Homes Under $400K in Longboat Key, FL

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24 of 48 Listings

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24 of 48 Listings

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48 listings

Homes Under $400K in Longboat Key, FL

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24 of 48 Listings

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Homes Under $400K in Longboat Key, FL

24 of 48 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New4

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$275,000

1 bd · 1 ba · 1,302 sqft

2600 Harbourside Dr #C3, Longboat Key, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

5Active

$65,000

— bd · 0 ba · — sqft

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

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

5Active

$49,000

— bd · 0 ba · — sqft

408 Gulf Of Mexico Dr #2207, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

5Active

$39,000

— bd · 0 ba · — sqft

408 Gulf Of Mexico Dr #2114, Longboat Key, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

17Active

$385,000

— bd · 0 ba · — sqft

2800 Harbourside Dr #E-21, Longboat Key, FL

Jennifer Wilson · LBRE LLC

20Active

$289,000

— bd · 0 ba · — sqft

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

Jennifer Wilson · LBRE LLC

Open house Sun, Oct 4 · 12:00 PM69Active

$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

9Active

$399,000

2 bd · 2 ba · 758 sqft

96 Twin Shores Blvd, Longboat Key, FL

Kyle Adams · EVENTIDE REALTY LLC

16Active

$200,000

— bd · 0 ba · — sqft

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

Jennifer Wilson · LBRE LLC

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

15Active

$225,000

— bd · 0 ba · — sqft

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

Jennifer Wilson · LBRE LLC

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

20Active

$200,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #P-05, Longboat Key, FL

Heather Claridge · RIVER HILLS PROPERTIES, LLC B

12Active

$395,000

2 bd · 2 ba · 758 sqft

71 Twin Shores Blvd, Longboat Key, FL

Kyle Adams · EVENTIDE REALTY LLC

37Active

$325,000

1 bd · 1 ba · 532 sqft

2850 Gulf Of Mexico Dr #4, Longboat Key, FL

Michael Renick PLLC · MANGROVE REALTY ASSOCIATES

19Active

$400,000

— bd · 0 ba · — sqft

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

Jennifer Wilson · LBRE LLC

Price Reduced54Active

$307,000

1 bd · 1 ba · 747 sqft

4350 Chatham Dr #105, Longboat Key, FL

Malihe Karimi · 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

28Active

$339,000

1 bd · 1 ba · 761 sqft

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

Shaun Cumston · STERLING REALTY

31Active

$250,000

— bd · 0 ba · — sqft

2600 Harbourside Dr #H06, Longboat Key, FL

Mike Warm, LLC · 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

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, 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 93.9% 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.

Registered offenders on the map

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, FL community profile

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