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# A4579070 - Status: Active View Property Details Add to Favorites View Map

• 4700 GULF OF MEXICO DR #201
• Price: $1,125,000
• Zip Code: 34228
• 1561 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• This beautiful, spacious, fully furnished 1561 square foot 2 bedroom 2 full bath end unit condo was completely renovated down to the studs in 2022. EVERYTHING IS NEW! LED lights throughout. The large gourmet chef's kitchen includes quartz countertop ... Read More
• Listing courtesy of: KEYS REALTY REDEFINED LLC

MLS# A4581629 - Status: Active View Property Details Add to Favorites View Map

• 4900 GULF OF MEXICO DR #PH5
• Price: $975,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• JAW-DROPPING! MULTI-MILLION $ WATER VIEWS! Step inside this 2-bedroom/2 bath Luxurious Penthouse Condo and instantly be captivated by the seamless fusion of elegance and natural beauty. Prepare to be enthralled by the mesmerizing beauty of the spark ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4583079 - Status: Active View Property Details Add to Favorites View Map

• 4900 GULF OF MEXICO DR #201
• Price: $925,000
• Zip Code: 34228
• 1561 Square Feet
• Subdivision: WINDWARD BAY CONDO AMD
• Bedrooms: 2 Baths: 2
• Stunning Waterfront Oasis with Unparalleled Views Nestled in the heart of a vibrant coastal community, this exquisite corner/end unit offers a lifestyle that dreams are made of. Prepare to be captivated by the breathtaking, unobstructed vistas of Sar ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4569448 - Status: Active View Property Details Add to Favorites View Map

• 4500 GULF OF MEXICO DR #206
• Price: $867,000
• Zip Code: 34228
• 1523 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• BEHOLD THE SPLENDOR! Imagine viewing joyous frolicking Dolphins from the comfort of your sparkling remodeled two-bedroom and two-bathroom condominium. Experience the wonder of manatees, Florida's gentle giants who return each year to live right below ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4576362 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #201
• Price: $795,201
• Zip Code: 34228
• 1561 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• NATURE'S DREAM HOME! LONGBOAT KEY! This Beautiful and Spacious 1561 square foot 2-bedroom, 2-bath corner deluxe end unit condo, offers a peaceful retreat for nature lovers and beach enthusiasts alike. As you step inside, you'll be greeted by a bright ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 4540 GULF OF MEXICO DR #204
• Price: $650,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Do you want a financially forward-thinking community that has passed its milestone structural integrity inspection? Discover coastal living in this bright and airy two-bedroom, two-bathroom condo that showcases captivating views of a pristine Mangrov ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 4720 GULF OF MEXICO DR #Villa 2
• Price: $435,000
• Zip Code: 34228
• 912 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 1 Baths: 1
• BEST VALUE ON LONGBOAT KEY! Affordable LBK Villa! Live in paradise in this charming one-bedroom, one-bath villa boasting 912 square feet to enjoy and unwind after a day spent soaking up the sun on the beach or kayaking on the bay. Perfect for couples ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4568180 - Status: Active View Property Details Add to Favorites View Map

• 4760 GULF OF MEXICO DR #Villa 7
• Price: $410,777
• Zip Code: 34228
• 912 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 1 Baths: 1
• Price Improvement! This bright and spacious remodeled Villa is one of the largest Longboat Key one-bedroom Villa on the market at 912 square feet. Relaxation and tranquility await as you gaze from your Livingroom and back patio to the beautiful Saras ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY