Sarasota's Premier Homes

Key West

19 GROUPER HOLE DRIVE

BOCA GRANDE , FL 33921

MLS#: D6144445

$7,495,000

Status: Active
Listing number: D6144445
Listing provided by: THE BRC GROUP, LLC
Listing agent phone: None
Last update: 3 months ago
On site: 3 months ago
Browse Properties
OF - Residential

Property

Beds

4

Full Baths

4

1/2 Baths

1

Year Built

1990

Sq.Footage

3,529

Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!

Features & Amenities

Interior

  • Other Interior Features

    Cathedral Ceiling(s), Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    4

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Electric

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    4

  • Construction Materials

    Block, Cement Siding, Frame

  • Other Exterior Features

    Dock

  • Parking

    Garage Door Opener, Tandem, Basement, Attached

  • Patio and Porch Features

    Rear Porch, Screened

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground, Lap, Private

  • Waterfront YN

    YES

  • View

    Water

Area & Lot

  • Lot Features

    Private, Paved, Waterfront

  • Lot Size(acres)

    0.96

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Key West

Price

  • Sales Price

    $7,495,000

  • Tax Amount

    $63,800.81

  • Sq. Footage

    3, 529

  • Price/SqFt

    $2,123

HOA

  • Association

    No

School District

  • Elementary School

    The Island School

  • Middle School

    L.A. Ainger Middle

  • High School

    Lemon Bay High

Property Features

  • Stories

    2

  • Foundation Details

    Pillar/Post/Pier

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    19

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Charlotte

Elementary School

The Island School

Middle School

L.A. Ainger Middle

High School

Lemon Bay High

Listing Courtesy of Brian Corcoran , THE BRC GROUP, LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!

19 GROUPER HOLE DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 1 day ago
Located in the heart of the Village within the historic charm of Boca Grande, this exceptional 6-bedroom, 6-bath coastal retreat artfully blends timeless architecture with modern craftsmanship. Designed by Stofft Cooney Architects and built in 2020 by the island’s premier builder, Safety Harbor Construction, the residence offers over 3,800 square feet under air, including two beautifully appointed sunrooms, and was thoughtfully conceived for refined entertaining and seamless indoor–outdoor living. A custom mahogany front door opens to a classic “Gasparilla Inn” inspired sun porch with green high-gloss painted wood floors, introducing interiors rich with antique wormy chestnut reclaimed flooring, tongue-and-groove ceilings with decorative beams, and a striking Isokern Magnum wood-burning fireplace. The open-concept kitchen is a chef’s showpiece, appointed with leathered Taj Mahal quartzite countertops, dual dishwashers, WOLF and Monogram appliances, and a fully equipped butler’s pantry with ice maker, beverage drawers, wine refrigerator, and generous storage. A beautifully integrated dry bar in the living area features a copper countertop, additional beverage drawers, and an ice maker. British-inspired Origin bi-fold aluminum doors fully recess to transform the living space into an open-air sanctuary, complemented by a remote-controlled screen at the touch of a button. The outdoor kitchen is anchored by a custom built-in Kalamazoo Gourmet Fire Grill, designed to cook with wood, charcoal, or gas, with additional space for preferred appliances. The main-level primary suite captures serene outdoor views and features a private, spa-like bath with dual vanities, walk-in closet, and a full-size laundry room. Two additional guest suites complete the main level, including one reimagined as a den inspired by BZ’s Lounge at the iconic Gasparilla Inn. Upstairs, a cozy TV room provides an inviting setting for movie nights and game time. Three additional guest suites include one transformed into a bright craft room with charming views of Palm Avenue, along with a convenient second-floor laundry closet. Set on 81 feet of deepwater canal frontage with direct, no-bridge access to the Harbor and Gulf, the property is a boater’s dream. The private dock features over 600 square feet of Azek decking, a 20,000-pound boat lift (2020), and a 10,000-pound lift added in 2023. The main living level is elevated over 11 feet and constructed on a solid concrete base for peace of mind. A residential elevator services all floors from the extended one-car garage with golf cart side entry and additional storage. Andersen impact windows, Boral exterior siding, a corrugated metal roof, solid wood soffits, and a whole-home Reme Halo air purifier complete this impeccably built residence, offering the rare union of Village character, architectural integrity, and exceptional boating and beach access.
#D6146257

BOCA GRANDE

150 1ST STREET E

6 Beds

6 Baths

3,848 Sq.Ft.

$6,995,000

MLS#: D6146257

Elegantly remodeled and ideally located, this waterfront retreat in Boca Grande offers 127 feet of private canal frontage with dockage and boat lift—perfect for boaters seeking easy Gulf access. Situated on a quiet cul-de-sac, the home is just a short walk or golf cart ride from the village’s shops, restaurants, and beaches. Inside, you'll find elevated finishes, open living spaces, and private guest accommodations, offering both comfort and flexibility. This rare in-town offering combines effortless island living with premium dockage—an exceptional opportunity in one of Boca Grande’s most sought-after neighborhoods. 4 bedrooms/ 3.5 bath.
#D6146117

BOCA GRANDE

204 WATERWAYS AVENUE

4 Beds

3 Baths

3,027 Sq.Ft.

$6,845,000

MLS#: D6146117

Unparalleled waterfront living awaits at 1689 Jose Gaspar Drive, ideally located on Boca Grande Isles with 122’ of private elevated frontage. This 4 bedroom, 4.5 baths with 4,500+/- square feet home offers a grande yet effortless indoor-outdoor lifestyle. A sweeping motor court with brick pavers, mature landscaping for privacy, and a double-glass mahogany door entry creates an immediate sense of arrival. The great room and adjacent dining area, bathed in natural light, is anchored by a coral accented gas fireplace, engineered white oak hardwood flooring, Pecky Cypress beams and a shiplap tray ceiling. The focal point delivers a large wall of retractable sliding glass doors accessing a substantial screened lanai presenting indoor comfort and outdoor splendor with serene views of Sunset Flats and Gasparilla Sound. The residence features a family room with a wet bar and four ensuite bedrooms meticulously designed with luxurious finishes, plantation shutters, custom millwork, ensuring guests experience unrivaled comfort. The primary suite is a sanctuary unto itself, complete with a spa-inspired ensuite bath, Jacuzzi tub, oversized shower, and unobstructed northerly water views. The kitchen is a triumph of craftsmanship, featuring honed Mont Blanc quartzite countertops, design lighting, Sub-Zero refrigerator, Thermador double oven, Monogram induction cooktop, U-Line wine refrigerator, a built-in bar with plug-ins and a substantial island anchors the open flow into the living and dining spaces. While thoughtfully designed, outdoor areas transition effortlessly to a generous custom designed pool/patio, fully equipped outdoor kitchen, ideal for alfresco dining, accessed by multiple doors and walkways. This residence has been thoughtfully curated to deliver effortless luxury, serene seclusion and an unparalleled waterfront living experience. In addition to its commanding bayfront presence, the property includes Hardy siding, standing-seam metal roof, hurricane-impact windows and sliders, controlled One-Touch lighting system, central vacuum system, a whole-home water filtration system, portage, three-car garage, waterfront dock with Ipe decking and shelled walkways surrounded by tropical landscaping.
#D6145790

BOCA GRANDE

1689 JOSE GASPAR DRIVE

4 Beds

4 Baths

4,504 Sq.Ft.

$8,500,000

MLS#: D6145790

Located on a quiet cul-de-sac in the Boca Grande Isles community, this waterfront residence occupies a prime tip-lot setting with approximately 165 feet of bayou frontage and direct boating access to Charlotte Harbor and the Gulf. Designed by Randy Williamson and built by Dewey-Noller Builders in 2000, the home offers approximately 4,055 square feet of living space. There are four bedrooms, four full baths, and one-half bath across two levels, with the primary suite privately situated on the second floor. Your guests will each enjoy en-suite bathrooms on the main level. The newly replaced elevator provides convenient access between floors. Designed to take full advantage of its waterfront setting, the interior features soaring ceilings, expansive walls of glass, and an open floor plan that captures wide water views and abundant natural light. Oak wood flooring, crown molding, and a gas fireplace add warmth and architectural interest throughout the main living areas. The 165 feet of sea-walled deepwater bayou frontage offers the perfect location to dock a larger vessel. The kitchen is well equipped with stone countertops, two stainless steel sinks, Sub-Zero refrigeration and wine storage, and custom backsplash details, opening seamlessly to adjacent living and dining spaces. Multiple sliding doors lead to the screened lanai and patios, creating an easy connection between indoor and outdoor living. Outdoor areas are oriented to the southwest, providing excellent light throughout the day along with colorful sunrise and sunset views. The new pool and spa are heated, and are surrounded by a combination of lanai, deck, and landscaped outdoor spaces. An irrigation system supports mature tropical plantings throughout the property. The upper-level primary suite offers a private retreat with access to a waterfront balcony, a sitting area, and an office. Here you have stunning Gasparilla Inn golf course and harbor views. The en-suite bath includes dual vanities, a soaking tub, a double-entry shower, custom cabinetry, tumbled tile flooring, and an enclosed outdoor shower. Additional features include a newly installed raised-seam metal roof, hurricane shutters, central air conditioning, a private dock with a 5,000-pound boat lift, a two-car garage, and separate golf cart parking.
#D6145824

BOCA GRANDE

1601 JEAN LAFITTE DRIVE

4 Beds

4 Baths

4,055 Sq.Ft.

$6,995,000

MLS#: D6145824

Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.
#D6145442

BOCA GRANDE

1660 16TH STREET E

4 Beds

4 Baths

4,511 Sq.Ft.

$6,500,000

MLS#: D6145442

RARE OPPORTUNITY OF PURCHASING A CUSTOM WATERFRONT HOME WITH PRIVATE “MARINA” WHICH INCLUDES 3 DEEPWATER SLIPS, 2 OF WHICH ARE UP TO 100 FEET IN LENGTH, IN THE HEART OF BOCA GRANDE! Located with easy access to the ICW from the Millers Marina Channel this is a one of a kind property. Offering deepwater, long slip lengths and housing for the owner and/or the crew! Of the two covered slips, one is 60ft x 18 1/2ft and the other slip is 100ft x 18 1/2ft. Both boat covers are a work of art and engineered with concrete 45 ft long driven pilings, metal roof detailed with a yellow pine underside and galvanized aluminum. The center slip is 100ft x 20ft and is equipped with a lift. A tackle room is conveniently located adjacent to the dock for easy access. Designed by architect George Palermo and built by Pat Ball of Ball Construction originally on a 50 ft wide lot in 1994 then added on in 1999 when a 25ft adjacent lot was purchased for a combined 75ft of prime waterfront. The home consists of 4 bedrooms, 4.5 baths, a comfortable kitchen and living area, loft, large screened deck overlooking the water and boat docks plus a roof top deck. The house can be used as a primary or vacation home as well as staff for crew and team members. The main house has a kitchen and living area with sliders and a screened lanai overlooking the water and docks. The master bedroom has a queen bed and an en suite bathroom with a stall shower. There is also a guest bedroom with a queen-sized bed, both bedrooms have sliders to enjoy the view, with electric hurricane shutters for extra protection. A loft area overlooks the living area and water with a trundle bed but is also perfect for an office! The “Lighthouse” is accessed via a rear entrance to a bedroom with an en suite full bath, then up a set of stairs to a loft with built-in bunk beds and a full bath. There is a special rooftop deck with a custom copper topped light with access via pull down stairs. Call now for a private showing of this special piece of Boca Grande, Florida.
#D6143951

BOCA GRANDE

208 HARBOR DRIVE

4 Beds

4 Baths

1,718 Sq.Ft.

$7,295,000

MLS#: D6143951

Price reduced
Experience the pinnacle of coastal luxury in this waterfront estate home located in the exclusive, gated Boca Grande Isles neighborhood. Offering four bedrooms, five and a half baths, and 4,540 square feet of refined living space, this residence blends tasteful design with premier craftsmanship. Extensively renovated in 2018, with a meticulous two year transformation, the home lives like new while maintaining timeless architectural character. Enhanced with Hurricane Impact windows and sliding glass doors, Ipe decking, and cement board siding, the property offers both beauty and peace of mind, with materials selected for durability, resilience, and low-maintenance. Designed for both day to day living and effortless entertaining, the home showcases an open concept kitchen, dining, and living area with sweeping waterfront vistas. The gourmet kitchen includes high end appliances, generous counter space, and a large walk-in pantry, perfect for the culinary enthusiast. The thoughtful interior layout ensures exceptional owner privacy, even when hosting guests. The expansive Primary suite serves as a serene retreat, featuring breathtaking sunrise views over Charlotte Harbor. Each oversized guest bedroom includes its own ensuite bath, providing both comfort and luxury for family and friends. A spacious bonus room with a wet bar and full bathroom offers remarkable flexibility and can easily transform into a fifth bedroom, office, media or fitness room. The outdoor living space emulates the interior space with an infinity edge pool, elevated decks for uninterrupted water views and multiple lounging areas for relaxing. Additional features include a large two car garage designed to accommodate vehicles and a golf cart, complete with a sizable storage closet for fishing and beach gear. Located just a short golf cart ride from the charming Boca Grande Village, you will enjoy convenient access to boutique shopping and acclaimed restaurants. The island’s beautiful sandy beaches are also just moments away, completing the quintessential Boca Grande lifestyle. From the refined interior to peaceful water views and unbeatable proximity to island amenities, this estate offers an extraordinary opportunity to own a premier home on Boca Grande.
#D6144517

BOCA GRANDE

1636 TREASURE LANE

4 Beds

5 Baths

4,540 Sq.Ft.

$8,750,000

MLS#: D6144517

Coastal Luxury Meets Thoughtful Design – Completed in October 2024, this beautifully crafted 4-bedroom, 3.5-bath residence offers a perfect blend of coastal charm and modern luxury. Inside; engineered white oak hardwood & custom tile work throughout, accented with Serena & Lily wall coverings and Pottery Barn window treatments elevating the interiors. An elevator all three levels and two sets of washer/dryers on the two elevated living levels add comfort and convenience. The main living level features two en-suite bedrooms & bathrooms, tasteful dining area including bar cabinets for ease of service off the kitchen & bar dining features off the living room, also overlooking the waterfront! The Master level offers a spectacular en-suite with two large banks of built-in cabinetry with a spacious walk-in closet. Top level back bedroom/den/office/library smartly enhances the Master experience. Ground level 2 car plus golf cart+ garage offers lots of storage, even more air-conditioned storage & excellent bonus space. The bunk room showcases custom-built beds, creating a perfect retreat for the youngsters. The exterior is built to the highest standards with Hardie board siding, spray foam insulation, hurricane-rated windows and doors, and rebar-reinforced walls—ensuring peace of mind with zero structural impact from recent Storms. Features include tile flooring and Azek batten board detailing, providing both durability and style. The roof system is engineered with high-quality trusses and finished with premium roofing materials for long-lasting protection. Stucco and siding are complemented by custom exterior accessories such as corbels, shutters, and awnings for a refined coastal look. Outdoor living is enhanced with expansive decking, handrails, aluminum screen systems. Additional highlights include a pool and spa with paver surrounds, professional landscaping, and a paved driveway and walkways that complete the enchanting curb appeal. Outdoor living shines with four covered porches, a main level also screened porch features a full summer kitchen and grill overlooking the pool out to the dock! Master level French doors lead out to another spacious covered deck overlooking the also covered boathouse—with some Harbor view! A large outdoor shower off the sparkling pool by Tropical Pools, out to the private covered dock with two custom 20,000 lb lifts and room for an additional skiff. Multiple storage closets and lockouts provide excellent space for gear and organization. This home is designed for effortless coastal living with every detail thoughtfully considered. A must-see for a New Construction aficionado!
#TB8414309

BOCA GRANDE

180 DAMFIWILL STREET

4 Beds

3 Baths

3,310 Sq.Ft.

$7,195,000

MLS#: TB8414309

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service