Gated Community Homes for Sale in Longboat Key

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

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

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

Condominium

$4,995

2020 HARBOURSIDE DR #446

Longboat Key, FL 34228

2 bd 2 ba 1,270 sqft Built 1984

Courtesy of VIVE REALTY

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

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

Condominium

$6,000

1050 LONGBOAT CLUB RD #803

Longboat Key, FL 34228

2 bd 2 ba 1,409 sqft Built 1974

Courtesy of XCELLENCE

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

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

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

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

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

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

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

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

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

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

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

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

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

Dock-Rackominium

$239,000

2600 HARBOURSIDE DR #O-11

Longboat Key, FL 34228

0 ba Built 1985

Courtesy of LBRE LLC

Dock-Rackominium

$300,000

2600 HARBOURSIDE DR #H-05

Longboat Key, FL 34228

0 ba Built 1983

Courtesy of LBRE LLC

Condominium

$310,000

4350 CHATHAM DR #105

Longboat Key, FL 34228

1 bd 1 ba 747 sqft Built 1969

Courtesy of MICHAEL SAUNDERS & COMPANY

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