1600 HARBOR SOUND DRIVE LONGBOAT KEY FL 34228 | MLS #A4692027

There are multiple listings for this address:
1600 HARBOR SOUND DRIVE
LONGBOAT KEY, FL, 34228
$11,900,000
5 Beds
5.5 Baths
5,689 SqFt
0.41 Acres
Add
MLS #A4692027 image #0
Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key’s most coveted boating communities. Tucked behind double gated, guard-secured entry, this exceptional 0.41-acre homesite boasts an impressive 135 feet of deep-water frontage, offering effortless access to Sarasota Bay and the Gulf of Mexico. Designed for those who embrace the waterfront lifestyle, the expansive canal frontage provides possibilities for multiple vessels and seamless days on the water. As a Bay Isles resident, you’ll also enjoy deeded private access to the Bay Isles Beach Club, where miles of pristine Gulf beaches await. Perfectly positioned directly across from the world-renowned St. Regis Longboat Key Resort, this premier location places luxury amenities at your doorstep while maintaining the privacy and exclusivity of a gated waterfront enclave. Championship golf, marinas, waterfront dining, boutique shopping at St. Armands Circle, and the arts, culture, and fine dining of downtown Sarasota are all just minutes away. Whether you envision a contemporary coastal masterpiece or a timeless waterfront retreat, this remarkable homesite offers the ideal canvas to build the custom residence you’ve always imagined in one of Southwest Florida’s most distinguished waterfront communities. Architectural plans are available upon request, with engineering complete. Capitalize on the extensive development work already completed, saving valuable time and expense while accelerating the path toward permitting and construction. An existing residence is situated on the property; however, the property is being marketed for its exceptional homesite and development potential.

Property Details

Price:
$11,900,000
MLS #:
A4692027
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subdivision:
BAY ISLES
Neighborhood:
34228longboatkey
Listed Date:
Apr 30, 2026
Finished Sq Ft:
5,689
Lot Size:
18,043 sqft / 0.41 acres (approx)
WaterfrontCommunity Gated34228 – Longboat Key34228longboatkeyBay IslesWaterResidentialPets Allowed

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Schools

Interior

Exterior

Association Amenities
Gated
Community Features
Gated Community – Guard
Direction Faces
West
Lot Features
Buildable, Corner Lot, Landscaped, Near Golf Course, Near Marina, Oversized Lot
Security Features
Gated Community
View
Water
Waterfront Features
Canal – Saltwater

Financial

HOA Fee
$4,620
HOA Fee 2
$3,675
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Annually
HOA Name
Lisa Fowler
HOA Name 2
Bay Isles Master Association
HOA Phone
941-921-3221
Tax Year
2025
Taxes
$24,527

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Single Family in LONGBOAT KEY as of Aug 13, 2026
127
Single Family Listed
207
Avg DOM
1,026
Avg $ / SqFt
$3,020,105
Avg List Price

Property Summary

    Located in the BAY ISLES subdivision, 1600 HARBOR SOUND DRIVE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $11,900,000 and features 5 beds, 6 baths, and has approximately 5,689 square feet of living space.The current price per square foot is $2,092. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,026. The average listing price for Single Family in LONGBOAT KEY is $3,020,105. To schedule a showing of MLS#a4692027 at 1600 HARBOR SOUND DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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1600 HARBOR SOUND DRIVE
LONGBOAT KEY, FL
1600 HARBOR SOUND DRIVE
LONGBOAT KEY, FL, 34228
$3,995,000
Beds
0 Baths
0 SqFt
0.41 Acres
Add
MLS #A4698387 image #0
Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key’s most coveted boating communities. Tucked behind double gated, guard-secured entry, this exceptional 0.41-acre homesite boasts an impressive 135 feet of deep-water frontage, offering effortless access to Sarasota Bay and the Gulf of Mexico. Designed for those who embrace the waterfront lifestyle, the expansive canal frontage provides possibilities for multiple vessels and seamless days on the water. As a Bay Isles resident, you’ll also enjoy deeded private access to the Bay Isles Beach Club, where miles of pristine Gulf beaches await. Perfectly positioned directly across from the world-renowned St. Regis Longboat Key Resort, this premier location places luxury amenities at your doorstep while maintaining the privacy and exclusivity of a gated waterfront enclave. Championship golf, marinas, waterfront dining, boutique shopping at St. Armands Circle, and the arts, culture, and fine dining of downtown Sarasota are all just minutes away. Whether you envision a contemporary coastal masterpiece or a timeless waterfront retreat, this remarkable homesite offers the ideal canvas to build the custom residence you’ve always imagined in one of Southwest Florida’s most distinguished waterfront communities. Architectural plans are available upon request, with engineering complete. Capitalize on the extensive development work already completed, saving valuable time and expense while accelerating the path toward permitting and construction. An existing residence is situated on the property; however, the property is being marketed for its exceptional homesite and development potential.

Property Details

Price:
$3,995,000
MLS #:
A4698387
Status:
Active
Beds:
0
Baths:
0
Type:
Land
Subdivision:
BAY ISLES
Neighborhood:
34228longboatkey
Listed Date:
Jul 16, 2026
Lot Size:
18,043 sqft / 0.41 acres (approx)
WaterfrontCommunity Gated34228 – Longboat Key34228longboatkeyBay IslesWaterResidentialPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Interior

Exterior

Association Amenities
Gated
Community Features
Gated Community – Guard
Direction Faces
West
Lot Features
Buildable, Corner Lot, Landscaped, Near Golf Course, Near Marina, Oversized Lot
Security Features
Gated Community
View
Water
Waterfront Features
Canal – Saltwater

Financial

HOA Fee
$4,620
HOA Fee 2
$3,675
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Annually
HOA Name
Lisa Fowler
HOA Name 2
Bay Isles Master Association
HOA Phone
941-921-3221
Tax Year
2025
Taxes
$24,527

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Land in LONGBOAT KEY as of Aug 13, 2026
127
Land Listed
207
Avg DOM
1,026
Avg $ / SqFt
$3,020,105
Avg List Price

Property Summary

    Located in the BAY ISLES subdivision, 1600 HARBOR SOUND DRIVE LONGBOAT KEY FL is a Land for sale in LONGBOAT KEY, FL, 34228. It is listed for $3,995,000 and features 0 acres. To schedule a showing of MLS#a4698387 at 1600 HARBOR SOUND DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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