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# 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# 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
  • No expense was spared in updating this stunning, spacious 1561 sq. ft. 2 Bed/2 Bath waterfront, third floor condo in a 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# A4431064 - Status: Active View Property Details Add to Favorites View Map

  • 4800 GULF OF MEXICO DR #PH5
  • Price: $525,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Don't miss it! This exceptionally well maintained 2 Bed/2 Bath penthouse level condo is a high quality renovation with spectacular unobstructed views of Sarasota Bay. No expense was spared. Radiates quality with high end finishes including crown moul ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4434160 - Status: Active View Property Details Add to Favorites View Map

  • 4600 GULF OF MEXICO DR #206
  • Price: $465,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Indulge in waterfront living at its best. This highly desirable and recently remodeled end residence showcases stunning views of Sarasota Bay from every room. The smart floor plan includes 2 beds, 2 full baths, and an open living area that can be con ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4422164 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #305
  • Price: $405,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO
  • Bedrooms: 2 Baths: 2
  • Gorgeous Sarasota Bay views are yours from every room in this 2 bed/2 bath, Turn-Key Furnished condo with Beach access right across the street! With 25+ feet of waterfront windows and a great location, the expansive Bay views make this perfect for re ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4419076 - 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
  • PRICED TO MOVE AND MOVE-IN READY! RENT IT, OR USE IT, OR BOTH! DON'T MISS YOUR OPPORTUNITY BECAUSE RIGHT NOW EVERYONE IS SECURING THEIR HOME FOR THE NEXT SEASON. BUY NOW AND SECURE RENTAL INCOME...OR.... SECURE YOUR HOME IN PARADISE FOR THIS SPRI ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY