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      4959 Bollard Naples

      Active 4959 Bollard Ct Naples
      50 photos

      $1,525,000

      Single Family Residence

      Offering the rare option to secure an IMMEDIATE FULL GOLF MEMBERSHIP at Windstar on Naples Bay (separate fee required) and skip the current seven-year waitlist, 4959 Bollard Court presents an exceptional opportunity to experience one…

      4532 3 2 1997
      Courtesy of John R Wood Properties

      3580 Windjammer Naples

      Active 3580 Windjammer Cir Naples
      45 photos

      $950,000

      Low Rise (1-3)

      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…

      2243 3 2 1995
      Courtesy of Premiere Plus Realty Company

      4451 Yacht Harbor Naples

      Active 4451 Yacht Harbor Dr Naples
      47 photos

      $1,249,000

      Villa Attached

      Welcome to 4451 Leeward Cay, a rare opportunity to live in the exclusive Leeward Cay Community in Windstar directly on Naples Bay. This home has been updated top to bottom and has been meticulously maintained…

      3047 3 2 1989
      Courtesy of Cachon Realty Group. LLC

      2488 Breakwater Naples

      Active 2488 Breakwater Way Naples
      50 photos

      $1,250,000

      Low Rise (1-3)

      Welcome to a BOATER'S DREAM in Regatta Landing at Windstar! Your 25ft boat dock with lift is just steps away is INCLUDED with the purchase of this end unit coach home. NO HURRICANE DAMAGE to…

      3000 2 2 2020
      Courtesy of Diversified Real Estate Group

      3615 Haldeman Creek Naples

      Active 3615 Haldeman Creek Dr Naples
      47 photos

      $749,000

      Low Rise (1-3)

      Welcome to 3615 Haldeman Creek Drive in the desirable enclave of Morningstar of Windstar at Naples Bay.This corner end unit was thoughtfully redesigned and renovated in 2022 for today's modern living sparing no expense. With…

      2050 2 2 1986
      Courtesy of John R Wood Properties

      5080 Yacht Harbor Naples

      Active 5080 Yacht Harbor Cir Naples
      43 photos

      $695,000

      Low Rise (1-3)

      Upscale remodel defines this spacious first-floor coach home ideally located directly across from the Windstar Marina, offering serene lake and fountain views from the expansive screened lanai. Thoughtfully redesigned with a refined coastal-aesthetic, the residence showcases exceptional…

      2385 2 2 1999
      Courtesy of Downing Frye Realty Inc.

      4650 Yacht Harbor Naples

      Pending 4650 Yacht Harbor Dr Naples
      39 photos

      $650,000

      Low Rise (1-3)

      Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee) Beautifully updated 2-bedroom + den, 2-bath top-floor condo in Windward Cay at Windstar on Naples Bay, offering exceptional views of Windstar’s 7th…

      1740 2 2 1998
      Courtesy of Downing Frye Realty Inc.

      3640 Haldeman Creek Naples

      Pending 3640 Haldeman Creek Dr Naples
      18 photos

      $1,375,000

      Villa Attached

      The moment you step into this home and capture the majestic lake, golf course and mangrove views you will say ‘Welcome Home’. This villa in the highly sought-after Northstar community in Windstar on Naples Bay…

      2860 2 2 1987
      Courtesy of John R Wood Properties

      3554 Haldeman Creek Naples

      Active 3554 Haldeman Creek Dr Naples
      30 photos

      $425,000

      Low Rise (1-3)

      If you have been looking for a Naples property with a beautiful view, a first-floor location, and access to an incredible lifestyle, Compass Point at Windstar on Naples Bay is worth a look. This residence…

      1556 2 2 1995
      Courtesy of EXP Realty LLC

      5080 Yacht Harbor Naples

      Pending 5080 Yacht Harbor Cir Naples
      26 photos

      $550,000

      Low Rise (1-3)

      This lakefront 3BR/2BA end-unit condo offers abundant, unobstructed natural light from the south side. The lanai has been enclosed with impact glass sliders and provides an extended light & bright living area. The…

      2385 3 2 1999
      Courtesy of John R Wood Properties

      4753 Yacht Harbor Naples

      Pending 4753 Yacht Harbor Dr Naples
      46 photos

      $1,249,000

      Villa Attached

      Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee required) Enjoy spectacular fairway views from this spacious 2 bedroom + den, 2-bath villa with private pool and spa, ideally located in…

      2860 3 2 1989
      Courtesy of Downing Frye Realty Inc.

      2193 Paget Naples

      Pending 2193 Paget Cir Naples
      50 photos

      $1,350,000

      Villa Attached

      ** Full golf membership to Windstar Club eligibility ** Welcome to 2193 Paget Circle in desirable enclave of Windstar on Naples Bay. Enter this 2-story residence from a private courtyard walkway into a welcoming foyer…

      3117 3 3 1989
      Courtesy of John R Wood Properties

      5095 Yacht Harbor Naples

      Active 5095 Yacht Harbor Dr Naples
      36 photos

      $759,000

      Low Rise (1-3)

      Welcome to Marina Cove at Windstar on Naples Bay, where refined comfort meets the effortless coastal lifestyle Naples is known for. This beautifully updated turnkey furnished coach home offers an exceptional opportunity to enjoy one…

      2507 2 2 1997
      Courtesy of John R Wood Properties

      2128 Paget Naples

      Pending 2128 Paget Cir Naples
      50 photos

      $1,299,000

      Villa Attached

      Tucked away on a quiet cul-de-sac in the Somerset neighborhood of Windstar on Naples Bay, 2128 Paget Circle is a beautifully renovated retreat that lives like a private single family home while offering the ease…

      3120 4 3 1989
      Courtesy of John R Wood Properties

      2472 Breakwater Naples

      Active 2472 Breakwater Way Naples
      49 photos

      $1,199,000

      Low Rise (1-3)

      Step into the Windstar lifestyle and experience one of Naples’ most coveted private communities. This exceptional residence presents the opportunity to skip the waitlist and apply for immediate Social Membership, with the option to upgrade…

      3152 2 2 2021
      Courtesy of John R Wood Properties

      2481 Breakwater Naples

      Closed 2481 Breakwater Way Naples
      25 photos

      $1,795,000

      Low Rise (1-3)

      Located in Windstar on Naples Bay. Naples only gated private golf club that features both a marina and private beach on Keewaydin Island. This exceptional condo with recent updates conveys with a 30-foot…

      4437 3 4 2020
      Courtesy of William Raveis Real Estate

      2472 Breakwater Naples

      Active 2472 Breakwater Way Naples
      49 photos

      $1,195,000

      Low Rise (1-3)

      Beautiful first-floor end unit with no neighboring building next door. Built in 2021, this highly desirable open floor plan features 2 bedrooms + den (with Murphy bed), 2 full baths, loads of upgrades, and an…

      3028 2 2 2021
      Courtesy of Downing Frye Realty Inc.

      4460 Yacht Harbor Naples

      Closed 4460 Yacht Harbor Dr Naples
      45 photos

      $1,195,000

      Mid Rise (4-7)

      Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Blvd, Moorings or Park Shore condo living Windstar offers the waterfront lifestyle while…

      2166 2 2 1987
      Courtesy of John R Wood Properties

      3296 Lookout Naples

      Closed 3296 Lookout Ln Naples
      16 photos

      $2,050,000

      Single Family Residence

      This beautiful custom-built home features recent updates, including a new tile roof and marble-faced fireplace. IN ADDITION, THE SELLER HAS A FULLY TRANSFERABLE GOLF MEMBERSHIP! The spacious chef's kitchen has custom cabinetry, a large walk-in…

      3196 3 3 1999
      Courtesy of John R Wood Properties

      5060 Yacht Harbor Naples

      Active 5060 Yacht Harbor Cir Naples
      25 photos

      $449,000

      Low Rise (1-3)

      Discover this beautifully maintained first-floor coach home perfectly situated just steps from the Windstar Marina and Yacht Basin. The inviting layout features an open design with a bright kitchen and cozy breakfast nook, crown molding,…

      2125 2 2 1999
      Courtesy of John R Wood Properties

      4700 Yacht Harbor Naples

      Active 4700 Yacht Harbor Dr Naples
      43 photos

      $450,000

      Low Rise (1-3)

      Exceptional Value - This beautifully maintained first-floor condo offers 2 bedrooms, 2 bathrooms, a den, vaulted ceilings, crown molding, plantation shutters, and an attached 1-car garage—all just steps from the community pool. With nearly 1,800…

      2291 3 2 2003
      Courtesy of Agent Plus Realty LLC

      4577 Lighthouse Naples

      Closed 4577 Lighthouse Ln Naples
      6 photos

      $2,195,000

      Single Family Residence

      ** Full golf membership to Windstar Club eligibility ** Welcome to 4577 Lighthouse Lane in the highly coveted enclave of Harrington Sound of Windstar on Naples Bay. This 3-4 Bedroom+den/3 Bathroom golf course house features…

      4124 3 3 1994
      Courtesy of John R Wood Properties

      1560 Star Point Naples

      Closed 1560 Star Point Ln Naples
      50 photos

      $2,500,000

      Low Rise (1-3)

      Welcome to 1560 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the lobby of this 4-unit boutique building to the elevator which opens directly into your…

      3552 3 4 2000
      Courtesy of John R Wood Properties

      3522 Haldeman Creek Naples

      Active 3522 Haldeman Creek Dr Naples
      44 photos

      $500,000

      Low Rise (1-3)

      Welcome to 3522 Haldeman Creek Drive in the community of Compass Point of Windstar on Naples Bay. This 2 bedroom/2 bathroom corner end unit on the second floor is full of natural light with both…

      1556 2 2 1995
      Courtesy of John R Wood Properties

      2153 Paget Naples

      Active 2153 Paget Cir Naples
      49 photos

      $1,099,000

      Villa Attached

      Eligible for a social membership in the highly sought after Windstar on Naples Bay community. Please see confidential remarks regarding social membership. 2153 Paget Circle offers a refined blend of serene views, fresh updates, and…

      2464 3 2 1989
      Courtesy of William Raveis Real Estate

      5060 Yacht Harbor Naples

      Closed 5060 Yacht Harbor Cir Naples
      26 photos

      $674,900

      Low Rise (1-3)

      Corner end-unit, second-floor coach home filled with natural light and tranquil lake/fountain views. This spacious 2-bedroom plus den, 2-bath layout lives open and airy, flowing to a large screened lanai. Interior features include beautiful flooring…

      2507 2 2 1999
      Courtesy of Downing Frye Realty Inc.

      2472 Breakwater Naples

      Closed 2472 Breakwater Way Naples
      50 photos

      $1,795,000

      Low Rise (1-3)

      Your Naples Dream Home is ready- Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing, the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living…

      4437 4 3 2021
      Courtesy of John R Wood Properties

      3572 Windjammer Naples

      Closed 3572 Windjammer Cir Naples
      21 photos

      $595,000

      Low Rise (1-3)

      Spacious first-floor coach home in Spinnaker Pointe at Windstar on Naples Bay, offering lake and golf course views. The residence provides over 2,200 sq. ft. of total area, including an attached garage and a large…

      2243 2 2 1995
      Courtesy of Downing Frye Realty Inc.

      1701 Gulfstar Naples

      Active 1701 Gulfstar Dr Naples
      23 photos

      $1,995,000

      Low Rise (1-3)

      Enjoy luxury coastal living in this beautiful waterside condo boasting spectacular views of the marina and golf course, Nestled within a secure gated community, it provides exceptional privacy and quiet in a peaceful exclusive setting.…

      4251 3 4 1996
      Courtesy of John R Wood Properties

      3570 Haldeman Creek Naples

      Closed 3570 Haldeman Creek Dr Naples
      33 photos

      $508,000

      Low Rise (1-3)

      Breathtaking southwestern lake and golf course views with amazing sunsets from this nicely updated top floor unit located in Compass Point at Windstar on Naples Bay! High vaulted ceilings give you lots of room within…

      1475 2 2 1992
      Courtesy of John R Wood Properties

      3554 Haldeman Creek Naples

      Active 3554 Haldeman Creek Dr Naples
      29 photos

      $489,000

      Low Rise (1-3)

      Enjoy breathtaking panoramic views of the serene lake and pristine Tom Fazio designed golf course from this updated 2 bedroom,2 bath second-floor unit with elevator access in Compass Point South at Windstar on Naples Bay.…

      1556 2 2 1993
      Courtesy of Downing Frye Realty Inc.

      3570 Haldeman Creek Naples

      Active 3570 Haldeman Creek Dr Naples
      25 photos

      $449,000

      Low Rise (1-3)

      Breathtaking Lakefront for sale in Exclusive Windstar on the Bay – Naples, FL 3570 Haldeman Creek Drive Apt. 111 Naples Florida Seller financing offered: Lease-to-own option available.Ideal for investors seeking winter cash flow with access to golf,…

      1485 3 2 1992
      Courtesy of Savvy Avenue, LLC

      1737 York Island Naples

      Closed 1737 York Island Dr Naples
      46 photos

      $1,495,000

      Single Family Residence

      Welcome to 1737 York Island Drive, a rare opportunity on a quiet cul-de-sac in the desirable Ketch Cay community of Windstar on Naples Bay. This 3 Bedroom+Den/2 Full Bath stunning home boasts 2400 square feet…

      2761 3 2 1995
      Courtesy of John R Wood Properties

      3876 Clipper Cove Naples

      Closed 3876 Clipper Cove Dr Naples
      45 photos

      $1,595,000

      Single Family Residence

      ** Full golf membership to Windstar Club eligibility ** Welcome to 3876 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 3 Bedroom, 3 full bathroom home has been…

      3084 3 3 1997
      Courtesy of John R Wood Properties

      1450 Gulfstar Naples

      Active 1450 Gulfstar Dr Naples
      50 photos

      $7,480,000

      Single Family Residence

      Rare waterfront estate on exclusive Southpointe Island at Windstar on Naples Bay. Tucked behind double gates within an intimate enclave of only ten estate residences, this exceptional property offers privacy, direct Gulf access, and an…

      12030 5 5 2001
      Courtesy of John R Wood Properties

      4453 Yacht Harbor Naples

      Closed 4453 Yacht Harbor Dr Naples
      27 photos

      $895,000

      Villa Attached

      Spectacular golf course views from this inviting 3-bedroom, 2-bath villa located in Windstar on Naples Bay! This spacious 3 bedroom 2 full bath residence features 2,140 square feet of living area, high ceilings and an…

      2860 3 2 1989
      Courtesy of Downing Frye Realty Inc.

      2153 Paget Naples

      Closed 2153 Paget Cir Naples
      24 photos

      $1,195,000

      Villa Attached

      Enjoy spectacular panoramic lake and golf course views from this spacious 3-bedroom, 2-bath villa located in the highly sought-after Somerset community within Windstar on Naples Bay. The beautifully updated kitchen includes custom wood cabinetry, Bosch stainless appliances, granite…

      2464 3 2 1989
      Courtesy of Downing Frye Realty Inc.

      5020 Marina Cove Naples

      Active 5020 Marina Cove Dr Naples
      42 photos

      $595,000

      Low Rise (1-3)

      This spacious, well-designed second-floor end-unit is located in Marina Cove at Windstar on Naples Bay! Offering 1,822 square feet of living space, the residence features 2 bedrooms plus a den and a bright, open kitchen…

      2507 2 2 1998
      Courtesy of Downing Frye Realty Inc.

      3722 Haldeman Creek Naples

      Closed 3722 Haldeman Creek Dr Naples
      26 photos

      $1,395,000

      Villa Attached

      Rarely available attached villa in Northstar Villas at Windstar on Naples Bay with a FULL GOLF MEMBERSHIP available immediately! This beautifully designed 2-bedroom + den (which can be used as a 3rd bedroom), 2.5-bath residence…

      4747 2 3 1988
      Courtesy of John R Wood Properties

      3580 Windjammer Naples

      Closed 3580 Windjammer Cir Naples
      9 photos

      $649,000

      Low Rise (1-3)

      Enjoy breathtaking panoramic lake and golf course views of Windstar’s 14th fairway, stretching from tee to green, all from this 1st floor coach home. Spanning 1,832 sq. ft. under AC, this home features 2 bedrooms,…

      2243 2 2 1995
      Courtesy of Downing Frye Realty Inc.

      2095 Gulfstar Naples

      Closed 2095 Gulfstar Dr Naples
      9 photos

      $674,900

      Low Rise (1-3)

      Inviting coach home featuring an open, spacious floor plan with 2 bedrooms plus a den and 2 full baths! Enjoy lake and fountain views from the oversized screened lanai—ideal for relaxing or entertaining. This well-designed…

      2507 2 2 1999
      Courtesy of Downing Frye Realty Inc.

      1520 Star Point Naples

      Closed 1520 Star Point Ln Naples
      46 photos

      $2,995,000

      Low Rise (1-3)

      Welcome to 1520 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the lobby of this 4-unit boutique building into the elevator which opens directly into your…

      2800 3 3 1998
      Courtesy of John R Wood Properties

      1530 Star Point Naples

      Closed 1530 Star Point Ln Naples
      50 photos

      $3,995,000

      Low Rise (1-3)

      Welcome to 1530 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the lobby of this 4-unit boutique building to the elevator which opens directly into your…

      6079 4 5 1998
      Courtesy of John R Wood Properties

      1749 Gulfstar Naples

      Closed 1749 Gulfstar Dr Naples
      1 photos

      $1,895,000

      Low Rise (1-3)

      Discover unmatched luxury! Welcome to Yacht Harbour Cove, part of Naples only gated, golf, tennis & yachting communities within Windstar on Naples Bay. This exquisite 4 bedroom, 3.5 bath, furnished coach home is superbly…

      4251 4 4 1999
      Courtesy of The Agency Naples

      5065 Yacht Harbor Naples

      Closed 5065 Yacht Harbor Dr Naples
      40 photos

      $775,000

      Low Rise (1-3)

      Welcome to 5065 Yacht Harbor Drive in desirable Marina Cove of Windstar on Naples Bay. This thoughtfully renovated end unit townhome features a welcoming entry foyer leading up to the gorgeous, light filled open-concept living…

      2526 2 2 1997
      Courtesy of John R Wood Properties

      2431 Breakwater Naples

      Closed 2431 Breakwater Way Naples
      35 photos

      $1,345,500

      Low Rise (1-3)

      No Wait. No Compromise. IMMEDIATE FULL GOLF MEMBERSHIP AVAILABLE with This Property — Start Playing from Day One. Bypass Windstar’s current 6-year waitlist and secure your spot in one of Naples’ most exclusive golf and waterfront…

      2681 3 3 2016
      Courtesy of Coldwell Banker Realty

      5040 Yacht Harbor Naples

      Closed 5040 Yacht Harbor Cir Naples
      41 photos

      $649,000

      Low Rise (1-3)

      Welcome to your slice of paradise in the heart of Naples! This beautifully appointed condo offers the perfect blend of coastal charm and modern comfort. Nestled in a well-maintained golf community just minutes from pristine…

      2507 2 2 1997
      Courtesy of Harborview Realty Inc

      2481 Breakwater Naples

      Closed 2481 Breakwater Way Naples
      38 photos

      $1,595,000

      Low Rise (1-3)

      Welcome to the exclusive, privately gated enclave of Regatta Landing, located within the premier boating and golfing community of Windstar on the Bay. This beautifully finished, second floor unit boasts over 3800 SF, lives…

      3854 3 4 2020
      Courtesy of Luxe Naples Real Estate

      3872 Clipper Cove Naples

      Closed 3872 Clipper Cove Dr Naples
      50 photos

      $1,595,000

      Single Family Residence

      Welcome to 3872 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 4 Bedroom, 2 full plus 1 half bath 2-story home has been thoughtfully updated, ideal for…

      3466 4 3 1999
      Courtesy of John R Wood Properties

      3554 Haldeman Creek Naples

      Closed 3554 Haldeman Creek Dr Naples
      49 photos

      $599,900

      Low Rise (1-3)

      Experience breathtaking views of the golf course from this 2nd-floor, 3 Bedroom, 2 Bath condominium in Compass Point at Windstar on Naples Bay! This light and airy unit has been updated offering stunning western vistas…

      1699 3 2 1995
      Courtesy of John R Wood Properties

      3569 Windjammer Naples

      Closed 3569 Windjammer Cir Naples
      1 photos

      $495,000

      Low Rise (1-3)

      Beautiful garden views will soothe your senses as you relax on the screened in lanai of your new 2+Den / 2 Bath first floor coach home in Windstar on Naples Bay. This home includes…

      2243 2 2 1995
      Courtesy of Berkshire Hathaway FL Realty

      4650 Yacht Harbor Naples

      Closed 4650 Yacht Harbor Dr Naples
      38 photos

      $550,000

      Low Rise (1-3)

      WINDSTAR-NAPLES "SALTLIFE" PREMIER COUNTRY CLUB COMMUNITY! PRIVATE BEACH CLUB-MARINA-BOATING, FISHING, GOLF, TENNIS, PICKLE-BALL & CLUBHOUSE.  THIS "TURNKEY" FURNISHED  STUNNING DECORATOR/DESIGNER TOTAL ($150,000+/-) REMODELED, 3 BEDROOM, 2 BATH, W/PRIVATE GARAGE AND GORGEOUS $1,000,000 SIREN FAIRWAY &…

      1598 3 2 1998
      Courtesy of Coldwell Banker Realty

      2488 Breakwater Naples

      Closed 2488 Breakwater Way Naples
      50 photos

      $1,199,000

      Low Rise (1-3)

      Welcome to BOATER'S PARADISE in Regatta Landing at Windstar! Twenty five foot boat dock with lift at Regatta Landing Marina is INCLUDED with the purchase of this end unit coach home. NO HURRICANE DAMAGE to…

      3000 2 2 2020
      Courtesy of Diversified Real Estate Group

      2472 Breakwater Naples

      Closed 2472 Breakwater Way Naples
      50 photos

      $1,895,000

      Low Rise (1-3)

      Your Naples Dream Home-Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community!Welcome to Regatta Landing—the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living meets unmatched lifestyle perks. Built…

      4437 4 3 2021
      Courtesy of John R Wood Properties

      4615 Lighthouse Naples

      Closed 4615 Lighthouse Ln Naples
      6 photos

      $2,850,000

      Single Family Residence

      Welcome Home to 4615 Lighthouse Lane, where it's truly "Better by The Bay"! Situated in the exclusive Harrington Sound neighborhood within the amenity-rich Windstar on Naples Bay community, this unique and charming home is designed…

      7486 4 4 1994
      Courtesy of John R Wood Properties

      3844 Clipper Cove Naples

      Closed 3844 Clipper Cove Dr Naples
      6 photos

      $1,875,000

      Single Family Residence

      Welcome to 3844 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 4-5 Bedroom, 3 full plus 2 half bath, 2-story home has been thoughtfully redesigned and renovated…

      3859 5 5 1998
      Courtesy of John R Wood Properties

      4574 Lighthouse Naples

      Closed 4574 Lighthouse Ln Naples
      6 photos

      $2,575,000

      Single Family Residence

      Welcome Home, It's Better by the Bay! Avoid the long wait list and secure your Windstar on Naples Bay Full Golf Membership shortly after closing. This updated and upgraded estate home is nestled in the…

      5990 3 5 1996
      Courtesy of John R Wood Properties

      3520 Windjammer Naples

      Closed 3520 Windjammer Cir Naples
      26 photos

      $649,000

      Villa Attached

      Don’t miss this rare opportunity to design your ideal home and immerse yourself in the unparalleled Windstar lifestyle—a true gem in Naples! Discover breathtaking sunsets and panoramic lake views from this spacious 3-bedroom, 3-bath coach…

      2699 3 3 1994
      Courtesy of Serhant-Naples

      2505 Breakwater Naples

      Closed 2505 Breakwater Way Naples
      48 photos

      $1,250,000

      Low Rise (1-3)

      An Opportunity in Naples’ Most Exclusive Waterfront Golf Community: Regatta Landing at Windstar on Naples Bay and an option for Immediate Full Golf Membership.Step into the Naples lifestyle you’ve been dreaming of in this…

      2681 3 3 2016
      Courtesy of John R Wood Properties

      4650 Yacht Harbor Naples

      Closed 4650 Yacht Harbor Dr Naples
      21 photos

      $483,000

      Low Rise (1-3)

      The seller is paying ALL HOA fees for the rest of 2025, a generous $17,000 Buyer Credit that makes this home an unmatched value. This stunning second-floor residence in the coveted Windstar community is where…

      1589 3 2 1998
      Courtesy of Alfred Robbins Realty Group

      2124 Paget Naples

      Closed 2124 Paget Cir Naples
      32 photos

      $879,900

      Villa Attached

      This fantastic unit can be found in the highly sought after Somerset community in Windstar on Naples Bay! This 3 BR/ 2 BA with 1908 sq feet under air with a two-car attached garage…

      2612 3 2 1989
      Courtesy of Naples Diamond Realty

      3812 Clipper Cove Naples

      Closed 3812 Clipper Cove Dr Naples
      40 photos

      $1,699,000

      Single Family Residence

      Immediate Full Golf Membership Available & Stunning Fairway Views! Purchasing this exceptional home grants buyers instant eligibility for an optional full golf membership at Windstar Country Club-bypassing the typical 6-7 year waiting period! This stunning 4 bedroom +…

      3854 4 4 1997
      Courtesy of Downing Frye Realty Inc.

      4677 Lighthouse Naples

      Closed 4677 Lighthouse Ln Naples
      12 photos

      $1,999,000

      Single Family Residence

      Spacious Estate Home with Stunning Lake & Golf Course Views offering Exceptional Outdoor Living Situated on a beautifully landscaped half-acre lot in Harrington Sound at Windstar on Naples Bay, this custom-designed, single-level estate home offers nearly…

      4077 4 4 1995
      Courtesy of Downing Frye Realty Inc.

      3703 Haldeman Creek Naples

      Closed 3703 Haldeman Creek Dr Naples
      1 photos

      $649,000

      Low Rise (1-3)

      Light & bright! This beautifully appointed carriage home features an open floorplan, high ceilings, and stunning panoramic lake views from nearly every room. The expansive screened lanai—approximately 500 sq. ft.—is ideal for entertaining, complete with…

      2375 3 2 1987
      Courtesy of Downing Frye Realty Inc.

      4700 Yacht Harbor Naples

      Closed 4700 Yacht Harbor Dr Naples
      6 photos

      $749,000

      Low Rise (1-3)

      This spacious coach home boasts over 2,300 sq. ft. of living space with views of Windstar’s 7th fairway. As a beautiful end unit, it is filled with natural light and features 3 bedrooms + den…

      2678 3 3 2003
      Courtesy of Downing Frye Realty Inc.

      3554 Haldeman Creek Naples

      Closed 3554 Haldeman Creek Dr Naples
      27 photos

      $445,000

      Low Rise (1-3)

      Discover the epitome of Florida living in this exquisite two-bedroom, two-bath third-floor unit located in the prestigious Compass Point South at Windstar on Naples Bay. This home features a stunning, large kitchen complete with granite…

      1556 2 2 1995
      Courtesy of Realty Hub

      2148 Paget Naples

      Closed 2148 Paget Cir Naples
      48 photos

      $1,249,900

      Villa Attached

      Ready to skip Windstar on Naples Bay’s SIX YEAR waitlist? THIS PROPERTY IS BEING OFFERED WITH THE OPTION FOR A FULL GOLF MEMBERSHIP OPPORTUNITY! Modern Coastal Luxury in Windstar on Naples Bay. Discover the pinnacle…

      3117 4 3 1989
      Courtesy of John R Wood Properties

      2189 Paget Naples

      Closed 2189 Paget Cir Naples
      49 photos

      $1,195,000

      Villa Attached

      Welcome to 2189 Paget Circle in the desirable Somerset enclave of Windstar on Naples Bay. This 3 Bedroom, 2 Bathroom home features 2150 square feet of living space under A/C with stunning and expansive…

      2693 3 2 1989
      Courtesy of John R Wood Properties

      2431 Breakwater Naples

      Closed 2431 Breakwater Way Naples
      30 photos

      $1,395,000

      Low Rise (1-3)

      This exceptional Regatta Landing unit in Windstar on Naples Bay offers unparalleled privacy in an idyllic location at the end of a peaceful cul-de-sac. With serene views of lush green space and tranquil waterway, you’ll…

      3249 3 3 2016
      Courtesy of John R Wood Properties

      2496 Breakwater Naples

      Closed 2496 Breakwater Way Naples
      1 photos

      $1,325,000

      Villa Attached

      Step into your own slice of paradise in this well-appointed three-bedroom, two-bath end-unit at Regatta Landing in Windstar, one of the community’s newest and most exclusive developments. Designed for easy, upscale living, this villa blends…

      3065 3 2 2017
      Courtesy of Premier Sotheby's Int'l Realty

      3535 Windjammer Naples

      Closed 3535 Windjammer Cir Naples
      21 photos

      $599,000

      Low Rise (1-3)

      Discover coastal charm in this spacious 2-bedroom + den, 2-bathroom condo nestled within the prestigious Windstar on Naples Bay community. This 1,800+ square foot, first-floor retreat offers a comfortable interior with an open-concept layout. The…

      2243 2 2 1994
      Courtesy of Alfred Robbins Realty Group

      3564 Windjammer Naples

      Closed 3564 Windjammer Cir Naples
      1 photos

      $675,000

      Low Rise (1-3)

      Lovely condo with lovely view!

      2243 2 2 1994
      Courtesy of Downing Frye Realty Inc.

      3762 Haldeman Creek Naples

      Closed 3762 Haldeman Creek Dr Naples
      23 photos

      $1,375,000

      Villa Attached

      The moment you step into this home and capture the majestic lake, golf course and mangrove views you will say ‘Welcome Home’. This villa in the highly sought-after Northstar community in Windstar on Naples Bay…

      2860 2 2 1987
      Courtesy of Downing Frye Realty Inc.

      5015 Marina Cove Naples

      Closed 5015 Marina Cove Dr Naples
      38 photos

      $725,000

      Low Rise (1-3)

      Luxury Living in Windstar on Naples Bay and an amazing Membership Opportunity Awaits! This stunning Furnished three-Bedroom, three Full Bathroom residence offers 1,989 square feet of thoughtfully designed living space and 2,553 total square feet,…

      2553 3 3 1999
      Courtesy of John R Wood Properties

      5060 Yacht Harbor Naples

      Closed 5060 Yacht Harbor Cir Naples
      31 photos

      $895,000

      Low Rise (1-3)

      FULL GOLF MEMBERSHIP AVAILABLE FOR PURCHASE FROM THE WINDSTAR CLUB NOW WITH PURCHASE OF THIS HOME! YOUR WAIT IS OVER! IMMEDIATE PLAY ON WINDSTAR’S CHAMPIONSHIP COURSE. The buyer of this property will bypass the 7…

      2385 3 2 1999
      Courtesy of Downing Frye Realty Inc.

      5020 Marina Cove Naples

      Closed 5020 Marina Cove Dr Naples
      3 photos

      $599,000

      Low Rise (1-3)

      First floor end unit overlooking the pool and clubhouse.

      2385 3 2 1998
      Courtesy of Downing Frye Realty Inc.

      5010 Marina Cove Naples

      Closed 5010 Marina Cove Dr Naples
      30 photos

      $599,000

      Low Rise (1-3)

      Fantastic first floor, 3 bedroom, 2 bath, coach home, with an attached 2 car garage. This unit lives like a single family because it is a corner unit. The wonderful, gated Windstar is…

      2507 3 2 1997
      Courtesy of BERKSHIRE HATHAWAY FL REALTY

      2181 Paget Naples

      Closed 2181 Paget Cir Naples
      41 photos

      $989,000

      Ranch,Villa Attached

      Welcome to 2181 Paget Circle in the desirable enclave of Somerset at Windstar on Naples Bay. Enter this tastefully updated 2 Bedroom+den, 2 Bathroom home into a welcoming foyer opening to a gorgeous open-concept…

      1834 2 2 1989
      Courtesy of John R Wood Properties

      1620 Star Point Naples

      Closed 1620 Star Point Ln Naples
      50 photos

      $2,695,000

      Low Rise (1-3)

      Welcome to 1620 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. This unit comes with a deeded boat slip! Enter the lobby of this 4-unit boutique…

      3552 3 4 1996
      Courtesy of John R Wood Properties

      1390 Gulfstar Naples

      Closed 1390 Gulfstar Dr Naples
      28 photos

      $3,999,999

      Ranch,Single Family Residence

      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…

      3800 4 3 1995
      Courtesy of John R Wood Properties

      3522 Haldeman Creek Naples

      Closed 3522 Haldeman Creek Dr Naples
      5 photos

      $499,000

      Low Rise (1-3)

      Enjoy breathtaking panoramic views of the serene lake and pristine golf course from this spacious first-floor unit in Compass Point South at Windstar on Naples Bay. The moment you step through the front door, you’ll…

      1556 2 2 1995
      Courtesy of Downing Frye Realty Inc.

      5015 Marina Cove Naples

      Closed 5015 Marina Cove Dr Naples
      37 photos

      $599,000

      Low Rise (1-3)

      Are you a "VIEW BUYER"? If yes, you MUST check out the view from this spectacular coach home! "Welcome Home" to Marina Cove, a charming, lushly landscaped neighborhood within the magnificent, guard-gated community of Windstar…

      2125 2 2 1997
      Courtesy of Coldwell Banker Realty

      3884 Clipper Cove Naples

      Closed 3884 Clipper Cove Dr Naples
      2 photos

      $1,495,000

      Single Family Residence

      This beautifully renovated 3-bedroom, 3-bath single-family pool home is just a short walk from Windstar’s newly remodeled clubhouse. Multiple skylights flood the home with natural light, enhancing the open and airy feel. Every detail of…

      3084 3 3 1998
      Courtesy of Downing Frye Realty Inc.

      4460 Yacht Harbor Naples

      Closed 4460 Yacht Harbor Dr Naples
      29 photos

      $1,400,000

      Mid Rise (4-7)

      TURNKEY. A community with it all! Access to the private beach!! Golf, Gym, tennis, boating/slips and a fantastic restaurant overlooking Naples Bay with social membership. Every corner of this top floor 2 bed, 2 bath…

      2030 2 2 1987
      Courtesy of Royal Shell Real Estate, Inc.

      4535 Lighthouse Naples

      Closed 4535 Lighthouse Ln Naples
      4 photos

      $3,250,000

      Ranch,Single Family Residence

      Upon arrival at 4535 Lighthouse Lane you will have a warm sense of “Welcome Home - It’s Better by The Bay”! This is an expanded and updated Estate Home in Windstar on Naples Bay. Daily…

      7026 4 3 1995
      Courtesy of Downing Frye Realty Inc.

      3868 Clipper Cove Naples

      Closed 3868 Clipper Cove Dr Naples
      31 photos

      $1,675,000

      2 Story,Single Family Residence

      SKIP THE WAIT - IMMEDIATE FULL GOLF MEMBERSHIP available at WINDSTAR ON NAPLES BAY! The buyer of 3868 Clipper Cove Drive will be able to take advantage of a RARE OPPORTUNITY TO BYPASS AN OTHERWISE…

      3064 4 4 1998
      Courtesy of Gulf Coast International Prop

      1737 York Island Naples

      Closed 1737 York Island Dr Naples
      44 photos

      $1,695,000

      Ranch,Single Family Residence

      Welcome to 1737 York Island Drive, a rare opportunity on a quiet cul-de-sac in the desirable Ketch Cay community of Windstar on Naples Bay. This stunning home boasts over 2400 square feet and has…

      2761 3 2 1995
      Courtesy of John R Wood Properties

      1725 York Island Naples

      Closed 1725 York Island Dr Naples
      28 photos

      $1,575,000

      Ranch,Single Family Residence

      Remastered Ketch Cay Home, featuring an open floor plan, four-bedroom, four-bath layout, is nestled among tall palms, bougainvillea, hibiscuses, a shady lady (black olive) tree, and a majestic 50’ oak tree. Upon ascending the steps…

      3137 4 4 1999
      Courtesy of John R Wood Properties

      2216 Paget Naples

      Closed 2216 Paget Cir Naples
      8 photos

      $629,000

      Villa Attached

      Spacious Villa located in the sought-after Somerset community at Windstar on Naples Bay! This 3 bedroom, 2 bath villa offers an exceptional living experience. As the first end villa, it boasts a prime location with…

      2612 3 2 1989
      Courtesy of Downing Frye Realty Inc.

      3535 Windjammer Naples

      Closed 3535 Windjammer Cir Naples
      1 photos

      $525,000

      Low Rise (1-3)

      Beautifully updated and offered turnkey, this 3 bedroom, 2 baths condominium is move-in ready. The living/dining area can comfortably accommodate an entire family and guests. The kitchen boasts an eat-in area, a walk-in pantry, center…

      2243 3 2 1994
      Courtesy of Douglas Elliman Florida, LLC

      3540 Windjammer Naples

      Closed 3540 Windjammer Cir Naples
      1 photos

      $900,000

      Low Rise (1-3)

      Experience unparalleled panoramic lake views from this nicely remodeled coach home. Spanning nearly 2,300 sq. ft., this home features 3 bedrooms, a den, and 3 full bathrooms. The high ceilings and spacious layout are complemented…

      2699 3 3 1994
      Courtesy of Downing Frye Realty Inc.

      4700 Yacht Harbor Naples

      Closed 4700 Yacht Harbor Dr Naples
      9 photos

      $749,000

      Low Rise (1-3)

      Nicely updated second-floor coach home, located in the desirable Windward Cay at Windstar on Naples Bay, offers the perfect blend of luxury and convenience.Windstar offers incredible amenities including: Tom Fazio designed golf course, newly remodeled…

      2768 3 3 2003
      Courtesy of Downing Frye Realty Inc.

      3522 Haldeman Creek Naples

      Closed 3522 Haldeman Creek Dr Naples
      6 photos

      $449,000

      Low Rise (1-3)

      Enjoy spectacular golf course from this end unit, 2-bedroom, 2-bathroom condominium located in Compass Point at Windstar on Naples Bay! This spacious end unit features an expansive kitchen, high ceilings, and a screened lanai equipped…

      1556 2 2 1995
      Courtesy of Downing Frye Realty Inc.

      1610 Star Point Naples

      Closed 1610 Star Point Ln Naples
      38 photos

      $2,999,999

      Penthouse,Low Rise (1-3)

      IMMEDIATE GOLF MEMBERSHIP AVAILABLE to Prestigious Windstar on the Naples Bay Country Club, the initiation for golf is now $125,000.00. This is a TRUE opportunity since there is a five-year waitlist for this beautiful Tom…

      6252 3 4 1998
      Courtesy of Diversified Real Estate Group

      2542 Windward Naples

      Closed 2542 Windward Ct Naples
      50 photos

      $1,899,000

      Low Rise (1-3)

      Welcome to Regatta Landing, a luxurious coach home neighborhood in the gates of Windstar offering upscale, open-concept residences & some of the finest amenities Naples has to offer. From boating, golf, tennis & a…

      4453 3 3 2021
      Courtesy of EXP Realty LLC

      4403 Lighthouse Naples

      Closed 4403 Lighthouse Ln Naples
      3 photos

      $1,275,000

      Single Family Residence

      WOW! This home has undergone a transformation that must be seen! This home is now move-in-ready with all new interior paint, deep cleaning throughout, new light fixtures, epoxy garage floor, and more. Truly a must…

      3876 3 3 1996
      Courtesy of Downing Frye Realty Inc.

      4970 Bollard Naples

      Closed 4970 Bollard Ct Naples
      38 photos

      $1,325,000

      Ranch,Single Family Residence

      Very Rare opportunity to own a Single Family Home in Windstar on Naples Bay! This updated 3-Bedroom/2-Bathroom home features a custom Pool and Spa, 2019 Roof, 2019 Screen Enclosure with picture frame screens, and an…

      3202 3 2 1998
      Courtesy of John R Wood Properties

      1515 Gulfstar Naples

      Closed 1515 Gulfstar Dr Naples
      30 photos

      $5,995,000

      2 Story,Single Family Residence

      A Rare Find with over 600+ feet of waterfront and quick direct access out Gordon Pass to the Gulf. Your private 65’ dock with 15,000 lb lift, and plenty of room to expand, sits just…

      6824 4 6 1996
      Courtesy of Gulf Coast International Prop

      3538 Haldeman Creek Naples

      Closed 3538 Haldeman Creek Dr Naples
      37 photos

      $450,000

      Low Rise (1-3)

      Discover Florida living in this exquisite two-bedroom, two-bath second-floor unit located in the prestigious Compass Point South at Windstar on Naples Bay. This home features a stunning, large kitchen complete with granite countertops, high-end stainless…

      1556 2 2 1995
      Courtesy of EXP Realty, LLC

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