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Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, newer roofs, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create.
…By Gulf To Bay Sotheby's International Realty
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!
…By Gulf To Bay Sotheby's International Realty
Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande!
…By Gulf To Bay Sotheby's International Realty
Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.
…By Gulf To Bay Sotheby's International Realty
In the Heart of the Village, on Deep Protected Water. Single-level living is rare in Boca Grande. Here it comes with a dock with a newer 20,000 lb. lift, a heated pool, and a short golf cart ride to the shops, restaurants, and beaches of the historic Village. Set Waterways Ave, this 4-bedroom, 4-bath classic island home has had no water intrusion during recent storms. That is a meaningful distinction on the island today. The light-filled great room centers on a coral stone fireplace. French doors open to a stone patio and heated pool, and the home is designed so indoor and outdoor living flow together. A fenced yard is framed by mature tropical landscaping. The Florida-style floor plan includes; a kitchen with stone counters and a sunny breakfast nook, a generous primary suite and bath, an executive office that also works as a den, and three en-suite guest rooms, so family and friends each have their own space. Recent improvements include a new standing seam metal roof and tankless water heating. Ground-floor ease, deep water with a lift, and a Village address. Experience the lifestyle that Boca Grande is famous for!
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
Virtually Staged. Set along the shores of Charlotte Harbor in North Bay, this home offers a distinctive blend of architectural character, handcrafted details, and captivating waterfront views. The dramatic two-story living room features a hand-painted coffered ceiling, custom staircase, terra cotta tile flooring, and a hand-carved pecky cypress fireplace mantel. The adjoining dining room opens to harbor views, while the updated kitchen and family room showcase cherry flooring, designer cabinetry, granite countertops, and a spacious island. A waterfront sunroom spans the rear of the home, connecting the living spaces to the garden and mangrove coastline. Two main-level guest bedrooms provide comfortable accommodations, while the upper-level primary suite features vaulted ceilings, expansive harbor-facing windows, a Roman-style bath, walk-in closet, and private waterfront deck. A circular staircase leads to a widow's walk with panoramic views of Gasparilla Island and beyond. Additional highlights include a finished elevator, impact glass windows and doors, a 2023 metal roof, freshly painted interiors, and a two-car garage. Combining timeless craftsmanship, exceptional views, and the Boca Bay lifestyle, this remarkable residence offers a truly special opportunity for waterfront living in Boca Grande.
…By Gulf To Bay Sotheby's International Realty
“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 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.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
Boca Grande Club has earned Platinum Club of America recognition, ranking No. 8 in the nation’s beach club category. Within this distinguished beachfront community, Village Home 19 combines the privacy of a freestanding residence with beautifully renovated interiors and access to exceptional private club amenities. With no shared walls, its own garage and private outdoor space, the home enjoys an unusually open setting with glimpses of the Gulf from each level. Thoughtfully enclosed spaces expand the main living area and guest bedroom, adding versatility to the floor plan and providing room for reading, conversation or quiet retreat. Plantation shutters throughout lend architectural definition, complementing a restrained coastal palette. Mature landscaping frames the residence and its outdoor patio, creating a private setting for enjoying the coastal air. A 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated windows and sliding glass doors complement the interior renovation. Furnishings are available. An extensive renovation of the Club’s pool and tiki bar, alongside recently renovated restaurants, brings a fresh, sophisticated aesthetic to its beachfront gathering spaces. An expansive private beach, waterfront dining, multiple pools, eight Har-Tru tennis courts, an established tennis program and a fitness center offer a rich array of pursuits within this gated, professionally managed community.
…By Gulf To Bay Sotheby's International Realty
Generous proportions and a prime Gasparilla Island location distinguish Slip 35 at the newly renovated Uncle Henry’s Marina. Measuring 25 by 65 feet, the slip offers substantial space within a full-service marina at the island’s north end, with convenient access to the Intracoastal Waterway, the Gulf and the exceptional fishing waters surrounding Boca Grande. Situated between ICW Markers 20 and 22, the marina combines a sheltered setting with fueling facilities and boating services. Downtown Boca Grande is a short ride away, placing the village’s restaurants and shops within easy reach after a day on the water. Owners may install a No Profile “Cradle” boat lift at their own expense. For boaters seeking a well-positioned island base, Slip 35 offers an appealing combination of size, service and access. Ownership is conveyed through a subleasehold estate.
…By Gulf To Bay Sotheby's International Realty
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 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 featuring 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
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.
…By Gulf To Bay Sotheby's International Realty
Virtually Staged. Virtually Staged. 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.
…By Gulf To Bay Sotheby's International Realty
Discover the serenity of Cottage #143 on Useppa Island, where breathtaking views endlessly unfold. This remarkable three-bedroom, three-bath home graces the northwestern waterfront of Useppa Island, offering an ideal vantage point for captivating sunsets over the Intracoastal Waterway. Delight in daily aquatic spectacles performed by schooling mullet and wading birds. Step inside to find a spacious haven for entertaining, where the expansive kitchen and living area seamlessly merge. A grand wall of sliding doors open to vistas of water, creating a seamless connection between indoors and outdoors. Upstairs, you will find an ideally sized bedroom and bath with never-ending water views. Embrace the allure of waterfront living as you and your guests are drawn outdoors to the inviting porches and decks, accessible from every corner of this charming cottage. Ideal for the active island family, this two-story retreat on a private island has been thoughtfully updated. Life on the water has never been more inviting.
…By Premier Sotheby's International Realty
Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates.
…By Premier Sotheby's International Realty
Experience exceptional waterfront living where boating access to the Gulf, breathtaking sunrise views, and unmatched privacy define this custom estate in Cape Haze Windward. Nestled on approximately 125 feet of seawall along wide, glistening Coral Creek, the property overlooks a protected nature preserve, creating a peaceful backdrop of water, wildlife, and ever-changing skies while remaining just minutes from golf, waterfront dining, and the beaches, shops, and restaurants of Boca Grande. Designed to embrace its remarkable setting, the home offers multiple outdoor living spaces, including a spacious screened paver pool deck with a solar-heated pool and spa, a covered gazebo, and a separate paver barbecue area ideal for entertaining. Both fixed and floating docks provide easy access for boating, kayaking, fishing, and crabbing. One of the home's most spectacular features is the private top-floor retreat. Served by the elevator, this stunning bedroom can easily function as a luxurious primary suite, offering sweeping views across Coral Creek and the nature preserve. Wake each morning to unforgettable sunrises from your expansive private deck, a truly peaceful sanctuary above it all. Inside, soaring volume ceilings, transom windows, bamboo and tile flooring, custom cherry cabinetry, granite countertops, and built-in family room cabinetry create warm, inviting spaces filled with natural light. Hurricane-impact windows provide peace of mind while framing the home's beautiful waterfront vistas. Meticulously maintained, the home also features a new roof, new pool cage, elevator, whole-house stereo with outdoor speakers, Manabloc plumbing system, an oversized 24' x 32' three-car garage, generous additional parking, and exceptional storage. Surrounded by water, preserve, and nature, this is a rare opportunity to own an extraordinarily private waterfront residence where every day begins with spectacular sunrise views and ends in complete tranquility.
…By Gulf To Bay Sotheby's International Realty
Stunning waterfront living with breathtaking Lemon Bay sunset views with no bridges to the Gulf. This unique 3-story home in the quiet neighborhood of Palm Point delivers the full coastal lifestyle with 90' of saltwater canal frontage, a concrete seawall, and a 40' wood dock complete with a fish cleaning station, water, and electric. Two 7,500 lb boat lifts with brand new motors sit on either end of the waterfront, ready for your fleet. Step inside through the grand double door entrance where dual staircases merge into one and welcome you into an impressive foyer. The main living level features a spacious great room with soaring views through two large pocket sliding doors that open to a large balcony (12'x48') spanning the width of the home overlooking the water with great views of the bay. The large kitchen boasts new stainless steel appliances including a beautiful range, dishwasher, and refrigerator, plus a peninsula bar with plenty of room for dining and entertaining. Two guest bedrooms are split by a spacious guest bathroom, and an inside utility room with washer and dryer adds everyday convenience. The third floor is your private retreat with a primary bedroom featuring impact resistant PGT windows and French doors opening to a private balcony (7'x16') with direct Lemon Bay views. The primary bathroom is beautifully tiled with a glass enclosure and connects to a huge walk-in closet. Outside, the balcony staircase leads down to a resort style pool and spa deck featuring a gunite poured concrete pool installed in 2022, open deck space, and full fencing for privacy. The ground level has a massive bonus room between the two garages has been finished with a half bath and large living space with endless oppurtunties (man cave) with sliding doors out to the pool area, perfect for a bar, media room, or flex space. Parking is a dream with two garage bays with an epoxy finished flooring. One is double length with room for two vehicles, and the other offers space for an additional car, golf cart, and fishing gear. Two driveways lined with beautiful palm trees and landscaping lead to each side. Built to last with a concrete slab foundation, block exterior walls with stucco on the first floor, poured concrete second floor, and framed upper floors with vinyl siding. Recent upgrades include: HVAC unit replaced (2023, 2 zone system serviced regularly), hot water heater (2023), septic tank (2023), pool and spa pumps (2024), Rain Bird irrigation system (2022), third floor soffits (2023), and impact resistant PGT windows and French doors in the primary suite. Two zoned HVAC keeps every level comfortable. This is true Florida waterfront living at its best. Sunsets, boating, fishing, and entertaining all from your own backyard.
…By Annonceur International
Mediterranean architecture finds a fresh expression in this thoughtfully remodeled Palm Island waterfront residence, where gracious proportions meet a sophisticated eye for materials and detail. Set on one and a half lots, including an additional half-lot of lawn to the east, the property offers a generous island setting. Rich walnut, textured tile and carefully chosen finishes bring depth and individuality to the interiors, with distinctive touches that reward a closer look. Offering four bedrooms and three and a half baths, the home unfolds through arched passageways and light-filled spaces linked by travertine flooring throughout. A soaring two-story living room forms its architectural heart, framed by tall windows and a curved upper gallery with decorative ironwork. Nearby, a window-lined sitting room offers a quieter place to gather, with views of the surrounding tropical landscape. The remodeled kitchen balances cream cabinetry and pale, subtly veined countertops with the warmth of real walnut cabinetry, a sculptural walnut range hood and walnut-lined ceiling recesses. Patterned tile and globe pendants complete the composition, while a separate breakfast bar provides generous seating. A sunny breakfast nook brings the greenery into view. The adjacent beverage bar continues the thoughtful detailing with open wood shelving and a wave-textured backsplash. In the primary suite, an intricately coffered ceiling adds architectural dimension, while expansive windows and French doors opening to a private balcony connect the room to its waterfront setting. The adjoining bath features dual vanities, a freestanding tub and a separate shower. Outdoor living is equally compelling. Multiple balconies provide inviting spaces for dining and relaxing, overlooking a generous freeform pool and spa framed by palms and expansive paved terraces. Along the canal, private dockage includes two boat lifts with capacities of 8,000 and 33,000 pounds, both less than a year old. A sandy kayak launch offers another way to enjoy the water, with the Intracoastal Waterway just a few hundred feet away. For even more room to enjoy the outdoors, the adjacent lot to the west is available for separate purchase. An elevator, backup generator, impact windows and doors, and an on-demand propane water heater complement the home’s design with everyday convenience. From its dramatic central living space to the intimate details of its renovation, this distinctive island residence brings architectural presence and a personal sensibility to waterfront living.
…By Gulf To Bay Sotheby's International Realty
Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.
…By Annonceur International
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