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luxury houses for sale Boca Grande, United States

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50

House Boca Grande (United States)

Rarely available and in a prime location, this majestic distinctive Mediterranean 4-bedroom, 5-bath, 2-half-bath waterfront home offers an opportunity to own a remarkable estate with striking character and serenity. Sitting on .88 acres along the deepwater Boca Grande Bayou. This residence is introduced by a two-gate entry on a circular driveway with a tranquil fountain and tropical landscaping. This 4,435+ square foot residence captures the essence of timeless architecture with a design that transcends throughout an atmosphere for a warm welcoming. Custom built in 1993, with Spanish barrel tile roof, the front entry showcases a large stunning covered turret style portico with custom double mahogany doors leading to a dramatic two-story foyer. The grand living area anchored by a double-sided fireplace, offers cypress wood beam ceiling, arched windows with inside shutters, rich finishes, and superior craftsmanship. Triple sets of French doors overlook the custom designed pool and bayou. The main living area presents a formal dining room, wet bar, and office. The primary suite forms a private wing, a spacious family room, and office. The kitchen is centrally located, offering ample storage, built in counter seating with an opening to the living room. The upper level is ascended by a custom designed spiral staircase accessing the three en-suite guest bedrooms offering comfort and privacy with multiple open terraces and walkways. The ground level is enhanced by indoor/outdoor wrap around shelled walkways connecting to multi-level spaces and storage. Water enthusiasts will enjoy the deepwater dock, covered boat slip with lift, a small floating dock for kayak launching and direct access to the Intracoastal Waterway. Car collectors will appreciate the garage space underneath the main living area. Built to withstand the elements, this home features a rare drive-in garage and full basement with a proven track record of resilience to past hurricanes. This exceptional estate combines architectural beauty and an enviable waterfront setting.

… 
$9,875,000
412
4bedrooms
7bathrooms
land 3,561

By Gulf To Bay Sotheby's International Realty

42

House with pool Boca Grande (United States)

This renovated Village home is well positioned, offering a sense of openness that is uncommon in this setting, with Gulf views from each level that quietly anchor it to its surroundings. The enclosed entry corner extends the living space in a way that feels integrated rather than additive, adding meaningful interior square footage and enhancing the home’s overall livability. A second enclosed corner off the guest bedroom provides additional interior space, offering flexibility for guests or quiet separation when needed. An outdoor patio provides further usable space and a natural extension of the main living areas. The interior renovation is clean and current, with a layout that feels intuitive and easy to live in. The décor is coastal and considered, with a beach-inspired palette that reads as both relaxed and refined. The exterior has been carefully maintained, with a newer metal roof, Trex stairs and decking, and predominantly impact-rated glass and sliders, offering durability well suited to the coastal environment. A dedicated golf cart entrance adds a practical layer to daily life, allowing for easy movement to and from the garage and throughout the community. Mature landscaping frames the property, lending a sense of privacy and permanence. Furnishings are available, offering a seamless transition for those seeking a more immediate move-in. Ownership within the Boca Grande Club includes access to one of the island’s most expansive private beaches, multiple pools, eight Har-Tru tennis courts, a well-regarded tennis program, a fitness center, and waterfront dining, all within a gated, professionally managed community designed for a relaxed coastal lifestyle.

… 
$2,100,000
134
3bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

Contract pending
48

House with pool and garden Boca Grande (United States)

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 four 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.

… 
$8,750,000
422
4bedrooms
6bathrooms
land 1,700

By Gulf To Bay Sotheby's International Realty

30

House Boca Grande (United States)

Newly renovated with luxury wide plank hardwood floors throughout, impact windows and doors throughout, composite decking and fresh interior paint. The paver driveway into the gated community of Seawatch is framed by majestic Ficus trees that introduces a charming lakefront spacious 3 bedroom, 3 and one-half bath Villa graced by Lake Gasparilla. The solarium entry with a circular staircase comes complete with an open floor living/dining area, wood cathedral ceilings, and a screened lanai with excellent lake views. The kitchen showcases wood cabinets, wainscot backsplash and plenty of counter space. Other features include plantation shutters throughout, turret style guest bedroom with beadboard vaulted ceiling, one car garage, and ample storage. The spacious master suite offers a vaulted ceiling, and open balcony with easterly lake views. Seawatch is a waterfront gated community of 49 residence surrounded by mature landscaping, 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico.

… 
$2,100,000
3bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

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50

House Boca Grande (United States)

Nestled in the exclusive gated community of Boca Bay's North Village, this stunning 3-bedroom, 3-bathroom home offers over 3,200 square feet of beautifully updated living space with breathtaking lake views. Thoughtfully designed with high-end finishes and modern upgrades, this home is perfect for those seeking both luxury and comfort. The renovated chef’s kitchen is a showpiece, featuring quartz countertops, a shiplap ceiling, Thermador appliances (oven, microwave, and gas stove), a WiFi-enabled Monogram refrigerator, and a built-in ice machine. An eat-in dining area provides a warm and inviting space. The living room impresses with vaulted ceilings, an eye-catching fireplace, and a built-in bar, all enhanced by Sonos surround sound throughout, creating an ideal setting for entertaining or unwinding. Hurricane-impact windows and doors, a newer standing seam metal roof, and plantation shutters throughout provide both elegance and peace of mind. The primary suite is a private retreat, featuring French oak engineered wood flooring, a spacious loft/living area with a private office, and a spa-inspired bathroom with a copper tub and sophisticated accents. Each bathroom has been beautifully updated, adding to the home’s refined feel. Designed for seamless indoor-outdoor living, the expansive lanai offers breathtaking lake views, making it the perfect place to enjoy your morning coffee or entertain guests. A private outdoor shower adds a touch of island charm, while a Zen garden off the dining room enhances the home’s peaceful ambiance. As a resident of Boca Bay, you’ll have access to exclusive world-class amenities, including a private boat basin with slips, a croquet sports field, Har-Tru tennis courts, and four swimming pools, including a lap pool. The Gulf-front Beach Club offers a premier venue for private events, while the community fishing pier provides a serene waterfront escape. Additionally, members have access to the prestigious Pass Club, featuring exceptional dining and social opportunities in an unparalleled waterfront setting. This is a rare opportunity to own a luxurious lakefront home in one of Boca Grande’s most coveted communities. Schedule your private showing today!

… 
$4,595,000
298
3bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

21

Seaside house Boca Grande (United States)

BEACH LOVER'S DREAM IN BOCA GRANDE Imagine waking up to the gentle sound of waves and breathtaking Gulf views right from your window. This charming 3-bedroom, 2-bathroom townhouse offers 1,408 square feet of beachfront living at its finest. Just steps from the sand, this turnkey property lets you embrace the coastal lifestyle immediately. Enjoy your morning coffee on the screened porch while watching dolphins play in the Gulf waters. The townhouse has a new roof, a newly installed HVAC system, updated flooring, and new appliances that add modern convenience to this beach retreat. With an open floor plan and three bedrooms there is ample space for family and friends. Location? Simply perfect! A short golf cart ride delivers you to the Historic Village of Boca Grande with its charming shops and restaurants. Beach enthusiasts will appreciate the direct beach access – no streets to cross, just a sandy path leading straight to paradise. The lower level offers a large, shaded area to congregate after fun at the beach, for grilling, or golf cart or car parking. The townhome has a robust rental history that makes this an attractive investment opportunity when you're not enjoying it yourself.

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$2,795,000
3bedrooms
2bathrooms

By Gulf To Bay Sotheby's International Realty

50

House Boca Grande (United States)

Set along one of the most secluded and beautiful stretches of beach on Gasparilla Island, 22 Seawatch Drive offers refined coastal living in the gated Seawatch community. Surrounded by mature tropical landscaping and overlooking the Gulf, this beautifully renovated residence blends modern coastal design with timeless island character. Light fills the open main living level, where cathedral ceilings and expansive glass capture sweeping Gulf views. A reimagined coastal kitchen and updated baths pair style with function. An enclosed patio with electric screens enhances indoor/outdoor living and opens toward the shoreline. The upper-level primary suite includes a private Gulf-facing balcony, walk-in closet, and spa-inspired bath. A new catwalk connects the suite to a loft-style office and lounge. A flexible additional bedroom provides space for guests, fitness, or creative use. At the top of the home, the signature observation room offers panoramic views from Gulf to bay. Exterior features include a standing seam metal roof, impact windows and sliders, Trex decking, and brick pavers. Smart-home systems allow remote control of lighting, temperature, and water systems. Residents enjoy private beach access, two pools, tennis courts, and a tranquil waterfront setting close to Boca Grande’s village, shops, restaurants, and world-class fishing and boating. 22 Seawatch Drive represents a rare opportunity to own an updated beachfront home in one of the island’s most desirable communities. A move-in-ready property offering Gulf views, modern comforts, and the ease of a turnkey coastal lifestyle.

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$4,950,000
3bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

50

House Boca Grande (United States)

Welcome to 549 Buttonwood Bay Drive, a stunning waterfront property with breathtaking sunrise views of Charlotte Harbor. This recently renovated house is located in South Bay of the Boca Bay community, offering an idyllic coastal lifestyle. As you step inside, you'll be greeted by new hardwood flooring that adds a touch of elegance throughout. The kitchen has been completely transformed with new features including quartzite countertops, a stylish tile backsplash, and top-of-the-line appliances. The addition of a farm sink, wine refrigerator, and breakfast bar make this kitchen a true culinary haven. The open floor plan seamlessly connects the living room, which features soaring ceiling heights and a stunning stone gas fireplace. A wall of glass sliding doors opens to mesmerizing water views, allowing natural light to flood the space. The master bedroom is a tranquil retreat with vaulted ceilings, a large walk-in closet and a private waterfront deck where you can unwind while enjoying the picturesque surroundings. This property also includes an separate office space and two guest bedroom suites, ensuring that there's plenty of room for everyone. Outside, you'll find a walkout screened pool and spa oasis, perfect for relaxation or entertaining guests. With 3055 square feet of living space and an oversized garage, there's no shortage of storage options. Additionally, the 2023 roof provides peace of mind for years to come. One of the standout features of this property is its boat dock complete with two boat lifts. Whether you're an avid boater or simply enjoy being near the water, this amenity adds an extra layer of convenience and enjoyment to your waterfront lifestyle. Don't miss out on this incredible opportunity to own a waterfront gem that includes membership in the private Boca Pay Pass Club and amenities of the Boca Bay community including multiple resort style pools, a lap pool, private fishing pier, temporary deep water boat dockage, 7 Har-Tru tennis courts with a pro shop and full tennis program, a workout facility, and a newly renovated and stunning Gulf front Club House with restaurant, second level sunset bar and separate pool side bar. Contact us today to schedule a showing and experience the beauty and tranquility that 549 Buttonwood Bay Drive has to offer.

… 
$4,850,000
284
3bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

Contract pending
50

House with pool Boca Grande (United States)

Welcome to waterfront living at its finest in the exclusive gated community of Boca Grande Isles on Gasparilla Island. This stunning five-bedroom, five and one half-bathroom home sits on an impressive tip lot with 170 feet of deepwater frontage, offering expansive dockage with direct access to Charlotte Harbor and the Gulf with no bridges to navigate. The southern exposure has breathtaking sunrise and sunset views from every room of Charlotte Harbor and the Gasparilla Inn Golf Course. Built with concrete construction for superior storm protection and impact glass windows and sliding doors throughout, this elevated 4,799 square foot home features an elevator and places the primary bedroom conveniently on the main living floor. The spacious primary suite includes a large bedroom with expansive water views, an office or workout room, and a spacious bathroom with dual vanities, dual closets, and dual water closets. The gourmet kitchen will make any chef smile with high-end appliances including a Subzero refrigerator, double ovens, induction cooktop, and ice maker. Granite countertops, an island, and breakfast bar complete this culinary paradise. Hardwood flooring flows throughout the home, while walls of glass in the living room and sunroom showcase those incredible water views. The large family room is the perfect spot to gather or entertain with multiple seating areas and a gas fireplace. Your family and guests will appreciate the four ensuite guest rooms that share a cozy television room to ensure everyone has privacy and room to spread out. The spectacular outdoor living space at this home is where you will want to spend your time. There is a large, heated pool surrounded by multiple expansive patios and porches, palm trees and grassy areas, and a 50’ deep water dock with lift. Spend your days sunning by the pool or exploring the blue coastal waters. An oversized two-car garage plus additional golf cart storage keeps your vehicles protected. Located in secure Boca Grande Isles with guard-gated access, you're just a short golf cart ride from the beautiful beaches of the Gulf or the charming shops and restaurants in Historic Boca Grande. The nearby Gasparilla Inn, Coral Creek private airport, multiple exceptional private and public golf courses, and local marinas all add to the island's appeal. This is coastal living done right.

… 
$8,500,000
446
5bedrooms
6bathrooms

By Gulf To Bay Sotheby's International Realty

50

House with pool Boca Grande (United States)

Modern Coastal Luxury - NEW HOME - Just Completed! Discover one of Boca Grande’s newest and most exclusive homes on the prestigious North Shore of Gasparilla Island. This brand-new 5-bedroom, 5-bathroom estate (each bedroom featuring en-suite bathrooms) offers over 4,000+ sq. ft. designed for effortless coastal entertaining on one level. Set at the end of a private living cul-de-sac and positioned on one of the highest elevated lots on the island, the property is surrounded by masonry privacy walls and features professionally designed lush tropical landscaping. Once inside, you’ll find soaring ceilings, custom millwork, 7.5” white oak flooring, and impact-rated sliders that blend indoor and outdoor living. A unique zero-post sliding glass door system leads to an expansive covered lanai (600+ sq. ft.) featuring a retractable Phantom Screen, custom outdoor kitchen with Coyote appliances, while overlooking the elegantly designed pool and spa. The home is an entertainer's dream featuring a chef’s inspired kitchen complete with designer cabinetry, Thermador appliances, extra-large workstation sink, dual dishwashers, quartz countertops, and a 12' center island perfect for hosting. Additional highlights include a wet bar and prep area coupled with a wine chiller tower, beverage center, spacious walk-in pantry, and discreet mudroom/laundry area. The primary suite is thoughtfully designed offering a majestic view of the pool and backyard with separate walk-in closets. The primary bathroom is a serene retreat offering heated floors, an oversized shower and soaking tub, along with custom Robern medicine cabinets and designer lighting. The additional en-suite bathrooms offer their own privacy and Bedroom 2 can also serve as a den or office if desired. Guest suite bathrooms provide private comfort with curbless walk-in showers and custom designer finishes throughout. Designed by nationally recognized T.A. Krebs Architects, and crafted by preferred island builder L.J. Silva Construction, this 2025 masterpiece combines masonry block construction with energy-efficient spray foam insulation, premium concrete tile roofing, cool touch Shellock pool and lanai pavers, and a 24 kW Generac generator. With an attached 3-car garage, the home has ample storage for your Moke or golf cart and other outdoor island toys. Smart home technology includes an app-controlled pool/spa & fireplace lighting, irrigation, sound pre-wiring throughout and a 75 Samsung Frame Pro TV in the family room. Deeded beach access is just steps away and ownership boat dockage with lift capability (up to 65') is just across the road, for easy and quick access if desired. This estate offers both tranquility and accessibility to the island’s best amenities. Along with Coral Creek Jet Center/Airport and a Tom Fazio Signature Golf Course just across the Bridge. A few photographs are virtually staged. Experience the pinnacle of Boca Grande living - modern coastal luxury at its finest.

… 
$5,575,000
373
5bedrooms
5bathrooms
land 1,740

By Gulf To Bay Sotheby's International Realty

38

House with pool Boca Grande (United States)

Discover this beautifully renovated cottage nestled in the Historic Village of Boca Grande, where old-world charm meets modern convenience. This 4-bedroom, 3-bathroom home spans 2,548 square feet and showcases thoughtful upgrades throughout, including a durable metal roof, Hardie plank siding, improved kitchens and bathrooms, and stunning wide plank wood flooring. The heart of the home features an open living area with custom wood ceilings, a cozy gas fireplace, a charming cupola that fills the space with natural light and flows to a large 335 sqft screened porch looking over the canal for true indoor-outdoor living. The primary bedroom and additional bedrooms provide comfortable accommodations, while an in-law suite with kitchenette on the lower level offers flexible living options. You will enjoy the lower-level outdoor living space from the shade of a covered porch or sunbathe around the custom in-ground heated pool and hot tub that create the perfect setting for relaxation. Your waterfront lifestyle includes an impressive 80-foot dock with a covered 20,000-pound boat lift on the Harbor Drive Waterways canal just steps from your back door. Practical amenities abound with dual garages equipped with electric vehicle charging stations, a golf cart charging station, and a convenient laundry room. The circular driveway features classic Chicago brick pavers, while mature landscaping and fencing complete the picturesque setting. Location is everything here – in minutes you can hop on your boat and be cruising Charlotte Harbor; or enjoy a short golf cart ride to the pristine Gulf beaches, charming shops and restaurants of Historic Boca Grande. The renowned Gasparilla Inn, exceptional golf courses, local marinas, and even Coral Creek private airport are all nearby, making this the perfect blend of peaceful retreat and convenient access to island attractions.

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$5,375,000
4bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

50

House Boca Grande (United States)

Bermuda-inspired coastal residence set within Boca Grande Isles, a private gated enclave overlooking sunrise views across Hole-in-the-Wall Bay. This spacious five-bedroom, four-and-a-half-bath home spans nearly 5,600 square feet of thoughtfully designed living space with classic architectural detail and relaxed island character. The exterior features clean stucco lines, white tile roof, and a gracious front porch. A circular paver drive leads to a maturely landscaped courtyard with palms and native coastal plantings. Inside, solid oak flooring, trowel-finished walls, and understated lighting create a calm backdrop for everyday living and entertaining. The living room includes a fireplace with custom metalwork and built-ins, and opens to a stone-floored sunroom framing views of the infinity pool and bay. The kitchen and keeping room form the center of the home, with granite counters, custom cabinetry, Sub-Zero refrigeration, Bosch dishwasher, double ovens, warming drawer, brick backsplash, and a wet bar with ice maker and wine refrigerator. The primary suite occupies the main level and offers dual walk-in closets, a sitting area, and a well-appointed bath with soaking tub and walk-in shower. Four additional bedrooms include two private guest suites, and an elevator provides convenient access to all levels. Outdoor living unfolds over terraced spaces surrounding the infinity pool, set along the bay and sheltered by mature landscaping. An oversized garage accommodates two vehicles plus a golf cart, with storage for kayaks, bikes, and beach gear. Located minutes from Boca Grande’s historic village and Gulf beaches, this property combines privacy, scale, and waterfront living in one of the island’s most desirable settings.

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$9,500,000
520
5bedrooms
5bathrooms

By Gulf To Bay Sotheby's International Realty

Contract pending
13

Seaside house Boca Grande (United States)

UPDATE: New metal roof installed March 2023, new carpet, interior completely re-painted. This is a great opportunity to potentially restore the current structure or to design and build a new home in a private location with open water views and deep-water dockage contained on a 50’ x 125’ lot. Originally built in 1996, this 3 bedroom and 3.5 bath 2,924 square foot home enjoys spectacular open water views and Boca Grande Bayou frontage with two boat slips. Located in Boca Grande’s Historic District, this site is conveniently located close to the village shops and restaurants with easy beach access a block and half away. Property being sold AS-IS.

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$2,995,000
272
3bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

50

House with pool Boca Grande (United States)

Welcome to 1678 Jose Gaspar Drive, a serene waterfront retreat tucked along the tranquil shores of “Hole in the Wall” Bay in the coveted Boca Grande Isles. This property boasts 96” of water frontage and offers an intimate, natural setting where mangroves, shorebirds, and calm waters create a true Old Florida backdrop.The protected bay is ideal for kayaking and paddle boarding, offering quiet waters to explore at your own pace while enjoying abundant native wildlife. It’s a nature lover’s paradise—private, picturesque, and beautifully unspoiled. The 3400 sq foot home 4 bedroom, 3.5 bath home is filled with natural light and designed to capture water views from the living areas. An open layout with cathedral ceilings and a cozy stone fireplace creates an effortless flow for entertaining or relaxing, while large hurricane glass doors invite the outdoors in. The screened lanai offers views of the water and the living space that Florida is known for. The gourmet kitchen serves as the heart of the home, boasting quartz countertops, eat in dining, generous workspaces, and a breakfast bar. This Island retreat offers plenty of gathering areas which are perfect for hosting family and friends. The primary suite on the main level provides a peaceful sanctuary with an elegant Master bath which includes, quartz countertops, dual sinks a walk in shower and soaking tub. Perfect for relaxing after a day filled with outdoor activities. The lower level contains an additional living room, three additional guest rooms, two baths and easy access to the beautiful pool, spa and patio. Perfect to entertain family and friends. Located in a gated community just minutes from the village of Boca Grande, with its charming shops, dining, and Gulf beaches, this property offers a rare opportunity to embrace quiet waterfront living in one of Florida’s most treasured island communities.

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$5,900,000
325
4bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

50

House Boca Grande (United States)

Welcome to 2021 20th Street, Boca Grande, FL! A Family Compound close to the Village on a Private Street with deeded Beach access! Nestled on over half an acre on a Private street in the heart of Boca Grande, 2021 20th Street offers the perfect setting for family gatherings where memories are made. This one of a kind property boasts a large 5 bedroom main home and a charming 3 bedroom guest cottage. The tropical setting provides an ideal backdrop for family gatherings, vacations, and creating cherished moments for generations to come. The spacious main home features an open and airy floor plan with high ceilings, a European designed kitchen,large windows, and lots natural light, offering a seamless flow between indoor and outdoor living. Whether you’re hosting family dinners, relaxing by the pool, or gathering for sunset cocktails on the patio, the home's inviting atmosphere fosters connection and togetherness. Surrounded by tropical landscaping, the property ensures privacy while offering plenty of room for outdoor activities and relaxation. For guests or extended family, the delightful 3-bedroom guest cottage provides a perfect retreat with its own kitchen, living area, and comfortable, coastal-inspired design. This separate dwelling allows for privacy and comfort, while keeping everyone close together on the same property. The cottage is also perfect for use as a rental for those owners desiring income to offset the expenses of Island home ownership. One of the standout features of this compound is its deeded beach access, granting direct entry to Boca Grande's beaches. Imagine waking up to the sound of waves, walking down to the beach with loved ones, or enjoying a sunset stroll along the shore—this property gives you the luxury of beach living just steps from your door. The expansive lot provides ample space for family activities, outdoor games, or simply enjoying the tropical surroundings. Whether you're hosting a holiday gathering, a summer barbecue, or a quiet evening with family, this home is designed for lasting memories. With its prime location in Boca Grande, this property offers the perfect balance of seclusion and convenience, just a short distance from the island's charming shops, restaurants, community center, and bike path.

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$7,950,000
538
8bedrooms
7bathrooms
land 2,323

By Gulf To Bay Sotheby's International Realty

32

House with pool Boca Grande (United States)

Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. As you step into this lovely 4 bedroom and 4 bath classic Boca Grande style home, you will appreciate the sun filled great room which includes a beautiful coral stone fireplace and French doors that open to a stone patio, and heated pool. The unique residence is designed around the lush outdoor space which includes a fenced yard, and a dock for your large vessel. You will appreciate the convenience of single story living both indoors and out. In addition to the impressive great room, this Florida Style plan boasts a kitchen with stone counters and breakfast nook, a large primary suite and bathroom and a fantastic executive office, which can also serve as a den, and finally 3 ensuite guest rooms. This distinctive home has a new standing seam roof, tankless hot water, and beautiful mature landscaping. Outdoor activities are endless, as you take advantage of day trips to neighboring islands, world class fishing, paddleboarding and kayaking, or you can choose to bike the length of the island on the “bike path”, or golf cart to the beach for a walk on the beach or swim in the Gulf of Mexico. Boca Grande is famous for so much more than its Tarpon. Retreat to an idyllic lifestyle, where bicycles and golf carts are the preferred mode of transport, and old Florida charm abounds, where no street lights, traffic or high rises exist. There is no place quite like it!

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$5,250,000
325
4bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

40
Video

House Boca Grande (United States)

Offered for the first time since 1962, 260 Gilchrist Avenue presents a rare opportunity to acquire a true Boca Grande legacy estate, defined by provenance, architectural presence, and the enduring romance of Old Florida. Built in 1925 and thoughtfully stewarded for generations, this storied residence reflects a time when homes were crafted with intention, scale, and permanence. Sited on an exceptional 100' x 150' in-town parcel, the property is ideally positioned in downtown Boca Grande, just moments from the Village, beaches, dining, and boutiques, yet remarkably private, with a sense of prominence befitting its lineage. The home spans over 3,900 square feet under air, offering seven bedrooms and four bathrooms, with gracious proportions designed for multigenerational living and extended coastal stays. Vaulted ceilings lend volume and elegance, while two original fireplaces anchor the interiors with warmth and authenticity. Original wood floors remain intact, and the home’s cypress walls speak to the craftsmanship and character of an earlier era. A newly completed kitchen introduces a refined modern counterpoint, thoughtfully executed to meet today’s standards for daily living and entertaining while remaining respectful of the home’s historic architectural character. Recent improvements include new HVAC, electrical, and plumbing systems, delivering modern reliability while preserving the home’s timeless soul. A driveway permit is already in place, and the estate is accompanied by a current certified survey. A dedicated local historic specialist has also been engaged to outline the full architectural potential of this exceptional property. Rarely does a Gilchrist Avenue residence of this scale, significance, and authenticity come to market. 260 Gilchrist Avenue is a once-in-a-generation offering rich in history, exceptional in presence, and ideally positioned for thoughtful restoration or inspired reimagination. A true Boca Grande heritage estate, ready for its next distinguished chapter.

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$4,950,000
363
7bedrooms
4bathrooms

By Gulf To Bay Sotheby's International Realty

36

House Boca Grande (United States)

Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inch tongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom. Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience. Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own.

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$5,450,000
286
3bedrooms
5bathrooms
land 728

By Gulf To Bay Sotheby's International Realty

50

House with pool Boca Grande (United States)

Located in the Beautiful Boca Grande Isles, 1669 Jose Gaspar Drive is a striking example of Bermuda-style architecture, seamlessly blending timeless elegance with relaxed coastal living. Constructed of solid concrete with a durable concrete tile roof, the home features a classic stucco exterior and signature stepped rooflines—designed for both aesthetic appeal and resilience—capturing the essence of refined island design. Inside, light-filled interiors create an airy, sophisticated atmosphere. Expansive living spaces flow effortlessly, offering the perfect setting for both entertaining and everyday comfort. Thoughtful architectural details and curated finishes evoke understated luxury, while French doors and large windows and open layouts invite in natural light and gentle harbor breezes. Spanning approximately 4,500 square feet, the home features a gourmet kitchen complete with a sitting and casual dining area, along with a spacious great room anchored by a stunning shell stone fireplace—ideal for gatherings. The residence includes five bedrooms and six and a half baths, many with serene harbor views. An unfinished bonus room above the garage provides flexibility for a home office, studio, or additional bedroom. Outdoors, a beautifully elevated pool and patio create a private oasis, perfectly complementing the home’s stately presence within the Boca Grande Isles. Surrounded by lush tropical landscaping and some of the island’s finest fishing, the property offers a private retreat just moments from Boca Grande’s pristine beaches, charming village center, and scenic bike paths. This exceptional Bermuda-style residence embodies coastal sophistication and island luxury—an outstanding opportunity to experience the beauty and serenity of Boca Grande living.

… 
$7,500,000
416
5bedrooms
7bathrooms

By Gulf To Bay Sotheby's International Realty

38

House Boca Grande (United States)

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 massive 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.

… 
$4,750,000
470
5bedrooms
7bathrooms
land 850

By Gulf To Bay Sotheby's International Realty

42

House Boca Grande (United States)

For Sale: A stunning 3-bedroom, 3-bathroom townhouse on a unique lot nestled in the desirable southernmost section of the Boca Bay Beach View association with 150’ of lake frontage. This beautifully designed 1,910 square foot residence welcomes you with vaulted ceilings and abundant natural light streaming through generous windows. The living room seamlessly extends into an enclosed sun porch, creating the perfect space for quiet mornings and peaceful evenings spent watching the sunset glow. Wraparound lake views provide a tranquil backdrop throughout, while a convenient elevator ensures effortless movement between floors. The spacious kitchen features updated appliances and solid-surface countertops, offering a functional workspace for culinary endeavors of any scale. The top floor primary suite serves as a private sanctuary, complete with a private bathroom with soaking tub and walk in shower, a spacious walk-in closet, and a deck overlooking the water perfect for moon gazing. Two additional bedrooms and bathrooms provide excellent flexibility for guests, a home office, or personal retreat space. The lower level presents a covered patio with walkout access to a grassy area, ideal for relaxation or outdoor enjoyment. A rare 3-car garage accommodates vehicles and all the recreational gear that coastal living requires. Added peace of mind comes from a recently installed roof in 2023. Ownership includes Boca Bay Pass Club membership, granting access to exceptional amenities: a Gulf-front restaurant, sunset lounge, poolside dining, a professional tennis program with seven Har-Tru courts, four community pools, a fishing pier, beach club, and short-term boat docks. The Pass Club and pristine Gulf beaches are just a pleasant stroll away. This thoughtfully appointed townhouse represents an outstanding opportunity to embrace the coastal lifestyle in one of the area's most desirable communities. Contact us today to arrange your private showing.

… 
$2,185,000
177
3bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

50

House with pool Boca Grande (United States)

This exceptional custom-built home located on over half an acre offers protected lake views, beach access, and a serene coastal lifestyle in Boca Grande, Florida. Step inside to find 3,387 sq. ft. of thoughtfully designed living space filled with natural light, featuring impact glass sliding glass doors/windows and gorgeous wood floors throughout the main living area. Built by Bowen Construction in 2000, this modified and expanded “Seawatch” design seamlessly blends elegant living with modern comforts. The spacious living and dining area features a gas fireplace, custom built-in shelving, and two sets of sliding glass doors leading to a screened, exterior deck, perfect for enjoying unobstructed, tranquil water views. The Chef’s kitchen boasts a walk-in butler’s pantry with wine refrigerator and the kitchen features a new Sub-Zero refrigerator, double ovens, granite countertops, white cabinetry, and an eat-in dining area overlooking the private swimming pool and lake. This home offers 3 bedrooms and bathrooms, with one bedroom currently used as a den and a whole-home propane powered generator. The entire top floor is dedicated to the primary suite featuring an expanded layout, private deck with modern, clear glass railings providing full lake views. There are two dedicated offices, ideal for those who work remotely. The abundant outdoor space features a custom designed saltwater swimming pool and there’s tremendous parking opportunities for those who like to entertain including a two-car garage, dedicated golf cart garage, and add’l “under trellis” parking outside. This residence is minutes away from the Coral Creek Golf Club and the Boca Grande Club. The north shore of Boca Grande is over three miles away from the nearest public beach access point providing a private beach experience and quiet neighborhood. The reasonable $620/year Homeowner’s Association fee covers the lake maintenance, minimizing carrying costs all while living in an upscale, gorgeous neighborhood with buried utilities. Call us today for your private tour!

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$3,295,000
315
3bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

39

House Boca Grande (United States)

Located in the gated community of Boca Grande Isles, this well-maintained, 3 bedroom, 3 bathroom, waterfront home is a boater’s dream with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. The 2,715 sq. ft. residence features an open floor plan with vaulted open-beam ceilings, hardwood floors, custom built-ins, plantation shutters, and impact sliding glass doors framing serene canal views and leading to a screened lanai. The remodeled kitchen is appointed with quartz counters, Sub-Zero refrigerator, Wolf gas range, ample workspace, and a dumbwaiter. The living and dining areas flow effortlessly to a 48’ x 10’ screened outdoor space overlooking the water. The spacious primary suite offers canal views, patio access, a generous walk-in closet with washer/dryer, and a renovated bath with quartz counters, dual sinks, soaking tub, and separate rain shower. Outdoors, enjoy a composite dock with a 16,000-lb boat lift, 110’ seawall, two-car garage, golf cart garage, paved circular driveway, and plenty of backyard space with room to add a pool. An air-conditioned storage/workout room offers added versatility. This exceptional canal-front property delivers premier island living and easy Gulf cruising from your own dock.

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$5,300,000
252
3bedrooms
3bathrooms
land 1,942

By Gulf To Bay Sotheby's International Realty

46

House Boca Grande (United States)

“The Boat House” is a rare opportunity to own one of Boca Grande’s most compelling newly constructed deep-water boating properties, a refined waterfront retreat purpose-built for the avid sportfishing and boating lifestyle. Completed in 2024 by Yusk Construction and interiors masterfully curated by acclaimed local designer, Sue Sligar, this custom residence delivers the increasingly rare combination of immediate Gulf access, new marine infrastructure, and elevated coastal luxury in an exceptionally efficient island footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor or the Gulf, the property was designed for owners who prioritize quick access to open water, effortless dockage, and turnkey boating convenience. A newly constructed seawall and exceptional dock complex create a highly functional waterfront environment tailored to the serious fisherman and boating enthusiast alike. Features include a 24,000-pound Coastal Series boat lift, expansive ENDECK synthetic decking, aluminum-framed grated platform, illuminated fish-cleaning station, shore power, freshwater service, and direct deep-water access to the harbor and Gulf within minutes. Inside, the design aesthetic elevates the residence far beyond a traditional boating property. Refined coastal textures, nickel-gap shiplap walls and ceilings, designer wallpaper, curated lighting, brass stair railings, and bespoke cabinetry create interiors reminiscent of an elegant private yacht club...polished, timeless, and effortlessly luxurious. Andersen hurricane-impact windows and doors flood the home with natural light while delivering exceptional storm protection and peace of mind. The chef’s kitchen was designed for elevated entertaining after a day on the water, featuring quartz countertops, custom soft-close cabinetry, and a premium appliance suite including a Liebherr refrigerator/freezer and Bosch induction range, dishwasher, and microwave drawer. Offering two bedrooms, one full bath, and two half baths, the residence was intentionally designed to function as the ideal luxury boating retreat, guest residence, or private quarters for a captain or crew supporting a larger island estate. Elevated approximately 13’3” above base flood elevation, the structure incorporates superior construction standards including a concrete block base, advanced steel cross-frame reinforcement system, standing seam metal roof, Hardie siding and soffits, open-cell spray foam insulation, tankless electric water heater, and a 2024 HVAC system. The pull-through garage operates as a fully equipped marine utility space complete with epoxy floors, EV charging readiness, rod storage systems, additional refrigeration, full size washer and dryer, plumbing for an ice-maker, and extensive storage for fishing gear, water toys, and boating equipment. Technology and security are seamlessly integrated with an Alert 360 security system, Lutron lighting controls, multiple WiFi access points, security cameras, and SONOS surround sound anchored by an 85-inch Samsung television in the living room. For the discerning Boca Grande owner seeking state-of-the-art dockage, immediate deep-water Gulf access, and a turnkey luxury residence designed around the boating lifestyle, “The Boat House” represents an exceptionally rare island offering.

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$3,700,000
98
2bedrooms
2bathrooms

By Gulf To Bay Sotheby's International Realty

49

Farmhouse Boca Grande (United States)

Fully renovated Village Home in the gated Boca Grande Club, offering 3 bedrooms, 3 baths plus a fourth kids’ room and over 1,600 square feet of living space, including approximately 400 square feet of thoughtfully added living area. Designed with a coastal-contemporary aesthetic, the home features an open-concept layout with vaulted ceilings, abundant natural light, enclosed sunrooms, and a striking new fireplace that anchors the main living space. The gourmet kitchen showcases premium LG appliances, quartz countertops, and designer fixtures, seamlessly blending style and functionality. The reimagined primary suite offers a spacious walk-in closet and a spa-inspired bath with dual vanities and a large walk-in shower. The loft level has been expertly transformed to include a private bedroom and full bath, creating an ideal retreat for guests or family. Throughout the home you’ll find designer tile, new hardwood flooring, updated doors, trim, and hardware, along with modern conveniences including a full-size in-home washer and dryer and outdoor elevator lift. Significant upgrades include impact windows, Hardie siding, Trex decking, a newer roof, open-air lift, and a 2017 HVAC system, ensuring both durability and peace of mind. Enjoy west-facing outdoor living with beautiful sunset views and glimpses of the Bay and Gulf, along with a garage and private garden area. Located just steps from the secluded beach, this home offers the perfect blend of privacy and coastal lifestyle. Residents of the Boca Grande Club enjoy an exceptional amenity package including Gulf-front dining, three pools, tiki bar, fitness center, yoga and water aerobics, eight tennis courts, and gated security.

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$2,450,000
152
3bedrooms
3bathrooms

By Gulf To Bay Sotheby's International Realty

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