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14540 Headwater Bay LN, FORT MYERS FL 33908

Agent Name: Elise Starr

Broker Name: Jay Richter

$2,600,000

5,918 per sqft

Active

4 Beds

4 Baths

4,869 sqft

Condo

Built in 1996

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.

2025020711

MLS ID

01/09/2026

LISTED

N/A

UPDATED

Map

14540 Headwater Bay LN, FORT MYERS FL 33908

Interior Features

Total Stories

2

Bedrooms

4 Beds

Bathrooms

4 Baths

Interior Features

Bar, Built-In Cabinets, Foyer,

Appliances

--

Floor Description

Carpet, Vinyl,

Fireplace

Yes

Cooling

Yes

Cooling Description

Central Electric,

Heating

Yes

Heating Description

Central Electric,

Exterior/Building Features

Architectual Style

Two Story, Single Family,

Roof

Tile,

Other Property Details

Area Name

Inland

Taxes

$19,153.32

Tax Frequency

Annually

Association Amenities

No

Garage

Yes

Garage Spaces

4

Parking

Attached,

View

Yes

View Description

Golf Course,

Country

Lee

Pool

Below Ground, Equipment Stays, Salt Water,

Premier Sotheby's International Realty

Jon Busch

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Broker

Nella Christina DeCesare
BK3327989

Business Office

2260 Randall Blvd.
Naples, FL 34119

Broker

Nella Christina DeCesare
BK3327989

Business Office

2260 Randall Blvd.,
Naples, FL 34119