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507 listings

Homes for Sale in Longboat Key, FL

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24 of 507 Listings

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24 of 507 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$389,500

2 bd · 2 ba · 1,376 sqft

4380 Exeter Dr #101, Longboat Key, FL

Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY

New44Active

$1,495,000

3 bd · 3 ba · 3,067 sqft

2550 Harbourside Dr #333, Longboat Key, FL

Lee Mirman · INVESTMENTS IN SARASOTA

50Active

$1,495,000

2 bd · 2 ba · 1,516 sqft

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

Maggie Hicks · COLDWELL BANKER REALTY

56Active

$529,990

2 bd · 2 ba · 1,393 sqft

546 Spanish Dr S, Longboat Key, FL

Jackie Griese · MICHAEL SAUNDERS & COMPANY

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

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

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

Price ReducedOpen house Sat, Oct 10 · 1:00 PM51Active

$678,901

2 bd · 2 ba · 1,022 sqft

4485 Gulf Of Mexico Dr #402, Longboat Key, FL

Paula Van De Ree · NEAL VAN DE REE & ASSOCIATES

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

53Active

$795,000

2 bd · 2 ba · 1,257 sqft

1975 Gulf Of Mexico Dr #G4-203, Longboat Key, FL

Sandra Endres · COLDWELL BANKER REALTY

81Active

$3,495,000

4 bd · 4 ba · 2,604 sqft

6561 Bayou Hammock Rd, Longboat Key, FL

William Gryboski · RIDER REAL ESTATE

87Active

$1,999,000

3 bd · 3 ba · 2,856 sqft

6330 Laguna Dr, Longboat Key, FL

Danielle Dietrich, PA · COLDWELL BANKER REALTY

4Active

$275,000

1 bd · 1 ba · 1,302 sqft

2600 Harbourside Dr #C3, Longboat Key, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

60Active

$2,695,000

3 bd · 4 ba · 3,118 sqft

3578 Fair Oaks Way, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

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

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

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

41Active

$989,000

2 bd · 3 ba · 2,000 sqft

1241 Gulf of Mexico Drive 109, Longboat Key, FL

Ryan Ackerman, PA · COLDWELL BANKER REALTY

5Active

$49,000

— bd · — ba · — sqft

408 Gulf of Mexico Drive 2207, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

5Active

$65,000

— bd · 0 ba · — sqft

408 Gulf Of Mexico Dr #1206, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

5Active

$65,000

— bd · — ba · — sqft

408 Gulf of Mexico Drive 1206, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

1 2…22

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

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Nearby areas

ZIP codes

34219 (1,516)
34221 (981)
34211 (846)
34236 (635)
34209 (577)
34275 (555)
34210 (554)
33573 (527)

Cities

Sarasota (4,603)
Bradenton (3,724)
Parrish (1,513)
Venice (1,154)
Palmetto (981)
St. Petersburg (815)
Lakewood Ranch (522)
Nokomis (518)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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.

Longboat Key, FL Homes for Sale | Realty.com

Nearby areas

ZIP codes

34219 (1,516)
34221 (981)
34211 (846)
34236 (635)
34209 (577)
34275 (555)
34210 (554)
33573 (527)

Cities

Sarasota (4,603)
Bradenton (3,724)
Parrish (1,513)
Venice (1,154)
Palmetto (981)
St. Petersburg (815)
Lakewood Ranch (522)
Nokomis (518)