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Lemon Bay High - D6147406 - 171 DAMFIWILL ST, BOCA GRANDE, FL 33921 11 Days on yellowkey
$3,700,000 | Single Family Home | 2 beds | 1.5 baths | 1 gar
“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.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT
Lemon Bay High - D6147496 - 5850 GASPARILLA RD #M4, BOCA GRANDE, FL 33921 13 Days on yellowkey
$495,000 | Condo | 1 beds | 1.0 baths
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.
Mariner High School - C7526064 - 786 BEACH VIEW DR, BOCA GRANDE, FL 33921 15 Days on yellowkey
$2,500,000 | Townhouse | 3 beds | 3.0 baths | 2 gar
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.
Listing is courtesy of: GRANT TEAM REAL ESTATE, LLC
Lemon Bay High - D6147419 - 362 BAILY ST, BOCA GRANDE, FL 33921 19 Days on yellowkey
$2,495,000 | Single Family Home | 3 beds | 2.0 baths | 2 car
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.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC.
Lemon Bay High - D6147259 - 40 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 29 Days on yellowkey
$4,750,000 | Single Family Home | 5 beds | 6.5 baths | 2 gar
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.
Lemon Bay High - D6146964 - 6030 BOCA GRANDE CSWY #B21, BOCA GRANDE, FL 33921 31 Days on yellowkey
$1,375,000 | Condo | 3 beds | 3.0 baths
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.
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY
Lemon Bay High - TB8502017 - 340 PALM AVE, BOCA GRANDE, FL 33921 33 Days on yellowkey
$3,295,000 | Single Family Home | 2 beds | 2.0 baths
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.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL
Lemon Bay High - D6147162 - 1669 JOSE GASPAR DR, BOCA GRANDE, FL 33921 36 Days on yellowkey
$7,500,000 | Single Family Home | 5 beds | 6.5 baths | 2 gar
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.
Lemon Bay High - D6147048 - 420 GULF BLVD #9, BOCA GRANDE, FL 33921 43 Days on yellowkey
$2,100,000 | Townhouse | 2 beds | 2.5 baths | 1 car
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.
Lemon Bay High - D6146999 - 739 S HARBOR DR #2, BOCA GRANDE, FL 33921 43 Days on yellowkey
$2,450,000 | Condo | 3 beds | 2.5 baths | 1 gar
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.
Lemon Bay High - D6146747 - 5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921 52 Days on yellowkey
$1,150,000 | Condo | 1 beds | 2.0 baths
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.
Lemon Bay High - D6146862 - 1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921 58 Days on yellowkey
$3,995,000 Reduced | Single Family Home | 4 beds | 4.0 baths
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.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA
Lemon Bay High - D6146719 - 43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 59 Days on yellowkey
$2,500,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar
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.
Lemon Bay High - D6146794 - 12 SEAWATCH DR, BOCA GRANDE, FL 33921 60 Days on yellowkey
$3,250,000 | Single Family Home | 3 beds | 3.0 baths | 2 car
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.
Lemon Bay High - D6146748 - 6010 BOCA GRANDE CSWY #C32, BOCA GRANDE, FL 33921 65 Days on yellowkey
$1,129,000 | Condo | 2 beds | 2.0 baths
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.
Lemon Bay High - D6146472 - 5000 GASPARILLA RD #VH20, BOCA GRANDE, FL 33921 86 Days on yellowkey
$2,450,000 | Condo | 3 beds | 3.0 baths | 1 gar
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.
Lemon Bay High - D6146322 - 1627 GASPAR DR S, BOCA GRANDE, FL 33921 89 Days on yellowkey
$5,300,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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.
Lemon Bay High - D6146199 - 281 SEABREEZE CT, BOCA GRANDE, FL 33921 102 Days on yellowkey
$2,400,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
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.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE
Mariner High School - D6146117 - 204 WATERWAYS AVE, BOCA GRANDE, FL 33921 106 Days on yellowkey
$6,450,000 | Single Family Home | 4 beds | 3.5 baths | 1 car
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.
Lemon Bay High - D6146072 - 260 GILCHRIST AVE, BOCA GRANDE, FL 33921 106 Days on yellowkey
$4,950,000 Reduced | Single Family Home | 7 beds | 4.0 baths
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.
Lemon Bay High - D6145898 - 5020 GROUPER HOLE CT, BOCA GRANDE, FL 33921 115 Days on yellowkey
$4,675,000 | Single Family Home | 3 beds | 3.5 baths | 4 gar
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.
Lemon Bay High - D6145824 - 1601 JEAN LAFITTE DR, BOCA GRANDE, FL 33921 116 Days on yellowkey
$6,295,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
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.
Lemon Bay High - D6145854 - 9 PEEKINS COVE DR, BOCA GRANDE, FL 33921 116 Days on yellowkey
$4,150,000 | Single Family Home | 3 beds | 3.0 baths | 6 gar
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.
Lemon Bay High - D6145871 - 767 S HARBOR DR #1B, BOCA GRANDE, FL 33921 116 Days on yellowkey
$2,249,000 | Condo | 3 beds | 2.5 baths | 1 gar
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.
Listing is courtesy of: THE BRC GROUP, LLC
Lemon Bay High - D6145147 - 549 BUTTONWOOD BAY DR, BOCA GRANDE, FL 33921 142 Days on yellowkey
$4,850,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar
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.
Lemon Bay High - D6145442 - 1660 16TH ST E, BOCA GRANDE, FL 33921 143 Days on yellowkey
$6,500,000 | Single Family Home | 4 beds | 4.5 baths
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.
Lemon Bay High - D6145439 - 760 E RAILROAD AVE, BOCA GRANDE, FL 33921 144 Days on yellowkey
$5,450,000 | Single Family Home | 3 beds | 4.5 baths | 2 gar
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.
Lemon Bay High - D6145319 - 45 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 155 Days on yellowkey
$2,100,000 | Villa | 3 beds | 3.5 baths
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.
Lemon Bay High - D6145293 - 4 PEEKINS COVE DR, BOCA GRANDE, FL 33921 158 Days on yellowkey
$10,875,000 | Single Family Home | 4 beds | 5.0 baths | 3 gar
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.
Lemon Bay High - D6145289 - 160 1ST ST E, BOCA GRANDE, FL 33921 159 Days on yellowkey
$4,275,000 Reduced | Single Family Home | 4 beds | 4.5 baths
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.