Stunning Bay Isles Estate Home
Located within the prestigious double gated estate section of Bay Isles, this elegantly appointed residence offers exceptional privacy, refined finishes, and direct canal frontage with a private boat dock. The home features a spacious open floor plan with vaulted ceilings, abundant natural light, and seamless indoor outdoor living designed for both comfort and sophisticated entertaining.
Extensive recent improvements include a new tile roof, new A/C systems, updated plumbing, new irrigation system, enhanced landscaping, and a freshly painted exterior. The main living level showcases remodeled baths, a fully updated kitchen with new cabinetry, recessed lighting, and quartz countertops, as well as new 42″ tile flooring throughout. Plantation shutters, solid surface counters, and a wood burning fireplace further enhance the home’s appeal.
The expansive screened lanai offers a resurfaced heated pool and spa, creating an ideal setting for year round enjoyment. Sliding doors provide effortless access to the outdoor living areas and canal views.
The lower level features a large non conforming space with additional bedrooms, a kitchen, full bath, and a generous game room with direct access to the dock—well suited for guests, extended family, or recreational use.
Residents of Bay Isles enjoy 24 hour manned gate security and deeded beach access to the Bay Isles Beach Club. The property is conveniently located near Sarasota and Bradenton, with easy access to TPA Tampa, SRQ Sarasota, and RSW Ft. Myers airports, as well as world class dining, shopping, and beaches, including St. Armands Circle.
Located within the prestigious double gated estate section of Bay Isles, this elegantly appointed residence offers exceptional privacy, refined finishes, and direct canal frontage with a private boat dock. The home features a spacious open floor plan with vaulted ceilings, abundant natural light, and seamless indoor outdoor living designed for both comfort and sophisticated entertaining.
Extensive recent improvements include a new tile roof, new A/C systems, updated plumbing, new irrigation system, enhanced landscaping, and a freshly painted exterior. The main living level showcases remodeled baths, a fully updated kitchen with new cabinetry, recessed lighting, and quartz countertops, as well as new 42″ tile flooring throughout. Plantation shutters, solid surface counters, and a wood burning fireplace further enhance the home’s appeal.
The expansive screened lanai offers a resurfaced heated pool and spa, creating an ideal setting for year round enjoyment. Sliding doors provide effortless access to the outdoor living areas and canal views.
The lower level features a large non conforming space with additional bedrooms, a kitchen, full bath, and a generous game room with direct access to the dock—well suited for guests, extended family, or recreational use.
Residents of Bay Isles enjoy 24 hour manned gate security and deeded beach access to the Bay Isles Beach Club. The property is conveniently located near Sarasota and Bradenton, with easy access to TPA Tampa, SRQ Sarasota, and RSW Ft. Myers airports, as well as world class dining, shopping, and beaches, including St. Armands Circle.
Property Details
Price:
$2,499,500
MLS #:
A4684177
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAY ISLES
Neighborhood:
34228longboatkey
Listed Date:
Mar 2, 2026
Finished Sq Ft:
3,768
Total Sq Ft:
6,059
Lot Size:
11,250 sqft / 0.26 acres (approx)
Year Built:
1983
See this Listing
Schools
Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Booker High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air, Humidity Control
Flooring
Ceramic Tile, Laminate, Porcelain Tile, Hardwood
Heating
Central, Heat Pump
Laundry Features
Inside, Laundry Room
Exterior
Architectural Style
Custom
Association Amenities
Gated, Security
Community Features
Water Access, Buyer Approval Required, Deed Restrictions, Sidewalks
Construction Materials
Block, Wood Frame
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters
Roof
Tile
Security Features
Gated Community, Key Card Entry
Financial
HOA Fee
$2,188
HOA Frequency
Annually
HOA Includes
24-Hour Guard, Private Road, Security
HOA Name
Bay Isles / David Novak
Tax Year
2025
Taxes
$16,365
Map
Community
- Address3421 BAYOU SOUND LONGBOAT KEY FL
- SubdivisionBAY ISLES
- CityLONGBOAT KEY
- CountySarasota
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 360 NORTH PH II
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- ACREAG0001
- AQUARIUS CLUB
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD COVE
- BUTTONWOOD HARBOR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CHARLIES
- CLUB LONGBOAT BEACH & TENNIS
- COLLIER WALKER
- CONDOMINIUM RESIDENCES AT LONGBOAT KEY
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTY CLUB SHORES SEC I
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EMERALD POINTE NORTH
- EN PROVENCE
- FAIRWAY BAY
- FAIRWAY BAY 1
- FAIRWAY BAY 2 PH 1
- FAIRWAY BAY 2 PH 2 & 3
- FAIRWAY BAY 3
- FRACTIONAL SUB
- GRAND BAY 1
- GRAND BAY 2
- GRAND BAY 3
- GRAND BAY 4
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR OAKS PH I & II
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HARRIS BAYOU
- HOOTON
- INFINITY ON LONGBOAT KEY
- INN ON THE BEACH
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB
- ISLANDER CLUB OF LONGBOAT
- ISLANDS WEST
- JEWFISH KEY
- L AMBIANCE
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LAGUNA YACHT VILLAGE
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MARINA BAY
- MCCALLS BEACH CASTLE
- NEPTUNE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB 3
- PLAYERS CLUB I
- PLAYERS CLUB II
- PLAYERS CLUB III
- PORTOBELLO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOR A/K/A MANCHESTER BAY
- QUEENS HARBOUR
- RAUCH
- REGENT PLACE PH 2
- SABAL COVE
- SAGE LBK
- SALTY ACRES
- SANCTUARY I
- SANCTUARY IV
- SAND CAY
- SANDS POINT
- SARASOTA OUTRIGGER
- SEA GATE CLUB
- SEA PINES
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE V
- SEAPLACE VI
- SHIPMANS ADD
- SLEEP LAGOON PARK
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB CONDO
- ST REGIS LONGBOAT KEY
- ST. REGIS
- ST. REGIS LONGBOAT KEY
- SUNSET BEACH
- SUNSET BEACH PH 2
- SUTTON PLACE
- TANGERINE BAY CLUB
- THE BANYAN BAY CLUB
- THE PRESERVE/LONGBEACH
- THE SHORE
- THE WESTCHESTER
- TIFFANY PLAZA
- TREE HOUSE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES BEACH & MARINA
- TWIN SHORES BEACH AND MARINA, INC.
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- VIZCAYA AT LONGBOAT KEY PH 01
- VIZCAYA AT LONGBOAT KEY PHASE 1
- WATER CLUB 01 AT LONGBOAT KEY
- WENDY
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WHITNEY BEACH III
- WINDWARD BAY AMD
Market Summary
Current real estate data for Single Family in LONGBOAT KEY as of Mar 20, 2026
175
Single Family Listed
147
Avg DOM
1,057
Avg $ / SqFt
$3,390,061
Avg List Price
Property Summary
- Located in the BAY ISLES subdivision, 3421 BAYOU SOUND LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $2,499,500 and features 3 beds, 3 baths, and has approximately 3,768 square feet of living space, and was originally constructed in 1983. The current price per square foot is $663. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,057. The average listing price for Single Family in LONGBOAT KEY is $3,390,061. To schedule a showing of MLS#a4684177 at 3421 BAYOU SOUND in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of MICHAEL SAUNDERS & COMPANY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3421 BAYOU SOUND
LONGBOAT KEY, FL














































































