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# A4211346 - Status: Active View Property Details Add to Favorites View Map

  • 4600 GULF OF MEXICO DR #305
  • Price: $515,000
  • Zip Code: 34228
  • 1325 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • You will be dazzled by the magnificent bay views and exceptional design of this sophisticated, easy living, move in ready residence. The totally renovated interior has an open sun filled Great Room, a stunning kitchen with custom cabinets, silestone ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4206144 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #205
  • Price: $435,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Come enjoy the Pristine Beaches, Great fishing, Golfing, Boating, Tennis, and more! With the sound of the ocean and birds chirping right outside your front door, on Longboat Key FL!This TURNKEY FURNISHED Condo has 2 bedrooms and 2 Full Bathrooms, COM ... Read More
  • Listing courtesy of: Flatfee.com

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

  • 4540 GULF OF MEXICO DR #202
  • Price: $429,900
  • 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# 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 View Map

  • 4600 GULF OF MEXICO DR #202
  • Price: $419,900
  • 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# A4211441 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #301
  • Price: $395,000
  • Zip Code: 34228
  • 1337 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • This large 2 bedroom, 2 bathroom end unit with over 1500 sq/ft offers gorgeous water and sunrise views of Sarasota Bay and the community marina. Clean and bright, this is a wonderful opportunity to move in now and enjoy or update to your taste and bu ... 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: $395,000
  • 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# A4186932 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #204
  • Price: $349,000
  • Zip Code: 34228
  • 1149 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • With a new lower price, this condo with big water views from every room, in the building nearest to community amenities, and across the street from a new hotel for overflow guests and deeded beach access, and a full-sized washer/dryer for your conven ... Read More
  • Listing courtesy of: Michael Saunders & Company

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

  • 4960 GULF OF MEXICO DR #201
  • Price: $325,000
  • 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 a ... Read More
  • Listing courtesy of: Michael Saunders & Company