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Homes with a Pool in Longboat Key, FL

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24 of 122 Listings

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24 of 122 Listings

Homes with a Pool in Longboat Key, FL — Page 4

122 listings

Homes with a Pool in Longboat Key, FL

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24 of 122 Listings

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Homes with a Pool in Longboat Key, FL

24 of 122 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$2,900,000

3 bd · 5 ba · 2,160 sqft

720 Tarawitt Dr, Longboat Key, FL

Moriah Taliaferro · PREMIER SOTHEBY'S INTERNATIONAL REALTY

Price Reduced45Active

$950,000

1 bd · 2 ba · 940 sqft

1241 Gulf of Mexico Drive 111, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

Price Reduced100Active

$12,900,000

6 bd · 7 ba · 6,408 sqft

6680 Gulf of Mexico Drive, Longboat Key, FL

Lee Brewer · RE/MAX ALLIANCE GROUP

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced100Active

$12,900,000

6 bd · 7 ba · 6,408 sqft

6680 Gulf Of Mexico Dr, Longboat Key, FL

Lee Brewer · RE/MAX ALLIANCE GROUP

Price Reduced22Active

$675,000

2 bd · 2 ba · 1,393 sqft

4835 Gulf Of Mexico Dr #106, Longboat Key, FL

Toni Giliberti · COLDWELL BANKER REALTY

Price Reduced22Active

$675,000

2 bd · 2 ba · 1,393 sqft

4835 Gulf of Mexico Drive 106, Longboat Key, FL

Toni Giliberti · COLDWELL BANKER REALTY

83Active

$22,000,000

4 bd · 7 ba · 6,891 sqft

6610 Gulf of Mexico Drive, Longboat Key, FL

Katy McBrayer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

Price Reduced89Active

$949,000

2 bd · 2 ba · 1,409 sqft

1000 Longboat Club Rd #403, Longboat Key, FL

Judy Kepecz-Hays · COLDWELL BANKER REALTY

Price Reduced89Active

$949,000

2 bd · 2 ba · 1,409 sqft

1000 Longboat Club Road 403, Longboat Key, FL

Judy Kepecz-Hays · COLDWELL BANKER REALTY

Price Reduced56Active

$1,950,000

3 bd · 2 ba · 1,853 sqft

548 Gunwale Lane, Longboat Key, FL

John August · MICHAEL SAUNDERS & COMPANY

32Active

$899,900

1 bd · 1 ba · 640 sqft

250 Sands Point Rd #5203, Longboat Key, FL

Tom Cinquegrano · MICHAEL SAUNDERS & COMPANY

32Active

$899,900

1 bd · 1 ba · 640 sqft

250 Sands Point Road 5203, Longboat Key, FL

Tom Cinquegrano · MICHAEL SAUNDERS & COMPANY

Price Reduced93Active

$4,400,000

4 bd · 4 ba · 4,209 sqft

1571 Harbor Cay Lane, Longboat Key, FL

Julie Klick · MICHAEL SAUNDERS & COMPANY

Price Reduced93Active

$4,400,000

4 bd · 4 ba · 4,209 sqft

1571 Harbor Cay Ln, Longboat Key, FL

Julie Klick · MICHAEL SAUNDERS & COMPANY

Price Reduced78Active

$13,995,000

4 bd · 5 ba · 6,616 sqft

6489 Gulfside Rd, Longboat Key, FL

Nicholle McKiernan · COLDWELL BANKER REALTY

Price Reduced72Active

$13,995,000

4 bd · 5 ba · 6,616 sqft

6489 Gulfside Road, Longboat Key, FL

Nicholle McKiernan · COLDWELL BANKER REALTY

Price Reduced96Active

$3,299,000

4 bd · 3 ba · 3,149 sqft

562 Ranger Ln, Longboat Key, FL

Cheri Mazan Castro · MICHAEL SAUNDERS & COMPANY

96Active

$3,499,900

4 bd · 3 ba · 3,149 sqft

562 Ranger Lane, Longboat Key, FL

Cheri Mazan Castro · MICHAEL SAUNDERS & COMPANY

Price Reduced87Active

$1,829,000

2 bd · 3 ba · 2,550 sqft

3060 Grand Bay Blvd #174, Longboat Key, FL

Len Scavron · LEN SCAVRON

Price Reduced87Active

$1,829,000

2 bd · 3 ba · 2,550 sqft

3060 Grand Bay Boulevard 174, Longboat Key, FL

Len Scavron · LEN SCAVRON

13Active

$2,850,000

4 bd · 5 ba · 3,030 sqft

640 Lyons Lane, Longboat Key, FL

Adrian Johnson · SEA BREEZE REAL ESTATE LLC

13Active

$2,850,000

4 bd · 5 ba · 3,030 sqft

640 Lyons Ln, Longboat Key, FL

Adrian Johnson · SEA BREEZE REAL ESTATE LLC

Price Reduced60Active

$7,495,000

4 bd · 5 ba · 4,630 sqft

5005 Gulf of Mexico Drive 4, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

Price Reduced60Active

$7,495,000

4 bd · 5 ba · 4,630 sqft

5005 Gulf Of Mexico Dr #4, Longboat Key, FL

Reid Murphy · DEVELOPERS REALTY LBK, INC

1…3 4 5 6

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

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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.