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161 1st Street E, Boca Grande
$4,995,000
4 Beds ⋅ 3 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code
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.

161 1st Street E, Boca Grande
6000 Boca Grande Causeway Unit D38, Boca Grande
$1,099,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Incredible price for this exquisite Turnkey Furnished bayfront condominium, nestled within the gorgeously updated Boca Grande North community. Experience the epitome of coastal living in this 2-bedroom, 2-bathroom with expanded enclosed lanai/living residence spans 1,484 square feet and offers breathtaking panoramic views of Gasparilla Sound—an ideal spot to enjoy morning coffee or stunning evenings watching the boats and wildlife. Only a short golf cart ride to enjoy all the Village of Boca Grande has to offer. Inside, the FULLY Renovated open-concept living area boasts contemporary finishes, including impact glass, quartz countertops, wood-look tile, stainless steel appliances, cabinetry and so much more creating a stylish and inviting space perfect for entertaining. Plus, all the furnishings fit perfectly for the coastal living and ability to use for yourself, second home or investment property. The spacious master suite features an en-suite bathroom and ample closet space, providing a serene retreat after a day of coastal adventures. Along with allowing you slider and views & sounds of the Gaparilla Sound/Harbor. A well-appointed guest bedroom featuring slider to porch to enjoy the peek a boo views of the Gulf and evening sunsets. Residents of Boca Grande North enjoy a variety of resort-style amenities, including gated access, fitness center, a heated swimming pool & spa, tennis/pickleball courts, a clubhouse and a gulf-front area—all designed to enhance the coastal lifestyle. Boat slips can be purchased or leased and convenient access to the Intracoastal Waterway and the Gulf of America make this a haven for outdoor enthusiasts. Have furry friends - this community has pet-friendly restrictions. Just moments away, you'll find pristine beaches, world-class boating and fishing, and the charming boutiques and gourmet dining of Boca Grande. This unit is set up and ready for rentals and rental income if that is your desire. Don’t miss this rare opportunity to own a beautifully updated bayfront retreat in one of Boca Grande’s most sought-after communities.

6000 Boca Grande Causeway Unit D38, Boca Grande
6000 Boca Grande Causeway Unit D40 & Slip #4, Boca Grande
$1,495,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Experience the ultimate island lifestyle in this beautifully furnished and fully updated 2-bedroom, 2-bath coastal retreat—complete with private deeded boat slip #4 featuring a 13K lift with electric and water. Thoughtfully designed with both comfort and sophistication in mind, with stunning views of the Gasparilla Sound and partial views of the Gulf. Whether you are looking for your own private residence or investment property - this unit can be either or both. The gorgeous Boca Grande North gated community leads you beautifully onto Gasparilla Island and has been fully updated and renovated. Step inside this home featuring a bright and airy open-concept living space, where natural light pours through expansive sliding doors and highlights the home’s stylish finishes. The updated kitchen offers cabinetry lighting, generous counter space and flows into the spacious dining and living areas—perfect for relaxed evenings or hosting friends after a day on the water. The expanded Florida room invites you to enjoy morning coffee, island breezes, or vibrant sunset views overlooking tranquil waters and lush tropical surroundings. This property was taken down to the studs with all-new electrical, premium materials and living spaces redesigned. Both bedrooms provide peaceful sanctuaries, each with its own set of sliding glass doors that open to private decking—ideal for stepping outside to enjoy the quiet morning air or unwinding beneath the stars. The primary suite is exceptionally appointed with ample closet space, an in-unit laundry area for added convenience, and a beautifully en-suite bath featuring double sinks and a spacious walk-in shower. The guest bedroom is equally welcoming, with easy access to its own private outdoor space. The beautifully upgraded guest bath offers a walk-in shower. Have furry friends? As an owner, you can bring them too! Beyond the residence itself, the community offers an impressive array of amenities designed to enhance every aspect of island living. Enjoy a refreshing dip in the heated pool, relax in the hot tub, or gather with friends at the clubhouse. Stay active with tennis and pickleball courts, a well-equipped fitness center, and lighted walking paths that wind through the property’s gorgeous tropical landscaping. Additional conveniences include a golf cart charging station, BBQ grills for easy outdoor dining, and serene common areas perfect for relaxing after a day of island exploration. This unit features an outdoor storage closet and access to dockage. With your own boat slip just steps away, world-class boating, fishing, kayaking, and Gulf adventures are effortlessly accessible. Located along the Boca Grande Causeway, this condo provides quick access to boutique shopping, waterfront dining, pristine beaches, and the charming village of Boca Grande. The Boat Slip is deeded, dock is with composite material, and you do not need to be a Boca Grande North condominium owner to purchase - makes for a great investment if you want to later sell separately! Deepwater with no bridges and only minutes to the ICW and Gulf! Whether you're seeking a worry-free vacation home or a full-time island retreat, this residence embodies the carefree, sun-soaked lifestyle that only Boca Grande can offer—your personal slice of paradise awaits. 6000 Boca Grande Causeway, Unit D40 Community buildings feature new roofs, siding, impact windows, spray insulation, and other upgrades.

6000 Boca Grande Causeway Unit D40 & Slip #4, Boca Grande
6040 Boca Grande Causeway Unit A2, Boca Grande
$1,239,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Amazing waterfront retreat with both Gulf & Bay views! Located in Boca Grande North- Unit A2 is nestled on Gasparilla Island near the picturesque Village of Boca Grande, Florida. This 2-bedroom, 2-bathroom bayfront seaside condo is turnkey furnished and offers a perfect blend of luxury, comfort, and breathtaking views, making it an ideal haven for those seeking the coastal lifestyle. One of the standout features of this condominium is the balconies, allowing Gulf views & the large screened lanai overlooking the Gasparilla Sound, where you can see the boats, kayaks, dolphins, and more cruising by, but still enjoy your privacy. Savor your morning coffee while watching the sunrise over the water, or unwind in the evening with a glass of wine as the sun sets. The panoramic views are simply unparalleled. Have a boat? Private Boat Slips can be rented separately or are often available for private sale. Have furry friends? You will enjoy this pet-friendly community. Owners can have two dogs and there are great walking paths! This beautifully appointed turnkey furnished 1,248-square-foot home greets you with an open and airy floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room floods the space with natural light from impact glass windows & doors and provides nearly unobstructed views of the surrounding waterways of the Gulf of America & Gasparilla Sound. This allows you to enjoy BOTH sunrise & sunset from either of the porch areas. Imagine relaxing here after a day on the water, soaking in the serene ambiance. Coastal elegance abounds in the finishes, beautiful artwork and accents and yet allows for a comfortable entertaining space. The modern kitchen boasts high-end appliances, ample cabinetry, and a convenient breakfast bar for casual dining. Whether you're preparing a gourmet meal or a quick snack, this kitchen caters to all your culinary needs. The dining area has amazing views and can seat up to six. The master suite is a true sanctuary, complete with a generous closet and an en-suite bathroom featuring elegant fixtures and finishes. The impact-resistant glass sliders allow you to enjoy wide-open views of the water as you relax in bed. The second bedroom is equally inviting with impact glass sliders leading to the porch allowing direct views to the Gulf. Residents of this gated community have access to a range of amenities, including a sparkling heated swimming pool & spa, well-maintained grounds, tennis/pickleball courts, a clubhouse, fitness center, a gulf-front area, golf cart charging and convenient access to boating facilities. Additionally, the property is located just a short distance from the charming shops, restaurants, and pristine beaches of Boca Grande, ensuring you're never far from leisure and entertainment options. Golf carts are welcome and have a nearby path to lead you to the Village. Let's not forget the world-class pristine beaches, boating and fishing. This unit has a wonderful rental history - Whether you're seeking a full-time residence, a vacation getaway, or an investment property, this unit offers an exceptional opportunity to experience the best of Florida's Gulf Coast living. Current rental income and is ready for rentals or your home away from home. Don't miss your chance to own a piece of paradise in this sought-after location. Schedule your private showing today and prepare to be captivated by all this remarkable property has to offer.

6040 Boca Grande Causeway Unit A2, Boca Grande
291 Palm Avenue, Boca Grande
$4,190,000
3 Beds ⋅ 4 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards!

291 Palm Avenue, Boca Grande
162 Blackwall Court, Boca Grande
$3,995,000
3 Beds ⋅ 5 Baths ⋅ North Village SubDv. ⋅ 33921 Zip Code
This well maintained in-town North Village residence in the private Boca Bay community offers 3 bedrooms, 3 full en-suite baths, and 2 additional half baths, framed by lush tropical landscaping and vibrant cascading bougainvillea. Thoughtfully designed for both comfort and functionality, the home includes a two-car plus golf cart garage, ample storage, and a back of the garage attached workshop – perfect for the avid craftsman or hobbyist with additional storage! Enjoy desirable southern exposure, bathing the home in warm natural light throughout the day. The interior has been tastefully upgraded with modern finishes and appliances. The kitchen features stainless steel appliances, granite countertops with matching backsplash, and updated custom cabinetry, opening seamlessly to a spacious living area ideal for entertaining. A wet bar with mini beverage refrigerator is complimented by a cozy sitting room, creating an inviting gathering space for friends and family. The home also offers a separate dining room with abundant natural light, an enclosed front porch, and an enclosed rear lanai leading to a lounge deck with stairs descending to a sparkling pool with spa, and expansive pavered deck – ideal for relaxing or hosting under the Florida sun. Backing to a tranquil nature preserve, the property enjoys added privacy and peaceful surroundings. As part of the Boca Bay community, you'll enjoy access to its premier amenities with exclusive membership in the Boca Bay Pass Club offering exceptional resort-style amenities including fine dining, 8 Har-Tru courts, four swimming pools including a lap pool, community boat docks, as well as access to the Boca Bay Beach Club – offering a complete coastal lifestyle. Whether you're looking for a primary residence or a seasonal getaway, this home offers the perfect place for indulging in all that Boca Grande has to offer. Walk into the Village and onto the beach – close to everything. Please come and see this well placed and well priced Home!

162 Blackwall Court, Boca Grande
950 Palm Avenue Unit 304, Boca Grande
$3,395,000
3 Beds ⋅ 2 Baths ⋅ Silver King Condo Ph 1 SubDv. ⋅ 33921 Zip Code
Positioned on the top floor of the desirable Silver King community, Unit 304 is a coveted south end-unit residence offering wonderful waterfront views, abundant natural light, and an exceptional location in the heart of Boca Grande’s Historic Village. Offering 1,765 square feet of living space, this three-bedroom condominium is filled with natural light and enjoys wonderful views of the surrounding waterways. Southeast-facing windows and a private porch welcome the morning sun, providing an inviting setting for coffee at sunrise and quiet moments overlooking the water. The waterfront primary suite features an en-suite bath, while two additional guest bedrooms offer comfortable accommodations for family and friends. As an end unit, the residence benefits from additional windows and an enhanced sense of privacy. For boating enthusiasts, an included boat slip directly on the Intracoastal Waterway provides exceptional access to the renowned boating and fishing waters surrounding Gasparilla Island and beyond. Set within a peaceful waterfront enclave, Silver King amenities include a swimming pool, tennis courts, and gas grills with picnic tables for relaxed outdoor gatherings. An elevator provides convenient access to this third-floor residence, and one designated parking space is included. From this coveted in-town location, Boca Grande’s charming shops, acclaimed restaurants, beautiful beaches, and community activities are all just moments away. Offering the rare combination of waterfront living, immediate boating access, and walkability to the heart of the village, Unit 304 presents a wonderful opportunity to experience the relaxed and timeless lifestyle of Boca Grande.

950 Palm Avenue Unit 304, Boca Grande
585 Buttonwood Bay Drive, Boca Grande
$5,600,000
3 Beds ⋅ 4 Baths ⋅ South Bay Sub SubDv. ⋅ 33921 Zip Code
Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay.

585 Buttonwood Bay Drive, Boca Grande
320 Gulf Boulevard Unit 1A, Boca Grande
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande Beach Club Condo SubDv. ⋅ 33921 Zip Code
Ground-Level Beach Club Living Steps from the Gulf & Village Welcome to Boca Grande Beach Club 1A, a rare ground-level condominium offering effortless island living with no stairs to climb and an unbeatable location near the heart of the Village of Boca Grande. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property combines comfort, convenience, and easy access to everything that makes Boca Grande special. Located just moments from the beach, you'll enjoy quick access to the sand, sparkling Gulf waters, and the island's renowned sunsets. The Village's charming restaurants, boutiques, galleries, and community events are all within easy reach by golf cart, bicycle, or a leisurely walk. Inside, the residence is currently configured as a spacious one-bedroom condominium, creating an open and comfortable living environment. However, the original second bedroom could be restored with minimal modification, offering flexibility for additional guests, family members, or increased rental potential. Residents of Boca Grande Beach Club enjoy desirable community amenities, including a heated swimming pool, charcoal grilling area, and beautifully maintained grounds. A dedicated golf cart charging station adds convenience for exploring the island's scenic streets and waterfront destinations. The ground-floor location provides easy access for owners and guests alike, while the nearby beach access allows you to transition seamlessly from your front door to the shoreline in minutes. Whether you're collecting seashells along the beach, enjoying morning walks by the Gulf, or spending afternoons in the Village, this property places the best of Boca Grande right at your doorstep. Offering a blend of location, flexibility, and island charm, Boca Grande Beach Club 1A presents an exceptional opportunity to enjoy the relaxed coastal lifestyle that has made Boca Grande one of Florida's most treasured waterfront communities.

320 Gulf Boulevard Unit 1A, Boca Grande
6010 Boca Grande Causeway Unit C32, Boca Grande
$1,065,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.

6010 Boca Grande Causeway Unit C32, Boca Grande
5000 Gasparilla Road Unit BC205, Boca Grande
$955,000
1 Beds ⋅ 1 Baths ⋅ Beach Chalet Boca Grande SubDv. ⋅ 33921 Zip Code
Platinum! #8 of the Top 10 Beach Clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! Featuring a Zero-Edge Oceanview pool with sparkling turquoise water, elegant white umbrellas, lush tropical landscaping, luxurious outdoor furniture, and our beautifully redesigned Tiki Bar combine to create a truly exceptional setting. The area also includes a relaxing spa, a dedicated kiddie pool, and expanded seating for 100+ sunbathers for effortless poolside entertaining. Elegant lounge chairs, shaded seating areas, and beautiful coastal surroundings create an extraordinary setting where members, families, and friends can relax, reconnect, and create lasting memories. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for more information.

5000 Gasparilla Road Unit BC205, Boca Grande
5850 Gasparilla Road Unit M1&3, Boca Grande
$1,700,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
No damage from Hurricane Milton ! This first floor all one level beautifully furnished property was originally 2 units that were combined to afford an open floor plan and an extra bonus room that serves as a 3rd bedroom if so desired! Full view harbor waterfront where dolphins and manatees are often present! Enjoy majestic sunrises with expansive views in this special property. Boca Grande Club is an amenity rich community with several pools, private beach access, 8 tennis courts, state of the art fitness center and the best private restaurant on the island! Enjoy an end of day cocktail at the poolside Tiki bar, overlooking the beach and a glorious sunset. One time Club Initiation fee of $50,000.00 and one time Capital Improvement Fee of $15,000.00 upon membership.

5850 Gasparilla Road Unit M1&3, Boca Grande

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