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# A4200594 - Status: Active View Property Details Add to Favorites View Map

  • 4972 GULF OF MEXICO DR #V20
  • Price: $600,000
  • Zip Code: 34228
  • 1422 Square Feet
  • Subdivision: WINDWARD BAY
  • Bedrooms: 3 Baths: 2
  • Come enjoy this rarely available, beautifully remodeled 3-bedroom, 2-bathroom, maintenance free, waterfront residence in Longboat Key. This open concept plan was designed to make the kitchen, great room, and bonus room the heart of the home. With exp ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4193671 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #205
  • Price: $475,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • CONDO EXTRAORDINAIRE IN WINDWARD BAY! "New" can be used to describe so many aspects of this 2BD/2BA Bayfront, picturesque home. NEW porcelain tile floors, bearing a resemblance to lightly weathered wood, from the moment you enter and thru-out the ent ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4201911 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #306
  • Price: $430,000
  • Zip Code: 34228
  • 1533 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Panoramic water views from this large, furnished 2 Bedroom, 2 Bathroom end unit. In your master retreat, awaken to the reflection of the sunrise on the bay. In your open plan living/dining room and 23' lanai, wind down the day sipping your favorite b ... 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: $425,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • You will enjoy beautiful views from every room of this lovingly maintained and never-rented residence as much as the owners have during their annual 4-month vacations over the past 30 years. With an open living/dining area, eat-in space in the kitche ... Read More
  • Listing courtesy of: Michael Saunders & Company

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

  • 4600 GULF OF MEXICO DR #202
  • Price: $422,500
  • Zip Code: 34228
  • 1096 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# A4202124 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #PH6
  • Price: $350,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 1
  • Welcome to Paradise! Longboat Key is one of the most sought after areas on the West coast of Florida. Known for its casual, upscale environment, beautiful beaches, incredible fishing and boating with fine dining and shopping only minutes away. Windwa ... Read More
  • Listing courtesy of: WEICHERT REALTORS HALLMARK PRO

MLS# A4177049 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #201
  • Price: $349,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Enjoy bay and marina views from this first floor (over parking) residence.Updates include new electrical panel in (2016);new HVAC (2/18/2016) and laminate flooring, freshly painted kitchen, entry hall and master bathroom.This corner residence has an ... Read More
  • Listing courtesy of: Michael Saunders & Company