Windward Bay! Gulf to Bay Living! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
G206 Deluxe Corner/End Condo - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Old Florida Amazing View from "G" Building - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
G206 Front Door - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Entry Hall With Bayfront Water Views - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Great Room to Florida Room View - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Florida Room - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Florida Room - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Work Desk with a View in Your Florida Room! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Kitchen with Thomasville Cabinets - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Kitchen with Thomasville Cabinets and Breakfast Table for Two! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
An Abundance of Cabinet Storage - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Great Room with Dining and Living Area - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Great Room Living and Dining Area - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Primary Suite with Spectacular Bayfront Views! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Primary Suite with Spectacular Bayfront Views! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Primary Bedroom with "EnSuite" Bathroom - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Dual Sink "Ensuite" Bathroom with Massive Walk-In Closet - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Primary "Ensuite" Bathroom - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Closets Galore! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Primary "EnSuite" Shower with Rain Shower Head and Bench - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Guest Room With a View! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Guest Room with Built in Cabinets and 2 Closets! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Guest Bathroom - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
"G" Building - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
G206 Deluxe End/Corner Condo - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Windward Bay! Gulf to Bay Living - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Steps to both Sarasota Bay and the Gulf! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Condominium at 4500 GULF OF MEXICO DR #206, LONGBOAT KEY, photo 29 of 72
Private Deeded & Public Beach Access Buildings A-E! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Public Beach Access Buildings G & F - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Private Deeded Beach Access Path - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Public Access - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
The Many Blues and Greens of the Gulf! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
The Uncrowded Beaches of Longboat Key! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
North Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
North Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
North Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
South Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
South Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
South Marina - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Manatees of the South Marina! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Kayak Storage at both South and North Marinas - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Windward Bay Kayak Fun between "F" and "E" Buildings! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Kayak Launches at both South and North Marinas - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Office and Clubhouse - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Clubhouse - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Clubhouse with Full Kitchen! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
2 Saunas! A separate Mens and Womens Sauna! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Library - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Fitness Room - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Fitness Room - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Fitness Room - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Shuffleboard - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Shuffleboard - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Resort Style Amenities - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Tennis/Pickleball Courts - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Clubhouse North Pool - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Clubhouse North Pool - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
South Pool - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
South Pool - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Community Fire Pits Throughout the Property - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Community Fire Pits Throughout the Property - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Community Fire Pits Throughout the Property - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
1/2 Mile of Bayfront Nature Trails - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
1/2 Mile of Bayfront Nature Trails - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Tranquility Bench! Southern Point of Property! (Right in Front of "G"! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Windward Bay at Night - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Windward Bay at Night - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Windward Bay Birds at Sunrise! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Sunrise from "G" Building! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
Welcome Home! - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY
72 photos

$769,000

4500 GULF OF MEXICO DR #206
LONGBOAT KEY, FL 34228
Listed by Debby McCaig · COLDWELL BANKER REALTY
Bedrooms
2
Bathrooms
2
Living area
1,523 sqft
Year built
1975

About this home

"One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” This residence is now available for public and private showings. Restricted access resulted in only three private showings in six months. Buyer's have a rare chance to discover a home that’s been under the radar. (Do not let the days on the market fool you. Snowbirds were unable to view this listing the entire "season"). The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete, Monthly Condo Fees for 2025 were actually reduced, and the new 2026 Monthly Condo fees only increased by $13. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”

Highlights

WaterfrontPrivate pool

Property details

MLS
Stellar MLS
MLS #
MFRA4671822
Property type
Condominium
Subdivision
WINDWARD BAY AMD
Status
Active
Days on market
306
On market date
November 15, 2025
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
N/A
Lot size
26.67 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
BAYSHORE ELEMENTARY SCHOOL
4.17 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
677
Student:teacher ratio
14.7:1
District
MANATEE
Middle
ELECTA LEE MAGNET MIDDLE SCHOOL
4.27 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
780
Student:teacher ratio
16.6:1
District
MANATEE
HighCharter
STATE COLLEGE OF FLORIDA COLLEGIATE SCHOOL
4.39 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
504
Student:teacher ratio
25.2:1
District
MANATEE

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

44
Somewhat walkable
out of 100
EPA National Walkability Index
11.8 / 20 -- Above average walkable
Google Places amenity density
21 / 100
Restaurants & cafes1
Grocery stores0
Parks5
Schools0
Transit stops1
Pharmacies0

Market position

How this listing compares to current activity in LONGBOAT KEY, from live MLS data.

On the market 306 days -- 44 more days than LONGBOAT KEY's current average of 262 days.
For reference, the median list price across 527 active listings in LONGBOAT KEY right now is $623,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$4,781/mo
$153,800 down
$615,200 loan
Principal & interest$3,990
Property tax (est.)$641
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 3 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.