PRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like a single-family home while offering the convenience of maintenance-free island living. With nearly 1,900 square feet, this is the largest floor plan in the community and offers beautiful Sarasota Bay and canal views from the main living areas.
The well-designed layout includes a spacious waterfront great room, two large bedrooms, two updated bathrooms, and a flexible bonus room that can easily serve as a third bedroom, home office, or private guest suite with its own exterior entrance. The open kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and overlooks the living space, making it ideal for everyday living or entertaining.
Recent improvements including hurricane impact windows and luxury vinyl flooring throughout provide both comfort and peace of mind. A large interior laundry room with newer full-size washer and dryer offers additional storage and the potential to add a third bathroom if desired. The attached covered carport provides convenient access directly into the home.
Enjoy true Florida waterfront living from the enclosed Florida room and private patio where you can relax, grill, or watch dolphins and manatees in the canal.
This well-managed community has completed its structural integrity requirements and allows rentals twice per year with a one-month minimum and no ownership waiting period, making this an excellent option for both personal use and investment. Flood insurance is included in the condo fee for additional peace of mind.
Located directly across from Zota Beach Resort and close to dining, shopping, and the best beaches on Longboat Key, this property presents an outstanding opportunity to own a spacious waterfront residence at an attractive value.Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard,
boat slips ($60/month with an owner-supplied lift), kayaking and paddleboarding
(storage/launches $40/year), fishing, and three deeded beach accesses. Stroll or bike through 26
acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach
Resort for fine dining and sunset cocktails. This proactive community has passed its structural
integrity inspection and is certified for another ten years. Owners may rent twice per year with a
one-month minimum and no ownership waiting period—ideal for generating income while
enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two
large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can
have pets…a uniquely appealing feature for those seeking rental income. For peace of mind, flood insurance is included in the Condo fee.
Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a
paradise-like setting. What could be better? It could be yours!
The well-designed layout includes a spacious waterfront great room, two large bedrooms, two updated bathrooms, and a flexible bonus room that can easily serve as a third bedroom, home office, or private guest suite with its own exterior entrance. The open kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and overlooks the living space, making it ideal for everyday living or entertaining.
Recent improvements including hurricane impact windows and luxury vinyl flooring throughout provide both comfort and peace of mind. A large interior laundry room with newer full-size washer and dryer offers additional storage and the potential to add a third bathroom if desired. The attached covered carport provides convenient access directly into the home.
Enjoy true Florida waterfront living from the enclosed Florida room and private patio where you can relax, grill, or watch dolphins and manatees in the canal.
This well-managed community has completed its structural integrity requirements and allows rentals twice per year with a one-month minimum and no ownership waiting period, making this an excellent option for both personal use and investment. Flood insurance is included in the condo fee for additional peace of mind.
Located directly across from Zota Beach Resort and close to dining, shopping, and the best beaches on Longboat Key, this property presents an outstanding opportunity to own a spacious waterfront residence at an attractive value.Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard,
boat slips ($60/month with an owner-supplied lift), kayaking and paddleboarding
(storage/launches $40/year), fishing, and three deeded beach accesses. Stroll or bike through 26
acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach
Resort for fine dining and sunset cocktails. This proactive community has passed its structural
integrity inspection and is certified for another ten years. Owners may rent twice per year with a
one-month minimum and no ownership waiting period—ideal for generating income while
enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two
large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can
have pets…a uniquely appealing feature for those seeking rental income. For peace of mind, flood insurance is included in the Condo fee.
Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a
paradise-like setting. What could be better? It could be yours!
Property Details
Price:
$650,000
MLS #:
A4665034
Status:
Active
Beds:
3
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
WINDWARD BAY AMD
Neighborhood:
34228longboatkey
Listed Date:
Oct 27, 2025
Finished Sq Ft:
1,900
Total Sq Ft:
2,283
Lot Size:
1,140,000 sqft / 26.00 acres (approx)
Year Built:
1974
See this Listing
Schools
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Bayshore High
Interior
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Mediterranean
Association Amenities
Cable TV, Clubhouse, Elevator(s), Fence Restrictions, Fitness Center, Laundry, Lobby Key Required, Maintenance, Optional Additional Fees, Park, Pickleball Court(s), Pool, Recreation Facilities, Sauna, Shuffleboard Court, Tennis Court(s), Trail(s), Vehicle Restrictions
Common Walls
Corner Unit, End Unit
Community Features
Bay/Harbor Front, Boat Slip, Canal Front, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront, Association Recreation – Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Park, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Stucco
Covered Spaces
1
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sidewalk, Sprinkler Metered, Tennis Court(s)
Lot Features
FloodZone, City Lot, In County, Landscaped, Level, Near Golf Course, Near Marina, Near Public Transit, Sidewalk
Open Parking YN
1
Other Structures
Tennis Court(s)
Parking Features
Covered, Deeded, Ground Level, Guest, Off Street, Open
Patio And Porch Features
Patio
Roof
Built-Up, Tile
Security Features
Smoke Detector(s)
View
Garden, Water
Waterfront Features
Bay/Harbor Front, Canal Front, Waterfront, Bay/Harbor, Canal – Saltwater
Window Features
Blinds, ENERGY STAR Qualified Windows, Shades, Storm Window(s), Window Treatments
Financial
HOA Fee Frequency
Monthly
HOA Includes
Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
HOA Name
Meryem Billaouadil
HOA Phone
941-383-3571
Tax Year
2024
Taxes
$5,878
Map
Community
- Address4976 GULF OF MEXICO DRIVE UNIT Villa 18 LONGBOAT KEY FL
- SubdivisionWINDWARD BAY AMD
- CityLONGBOAT KEY
- CountyManatee
- 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 Condo in LONGBOAT KEY as of May 06, 2026
296
Condo Listed
136
Avg DOM
738
Avg $ / SqFt
$1,366,156
Avg List Price
Property Summary
- Located in the WINDWARD BAY AMD subdivision, 4976 GULF OF MEXICO DRIVE UNIT Villa 18 LONGBOAT KEY FL is a Condo for sale in LONGBOAT KEY, FL, 34228. It is listed for $650,000 and features 3 beds, 2 baths, and has approximately 1,900 square feet of living space, and was originally constructed in 1974. The current price per square foot is $342. The average price per square foot for Condo listings in LONGBOAT KEY is $738. The average listing price for Condo in LONGBOAT KEY is $1,366,156. To schedule a showing of MLS#a4665034 at 4976 GULF OF MEXICO DRIVE UNIT Villa 18 in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COLDWELL BANKER REALTY. 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. 4976 GULF OF MEXICO DRIVE UNIT Villa 18
LONGBOAT KEY, FL
