Longboat Key 55+ Community Homes for Sale

20 homes in 55+ communities for sale in Longboat Key, median asking price $450,000, mostly $293,000 – $605,000. Homes in communities the MLS marks as senior (55+) communities. All of Longboat Key (ZIP 34228). As of Oct 9, 2026.

845 SPANISH DRIVE #845, LONGBOAT KEY
Active

$450,000

845 SPANISH DRIVE #845

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,357 sqft

MLS# A4706553 · Listing courtesy of KW COASTAL LIVING III

554 SPANISH DRIVE, LONGBOAT KEY
Active

$425,000

554 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,326 sqft

MLS# A4708871 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

3710 GULF OF MEXICO DRIVE #A3, LONGBOAT KEY
Active

$525,000

3710 GULF OF MEXICO DRIVE #A3

LONGBOAT KEY, FL 34228

2 bed
2 bath
720 sqft

MLS# A4708279 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

546 SPANISH DRIVE, LONGBOAT KEY
Active

$529,990

546 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,393 sqft

MLS# A4708263 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

96 TWIN SHORES BOULEVARD, LONGBOAT KEY
Active

$399,000

96 TWIN SHORES BOULEVARD

LONGBOAT KEY, FL 34228

2 bed
2 bath
758 sqft

MLS# A4706247 · Listing courtesy of EVENTIDE REALTY LLC

36 TWIN SHORES BOULEVARD, LONGBOAT KEY
Active

$139,000

36 TWIN SHORES BOULEVARD

LONGBOAT KEY, FL 34228

1 bed
1 bath
564 sqft

MLS# A4702801 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

711 SPANISH DRIVE #211, LONGBOAT KEY
Active

$450,000

711 SPANISH DRIVE #211

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,327 sqft

MLS# A4702742 · Listing courtesy of AUM FLORIDA REAL ESTATE LLC

914 SPANISH DRIVE #76, LONGBOAT KEY
Active

$550,000

914 SPANISH DRIVE #76

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,341 sqft

MLS# A4699874 · Listing courtesy of AUM FLORIDA REAL ESTATE LLC

683 SPANISH DRIVE #214, LONGBOAT KEY
Active

$450,000

683 SPANISH DRIVE #214

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,361 sqft

MLS# A4699875 · Listing courtesy of AUM FLORIDA REAL ESTATE LLC

71 TWIN SHORES BOULEVARD, LONGBOAT KEY
Active

$395,000

71 TWIN SHORES BOULEVARD

LONGBOAT KEY, FL 34228

2 bed
2 bath
758 sqft

MLS# A4699581 · Listing courtesy of EVENTIDE REALTY LLC

578 SPANISH DRIVE, LONGBOAT KEY
Active

$499,000

578 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,337 sqft

MLS# A4698065 · Listing courtesy of LOYD ROBBINS & CO. LLC

3710 GULF OF MEXICO DRIVE #E22, LONGBOAT KEY
Active

$310,000

3710 GULF OF MEXICO DRIVE #E22

LONGBOAT KEY, FL 34228

1 bed
1 bath
680 sqft

MLS# A4697004 · Listing courtesy of EDGEWATER REAL ESTATE, INC

602 SPANISH DRIVE #115, LONGBOAT KEY
Active Under Contract

$359,900

602 SPANISH DRIVE #115

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,427 sqft

MLS# A4694415 · Listing courtesy of KW COASTAL LIVING III

3710 GULF OF MEXICO DRIVE #G20, LONGBOAT KEY
Active

$349,900

3710 GULF OF MEXICO DRIVE #G20

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,052 sqft

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

900 SPANISH DRIVE, LONGBOAT KEY
Active

$750,000

900 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,423 sqft

MLS# A4690879 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

541 SPANISH DRIVE, LONGBOAT KEY
Active

$349,000

541 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,100 sqft

MLS# TB8496387 · Listing courtesy of COMMUNITY REALTY ASSOCIATES

948 SPANISH DRIVE, LONGBOAT KEY
Active

$1,199,000

948 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,399 sqft

MLS# A4685572 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

3710 GULF OF MEXICO DRIVE #F2, LONGBOAT KEY
Active

$475,000

3710 GULF OF MEXICO DRIVE #F2

LONGBOAT KEY, FL 34228

2 bed
2 bath
740 sqft

MLS# A4681154 · Listing courtesy of WAGNER REALTY

563 SPANISH DRIVE, LONGBOAT KEY
Active

$589,000

563 SPANISH DRIVE

LONGBOAT KEY, FL 34228

2 bed
2 bath
1,516 sqft

MLS# A4682513 · Listing courtesy of LPT REALTY LLC

3710 GULF OF MEXICO DRIVE #D19, LONGBOAT KEY
Pending

$99,000

3710 GULF OF MEXICO DRIVE #D19

LONGBOAT KEY, FL 34228

2 bed
1 bath
684 sqft

MLS# A4634344 · Listing courtesy of EDGEWATER REAL ESTATE, INC

More in Longboat Key

55+ Community Homes for Sale nearby

Questions about Longboat Key 55+ Community Homes for Sale

How many homes in 55+ communities are for sale in Longboat Key?

20 homes in 55+ communities are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of homes in 55+ communities in Longboat Key?

The median asking price is $450,000; most are listed between $293,000 and $605,000. These are asking prices, not sale prices.

Can George help me buy in Longboat Key?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these homes in 55+ communities?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Call (941) 899-3045Text GeorgeSend a message

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 3:15 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. 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. Full IDX / DMCA disclaimer