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Homes Under $2M in Longboat Key, FL

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24 of 198 Listings

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24 of 198 Listings

Homes Under $2M in Longboat Key, FL — Page 2

198 listings

Homes Under $2M in Longboat Key, FL

Hide Map

24 of 198 Listings

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Homes Under $2M in Longboat Key, FL

24 of 198 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

$1,495,000

3 bd · 3 ba · 2,204 sqft

2101 Harbourside Dr #1103, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

20Active

$289,000

— bd · 0 ba · — sqft

2800 Harbourside Drive Dr #M-10, Longboat Key, FL

Jennifer Wilson · LBRE LLC

69Active

$399,000

2 bd · 2 ba · 1,007 sqft

3802 Gulf Of Mexico Dr #a203, Longboat Key, FL

Holly Switow · PREMIER SOTHEBY'S INTERNATIONAL REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

9Active

$399,000

2 bd · 2 ba · 758 sqft

96 Twin Shores Blvd, Longboat Key, FL

Kyle Adams · EVENTIDE REALTY LLC

29Active

$489,900

1 bd · 1 ba · 528 sqft

3453 Gulf Of Mexico Dr #242, Longboat Key, FL

Eileen Saunders · MICHAEL SAUNDERS & COMPANY

Price Reduced41Active

$750,000

3 bd · 2 ba · 1,484 sqft

5055 Gulf Of Mexico Dr #115, Longboat Key, FL

Cindy Fischer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

56Active

$1,350,000

4 bd · 2 ba · 1,900 sqft

765 Saint Judes Dr N, Longboat Key, FL

Kalison Nix · PREFERRED SHORE LLC

Price Reduced52Active

$425,000

2 bd · 2 ba · 1,072 sqft

4370 Chatham Dr #304, Longboat Key, FL

Kevin Tai · PREFERRED SHORE LLC

Price Reduced44Active

$525,000

2 bd · 2 ba · 840 sqft

729 Saint Judes Dr S #2, Longboat Key, FL

Esther Farber · KW COASTAL LIVING III

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

Price Reduced69Active

$795,000

2 bd · 2 ba · 1,312 sqft

4800 Gulf Of Mexico Dr #Ph 3, Longboat Key, FL

Paulina Vasiliev, PLLC · VRI HOMES

16Active

$200,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #I-12, Longboat Key, FL

Jennifer Wilson · LBRE LLC

50Active

$925,000

2 bd · 2 ba · 1,503 sqft

1075 Gulf Of Mexico Dr #303, Longboat Key, FL

Michael Moulton · MICHAEL SAUNDERS & COMPANY

30Active

$390,000

1 bd · 1 ba · 876 sqft

3453 Gulf Of Mexico Dr #200, Longboat Key, FL

Kelly Baldwin · COLDWELL BANKER REALTY

Price Reduced60Active

$364,000

1 bd · 1 ba · 630 sqft

707 Saint Judes Dr S #1, Longboat Key, FL

Kristy Gentile · RE/MAX ALLIANCE GROUP

55Active

$799,000

2 bd · 3 ba · 1,590 sqft

1906 Harbourside Dr #303, Longboat Key, FL

Bruce Myer · COLDWELL BANKER REALTY

Price Reduced51Active

$589,900

2 bd · 2 ba · 1,186 sqft

3320 Gulf Of Mexico Dr #206C, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

47Active

$520,000

2 bd · 2 ba · 1,072 sqft

4310 Falmouth Dr #307, Longboat Key, FL

Rachel Rademacher · HOUSE MATCH

45Active

$565,000

2 bd · 2 ba · 1,215 sqft

713 Saint Judes Dr S #2, Longboat Key, FL

Rex Glasson · DOUGLAS ELLIMAN

15Active

$225,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #Q-10, Longboat Key, FL

Jennifer Wilson · LBRE LLC

37Active

$835,000

3 bd · 3 ba · 2,478 sqft

2321 Harbour Oaks Dr, Longboat Key, FL

Susanna Condon · WHITE SANDS REALTY GROUP FL

Price Reduced46Active

$139,000

1 bd · 1 ba · 564 sqft

36 Twin Shores Blvd, Longboat Key, FL

Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

10Active

$39,900

— bd · 0 ba · — sqft

408 Gulf Of Mexico Dr #2126, Longboat Key, FL

Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY

3Active

$216,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #O-07, Longboat Key, FL

Jennifer Wilson · LBRE LLC

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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.