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# A4551454 - Status: Active View Property Details Add to Favorites View Map

  • 4540 GULF OF MEXICO DR #PH1
  • Price: $899,000
  • Zip Code: 34228
  • 1561 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • RARE OPPORTUNITY! DELUXE CORNER END-UNIT REMODELED PENTHOUSE! Extremely rare 2 bedroom/2 bath end-unit Penthouse condominium, boasting 1561 square feet of "Gulf to Bay" Coastal Living. Sensational Sunrise and Sunset views await. Each day you have the ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4569448 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #206
  • Price: $879,900
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • BEHOLD THE SPLENDOR! Imagine viewing joyous frolicking Dolphins from the comfort of your sparkling remodeled two-bedroom and two-bathroom condominium. Experience the wonder of manatees, Florida's gentle giants who return each year to live right below ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4557723 - Status: Active View Property Details Add to Favorites View Map

  • 4600 GULF OF MEXICO DR #206
  • Price: $869,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • PRICE REDUCED $56,000! THIS IS A SUPER OPPORTUNITY TO OWN A BEAUTIFULLY UPDATED END UNIT WITH SERENE WATER VIEWS. With two bedrooms/two bathrooms, this corner end unit home (1523 SF) has great bay views, an open concept floor plan, porcelain tile flo ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4561732 - Status: Active View Property Details Add to Favorites View Map

  • 4900 GULF OF MEXICO DR #203B
  • Price: $849,900
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • This is the ONE you've been waiting for; finally a beautifully remodeled unit at Windward Bay in arguably the "best" building in the community with full unobstructed water views of shimmering and ever-changing Sarasota Bay. This unit is fully equippe ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4562512 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #A 205
  • Price: $798,500
  • Zip Code: 34228
  • 1325 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • You'll enjoy million-dollar bay views in this updated 2-bedroom, 2-bathroom residence in the sought-after community of Windward Bay on Longboat Key. The second-floor location is not only convenient and easily accessible by stairs or elevator, but its ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4566048 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #202
  • Price: $699,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 2 Baths: 2
  • OPPORTUNITY IS KNOCKING - $66,000 PRICE REDUCTION! Waterfront and wonderful, this 2 bedroom/2 bathroom condo has great views of Sarasota Bay and the Windward Bay Marina. With a serene and airy feeling, this home has been thoughtfully updated with lam ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4568180 - Status: Active View Property Details Add to Favorites View Map

  • 4760 GULF OF MEXICO DR #Villa 7
  • Price: $450,000
  • Zip Code: 34228
  • 912 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 1 Baths: 1
  • OPPORTUNITY IS KNOCKING! This bright and spacious remodeled Villa is currently the largest Longboat Key one-bedroom Villa on the market at 912 square feet. Relaxation and tranquility await as you gaze from your Livingroom and back patio to the beauti ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4570894 - Status: Active View Property Details Add to Favorites View Map

  • 4710 GULF OF MEXICO DR #V-1
  • Price: $435,000
  • Zip Code: 34228
  • 912 Square Feet
  • Subdivision: WINDWARD BAY AMD
  • Bedrooms: 1 Baths: 1
  • Here is the one you have been waiting for! AVAILABLE AND HIGHLY SOUGHT AFTER 1 BED ROOM / 1 BATH LIGHT FILLED END UNIT VILLA in PET FRIENDLY Windward Bay, directly across the street from the beach. Choose from 3 beach access points, including a priva ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY