat Key, FL 34228
2 bd 2 ba 1,270 sqft Built 1984
Courtesy of VIVE REALTY
1975 GULF OF MEXICO DR #208 Condominium
$6,000
1975 GULF OF MEXICO DR #208
Longboat Key, FL 34228
2 bd 2 ba 1,257 sqft Built 1977
Courtesy of JENNETTE PROPERTIES INC
2295 GULF OF MEXICO DR #54S Condominium
$6,000
2295 GULF OF MEXICO DR #54S
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of WAGNER REALTY
1050 LONGBOAT CLUB RD #803 Condominium
$6,000
1050 LONGBOAT CLUB RD #803
Longboat Key, FL 34228
2 bd 2 ba 1,409 sqft Built 1974
Courtesy of XCELLENCE
3210 BAYOU SOUND Single Family Residence
$6,900
3210 BAYOU SOUND
Longboat Key, FL 34228
3 bd 2 ba 2,091 sqft Built 1978
Courtesy of WAGNER REALTY
3060 GRAND BAY BLVD #172 Condominium
$7,850
3060 GRAND BAY BLVD #172
Longboat Key, FL 34228
3 bd 3 ba 2,250 sqft Built 1994
Courtesy of WAGNER REALTY
455 LONGBOAT CLUB RD #401 Condominium
$8,000
455 LONGBOAT CLUB RD #401
Longboat Key, FL 34228
3 bd 4 ba 2,780 sqft Built 1990
Courtesy of ROSSI & COMPANY INC
601 LONGBOAT CLUB RD #902S Condo - Hotel
$9,000
601 LONGBOAT CLUB RD #902S
Longboat Key, FL 34228
2 bd 2 ba 1,458 sqft Built 1970
Courtesy of COMPASS FLORIDA LLC
1975 GULF OF MEXICO DR #G4-401 Condominium
$9,500
1975 GULF OF MEXICO DR #G4-401
Longboat Key, FL 34228
3 bd 2 ba 1,492 sqft Built 1977
Courtesy of THE AGENCY SARASOTA
1485 GULF OF MEXICO DR #109 Condominium
$11,000
1485 GULF OF MEXICO DR #109
Longboat Key, FL 34228
2 bd 3 ba 1,839 sqft Built 1981
Courtesy of JENNETTE PROPERTIES INC
2319 HARBOUR OAKS DR Single Family Residence
$12,500
2319 HARBOUR OAKS DR
Longboat Key, FL 34228
3 bd 3 ba 2,532 sqft Built 1986
Courtesy of GULF COAST RENTAL HOMES&CONDOS
1581 GULF OF MEXICO DR #307 Condominium
$15,000
1581 GULF OF MEXICO DR #307
Longboat Key, FL 34228
1 bd 2 ba 1,721 sqft Built 2024
Courtesy of GULF COAST REALTY & MANAGEMENT
1211 GULF OF MEXICO DR #1005 Condominium
$15,000
1211 GULF OF MEXICO DR #1005
Longboat Key, FL 34228
2 bd 3 ba 2,135 sqft Built 1985
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
1591 GULF OF MEXICO DR #515 Condominium
$15,000
1591 GULF OF MEXICO DR #515
Longboat Key, FL 34228
1 bd 2 ba 1,556 sqft Built 2025
Courtesy of GULF COAST REALTY & MANAGEMENT
2301 GULF OF MEXICO DR #102N Condominium
$16,000
2301 GULF OF MEXICO DR #102N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of PREFERRED SHORE LLC
1511 GULF OF MEXICO DR #201 Condominium
$25,500
1511 GULF OF MEXICO DR #201
Longboat Key, FL 34228
3 bd 4 ba 2,940 sqft Built 1978
Courtesy of MICHAEL SAUNDERS & COMPANY
1591 GULF OF MEXICO DR #619 Condominium
$78,000
1591 GULF OF MEXICO DR #619
Longboat Key, FL 34228
4 bd 5 ba 5,334 sqft Built 2024
Courtesy of GULF COAST REALTY & MANAGEMENT
2600 HARBOURSIDE DR #O-11 Dock-Rackominium
$239,000
2600 HARBOURSIDE DR #O-11
Longboat Key, FL 34228
0 ba Built 1985
Courtesy of LBRE LLC
2600 HARBOURSIDE DR #H-05 Dock-Rackominium
$300,000
2600 HARBOURSIDE DR #H-05
Longboat Key, FL 34228
0 ba Built 1983
Courtesy of LBRE LLC
4350 CHATHAM DR #105 Condominium
$310,000
4350 CHATHAM DR #105
Longboat Key, FL 34228
1 bd 1 ba 747 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
4380 EXETER DR #101 Condominium
$389,500
4380 EXETER DR #101
Longboat Key, FL 34228
2 bd 2 ba 1,376 sqft Built 1970
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY