Discover the ultimate in privacy, luxury, and coastal living with this stunning waterfront estate, located on an exclusive gated island with only 10 estate homes. Nestled on nearly half an acre, this direct Gulf access property offers a rare combination of tranquility and convenience with a premier location just 5 minutes from downtown Naples and the world renowned beaches. Designed for the discerning buyer, this exceptional home features 5 bedrooms plus a den/office, 6 bathrooms, and 6,104 square feet of elegantly appointed living space. High-end finishes abound, including a chef’s kitchen with sleek, custom cabinetry imported from Japan, quartzite countertops, a center island with a gas cooktop, and top-of-the-line appliances. Impact-resistant doors and windows provide peace of mind, while a private elevator ensures ease of access to the second level. The 4,851 square feet of outdoor living space is truly breathtaking, offering multiple balconies with serene waterfront views, a massive covered lanai with a custom saltwater pool and spa, and cascading waterfall features. Entertain in style with a summer kitchen, pool bath, and ample space for gatherings. Your private 40-foot composite boat dock in the backyard is perfect for all your boating needs. This property offers the option to purchase an additional 50-foot boat slip located in Windstar on Naples Bay’s private marina. A premier destination for boating enthusiasts, offering unmatched convenience, luxury, and access to the Gulf of Mexico. This deep water marina features 72 slips, each equipped with electric and water connections to ensure every need is met for vessels of various sizes. At the heart of this waterfront oasis is a private clubhouse, staffed by a full-time harbormaster dedicated to providing exceptional service and overseeing marina operations. Windstar on Naples Bay is a one-of-a-kind community nestled along the serene waters of Naples Bay, this prestigious neighborhood offers everything you need to enjoy the best of Southwest Florida. At the heart of Windstar is its Tom Fazio-designed championship golf course, a beautifully maintained 18-hole course offering breathtaking views, challenging play, and world-class facilities. The community also offers a private beach on Keewaydin Island, accessible exclusively to residents via a daily shuttle. Additional amenities include tennis, a vibrant clubhouse with dining options, social events, activities and a soon-to-be built state of the art fitness facility. Just outside the gates of Windstar on Naples Bay, the Bayshore Arts District awaits—a thriving and eclectic neighborhood bursting with creativity, culture, and culinary delights. Known as one of Naples’ most exciting areas, the Bayshore Arts District offers a unique blend of art galleries, local boutiques, live entertainment, and waterfront attractions, all within minutes of Windstar. This estate offers the ultimate blend of luxury, privacy, and convenience.
Active
$8,395,000
1450 Gulfstar Dr S, Naples, FL 34112
5beds
6,104sqft
Est.:
Single Family Residence
Built in 2001
0.49 Acres Lot
$-- Zestimate®
$1,375/sqft
$1,511/mo HOA
What's special
Waterfront estateSummer kitchenQuartzite countertopsExclusive gated islandOutdoor living spaceElegantly appointed living spaceCustom cabinetry
- 150 days
- on Zillow |
- 433 |
- 18 |
Zillow last checked: 7 hours ago
Listing updated: April 27, 2025 at 05:37am
Listed by:
Kara Heaslip 239-821-9056,
John R Wood Properties,
Patrick Dearborn, LLC 239-877-4340,
John R Wood Properties
Source: SWFLMLS,MLS#: 225002183
Originating MLS: Naples

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Rooms
- Room types: Balcony, Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Office, Media Room, Open Porch/Lanai, Screened Balcony, Screened Lanai/Porch
Bedroom
- Features: Master BR Sitting Area, Split Bedrooms
Dining room
- Features: Breakfast Bar, Breakfast Room, Dining - Living, Eat-in Kitchen, Formal
Kitchen
- Features: Gas Available, Island, Pantry, Walk-In Pantry
Heating
- Central, Zoned
Cooling
- Ceiling Fan(s), Central Air, Zoned
Appliances
- Included: Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Grill - Gas, Refrigerator, Refrigerator/Icemaker, Self Cleaning Oven, Oven, Washer, Water Treatment Owned, Wine Cooler
- Laundry: Inside, Laundry Tub
Features
- Bar, Built-In Cabinets, Cathedral Ceiling(s), Closet Cabinets, Fireplace, Foyer, French Doors, Laundry Tub, Multi Phone Lines, Other, Pantry, Smoke Detectors, Wired for Sound, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings, Balcony, Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Open Porch/Lanai, Screened Balcony, Screened Lanai/Porch
- Flooring: Carpet, Marble, Tile
- Doors: French Doors, Impact Resistant Doors
- Windows: Window Coverings, Impact Resistant Windows
- Has fireplace: Yes
- Furnished: Yes
Interior area
- Total structure area: 12,030
- Total interior livable area: 6,104 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Golf Cart, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Lanai, Screened Lanai/Porch
- Exterior features: Dock, Balcony, Outdoor Grill, Outdoor Kitchen, Elec Avail at dock, Water Avail at Dock
- Has private pool: Yes
- Pool features: Pool/Spa Combo, In Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Salt Water, See Remarks
- Has spa: Yes
- Spa features: In Ground, Concrete, Equipment Stays, Heated, Pool Integrated, Bath
- Has view: Yes
- View description: Bay, Canal, Landscaped Area, Mangroves, Preserve, Water Feature
- Has water view: Yes
- Water view: Bay,Canal,Water Feature
- Waterfront features: Bay, Canal Front, Mangrove, Navigable Water, Seawall
- Frontage type: Bay/Harbor
Lot
- Size: 0.49 Acres
- Features: Oversize
Details
- Additional structures: Tennis Court(s), Outdoor Kitchen
- Parcel number: 19735501001
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Frame, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 2001
Utilities & green energy
- Gas: Propane
- Water: Central, Filter, Softener
Community & HOA
Community
- Features: Clubhouse, Fitness Center, Fishing, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated, Boating
- Security: Security System, Smoke Detector(s), Gated Community
- Subdivision: SOUTHPOINTE YACHT CLUB
HOA
- Has HOA: Yes
- Amenities included: Beach - Private, Beach Access, Beach Club Included, Bike And Jog Path, Clubhouse, Fitness Center, Fishing Pier, Golf Course, Guest Room, Internet Access, Marina, Private Beach Pavilion, Private Membership, Putting Green, Restaurant, See Remarks, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
- HOA fee: $18,132 annually
Location
- Region: Naples
Financial & listing details
- Price per square foot: $1,375/sqft
- Tax assessed value: $4,329,205
- Annual tax amount: $32,588
- Date on market: 1/8/2025
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
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