Remarks: Peaceful and private, this spacious Gulf-view single-family home offers nearly 4,000 total square feet and an excellent opportunity to make this property your own. Featuring three bedrooms, three full baths, a versatile loft, charming cupola, and a convenient three-stop elevator, the layout provides both flexibility and functionality. Set just back from the direct beachfront, the home still enjoys a pleasant Gulf view along with added privacy. The large glass-enclosed porch and open sundeck create inviting spaces to relax, entertain, and take in the coastal setting. Located in the gated Seawatch community at the north end of Boca Grande, this property is just a short walk to the beach, known for the island’s best shelling. Community amenities include two heated pools, tennis courts, walking paths, and boardwalk access to the beach—ideal for enjoying the laid-back island lifestyle and beautiful sunsets.

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

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

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: Perfectly situated in Boca Bay’s coveted North Village, this fully reimagined residence at 160 Sheepshank Ct offers 3 bedrooms, 4 baths, and 2,663 square feet of beautifully curated living space. Remodeled from top to bottom, the villa features an expanded gourmet kitchen with custom cabinetry, quartz countertops, a Wolf gas range, Sub-Zero refrigeration complemented by two separate built-in Sub-Zero refrigerator drawers, a wine cooler, and a Miele dishwasher. Bathrooms have been updated with modern selections, and generous walk-in closets are found throughout the home. High-end interior finishes include custom hand-painted wall finishes by a nationally recognized artist, solid wood flooring, Level 5 smooth drywall, impact-rated windows and doors, motorized window shades, and zoned Sonos audio. Extensive structural and mechanical upgrades include a standing-seam metal roof, composite decking, spray-foam insulation, a second-floor laundry chute, tankless hot water, an alarm system, a 22kW whole-house generator supported by a 500-gallon buried propane tank, and two Level 2 electric car chargers in separate locations. The two-car garage is outfitted with epoxy flooring and a dedicated mini-split HVAC system, and custom cabinets. Covered golf cart parking is located beside the home. On the waterside, a 512 sq. ft. porch—including a 190 sq. ft. screened lanai—captures ideal southern exposure and long, tranquil water views, perfect for morning coffee or effortless entertaining. Off the upstairs primary suite, a second private porch provides an additional outdoor retreat. Enjoy Boca Bay’s exceptional amenities, including North Village tennis and pickleball, community docks, and neighborhood pools. The Boca Bay Beach Club and Pass Club—offering dining, a fitness center, and a Har-Tru tennis complex—are just minutes away, along with Gulf beaches and the shops, restaurants, and historic charm of Boca Grande Village. Move-in ready and masterfully finished, this North Village home is a standout opportunity within Boca Bay.

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

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

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: 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: 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: 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: 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: Nestled in the exclusive gated community of Boca Bay's North Village, this stunning 3-bedroom, 3-bathroom home offers over 3,200 square feet of beautifully updated living space with breathtaking lake views. Thoughtfully designed with high-end finishes and modern upgrades, this home is perfect for those seeking both luxury and comfort. The renovated chef’s kitchen is a showpiece, featuring quartz countertops, a shiplap ceiling, Thermador appliances (oven, microwave, and gas stove), a WiFi-enabled Monogram refrigerator, and a built-in ice machine. An eat-in dining area provides a warm and inviting space. The living room impresses with vaulted ceilings, an eye-catching fireplace, and a built-in bar, all enhanced by Sonos surround sound throughout, creating an ideal setting for entertaining or unwinding. Hurricane-impact windows and doors, a newer standing seam metal roof, and plantation shutters throughout provide both elegance and peace of mind. The primary suite is a private retreat, featuring French oak engineered wood flooring, a spacious loft/living area with a private office, and a spa-inspired bathroom with a copper tub and sophisticated accents. Each bathroom has been beautifully updated, adding to the home’s refined feel. Designed for seamless indoor-outdoor living, the expansive lanai offers breathtaking lake views, making it the perfect place to enjoy your morning coffee or entertain guests. A private outdoor shower adds a touch of island charm, while a Zen garden off the dining room enhances the home’s peaceful ambiance. As a resident of Boca Bay, you’ll have access to exclusive world-class amenities, including a private boat basin with slips, a croquet sports field, Har-Tru tennis courts, and four swimming pools, including a lap pool. The Gulf-front Beach Club offers a premier venue for private events, while the community fishing pier provides a serene waterfront escape. Additionally, members have access to the prestigious Pass Club, featuring exceptional dining and social opportunities in an unparalleled waterfront setting. This is a rare opportunity to own a luxurious lakefront home in one of Boca Grande’s most coveted communities. Schedule your private showing today!

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

Listing Agent: Shawna Wagar (941-307-0712)

Remarks: One or more photo(s) has been virtually staged. This waterfront Seawatch residence in Boca Grande offers over 3,000 sq. ft. of living space showcasing stunning views of Lake Gasparilla and its abundant birdlife. This spacious home features three bedrooms, three bathrooms, and multiple bonus areas that could become your office or library. Expansive glass sliding doors lead to a large open porch with unhindered lake views. The eat in kitchen was recently outfitted with new stainless appliances and has plenty of counter space and a roomy pantry. The top floor leads to an en-suite main bedroom with updated bath, a private, open deck, and an upper-level “Seawatch” room. This property has impact, storm rated doors and windows, hardwood floors, updated fixtures and much more. As part of the popular, gated Seawatch community, residents enjoy two pools, three tennis courts, and private beach access to the islands best beach.

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

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

Remarks: Rare Opportunity: Exclusive Gulf-Front Estate on Boca Grande Nestled on the highly sought-after North end of Boca Grande, this extraordinary beachfront estate offers an unparalleled blend of privacy, exclusivity, and natural beauty. Spanning 1.26 acres with 127 feet of pristine Gulf frontage, this property is a rare gem in the luxury real estate market. With an expansive beach and no history of flooding during Florida’s recent hurricanes, it stands as a testament to exceptional craftsmanship and location. The residence boasts over 8,304 total square feet, including substantial storage space beneath the home, and was meticulously designed to maximize indoor-outdoor living. Featuring three oversized bedrooms, four full baths, and one half bath, the home provides a comfortable yet elegant retreat for hosting family and guests. High ceilings throughout enhance the sense of space and light, while breezeways, spacious open and screened porches, and inviting Gulf-front living areas bring the serene coastal environment into every corner of the home. A three-car garage and an expansive under-roof, screened-in game room provide versatility and endless possibilities. Whether enjoying the Gulf breeze from the spacious porches or entertaining in the bonus spaces, this property promises effortless luxury in every detail. The unparalleled privacy of the North end of Boca Grande, coupled with the expansive, serene beach, creates an idyllic escape for those seeking tranquility. Ready for its next owner’s personal touch, this well-built custom home is an extraordinary opportunity to create your dream beachfront sanctuary. Don’t miss your chance to own one of the few remaining over-acre Gulf-front estates on Boca Grande. Contact us today for a private showing of this timeless treasure.

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

Listing Agent: Heather Wolfe (813-240-6963)

Remarks: This exceptional custom-built home located on over half an acre offers protected lake views, beach access, and a serene coastal lifestyle in Boca Grande, Florida. Step inside to find 3,387 sq. ft. of thoughtfully designed living space filled with natural light, featuring impact glass sliding glass doors/windows and gorgeous wood floors throughout the main living area. Built by Bowen Construction in 2000, this modified and expanded “Seawatch” design seamlessly blends elegant living with modern comforts. The spacious living and dining area features a gas fireplace, custom built-in shelving, and two sets of sliding glass doors leading to a screened, exterior deck, perfect for enjoying unobstructed, tranquil water views. The Chef’s kitchen boasts a walk-in butler’s pantry with wine refrigerator and the kitchen features a new Sub-Zero refrigerator, double ovens, granite countertops, white cabinetry, and an eat-in dining area overlooking the private swimming pool and lake. This home offers 3 bedrooms and bathrooms, with one bedroom currently used as a den and a whole-home propane powered generator. The entire top floor is dedicated to the primary suite featuring an expanded layout, private deck with modern, clear glass railings providing full lake views. There are two dedicated offices, ideal for those who work remotely. The abundant outdoor space features a custom designed saltwater swimming pool and there’s tremendous parking opportunities for those who like to entertain including a two-car garage, dedicated golf cart garage, and add’l “under trellis” parking outside. This residence is minutes away from the Coral Creek Golf Club and the Boca Grande Club. Gulf Shores North is a quiet residential neighborhood located on the north shore of Boca Grande where beach access is deeded exclusively to homeowners, ensuring a serene and private coastal experience far from the crowds of public beach access points. The reasonable $620/year Homeowner’s Association fee covers the lake maintenance, minimizing carrying costs all while living in an upscale, gorgeous neighborhood with buried utilities. Call us today for your private tour!

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

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