Windstar on Naples Bay
A Beautiful Naples Community
Looking to BUY or SELL in Windstar on Naples Bay?
Kara is the REALTOR® that you need!
KARA HEASLIP, your dedicated and knowledgeable real estate professional, is here for you and committed to turning your dream of owning or selling a luxurious property into a reality.
“I’ve found that having these amazing properties with direct gulf access is a big influence in [clients’] decision-making as far as purchasing the luxury properties down here,” Kara Heaslip, of John R. Wood Properties | Christie’s International Real Estate in Naples, told Inman.
Heaslip also sells standalone boat slips in marinas in the area, which she said were akin to selling a plot of land for Floridians.
“The last two properties I sold [in Windstar],” Heaslip told Inman in June 2023, “were $4.4 million and $7.8 million, and the reason why those two buyers of mine bought those two pieces of property was specifically because of the slip that came with the house and the location.”
Kara’s WINS in Windstar on Naples Bay
• Highest Selling Home Price
• Fastest to Close
• Highest Offer Over Asking
• Multiple record sales of single family homes, villas, and condos among the 15 diverse Windstar neighborhoods
• 100% FIVE STAR ratings from Windstar Buyers and Sellers
Why Kara Loves Windstar on Naples Bay
PRIME LOCATION
Windstar offers a perfect blend of privacy and convenience, located just minutes from the vibrant shopping, dining, and cultural attractions of downtown Naples.
WATERFRONT LIVING
Situated on Naples Bay, Windstar provides stunning waterfront views, easy access to boating with Naples only community with its own private Marina, and the exclusive opportunity to enjoy life on the water.
GOLF AND CLUB AMENITIES
The community boasts a beautifully designed Tom Fazio golf course and an exceptional newly renovated clubhouse with dining, fitness, and social events, creating a resort-style living experience.
PRIVATE BEACH ACCESS
Residents enjoy private shuttle service to Keewaydin Island, offering a secluded, pristine beach experience that feels like a hidden paradise.
ACTIVE AND WELCOMING COMMUNITY
Windstar is known for its friendly, inclusive atmosphere, with an array of clubs and activities that make it easy for residents to connect and feel at home.
Whether you’re looking to buy or sell in Windstar on Naples Bay, my deep expertise in the Naples market and commitment to exceptional service make me the ideal Realtor to help you achieve your real estate goals. I bring an insider’s knowledge of this unique waterfront community and a proven track record in navigating successful transactions, ensuring you get the best possible outcome. Let’s connect today to make your real estate dreams in Windstar on Naples Bay a reality!
Recently SOLD in Windstar on Naples Bay

1450 Gulfstar Drive South
SOLD FOR
$7,800,000
5 Beds • 4.5 Baths • 6,104 sq.ft.

1480 Gulfstar Drive South
SOLD FOR
$4,400,000
3 Beds • 3.5 Baths • 3,882 sq.ft.

4970 Bollard Court
SOLD FOR
$1,325,000
3 Beds • 2 Baths • 1,813 sq.ft.

2128 Paget Circle, #148
SOLD FOR
$925,000
5 Beds • 3 Baths • 2,456 sq.ft.

2216 Paget Circle
SOLD FOR
$630,000
3 Beds • 2 Baths • 1,908 sq.ft.

COMING SOON
OFFERED AT
$2,995,000
STAY TUNED FOR MORE DETAILS!
Current LISTINGS in Windstar on Naples Bay

1777 Gulfstar Drive South
OFFERED AT
$298,000
Deeded Wet Slip • Slip #16

1450 Gulfstar Drive South
OFFERED AT
$8,395,000
5 Beds • 4.5 Baths • 6,104 sq.ft.

2431 Breakwater Way, #10-101
OFFERED AT
$1,395,000
2+ Beds • 3 Baths • 2,681 sq.ft.
View The Video BELOW!

2148 Paget Circle
OFFERED AT
$1,124,900
4 Beds • 3 Baths • 2,456 sq.ft.

COMING SOON
OFFERED AT
$1,995,000
STAY TUNED FOR MORE DETAILS!

COMING SOON
OFFERED AT
$2,995,000
STAY TUNED FOR MORE DETAILS!
Don’t Miss Your Opportunity To Own This BEAUTIFUL Piece Of Paradise!


3255 Tamiami Trail North, Naples, FL 34103, United States
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