$4,675,000
5020 Grouper Hole Court
Boca Grande, FL 33921
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history112 days on market
- Status: ActiveFeb 4, 2026
- Listed$4,675,000Feb 4, 2026
- Price increased$4,675,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 112
- Subdivision
- East Shore Acres
- County
- Lee
- Year built
- 2002
- Living area
- 2,951 sq ft
- Price/sq ft
- $1,584
- Building area
- 6,287 sq ft (Public Records)
- Lot size
- 81,893 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- AE (12071C0017G)
- Garage
- 4 spaces
- Annual taxes
- $71,279 (2025)
- Parcel #
- 02-43-20-02-00000.0030
- Zoning
- AG-2
- MLS #
- D6145898
Interior Details
- Bedrooms
- 3
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Laminate, Wood
- 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
- 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
- Laundry
- Inside, Laundry Closet
- Stories / Levels
- Two
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric, Exhaust Fan
- Cooling
- Central Air
Parking
- Garage spaces
- 4
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Garage Door Opener, Golf Cart Garage, Golf Cart Parking, Ground Level, Guest, Off Street, Open, Oversized, Parking Pad, Basement
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Balcony, Hurricane Shutters, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered, Storage
- Construction materials
- Cement Siding, HardiPlank Type
- Roof
- Metal
- Foundation
- Concrete Perimeter, Slab
- Water view
- Yes
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 14x12 |
| Dining Room | First | 14x21 |
| Living Room | First | 16x17 |
| Bedroom 2 | First | 14x16 |
| Primary Bedroom | Second | 14x17 |
| Bedroom 3 | Second | 14x11.5 |
| Florida Room | Second | 15x28 |
| Den | Second | 14x12 |
| Balcony/Porch/Lanai | First | 44x11 |
Listing Details
- Listing date
- 2026-01-29
- On market date
- 2026-02-04
- Original list price
- $4,675,000
- Occupant type
- Owner
- MLS area
- 33921 - Boca Grande (PO BOX)
- Listing AOR
- Englewood
- Status changed
- 2026-02-04
- Tax legal description
- EAST SHORE ACRES PB 34 PG 127 LOT 3
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 27, 2026 at 10:31 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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