Boca Grande Homes with Three+ Story Property Description

Boca Grande Homes with Three+ Story Property Description

Welcome to Boca Grande, Florida, a hidden gem nestled on the serene shores of Gasparilla Island. Known for its stunning beaches, charming historic district, and vibrant community, Boca Grande offers a unique blend of coastal elegance and laid-back island living. With its picturesque landscapes and rich history, this quaint town is the perfect backdrop for those seeking a luxurious lifestyle in a tranquil setting.

One of the standout features of Boca Grande is its exquisite selection of homes, particularly those boasting three or more stories. These magnificent properties often provide breathtaking panoramic views of the Gulf of Mexico, allowing residents to bask in the beauty of stunning sunsets from their own private balconies. The architectural styles range from classic Florida charm to modern coastal sophistication, ensuring that there is a perfect home for every discerning buyer.

Inside these spacious three-plus story homes, you’ll find open-concept layouts designed for both relaxation and entertainment. Gourmet kitchens, expansive living areas, and luxurious master suites are just a few of the features that make these residences truly special. Many properties also include private pools, lush gardens, and easy access to the beach, offering the ultimate in Florida living.

Whether you’re looking for a vacation retreat or a permanent residence, Boca Grande’s three-plus story homes provide an unparalleled lifestyle. Embrace the coastal charm, explore the vibrant local culture, and indulge in the breathtaking natural beauty that this idyllic island has to offer. Your dream home awaits in Boca Grande!

Newest Boca Grande Homes with Three+ Story Property Description

22 Seawatch Drive, Boca Grande
$4,295,000
3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
Along a secluded stretch of Gasparilla Island shoreline, 22 Seawatch Drive brings an individual architectural character to beachfront living. Set within the gated Seawatch community and framed by mature tropical landscaping, this renovated, freestanding residence opens to Gulf views through expansive glass, with cathedral ceilings lending light and volume to the main living spaces. The reimagined kitchen introduces a fresh coastal sensibility, balancing clean lines and thoughtful function with the home’s distinctive architecture. Living and dining areas flow toward an enclosed patio with electric screens, creating a sheltered setting for meals, conversation and quiet afternoons beside the shore. Occupying the upper level, the primary suite offers a private Gulf-facing balcony, a walk-in closet and an updated bath. A newly added catwalk connects the suite to a loft-style office and lounge, giving the upper floor an open, connected feel. An additional bedroom offers flexibility for guests, fitness or creative pursuits. At the home’s highest point, the signature observation room provides a remarkable change in perspective, with panoramic views extending from the Gulf to the bay. It is a distinctive retreat within the house, a place to read, watch the weather move across the water or take in the island from above. A standing seam metal roof, impact windows and sliders, Trex decking and brick pavers complement the interiors, while smart-home systems provide remote control of lighting, temperature and water systems. Seawatch residents enjoy private beach access, two pools and tennis courts, with Boca Grande’s village, shops and restaurants within easy reach. A short golf cart ride or beach walk leads to the Boca Grande Club, recognized among the nation’s top 10 beach clubs by Platinum Clubs of America, with membership available separately. Here, the combination of a freestanding home, an intimate beachfront community and an unusually varied collection of spaces offers a setting as suited to gathering as it is to finding a quiet corner of one’s own.

22 Seawatch Drive, Boca Grande
2021 20th Street W, Boca Grande
$7,300,000
8 Beds ⋅ 7 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code
Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

2021 20th Street W, Boca Grande
36 Seawatch Drive Drive, Boca Grande
$2,850,000
3 Beds ⋅ 3 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
Experience the beauty of island living in this beautifully appointed 3-bedroom, 3-bath residence in Seawatch, an exclusive gated private beachfront community on Boca Grande. With 1,000 feet of pristine private Gulf-front shoreline, two community pools, three tennis courts, and lush tropical landscaping, Seawatch offers a truly exceptional coastal lifestyle just minutes from the charming village of Boca Grande. Designed to embrace the natural beauty of its surroundings, this inviting home features a light-filled, open floor plan, soaring cathedral ceilings, and beautiful water views from nearly every room. The spacious primary suite is a peaceful retreat, complete with a private balcony, two walk-in closets, and a spa-inspired bath featuring dual vanities, a soaking tub, a separate shower, and a private water closet. Two additional bedrooms comfortably accommodate family and guests, including one with its own ensuite bath. Thoughtful upgrades enhance both comfort and peace of mind, including high-impact windows, a durable standing-seam metal roof, ultraviolet air purification system, whole-home surge protection, upgraded electrical, and a complete water treatment system. A cozy loft provides the perfect setting for a home office, reading nook, or quiet escape, while the screened lanai invites you to unwind in the refreshing coastal breezes and enjoy the tranquil water views. Whether savoring a quiet morning coffee or taking in spectacular Gulf sunsets, this home offers a wonderful setting to embrace the relaxed rhythm of island life. The spacious lower-level garage and workshop provide ample room for vehicles, golf carts, beach essentials, and additional storage. Beyond the community, Boca Grande’s boutique shopping, fine dining, scenic biking and walking paths, and world-class beaches are just moments away. Discover the rare opportunity to own a beautiful coastal retreat in one of Boca Grande’s most desirable gated beachfront communities. At Seawatch, the best of beachside living awaits—where timeless coastal charm meets comfort, privacy, and the beauty of the Gulf.

36 Seawatch Drive Drive, Boca Grande
4150 Snail Island Court, Boca Grande
$9,995,000
4 Beds ⋅ 5 Baths ⋅ East Shore Acres 02 SubDv. ⋅ 33921 Zip Code
Welcome to 4150 Snail Island Court, a truly one-of-a-kind gated waterfront estate set on 3.57 acres of pristine land and bordered by a protected nature conservatory, offering unmatched privacy and natural beauty. A dramatic, palm-lined driveway with custom lighting creates a grand entrance to this exceptional residence. Built to last, the home is elevated approximately ten steps to the entry and constructed with solid block and concrete, impact-rated windows and doors, and a metal roof. Inside, the home showcases custom solid-wood doors with elegant arched detailing, and a private ELEVATOR servicing all levels for convenience and ease. The main floor is designed for comfortable entertaining and guest accommodations, featuring three guest bedrooms, each with its own ensuite bathroom. The spacious kitchen offers quartz countertops, stainless steel appliances, a breakfast bar, and a cozy dining nook. Adjacent are the formal dining area, living room, and a den with closing doors, ideal for movie nights or flex space. Sliding doors open to a spacious balcony with room for dining, overlooking the pool and surrounding nature. The third floor is dedicated entirely to the owner’s retreat, showcasing a luxurious primary suite with a private balcony, an attached secondary living room with kitchenette, a dedicated office, and two oversized walk-in closets with built-in shelving. The primary bathroom is spacious, has imported Mirano tiles, custom marble countertops, and also features a steam room. Elevated finishes include tray ceilings and decorative wall accents. On the ground floor, a large storage room—easily convertible into a bar or lounge—opens to the outdoor living area. Enjoy a covered lanai, heated pool and spa, and a backyard fire pit, perfect for relaxing or entertaining. Waterfront amenities include a recently rebuilt dock with high-end composite decking and two covered boat lifts. Adding to the uniqueness of this estate, the front yard features a private driving range, making this property as extraordinary as it is luxurious. This rare waterfront offering blends privacy, durability, and resort-style living—an exceptional opportunity on Boca Grande.

4150 Snail Island Court, Boca Grande
19 Grouper Hole Drive, Boca Grande
$6,850,000
4 Beds ⋅ 5 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
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, Boca Grande
319 Pilot Point Lane, Boca Grande
$4,195,000
3 Beds ⋅ 4 Baths ⋅ North Bay SubDv. ⋅ 33921 Zip Code
Some homes have a view. This one has a front-row seat to Charlotte Harbor Bay — and every inch of it has been reimagined to match. Behind the gates, this fully renovated three bedroom, all en suite and a bonus room, four full bath residence delivers the kind of turnkey luxury that's genuinely rare on the water: brand-new metal roof, all-new kitchen, new baths, beautifully refinished hardwood floors, plantation shutters, ceiling fans, crown molding, high ceilings, new carpet, new lighting, and fresh landscaping from curb to shoreline. The list is endless! It comes fully furnished, so the only thing left to do is move in and watch the sky turn gold. Step outside and the home keeps giving. Two Trex composite decks stretch across the upper levels — durable, effortless, and built for taking in the water. Climb one more flight to the rooftop deck, where the harbor stretches out in every direction and sunset becomes a nightly event. Down below, a brand-new paver patio brings the outdoor living to ground level, perfect for morning coffee or evening entertaining. And then there's the water itself: Boca Bay offers three community pools, a beach club, a boat dock, and a fishing pier, all within a secure, gated setting. The Pass Club adds upscale dining, a heated pool with bar and food service, eight tennis courts, a fitness center, and a pro shop.

319 Pilot Point Lane, Boca Grande
40 Seawatch Lake Drive, Boca Grande
$4,500,000
5 Beds ⋅ 7 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
A rare and remarkable opportunity in the exclusive Seawatch community of Boca Grande, this fully reimagined lakefront residence offers the space and feel of a custom estate with the ease of coastal living. Originally two villas, this home was masterfully combined and rebuilt from the studs in 2017, creating a seamless five-bedroom, five-and-a-half-bath retreat designed for both luxury and livability. From the moment you enter, expansive living spaces unfold with walls of glass—four sets of triple-panel sliders frame tranquil lake views and invite natural light to pour in. Wood-look tile flooring, crown molding, and plantation shutters elevate the interiors, while thoughtful details throughout reflect the quality of the renovation. The gourmet kitchen is a true showpiece, featuring Patagonia granite countertops, equipped with a Wolf range, wall oven, and microwave, a Sub-Zero cabinet-front refrigerator, wine refrigeration, a warming drawer, and an additional prep sink—perfectly suited for entertaining on any scale. A large kitchen island anchors the space, complemented by abundant cabinetry and exceptional storage throughout the home. The primary suite is a private sanctuary, featuring dual spa-inspired bathrooms, an oversized walk-in closet, and two sets of four-panel sliders that open to peaceful water views. Each additional bedroom offers comfort and privacy, making the home ideal for hosting family and guests. Modern systems—including hurricane-impact windows and doors, tankless propane water heaters, and a full gutter system—provide peace of mind, while the outdoor spaces are designed for effortless enjoyment with a propane-ready patio and seamless indoor-outdoor flow. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including access to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.

40 Seawatch Lake Drive, Boca Grande
16 Grouper Hole Drive, Boca Grande
$5,995,000
3 Beds ⋅ 3 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
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…?

16 Grouper Hole Drive, Boca Grande
1660 16th Street E, Boca Grande
$4,900,000
4 Beds ⋅ 5 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
Virtual staging and several photos show virtual remodeling concepts. 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.

1660 16th Street E, Boca Grande
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