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$4,675,000 - 5020 Grouper Hole Court, BOCA GRANDE

3
Bedrooms
4
Baths
2,951
SQ. Feet
1.88
Acres

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.

Essential Information

  • MLS® #:
    D6145898
  • Price:
    $4,675,000
  • Bedrooms:
    3
  • Bathrooms:
    4.00
  • Full Baths:
    3
  • Half Baths:
    1
  • Square Footage:
    2,951
  • Acres:
    1.88
  • Year Built:
    2002
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Colonial, Elevated
  • Status:
    Active

Community Information

  • Address:
    5020 Grouper Hole Court
  • Area:
    Boca Grande (PO BOX)
  • Subdivision:
    EAST SHORE ACRES
  • City:
    BOCA GRANDE
  • County:
    Lee
  • State:
    FL
  • Zip Code:
    33921

Amenities

  • Parking:
    Circular Driveway, Driveway, Garage Door Opener, Golf Cart Garage, Golf Cart Parking, Ground Level, Guest, Off Street, Open, Oversized, Parking Pad, Basement
  • # of Garages:
    4
  • View:
    Trees/Woods, Water

Interior

  • Interior Features:
    Accessibility Features, Ceiling Fans(s), Dry Bar, Eat-in Kitchen, Elevator, High Ceilings, L Dining, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances:
    Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
  • Heating:
    Central, Electric, Exhaust Fan
  • Cooling:
    Central Air
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Balcony, Hurricane Shutters, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered, Storage
  • Lot Description:
    Cleared, Cul-De-Sac, In County, Landscaped, Oversized Lot, Paved
  • Roof:
    Metal
  • Foundation:
    Concrete Perimeter, Slab

School Information

  • Elementary:
    The Island School
  • Middle:
    L.A. Ainger Middle
  • High:
    Lemon Bay High

Additional Information

  • Days on Market:
    6
  • Zoning:
    AG-2

Listing Details

  • Listing Office:
    Michael Saunders & Co. - Boca

Listing information courtesy of Michael Saunders & Co. - Boca.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 10th, 2026 at 3:48am EST.