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Homes Under $2M in Longboat Key, FL

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24 of 206 Listings

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24 of 206 Listings

66Active

Homes Under $2M in Longboat Key, FL — Page 5

206 listings

Homes Under $2M in Longboat Key, FL

Hide Map

24 of 206 Listings

Map

Homes Under $2M in Longboat Key, FL

24 of 206 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

66Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$599,900

2 bd · 3 ba · 1,440 sqft

848 Evergreen Way, Longboat Key, FL

Rex Glasson · DOUGLAS ELLIMAN

19Active

$400,000

— bd · 0 ba · — sqft

2600 Harbourside Drive #R-13, Longboat Key, FL

Jennifer Wilson · LBRE LLC

41Active

$569,000

2 bd · 2 ba · 1,399 sqft

524 Spanish Dr S #125, Longboat Key, FL

Adrienne Scott · MICHAEL SAUNDERS & COMPANY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced54Active

$307,000

1 bd · 1 ba · 747 sqft

4350 Chatham Dr #105, Longboat Key, FL

Malihe Karimi · MICHAEL SAUNDERS & COMPANY

42Active

$649,000

2 bd · 2 ba · 1,150 sqft

4234 Gulf Of Mexico Dr #M1, Longboat Key, FL

John Thorson, PA · COLDWELL BANKER REALTY

6Active

$479,500

— bd · 0 ba · — sqft

2600 Harbourside Dr #C11, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

37Active

$310,000

1 bd · 1 ba · 680 sqft

3710 Gulf Of Mexico Dr #E22, Longboat Key, FL

Bill Shuttleworth · EDGEWATER REAL ESTATE, INC

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

Price Reduced61Active

$1,375,000

3 bd · 3 ba · 2,107 sqft

602 Buttonwood Dr, Longboat Key, FL

Michelle Musto · COLDWELL BANKER REALTY

28Active

$339,000

1 bd · 1 ba · 761 sqft

3804 Gulf Of Mexico Dr #B204, Longboat Key, FL

Shaun Cumston · STERLING REALTY

45Active

$915,000

3 bd · 2 ba · 1,941 sqft

100 Sands Point Rd #303, Longboat Key, FL

Diane Smith · KELLER WILLIAMS ON THE WATER S

31Active

$250,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #H06, Longboat Key, FL

Mike Warm, LLC · PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

26Active

$1,199,000

2 bd · 2 ba · 1,235 sqft

2301 Gulf Of Mexico Dr #33N, Longboat Key, FL

Chris Wetzig · PREMIER SOTHEBY'S INTERNATIONAL REALTY

5Active

$39,500

— bd · 0 ba · — sqft

408 Gulf Of Mexico Dr #2112, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

Price Reduced54Active

$1,895,000

3 bd · 3 ba · 2,448 sqft

2185 Gulf Of Mexico Dr #212, Longboat Key, FL

Steve Walter · MICHAEL SAUNDERS & COMPANY

53Active

$1,648,000

2 bd · 2 ba · 1,598 sqft

1211 Gulf Of Mexico Dr #105, Longboat Key, FL

Leah George · COLDWELL BANKER REALTY

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 Reduced20Active

$400,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #B-13, Longboat Key, FL

Jennifer Wilson · LBRE LLC

Price Reduced51Active

$1,790,000

2 bd · 2 ba · 1,399 sqft

210 Sands Point Rd #2101, Longboat Key, FL

Tom Cinquegrano · MICHAEL SAUNDERS & COMPANY

17Active

$275,000

— bd · 0 ba · — sqft

2600 Harbourside Drive #H-04, Longboat Key, FL

Jennifer Wilson · LBRE LLC

Price Reduced59Active

$1,525,000

2 bd · 2 ba · 2,236 sqft

791 Broadway St, Longboat Key, FL

Matthew Voss · PREFERRED SHORE LLC

41Active

$349,900

2 bd · 2 ba · 1,052 sqft

3710 Gulf Of Mexico Dr #G20, Longboat Key, FL

Bill Shuttleworth · EDGEWATER REAL ESTATE, INC

33Active

$1,100,000

2 bd · 2 ba · 1,336 sqft

4325 Gulf Of Mexico Dr #103, Longboat Key, FL

Dennis Girard · PREMIER SOTHEBY'S INTERNATIONAL REALTY

1…4 5 6…9

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 93.8% of asking price

Buyers here are paying below asking. MLS · 27 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: 128 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 93.8% of asking price

Buyers here are paying below asking. MLS · 27 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: 128 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.