Homes Under $2.5M in Longboat Key, FL

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24 of 208 Listings

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24 of 208 Listings

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208 listings

Homes Under $2.5M in Longboat Key, FL

Hide Map

24 of 208 Listings

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Homes Under $2.5M in Longboat Key, FL

24 of 208 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

50

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$1,495,000

2 bd · 2 ba · 1,516 sqft

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

Maggie Hicks · COLDWELL BANKER REALTY

New56Active

$529,990

2 bd · 2 ba · 1,393 sqft

546 Spanish Dr S, Longboat Key, FL

Jackie Griese · MICHAEL SAUNDERS & COMPANY

NewOpen house Sat, Oct 3 · 1:00 PM51Active

$698,765

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New43Active

$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

New54Active

$795,000

2 bd · 2 ba · 1,257 sqft

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

Sandra Endres · COLDWELL BANKER REALTY

Open house Sat, Oct 3 · 3:00 PM87Active

$1,999,000

3 bd · 3 ba · 2,856 sqft

6330 Laguna Dr, Longboat Key, FL

Danielle Dietrich, PA · COLDWELL BANKER REALTY

New4Active

$275,000

1 bd · 1 ba · 1,302 sqft

2600 Harbourside Dr #C3, Longboat Key, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

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

Open house Sun, Oct 4 · 1:00 PM54Active

$2,100,000

3 bd · 4 ba · 2,950 sqft

3617 Fair Oaks Pl, Longboat Key, FL

Ryan Heers · 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

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

62Active

$639,000

2 bd · 3 ba · 1,440 sqft

539 Forest Way #539, Longboat Key, FL

Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

Open house Sun, Oct 4 · 12:00 PM34Active

$840,000

3 bd · 2 ba · 1,242 sqft

760 Longboat Ct, Longboat Key, FL

Jesse Griffin · CENTURY 21 BEGGINS ENTERPRISES

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

Price Reduced28Active

$660,000

2 bd · 2 ba · 1,561 sqft

4600 Gulf Of Mexico Dr #301, Longboat Key, FL

Janice Buehl · FUTURE HOME REALTY INC

87Active

$645,000

2 bd · 2 ba · 1,260 sqft

843 Bayport Way #843, Longboat Key, FL

Jennifer Thompson, PA · COLDWELL BANKER REALTY

35Active

$815,000

2 bd · 2 ba · 1,490 sqft

691 Tarawitt Dr, Longboat Key, FL

JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

42Active

$1,050,000

2 bd · 2 ba · 1,456 sqft

732 Bayport Way, Longboat Key, FL

Jennifer Kenna · EXP REALTY, LLC

25Active

$495,000

0 bd · 1 ba · 368 sqft

3453 Gulf Of Mexico Dr #237, Longboat Key, FL

Rogers Moore · COLDWELL BANKER REALTY

48Active

$599,900

2 bd · 3 ba · 1,440 sqft

521 Forest Way, Longboat Key, FL

Jesse Griffin · CENTURY 21 BEGGINS ENTERPRISES

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