Homes with a Pool in Longboat Key, FL

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24 of 50 Listings

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24 of 50 Listings

49

50 listings

Homes with a Pool in Longboat Key, FL

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24 of 50 Listings

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Homes with a Pool in Longboat Key, FL

24 of 50 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

49

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$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

76Active

$5,295,000

5 bd · 5 ba · 4,361 sqft

3100 Gulf Of Mexico Dr, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

81Active

$3,495,000

4 bd · 4 ba · 2,604 sqft

6561 Bayou Hammock Rd, Longboat Key, FL

William Gryboski · RIDER REAL ESTATE

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

60Active

$2,695,000

3 bd · 4 ba · 3,118 sqft

3578 Fair Oaks Way, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

54Active

$2,100,000

3 bd · 4 ba · 2,950 sqft

3617 Fair Oaks Pl, Longboat Key, FL

Ryan Heers · COLDWELL BANKER REALTY

47Active

$4,699,999

5 bd · 5 ba · 4,000 sqft

3360 Bayou Sound, Longboat Key, FL

Nicholle McKiernan · COLDWELL BANKER REALTY

65Active

$1,495,000

3 bd · 3 ba · 2,204 sqft

2101 Harbourside Dr #1103, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

51Active

$2,398,000

4 bd · 4 ba · 2,665 sqft

6840 Longboat Dr S, Longboat Key, FL

Rafal Wazio · COLDWELL BANKER REALTY

82Active

$3,495,000

5 bd · 3 ba · 3,355 sqft

795 Marbury Ln, Longboat Key, FL

JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

37Active

$3,999,990

5 bd · 5 ba · 4,315 sqft

560 Chipping Ln, Longboat Key, FL

Monica Verinder · COLDWELL BANKER REALTY

1Active

$4,000,000

5 bd · 6 ba · 3,600 sqft

592 Juan Anasco Dr, Longboat Key, FL

Cory Jursik · SHORE PROPERTY GROUP

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

Price Reduced60Active

$2,794,900

6 bd · 6 ba · 4,676 sqft

614 Norton St, Longboat Key, FL

Jordan Rye · COMPASS FLORIDA, LLC

Price Reduced62Active

$6,495,000

4 bd · 6 ba · 4,274 sqft

711 Old Compass Rd, Longboat Key, FL

JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

31Active

$1,999,000

5 bd · 3 ba · 2,934 sqft

525 Sloop Ln, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

35Active

$4,300,000

4 bd · 5 ba · 4,364 sqft

657 Halyard Ln, Longboat Key, FL

Judy Kepecz-Hays · COLDWELL BANKER REALTY

Price Reduced61Active

$1,375,000

3 bd · 3 ba · 2,107 sqft

602 Buttonwood Dr, Longboat Key, FL

Michelle Musto · COLDWELL BANKER REALTY

Price Reduced91Active

$4,395,000

6 bd · 6 ba · 4,106 sqft

626 Buttonwood Dr, Longboat Key, FL

Joshua Freed · PREFERRED SHORE LLC

81Active

$4,999,000

5 bd · 3 ba · 3,842 sqft

3606 Fair Oaks Pl, Longboat Key, FL

Renee Preininger · SARASOTA TRUST REALTY COMPANY

Price Reduced52Active

$1,690,000

4 bd · 3 ba · 2,899 sqft

523 Juan Anasco Dr, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

Price Reduced91Active

$2,300,000

4 bd · 5 ba · 4,154 sqft

3527 Fair Oaks Ln, Longboat Key, FL

Miriam Pearson · COLDWELL BANKER REALTY

Price Reduced59Active

$1,575,000

2 bd · 2 ba · 2,236 sqft

791 Broadway St, Longboat Key, FL

Matthew Voss · PREFERRED SHORE LLC

Price Reduced44Active

$2,150,000

3 bd · 2 ba · 1,972 sqft

617 Rountree Dr, Longboat Key, FL

Judi Taulbee · FINE PROPERTIES

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 93.9% of asking price

Buyers here are paying below asking. MLS · 23 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $995,500
Homes for sale: 194
Median days on market: 148 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 housing market

September 2026 · This period is still settling

Selling at 93.9% of asking price

Buyers here are paying below asking. MLS · 23 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $995,500
Homes for sale: 194
Median days on market: 148 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

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 29, 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 housing market

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 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