To schedule a showing of 16 Grouper Hole Drive, Boca Grande, Florida, Call David Shippey at 863-521-4517 TODAY!

$5,995,000 No Recent Price Change
16 Grouper Hole Drive
Boca Grande, FL 33921
  • 3Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 3,317SqFt
  • 1995Year Built
  • 0.99Acres
  • MLS# TB8474700
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market5 months,
  • Area33921 - Boca Grande (po Box)
  • CountyCharlotte
  • Subdivision East Shore Acres

Overview

Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front Gasparilla Sound and the ICW, additionally with multiple decks facing East and West with over 4,000 sq. ft. under roof! The main level features an open-concept layout ideal for effortless entertaining, seamlessly connecting the kitchen, dining, and living areas, boasting soaring ceilings and abundant natural light throughout - all Andersen doors and windows. Enjoy a true indoor-outdoor lifestyle with panoramic coastal vistas and a fluid transition to the very cozy screened-in lanai over the pool - perfect for relaxing or hosting while taking in the serene surroundings. The gourmet kitchen is a chef’s haven featuring granite countertops & center-island with abundant prep space, a DCS professional 6 burner duel-fuel range / double oven, oversized paneled Sub Zero refrigerator and freezer designed to blend seamlessly with custom cabinetry, plus a breakfast nook/coffee bar and pantry… The dedicated Master level provides a serene private retreat showcasing exceptional 240° views with hers and his walk-in closets. Embrace the height of comfort and relaxation with a spacious ensuite bath with spa-like soaking tub and separate shower, and two private decks for taking in year-round breathtaking sunrises, moonrises, and sunsets. On the ground level, step outside to an expansive pool deck with plenty of space for outdoor entertainment with a very large waterfront pool and separate covered spa. Just steps away to your (cool-to-the-feet) shellstone tile deck out to your own private deep-water dockage complete with three boat lifts (13,000, 7,000, and 7,000 lbs) - a dream for avid boaters and fishermen alike. Two car plus golf cart garage with lots of storage, a wine cellar, and excellent Bonus space! This is the very best comfortable Island Living in this nearly 1 acre waterfront estate at the very best pricing! Come see why…?



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  WindowTreatments

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Custom, Florida

Pool Features:  Gunite, InGround

Patio:  Deck, Patio, Porch, Screened

Pool Private:  Yes

Fees / Restrictions

Financial

Original Price:  $5,995,000

Disclosures:  CovenantsRestrictionsDisclosure,FloodPlainDisclosure

Garage / Parking

Parking Features:  CircularDriveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, CeramicTile, Other

Levels:  ThreeOrMore

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  TrayCeilings, CeilingFans, EatInKitchen, HighCeilings, OpenFloorplan, UpperLevelPrimary, WalkInClosets

Appliances:  BuiltInOven, Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Refrigerator, RangeHood, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  Take CR 771 or CR 775 to the Boca Grande Causeway (toll). See Grouper Hole Drive directly across from the entrance to the Boca Grande Club on the left. Turn left onto Grouper Hole Drive, then left to 16 Grouper Hole. Property will be on your right.

Lot Size Units:  Acres

Lot Size Acres:  0.99

Lot Sqft:  43,440

Est Lotsize:  100X292X301X100

Vegetation:  PartiallyWooded

Lot Desc:  FloodZone, OutsideCityLimits, Landscaped

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Security Features:  SecuritySystem, FireAlarm, FireSprinklerSystem, SecurityLights

Other Rooms Info

Property Info

Section:  35

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, WoodFrame

Total Stories:  3

Foundation:  StemWall

Human Modified:  Yes

Room Info

Total Rooms:  7

Sqft Info

Sqft:  3,317

Bulding Area Sqft:  4,748

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  0016

Tax Legal Description:  ESA 000 0000 0016 EAST SHORE ACRES LT 16 0.36 AC. & .31 AC. OF SUBMERGED LAND ADJ THERETO DES AS BEG NE COR LT 16 SE 101.98 FT & NE 143 FT NW 101.98 FT SW 133 FT TO POB AKA P-16A 882/1996 882/1998 1296/2194 1584/1840 1789/120 3287/1337 ESA 000 0000 0015 EAST SHORE ACRES TH S 1/2 OF LT 15 0.18 AC. 736/1396 1220/139 1778/856 3648/1962 ZZZ 354220 P15A 354220 P15A .15 AC. M/L S 1/2 0F A PARCEL OF SUBMERGED LAND ADJ TO LOT 15 EAST SHORE ACRES 3648/1966

Tax Block:  0000

Tax Annual Amount:  61814.57

Tax Book Number:  2C35S

Unit Info

Utilities / Hvac

Heating:  Electric, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, SewerConnected, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  BayAccess, Bayfront

View:  Yes

Water Body Name:  GASPARILLA SOUND, PEEKINS COVE

View:  Bay, TreesWoods, Water

Schools

Elem:  The Island School

Middle:  L.a. Ainger Middle

High:  Lemon Bay High

Directions

Take CR 771 or CR 775 to the Boca Grande Causeway (toll). See Grouper Hole Drive directly across from the entrance to the Boca Grande Club on the left. Turn left onto Grouper Hole Drive, then left to 16 Grouper Hole. Property will be on your right.

This listing courtesy of Keller Williams Tampa Central 

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On davidshippey.com since Tue, Feb 10th 2026
No Property History recorded for this listing.

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If you have any questions on 16 Grouper Hole Drive, Boca Grande, Florida, please call David Shippey at 863-521-4517.


MLS# TB8474700 located at 16 Grouper Hole Drive, Boca Grande, Florida is brought to you by David Shippey REALTOR®

16 Grouper Hole Drive, Boca Grande, Florida has 3 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 16 Grouper Hole Drive, Boca Grande, Florida is TB8474700.
The price for 16 Grouper Hole Drive, Boca Grande, Florida is $5,995,000.
The status of 16 Grouper Hole Drive, Boca Grande, Florida is Active.
The subdivision of 16 Grouper Hole Drive, Boca Grande, Florida is East Shore Acres.
The home located at 16 Grouper Hole Drive, Boca Grande, Florida was built in 2026.