Longboat Key Real Estate

Some of the best housing options in Sarasota County are in the Longboat Key Real Estate market, with a variety of single family homes for sale priced between $1,250,000 and as high as $18,700,000 three to six bedroom homes that range in size from 415 to 22,863 square feet. Options for Condos in Longboat Key range from $295,000 for an apartment with one bedroom and one bathroom to four bedrooms and four bathroom luxury condominiums that sell for up to $13 Million. Suppose a Townhome for sale in Longboat Key is what you are looking for, a two-bedroom, two bathroom 2,606 square foot villa or a three-bed, three-bath home as large as 2,994 sq ft ranging in price from $790,000 to $1,399,990.

We have detailed information regarding 71 communities in Longboat Key, including two non-gated communities of single family homes, 38 oceanfront buildings, two condo buildings, fourteen waterfront condo complexes, one gated community, nine waterfront communities, one country club, one retirement community, and two rental communities including some new construction opportunities and open houses. Longboat Key real estate activity on the MLS indicates 510 properties are currently on the market (as of April 26th, 2026). Whether relocating to Longboat Key from another state or upsizing or downsizing, whichever of the many luxury homes for sale in Longboat Key you choose, our professional Realtors in Longboat Key Florida can guide you through the home-buying process.

Longboat Key Homes For Sale

$38,450,000

MLS#MFRA4681869

5965 Gulf Of Mexico Dr
Longboat Key, FL 34228

11

17

7

32,165 SqFt

Pool

Ocean Front

1.64 Acres

51 Days

New Construction

Reduced

$22.5 Million

$25,950,000

MLS#MFRA4643123

612 Juan Anasco Dr
Longboat Key, FL 34228

6

9

9

21,562 SqFt

Pool

Water Front

1.16 Acres

417 Days

$22 Million

MLS#MFRA4681242

6610 Gulf Of Mexico Dr
Longboat Key, FL 34228

4

7

6

9,740 SqFt

Pool

Water Front

4.58 Acres

80 Days

Under Contract

$18,700,000

$22,000,000

Longboat Key Club

865 Longboat Club Rd
Longboat Key, FL 34228

6

8

4

22,863 SqFt

Pool

1.09 Acres

216 Days

$15,550,000

MLS#MFRA4671535

6685 Gulf Of Mexico Dr
Longboat Key, FL 34228

8

10

4

19,606 SqFt

Pool

Water Front

3.51 Acres

156 Days

$15 Million

MLS#MFRA4648957

6603 Gulfside Rd
Longboat Key, FL 34228

5

6

3

6,225 SqFt

Pool

Ocean Front

0.39 Acres

374 Days

New Construction

Reduced

$13.995 Million

$14,995,000

MLS#MFRA4677413

6489 Gulfside Rd
Longboat Key, FL 34228

4

5

4

10,000 SqFt

Pool

Ocean Front

0.51 Acres

100 Days

New Construction

$13.9 Million

MLS#MFRA4682193

6680 Gulf Of Mexico Dr
Longboat Key, FL 34228

6

7

6

13,050 SqFt

Pool

Water Front

2.39 Acres

73 Days

$13 Million

St Regis

1561 Gulf Of Mexico Dr #304
Longboat Key, FL 34228

3

5

2

6,320 Sq Ft

Water Front

40 Days

New Construction

Reduced

$13 Million

$13,250,000

St Regis

1561 Gulf Of Mexico Dr #403
Longboat Key, FL 34228

3

4

2

5,149 Sq Ft

Water Front

531 Days

New Construction

Reduced

$10.995 Million

$11,995,000

MLS#MFRA4667111

6001 Gulf Of Mexico Dr
Longboat Key, FL 34228

5

7

3

13,756 SqFt

Pool

Water Front

0.95 Acres

183 Days

$10.9 Million

MLS#MFRA4666527

4473 Gulf Of Mexico Dr #4473
Longboat Key, FL 34228

8

8

2

7,474 Sq Ft

Pool

Water Front

0.56 Acres

208 Days

510 Active Listings in Longboat Key, FL

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Living in Longboat Key affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Longboat Key. Tamiami Trail, FL70, or I-75 provide an easy transition to nearby cities such as Bradenton Beach, Holmes Beach, Bradenton, Ellenton, Palmetto, Lakewood Ranch, North Port, Parrish, Osprey, Sarasota, and Nokomis.

Boating and watersports are integral to the coastal Florida lifestyle, offering year-round access to to both fresh and saltwater ecosystems, vibrant marine life, and a culture centered around outdoor leisure and recreation. Longboat Key real estate prices are directly correlated to it's proximity to these amenities.

Additionally, two local airports are easily accessible - Sarasota Bradenton International (SRQ), and Tampa International (TPA). Finally, for private air travel, you may utilize Venice Municipal (VNC).

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.