Windward Bay

Windward Bay Condos for Sale – Longboat Key, Florida 34228

Windward Bay is a cozy residential complex at 4500-4980 Gulf of Mexico Drive backing up to Sarasota Bay. This property can easily endear itself to prospective buyers of Longboat Key condos for sale particularly when the Ponciana trees in its locality are in full bloom with orange flowers.

This condominium complex was developed sometime in the mid-1970s, creating the epitome of an island resort community. The Windward Bay residences are set within a palette of beautiful landscaping with flowering shrubs, tropical palms, fruit trees, and other equally charming greeneries. What’s even more, a verdant nature preserve separates the northern and southern stretches of the 25-acre property.

Midrise condos and villas

Set up as a maintenance-free community, Windward Bay is comprised of some 60 units in two residential styles. Most of these condos are housed within seven four-story buildings laid out parallel to the bayside of the property. Separate clusters of bungalow-type villas account for the other residential units within this charming enclave.

The available properties in this community are quite competitive when compared with other Longboat Key condos for sale in the Sarasota real estate market. Windward Bay’s one-story villas having floor plans of around 1,000 square feet and featuring a two-bedroom layout would typically be offered at asking prices starting from the high $200s up to the $400s.

The more plentiful Windward Bay condos within the property’s midrise buildings would generally fall within the same price range. These units too come in two-bedroom designs within floor areas from 1,096 square feet up to about 1,500 square feet. The pricier among these condos and villas are those which afford commanding views of the bay and have had recent interior upgrades.

Thrilling list of amenities

A bevy of convenient facilities and exciting amenities brings Windward Bay among the leading destinations for searches of Longboat Key condos for sale. Under-building parking is provided in the midrise condos, while the villas have individual covered garages. There is ample street parking as well within the Windward Bay enclave.

The in-house attractions of this condominium complex include two swimming pools, tennis and shuffleboard courts, plus a fitness facility. Other amenities within Windward Bay include a fishing pier and boat docks allowing safe and easy access to Sarasota Bay. Notably, just off east of the property’s bayside are several islets frequented by seabirds and whose waters are areas frequented by manatees. Across west of Gulf of Mexico Drive, Windward Bay condo residents likewise have convenient access to the beach.

Potential for renting

With all these superb features, an available unit at Windward Bay isn’t only suitable as a private vacation residence. A condo here can potentially generate regular rental income, as Windward Bay is right amid property developments primarily catering to the tourism and travel trade.

Right across the Windward Bay entrance, for example, the Zota Beach Resort is set to open in late 2016. Formerly known as the Longboat Key Hilton, this oceanfront property is being redeveloped to include more offerings besides its 187 new hotel rooms. In addition to these accommodations, the resort will also feature a “state-of-the art meeting space,” restaurant and wine bar, enticing social venues which could add more plus points for neighboring Windward Bay condos for sale.

Windward Bay Condos for Sale

Below are all of the current real estate listings available for sale at Windward Bay.

Please contact me if you would like to schedule a tour of any of the listed properties.

MLS# A4601556 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #205
• Price: $860,000
• Zip Code: 34228
• 1325 Square Feet
• Subdivision: WINDWARD BAY
• Bedrooms: 2 Baths: 2
• Entering this cheery and bright water view condo, you are greeted by a gorgeous, unique open floor plan. With gleaming 24" porcelain tile laid on the diagonal and flowing seamlessly throughout the entire home, the living space and views have been max ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4595149 - Status: Active View Property Details Add to Favorites View Map

• 4800 GULF OF MEXICO DR #PH4
• Price: $860,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• ASTONISHING WATER VIEWS! Behold this "Must See" beautifully renovated from floors to raised ceilings, fully furnished 2-bedroom/2-bathroom luxurious Penthouse Condo. Experience from every room, unsurpassed embracing vistas of sparkling turquoise blue ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4604266 - Status: Active View Property Details Add to Favorites View Map

• 4700 GULF OF MEXICO DR #PH6
• Price: $850,000
• Zip Code: 34228
• 1523 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• BREATHTAKING BAYFRONT WATER-VIEW PENTHOUSE! WELCOME TO PARADISE! Rare opportunity to own this beautiful END-UNIT, one of a kind two-bedroom, two-bathroom penthouse. The Best Bayfront Water Views with direct panoramic viewing of Sarasota Bay, the Inte ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4589073 - Status: Active View Property Details Add to Favorites View Map

• 4976 GULF OF MEXICO DR #Villa 18
• Price: $850,000
• Zip Code: 34228
• 1900 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• OPPORTUNITY IS KNOCKING - $150,000 PRICE REDUCTION ON THIS SPACIOUS MAINTENANCE FREE WATERFRONT HOME! This waterfront villa offers gorgeous Sarasota Bay and canal views plus the spaciousness of a single-family home (1900 SF), yet it is Maintenance-Fr ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4593777 - Status: Active View Property Details Add to Favorites View Map

• 4500 GULF OF MEXICO DR #PH4
• Price: $839,000
• Zip Code: 34228
• 1325 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Welcome to Windward Bay, where the allure of waterfront living meets the epitome of luxury on Longboat Key, Florida. This exquisite 2-bedroom, 2-bath condo is a haven nestled directly on the shores of sparkling Sarasota Bay, offering unparalleled vie ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4607618 - Status: Active View Property Details Add to Favorites View Map

• 4900 GULF OF MEXICO DR #PH5
• Price: $800,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Views are priceless and incredibly breathtaking! Penthouse along the bay with million-dollar water views of Sarasota Bay and convenient deeded beach access, rare pet-friendly, two-pet community, two marinas with boat slips, and across from one of two ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4600211 - Status: Active View Property Details Add to Favorites View Map

• 4600 GULF OF MEXICO DR #PH2
• Price: $785,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• DON'T BE SHY...SELLER ENCOURAGES ALL OFFERS! The stunning, unobstructed views of Sarasota Bay from every room of this 2 BR/2 BA bay front, top floor, penthouse beauty are a dream come true. With wide water views, three beach accesses directly across ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4606923 - Status: Active View Property Details Add to Favorites View Map

• 4900 GULF OF MEXICO DR #204
• Price: $749,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• MUST SEE! Prized Waterfront Location! A sparkling remodeled two bedroom, two bath condominium with SPECTACULAR WATER VIEWS from every room. Attention to detail, resplendent in both design and livability is apparent. Imagine preparing delicious meals ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4591579 - Status: Active View Property Details Add to Favorites View Map

• 4960 GULF OF MEXICO DR #A 205
• Price: $695,000
• Zip Code: 34228
• 1325 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• You'll enjoy million-dollar bay views in this updated, fully furnished 2-bedroom, 2-bathroom residence in the sought-after community of Windward Bay on Longboat Key. The second-floor location is not only convenient and easily accessible by stairs or ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4594909 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #201
• Price: $639,000
• Zip Code: 34228
• 1561 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. NEWLY PAINTED INTERIOR! BRIGHT FRESH WALLS and BRAND NEW CARPET JUST INSTALLED. Welcome to your dream home on Sarasota Bay, a unique haven that defines the concept of an active yet peaceful lifestyle on ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4580528 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #204
• Price: $600,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• SERENE WITH WATER VIEWS - MOTIVATED SELLER! Check out this bright and airy two-bedroom, two-bathroom condo, showcasing views of Sarasota Bay and a pristine Mangrove Preserve. Nestled in one of the most private and exclusive parts of the community, th ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4587513 - Status: Active View Property Details Add to Favorites View Map

• 4860 GULF OF MEXICO DR #Villa 13
• Price: $590,000
• Zip Code: 34228
• 1025 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• WOOHOO...OPPORTUNITY IS KNOCKING - MOTIVATED SELLER REDUCED THE PRICE! This exquisite 2-bedroom, 2-bathroom TURNKEY FURNISHED villa has undergone a METICULOUS RENOVATION, leaving no detail overlooked nor any expense spared. The open-concept design we ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4592314 - Status: Active View Property Details Add to Favorites View Map

• 4770 GULF OF MEXICO DR #V-6
• Price: $499,000
• Zip Code: 34228
• 911 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 1
• Enjoy the bay breeze and life of ease, yes please! Welcome to this spacious, newly remodeled, single story villa in Windward Bay on Longboat Key. The home's coastal style renovation features an airy, open plan kitchen perfect for entertaining, with w ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4573674 - Status: Active View Property Details Add to Favorites View Map

• 4720 GULF OF MEXICO DR #Villa 2
• Price: $356,900
• Zip Code: 34228
• 912 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 1 Baths: 1
• ASTONISHING & MIND-BLOWING NEW PRICE PLUS MORE! ADDITIONALLY, SELLER IS OFFERING TO EITHER PAY OFF THE 7/1/24 SPECIAL ASSESSMENT OR DEDUCT ANOTHER $26,490 FROM LIST PRICE. The choice is yours! ALREADY THE LOWEST PRICED CONDO ON LONGBOAT KEY! This is ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY