Boca Grande Single Family Homes For Sale - 49 homes

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)

Remarks: Experience relaxed coastal living in this beautifully decorated McHugh-Porter custom home, offered turnkey and thoughtfully designed for comfort and ease. This one-level residence centers around a light-filled great room and a well-appointed chef’s kitchen with Caesarstone countertops, ideal for both entertaining and everyday living. Clean, modern lines extend seamlessly through impact-glass sliders to a private outdoor retreat. The outdoor space is intentionally scaled for low-maintenance enjoyment, featuring a heated pool nestled among mature trees and a fenced yard that provides rare privacy. Whether it’s a quiet morning swim or an evening unwind, the setting feels peaceful and secluded. The home offers four bedrooms, a private office, and inviting porches that capture the gentle Florida breezes. Located on a quiet cul-de-sac south of the village, you’re just moments from direct beach access, tennis, pickleball, and the dog park. A whole-house generator and dehumidified 2.5-car garage complete this meticulously maintained home—where thoughtful design meets easy coastal living. This is a must see!

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

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

Remarks: Perfectly located only steps to the beach and a quick bike ride to the village of Boca Grande! This thoughtfully renovated 3 bedroom, 3 1/2 bath pool home is completely updated inside and out and offered turnkey furnished! The large and inviting front porch has plenty of room for outdoor living with seating to enjoy a meal or the colorful sunsets! Built with hardi plank siding, all impact resistant windows and doors, and a newer (2022) metal roof! Enter and you will find wood floors throughout, a living room detailed with built-ins, and a large dining area. The kitchen features an island with seating for 4, gas stove, quartz countertops, tile backsplash, stainless steel appliances and a wine refrigerator. To enjoy the outdoors, there is a fenced and heated swimming pool area with an oversized pool deck offering open or covered seating areas. There is also plenty of open parking plus space under the house, as well as an enclosed golf cart garage! For the dog lover, this home is conveniently located near Lee County Park offering fenced dog parks. You can also enjoy the seasonal Boca Grande Famer’s Market, community tennis courts, and just a short walk to watch the spectacular sunsets on the Gulf waters beyond the Boca Grande range light built in 1927!

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

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

Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this waterfront estate home located in the exclusive, gated Boca Grande Isles neighborhood. Offering four bedrooms, five and a half baths, and 4,540 square feet of refined living space, this residence blends tasteful design with premier craftsmanship. Extensively renovated in 2018, with a meticulous two year transformation, the home lives like new while maintaining timeless architectural character. Enhanced with Hurricane Impact windows and sliding glass doors, Ipe decking, and cement board siding, the property offers both beauty and peace of mind, with materials selected for durability, resilience, and low-maintenance. Designed for both day to day living and effortless entertaining, the home showcases an open concept kitchen, dining, and living area with sweeping waterfront vistas. The gourmet kitchen includes high end appliances, generous counter space, and a large walk-in pantry, perfect for the culinary enthusiast. The thoughtful interior layout ensures exceptional owner privacy, even when hosting guests. The expansive Primary suite serves as a serene retreat, featuring breathtaking sunrise views over Charlotte Harbor. Each oversized guest bedroom includes its own ensuite bath, providing both comfort and luxury for family and friends. A spacious bonus room with a wet bar and full bathroom offers remarkable flexibility and can easily transform into a fifth bedroom, office, media or fitness room. The outdoor living space emulates the interior space with an infinity edge pool, elevated decks for uninterrupted water views and multiple lounging areas for relaxing. Additional features include a large two car garage designed to accommodate vehicles and a golf cart, complete with a sizable storage closet for fishing and beach gear. Located just a short golf cart ride from the charming Boca Grande Village, you will enjoy convenient access to boutique shopping and acclaimed restaurants. The island’s beautiful sandy beaches are also just moments away, completing the quintessential Boca Grande lifestyle. From the refined interior to peaceful water views and unbeatable proximity to island amenities, this estate offers an extraordinary opportunity to own a premier home on Boca Grande.

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

Listing Agent: Kristin O'Connor (941-457-9553)

Remarks: 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.

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

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

Remarks: 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.

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

Listing Agent: Olivia Jones (941-456-1281)

Remarks: Luxury New Construction Home on Boca Grande Island Welcome to island luxury redefined on Boca Grande, one of Florida’s most exclusive barrier islands, where timeless elegance meets relaxed coastal living. This new custom home on Boca Grande Island showcases exceptional craftsmanship, designer finishes, and modern coastal architecture—offering the ultimate private retreat in this highly sought-after Gulf Coast destination. Built to the latest Florida storm codes, the home features impact-rated windows and doors, providing peace of mind and long-term durability. The thoughtfully designed floor plan includes 3 spacious bedrooms plus a private office (or optional 4th bedroom) and 4.5 luxury baths, offering flexibility, comfort, and privacy for owners and guests alike. At the heart of the home, the gourmet chef’s kitchen is equipped with top-of-the-line Thermador appliances, custom cabinetry, and premium countertops, ideal for entertaining or intimate island gatherings. Additional highlights include a private elevator, resort-style pool and spa, and expansive outdoor living areas surrounded by lush tropical landscaping, creating a true Boca Grande island oasis. Every detail reflects refined coastal living, from rich architectural elements to high-end finishes throughout. Enjoy the Boca Grande lifestyle, where golf carts and bicycles are the preferred mode of transportation. Cruise to pristine Gulf beaches, historic Boca Grande Village, boutique shopping, and renowned waterfront dining just moments away. This exceptional property offers a rare opportunity to own a new construction luxury home on Boca Grande, perfect as a primary residence, seasonal retreat, or legacy island home. More than a residence, this is an invitation to experience the unmatched charm, sophistication, and serenity of Boca Grande island living.

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

Listing Agent: Olivia Jones (941-456-1281)

Remarks: 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.

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

Listing Agent: Maryjo Pigott (941-961-0630)

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

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

Listing Agent: Don Lutz (941-456-9614)

Remarks: 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 (941-964-2700)

Listing Agent: Nancy Hyde (941-539-9616)

Remarks: Truly a one-of-a-kind location rarely presented on exclusive Shore Lane will now be offered for purchase! Located just one estate off the Historic District and the closest in proximity to the downtown Village of Boca Grande, this prominent beachfront treasure will surely take your breath away. Built in 2016 with the owner’s vison for entertaining family and guests while creating a secluded tropical oasis unique to anything else on Gasparilla Island. This influenced Caribbean architectural gem encompasses a majestic courtyard offering the ultimate blend of solitude and spa like atmosphere. The 5-star resort style split plan lives exceptionally featuring a VIP beachside ensuite with three additional ensuite guest quarters connected by a charming covered breezeway lined with Bahama shutters and Brazilian Ipe wood hallways. Designed specifically to capture the azure seascape and green flash sunsets from nearly every room, this luxurious interior layout features an exquisite common living area with wood cladded vaulted ceilings, massive fixed-glass impact windows and doors, and a stunning dual faced coral stone handmade fireplace that commands your attention. The chef’s kitchen exudes elegance and is complimented by white oak wood cabinetry, a chic mosaic tiled mural backsplash, and a marble prep galley with cooking island & breakfast bar all being serviced by Wolf and Sub-Zero appliances. Enjoy the comfortable family and dining room concept with convenient access to the enclosed lanai operated with electric screens or relax on the open veranda with a cocktail secured by reinforced modern glass railings. The VIP master Gulfside wing features an integrated media room accompanied by a lovely terrace overlooking the courtyard pool in addition to a private covered sea watch lanai awarding the best views imaginable. Escape to the lush VIP bath enclave offering custom double wood and marble vanities, a beautiful free standing tub, and the showcase walk in marble laid shower with rain head controls. The guest wing quarters are just as impressive highlighted by a discrete office, and a unique bonus room that could serve as the 5th bedroom if needed. All the guest ensuites are complimented with white oak wood flooring, subway tiled showers, stone countertops, and each having its own personal Juliet balcony positioned prominently over the courtyard garden. Exterior storage is fantastic with over 4,000 square feet of space on lower level for all the beach toys and fishing equipment, and not to mention the additional 2 car detached twin bay garages for vehicles with convenient access to elevator. Whether spending the day basking in the sun next to the lap pool in your private courtyard or taking a swim in the warm cerulean waters of the Gulf of Mexico, this once in a lifetime setting will create a legacy retreat for family & guests that will be enjoyed for many generations to come.

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

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

Remarks: THIS IS YOUR OPPORTUNITY – Remodeled and walk-in ready! Come explore the exceptional panoramic sparkling water views from this well-maintained residence nestled on the shores of Charlotte Harbor in the “North Bay” neighborhood of Boca Bay. The home is beautifully updated with new furniture and is being offered Turn-Key for immediate use. Featuring stunning wood floors and coastal contemporary updates to the bathrooms and kitchen – including new cabinets, lighting, and more. Offering four bedrooms (including a bunk room) and four full bathrooms, all clean and inviting, with excellent bonus space throughout. The metal roof, clapboard siding, and spectacular rooftop deck (that never misses a sunset) all contribute to that timeless Old Florida charm. All impact glass windows and sliding glass doors are already in place for added peace of mind. Mother Nature at her best with exceptional views from every level! For the fisherman, paddle boarder, or kayaker, you can walk out and wade the nearby grass flats and sand bars, which offer some of the best fishing in and around Boca Grande. As part of the Boca Bay community, this property enjoys access to community pools, the exclusive Pass Club, and available boat dockage – offering a complete coastal lifestyle. This residence represents a terrific value for an open bay view / bayfront home. Come and explore this enchanting opportunity.

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

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

Remarks: Nestled in the exclusive gated community of Seawatch, this thoughtfully updated single-family Seawatch presents a rare lakefront sanctuary offering unparalleled privacy, serene water views, and refined coastal living. It boasts approximately 3,092 square feet of bright, open living space with three bedrooms and three bathrooms. Vaulted bead board ceilings and an abundance of natural light create an airy, inviting atmosphere throughout the open floor plan—ideal for both relaxed everyday living and sophisticated entertaining. The upper-level primary suite is a true retreat, featuring a private terrace with sweeping views over Lake Gasparilla, an upgraded bathroom and office. Multiple expansive outdoor living areas, including a screened lanai and open porches, invite al fresco dining, sunset gatherings, or simply unwinding amid the tranquil surroundings. At the heart of the home is the tastefully renovated eat-in kitchen, showcasing premium appliances including a paneled Sub-Zero refrigerator, double ovens, induction cooktop, and warming drawer, along with abundant storage and elegant finishes. Recent renovations by renowned local firm McHugh Porter Builders have elevated the property with refreshed kitchen and baths, new engineered hardwood flooring, and impeccable interior finishes throughout. Additional highlights include a convenient elevator, hurricane-impact windows and sliders for peace of mind, a 2011 roof, an air-conditioned storage room just off the garage, and ample parking. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.

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

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

Remarks: Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.

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

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

Remarks: Welcome to your island paradise on Boca Grande Isles. With 100 feet of waterfront and direct access to the Intracoastal Waterway, this stunning modern take on West Indies architecture residence has been completely renovated and offers an island sanctuary. Key features to this four bedroom, five and one-half bath residence spans 4,900+ square feet of meticulously updated living with unparalleled sophistication. The spectacular great-room is a masterpiece, boasting a wood beam ceiling, porcelain tile and wood flooring, crown molding with intricate detailing, built-in bar area with wine cooler, a decorative fire-place, and an expansive wall of glass overlooking Gasparilla sound offering an abundance of natural light. This cozy serene space connects by a wall of expansive sliding glass doors to an open-air porch with breathtaking water views. This home is crafted with the finest materials and finishes, seamlessly blending modern elegance with durability. The open-concept kitchen and breakfast area create a versatile floor plan perfect for daily living. The gourmet kitchen features quartz countertops, soft-close cabinets and drawers, Bosch appliances, 6-burner gas range located on the center island, and a Sub-Zero cabinet-faced refrigerator. The expansive primary suite, on the main living level, serves as a luxurious escape, featuring a sprawling walk-in closet and a spa-like bathroom with high-end finishes, dual vanities, a soaking tub, and an oversized shower. The upper level offers three additional bedrooms, each offering its own unique charm and character. Outside, embraces the epitome of island living. Beautiful mature landscaping, a two-car garage, a captivating pool, and a cozy fire pit create an idyllic haven for relaxation under starlit skies. With deep sailboat water access, and a 16k lb boat lift, nest in this beautiful island waterside home.

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

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

Remarks: This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues into the heart of the home providing quiet dining and harbor views. Step down into the kitchen and open family room. The kitchen is completely updated with stainless appliances, granite countertops and a spacious island with a second sink. Both rooms feature cherry flooring, custom woodwork and designer cabinetry with storage features. Adjacent to the kitchen and family room, a waterfront sunroom spans the width of the home, leading to a custom, window filled stairwell to the first-floor storerooms, doubled garage spaces and a garden patio. The property finishes with a garden view leading to the mangrove coastline. There are two large main level guest rooms, one en-suite and a second with an adjacent full bath. The upstairs primary suite welcomes you with built-in shelving and desk, vaulted ceiling and expansive windows facing Charlotte Harbor. The open Roman bath, large walk-in closet and laundry room complete the space. Open the large French doors in the primary bedroom to enter a private deck with amazing harbor views. To complete the deck, a circular staircase leads to a widow's walk with a panoramic view of Gasparilla Island and beyond. Additional highlights include a finished elevator to the first floor, impact glass on all windows and doors, a new metal roof installed in 2023 and all interior walls freshly painted. This North Bay gem, in the amenity rich Boca Bay community, is a true sanctuary combining location, style and natural beauty.

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

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

Remarks: SIGNIFICANT PRICE REDUCTION — DEEDED BEACH ACCESS — Attractively priced 3-bedroom, 2-bath home offering easy island living with strong value. Sold turnkey furnished (inventory available), this property is move-in or rental ready. The open floor plan features high ceilings, great natural light, and a spacious living area with a wood-burning fireplace. A bright sunroom provides flexible space, and the separate dining area flows well for everyday use or entertaining. The kitchen includes new appliances, highlighted by a Wolf dual fuel gas range with griddle, plus ample cabinet and counter space. Additional updates include newer AC and impact-rated hurricane doors and windows. Outdoor features include a large Timberline deck, heated pool and spa (resurfaced in 2023), new pool pump and heater, and an authentic chickee hut for outdoor living. A 2023 metal roof adds long-term value. Strong rental history adds to the appeal. Boat Slip #5 at Boca Grande North is available separately, featuring a 10,000 lb lift with a new motor (MLS ID #D6143184). A well-maintained property with deeded beach access and a recent price improvement—ready for immediate enjoyment or income.

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

Listing Agent: Nancy Hyde (941-539-9616)

Remarks: Custom new construction coastal cottage located on the southernmost point of sought-after Boca Grande — just steps from the pristine beaches and emerald-green waters of Gasparilla Island State Park. This thoughtfully designed residence features 5 bedrooms, 4.5 bathrooms, and over 3,000 square feet of living space, highlighted by 13-foot vaulted tongue-and-groove ceilings throughout the main living areas. Built with exceptional quality and efficiency, the home includes spray foam insulation, Andersen impact windows and front door, durable Hardie board siding, and Azek trim for long-lasting coastal performance and peace of mind. The gourmet kitchen is beautifully appointed with a gas Thermador range, panel-ready appliances, and cabinetry offering abundant storage — ideal for both everyday living and entertaining. Each bedroom on the main living level features vaulted tongue-and-groove ceilings, walk-in closets, and private en suites, creating a true retreat for family and guests alike. The 13-foot board-and-batten vaulted hallway serves as a stunning architectural focal point and a statement of craftsmanship. The first floor offers a full-over-full bunk room, a guest bedroom, and a spacious family room, providing flexible living and gathering spaces. Step outside to your shellstone pool deck, where you’ll enjoy a resort-style pool with a waterfall and linear fire feature, all overlooking the outdoor living area complete with a custom stone kitchen — perfect for sunset dinners and coastal entertaining. This tastefully designed coastal cottage blends refined luxury with relaxed island living — just steps from the beach and breathtaking sunsets. Request your private showing today

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

Listing Agent: Christina Sexton (941-270-2154)

Remarks: 2 DEEP-WATER DOCKS AND A COVERED 7,000 LB LIFT. 5 BEDROOMS AND 5.5 BATHROOMS. MYRTHA POOL. INDOOR GUN RANGE. NO FIXED BRIDGES TO GULF WATERS. ROOF 2017. Welcome to a true Sportsman’s Paradise at 14 Grouper Hole Drive on Gasparilla Island in Boca Grande, Florida. This exceptional waterfront estate offers an unparalleled lifestyle, where breathtaking views of the Gasparilla Sound greet you the moment you step through the grand double doors. Designed for both adventure and relaxation, this residence seamlessly blends refined elegance with world-class amenities. The main living area is on the second floor, accessible by a three-stop elevator. A bright foyer leads into the expansive living room, which is open to the third floor, creating an impressive sense of space with soaring ceilings. The dining area flows effortlessly into the kitchen, where a beautiful bay window breakfast nook offers the perfect setting to enjoy morning coffee with stunning water views. The kitchen features a WOLF gas stove, a Sub-Zero paneled refrigerator, a spacious pantry, and a breakfast bar. French doors from the living room open onto a large screened deck—ideal for entertaining or unwinding as boats pass by. The second floor hosts three guest bedrooms, each with nearly floor-to-ceiling windows and en-suite bathrooms. A half bath and a well-appointed laundry room are also on this level. A striking catwalk on the third floor, adorned with a sculptural iron railing, overlooks the living space below while offering sweeping views of the Sound. The luxurious primary suite is a serene retreat, with private access to an open-air deck to enjoy the waterfront breeze. The en-suite bath features dual vanities, a walk-in shower, and a separate soaking tub. A generous walk-in closet with custom shelving provides ample storage. An additional sitting area with a bay window offers yet another breathtaking vantage point. A well-appointed fifth bedroom, also with mesmerizing water views and an en-suite bath, is located opposite the primary suite. The estate’s crown jewel is the extraordinary sports pavilion, seamlessly connected to the main home. Designed for ultimate recreation, it features an indoor/outdoor sitting and dining area with a retractable mosquito screen and fire pit. Inside, a stylish living space and fully equipped kitchen boast Viking appliances, Kendall Cambria Quartz countertops, a built-in bar refrigerator, and an ice machine. At its heart is the Myrtha Ozone Pool—one of Florida’s most advanced residential pools. Competition-length, with stainless steel bolted technology for durability, it features a European lighting system, the only one of its kind in North America. Exceptionally pure, the water is free of chlorine and salt, making it pristine enough to drink. The pool is both heated and cooled for year-round enjoyment, with a standalone hot tub nearby. Remote controlled hurricane shutters add to piece of mind. The sports pavilion also includes a private, air-conditioned Pilates studio and areas for ping pong and pool. For shooting enthusiasts, the state-of-the-art gun range features two dedicated lanes—one for archery and one for firearms. Equipped with a high-tech camera system for precision accuracy, a retractable target retrievals, advanced bullet entrapment, and sound suppression, this range ensures top tier performance.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Michelle Hupp (941-773-5464)