About 14540 Headwater Bay LN, Fort Myers, Florida, 33908
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.
DiningRoom Features: Breakfast Bar, Eat-in Kitchen, Formal
Additional Rooms: Den - Study, Guest Bath, Guest Room, Laundry in Residence, Screened Lanai/Porch
Pets Allowed : Yes
Irrigation Source: Reclaimed
Maintenance : Legal/Accounting, Manager, Reserve, Street Maintenance
Water Source : Central
Community Features: Fitness Center, Golf, Street Lights, Putting Green, Restaurant, Gated, Tennis Court(s)
Association Amenities: Beach - Private, Spa/Hot Tub, Fitness Center, Full Service Spa, Golf Course, Internet Access, Shopping, Streetlight, Underground Utility, Marina, Play Area, Private Membership, Putting Green, Restaurant, Sauna
Parking Features: Attached
4 Parking Spaces
4 Garage Spaces
Security Features : Gated Community
Exterior Features: Screened Lanai/Porch, Built In Grill, Courtyard, Outdoor Kitchen
Lot Features : Zero Lot Line
Roof : Tile
Road Frontage Type : Paved
Architectural Style : Two Story, Single Family
Structure Type : House
Equipment:Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
PUD
Pool Features:Below Ground, Equipment Stays, Salt Water
Spa Features:Community, Below Ground
Cooling: Central Electric
Heating : Central Electric
Construction Materials: Concrete Block, Stucco
Foundation Details: Concrete Block
Interior Features: Bar, Built-In Cabinets, Foyer
Building Description : 2 Story
Appliances : Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
Equipment : Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
Flooring : Carpet, Vinyl
Levels : 2
LaundryFeatures : Laundry in Residence
Other Structures: Outdoor Kitchen
DiningRoom Features: Breakfast Bar, Eat-in Kitchen, Formal
Additional Rooms: Den - Study, Guest Bath, Guest Room, Laundry in Residence, Screened Lanai/Porch
Pets Allowed : Yes
Irrigation Source: Reclaimed
Maintenance : Legal/Accounting, Manager, Reserve, Street Maintenance
Water Source : Central
Community Features: Fitness Center, Golf, Street Lights, Putting Green, Restaurant, Gated, Tennis Court(s)
Association Amenities: Beach - Private, Spa/Hot Tub, Fitness Center, Full Service Spa, Golf Course, Internet Access, Shopping, Streetlight, Underground Utility, Marina, Play Area, Private Membership, Putting Green, Restaurant, Sauna
Parking Features: Attached
4 Parking Spaces
4 Garage Spaces
Security Features : Gated Community
Exterior Features: Screened Lanai/Porch, Built In Grill, Courtyard, Outdoor Kitchen
Lot Features : Zero Lot Line
Roof : Tile
Road Frontage Type : Paved
Architectural Style : Two Story, Single Family
Structure Type : House
Equipment:Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
PUD
Pool Features:Below Ground, Equipment Stays, Salt Water
Spa Features:Community, Below Ground
Cooling: Central Electric
Heating : Central Electric
Construction Materials: Concrete Block, Stucco
Foundation Details: Concrete Block
Interior Features: Bar, Built-In Cabinets, Foyer
Building Description : 2 Story
Appliances : Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
Equipment : Dishwasher, Double Oven, Microwave, Range, Refrigerator/Freezer
Flooring : Carpet, Vinyl
Levels : 2
LaundryFeatures : Laundry in Residence
Other Structures: Outdoor Kitchen

Street Address: 14540 Headwater Bay LN
City: Fort Myers
State: Florida
Postal Code: 33908
County: Lee

Property Information :
Listing Status: Active
Size: 4,869 Sqft
Lot Size: 0.36 Acres
MLS #: 2025020711
Bedrooms: 4 bd
Bathrooms: 3.5 ba
Price: $2,600,000
Tax Amount: 19153.32
Construction Status: Built in 1996
Last Modified : Jan 22 2026 11:35AM
Amenities :
Pool

Courtesy of: Elise Starr, John R. Wood Properties (MLS# PO15679)
Source MLS: NABOR