Hero
Gallery 2
Gallery 3
Gallery 4
Gallery 5
Gallery 6
Gallery 7
Gallery 8
Gallery 9
Gallery 10
Gallery 11
Gallery 12
Gallery 13
Gallery 14
Gallery 15
Gallery 16
Gallery 17
Gallery 18
Gallery 19
Gallery 20
Gallery 21
Gallery 22
Gallery 23
Gallery 24
Gallery 25
Gallery 26
Gallery 27
Gallery 28
Gallery 29
Gallery 30
Gallery 31
Gallery 32
Gallery 33
Gallery 34
Gallery 35
Gallery 36
Gallery 37
Gallery 38
Gallery 39
Gallery 40
Gallery 41
Gallery 42
Gallery 43
Gallery 44
Gallery 45
Gallery 46
Gallery 47
Gallery 48
Gallery 49
Gallery 50
Gallery 51
Gallery 52
Gallery 53
Gallery 54
Gallery 55
Gallery 56
Gallery 57
Gallery 58
Gallery 59
Gallery 60
Gallery 61
Gallery 62
Gallery 63
Gallery 64
Gallery 65
Gallery 66
Gallery 67
Gallery 68
Gallery 69
Gallery 70
Gallery 71
Gallery 72
Gallery 73
Gallery 74
Gallery 75
Gallery 76
Gallery 77
Gallery 78
Gallery 79
Gallery 80
Gallery 81
Gallery 82
Gallery 83
Gallery 84
Gallery 85
Gallery 86
Gallery 87
Gallery 88
Gallery 89
Gallery 90
Gallery 91
Gallery 92
Gallery 93
Gallery 94
Gallery 95
Gallery 96
Gallery 97
Gallery 98
Gallery 99
Gallery 100

14 GROUPER HOLE DRIVE BOCA GRANDE, FL 33921

Listed by: KELLER WILLIAMS ISLAND LIFE REAL ESTATE 941-254-6467 Agent: Michelle Hupp 941-773-5464 michellehupp@thehuppgroup.com

update time: 04/10/2026 19:54:26

2 DEEP-WATER DOCKS AND A COVERED 7,000 LB LIFT. 5 BEDROOMS AND 5.5 BATHROOMS. MYRTHA POOL. INDOOR GUN RANGE. NO FIXED BRIDGES TO GULF WATERS. ROOF 2017. Welcome to a true Sportsman’s Paradise at 14 Grouper Hole Drive on Gasparilla Island in Boca Grande, Florida. This exceptional waterfront estate offers an unparalleled lifestyle, where breathtaking views of the Gasparilla Sound greet you the moment you step through the grand double doors. Designed for both adventure and relaxation, this residence seamlessly blends refined elegance with world-class amenities. The main living area is on the second floor, accessible by a three-stop elevator. A bright foyer leads into the expansive living room, which is open to the third floor, creating an impressive sense of space with soaring ceilings. The dining area flows effortlessly into the kitchen, where a beautiful bay window breakfast nook offers the perfect setting to enjoy morning coffee with stunning water views. The kitchen features a WOLF gas stove, a Sub-Zero paneled refrigerator, a spacious pantry, and a breakfast bar. French doors from the living room open onto a large screened deck—ideal for entertaining or unwinding as boats pass by. The second floor hosts three guest bedrooms, each with nearly floor-to-ceiling windows and en-suite bathrooms. A half bath and a well-appointed laundry room are also on this level. A striking catwalk on the third floor, adorned with a sculptural iron railing, overlooks the living space below while offering sweeping views of the Sound. The luxurious primary suite is a serene retreat, with private access to an open-air deck to enjoy the waterfront breeze. The en-suite bath features dual vanities, a walk-in shower, and a separate soaking tub. A generous walk-in closet with custom shelving provides ample storage. An additional sitting area with a bay window offers yet another breathtaking vantage point. A well-appointed fifth bedroom, also with mesmerizing water views and an en-suite bath, is located opposite the primary suite. The estate’s crown jewel is the extraordinary sports pavilion, seamlessly connected to the main home. Designed for ultimate recreation, it features an indoor/outdoor sitting and dining area with a retractable mosquito screen and fire pit. Inside, a stylish living space and fully equipped kitchen boast Viking appliances, Kendall Cambria Quartz countertops, a built-in bar refrigerator, and an ice machine. At its heart is the Myrtha Ozone Pool—one of Florida’s most advanced residential pools. Competition-length, with stainless steel bolted technology for durability, it features a European lighting system, the only one of its kind in North America. Exceptionally pure, the water is free of chlorine and salt, making it pristine enough to drink. The pool is both heated and cooled for year-round enjoyment, with a standalone hot tub nearby. Remote controlled hurricane shutters add to piece of mind. The sports pavilion also includes a private, air-conditioned Pilates studio and areas for ping pong and pool. For shooting enthusiasts, the state-of-the-art gun range features two dedicated lanes—one for archery and one for firearms. Equipped with a high-tech camera system for precision accuracy, a retractable target retrievals, advanced bullet entrapment, and sound suppression, this range ensures top tier performance.

Take the Boca Grande Causeway. Turn left on Grouper Hold Drive. House will be on your right.

Property Details

Location

+

Interior Features

+

Exterior Features

+

School

+

Additional Information

+

Nearby Properties

Stellar MLS logoInformation Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-04-10 19:54:26. For issues with IDX contact stdreamer123@gmail.com

Listing Information Disclaimer
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither TAMPA MILRA nor Stellar MLS shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

Consumer Usage Agreement
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.

Disclaimer
TEMPA MILRA is a real estate agent affiliated with Compass. Compass Florida, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

Last Updated: 2026-05-24 08:53:42 (Data is updated at least every 12 hours). Some properties which appear for sale on this website may subsequently have sold and may no longer be available.
© 2026 Stellar MLS. All rights reserved.

  • TAMPA MILRA
  • 16001 Bella Woods Dr, Tampa, FL 33647
  • 727-324-7184

Copyright@ TAMPA MILRA All rights reserved.

Contact