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5020 Grouper Hole Court

Boca Grande, FL 33921
  • $4,675,000
  • STATUS: Active
  • ON SITE: 7 Days
  • MLS #: D6145898
UPDATED: 71 min ago
$4,675,000
  • 3
    BEDS
  • 1.88
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,951
    SQFT
  • $1,584
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2002
County:
Lee

School Information

Elementary School:
Middle School:
High School:

Description

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-02-12T19:45:47.803.
www.bocagrandeflhomes.com/homes/172741827
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5020 Grouper Hole Court Boca Grande, FL 33921

  • Price: $4,675,000
  • Status: Active
  • On Site: 7 Days
  • Updated: 71 min ago
  • MLS #: D6145898
3
Beds
3
Baths
1
½ Baths
1.88
Acres
2,951
SQFT
$1,584
$/SQFT
2002
Built
Neighborhood:
East Shore Acres
County:
Lee
Area:
Boca Grande (Po Box)
Elementary School:
The Island School
Middle School:
L.A. Ainger Middle
High School:
Lemon Bay High
Property Description
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.
Exterior Features

Architectural Style ColonialElevated Attached Garage Yn Yes Carport Yn No Construction Materials Cement SidingHardiPlank Type Covered Spaces 4 Direction Faces West Exterior Features BalconyHurricane ShuttersIrrigation SystemLightingOutdoor ShowerRain GuttersSliding DoorsSprinkler MeteredStorage Foundation Details Concrete PerimeterSlab Lot Features ClearedCul-De-SacIn CountyLandscapedOversized Lot Open Parking YN Yes Parking Features Circular DrivewayDrivewayGarage Door OpenerGolf Cart GarageGolf Cart ParkingGround LevelGuestOff StreetOpenOversizedParking PadUnder Building Patio And Porch Features CoveredDeckEnclosedPatioPorchRear PorchScreened Pool Private Yn No Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof Metal Spa YN No View Trees/WoodsWater Water Access Yn No Water Extras Yn No Water View Bay/Harbor - Full Water View Yn Yes Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Accessibility Features Accessible Approach with RampAccessible BedroomAccessible ClosetsAccessible DoorsAccessible Elevator InstalledAccessible Full BathVisitor BathroomAccessible Hallway(s)Enhanced AccessibleGrip-Accessible Features Additional Rooms Bonus RoomDen/Library/OfficeFamily RoomFlorida RoomFormal Dining Room SeparateInside UtilityStorage Rooms Appliances Bar FridgeBuilt-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerIce MakerMicrowaveRangeRefrigeratorWasherWater Filtration SystemWater Softener Basement Exterior EntryInterior EntryUnfinished Building Area Total 6287 Building Elevator Yn Yes Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring Ceramic TileLaminateHardwood Furnished Negotiable Heating CentralElectricExhaust Fan Heating YN Yes Interior Features Accessibility FeaturesCeiling Fan(s)Dry BarEating Space In KitchenElevatorHigh CeilingsL DiningLiving Room/Dining Room ComboOpen FloorplanPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments Laundry Features InsideLaundry Closet Levels Two Rooms Kitchen (Ceiling Fan(s)) Dining Room (Ceiling Fan(s)) Living Room (Ceiling Fan(s)) Primary Bedroom (Ceiling Fan(s)Walk-In Closet(s)) Bedroom 2 (Ceiling Fan(s)Built-in Closet) Balcony/Porch/Lanai (Ceiling Fan(s)) Florida Room (Ceiling Fan(s)) Den (Ceiling Fan(s)Wet Bar) Bedroom 3 (Ceiling Fan(s)Built-in Closet) Sewer Public Sewer Stories Total 2 Water Source Public Window Features BlindsInsulated WindowsShuttersTinted WindowsWindow Treatments

Property Features

Association Approval Required Yn No Association Yn No Builder Name Saftey Harbor Builders Cdd Yn No Condo Land Included Yn No Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease No Minimum New Construction Yn No Ownership Fee Simple Pets Allowed Yes Property Attached YN No Property Condition Completed Property Sub Type Single Family Residence Realtor Info As-IsList Agent is Owner Security Features Fire Sprinkler SystemSecurity LightsSecurity SystemSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Tax Annual Amount 71279 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable AvailableCable ConnectedElectricity ConnectedPhone AvailablePublicSewer ConnectedSprinkler Meter Zoning AG-2


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of MICHAEL SAUNDERS & CO. - BOCA: 941-964-2000.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-02-12T19:45:47.803.
 
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Maryjo Pigott, Broker Associate | Gulf To Bay Sothebys Realty
336 Park Avenue
Boca Grande FL, 33921