14540 Headwater Bay LN, Fort Myers, FL 33908

• 4 beds |
• 4 baths |
• 4,869 sqft

Property Description

14540 HEADWATER BAY | Gulf Harbour Yacht & Country Club Experience elevated courtyard living in this beautifully upgraded residence located in the exclusive, gated Gulf Harbour Yacht & Country Club. Designed for privacy, luxury, and effortless indoor-outdoor living, this home wraps around an expansive central courtyard featuring a sparkling pool, relaxing hot tub, and a fully equipped outdoor kitchen, your own private retreat at the heart of the home. Step inside to discover a stunning, completely remodeled kitchen, anchored by a dramatic waterfall-edge quartz island and featuring premium finishes throughout. The kitchen is outfitted with a Monogram induction cooktop, pot filler, modern cabinetry, updated lighting, and sleek appliances that make both cooking and entertaining a joy. Porcelain tile flooring flows seamlessly throughout the main living spaces, creating a clean and cohesive feel. Elegant French doors lead into the formal dining room, while a stylish bar area, complete with a temperature-controlled wine chiller, offers the perfect space for evening gatherings. The primary suite is a private sanctuary featuring a luxurious bathroom with tumbled porcelain tile, a relaxing soaking tub, and shower that doubles as an impressive steam shower, providing a true spa-like experience. The additional guest bedrooms are located on the second-floor wing and connect to the casita via a charming upper-level lanai, offering unique indoor-outdoor flow and privacy for guests. The separate casita is exceptionally well-appointed with its own microwave, sink, refrigerator, and stackable washer/dryer, making it perfect for long-term guests, family, or live-in support. An additional office area off the main house provides a quiet and functional workspace, ideal for those who work remotely or need a dedicated study. Completing the home are 2 spacious, 2-car garages, offering ample storage and room for vehicles, golf carts, bikes, and more. Located within one of Southwest Florida’s most sought-after communities, residents of Gulf Harbour enjoy access to championship golf, a deep-water marina, tennis, fitness center, spa, clubhouse dining, and vibrant social events. Golf and Sport memberships opportunities are be available, offering the rare chance to enjoy the full lifestyle without the standard waitlist. 14540 Headwater Bay offers a rare fusion of luxury, comfort, and architectural character- an exceptional courtyard home designed for refined Florida living.

Listing Status:

Active

Date Added:

January 9, 2026

Data Last Updated:

February 12, 2026 at 2:20PM

Listing Office:

John R. Wood Properties : 239-333-2411

Listing Agent:

Elise Starr : 239-209-3960

MLS ID:

2025020711

Interior

• General: Breakfast BarBuilt-in FeaturesSeparate/Formal Dining RoomDual SinksEntrance FoyerEat-in KitchenBarHigh Speed Internet
• Appliances: Double OvenDishwasherFreezerMicrowaveRangeRefrigerator
• Laundry: Inside
• Flooring: CarpetVinyl
• A/C: Central AirElectric
• Heating: CentralElectric

Exterior

• General: CourtyardNoneOutdoor GrillOutdoor KitchenIn Ground
• Style: Two Story
• Other Structures: PorchScreenedLanai
• Pool: In GroundPool EquipmentSalt Water
• Parking: AttachedGarage

Construction

• Roofing: Tile
• Windows: Single HungSliding
• General: BlockConcreteStucco2

Location

• Road/Access: Paved
• HOA Amenities: Beach RightsMarinaFitness CenterGolf CoursePlaygroundPrivate MembershipPutting Green(s)RestaurantSaunaSpa/Hot TubManagementAssociation ManagementLegal/AccountingReserve FundRoad Maintenance1730.0Annually
• Originating MLS: FGC_FORT
• County: Lee

Lot

• Zoning: GULF HARBOUR YACHT + CC PH 1 PB 56 PGS 1-4 LT 16130-45-24-08-00000.1610
• View: Golf CourseView

Utilities

• Utilities: Cable AvailableHigh Speed Internet AvailableUnderground Utilities
• Water: Public
• Sewer: Public Sewer

Financial

• Source: FGC_FORT
• Ownership: Single Family