Luxury Homes in Longboat Key, FL

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24 of 54 Listings

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24 of 54 Listings

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54 listings

Luxury Homes in Longboat Key, FL

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24 of 54 Listings

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Luxury Homes in Longboat Key, FL

24 of 54 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

50

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$1,495,000

2 bd · 2 ba · 1,516 sqft

5461 Gulf Of Mexico Dr #304, Longboat Key, FL

Maggie Hicks · COLDWELL BANKER REALTY

65Active

$2,995,000

3 bd · 4 ba · 2,880 sqft

340 Gulf Of Mexico Dr #136, Longboat Key, FL

Roger Pettingell · COLDWELL BANKER REALTY

43Active

$1,090,000

3 bd · 3 ba · 2,092 sqft

1445 Gulf Of Mexico Dr #101, Longboat Key, FL

Ryan Ackerman, PA · COLDWELL BANKER REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

49Active

$12,500,000

4 bd · 6 ba · 5,350 sqft

1591 Gulf Of Mexico Dr #618, Longboat Key, FL

Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY

49Active

$1,175,000

3 bd · 3 ba · 2,544 sqft

3808 Gulf Of Mexico Dr #E412, Longboat Key, FL

Roger Pettingell · COLDWELL BANKER REALTY

51Active

$1,095,000

2 bd · 2 ba · 1,602 sqft

775 Longboat Club Rd #405, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

40Active

$1,125,000

2 bd · 2 ba · 1,362 sqft

4525 Gulf Of Mexico Dr #204, Longboat Key, FL

Roger Pettingell · COLDWELL BANKER REALTY

72Active

$1,450,000

2 bd · 2 ba · 1,491 sqft

2525 Gulf Of Mexico Dr #7B, Longboat Key, FL

Christine Green · COLDWELL BANKER REALTY

40Active

$4,290,000

2 bd · 3 ba · 2,154 sqft

1591 Gulf Of Mexico Dr #312, Longboat Key, FL

Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY

42Active

$1,050,000

2 bd · 2 ba · 1,456 sqft

732 Bayport Way, Longboat Key, FL

Jennifer Kenna · EXP REALTY, LLC

65Active

$1,495,000

3 bd · 3 ba · 2,204 sqft

2101 Harbourside Dr #1103, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

69Active

$12,750,000

3 bd · 4 ba · 4,967 sqft

1561 Gulf Of Mexico Dr #404, Longboat Key, FL

Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY

60Active

$1,099,000

3 bd · 2 ba · 1,819 sqft

1075 Gulf Of Mexico Dr #205, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

62Active

$1,595,000

3 bd · 3 ba · 2,180 sqft

2675 Gulf Of Mexico Dr #204, Longboat Key, FL

Milan Fiser · RE/MAX HARBOR REALTY

75Active

$5,295,000

3 bd · 4 ba · 2,880 sqft

455 Longboat Club Rd #905, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

78Active

$2,495,000

3 bd · 4 ba · 3,045 sqft

1241 Gulf Of Mexico Dr #303, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

48Active

$1,595,000

2 bd · 2 ba · 1,639 sqft

2425 Gulf Of Mexico Dr #3a, Longboat Key, FL

Roger Pettingell · COLDWELL BANKER REALTY

Price Reduced36Active

$1,095,000

2 bd · 2 ba · 1,398 sqft

4545 Gulf Of Mexico Dr #311, Longboat Key, FL

Janis Collier · MICHAEL SAUNDERS & COMPANY

Price Reduced55Active

$1,199,000

2 bd · 2 ba · 1,190 sqft

7001 Gulf Of Mexico Dr #24, Longboat Key, FL

Michael Seamon · PREMIER SOTHEBY'S INTERNATIONAL REALTY

55Active

$1,349,000

3 bd · 4 ba · 2,250 sqft

3040 Grand Bay Blvd #225, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

Price Reduced17Active

$1,250,000

2 bd · 2 ba · 1,896 sqft

2675 Gulf Of Mexico Dr #203, Longboat Key, FL

Paul Svilokos · SANDERLING REAL ESTATE

Price Reduced47Active

$1,095,000

3 bd · 4 ba · 2,369 sqft

3060 Grand Bay Blvd #133, Longboat Key, FL

Matt Bohanon · HOUSE MATCH

Price Reduced59Active

$1,995,000

3 bd · 4 ba · 3,083 sqft

2450 Harbourside Dr #244, Longboat Key, FL

Ian Addy, PA · MICHAEL SAUNDERS & COMPANY

36Active

$1,225,277

2 bd · 2 ba · 1,296 sqft

2301 Gulf Of Mexico Dr #11N, Longboat Key, FL

Leah George · COLDWELL BANKER REALTY

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Longboat Key housing market

September 2026 · This period is still settling

Selling at 93.1% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $995,500
Homes for sale: 194
Median days on market: 145 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,505 sq. ft.

Longboat Key, FL community profile

Population: 8,489
Median income: $133,076
Housing units: 10,273
People per sq. mi.: 1,179
Area: 7.2 sq. mi.

Source: HJN community data

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Longboat Key, FL community profile

Population: 8,489
Median income: $133,076
Housing units: 10,273
People per sq. mi.: 1,179
Area: 7.2 sq. mi.

Source: HJN community data

Longboat Key housing market

September 2026 · This period is still settling

Selling at 93.1% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $995,500
Homes for sale: 194
Median days on market: 145 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,505 sq. ft.

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Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Longboat Key housing market

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Longboat Key, FL community profile

Explore Longboat Key homes

Your local brokerage

Listing data & MLS disclosures

Longboat Key, FL community profile

Longboat Key housing market

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026