About 5020 GROUPER HOLE, Boca Grande, Florida, 33921
Located on Gasparilla Island beyond a private driveway, this one-of-a-kind retreat spans generous acreage and captures panoramic bay and coastal water views. Positioned on 1.88 acres and framed by native landscaping, the serene setting feels worlds away, yet remains just minutes from the charm of Boca Grande village. Spanning 2,951 square feet of refined living space with a total footprint of 6,287 square feet, the residence features three bedrooms plus a study or bonus room that can easily serve as a fourth bedroom, along with three-and-a-half baths. An interior elevator services all floors, ensuring effortless access throughout. The interiors reflect a sophisticated coastal aesthetic, highlighted by light-colored hardwood floors and thoughtfully designed living spaces. The study features a wet bar, opens to an exterior porch, and offers a perfect spot for stargazing, while the upstairs primary suite enjoys its own private porch—both providing sweeping Bay views and front-row seats to abundant wildlife, including osprey, pelicans, and egrets. An expansive porch running the length of the home invites morning coffee with sunrises over the water and evenings bathed in soft sunset hues. Electric hurricane shutters provide peace of mind, while the three-car, climate-controlled garage plus dedicated golf cart space adds everyday convenience. Leisurely bike rides or golf cart trips along the paved path lead directly into the village of Boca Grande, known for exceptional dining, unique shopping, world-class fishing, and outstanding boating. Properties of this size, setting, and water-view presence are exceptionally rare on the island, making this a truly special opportunity.
Additional Rooms : Bonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Inside Utility, Storage Rooms
Utilities : Cable Available
Water Access : 0
Sewer : Public Sewer
Parking Features : Balcony
Garage On Property : Yes.
Garage Spaces: 4
Security Features : Fire Sprinkler System
Exterior Features : Balcony
Lot Features : Cleared
Patio And Porch Features : Covered
Road Surface Type : Asphalt
Roof : Metal
Heating : Central
Cooling : Central Air
Construction Materials : Cement Siding
Interior Features : Accessibility Features
Laundry Features : Inside
Appliances : Bar Fridge
Window Features : Blinds
Flooring : Ceramic Tile
Additional Rooms : Bonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Inside Utility, Storage Rooms
Utilities : Cable Available
Water Access : 0
Sewer : Public Sewer
Parking Features : Balcony
Garage On Property : Yes.
Garage Spaces: 4
Security Features : Fire Sprinkler System
Exterior Features : Balcony
Lot Features : Cleared
Patio And Porch Features : Covered
Road Surface Type : Asphalt
Roof : Metal
Heating : Central
Cooling : Central Air
Construction Materials : Cement Siding
Interior Features : Accessibility Features
Laundry Features : Inside
Appliances : Bar Fridge
Window Features : Blinds
Flooring : Ceramic Tile

Street Address: 5020 GROUPER HOLE
City: Boca Grande
State: Florida
Postal Code: 33921
County: Lee
Directions: From Boca Grande Toll booth to Lee County sign, turn left at the sign to Grouper Hole Ct. 5020 Grouper Hole Ct., is the second house on the left down a gravel driveway.

Property Information :
Listing Status: Active
Size: 2,951 Sqft
Lot Size: 1.88 Acres
MLS #: D6145898
Bedrooms: 3 bd
Bathrooms: 3.5 ba
Price: $4,675,000
Tax Amount: 71279
Construction Status: Built in 2002
Last Modified : Feb 24 2026 1:44AM

Courtesy of: Kathleen Turner, MICHAEL SAUNDERS & CO. - BOCA (MLS# 256030041)
Source MLS: StellarMLS