Homes for Sale Near L.A. Ainger Middle in Boca Grande - 46 homes

Remarks: 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 (941-964-2000)

Listing Agent: Carol Stewart (941-276-1162)

Remarks: 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.

Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)

Listing Agent: Kathleen Turner (941-234-7643)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Cynthia Crawford (941-662-1495)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Jamie Curry (941-716-1018)

Remarks: 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 (941-214-3111)

Listing Agent: Cheryl Hayek, Llc (732-539-5777)

Remarks: “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 (941-964-0115)

Listing Agent: Jamie Curry (941-716-1018)

Remarks: 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 (813-865-0700)

Listing Agent: Robert Melvin (941-380-8891)

Remarks: 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.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Michelle Finley (941-204-4000)

Remarks: LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: Robert Melvin (941-380-8891)

Remarks: RARE OPPORTUNITY OF PURCHASING A CUSTOM WATERFRONT HOME WITH PRIVATE “MARINA” WHICH INCLUDES 3 DEEPWATER SLIPS, 2 OF WHICH ARE UP TO 100 FEET IN LENGTH, IN THE HEART OF BOCA GRANDE! Located with easy access to the ICW from the Millers Marina Channel this is a one of a kind property. Offering deepwater, long slip lengths and housing for the owner and/or the crew! Of the two covered slips, one is 60ft x 18 1/2ft and the other slip is 100ft x 18 1/2ft. Both boat covers are a work of art and engineered with concrete 45 ft long driven pilings, metal roof detailed with a yellow pine underside and galvanized aluminum. The center slip is 100ft x 20ft and is equipped with a lift. A tackle room is conveniently located adjacent to the dock for easy access. Designed by architect George Palermo and built by Pat Ball of Ball Construction originally on a 50 ft wide lot in 1994 then added on in 1999 when a 25ft adjacent lot was purchased for a combined 75ft of prime waterfront. The home consists of 4 bedrooms, 4.5 baths, a comfortable kitchen and living area, loft, large screened deck overlooking the water and boat docks plus a roof top deck. The house can be used as a primary or vacation home as well as staff for crew and team members. The main house has a kitchen and living area with sliders and a screened lanai overlooking the water and docks. The master bedroom has a queen bed and an en suite bathroom with a stall shower. There is also a guest bedroom with a queen-sized bed, both bedrooms have sliders to enjoy the view, with electric hurricane shutters for extra protection. A loft area overlooks the living area and water with a trundle bed but is also perfect for an office! The “Lighthouse” is accessed via a rear entrance to a bedroom with an en suite full bath, then up a set of stairs to a loft with built-in bunk beds and a full bath. There is a special rooftop deck with a custom copper topped light with access via pull down stairs. Call now for a private showing of this special piece of Boca Grande, Florida.

Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)

Listing Agent: Brian Corcoran (941-626-3439)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Jeff Moore (941-855-0737)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Jeff Moore (941-855-0737)

Remarks: Under contract-accepting backup offers. Welcome to waterfront living at its finest in the exclusive gated community of Boca Grande Isles on Gasparilla Island. This stunning five-bedroom, five and one half-bathroom home sits on an impressive tip lot with 170 feet of deepwater frontage, offering expansive dockage with direct access to Charlotte Harbor and the Gulf with no bridges to navigate. The southern exposure has breathtaking sunrise and sunset views from every room of Charlotte Harbor and the Gasparilla Inn Golf Course. Built with concrete construction for superior storm protection and impact glass windows and sliding doors throughout, this elevated 4,799 square foot home features an elevator and places the primary bedroom conveniently on the main living floor. The spacious primary suite includes a large bedroom with expansive water views, an office or workout room, and a spacious bathroom with dual vanities, dual closets, and dual water closets. The gourmet kitchen will make any chef smile with high-end appliances including a Subzero refrigerator, double ovens, induction cooktop, and ice maker. Granite countertops, an island, and breakfast bar complete this culinary paradise. Hardwood flooring flows throughout the home, while walls of glass in the living room and sunroom showcase those incredible water views. The large family room is the perfect spot to gather or entertain with multiple seating areas and a gas fireplace. Your family and guests will appreciate the four ensuite guest rooms that share a cozy television room to ensure everyone has privacy and room to spread out. The spectacular outdoor living space at this home is where you will want to spend your time. There is a large, heated pool surrounded by multiple expansive patios and porches, palm trees and grassy areas, and a 50’ deep water dock with lift. Spend your days sunning by the pool or exploring the blue coastal waters. An oversized two-car garage plus additional golf cart storage keeps your vehicles protected. Located in secure Boca Grande Isles with guard-gated access, you're just a short golf cart ride from the beautiful beaches of the Gulf or the charming shops and restaurants in Historic Boca Grande. The nearby Gasparilla Inn, Coral Creek private airport, multiple exceptional private and public golf courses, and local marinas all add to the island's appeal. This is coastal living done right.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Zeke Sieglaff, Jr (610-357-5073)

Remarks: 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.

Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)

Listing Agent: Carol Stewart (941-276-1162)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Jeff Moore (941-855-0737)

Remarks: The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty.

Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)

Listing Agent: Ralph Dilena, Jr. (941-380-0878)

Remarks: 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. (941-964-0338)

Listing Agent: Ralph Dilena, Jr. (941-380-0878)

Remarks: Brand New Construction Now Complete***Quite possibly the most unique waterfront location ever offered for sale in Southwest Florida! Sunrises and Sunsets will be enjoyed here in the winter months together with 180 degrees of Gulf to Bay cerulean waterscape, pristine beaches, nostalgic lighthouse view, and the Historic Boca Grande Pass – AKA ‘The Tarpon Capital of the World’! This exquisite BCB Homes custom built estate offers 8,100 square feet of living space and nearly 3,000 square feet of additional outdoor & garage accommodations. The generous floor plan headlines two magnificent Master / VIP mega suites which is a must see even for the most selective Buyer along with three additional luxurious bedroom ensuites, and a bonus room with full bath that could serve as the sixth guest quarters. In addition, the home showcases a waterfront club room for entertaining, an elegant dining room with decorative ceiling details, and the captivating Sea Watch lounge on second level overlooking the heart of Boca Grande Pass. The well appointed kitchen and family room combination will certainly be a popular gathering place offering panoramic water views and convenient access to the outdoor lanai, pool / spa, and waterfront garden. There is also a spacious den conveniently located off the main entry with a picturesque window overlooking the front garden. The interior finishes were thoughtfully selected by owner to ensure the highest of quality. Ruffino custom Maple cabinetry will be presented in nearly every room together with walnut engineered flooring, meticulously hand crafted cypress and poplar wood finished 12 foot + ceilings, Pompeii quartz & quartzite countertops, and hand laid Walker Zanger tile & stone flooring. Other interior selections will include Sub Zero & Wolf appliances, Lutron lighting control / audio surround, and a custom elevator cabin servicing all floors. The outdoor space is exceptional offering 184 feet of water fronting beachscape and direct access to the inclusive East Beach and Pier. Enjoy entertaining and cooking out in your well equipped outdoor kitchen poolside with convenient remote control shutters and bug screens for added protection against all elements. Exterior construction is just as impressive with storm security being the focal point. The all concrete block structure is fortified with Anderson 400 hurricane rated windows and doors together with a hand etched concrete stucco finish for superior strength and durability. Other exterior construction upgrades include remote hurricane rated shutters, Englert standing seam metal roof, and Clopay hurricane rated garage doors. Multiple outdoor terraces will enhance the exterior profile combined with custom decorative shutters, and the prominent Cupola representing the Architects vision of elegance. All current selections and finishes will be available upon serious inquiries. Hill Tide Estates is majestically positioned along the shores of Boca Grande Pass, Charlotte Harbor, and the Gulf of Mexico. The Gated Community features a private tiered beach, and a unique private fishing / observation pier exclusive for the 19 homeowners.***The photos containing furniture have been virtually staged for visual demonstration.

Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)

Listing Agent: Heath Seckel (863-207-2586)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Angela Steffan (941-855-1277)

Remarks: 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.

Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)

Listing Agent: Jamie Curry (941-716-1018)