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585 Buttonwood Bay Drive, Boca Grande
$5,600,000
3 Beds ⋅ 4 Baths ⋅ South Bay Sub SubDv. ⋅ 33921 Zip Code
Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay.

585 Buttonwood Bay Drive, Boca Grande
5854 Gasparilla Road Unit M22, Boca Grande
$1,237,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
Positioned on the coveted second floor within Marina Village at the Boca Grande Club, this inviting two-bedroom, two-bath waterfront residence offers approximately 1,065 square feet of thoughtfully designed living space. The open-concept layout is complemented by neutral tile flooring throughout the main living areas, creating a clean, timeless coastal backdrop, while the bedrooms are comfortably finished with carpeting for a soft, relaxed retreat. Well maintained and comfortably appointed, the residence offers a light and airy feel with generously sized living spaces ideal for both everyday living and casual entertaining. The kitchen and bathrooms provide a clean, functional design—ready to enjoy as is or customize to suit your personal style .A truly unique offering, this condominium serves as the personal vacation retreat of Hockey Hall of Famer and founder of the Tampa Bay Lighting, Phil Esposito, and is being offered fully furnished, including select signed sports memorabilia—an exceptional opportunity for collectors and sports enthusiasts alike. Impact-rated windows and sliding glass doors enhance both comfort and peace of mind while allowing natural light to fill the interior. A separate, locked storage area provides ample space for bikes, beach gear, and more, while the community’s heated pool is just steps away for effortless enjoyment. Ownership includes exclusive membership to the Boca Grande Club, a private, gated beachfront community offering an unparalleled amenity package. Residents enjoy multiple resort-style pools, a beachside tiki bar, private beach access, Gulf-front dining, eight Har-Tru tennis courts, and a state-of-the-art fitness center—all set within one of Boca Grande’s most desirable coastal settings.

5854 Gasparilla Road Unit M22, Boca Grande
5000 Gasparilla Road Unit 13A, Boca Grande
$1,999,999
2 Beds ⋅ 2 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code
Wake up to the sound of waves, seabreezes, and seagulls in this beautifully updated 2-bedroom, 2-bath beachfront condo located directly on the sugar-sand beach of Boca Grande Island along the Gulf of America. This residence offers a front-row seat to breathtaking sunsets and endless coastal serenity, with the beach just steps from your door. Enjoy resort-style living with all amenities included: a heated beachfront pool and spa, outdoor tiki bar, food and drink service at both the pool and beach, and an on-site restaurant for effortless dining. Additional community features include a fully equipped fitness center, tennis courts, scenic walking paths, and a children’s playground, creating a lifestyle that’s as convenient as it is luxurious. Recent improvements provide peace of mind and modern comfort, including new 2025 foundation, new 2024 hurricane-impact sliding glass doors new 2025 roof, and new 2025 air conditioning systems. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers unmatched beachfront living in one of Boca Grande’s most desirable locations. Coastal, carefree, and completely turnkey—this is island living at its finest.

5000 Gasparilla Road Unit 13A, Boca Grande
5000 Gasparilla Road Unit VH20, Boca Grande
$2,485,000
3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code
STAGED/FURNISHED – Please review the updated pictures. Fully renovated Village Home in the gated Boca Grande Club offering 3BR/3BA + 4th Kids Room and 1,600+ SF with approx. 400 SF of added living space. Coastal contemporary design with open-concept layout, vaulted ceilings, abundant natural light, enclosed sunrooms, and new fireplace. Gourmet kitchen features premium LG appliances, quartz countertops, and designer fixtures. Primary suite includes a re-imagined layout with a large walk-in closet, and spa-like bath with dual vanities and walk-in shower. Loft area has been transformed to include a full bathroom and private bedroom. The home features designer tile, new hardwood floors, doors, trim, and hardware throughout. Modern conveniences include full-size in-home washer/dryer, and outdoor elevator lift. Major upgrades: Newer roof, impact windows, Hardy siding, Trex decking, open-air lift, and 2017 AC. West-facing deck with sunset views and Bay/Gulf glimpses, plus garage and garden area. Steps to secluded beach. Boca Grande Club amenities include Gulf-front dining, 3 pools, tiki bar, fitness center, yoga/water aerobics, 8 tennis courts, and gated security. Village Home will come fully furnished and move-in ready.

5000 Gasparilla Road Unit VH20, Boca Grande
17 Seawatch Drive, Boca Grande
$3,900,000
3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty.

17 Seawatch Drive, Boca Grande

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