Windward Bay

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

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

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

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# A4636663 - Status: Active View Property Details Add to Favorites View Map

• 4600 GULF OF MEXICO DR #206
• Price: $850,000
• Zip Code: 34228
• 1523 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Inviting and impeccably maintained, this 2-Bedroom, 2-Bathroom corner end-unit condo (1,523 SF) offers breathtaking full bay views from every room. Boasting the largest condo floor plan in the community, this elevated 2nd floor retreat with building ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4632746 - Status: Active View Property Details Add to Favorites View Map

• 4900 GULF OF MEXICO DR #205
• Price: $795,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY
• Bedrooms: 2 Baths: 2
• Beauty on the Bay will be found in this delightful 2 bedroom 2 bath condo at Windward Bay; in fact the ONLY unit currently on the market at Windward Bay with all assessments fully paid off, including the 15 year community capital improvement assessme ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4624311 - Status: Active View Property Details Add to Favorites View Map

• 4600 GULF OF MEXICO DR #203
• Price: $794,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Seller is MOTIVATED!!! Reduced to $794,000. This beautifully updated Bay front condo combines modern, minimalist design with high-end finishes and a re-engineered floor plan, offering a unique living experience in the Windward Bay community. The brig ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4632888 - Status: Active View Property Details Add to Favorites View Map

• 4960 GULF OF MEXICO DR #206
• Price: $788,000
• Zip Code: 34228
• 1523 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• PANORAMIC WATER VIEWS! Precious memories await as you experience exquisite water views from every room of this desirable and spacious two-bedroom/two-bathroom, 1523 square foot sunny corner/end deluxe condo, with idyllic Florida Room. As you step ins ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4621332 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #PH1
• Price: $775,000
• Zip Code: 34228
• 1561 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. DISCOVER THE EPITOME OF COASTAL LIVING IN THIS STUNNING 2-BEDROOM, 2-BATH RENOVATED CORNER PENTHOUSE situated in a 26-acre low density community on Longboat Key. Boasting breathtaking gulf to bay views ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4638669 - Status: Active View Property Details Add to Favorites View Map

• 4500 GULF OF MEXICO DR #305
• Price: $725,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Step into this beautifully and recently updated 2 bedroom 2 bath condo and enjoy unobstructed bay views over the marina and mangrove islands in the sought-after community of Windward Bay on Longboat Key. This is being sold turnkey furnished with a fe ... Read More
• Listing courtesy of: COMPASS FLORIDA LLC

MLS# A4633460 - Status: Active View Property Details Add to Favorites View Map

• 4800 GULF OF MEXICO DR #PH 3
• Price: $665,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• Perched above it all, this 2 bedroom 2 bath penthouse residence offers breathtaking and sweeping bayfront views as well as hints of the sparkling city lights. Featuring walls of expansive PGT hurricane windows, bathing the space in natural light whi ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4630636 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #304
• Price: $525,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• OUTSTANDING PRICE IMPROVEMENT OFFERED BY MOTIVATED SELLERS! This private bayfront condo has gorgeous views of a protected mangrove preserve and Sarasota Bay. The spacious two bed two bath home boasts a flow through open floor plan with abundant light ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4630592 - Status: Active View Property Details Add to Favorites View Map

• 4500 GULF OF MEXICO DR #205
• Price: $485,000
• Zip Code: 34228
• 1325 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• THIS IS YOUR LUCKY DAY! DRAMATIC PRICE IMPROVEMENT! SELLERS ARE MOTIVATED! A blank palette to create the home that you have always dreamed of awaits. Why spend $30,000 for deconstructing and removal down to the studs of an original Windward Bay Condo ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4631982 - Status: Active View Property Details Add to Favorites View Map

• 4540 GULF OF MEXICO DR #204
• Price: $475,000
• Zip Code: 34228
• 1312 Square Feet
• Subdivision: WINDWARD BAY AMD
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Imagine waking up in your island retreat, nestled within the lush, serene surroundings of the W ... Read More
• Listing courtesy of: KELLER WILLIAMS CLASSIC GROUP