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
Interior Features
Ceiling Fan(s), Central Vacuum, Dumbwaiter, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Custom
Association Amenities
Gated, Security
Attached Garage YN
1
Community Features
Water Access, Buyer Approval Required, Deed Restrictions, Sidewalks
Construction Materials
Block, Wood Frame
Covered Spaces
2
Direction Faces
East
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters
Garage Spaces
2
Lot Features
Flood Insurance Required, Landscaped, Sidewalk
Patio And Porch Features
Covered, Enclosed, Patio, Screened
Roof
Tile
Security Features
Gated Community, Key Card Entry
Spa Features
Heated, In Ground
View
Water
Waterfront Features
Canal – Saltwater, Canal Front
Window Features
Window Treatments
Financial
HOA Fee
$2,188
HOA Fee Frequency
Annually
HOA Includes
24-Hour Guard, Private Road, Security
HOA Name
Bay Isles / David Novak
HOA Phone
941-306-1118
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
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY HARBOUR
- BAY HARBOUR APTS
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH B
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYPORT BEACH & TENNIS CLUB PH D
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD HARBOR
- CASA DEL MAR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CEDARS EAST SEC 3
- CEDARS WEST OF LONGBOAT INC
- CLUB LONGBOAT BEACH & TENNIS
- CONRAD BEACH
- CONTINENTALS SEA CLUB III
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 01
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTRY CLUB SHORES SEC 1
- COUNTRY CLUB SHORES SEC 2
- COUNTRY CLUB SHORES, UNIT 5, SEC 3
- COUNTY CLUB SHORES SEC I
- COVERT II
- DOCK ON THE BAY SEC 1
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EMERALD POINTE SOUTH
- EN PROVENCE
- FAINE APTS
- 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 4
- GRAND BAY 5
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- H & M ASSOC
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR LINKS
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HIDEAWAY BAY SUB
- HOOTON
- INN ON THE BEACH PH I
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB OF LONGBOAT
- JEWFISH KEY
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LA FIRENZA
- LAGUNA YACHT VILLAGE
- LAGUNA YACHT VILLAGE A CONDO
- LANDS END
- LIGHTHOUSE POINT
- LONGBEACH
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT BEACH HOUSE
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY ESTATES
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT LANDING
- LONGBOAT SANDPIPERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MARINA BAY
- MARY REGINA REESE
- MCCALLS BEACH CASTLE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB I
- PLAYERS CLUB III
- PLAYERS CLUB IV
- PORTOBELLO
- POSITANO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOUR
- RAUCH
- RESUB OF LTS 2B&3B OF SLEEPY LAGOON ADD
- SABAL COVE
- SAINT JUDES APTS
- SALTY ACRES
- SANCTUARY II
- SANCTUARY III
- SANCTUARY IV
- SANCTUARY IV LONGBOAT KEY
- SAND CAY
- SANDHAMN
- SANDS POINT
- SEA GATE CLUB
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE IV
- SEAPLACE V
- SEAPLACE VI
- SEASIDE OF LONGBOAT
- SILVER SANDS
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB
- SPANISH MAIN YACHT CLUB CONDO
- ST REGIS LONGBOAT KEY
- ST. REGIS
- ST. REGIS LONGBOAT KEY
- SUNSET BEACH
- SUNSET BEACH PH 2
- SUTTON PLACE
- T J OXFORD
- TANGERINE BAY CLUB
- TENCON BEACH
- THE BANYAN BAY CLUB
- THE GRANDE AT LONGBOAT KEY
- THE PRESERVE/LONGBEACH
- THE SHORE
- TIFFANY PLAZA
- TRITON COVE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- WATER CLUB 01 AT LONGBOAT KEY
- WATER CLUB AT LONGBOAT KEY
- WATER CLUB II/LONGBOAT KEY
- WATER CLUBI/LONGBOAT KEY CONDO
- WENDY
- WESTCHESTER
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WHITNEY BEACH CONDO
- WHITNEY BEACH III
- WINDING OAKS
- WINDWARD BAY AMD
Market Summary
Current real estate data for Single Family in LONGBOAT KEY as of May 23, 2026
175
Single Family Listed
164
Avg DOM
959
Avg $ / SqFt
$2,993,214
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 $959. The average listing price for Single Family in LONGBOAT KEY is $2,993,214. To schedule a showing of MLS#a4684177 at 3421 BAYOU SOUND in LONGBOAT KEY, FL, contact your LPT Realty agent at 813.694.8061.
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 LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty 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
