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# A4421666 - Status: Active View Property Details Add to Favorites View Map

  • 4800 GULF OF MEXICO DR #PH4
  • Price: $585,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Hurry! This exquisite condo is only available to show until 1/1/19 when tenants ($6500/month) move in. Don't miss it! This 2 Bed/2 Bath condo is an exceptionally high quality, renovated and reengineered floor plan with spectacular unobstructed views ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

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# A4421009 - Status: Active View Property Details Add to Favorites View Map

  • 4900 GULF OF MEXICO DR #PH5
  • Price: $545,000
  • Zip Code: 34228
  • 1335 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Truly a must see! The spectacular, unobstructed views of Sarasota Bay from this beautifully decorated, fully updated 2 Bed/2 Bath Penthouse condo are beyond belief. Entering your new home, your first word will be WOW. The open concept allows a wonder ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4418795 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #PH6
  • Price: $515,000
  • Zip Code: 34228
  • 1523 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • TREEHOUSE.. PENTHOUSE...BOATHOUSE! Fabulous opportunity for a fully remodeled, 2bed/2bath top floor condo, end location, that appears as if it sits atop lush trees yet is situated overlooking the boat harbor and vast Bay of Sarasota. This is a tru ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4420026 - Status: Active View Property Details Add to Favorites View Map

  • 4960 GULF OF MEXICO DR #PH6
  • Price: $439,000
  • Zip Code: 34228
  • 1561 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • "Wow" is the best description for the expansive water views from every room in this cheerful 2 Bedroom, 2 Bathroom, Penthouse, End-Unit. From the luxury of your master suite, awaken to sunrise views over the bay and the sight of birds aloft. The en-s ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4420037 - Status: Active View Property Details Add to Favorites View Map

  • 4500 GULF OF MEXICO DR #201
  • Price: $435,000
  • Zip Code: 34228
  • 1561 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • This lovely updated residence with choice large corner location featuring Bay views can be your home in paradise. From every room you are drawn to the Bay where manatees, dolphin and pelicans bring tranquility to your day. Travertine marble floors fl ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4415060 - Status: Active View Property Details Add to Favorites View Map

  • 4700 GULF OF MEXICO DR #303
  • Price: $419,900
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • Here is the perfect peaceful place to call home. This delightfully updated condominium features a wall of windows ideal for viewing the lovely canvas upon which sunrises and sunsets reveal their bounty of birds, dolphins, abundant fish and wildlife f ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4419076 - Status: Active View Property Details Add to Favorites View Map

  • 4600 GULF OF MEXICO DR #202
  • Price: $409,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: WINDWARD BAY CONDO AMD
  • Bedrooms: 2 Baths: 2
  • LARGE PET FRIENDLY FOR OWNERS AND TENANTS! MOVE-IN READY PROPERTY! YOU STILL HAVE TIME TO SECURE A SEASONAL TENANT TO START EARNING INCOME AND COVERING COSTS! By doing this, it is like you have a free place in paradise for your use the balance of ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY