Longboat Key Estates

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Overview

Located mid-island, Longboat Key Estates is a charming waterfront neighborhood with 47 homesites. Properties range in size from 1000 to over 6000 square feet. Residents enjoy deeded beach access across the street.

To learn more about any of these homes or receive email updates when new properties hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 4
Average Price: $4,367,000
Highest Price: $6,488,000
Lowest Price: $2,495,000
Average Size: 2,763 ft²
Average Price Per Square Foot: $1,545 per ft²

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entrance to Longboat Key Estates

Homes for Sale in Longboat Key Estates

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Image 0: A4690210

519 Rountree Drive, LONGBOAT KEY, FL - $6,488,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,554 SQFT
  • 51 DOM
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Built To Last. 519 Rountree Is New Construction Built Entirely Of Concrete Block (cbs) Across Every Level—unlike Many Barrier Island Homes That Transition To Wood-frame Construction Above The Flood Elevation. The Residence Has Already Experienced ...

530 Jessmyth Drive, LONGBOAT KEY, FL - $5,985,000

Land, Land
  • 35 DOM
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Currently Under Construction And Masterfully Designed For The Ultimate Waterfront Lifestyle, This Extraordinary Canal-front Estate In Longboat Key Estates Offers An Exceptional Blend Of Luxury, Comfort, And Coastal Elegance. Boasting 5 Bedrooms,...

Image 2: O6400352

581 Rountree Drive, LONGBOAT KEY, FL - $2,500,000

Land, Land
  • 48 DOM
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Build Your Waterfront Residence And Be Perfectly Positioned In One Of Longboat Key’s Most Elegant Neighborhoods- Longboat Key Estates Where Sunrise Occurs Over The Bay While Sunset Occurs Over The Gulf. You Will Have Both And Each New Day Provides...

Image 3: A4692822

617 Rountree Drive, LONGBOAT KEY, FL - $2,495,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,972 SQFT
  • 24 DOM
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Premier Waterfront Opportunity In Longboat Key Estates, Offering Direct Canal Frontage In One Of The Island’s Most Desirable Residential Enclaves. Positioned Along A Quiet Interior Street, This Property Offers The Opportunity To Own Or Build A Cu...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on June 6th, 2026 at 8:52pm EDT.

Longboat Key Estates Description (continued)

Homeowners Association Information

  • HOA Fees: $995/year
  • CDD Fees: No CDD!
  • Fee includes: Common Area Grounds Maintenance & Landscaping

Nearby Schools

  • Southside Elementary
  • Booker Middle
  • Booker High

Map of Longboat Key Estates

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