Windward Bay

Listings For SaleSold History and Market Report

Windward Bay Condos for Sale – Longboat Key, Florida 34228

Windward Bay

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

Windward Bay

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

Windward Bay

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# A4438103 - Status: Active View Property Details Add to Favorites View Map

  • 4900 GULF OF MEXICO DR #B206
  • Price: $578,000
  • Zip Code: 34228
  • 1569 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Exquisitely and extraordinary renovated waterfront offers spectacular water view welcome you the moment you enter. This two bedroom, corner residence with elegant coastal dcor features the finest of upgrades selected throughout with nothing left to d ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4420391 - Status: Active View Property Details Add to Favorites View Map

  • 4800 GULF OF MEXICO DR #205
  • Price: $560,000
  • Zip Code: 34228
  • 1325 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • It doesn't get much better than this-----superb renovation, unique kitchen redesign, serene location! Step into this Bayfront residence and experience sweeping bay views, blue sky and lush landscaping. You will see an enlarged kitchen (17 x 10) with ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4437978 - Status: Active View Property Details Add to Favorites View Map

  • 4810 GULF OF MEXICO DR
  • Price: $549,900
  • Zip Code: 34228
  • 1344 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 3 Baths: 2
  • THIS ONE HAS IT ALL! 3BD/2BA VILLA! Looking for: maintenance free lifestyle of a condo yet want the feel of living in a single family home? All the freshest trends of an updated interior & all the furnishings that make you say 'WOW'? Ability to gril ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4428829 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #301
  • Price: $529,000
  • Zip Code: 34228
  • 1561 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Seller encourages offers! No expense was spared updating this 1561 sq. ft. 2 Bed/2 Bath waterfront condo in an elevator community with boat slips and deeded beach access. From the moment you enter, you'll be greeted with an open concept kitchen/great ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4436854 - Status: Active View Property Details Add to Favorites View Map

  • 4820 GULF OF MEXICO DR
  • Price: $520,000
  • Zip Code: 34228
  • 1334 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 3 Baths: 2
  • Nestled in the Windward Bay community on Longboat Key, this villa with deeded beach access boasts three bedrooms plus two bathrooms. A beautiful pet friendly community . Get ready to enjoy the outdoor activities this beautiful community offer with ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4438093 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #PH5
  • Price: $475,000
  • Zip Code: 34228
  • 1352 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Living at Windward Bay offers a lovely direct-bayfront lifestyle complemented by an array of amenities. This two-bedroom, top-floor residence is a flourish of views of the community marina that stretch out to Sarasota Bay's tranquil waters. The bayfr ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4437943 - Status: Active View Property Details Add to Favorites View Map

  • 4600 GULF OF MEXICO DR #202
  • Price: $399,810
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • **BRAND NEW A/C JUNE 2019** PRICED TO SELL** LARGE PET FRIENDLY FOR OWNERS AND TENANTS! MOVE-IN READY PROPERTY AND YOU STILL HAVE TIME TO SECURE A TENANT FOR THE 2020 SEASON TO START EARNING INCOME AND COVERING COSTS! By doing this, it is like you ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E