Homes with Pools for Sale in Windstar, FL

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ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Windstar on Naples Bay community. This isn't just a home, it's a front-row seat to the boating, golf, and coastal lifestyle Naples is known for. Spanning over 2,600 square feet, this first-floor residence lives large with 2 bedrooms plus a den, 2.5 baths, and a 2-car attached garage. From the moment you walk in, quality is evident: beautiful French Oak hardwood floors run throughout, complemented by crown molding, plantation shutters, and frameless shower doors that elevate every room. The kitchen is a showpiece — stainless KitchenAid applia

$1,295,000

2 beds2.5 baths2,633 sq ft

2439 Breakwater Way #9102, Naples, FL 34112

Upgraded coach home • $2,043 HOA • 2 garage spots

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ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to 3852 Clipper Cove Drive, a beautifully designed 3-bedroom, 3-bathroom residence offering spacious living, exceptional entertaining areas, and a private pool facing south and overlooking the 10th hole of the golf course. Complete with an oversized 2-car garage, this home combines everyday functionality with the relaxed lifestyle Naples is known for. The main-floor owner’s suite creates a private retreat with a generous walk-in closet and large en-suite bathroom, providing the convenience and comfort of main-level living. Throughout the home, expansive gathering and entertaining spaces provide plenty of room to host family and friends while still offering comfortable separati

$1,700,000

3 beds2.5 baths2,800 sq ft

3852 Clipper Cove Dr, Naples, FL 34112

Private pool • Golf course setting • 8,276 sq ft lot

OPEN SAT, 2PM TO 4PM

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to 1600 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the elegant lobby of this 4-unit boutique building to the elevator which opens directly into your 3 Bedroom, 3.5 Bathroom tastefully updated home in nearly 2800 square feet of living space. Open-concept living area with walls of glass affording stunningly gorgeous western views of golf course, Naples Bay, Port Royal, Royal Harbor and sunsets. A true chef's eat-in kitchen replete with contemporary white quartz countertops, stainless steel appliances, breakfast bar, dining area plus a sitting room with lovely fireplace. Master Suite oasis featuring large bedroom with wall of glass

$2,795,000

3 beds3.5 baths2,796 sq ft

1600 Star Point Ln Unit 2-201, Naples, FL 34112

Dual walk-in closets • Master suite oasis • $3,236 HOA

OPEN SAT, 2PM TO 4PM

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to Marina Cove at Windstar on Naples Bay. This 3 bedroom/2 bath coveted first floor end unit unit feels more like a house. Open-concept living space including an eat-in kitchen and island with spacious living room/dining room with wall of sliding glass doors opening out to large lanai seamlessly blending indoor/outdoor living. Tranquil views of mature tropical landscaping. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with walk-in shower, soaking tub, double vanity and separate water closet. 2 additional guest bedrooms plus hall bathroom, convenient laundry and a 2-car attached garage. Windstar on Naples Bay is the only gated golf

$675,000

3 beds2 baths1,700 sq ft

5035 Yacht Harbor Dr #103, Naples, FL 34112

Master suite oasis • Walk-in closet • Large lanai

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home offers 1,832 square feet under air (2,243 total) with a desirable 3 bedroom 2 bath layout that lives like a private single-family residence. The third bedroom easily converts to an office/flex space. Soaring ceilings, crown molding and an open, light-filled floor plan create an effortless flow for everyday living and entertaining. The large custom kitchen island anchors the space, while expansive glass sliders frame sweeping golf course and tranquil lake views. A glass-enclosed, air-conditioned lanai extends the living area—ideal for lo

$799,000

3 beds2 baths1,832 sq ft

3580 Windjammer Cir #1603, Naples, FL 34112

Spa style bath • Tranquil lake views • Glass enclosed lanai

Property at 4700 Yacht Harbor Dr #622, Naples, FL 34112, 3 beds, 3 baths

$1,375,000

3 beds3 baths2,178 sq ft

4700 Yacht Harbor Dr #622, Naples, FL 34112

Property at 3554 Haldeman Creek Dr #113, Naples, FL 34112, 2 beds, 2 baths

$415,000

2 beds2 baths1,414 sq ft

3554 Haldeman Creek Dr #113, Naples, FL 34112

Property at Undisclosed address, Naples, FL 34112, 3 beds, 2 baths

$460,000

3 beds2 baths1,798 sq ft

Undisclosed address, Naples, FL 34112

Property at 5095 Yacht Harbor Dr #203, Naples, FL 34112, 2 beds, 2 baths

$725,000

2 beds2 baths1,822 sq ft

5095 Yacht Harbor Dr #203, Naples, FL 34112

Property at 3522 Haldeman Creek Dr Unit 4-121, Naples, FL 34112, 2 beds, 2 baths

$425,000

2 beds2 baths1,414 sq ft

3522 Haldeman Creek Dr Unit 4-121, Naples, FL 34112

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OPEN SUN, 10AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Modern luxury meets the ultimate Naples waterfront lifestyle. Built in 2022, this exceptional Royal Harbor residence combines sophisticated design, quality construction and effortless indoor-outdoor living with coveted western exposure and beautiful intersecting canal views. Offering 3,448 square feet of light-filled living space, the home features four bedrooms plus a den, four-and-a-half baths, soaring ceilings and an expansive open great-room design. Beautiful designer finishes, exceptional craftsmanship and thoughtful attention to detail are evident throughout. The chef’s kitchen is appointed with top-of-the-line Thermador appliances, gas cooking, generous workspace and elegant fi

$5,400,000

4 beds4.5 baths3,448 sq ft

2150 Tarpon Rd, Naples, FL 34102

Western exposure • Chef's kitchen • Walk-in pantry

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Welcome to this absolutely gorgeous 3-bedroom, 3.5-bath home that is move-in ready and designed for luxury living. A unique gem with split bedrooms and an open floor plan, this home is adorned with endless upgrades to meet your every desire. The master retreat serves as a private sanctuary, with its expansive dual walk-in closets that offer ample storage space. The luxurious master bathroom features dual vanities, a soothing soaking tub, a spacious shower with a seat and drying area, and a private water closet. Culinary enthusiasts will fall in love with the gourmet kitchen, which includes a double wall oven, a cook-top with hood, and a large island perfect for meal preparation and casual d

$3,795,000

3 beds3.5 baths2,491 sq ft

1880 Sandpiper St, Naples, FL 34102

Dual walk-in closets • Double wall oven • Open floor plan

OPEN SAT, 2PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Step into this bright and spacious 3-bedroom, 2-bathroom end-unit condominium featuring vaulted ceilings, plantation shutters, a private balcony, remodeled bathrooms, tile and vinyl flooring, a private garage, and additional storage. Located in a gated community offering a clubhouse, fitness center, and swimming pool.

$259,100

3 beds2 baths1,126 sq ft

4420 Botanical Place Cir #402, Naples, FL 34112

Gated community • Fitness center • Clubhouse

OPEN SUN, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
Introducing an extraordinary brand-new 3 waterfront residences in the heart of Bayshore, one of Naples’ most exciting and sought-after neighborhoods. Perfectly positioned directly on the canal with a new seawall and private dock, this exceptional four-bedroom home has been thoughtfully designed and meticulously executed to deliver sophisticated modern living with an unmistakable sense of luxury. From the moment you enter, soaring ceilings, expansive walls of glass and wide-plank European white oak flooring create a light-filled interior where clean architectural lines are balanced by warmth and refinement. Ten-foot sliding glass doors seamlessly connect the interior to the outdoor liv

$5,995,000

4 beds4.5 baths4,378 sq ft

2949 Cypress St, Naples, FL 34112

Private dock • Soaring ceilings • New seawall

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
WELCOME TO BOTANICAL PLACE, where an incredible East Naples location meets a peaceful preserve setting just minutes from the heart of downtown Naples! This 2-bedroom, 2-bath second-floor residence offers a comfortable living space plus a huge screened lanai overlooking lush tropical vegetation and wooded preserve. Enjoy your morning coffee surrounded by palms, birds and greenery, a surprisingly tranquil retreat this close to everything Naples has to offer. Built in 2006 with concrete block construction, the community is above flood zone and has never flooded in any past storm. The condo residence features a desirable split-bedroom floor plan, impact-resistant windows, tile and carpet floori

$285,753

2 beds2 baths915 sq ft

4520 Botanical Place Cir #204, Naples, FL 34112

Wooded preserve • East naples location • Huge screened lanai

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Windstar, FL:
One or more photo(s) has been virtually staged, AI generated or rendered. Look No More! This tidy 1st floor condo is an end unit offering extra light with a lovely mangrove view featuring native flowers, lots of butterflies, and the canal beyond. The lanai has been enclosed for additional living space. It is just steps to the boat docks that are available upon availability for sale or lease. The sellers have painstakingly attended to numerous items to include: Impact Glass throughout, grout-free bath system in 2nd bath, fresh paint, fresh carpeting in 2nd bedroom, fresh ceilings without popcorn, new hot water heater, newer kitchen appliances & new LG front loading washer & dry

$269,000

2 beds2 baths1,200 sq ft

3051 Sandpiper Bay Cir Unit I101, Naples, FL 34112

Solid wood cabinetry • Laminate flooring • Mangrove view

Property at 2710 Arbutus St Unit B1, Naples, FL 34112, 2 beds, 2 baths

$299,000

2 beds2 baths1,125 sq ft

2710 Arbutus St Unit B1, Naples, FL 34112

Property at 4671 Arboretum Cir #104, Naples, FL 34112, 2 beds, 2 baths

$505,000

2 beds2 baths1,446 sq ft

4671 Arboretum Cir #104, Naples, FL 34112

Property at 2185 Trout Ct, Naples, FL 34102, 3 beds, 2.5 baths

$5,997,500

3 beds2.5 baths2,714 sq ft

2185 Trout Ct, Naples, FL 34102

Property at 3005 Coco Ave, Naples, FL 34112, 3 beds, 2 baths

$1,600,000

3 beds2 baths2,324 sq ft

3005 Coco Ave, Naples, FL 34112

Property at 2846 Arbutus St Unit C2, Naples, FL 34112, 2 beds, 2 baths

$369,900

2 beds2 baths1,180 sq ft

2846 Arbutus St Unit C2, Naples, FL 34112

Property at 4563 Arboretum Cir #101, Naples, FL 34112, 2 beds, 2 baths

$525,000

2 beds2 baths1,341 sq ft

4563 Arboretum Cir #101, Naples, FL 34112

Property at 19 Moorhead Mnr, Naples, FL 34112, 2 beds, 2 baths

$167,500

2 beds2 baths884 sq ft

19 Moorhead Mnr, Naples, FL 34112

Property at 2432 Florida Ave, Naples, FL 34112, 2 beds, 2.5 baths

$1,775,000

2 beds2.5 baths1,731 sq ft

2432 Florida Ave, Naples, FL 34112

Property at 2448 Florida Ave, Naples, FL 34112, 2 beds, 2.5 baths

$1,775,000

2 beds2.5 baths1,731 sq ft

2448 Florida Ave, Naples, FL 34112

Property at 4676 Arboretum Cir #102, Naples, FL 34112, 2 beds, 2 baths

$464,900

2 beds2 baths1,341 sq ft

4676 Arboretum Cir #102, Naples, FL 34112

Property at 4596 Arboretum Cir #202, Naples, FL 34112, 2 beds, 2 baths

$525,000

2 beds2 baths1,480 sq ft

4596 Arboretum Cir #202, Naples, FL 34112

Property at 4578 Arboretum Cir #202, Naples, FL 34112, 2 beds, 2 baths

$539,238

2 beds2 baths1,480 sq ft

4578 Arboretum Cir #202, Naples, FL 34112

Property at 4646 Arboretum Cir #201, Naples, FL 34112, 2 beds, 2 baths

$529,000

2 beds2 baths1,721 sq ft

4646 Arboretum Cir #201, Naples, FL 34112

Property at 4704 Arboretum Cir #102, Naples, FL 34112, 3 beds, 2.5 baths

$569,990

3 beds2.5 baths1,827 sq ft

4704 Arboretum Cir #102, Naples, FL 34112

Based on information submitted to the MLS GRID as of Wed Sep 09 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Windstar

There are currently 10 homes with pools for sale in Windstar at a median listing price of $725K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windstar stay on the market for 142 days. Popular neighborhoods include Port Royal, Old Naples, The Isles of Collier Preserve, South Naples, and East Naples. This map is refreshed with the newest listings in Windstar every 15 minutes.

In the past month, 2 homes have been sold in Windstar. In addition to houses in Windstar, there were also 8 condos, 2 townhouses, and 0 multi-family units for sale in Windstar last month. Find your dream home in Windstar using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windstar are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windstar. If you're looking to sell your home in the Windstar area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windstar with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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