The Bay! The Gulf! The Best of Both! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Private Villa Street - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Villa 8! Steps to the Gulf & Steps to the Bay! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Pretty as a Picture Villa 8 with Private Patio! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Spacious Great Room! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
New Custom White Plantation Shutters! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Sizeable Dining Area in the Great Room! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Natural Light Filled Home! Recessed Lighting. - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Peaceful Alcove with Bay Views! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Great Room and Spacious Kitchen! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Great Room Measuring 15 x 35 feet! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Entrance to Primary Suite! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
New Updated Kitchen - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
New Quartz Countertops - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Plantation Shutters in Kitchen! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
New Dishwasher! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Spacious Kitchen! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
All New Cabinetry with Soft Closing Feature! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Even Plantation Shutters on Sliding Glass Patio Doors! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Morning Coffee Anyone? - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
A Room with a View! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Primary Bedroom with "En Suite Bathroom" - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Primary Bedroom with Ample Walk-in Closet! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Primary Bathroom - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Bedroom 2 - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Bedroom 2 with Considerable Walk-in Closet - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Guest Bathroom - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Bedroom 3 - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Bedroom 3 with Built-in Closet! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Patio View! Great Space to Grill! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Villa 8 Sideview! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Villa 8! Private Corner/End Villa! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay! Gulf to Bay Living at it's Finest! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Private Corner/End Villa! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Entry - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Both Deeded Path & Two Public Beach Accesses! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Deeded Beach Access Path - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Public Beach Access Path - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Uncrowded Beaches of Longboat Key! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Breathtaking Colors of the Gulf! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Monet Waterview of North Marina! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
North Marina - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
North Marina - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
South Marina - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
South Marina - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Manatees at the South Marina! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Kayak Storage at Both North & South Marinas! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Kayak Launch at Both North & South Marinas! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Kayak Fun Between "E" & "F" Buildings. - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Management Office & Clubhouse! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Clubhouse! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Clubhouse with Full Kitchen! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
2 Saunas - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Library - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fitness Room - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fitness Room - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fitness Room - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Shuffle Board - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Shuffle Board - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Resort Style Amenities - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Tennis/Pickleball Courts - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
North Clubhouse Pool - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
North Clubhouse Pool - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
South Pool - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
South Pool - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fire Pits throughout the Community! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fire Pits throughout the Community! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Fire Pits throughout the Community! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
1/2 Mile of Nature Trails - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
1/2 Mile of Nature Trails - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Tranquility Bench! Southern Most Point! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Entry at Night! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Entry at Night! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Birds at Sunrise! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Windward Bay Sunrise! - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
Welcome Home to Windward Bay - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY
76 photos

$680,000

4750 GULF OF MEXICO DR #Villa 8
LONGBOAT KEY, FL 34228
Listed by Debby McCaig · COLDWELL BANKER REALTY
Bedrooms
3
Bathrooms
2
Living area
1,504 sqft
Year built
1974

About this home

THE BAY! THE GULF! THE BEST OF BOTH! Imagine a place where every day begins with the peaceful beauty of Longboat Key's sparkling bay and ends beneath the breathtaking colors of a Gulf Coast sunset. Perfectly positioned between both shores, this beautifully updated 3-bedroom, 2-bath end-unit villa offers the rare opportunity to experience the very best of island living from one exceptional location. Nestled within the highly sought-after waterfront community of Windward Bay, this 1,504-square-foot residence welcomes you with a sense of light, warmth, and effortless coastal elegance. As an end unit, the villa enjoys additional windows, enhanced privacy, and an abundance of natural sunlight throughout the day. Luxury vinyl plank flooring flows seamlessly through the living spaces, while custom plantation shutters add timeless character and refinement. The thoughtfully renovated kitchen blends style and functionality with granite countertops, beautiful soft-close cabinetry, and an inviting layout designed for everyday living and easy entertaining. The spacious great room opens effortlessly to a private outdoor patio, creating the perfect setting for morning coffee, afternoon relaxation, or dining beneath the coastal breeze. Life here is refreshingly simple. Ground-level living means no stairs, no elevators, and convenient parking just steps from your front door. Whether you're arriving home from the beach or carrying in groceries, everything about this villa is designed for easy, maintenance-free living. Equally impressive are the community improvements already in place. In 2020, the exterior was upgraded with hurricane-impact windows, hurricane-impact sliding glass doors, and a new roof, providing valuable peace of mind for years to come. Windward Bay has long been one of Longboat Key's most treasured communities, and it's easy to understand why. Set across 26 beautifully landscaped waterfront acres, residents enjoy three beach access points, a scenic half-mile nature trail, two heated swimming pools, fitness center, sauna, clubhouse, tennis and pickleball courts, kayak launches, covered parking, storage areas, and boat docks available by waitlist. Dolphins, manatees, tropical birds, and other native wildlife are frequent visitors, making every walk through the community feel like a nature retreat. Pet-friendly and financially strong, Windward Bay has completed both its Milestone Inspection and Capital Reserve Study. Monthly fees were reduced in 2025 and increased by only $13 for 2026, reflecting responsible community management and long-term stability. From this ideal location, you're just minutes from St. Armands Circle, Downtown Sarasota, Bridge Street, championship golf, waterfront dining, boutique shopping, and the exceptional arts and cultural attractions that make Florida's Gulf Coast so desirable. More than a beautiful villa, this is a lifestyle defined by sunshine, serenity, and connection to the water. A place where morning bay views, evening Gulf sunsets, and the ease of resort-style living become part of your everyday experience. THE BEST OF LONGBOAT KEY ISN'T ON THE BAY OR THE GULF... IT'S BETWEEN THEM. Welcome Home to Villa 8 at Windward Bay.

Property details

MLS #
MFRA4704760
Property type
Villa
Subdivision
WINDWARD BAY AMD
Status
Active
Days on market
5
On market date
September 1, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
26.67 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
BAYSHORE ELEMENTARY SCHOOL
4.15 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
4.25 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
4.37 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: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 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
Nearby-amenity density
21 / 100
Restaurants & cafes1
Grocery stores0
Parks5
Schools0
Transit stops1
Pharmacies0

Mortgage calculator

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Est. monthly payment
$4,245/mo
$136,000 down
$544,000 loan
Principal & interest$3,528
Property tax (est.)$567
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 18 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.