Calling all Boaters, Nature Enthusiasts, and Privacy Seekers! Experience the true beauty of SW Florida’s coastal wonders! Don't miss this opportunity to live on the exclusive Island at Southpointe in Windstar. This beautiful home is one of only 10 estates on this private gated island on Naples Bay with quick direct boating access to the Gulf. This half acre lot and home has spectacular views of Naples Bay being the 3rd house from the island's tip. The 2000+ sq.ft. lanai w/ a large pool & spa offers multiple areas for serene and private enjoyment of the lush mangrove and Bay views. 4 bedrooms and a separate office ensure space and privacy for you, your family, and friends. A private boat dock with a 6,000 lb lift sits behind the home for a smaller vessel, jet ski, or kayak. The possibilities are endless to create the sanctuary of your dreams. Slips are available in the Southpointe Marina, only moments away, and can accommodate yachts up to 70 feet. The amenity-rich Windstar on Naples Bay is Naples only gated golf community with its own private deep-water Marina. Windstar offers an exceptional living experience, nestled in the vibrant Bayshore Arts District of Naples. Just a short drive from Downtown, Naples’ renowned 5th Avenue South, and the pristine sugar sand beaches, this community combines cultural richness with coastal elegance. Residents enjoy unparalleled amenities, including a private Tom Fazio-designed 18-hole golf course, a newly completed $14 million Clubhouse renovation, tennis, bocce, and a private beach club on Keewaydin Island with daily shuttle service aboard Windstar's exclusive Keewaydin Queen. Additional perks include sunset cruises, a water taxi to downtown waterfront restaurants, and more. This is a rare opportunity to own a sophisticated coastal estate with an extraordinary location and amenities. Golf and Social memberships are separate and not required. This home sustained NO damage from Hurricanes Helene or Milton! The home's elevation certificate and proof of flood insurance (transferrable) are available upon request. Compare the price of this exquisite property to any comparable sized home or empty .5 acre lot with a sensational view, direct access to the Gulf, and optional amenities here in Naples - you won't find a better value! This is an opportunity to create a showstopper sanctuary like no other currently available!
Closed
$3,900,000
1390 Gulfstar Dr S, Naples, FL 34112
4beds
3,300sqft
Single Family Residence
Built in 1995
0.50 Acres lot
$3,873,200 Zestimate®
$1,182/sqft
$1,511/mo HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: February 28, 2025 at 03:33pm
Listed by:
Monika Goodrich 239-249-2991,
John R Wood Properties
Bought with:
Gary Alfonso
John R Wood Properties
Source: SWFLMLS,MLS#: 224070135
Originating MLS: Naples

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Bedroom
- Features: Split Bedrooms
Dining room
- Features: Breakfast Bar, Breakfast Room, Formal
Kitchen
- Features: Built-In Desk, Island, Pantry
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Washer
- Laundry: Inside, Laundry Tub
Features
- Built-In Cabinets, French Doors, Laundry Tub, Pantry, Wired for Sound, Walk-In Closet(s), Den - Study, Family Room, Great Room, Home Office, Laundry in Residence, Screened Lanai/Porch
- Flooring: Carpet, Tile
- Doors: French Doors
- Windows: Shutters - Manual
- Has fireplace: No
Interior area
- Total structure area: 3,800
- Total interior livable area: 3,300 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Stories: 1
- Patio & porch: Patio, Screened Lanai/Porch
- Exterior features: Dock, Outdoor Grill, Boat Lift
- Has private pool: Yes
- Pool features: In Ground, Electric Heat
- Has spa: Yes
- Spa features: Heated
- Has view: Yes
- View description: Bay, Canal, Mangroves, Water Feature
- Has water view: Yes
- Water view: Bay,Canal,Water Feature
- Waterfront features: Navigable Water
Lot
- Size: 0.50 Acres
- Features: Cul-De-Sac
Details
- Additional structures: Tennis Court(s)
- Parcel number: 19735500963
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 1995
Utilities & green energy
- Water: Central
Community & neighborhood
Security
- Security features: Security System, Smoke Detector(s), Gated Community
Community
- Community features: Clubhouse, Fitness Center, Golf, Restaurant, Tennis Court(s), Gated, Boating
Location
- Region: Naples
- Subdivision: SOUTHPOINTE YACHT CLUB
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $18,132 annually
- Amenities included: Bocce Court, Clubhouse, Fitness Center, Golf Course, Marina, Pickleball, Restaurant, Tennis Court(s)
Other
Other facts
- Contingency: Continue to Show
Services availability
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Estimated market value
$3,873,200