Windward Bay

Listings For SaleSold History and Market Report

Windward Bay Condos for Sale – Longboat Key, Sarasota, Florida 34228

Windward Bay

An open invitation for viewing an available unit at Windward Bay is an opportunity that prospective buyers of Longboat Key condos for sale shouldn’t miss out. There are close to 60 units in this complex, but sales listings here aren’t very frequent.

Their superb location along the northern stretch of the 12-mile Gulf of Mexico Drive fronting Sarasota Bay is one of the primary reasons why the current owners of units at Windward Bay would want to hang on to their properties. This area is one of the popular vacation rental destinations in Longboat Key.

As a matter of fact, the Longboat Key Hilton Hotel opposite the entrance of Windward Bay has embarked on a $25-million renovation. This major makeover is expected to be completed toward the last quarter of 2015 and add some 85 rooms to the original 102 rooms in this hotel.

Great residential mix

Windward Bay

Developed around the mid-1970s, Windward Bay goes with all the features that make its residences a wise choice among Longboat Key condos for sale whether as a private seasonal home or a rental property. This community’s residences consist of a cluster of bungalow-type villas and condo units in mid-rise buildings within a 25-acre enclave.

The condominium complex offers a pair of swimming pools, a fitness facility, tennis courts and shuffleboard courts for the exclusive use of residents and rental clients. In addition to deeded beach access and a fishing dock, protected boat slips are also among the amenities at Windward Bay. Additionally, a nature preserve provides as a refreshing backdrop for the southern boundary of the property.

As winsome, the Windward Bay complex is nestled amid lush landscaping, with banyan trees, tropical palms, fruit trees and flowering shrubs among the greeneries. All these features come as maintenance-free for the community’s homeowners.

Attractive price ranges

Windward Bay

The pricing of available units at Windward Bay can be very reasonable compared to other listings in the Sarasota real estate market. The beach bungalow type villas in this community are typically sales-listed in the $300s, featuring two bedrooms within their floor areas measuring 800-plus square feet. Updated features, such as new sliding doors and windows rated for wind and impact, could further spur buying interest on these units.

The asking prices of units in Windward Bay’s midrise buildings could be quite attractive as well. These residences are typically in the $300s–$400s price range and have floor plans of between 1,096 and 1,325 square feet, all designed with two bedrooms. The pricier units are the community’s bayfront penthouse condos which afford a sweeping panorama the Sarasota skyline and flaunt recent interior upgrades.

Impressive renting potential

Likely to impress vacation rental property investors, a Windward Bay unit can yield as much as $3,500 per month during the peak tourist season.The sustained popularity of life and leisure venues in Sarasota, Anna Maria Island and in Longboat Key itself tremendously helps in continuously growing the rental clientele of Windward Bay.

The travel attractions near Windward Bay include the historic Village of Longboat Key which is a short distance north of the condominium complex. Southward, local dining and shopping venues also abound,with the merchants at St. Armands Circle and downtown Sarasota among them.


Windward Bay Condos for Sale

Below are the current real estate listings available at Windward Bay

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

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# A4202417 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #PH6
  • Price: $445,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • "Wow" is the best description for the expansive water views and quality finishes in this 2 Bedroom, 2 Bathroom penthouse end unit. From the luxury of your master suite, awaken to the sunrise and sight of osprey and pelicans aloft. In your open plan l ... 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: 2
  • 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