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# A4211887 - Status: Active View Property Details Add to Favorites

  • LONGBOAT KEY
  • Price: $669,000
  • Zip Code: 34228
  • 1422 Square Feet
  • Subdivision: WINDWARD BAY
  • Bedrooms: 3 Baths: 2
  • Yes, you can buy paradise for less than a million dollars! Entering this Bayfront beauty, your first word will be "WOW" as you take in the 180-degree direct Sarasota Bay views from the lanai, great room, kitchen and bedroom. This rarely available, tr ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4209141 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #303
  • Price: $425,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • When a Vacation home becomes a Place to Call Home. Welcome to Windward Bay, Building D with the best water views. After a WOW entry to this fully updated condo you will find yourself immediately pulled to the vast wall of windows facing directly onto ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4201897 - Status: Active View Property Details Add to Favorites

  • LONGBOAT KEY
  • Price: $417,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Picturesque and serene! Upon entry into this updated 2BD/2BA home you are immediately drawn to the Bayfront views that are so close you feel as though you are a part of them. Ceramic tile laid in an attractive staggered pattern leads you thru the l ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# T2924427 - Status: Active View Property Details Add to Favorites

  • LONGBOAT KEY
  • Price: $414,900
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Pristine light and bright 2 BR/2BA condo with beautiful views from all rooms in a quiet location. Spend your mornings and evenings on the 22' lanai enjoying peaceful views of water and mangroves while listening to the sounds of nature. Gorgeous $95,0 ... Read More
  • Listing courtesy of: Advantage Real Est. Service

MLS# A4215585 - Status: Active View Property Details Add to Favorites View Map

  • 4900 GULF OF MEXICO DR #B305
  • Price: $395,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Gorgeous, expansive, "so close you feel like you can touch the water" views of Sarasota Bay from this well located 2 bedroom, 2 bathroom condo. Great opportunity to purchase in one of the most sought-after buildings on the property. This unit is very ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4215444 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #A206
  • Price: $395,000
  • Zip Code: 34228
  • 1561 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 1
  • Calling all boat lovers! This large end unit with over 1500 sq/ft overlooks Sarasota Bay AND one of the two community marinas. Whether loving the wind in your sails or the "need for speed", keep an eye on your boat while enjoying the great water view ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4195618 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #203
  • Price: $339,500
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Enjoy beautiful water views from every room of this perfectly maintained, never-rented residence. The bright kitchen features a raised ceiling, new lighting, granite counters, and new appliances. The spacious bay front lanai, accessible from the livi ... Read More
  • Listing courtesy of: Michael Saunders & Company