14540 Headwater Bay Lane, Fort Myers, FL 33908 - SW Florida Gulf Coast Properties

$2,600,000

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… Read More 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. Read Less

Courtesy of Elise Starr, John R. Wood Properties.

Listing Snapshot

Days Online

Last Updated

Jan 10, 2026

Property Type

SingleFamilyResidence

Beds

Full Baths

Partial Baths

Square Ft.

4,869

Lot Size

0.35 Acres

Year Built

1996

MLS Number

2025020711

30 Days Snapshot Of 33908

$273k

+6%

(avg) sold price

-28%

homes sold

179

+16%

(avg) days on market

Snapshot

Area Map

Additional Details

Property Access

Road surface type: Paved

Appliances & Equipment

DoubleOven, Dishwasher, Freezer, Microwave, Range, Refrigerator

Building

Built in 1996, Architectural style: TwoStory, Construction materials: Block, Concrete, Stucco, Levels: Two, 2, 2 total stories, Toal building area: 5918

Community

BoatFacilities, Golf, Gated, TennisCourts, Shopping, StreetLights

Cooling

CentralAir, Electric

Exterior Features

Courtyard, OutdoorGrill, OutdoorKitchen

Floors

Carpet, Vinyl

Garage

4 garage spaces

Water Features

None

Heating

Central, Electric

Home Owner's Association

Association fee: $1,730, Association fee 2: $1,074, Association amenities: BeachRights, Marina, FitnessCenter, GolfCourse, Playground, PrivateMembership, PuttingGreens, Restaurant, Sauna, SpaHotTub, Management

Interior Features

Furnished: Negotiable, BreakfastBar, BuiltInFeatures, SeparateFormalDiningRoom, DualSinks, EntranceFoyer, EatInKitchen, Bar, HighSpeedInternet

Laundry

Inside

Lot

0.355 acres, ZeroLotLine

Parking

4 covered spaces, Attached, Garage

Pets Policy

Yes

Pool

InGround, PoolEquipment, SaltWater

Property

Patio and porch features: Lanai, Porch, Screened, GolfCourse

Roof

Tile

Security Features

SecurityGate, GatedWithGuard, GatedCommunity, SecurityGuard

Sewer

PublicSewer

Spa

InGround

Taxes

Year: 2025

Utilities

CableAvailable, HighSpeedInternetAvailable, UndergroundUtilities

Windows

SingleHung, Sliding, ImpactGlass

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