Location: Boca Grande, 33921
Do Not Show Listings
10009 GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921
$4,850,000191 Days on yellowkey MLS ID: D6144126
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2915 Built: 2025Monthly Fee: $52 Tax: $12,042 (2024)Community: Gulf Shores North 04Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,042
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Luxury New Construction Home on Boca Grande Island | 2025 Custom Residence Welcome to island luxury redefined on Boca Grande, one of Florida’s most exclusive barrier islands, where timeless elegance meets relaxed coastal living. Completed in 2025, this brand-new custom home on Boca Grande Island showcases exceptional craftsmanship, designer finishes, and modern coastal architecture—offering the ultimate private retreat in this highly sought-after Gulf Coast destination. Built to the latest Florida storm codes, the home features impact-rated windows and doors, providing peace of mind and long-term durability. The thoughtfully designed floor plan includes 3 spacious bedrooms plus a private office (or optional 4th bedroom) and 4.5 luxury baths, offering flexibility, comfort, and privacy for owners and guests alike. At the heart of the home, the gourmet chef’s kitchen is equipped with top-of-the-line Thermador appliances, custom cabinetry, and premium countertops, ideal for entertaining or intimate island gatherings. Additional highlights include a private elevator, resort-style pool and spa, and expansive outdoor living areas surrounded by lush tropical landscaping, creating a true Boca Grande island oasis. Every detail reflects refined coastal living, from rich architectural elements to high-end finishes throughout. Enjoy the Boca Grande lifestyle, where golf carts and bicycles are the preferred mode of transportation. Cruise to pristine Gulf beaches, historic Boca Grande Village, boutique shopping, and renowned waterfront dining just moments away. This exceptional property offers a rare opportunity to own a new construction luxury home on Boca Grande, perfect as a primary residence, seasonal retreat, or legacy island home. More than a residence, this is an invitation to experience the unmatched charm, sophistication, and serenity of Boca Grande island living.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Olivia Jones (941-456-1281)
158 CARRICK BEND LN, BOCA GRANDE, FL 33921
$4,595,000196 Days on yellowkey MLS ID: D6144009
REDUCED by $100,000 (2.1%) on 04/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3210 Built: 1993Monthly Fee: $183 Tax: $22,520 (2024)Community: North Village SubSingle Family
Taxes:$22,520
Elementary School: The Island School
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
Remarks: 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!
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Shawna Wagar (941-307-0712)
160 1ST ST E, BOCA GRANDE, FL 33921
$4,500,000114 Days on yellowkey MLS ID: D6145289
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4039 Built: 2003 Tax: $22,368 (2025)Community: Acreage & UnrecSingle Family
Taxes:$22,368
Tax Year: 2025
Remarks: Custom-built by McHugh Porter Builders and designed by historic preservation architect Henry Browne, this 4BR/4.5BA waterfront home offers timeless architecture within the historic district of Boca Grande. Located on a no-bridge boating canal, this property features yellow pine floors, cathedral ceilings with beams, a first-floor primary suite and guest suite, open kitchen, and spacious waterfront porch. Two additional bedrooms and a family room loft with full bath were added in 2011. Xeriscape landscaping, Hardiplank siding, 2022 Metal roof, and a private dock with a 10,000-lb lift complete this exceptional coastal property.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Carol Stewart (941-276-1162)
43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,500,00014 Days on yellowkey MLS ID: D6146719
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3074 Built: 1990Monthly Fee: $867 Tax: $42,001 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$42,001
Remarks: Nestled in the exclusive gated community of Seawatch, this thoughtfully updated single-family Seawatch presents a rare lakefront sanctuary offering unparalleled privacy, serene water views, and refined coastal living. It boasts approximately 3,092 square feet of bright, open living space with three bedrooms and three bathrooms. Vaulted bead board ceilings and an abundance of natural light create an airy, inviting atmosphere throughout the open floor plan—ideal for both relaxed everyday living and sophisticated entertaining. The upper-level primary suite is a true retreat, featuring a private terrace with sweeping views over Lake Gasparilla, an upgraded bathroom and office. Multiple expansive outdoor living areas, including a screened lanai and open porches, invite al fresco dining, sunset gatherings, or simply unwinding amid the tranquil surroundings. At the heart of the home is the tastefully renovated eat-in kitchen, showcasing premium appliances including a paneled Sub-Zero refrigerator, double ovens, induction cooktop, and warming drawer, along with abundant storage and elegant finishes. Recent renovations by renowned local firm McHugh Porter Builders have elevated the property with refreshed kitchen and baths, new engineered hardwood flooring, and impeccable interior finishes throughout. Additional highlights include a convenient elevator, hurricane-impact windows and sliders for peace of mind, a 2011 roof, an air-conditioned storage room just off the garage, and ample parking. 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 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.
Listing Agent: Jeff Moore (941-855-0737)
6040 BOCA GRANDE CSWY #A2, BOCA GRANDE, FL 33921
$1,239,000391 Days on yellowkey MLS ID: D6141415
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1989 Tax: $2,204 (2024)Community: Boca Grande North Ph ACondo
Taxes:$2,204
Remarks: 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. You can 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 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, 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.
Listing Agent: Michelle Finley (941-204-4000)
164 1ST ST E, BOCA GRANDE, FL 33921
$4,995,000191 Days on yellowkey MLS ID: D6143872
1 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5036 Built: 2018 Tax: $33,771 (2024)Community: Acreage & UnrecSingle Family
Taxes:$33,771
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary coastal residence in the historic village of Boca Grande. This meticulously crafted home has an impressive 5,036 square feet, five bedrooms (the first-floor bedroom could be a den or office with direct access to a screened porch), and five bathrooms. This sturdy and elevated home on the natural “crown” of the island has not suffered any hurricane damage from wind or water. The home and the setting epitomize small island living. This remarkable home features an open floor plan, custom woodwork and oak flooring. The gourmet kitchen features professional-grade appliances including a Subzero refrigerator, a 4 burner Wolf stove with griddle, Miele wall steam oven, and an Asko dishwasher. A custom-designed breakfast bar, walk-in pantry, and an innovative Miele coffee bar cater to both daily living and elegant entertaining. This home features an 11’ curved “live edge” tiger maple bar with a bar sink, refrigerator, ice machine and custom cabinetry. Wine connoisseurs will appreciate the 100+ bottle custom chilled wine closet. The bar and adjoining lounge areas have LED “star constellation” lighting for a clean and enchanting ambiance. The bar and lounge look out through large disappearing sliding-glass doors to the coral stone patio, outdoor wood fireplace and canal, inviting seamless indoor-outdoor living with highly desirable southern exposure. Practical luxury abounds with an elevator, impact glass windows and doors, Hardi Plank siding, and a metal roof ensuring both comfort and security. The oversized garage accommodates both vehicles and a golf cart, perfect for exploring the charming village surroundings. The private den/office/bedroom, separate formal dining room, library, and bonus room offer versatile spaces for work and leisure. The home features a formal dining room that could be used alternatively as a music conservatory or a large, sunny office. There is a “bonus” room on the midlevel that has a full laundry with folding table and drying closet, a number of cleverly hidden spaces for storage, and a vaulted ceiling central space for work or leisure. The second floor features a gallery hallway and library with access to an outdoor balcony. For sailing or powerboat enthusiasts, the property's 80’ dock and 10,000-pound boat lift provide direct, deep-water access to Florida's pristine waters, without height-restrictive bridges. The home's location on the nearest canal to the center of town, offers boaters optimal convenience and privacy. The dock itself has a swim ladder and a custom-designed pivoting platform for safely launching small crafts like paddle boats, kayaks and SUP boards. Snook and other game fish can be caught right off the sunny dock, and the dock has a fish-cleaning station. Thoughtful additions include electric screens, a hidden wall safe nook, custom closet wooden built-ins, pocket doors, Plantation shutters, motion detection lighting, and innovative storage solutions demonstrate the meticulous attention to detail throughout this exceptional property. This residence stands as a testament to luxurious coastal living, where every element has been carefully considered to create an unparalleled living experience.
Listing Agent: Angela Steffan (941-855-1277)
12 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,250,00015 Days on yellowkey MLS ID: D6146794
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3088 Built: 1989Monthly Fee: $867 Tax: $47,320 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$47,320
Middle School: SKY Academy Englewood
Remarks: Peaceful and private, this spacious Gulf-view single-family home offers nearly 4,000 total square feet and an excellent opportunity to make this property your own. Featuring three bedrooms, three full baths, a versatile loft, charming cupola, and a convenient three-stop elevator, the layout provides both flexibility and functionality. Set just back from the direct beachfront, the home still enjoys a pleasant Gulf view along with added privacy. The large glass-enclosed porch and open sundeck create inviting spaces to relax, entertain, and take in the coastal setting. Located in the gated Seawatch community at the north end of Boca Grande, this property is just a short walk to the beach, known for the island’s best shelling. Community amenities include two heated pools, tennis courts, walking paths, and boardwalk access to the beach—ideal for enjoying the laid-back island lifestyle and beautiful sunsets.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
370 E RAILROAD AVE #1, BOCA GRANDE, FL 33921
$890,000246 Days on yellowkey MLS ID: D6143365
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1930 Tax: $7,777 (2024)Community: 370 East RailroadCondo
Taxes:$7,777
Remarks: Discover the perfect blend of Old Florida charm and modern comfort in this beautifully remodeled condominium, ideally located in the heart of Boca Grande. Just steps away from boutique shops, acclaimed restaurants, and the laid- back island lifestyle, this inviting retreat offers both convenience and timeless appeal. This charming condo has been thoughtfully renovated and tastefully redecorated, creating a light airy space with a warm cottage feel. Offered turnkey, it's ready to enjoy from day one, whether as your private getaway or a desirable rental investment. Minutes from one of the Gulf Coast's most beloved beaches, known for its powdery white sand, abundant seashells and dog friendly atmosphere. Spend your days shelling, enjoying the shoreline, or simply soaking in the tranquil beauty of Boca Grande. Hot water tank is 2024, and AC is 2025. 2021 manufactured; rebuilt 2024 golf cart included! Whether you're seeking a serene escape or a charming income producing property, this coastal gem delivers the best of island living.
Listing Agent: Janie Vaughan (941-855-9234)
45 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,100,000110 Days on yellowkey MLS ID: D6145319
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2885 Built: 1991Monthly Fee: $867 Tax: $22,962 (2025)Community: Seawatch Boca GrandeVilla
Taxes:$22,962
Elementary School: Vineland Elementary
Remarks: 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.
6010 BOCA GRANDE CSWY #C32, BOCA GRANDE, FL 33921
$1,129,00020 Days on yellowkey MLS ID: D6146748
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986 Tax: $11,098 (2025)Community: Boca Grande North Ph CCondo
Taxes:$11,098
Remarks: 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.
Listing Agent: Don Lutz (941-456-9614)
5858 GASPARILLA RD #39, BOCA GRANDE, FL 33921
$1,975,00068 Days on yellowkey MLS ID: D6145966
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2779 Built: 1991 Tax: $1,122 (2025)Community: Marina Manor Boca GrandeCondo
Taxes:$1,122
Remarks: One or more photo(s) has been virtually staged. Marina Manor #39 REPRESENTS ONE OF THE VERY BEST WATERFRONT REAL ESTATE VALUES ON GASPARILLA ISLAND! This is a rare opportunity for refined, one-level condominium living within the Boca Grande Club, offering tranquil marina and bay views from a coveted waterside, first-floor location. Spanning 2,779 square feet, this spacious three-bedroom, three-bath residence combines generous proportions with thoughtful design and water views with the added convenience of a walkout directly to the waterfront. Elevator access delivers you directly into the unit, where the open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for both everyday living and entertaining. The kitchen is thoughtfully appointed with quartz countertops, stainless steel appliances, and ample cabinetry. The main living area is framed by expansive impact glass sliders that can be fully opened to welcome coastal breezes and enhance the indoor-outdoor living experience. Three generously sized bedrooms and three full bathrooms provide comfortable accommodations for owners and guests alike. Recent improvements include brand new flooring, new drywall, paint, and lighting. The residence also features full impact glass windows and doors throughout, and a detached private garage—recently upgraded with a new roof and new garage door, offering space for a car, golf cart, and additional storage, a rare and highly desirable feature on Boca Grande. The Marina Manor buildings are completely updated with new roofs, railings, concrete work, exterior paint, and refreshed landscaping, reflecting ongoing attention to overall building condition and long-term ownership confidence. The Marina-side neighborhood of the Boca Grande Club offers the added luxury of its own dedicated swimming pool, located just steps from the residence. Owners enjoy full access to the Boca Grande Club’s renowned amenities, including Gulf-front beach access, multiple swimming pools, tennis courts, a fitness center, and on-site dining. Marina Manor #39 delivers a compelling blend of privacy, convenience, and waterfront living within one of Boca Grande’s most desirable communities.
Listing Agent: Randy Wojcik (941-204-0015)
729 S HARBOR DRIVE #1, BOCA GRANDE, FL 33921
$1,985,00077 Days on yellowkey MLS ID: D6145879
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1770 Built: 1996 Tax: $19,610 (2025)Community: Harborside/Boca BayCondo
Taxes:$19,610
Remarks: Enjoy serene bayside living in this beautifully appointed 3-bedroom, 2-bath Harborside condominium in Boca Bay. Framed by lush natural surroundings, the spacious screened lanai offers a front-row seat to tranquil water views and coastal wildlife, an ideal setting for morning coffee or sunset unwinding. The interior blends classic elegance with thoughtful craftsmanship, featuring generous ceiling heights, custom millwork, and charming glass transoms above interior doors. Plantation shutters adorn the windows, complementing the impact glass windows and doors throughout the residence. Designed for ease and comfort, revel in the convenience of single-level living, complemented by the inclusion of a private garage, a separate storage room, and effortless elevator access—offering the epitome of a 'lock the door and leave' bayside retreat. Just outside your door, Boca Bay’s resort-style amenities invite you to relax and recharge. Enjoy multiple community pools, a bayside beach, and a fishing pier only steps away. The private Gulf-front Boca Bay Pass Club offers beachfront dining in an exceptional setting, while seven Har-Tru tennis courts and a fully equipped fitness center support an active island lifestyle.
420 GULF BLVD #4, BOCA GRANDE, FL 33921
$2,499,50093 Days on yellowkey MLS ID: D6145526
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1276 Built: 1981Monthly Fee: $477 Tax: $21,922 (2025)Community: Sundown ColonyTownhouse
Taxes:$21,922
Remarks: Experience the ultimate costal lifestyle at Sundown #4, a beautifully updated 2-bedroom, 2.5-bathroom end-unit townhome offering 1,276 square feet of stylish living in the Sundown Colony community. This direct beachfront retreat offers breathtaking panoramic Gulf views, a preferred southern exposure, and a prime end-unit location that enhances privacy and natural light. Inside, you'll find wood-look flooring, a sleek, modernized kitchen, and updated bathrooms—all thoughtfully designed to blend comfort with coastal elegance. The spacious screened lanai and private sundeck off the master suite provide the perfect setting to enjoy the Gulf’s stunning sunsets and serene breezes. As an end-unit, this townhome benefits from the thoughtful addition of large exterior windows along the dining and living areas, enhancing the bright and airy feel throughout. Additional features include plantation shutter window treatments, impact glass sliders, clear panel shutters for full storm protection, and a durable standing seam metal roof. Enjoy sunny days at the heated community pool or step directly onto the pristine beach just outside your door. Ideally situated just a mile from the heart of Boca Grande’s historic village and two miles from the southern tip of the island, Sundown #4 puts you only a short golf cart ride from charming shops, acclaimed restaurants, and scenic island trails and state parks. Meticulously maintained and move-in ready, this is a rare opportunity to own a premier beachfront retreat in the heart of one of Florida’s most desirable island destinations.
1660 16TH ST E, BOCA GRANDE, FL 33921
$6,500,00098 Days on yellowkey MLS ID: D6145442
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4511 Built: 1991 Tax: $19,645 (2024)Community: Boca GrandeSingle Family
Taxes:$19,645
Remarks: Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.
641 BOCA BAY DR, BOCA GRANDE, FL 33921
$12,830,000124 Days on yellowkey MLS ID: D6145154
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4982 Built: 2000Monthly Fee: $429 Tax: $95,747 (2025)Community: Grande Bay At Boca BaySingle Family
Taxes:$95,747
Remarks: Welcome to one of Boca Bay’s most extraordinary residences—an architecturally stunning home in the exclusive, gated enclave of Grande Bay. Designed by acclaimed Sarasota firm, Seibert Architects, to capture the expansive views of Charlotte Harbor and the natural environment, it is perfectly positioned on the neighborhood’s most private homesite - the only site without a neighboring home to the North, being directly bordered by Boca Bay preservation land. Spanning 4,982 square feet, this one-of-a-kind residence is a masterclass in light, space, and elegance. Towering ceiling volumes on the main level create a grand, airy ambiance, while floor-to-ceiling windows along the entire North side frame uninterrupted vistas of Charlotte Harbor and Boca Grande’s bayside coastline. Internal spaces are organized around the central volume flowing freely from area to area. Nearly every room enjoys a water view, and the top living level offers a rare, sweeping panorama that stretches from the radiant sunrises of Charlotte Harbor to breathtaking sunsets over the Gulf to the west. French doors along the waterfront façade blur the boundary between indoors and out, drawing in the beauty of the harbor at every turn. A private deep-water dock extends into the harbor, offering an exceptional vantage point to take in wide-open bay views and direct access to boating, fishing, and waterborne adventures right from your backyard. The reimagined chef’s kitchen is both functional and sophisticated, outfitted with Sub-Zero refrigeration, Wolf double ovens, a Viking induction cooktop, and a custom-designed coffee bar, all set against bespoke cabinetry and refined finishes. Every detail reflects craftsmanship and intention: level 5 smooth-finish walls, impact-rated windows and doors, a Control4 whole-home automation system with integrated LED scene lighting, a private elevator servicing all three levels, and hurricane-rated roll-down Magnatrack screens. A powerful whole home Kohler generator ensures uninterrupted comfort and security. As part of Boca Bay, residents enjoy access to resort-style amenities including four pools, the newly renovated Pass Club, a private beach club, a bayside fishing pier, a fitness center, Har-Tru tennis courts, pickleball courts, and a vibrant social calendar. Impeccably maintained and thoughtfully updated throughout, this exceptional Grande Bay estate is a rare offering—an exquisite blend of privacy, design, and waterfront splendor in one of Boca Grande’s most coveted communities.
815 S HARBOR DR, BOCA GRANDE, FL 33921
$1,875,000133 Days on yellowkey MLS ID: D6145050
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1910 Built: 2000Monthly Fee: $438 Tax: $9,506 (2025)Community: Beach View At Boca Bay Ph 06ATownhouse
Taxes:$9,506
Remarks: Welcome to your serene lakeside retreat in Boca Bay’s South Village neighborhood. This 3-bedroom, 3-bathroom townhome offers stunning lake views, and an east-facing location that welcomes the warmth of the morning light. Step inside to discover a spacious design enhanced by vaulted ceilings, creating an airy and inviting living area. The enclosed main-floor porch extends your living space, offering a comfortable setting to enjoy peaceful lake views year-round. A flexible office area offers the perfect space for working remote. Upstairs, a private lakefront sundeck provides a quiet retreat to unwind and soak in the natural beauty of your surroundings. Designed for both comfort and resilience, this townhome features a combination of impact glass windows and hurricane panels for sliding glass doors, ensuring storm protection. The 2-car garage boasts a sleek epoxy floor, while an outdoor shower adds a touch of coastal charm—ideal for rinsing off after a day at the beach. As part of the esteemed Boca Bay community, you'll have access to a wealth of amenities, including a private beach club, fishing pier, multiple swimming pools, tennis and pickleball courts, a fitness center, and the world-class Boca Bay Pass Club—all just moments away.
182 CARRICK BEND LN, BOCA GRANDE, FL 33921
$2,745,000150 Days on yellowkey MLS ID: D6144789
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2010 Built: 1989Monthly Fee: $183 Tax: $25,935 (2025)Community: North Village SubHalf Duplex
Taxes:$25,935
Remarks: Located in one of Boca Bay’s most desirable waterfront settings within the North Village neighborhood, this rare “Buttonwood” residence enjoys a timeless backdrop of glistening waters, an iconic Old Florida gazebo, and a stately century-old banyan tree. One of only three homes of its plan in the neighborhood, the residence offers just over 2,000 square feet of refined living space, including two bedrooms, a generous bonus room, and two-and-one-half bathrooms. Recent improvements add both quality and peace of mind, including a 2023 standing seam metal roof, electric roll-down shutters for door openings, and a motorized stair lift from the 2-car garage to the main living level. The interiors feature refinished oak flooring throughout the primary living spaces, centered around a completely remodeled kitchen with gas range, double wall ovens, updated cabinetry, and stone counters. The primary bathroom and powder room have also been thoughtfully updated, blending comfort with refined coastal design. An expanded waterside screened lanai extends the living area outdoors, featuring a dedicated bump-out for a gas grill with integrated gas line—ideal for relaxed waterfront dining and entertaining. Ideally positioned, the home offers quick access to Boca Bay’s exceptional amenities—including the nearby Boca Bay Beach Club, multiple pools, North Village tennis and pickleball courts, community boat docks, and all of the offerings at the Pass Club, with its dining, fitness center, and Har-Tru tennis complex. Direct Gulf beach access is also just a short walk away, along with easy proximity to Boca Grande’s historic village and shops. A rare opportunity to enjoy one of Boca Bay’s most charming and classically beautiful waterfront settings.
760 BEACH VIEW DR, BOCA GRANDE, FL 33921
$2,225,00065 Days on yellowkey MLS ID: D6146077
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2094 Built: 1994Monthly Fee: $438 Tax: $12,806 (2025)Community: Beach View At Boca BayTownhouse
Taxes:$12,806
Remarks: Located along one of Boca Bay’s most desirable front-row settings, 760 Beach View Drive presents a rare opportunity to own a Kentia townhome with direct Gulf views and an outdoor feature found at only 2 townhomes in the community—a private, fenced and walled backyard, ideal for dog owners or those seeking secure outdoor space. Thoughtfully positioned adjacent to a picturesque royal palm-lined sidewalk, the residence enjoys a sense of arrival and openness while maintaining privacy. Inside, warm wood flooring throughout the main living room and stairways sets a welcoming coastal tone. The enclosed main-floor lanai expands the living space, offering a versatile area for relaxing, dining, or entertaining while remaining protected from the elements. The kitchen has been tastefully refreshed with quartz countertops and stainless-steel appliances, blending modern functionality with timeless appeal. A fully updated main-floor bathroom adds both convenience and style for guests and daily living. Storm protection is well addressed with a combination of impact-rated glass and electric roll-down shutters, providing peace of mind without compromising light or views. One of the home’s most compelling features awaits above: a top-floor sundeck with composite decking and railings, perfectly positioned to capture Gulf views, coastal breezes, and unforgettable sunsets. Additional exterior improvements include a 5V-crimp metal roof installed in 2019, ensuring durability and long-term value. At ground level, the residence offers a three-car garage with an additional storage room, ideal for vehicles, golf carts, beach gear, and owner storage, an increasingly valuable amenity on Boca Grande. Just steps from the beach and moments from Boca Bay’s full suite of resort-style amenities including the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, pools, boat dockage, and private fishing pier. 760 Beach View Drive combines location, views, upgrades, and a truly rare outdoor offering into one exceptional coastal lifestyle opportunity.
252 WATERWAYS AVE, BOCA GRANDE, FL 33921
$5,495,00039 Days on yellowkey MLS ID: D6146498
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3500 Built: 1999 Tax: $32,023 (2025)Community: Harbor Drive WaterwaysSingle Family
Taxes:$32,023
Remarks: Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. This one of a kind home is located in an "X flood zone" and it experienced no water intrusion during the storms. 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!
Listing Agent: Maryjo Pigott (941-961-0630)
6021 BOCA GRANDE CSWY #G79, BOCA GRANDE, FL 33921
$1,150,000114 Days on yellowkey MLS ID: D6145262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1985 Tax: $10,379 (2025)Community: Boca Grande North Ph GCondo
Taxes:$10,379
Remarks: Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, sliders, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.
Listing Agent: Melissa Csank (941-855-1347)
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