Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
N/A - D6147406 - 171 DAMFIWILL ST, BOCA GRANDE, FL 33921 11 Days on yellowkey
$3,700,000 | Single Family Home 2 bedrooms, 1.5 bathroom, 1 car garage
“The Boat House” is a rare opportunity to own one of Boca Grande’s most compelling newly constructed deep-water boating properties, a refined waterfront retreat purpose-built for the avid sportfishing and boating lifestyle. Completed in 2024 by Yusk Construction and interiors masterfully curated by acclaimed local designer, Sue Sligar, this custom residence delivers the increasingly rare combination of immediate Gulf access, new marine infrastructure, and elevated coastal luxury in an exceptionally efficient island footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor or the Gulf, the property was designed for owners who prioritize quick access to open water, effortless dockage, and turnkey boating convenience. A newly constructed seawall and exceptional dock complex create a highly functional waterfront environment tailored to the serious fisherman and boating enthusiast alike. Features include a 24,000-pound Coastal Series boat lift, expansive ENDECK synthetic decking, aluminum-framed grated platform, illuminated fish-cleaning station, shore power, freshwater service, and direct deep-water access to the harbor and Gulf within minutes. Inside, the design aesthetic elevates the residence far beyond a traditional boating property. Refined coastal textures, nickel-gap shiplap walls and ceilings, designer wallpaper, curated lighting, brass stair railings, and bespoke cabinetry create interiors reminiscent of an elegant private yacht club...polished, timeless, and effortlessly luxurious. Andersen hurricane-impact windows and doors flood the home with natural light while delivering exceptional storm protection and peace of mind. The chef’s kitchen was designed for elevated entertaining after a day on the water, featuring quartz countertops, custom soft-close cabinetry, and a premium appliance suite including a Liebherr refrigerator/freezer and Bosch induction range, dishwasher, and microwave drawer. Offering two bedrooms, one full bath, and two half baths, the residence was intentionally designed to function as the ideal luxury boating retreat, guest residence, or private quarters for a captain or crew supporting a larger island estate. Elevated approximately 13’3” above base flood elevation, the structure incorporates superior construction standards including a concrete block base, advanced steel cross-frame reinforcement system, standing seam metal roof, Hardie siding and soffits, open-cell spray foam insulation, tankless electric water heater, and a 2024 HVAC system. The pull-through garage operates as a fully equipped marine utility space complete with epoxy floors, EV charging readiness, rod storage systems, additional refrigeration, full size washer and dryer, plumbing for an ice-maker, and extensive storage for fishing gear, water toys, and boating equipment. Technology and security are seamlessly integrated with an Alert 360 security system, Lutron lighting controls, multiple WiFi access points, security cameras, and SONOS surround sound anchored by an 85-inch Samsung television in the living room. For the discerning Boca Grande owner seeking state-of-the-art dockage, immediate deep-water Gulf access, and a turnkey luxury residence designed around the boating lifestyle, “The Boat House” represents an exceptionally rare island offering.
This listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT
BOCA GRANDE NORTH PH F - D6147455 - 6011 BOCA GRANDE CSWY #F66, BOCA GRANDE, FL 33921 12 Days on yellowkey
$1,195,000 | Condo 2 bedrooms, 2.0 bathroom
Under contract-accepting backup offers. Experience the best of island living at F66 Boca Grande North, a beautifully situated Gulf-side retreat on the north end of Boca Grande. Just steps from the sugar-white sands and turquoise waters of the Gulf of Mexico, this coastal getaway offers breathtaking sunsets, sea breezes, and the relaxed charm that makes Boca Grande one of Florida’s most sought-after destinations. Inside, enjoy a bright and inviting space designed for comfort and relaxation, with spacious living areas, coastal-inspired décor, and a screened lanai where you can unwind while enjoying the Gulf breezes. Step directly from your screened lanai out to the Gulf for effortless beach access, perfect for morning walks, sunset strolls, and days spent by the water. In the evening, watch spectacular Gulf sunsets while sipping a glass of wine from your private lanai off the living room or primary suite. The entire community has recently undergone a full renovation and has never looked better, offering refreshed coastal elegance and beautifully updated surroundings throughout the property. Residents also enjoy access to pickleball courts and a brand-new fitness center, adding to the exceptional island lifestyle amenities. Even better, this residence represents one of the best values on Boca Grande! Golf cart friendly and designed for easy island living, the property also includes exterior storage for all your beach and island toys. Being sold turnkey, this residence makes island living effortless from day one, offering a fully furnished and move-in-ready opportunity. Whether you’re shelling on the beach, biking through the island’s scenic pathways, fishing world-class waters, or exploring the charming shops and restaurants of the village, F66 Boca Grande North places you in the heart of it all. Perfect as an investment property, seasonal retreat, or first-time island purchase, this residence also offers the convenience of a true “lock-and-go” lifestyle, allowing you to enjoy carefree island living with ease and peace of mind. Ideal for couples, families, or seasonal escapes, this Gulf-side residence combines privacy, convenience, and timeless Old Florida elegance for an unforgettable Boca Grande experience.
MARINA VILLAGE PH 01 - D6147496 - 5850 GASPARILLA RD #M4, BOCA GRANDE, FL 33921 13 Days on yellowkey
$495,000 | Condo 1 bedrooms, 1.0 bathroom
Experience the ultimate in carefree island luxury with this elevated, top-floor 1-bedroom, 1-bathroom condo in Marina Village at the Boca Grande Club, offering stunning views of Gasparilla Sound and Uncle Henry’s Marina. This charming coastal retreat provides exceptional peace of mind with hurricane impact glass windows and doors throughout, a durable metal roof, newer siding and soffits, and newer 2023 HVAC system and hot water heater for enhanced comfort and efficiency. The open-concept interior flows seamlessly to a private balcony, creating the perfect outdoor setting to watch boats glide across the water while enjoying gentle breezes off the Sound. As part of the exclusive, gated Boca Grande Club, residents enjoy unparalleled access to world-class Gulf-front amenities, including miles of pristine white-sand beaches, Gulf-front dining at the Clubhouse with some of the best views on the Island, premier tennis facilities, and two resort-style Gulf-side pools, in addition to the sparkling pool just steps away within Marina Village. The Club also features a state-of-the-art fitness center with personal training services available, along with a vibrant social calendar filled with activities such as yoga and water aerobics. Enhancing the effortless island lifestyle, Marina Village offers a private golf cart gate providing convenient and discreet access into town while bypassing the main road entirely. Representing exceptional value as either a turnkey investment property or private island getaway, this top-floor residence captures the very best of the Boca Grande lifestyle.
BEACH VIEW AT BOCA BAY PH 02 - C7526064 - 786 BEACH VIEW DR, BOCA GRANDE, FL 33921 15 Days on yellowkey
$2,500,000 | Townhouse 3 bedrooms, 3.0 bathroom, 2 car garage
Rare coastal luxury with sweeping Gulf views in the exclusive Boca Bay community. Welcome to an exceptional opportunity to own a recently remodeled 3 bedroom, 3 bathroom, 2 car garage Kentia townhome in the highly sought-after Boca Bay community of Boca Grande. Perfectly situated on a premier lot overlooking the Gulf, this residence offers a refined blend of sophistication, privacy, and effortless coastal living within one of Southwest Florida’s most prestigious waterfront enclaves. The home has been thoughtfully updated to the highest standards, featuring a new metal roof and hurricane impact windows for both peace of mind and modern elegance. Inside, a beautifully reimagined interior showcases a crisp, clean, and light-filled design, with curated finishes that create a timeless yet relaxed coastal aesthetic. Expansive windows and multiple outdoor living spaces invite in natural light while framing stunning water views from nearly every vantage point. The spacious main living area transitions seamlessly to the large screened lanai, where gentle Gulf breezes and panoramic sunsets set the tone for everyday living, and with its desirable western exposure, you can enjoy breathtaking sunsets over the Gulf of Mexico from your private balcony. The primary suite serves as a tranquil retreat, offering a generous bedroom, serene waterfront ambiance, and a spa-inspired ensuite bath designed for ultimate comfort. On the lower level, a versatile bonus space provides exceptional flexibility—ideal for hosting guests, creating a private office, or designing a media or lounge area tailored to your lifestyle. Ideally located within close walking distance to the Boca Bay Clubhouse, this residence offers convenient access to world-class amenities while maintaining a sense of quiet exclusivity. Beyond the residence itself, Boca Bay offers an exceptional lifestyle experience, including access to private boat slips available by reservation, tennis and pickleball courts, and three distinct swimming pools, including the North Bay lap pool, the South Village pool located beside the fishing pier, and the Beach Club pool with direct Gulf access. Additional amenities include a private fishing pier, multiple clubhouses, and access to the exclusive Boca Bay Pass Club, a members-only facility offering elevated dining, a state-of-the-art fitness center, and premier tennis facilities. Ideally located on the iconic island of Boca Grande, this property places you just moments from world-class boating and fishing, pristine beaches, boutique shopping, and renowned island dining, all while preserving the tranquility and exclusivity the area is known for. This is more than a home—it’s a rare opportunity to experience refined waterfront living. Schedule your private showing today and discover the beauty and distinction of Boca Bay.
This listing is courtesy of: GRANT TEAM REAL ESTATE, LLC
GOLDEN BEACH - D6147419 - 362 BAILY ST, BOCA GRANDE, FL 33921 19 Days on yellowkey
$2,495,000 | Single Family Home 3 bedrooms, 2.0 bathroom , 2 car carport
This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity.
This listing is courtesy of: BOCA GRANDE REAL ESTATE, INC.
BEACH VIEW AT BOCA BAY PH 03A - D6147348 - 760 SEABOARD LINE LN, BOCA GRANDE, FL 33921 23 Days on yellowkey
$1,985,000 | Townhouse 3 bedrooms, 3.0 bathroom, 2 car garage
Welcome to 760 Seaboard Line Lane, an exceptional lakeside residence nestled within Boca Bay’s sought-after South Village neighborhood, where coastal living meets thoughtful upgrades and breathtaking water views. This beautifully maintained 3-bedroom, 3-bathroom townhome is perfectly positioned to capture tranquil lake vistas with glimpses stretching toward the Gulf. Inside, an airy and inviting floor plan is enhanced by soaring vaulted ceilings and abundant natural light, creating a relaxed yet refined living environment ideal for both everyday living and entertaining. Seamless indoor-outdoor living is at the heart of this property. A serene, lakeside screened porch offers the perfect setting for morning coffee or evening relaxation, while the newly rebuilt waterside sundeck—complete with durable composite decking—delivers a stunning vantage point for enjoying sweeping lake views and partial Gulf views. Recent upgrades provide both style and security, including a 2023 metal roof and full opening protection with a combination of electric roll-down shutters and impact glass, delivering convenience and confidence year-round. Additional highlights include a private garage and lakeside patio, generous guest accommodations, and a setting that embraces Boca Grande’s signature coastal lifestyle. As a resident of Boca Bay, enjoy access to an array of premier amenities, including a private beach club, multiple swimming pools, tennis and pickleball courts, a fitness center, fishing pier, and the renowned Boca Bay Pass Club—offering dining and social experiences just moments from your door.
SEAWATCH BOCA GRANDE - D6147259 - 40 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 29 Days on yellowkey
$4,750,000 | Single Family Home 5 bedrooms, 6.5 bathroom, 2 car garage
A rare and remarkable opportunity in the exclusive Seawatch community of Boca Grande, this fully reimagined lakefront residence offers the space and feel of a custom estate with the ease of coastal living. Originally two villas, this home was masterfully combined and rebuilt from the studs in 2017, creating a seamless five-bedroom, five-and-a-half-bath retreat designed for both luxury and livability. From the moment you enter, expansive living spaces unfold with walls of glass—four sets of triple-panel sliders frame tranquil lake views and invite natural light to pour in. Wood-look tile flooring, crown molding, and plantation shutters elevate the interiors, while thoughtful details throughout reflect the quality of the renovation. The gourmet kitchen is a true showpiece, featuring Patagonia granite countertops, equipped with a Wolf range, wall oven, and microwave, a Sub-Zero cabinet-front refrigerator, wine refrigeration, a warming drawer, and an additional prep sink—perfectly suited for entertaining on any scale. A massive island anchors the space, complemented by abundant cabinetry and exceptional storage throughout the home. The primary suite is a private sanctuary, featuring dual spa-inspired bathrooms, an oversized walk-in closet, and two sets of four-panel sliders that open to peaceful water views. Each additional bedroom offers comfort and privacy, making the home ideal for hosting family and guests. Modern systems—including hurricane-impact windows and doors, tankless propane water heaters, and a full gutter system—provide peace of mind, while the outdoor spaces are designed for effortless enjoyment with a propane-ready patio and seamless indoor-outdoor flow. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including access to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.
MARINA VILLAGE PH 02 - TB8501126 - 5854 GASPARILLA RD #M22, BOCA GRANDE, FL 33921 29 Days on yellowkey
$1,237,000 | Condo 2 bedrooms, 2.0 bathroom
Positioned on the coveted second floor within Marina Village at the Boca Grande Club, this inviting two-bedroom, two-bath waterfront residence offers approximately 1,065 square feet of thoughtfully designed living space. The open-concept layout is complemented by neutral tile flooring throughout the main living areas, creating a clean, timeless coastal backdrop, while the bedrooms are comfortably finished with carpeting for a soft, relaxed retreat. Well maintained and comfortably appointed, the residence offers a light and airy feel with generously sized living spaces ideal for both everyday living and casual entertaining. The kitchen and bathrooms provide a clean, functional design—ready to enjoy as is or customize to suit your personal style .A truly unique offering, this condominium serves as the personal vacation retreat of Hockey Hall of Famer and founder of the Tampa Bay Lighting, Phil Esposito, and is being offered fully furnished, including select signed sports memorabilia—an exceptional opportunity for collectors and sports enthusiasts alike. Impact-rated windows and sliding glass doors enhance both comfort and peace of mind while allowing natural light to fill the interior. A separate, locked storage area provides ample space for bikes, beach gear, and more, while the community’s heated pool is just steps away for effortless enjoyment. Ownership includes exclusive membership to the Boca Grande Club, a private, gated beachfront community offering an unparalleled amenity package. Residents enjoy multiple resort-style pools, a beachside tiki bar, private beach access, Gulf-front dining, eight Har-Tru tennis courts, and a state-of-the-art fitness center—all set within one of Boca Grande’s most desirable coastal settings.
This listing is courtesy of: COMPASS FLORIDA LLC
BOCA GRANDE NORTH PH B - D6146964 - 6030 BOCA GRANDE CSWY #B21, BOCA GRANDE, FL 33921 31 Days on yellowkey
$1,375,000 | Condo 3 bedrooms, 3.0 bathroom
One or more photo(s) has been virtually staged. Some island properties are easy to understand from photos. Others reveal their value the moment you step inside. Boca Grande North Unit B21 is one of those residences—renovated, flexible, beautifully positioned, and offering far more usable space than buyers may expect in a Boca Grande condominium. Here, you do not have to choose between sunrise over the Bay and sunset over the Gulf. This beautifully renovated three-bedroom, three-bath residence with den/office captures both perspectives, creating a coastal living experience that feels connected to the water throughout the day. Inside, volume ceilings, impact windows and sliders, luxury vinyl flooring, updated finishes, and a thoughtful two-level layout give the home a sense of openness, comfort, and versatility that sets it apart. The main living level offers an open-concept kitchen, comfortable living and dining areas, two bedrooms, two full bathrooms, and a private front lanai that extends the living experience outdoors. It is easy to picture slow mornings, island weekends, extended stays, and effortless hosting in a space designed to live comfortably. The bonus second level is the feature buyers will remember. Upstairs, an additional bedroom, full bathroom, and den/office create valuable separation for guests, family, remote work, hobbies, or quiet retreat space. This added flexibility makes Unit B21 feel less like a standard condo and more like a true island residence with room to adapt. Boca Grande North is a gated waterfront community offering a heated pool and spa, tennis/pickleball, kayak launch, fishing, boat docks when available, and private beach access across the road. Minutes from the village of Boca Grande, Gulf beaches, boating, restaurants, and shops, this location delivers the ease of island living with the amenities buyers want most. For buyers who have been searching for a Boca Grande residence that offers more than the expected, Unit B21 deserves to be seen in person. The photos introduce the views, the renovation, and the coastal setting—but the walk-through is where the value becomes clear. The extra bedroom, full bath, den/office, volume ceilings, and Bay-to-Gulf perspective come together in a way that feels larger, smarter, and more livable than a typical island condominium. This is the one buyers will understand the moment they step inside.
This listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY
BETTON HILL ADD 12 - TB8502017 - 340 PALM AVE, BOCA GRANDE, FL 33921 33 Days on yellowkey
$3,295,000 | Single Family Home 2 bedrooms, 2.0 bathroom
Nestled in the heart of Boca Grande’s coveted “Historic District”, this enchanting two-bedroom, two-bathroom, plus bunkroom Palm Cottage built in 1906 has been thoughtfully reimagined with refined designer finishes and modern conveniences throughout. As you walk up to the property you are greeted by lush tropical landscaping, offering both privacy and vivacious natural beauty. Inside, the front sitting room and dining area is bathed in natural light, creating an inviting space equally suited for tranquil mornings or intimate gatherings with family and friends. At the center of the home, the living room and kitchen blend effortless comfort with understated sophistication. An open-concept design is enhanced by custom built-ins, a charming reading nook, and a generous central cooking island – ideal for entertaining. Overhead, a beautifully crafted tongue-and-groove stained wood ceiling adds warmth and architectural character. The primary suite serves as a serene retreat, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a beautifully appointed shower. French doors open directly to the rear porch, inviting seamless indoor-outdoor living. The backyard presents a rare opportunity to curate your own private oasis, with ample space to envision a pool, pavilion, or thoughtfully designed entertaining terrace. This exceptional cottage captures the essence of Boca Grande living – timeless, relaxed, and effortlessly elegant. Both an addition and pool/spa have been professionally designed for the Property. The Cottage is Rental Ready and has excellent rental history! Schedule your private showing today and experience this Cozy Cottage firsthand.
This listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL
BOCA GRANDE ISLES - D6147162 - 1669 JOSE GASPAR DR, BOCA GRANDE, FL 33921 36 Days on yellowkey
$7,500,000 | Single Family Home 5 bedrooms, 6.5 bathroom, 2 car garage
Located in the Beautiful Boca Grande Isles, 1669 Jose Gaspar Drive is a striking example of Bermuda-style architecture, seamlessly blending timeless elegance with relaxed coastal living. Constructed of solid concrete with a durable concrete tile roof, the home features a classic stucco exterior and signature stepped rooflines—designed for both aesthetic appeal and resilience—capturing the essence of refined island design. Inside, light-filled interiors create an airy, sophisticated atmosphere. Expansive living spaces flow effortlessly, offering the perfect setting for both entertaining and everyday comfort. Thoughtful architectural details and curated finishes evoke understated luxury, while French doors and large windows and open layouts invite in natural light and gentle harbor breezes. Spanning approximately 4,500 square feet, the home features a gourmet kitchen complete with a sitting and casual dining area, along with a spacious great room anchored by a stunning shell stone fireplace—ideal for gatherings. The residence includes five bedrooms and six and a half baths, many with serene harbor views. An unfinished bonus room above the garage provides flexibility for a home office, studio, or additional bedroom. Outdoors, a beautifully elevated pool and patio create a private oasis, perfectly complementing the home’s stately presence within the Boca Grande Isles. Surrounded by lush tropical landscaping and some of the island’s finest fishing, the property offers a private retreat just moments from Boca Grande’s pristine beaches, charming village center, and scenic bike paths. This exceptional Bermuda-style residence embodies coastal sophistication and island luxury—an outstanding opportunity to experience the beauty and serenity of Boca Grande living.
SUNDOWN COLONY - D6147048 - 420 GULF BLVD #9, BOCA GRANDE, FL 33921 43 Days on yellowkey
$2,100,000 | Townhouse 2 bedrooms, 2.5 bathroom , 1 car carport
Direct Gulf-front opportunity on the coveted south end of Boca Grande. This beachfront townhome offers panoramic views of The Gulf and direct access to miles of pristine sandy shoreline. Recently updated and positioned as one of the best values on the Boca Grande beachfront, Sundown Colony #9 now features a remodeled kitchen with quartz countertops and stainless steel appliances, along with an updated primary bathroom. Private stairs provide direct access to the beachfront, enhancing the seamless indoor-outdoor coastal lifestyle. Located just moments from the historic village, you’ll enjoy the charm of local shops, dining, and island amenities right at your fingertips. Whether you’re seeking a peaceful getaway or a Gulf-front investment, this is your chance to secure a true piece of paradise. Incredible sunsets, relaxed island living, and exceptional value await. Don’t miss it.
HARBORSIDE AT BOCA BAY CONDO - D6146999 - 739 S HARBOR DR #2, BOCA GRANDE, FL 33921 43 Days on yellowkey
$2,450,000 | Condo 3 bedrooms, 2.5 bathroom, 1 car garage
Under contract-accepting backup offers. Live the pinnacle of Boca Grande waterfront living in this exceptional three-bedroom, two and a half bath Harborside condominium. Perched on the top floor with an enviable end-unit location, this residence delivers sweeping, unobstructed views of Charlotte Harbor that captivate from sunrise to moonrise. Step inside to discover an elegant open-concept floor plan bathed in natural light, where soaring ceilings, crown molding, plantation shutters throughout the home, and marble tile flooring create a refined sense of space and sophistication. The gourmet kitchen features stainless steel appliances and granite countertops, while the expansive glassed lanai serves as the heart of the home—an idyllic setting for morning coffee, sunset cocktails, or simply marveling at the ever-changing panorama of azure waters, abundant wildlife, and graceful boating activity. Additional peace of mind comes from electronic hurricane roll-down shutters, ensuring effortless protection during storm season. Designed for effortless coastal living, this lock-and-leave retreat offers the perfect blend of privacy and convenience with its private garage, dedicated storage, and elevator access. The community of Boca Bay surrounds you with a resort-style lifestyle: four sparkling swimming pools, a private bayside beach, a fishing pier, seven clay tennis courts, a state-of-the-art fitness center, and exclusive access to the world-class Boca Bay Pass Club for casual gulf-side dining.
WHEELER SUBDIVISION - D6147021 - 201 WHEELER RD, BOCA GRANDE, FL 33921 46 Days on yellowkey
$3,450,000 Reduced | Half Duplex 4 bedrooms, 2.0 bathroom
Exceptional redevelopment opportunity in one of Boca Grande’s most iconic settings. This 0.39-acre parcel is uniquely positioned with a state-owned corridor along the north boundary, adds privacy, openness, and light. To the west, enjoy a stable Gulf view corridor and the prominent presence of the iconic Gasparilla Island Lighthouse, creating a rare combination of scenery and identity. The existing duplex provides immediate use or rental income while planning your future luxury build. Few properties offer this blend of conservation adjacency, view protection, and landmark proximity—a scarce offering for buyers seeking a signature Gulfside homesite in a legacy location.
This listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA
BEACH CHALET BLD G - D6146747 - 5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921 52 Days on yellowkey
$1,150,000 | Condo 1 bedrooms, 2.0 bathroom
Experience effortless coastal living in this beautifully appointed one bedroom, two bath condo, perfectly positioned on the desirable 3rd floor with sweeping Gulf of Mexico views. Offered fully furnished, including a built in queen Murphy bed for guest, and ready for immediate enjoyment or rental income potential. Located within the exclusive Boca Grande Club, residents enjoy an array of resort style amenities, including three sparkling pools, a gulf front private restaurant, a lively tiki bar, a state-of-the-art fitness center, and eight Har-Tru tennis courts. A premier tennis program with professional instruction, along with on site rental management and housekeeping services, ensures both convenience and exceptional lifestyle appeal. Just a short golf cart ride away, you’ll find the charming Village of Boca Grande, offering boutique shopping, dining, and Old Florida charm. Whether you’re seeking a serene getaway or a smart investment opportunity, this exceptional beachfront condominium delivers the best of both worlds. Membership fees apply for ownership. Please inquire for cost.
BOCA GRANDE ISLES - D6146862 - 1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921 58 Days on yellowkey
$3,995,000 Reduced | Single Family Home 4 bedrooms, 4.0 bathroom
Experience waterfront living in this recently updated Boca Grande residence, ideally positioned along the serene shores of Gasparilla Sound. This four-bedroom, four-bath pool home blends timeless coastal charm with thoughtful modern upgrades, starting with its inviting curb appeal and welcoming entry. Inside, elegant shiplap detailing enhances the interior walls, adding warmth and character throughout. The home features an updated kitchen and breakfast room with stunning water views. The second-floor primary suite serves as a private retreat, complete with a updated bath and its own waterfront deck. Three additional bedrooms, two en suite, offer private entrances off the pool, creating a perfect setup for guests or extended family. Some Storm-resistant doors were added and the windows flood the home with natural light while providing peace of mind and added protection. Step outside to embrace the ultimate waterfront lifestyle. The expansive pool area overlooks the water, complemented by a private boardwalk and dock—ideal for kayaks, paddleboards, fishing, or simply enjoying breathtaking sunsets. This exceptional property is a perfect opportunity to own an island home in Boca Grande —where comfort, and coastal beauty come together seamlessly.
SEAWATCH BOCA GRANDE - D6146719 - 43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 59 Days on yellowkey
$2,500,000 | Single Family Home 3 bedrooms, 3.0 bathroom, 2 car garage
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.
SEAWATCH BOCA GRANDE - D6146794 - 12 SEAWATCH DR, BOCA GRANDE, FL 33921 60 Days on yellowkey
$3,250,000 | Single Family Home 3 bedrooms, 3.0 bathroom , 2 car carport
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.
BOCA GRANDE NORTH PH C - D6146748 - 6010 BOCA GRANDE CSWY #C32, BOCA GRANDE, FL 33921 65 Days on yellowkey
$1,129,000 | Condo 2 bedrooms, 2.0 bathroom
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.
VILLAGE BOCA GRANDE CLUB - D6146616 - 5000 GASPARILLA RD #19, BOCA GRANDE, FL 33921 70 Days on yellowkey
$2,100,000 | Condo 3 bedrooms, 3.0 bathroom
This renovated Village home is well positioned, offering a sense of openness that is uncommon in this setting, with Gulf views from each level that quietly anchor it to its surroundings. The enclosed entry corner extends the living space in a way that feels integrated rather than additive, adding meaningful interior square footage and enhancing the home’s overall livability. A second enclosed corner off the guest bedroom provides additional interior space, offering flexibility for guests or quiet separation when needed. An outdoor patio provides further usable space and a natural extension of the main living areas. The interior renovation is clean and current, with a layout that feels intuitive and easy to live in. Plantation shutters throughout add both architectural detail and light control, complementing a décor that is coastal and considered, with a beach-inspired palette that reads as both relaxed and refined. The exterior has been carefully maintained, with a 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated glass and sliders, offering durability well suited to the coastal environment. A dedicated golf cart entrance adds a practical layer to daily life, allowing for easy movement to and from the garage and throughout the community. Mature landscaping frames the property, lending a sense of privacy and permanence. Furnishings are available, offering a seamless transition for those seeking a more immediate move-in. Ownership within the Boca Grande Club includes access to one of the island’s most expansive private beaches, multiple pools, eight Har-Tru tennis courts, a well-regarded tennis program, a fitness center, and waterfront dining, all within a gated, professionally managed community designed for a relaxed coastal lifestyle.
BEACH CHALET BLD G - D6146490 - 5000 GASPARILLA RD #BC205, BOCA GRANDE, FL 33921 84 Days on yellowkey
$1,075,000 | Condo 1 bedrooms, 1.0 bathroom
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. Spend your days lounging on the club’s uncrowded private beach, relaxing by one of the Gulf-front swimming pools, dining at the beachfront restaurant, or taking advantage of the premier tennis facilities and fitness center. 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. Additionally, this unit is rental-ready and can continue to offer investment income if desired. Contact us to arrange your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.
This listing is courtesy of: PARSLEY BALDWIN REAL ESTATE
HARBOR DRIVE WATERWAYS - D6146498 - 252 WATERWAYS AVE, BOCA GRANDE, FL 33921 84 Days on yellowkey
$5,250,000 Reduced | Single Family Home 4 bedrooms, 4.0 bathroom
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!
VILLAGE BOCA GRANDE CLUB - D6146472 - 5000 GASPARILLA RD #VH20, BOCA GRANDE, FL 33921 86 Days on yellowkey
$2,450,000 | Condo 3 bedrooms, 3.0 bathroom, 1 car garage
Fully renovated Village Home in the gated Boca Grande Club, offering 3 bedrooms, 3 baths plus a fourth kids’ room and over 1,600 square feet of living space, including approximately 400 square feet of thoughtfully added living area. Designed with a coastal-contemporary aesthetic, the home features an open-concept layout with vaulted ceilings, abundant natural light, enclosed sunrooms, and a striking new fireplace that anchors the main living space. The gourmet kitchen showcases premium LG appliances, quartz countertops, and designer fixtures, seamlessly blending style and functionality. The reimagined primary suite offers a spacious walk-in closet and a spa-inspired bath with dual vanities and a large walk-in shower. The loft level has been expertly transformed to include a private bedroom and full bath, creating an ideal retreat for guests or family. Throughout the home you’ll find designer tile, new hardwood flooring, updated doors, trim, and hardware, along with modern conveniences including a full-size in-home washer and dryer and outdoor elevator lift. Significant upgrades include impact windows, Hardie siding, Trex decking, a newer roof, open-air lift, and a 2017 HVAC system, ensuring both durability and peace of mind. Enjoy west-facing outdoor living with beautiful sunset views and glimpses of the Bay and Gulf, along with a garage and private garden area. Located just steps from the secluded beach, this home offers the perfect blend of privacy and coastal lifestyle. Residents of the Boca Grande Club enjoy an exceptional amenity package including Gulf-front dining, three pools, tiki bar, fitness center, yoga and water aerobics, eight tennis courts, and gated security.
BOCA GRANDE ISLES - D6146322 - 1627 GASPAR DR S, BOCA GRANDE, FL 33921 89 Days on yellowkey
$5,300,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
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.
NORTH VILLAGE SUB - D6146184 - 160 SHEEPSHANK CT, BOCA GRANDE, FL 33921 96 Days on yellowkey
$3,875,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 2 car garage
Perfectly situated in Boca Bay’s coveted North Village, this fully reimagined residence at 160 Sheepshank Ct offers 3 bedrooms, 4 baths, and 2,663 square feet of beautifully curated living space. Remodeled from top to bottom, the villa features an expanded gourmet kitchen with custom cabinetry, quartz countertops, a Wolf gas range, Sub-Zero refrigeration complemented by two separate built-in Sub-Zero refrigerator drawers, a wine cooler, and a Miele dishwasher. Bathrooms have been updated with modern selections, and generous walk-in closets are found throughout the home. High-end interior finishes include custom hand-painted wall finishes by a nationally recognized artist, solid wood flooring, Level 5 smooth drywall, impact-rated windows and doors, motorized window shades, and zoned Sonos audio. Extensive structural and mechanical upgrades include a standing-seam metal roof, composite decking, spray-foam insulation, a second-floor laundry chute, tankless hot water, an alarm system, a 22kW whole-house generator supported by a 500-gallon buried propane tank, and two Level 2 electric car chargers in separate locations. The two-car garage is outfitted with epoxy flooring and a dedicated mini-split HVAC system, and custom cabinets. Covered golf cart parking is located beside the home. On the waterside, a 512 sq. ft. porch—including a 190 sq. ft. screened lanai—captures ideal southern exposure and long, tranquil water views, perfect for morning coffee or effortless entertaining. Off the upstairs primary suite, a second private porch provides an additional outdoor retreat. Enjoy Boca Bay’s exceptional amenities, including North Village tennis and pickleball, community docks, and neighborhood pools. The Boca Bay Beach Club and Pass Club—offering dining, a fitness center, and a Har-Tru tennis complex—are just minutes away, along with Gulf beaches and the shops, restaurants, and historic charm of Boca Grande Village. Move-in ready and masterfully finished, this North Village home is a standout opportunity within Boca Bay.
ACREAGE & UNREC - D6146286 - 2021 20TH ST W, BOCA GRANDE, FL 33921 96 Days on yellowkey
$7,950,000 | Single Family Home 8 bedrooms, 7.0 bathroom, 2 car garage
Welcome to 2021 20th Street, Boca Grande, FL! A Family Compound close to the Village on a Private Street with deeded Beach access! Nestled on over half an acre on a Private street in the heart of Boca Grande, 2021 20th Street offers the perfect setting for family gatherings where memories are made. This one of a kind property boasts a large 5 bedroom main home and a charming 3 bedroom guest cottage. The tropical setting provides an ideal backdrop for family gatherings, vacations, and creating cherished moments for generations to come. The spacious main home features an open and airy floor plan with high ceilings, a European designed kitchen,large windows, and lots natural light, offering a seamless flow between indoor and outdoor living. Whether you’re hosting family dinners, relaxing by the pool, or gathering for sunset cocktails on the patio, the home's inviting atmosphere fosters connection and togetherness. Surrounded by tropical landscaping, the property ensures privacy while offering plenty of room for outdoor activities and relaxation. For guests or extended family, the delightful 3-bedroom guest cottage provides a perfect retreat with its own kitchen, living area, and comfortable, coastal-inspired design. This separate dwelling allows for privacy and comfort, while keeping everyone close together on the same property. The cottage is also perfect for use as a rental for those owners desiring income to offset the expenses of Island home ownership. One of the standout features of this compound is its deeded beach access, granting direct entry to Boca Grande's beaches. Imagine waking up to the sound of waves, walking down to the beach with loved ones, or enjoying a sunset stroll along the shore—this property gives you the luxury of beach living just steps from your door. The expansive lot provides ample space for family activities, outdoor games, or simply enjoying the tropical surroundings. Whether you're hosting a holiday gathering, a summer barbecue, or a quiet evening with family, this home is designed for lasting memories. With its prime location in Boca Grande, this property offers the perfect balance of seclusion and convenience, just a short distance from the island's charming shops, restaurants, community center, and bike path.
SOUTH BAY SUB - D6146165 - 585 BUTTONWOOD BAY DR, BOCA GRANDE, FL 33921 99 Days on yellowkey
$5,500,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 2 car garage
Under contract-accepting backup offers. 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.
SEABREEZE - D6146199 - 281 SEABREEZE CT, BOCA GRANDE, FL 33921 102 Days on yellowkey
$2,400,000 | Single Family Home 3 bedrooms, 2.0 bathroom, 1 car garage
REDUCED PRICE - Welcome to your private tropical retreat offering relaxed coastal living just minutes from convenient beach access. This residence captures the charm and style of Boca Grande without the premium price. Surrounded by lush palms and mature landscaping, the home features expansive outdoor living areas designed for year-round enjoyment. An oversized upper deck provides a serene setting for entertaining or unwinding, while the beautifully paved lower-level pool and spa area creates an additional private gathering space. Multiple outdoor options make this home ideal for hosting and embracing the Florida lifestyle. Inside, natural light fills the thoughtfully designed interior. Warm wood floors upstairs add character and comfort. The bathrooms have been tastefully updated with spa-inspired finishes, including frameless glass showers, stone accents, and a freestanding soaking tub. A spacious laundry area with cabinetry adds everyday convenience. This home appeals to buyers seeking the charm and style of Boca Grande without the premium price — offering comfort, flexibility, and exceptional outdoor living in a highly desirable location near the beach.
HARBOR DRIVE WATERWAYS - D6146117 - 204 WATERWAYS AVE, BOCA GRANDE, FL 33921 106 Days on yellowkey
$6,450,000 | Single Family Home 4 bedrooms, 3.5 bathroom , 1 car carport
Elegantly remodeled and ideally located, this waterfront retreat in Boca Grande offers 127 feet of private canal frontage with dockage and boat lift—perfect for boaters seeking easy Gulf access. Situated on a quiet cul-de-sac, the home is just a short walk or golf cart ride from the village’s shops, restaurants, and beaches. Inside, you'll find elevated finishes, open living spaces, and private guest accommodations, offering both comfort and flexibility. This rare in-town offering combines effortless island living with premium dockage—an exceptional opportunity in one of Boca Grande’s most sought-after neighborhoods. 4 bedrooms/ 3.5 bath.
BOCA GRANDE - D6146072 - 260 GILCHRIST AVE, BOCA GRANDE, FL 33921 106 Days on yellowkey
$4,950,000 Reduced | Single Family Home 7 bedrooms, 4.0 bathroom
Offered for the first time since 1962, 260 Gilchrist Avenue presents a rare opportunity to acquire a true Boca Grande legacy estate, defined by provenance, architectural presence, and the enduring romance of Old Florida. Built in 1925 and thoughtfully stewarded for generations, this storied residence reflects a time when homes were crafted with intention, scale, and permanence. Sited on an exceptional 100' x 150' in-town parcel, the property is ideally positioned in downtown Boca Grande, just moments from the Village, beaches, dining, and boutiques, yet remarkably private, with a sense of prominence befitting its lineage. The home spans over 3,900 square feet under air, offering seven bedrooms and four bathrooms, with gracious proportions designed for multigenerational living and extended coastal stays. Vaulted ceilings lend volume and elegance, while two original fireplaces anchor the interiors with warmth and authenticity. Original wood floors remain intact, and the home’s cypress walls speak to the craftsmanship and character of an earlier era. A newly completed kitchen introduces a refined modern counterpoint, thoughtfully executed to meet today’s standards for daily living and entertaining while remaining respectful of the home’s historic architectural character. Recent improvements include new HVAC, electrical, and plumbing systems, delivering modern reliability while preserving the home’s timeless soul. A driveway permit is already in place, and the estate is accompanied by a current certified survey. A dedicated local historic specialist has also been engaged to outline the full architectural potential of this exceptional property. Rarely does a Gilchrist Avenue residence of this scale, significance, and authenticity come to market. 260 Gilchrist Avenue is a once-in-a-generation offering rich in history, exceptional in presence, and ideally positioned for thoughtful restoration or inspired reimagination. A true Boca Grande heritage estate, ready for its next distinguished chapter.
BEACH VIEW AT BOCA BAY - D6146077 - 760 BEACH VIEW DR, BOCA GRANDE, FL 33921 110 Days on yellowkey
$1,995,000 Reduced | Townhouse 3 bedrooms, 3.0 bathroom, 2 car garage
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.
EAST SHORE ACRES - D6145898 - 5020 GROUPER HOLE CT, BOCA GRANDE, FL 33921 115 Days on yellowkey
$4,675,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 4 car garage
Located on Gasparilla Island beyond a private driveway, this one-of-a-kind retreat spans generous acreage and captures panoramic bay and coastal water views. Positioned on 1.88 acres and framed by native landscaping, the serene setting feels worlds away, yet remains just minutes from the charm of Boca Grande village. Spanning 2,951 square feet of refined living space with a total footprint of 6,287 square feet, the residence features three bedrooms plus a study or bonus room that can easily serve as a fourth bedroom, along with three-and-a-half baths. An interior elevator services all floors, ensuring effortless access throughout. The interiors reflect a sophisticated coastal aesthetic, highlighted by light-colored hardwood floors and thoughtfully designed living spaces. The study features a wet bar, opens to an exterior porch, and offers a perfect spot for stargazing, while the upstairs primary suite enjoys its own private porch—both providing sweeping Bay views and front-row seats to abundant wildlife, including osprey, pelicans, and egrets. An expansive porch running the length of the home invites morning coffee with sunrises over the water and evenings bathed in soft sunset hues. Electric hurricane shutters provide peace of mind, while the three-car, climate-controlled garage plus dedicated golf cart space adds everyday convenience. Leisurely bike rides or golf cart trips along the paved path lead directly into the village of Boca Grande, known for exceptional dining, unique shopping, world-class fishing, and outstanding boating. Properties of this size, setting, and water-view presence are exceptionally rare on the island, making this a truly special opportunity.
BOCA GRANDE ISLES - D6145824 - 1601 JEAN LAFITTE DR, BOCA GRANDE, FL 33921 116 Days on yellowkey
$6,295,000 | Single Family Home 4 bedrooms, 4.5 bathroom, 2 car garage
Under contract-accepting backup offers. Located on a quiet cul-de-sac in the Boca Grande Isles community, this waterfront residence occupies a prime tip-lot setting with approximately 165 feet of bayou frontage and direct boating access to Charlotte Harbor and the Gulf. Designed by Randy Williamson and built by Dewey-Noller Builders in 2000, the home offers approximately 4,055 square feet of living space. There are four bedrooms, four full baths, and one-half bath across two levels, with the primary suite privately situated on the second floor. Your guests will each enjoy en-suite bathrooms on the main level. The newly replaced elevator provides convenient access between floors. Designed to take full advantage of its waterfront setting, the interior features soaring ceilings, expansive walls of glass, and an open floor plan that captures wide water views and abundant natural light. Oak wood flooring, crown molding, and a gas fireplace add warmth and architectural interest throughout the main living areas. The 165 feet of sea-walled deepwater bayou frontage offers the perfect location to dock a larger vessel. The kitchen is well equipped with stone countertops, two stainless steel sinks, Sub-Zero refrigeration and wine storage, and custom backsplash details, opening seamlessly to adjacent living and dining spaces. Multiple sliding doors lead to the screened lanai and patios, creating an easy connection between indoor and outdoor living. Outdoor areas are oriented to the southwest, providing excellent light throughout the day along with colorful sunrise and sunset views. The new pool and spa are heated, and are surrounded by a combination of lanai, deck, and landscaped outdoor spaces. An irrigation system supports mature tropical plantings throughout the property. The upper-level primary suite offers a private retreat with access to a waterfront balcony, a sitting area, and an office. Here you have stunning Gasparilla Inn golf course and harbor views. The en-suite bath includes dual vanities, a soaking tub, a double-entry shower, custom cabinetry, tumbled tile flooring, and an enclosed outdoor shower. Additional features include a newly installed raised-seam metal roof, hurricane shutters, central air conditioning, and a private dock with a 5,000-pound boat lift.
EAST SHORE ACRES - D6145854 - 9 PEEKINS COVE DR, BOCA GRANDE, FL 33921 116 Days on yellowkey
$4,150,000 | Single Family Home 3 bedrooms, 3.0 bathroom, 6 car garage
Under contract-accepting backup offers. A truly exceptional waterfront estate offering approximately 2,300 square feet of refined coastal living, this residence enjoys over 100 feet of coveted frontage on Gasparilla Sound with a private dock, covered boat lift, and deep-water access in the serene setting of Peekins Cove. Built in 2006 by Bowen Construction, the home showcases thoughtful craftsmanship with impact windows and doors, elevator-ready design, and two beautifully appointed living levels. The main level is designed for effortless entertaining, featuring two guest suites with private en-suite baths, an open-concept kitchen overlooking the living and dining areas, a laundry room, and tile flooring throughout. The living and dining spaces are filled with natural light and accented by tray ceilings, recessed lighting, and elegant crown molding. A spacious covered deck extends from the living area, providing the perfect vantage point to take in stunning sunrises over the harbor and tranquil water views. The kitchen offers solid wood cabinetry, Corian countertops, stainless steel appliances, an ice maker, and ample storage, ideal for both everyday living and hosting guests. Upstairs, the primary suite serves as a private sanctuary, complete with a generous bath featuring dual vanities with granite countertops, abundant storage, a jetted soaking tub, and a walk-in closet. A private deck off the primary suite captures sweeping views of Peekins Cove and Gasparilla Sound, while the adjacent loft offers flexible space for a sitting area, office, or reading retreat. An oversized 1,560-square-foot climate-controlled garage provides exceptional space for multiple vehicles, golf carts, and water toys. The property also offers room to add a pool, enhancing its resort-style potential. Offered fully turnkey, this exceptional waterfront home delivers a rare combination of privacy, craftsmanship, and premier boating access on Gasparilla Sound.
HARBORSIDE/BOCA BAY - D6145871 - 767 S HARBOR DR #1B, BOCA GRANDE, FL 33921 116 Days on yellowkey
$2,249,000 | Condo 3 bedrooms, 2.5 bathroom, 1 car garage
Stunning 3-bedroom, 2 1/2-bath waterfront residence on the shores of Charlotte Harbor, offering exceptional bay views and unforgettable sunrises. Located in a beautifully landscaped community featuring a pool and spa, fishing pier, and resort-style amenities, this home is designed for both comfort and coastal living. The open-concept living area allows you to take in sweeping water views while cooking, dining, or relaxing in front of the TV. Interior highlights include solid-surface countertops, crown molding, and a spacious primary suite with dual closets and dual vanities. Step out onto the lanai to enjoy morning sunrises, waterfront meals, and the daily parade of passing boats. The residence is in excellent condition and features impact-resistant windows, doors, and sliders, along with electric shutters for added peace of mind. Additional conveniences include a private garage, direct elevator access into the unit, and a large ground-level storage room. Ownership includes access to all Boca Bay amenities, including tennis courts, a fitness facility, four community pools, the Pass Club restaurant, and more. $ 50,000 and $ 20,000 one time membership fees are due at closing.
This listing is courtesy of: THE BRC GROUP, LLC
BEACH VIEW AT BOCA BAY PH 02 - D6145917 - 791 BEACH VIEW DR, BOCA GRANDE, FL 33921 120 Days on yellowkey
$2,200,000 | Townhouse 3 bedrooms, 3.0 bathroom
Under contract-accepting backup offers. Located in Boca Bay’s sought-after South Village, 791 Beach View Drive presents an inviting waterfront residence that blends generous space, quality improvements, and an exceptional lifestyle setting just moments from the community’s premier amenities. Thoughtfully positioned to capture tranquil water views, privacy, and abundant natural light, the home enjoys a favored eastern exposure, filling the living spaces with morning and afternoon sun and creating a bright, welcoming atmosphere throughout. The residence offers three bedrooms and three full bathrooms, all of which have been tastefully updated with high-quality finishes that provide a clean, timeless aesthetic. Hurricane impact rated windows and doors are installed throughout, delivering peace of mind, enhanced energy efficiency, and storm protection. Living areas flow naturally toward the water, where an enclosed waterside porch creates valuable additional living space and allows for year-round enjoyment of the serene lake and wildlife setting. Above, a private top-floor waterside sundeck updated with Trex decking offers a peaceful retreat to take in calming water views, coastal breezes, and changing skies—perfect for morning coffee or quiet evenings. At the ground level, a lakeside patio provides an inviting outdoor setting, ideal for grilling and relaxed gatherings, and is complemented by a convenient outdoor shower area. A spacious 3+ car dehumidified garage offers abundant room for vehicles, golf carts, bikes, beach gear, and additional storage, an increasingly valuable feature in Boca Grande. Just a short walk from the beach and Boca Bay’s renowned amenities, residents enjoy convenient access to the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, community pools, short-term boat dockage, and the private fishing pier. With its desirable South Village location, solid upgrades, and excellent light, 791 Beach View Drive represents a wonderful opportunity to enjoy the relaxed elegance and coastal lifestyle that define Boca Bay.
HARBORSIDE/BOCA BAY - D6145879 - 729 S HARBOR DRIVE #1, BOCA GRANDE, FL 33921 122 Days on yellowkey
$1,985,000 | Condo 3 bedrooms, 2.0 bathroom
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.
SEABREEZE - D6145605 - 261 SEABREEZE CT, BOCA GRANDE, FL 33921 134 Days on yellowkey
$4,150,000 Reduced | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Experience relaxed coastal living in this beautifully decorated McHugh-Porter custom home, offered turnkey and thoughtfully designed for comfort and ease. This one-level residence centers around a light-filled great room and a well-appointed chef’s kitchen with Caesarstone countertops, ideal for both entertaining and everyday living. Clean, modern lines extend seamlessly through impact-glass sliders to a private outdoor retreat. The outdoor space is intentionally scaled for low-maintenance enjoyment, featuring a heated pool nestled among mature trees and a fenced yard that provides rare privacy. Whether it’s a quiet morning swim or an evening unwind, the setting feels peaceful and secluded. The home offers four bedrooms, a private office, and inviting porches that capture the gentle Florida breezes. Located on a quiet cul-de-sac south of the village, you’re just moments from direct beach access, tennis, pickleball, and the dog park. A whole-house generator and dehumidified 2.5-car garage complete this meticulously maintained home—where thoughtful design meets easy coastal living. This is a must see!
SUNDOWN COLONY - D6145526 - 420 GULF BLVD #4, BOCA GRANDE, FL 33921 138 Days on yellowkey
$2,499,500 | Townhouse 2 bedrooms, 2.5 bathroom
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.
BOCA GRANDE - D6145524 - 847 BELCHER RD, BOCA GRANDE, FL 33921 139 Days on yellowkey
$4,499,999 | Single Family Home 5 bedrooms, 4.5 bathroom, 4 car garage
Custom new construction coastal cottage located on the southernmost point of sought-after Boca Grande — just steps from the pristine beaches and emerald-green waters of Gasparilla Island State Park. This thoughtfully designed residence features 5 bedrooms, 4.5 bathrooms, and over 3,000 square feet of living space, highlighted by 13-foot vaulted tongue-and-groove ceilings throughout the main living areas. Built with exceptional quality and efficiency, the home includes spray foam insulation, Andersen impact windows and front door, durable Hardie board siding, and Azek trim for long-lasting coastal performance and peace of mind. The gourmet kitchen is beautifully appointed with a gas Thermador range, panel-ready appliances, and cabinetry offering abundant storage — ideal for both everyday living and entertaining. Each bedroom on the main living level features vaulted tongue-and-groove ceilings, walk-in closets, and private en suites, creating a true retreat for family and guests alike. The 13-foot board-and-batten vaulted hallway serves as a stunning architectural focal point and a statement of craftsmanship. The first floor offers a full-over-full bunk room, a guest bedroom, and a spacious family room, providing flexible living and gathering spaces. Step outside to your shellstone pool deck, where you’ll enjoy a resort-style pool with a waterfall and linear fire feature, all overlooking the outdoor living area complete with a custom stone kitchen — perfect for sunset dinners and coastal entertaining. This tastefully designed coastal cottage blends refined luxury with relaxed island living — just steps from the beach and breathtaking sunsets. Request your private showing today
SOUTH BAY SUB - D6145147 - 549 BUTTONWOOD BAY DR, BOCA GRANDE, FL 33921 142 Days on yellowkey
$4,850,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 2 car garage
Welcome to 549 Buttonwood Bay Drive, a stunning waterfront property with breathtaking sunrise views of Charlotte Harbor. This recently renovated house is located in South Bay of the Boca Bay community, offering an idyllic coastal lifestyle. As you step inside, you'll be greeted by new hardwood flooring that adds a touch of elegance throughout. The kitchen has been completely transformed with new features including quartzite countertops, a stylish tile backsplash, and top-of-the-line appliances. The addition of a farm sink, wine refrigerator, and breakfast bar make this kitchen a true culinary haven. The open floor plan seamlessly connects the living room, which features soaring ceiling heights and a stunning stone gas fireplace. A wall of glass sliding doors opens to mesmerizing water views, allowing natural light to flood the space. The master bedroom is a tranquil retreat with vaulted ceilings, a large walk-in closet and a private waterfront deck where you can unwind while enjoying the picturesque surroundings. This property also includes an separate office space and two guest bedroom suites, ensuring that there's plenty of room for everyone. Outside, you'll find a walkout screened pool and spa oasis, perfect for relaxation or entertaining guests. With 3055 square feet of living space and an oversized garage, there's no shortage of storage options. Additionally, the 2023 roof provides peace of mind for years to come. One of the standout features of this property is its boat dock complete with two boat lifts. Whether you're an avid boater or simply enjoy being near the water, this amenity adds an extra layer of convenience and enjoyment to your waterfront lifestyle. Don't miss out on this incredible opportunity to own a waterfront gem that includes membership in the private Boca Pay Pass Club and amenities of the Boca Bay community including multiple resort style pools, a lap pool, private fishing pier, temporary deep water boat dockage, 7 Har-Tru tennis courts with a pro shop and full tennis program, a workout facility, and a newly renovated and stunning Gulf front Club House with restaurant, second level sunset bar and separate pool side bar. Contact us today to schedule a showing and experience the beauty and tranquility that 549 Buttonwood Bay Drive has to offer.
BOCA GRANDE - D6145442 - 1660 16TH ST E, BOCA GRANDE, FL 33921 143 Days on yellowkey
$6,500,000 | Single Family Home 4 bedrooms, 4.5 bathroom
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.
BOCA GRANDE - D6145439 - 760 E RAILROAD AVE, BOCA GRANDE, FL 33921 144 Days on yellowkey
$5,450,000 | Single Family Home 3 bedrooms, 4.5 bathroom, 2 car garage
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.
EAST SHORE ACRES - D6145351 - 5010 GROUPER HOLE CT, BOCA GRANDE, FL 33921 144 Days on yellowkey
$4,500,000 | Single Family Home 4 bedrooms, 2.5 bathroom
Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting.
SEAWATCH BOCA GRANDE - D6145319 - 45 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 155 Days on yellowkey
$2,100,000 | Villa 3 bedrooms, 3.5 bathroom
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.
ESA 000 0000 0004 - D6145293 - 4 PEEKINS COVE DR, BOCA GRANDE, FL 33921 158 Days on yellowkey
$10,875,000 | Single Family Home 4 bedrooms, 5.0 bathroom, 3 car garage
Under Construction. Completion Estimated Mid-January 2027. Experience the best of Boca Grande luxury living in this stunning new construction waterfront home, currently under construction and designed to capture breathtaking views of Charlotte Harbor. Thoughtfully elevated and built to the latest storm and hurricane codes, this residence combines timeless coastal style with modern, high-end construction—including impact-rated windows and doors throughout. The spacious floor plan offers 4 bedrooms plus a den, 4 full bathrooms, and 2 half baths, ideal for hosting family and guests while maintaining privacy and comfort. At the heart of the home, a custom-designed gourmet kitchen will feature top-of-the-line appliances, premium cabinetry, and designer finishes, perfectly suited for everything from casual island breakfasts to elevated entertaining. Open-concept living spaces flow seamlessly to expansive outdoor areas, where an elevated pool and spa combo, fire pit, and generous entertaining space create the perfect setting for evening gatherings overlooking the harbor. Boaters will appreciate the private dock with boat lift, providing direct access to world-class fishing and boating right from your backyard. Every detail is being carefully curated to reflect relaxed coastal elegance—where barefoot luxury meets refined craftsmanship. Whether you’re enjoying morning coffee with panoramic sunrise views or evenings by the fire as boats drift by, this home is designed for the ultimate island lifestyle. Secure your place in one of Boca Grande’s most desirable waterfront settings and watch your dream home come to life.
ACREAGE & UNREC - D6145289 - 160 1ST ST E, BOCA GRANDE, FL 33921 159 Days on yellowkey
$4,275,000 Reduced | Single Family Home 4 bedrooms, 4.5 bathroom
Custom-built by renowned McHugh Porter Builders and thoughtfully designed by historic preservation architect Henry Browne, this exceptional 4-bedroom, 4.5-bath waterfront residence blends timeless coastal architecture with modern comfort in the heart of Boca Grande’s historic district. Perfectly positioned on a no-bridge boating canal, the home offers direct water access and an effortless island lifestyle. Inside, warm yellow pine floors, soaring cathedral ceilings with exposed beams, and abundant natural light create an inviting yet refined atmosphere. The open-concept kitchen flows seamlessly into spacious living and dining areas, while an expansive waterfront porch provides the ideal setting for entertaining or enjoying tranquil canal views. The first floor features a luxurious primary suite and private guest suite for convenient single-level living. In 2011, the home was thoughtfully expanded to include two additional guest bedrooms and a generous loft-style family room with a full bath, offering flexible space for family and visitors alike. Exterior highlights include low-maintenance Xeriscape landscaping, durable Hardiplank siding, and a 2022 metal roof for lasting peace of mind. Completing the property is a private dock with a 10,000-pound boat lift, making this an outstanding opportunity for boating enthusiasts seeking historic charm, quality craftsmanship, and exceptional waterfront living in Boca Grande.
BOCA GRANDE NORTH PH G - D6145262 - 6021 BOCA GRANDE CSWY #G79, BOCA GRANDE, FL 33921 159 Days on yellowkey
$1,100,000 Reduced | Condo 2 bedrooms, 2.0 bathroom
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.
BOCA GRANDE CLUB - D6145227 - 5000 GASPARILLA RD #BC105, BOCA GRANDE, FL 33921 160 Days on yellowkey
$799,000 | Condo 1 bedrooms, 1.0 bathroom
With breathtaking gulf views and direct beach access, this condo is the perfect retreat for those seeking tranquility and beachfront relaxation. Natural light, tasteful beach decor and a screened lanai create an island oasis. This easy to maintain condo not only offers your own slice of paradise, but also grants access to a host of exclusive amenities. Enjoy a world class tennis facility, state of the art fitness center, three swimming pools, Tiki bar and a fantastic gulf front restaurant. All within the Boca Grande Club, a private, gated community located on the Gulf of Mexico. Initiation fees and yearly Club dues apply. Please inquire for cost.
BOCA GRANDE - D6145234 - 1000 E RAILROAD AVE, BOCA GRANDE, FL 33921 161 Days on yellowkey
$8,995,000 Reduced | Single Family Home 5 bedrooms, 6.0 bathroom, 2 car garage
Extraordinary legacy estate in the heart of Boca Grande’s Historic District is a true West Indies–inspired sanctuary where timeless architecture, artisan craftsmanship, and tropical elegance converge. Expansive estate lot, 6,417-sq ft residence offers complete privacy and an undeniable sense of discovery—with enchanting architectural moments revealed around every corner. Natural stone, rich woods, and refined detailing of understated luxury. Custom mahogany and cypress accents, intricate ceiling designs, sculpted wood columns, and expansive French doors define the home’s open, flowing footprint. Impact-rated windows and doors flood each room with natural light, while it is notable that none of the living areas experienced water intrusion during past hurricanes. Dominican coral stone extends across both exterior and interior surfaces, architectural continuity reinforces the home’s island character. Designed for effortless gatherings of any size, offers an exceptional array of indoor and outdoor entertaining spaces. Expansive living and dining areas flow seamlessly to beautifully appointed patios, covered lounges, and inviting courtyard retreats. Multiple conversation areas and a well-equipped kitchen make hosting intimate dinners and large celebrations easy. Outdoors, resort-style amenities create a private backdrop for poolside afternoons, evening cocktails, and unforgettable events—an entertainer’s dream. Over 4,000 sq ft of space that opens to a breathtaking courtyard oasis, where cascading waterfalls, lush landscaping and ambient lighting transform the grounds into a private retreat. Stunning heated pool & spa, glass-tile sunshelf complemented by an outdoor kitchen, mosquito-misting system, and whole-property landscape lighting for effortless living year-round. The chef’s kitchen boasts river granite countertops, island, custom cabinetry, premium appliances, and multiple bar areas. Modern technology integrates discreetly with the whole-home Sonos sound system and automated Lutron lighting control. Curated living and entertaining spaces include a gracious dining room, expansive living areas, a dedicated home office, and an upper-level media/entertainment room. The private owner’s wing is an intimate sanctuary with a vast bedroom offering tranquil views across the pool and gardens. The spa-inspired bath offers a luxurious retreat with an oversized walk-in shower, oversized jacuzzi tub, exotic stonework, dual vanities, and elegant lighting. Dual walk-in closets provide generous storage and customization. This 5-bedroom, 6-bath estate offers four additional guest suites, each beautifully appointed with its own ensuite bath, spacious closets, and custom finishes. For boating enthusiasts, the property’s location is second to none—moments from premier local marinas, effortless access to Gasparilla Sound and the Gulf. Enjoy a day of island hopping, world-class fishing, or a sunset cruise, and every adventure begins with ease. Privately enclosed and secured by dual power-operated gates and a paver driveway with decorative turf inlays and a fully gated perimeter for exceptional security and privacy. For pet lovers, dedicated spaces, conveniences, and secure landscaped outdoor areas provide room to roam. Perfectly equipped for pets to enjoy the luxury lifestyle right alongside their owners. The estate is just a golf cart ride from Boca Grande’s world-renowned beaches, shopping, dining, and historic village center—yet feels worlds away.