Remarks: Under contract-accepting backup offers. Welcome to 312 Baily St — a charming 3-bedroom, 3-bath home in the Golden Beach neighborhood on the south end of Boca Grande, just one block from the Gulf of Mexico. Built in 2003, this custom 2,572 sq ft home offers an open floor plan with a third-level bonus room featuring expansive island views. Inside, vaulted ceilings, hardwood floors, oversized windows, and a skylight bring in natural light throughout, with a tucked-away reading nook for relaxed afternoons. The kitchen offers a gas cooktop, ample counter space, and a breakfast bar for casual meals and gathering. The primary suite includes a private deck, office space, and a spacious bath with soaking tub, walk-in shower, and double sinks. A large screened porch overlooks the oversized, beautifully landscaped lot, offering a private, quiet setting. A three-car garage provides ample space for vehicles, golf carts, storage, and beach gear, so parking is never a concern. This property boasts concrete block construction at the ground level, along with an elevated structure, Hardiplank siding, and a metal roof for lasting durability. Close to the beach, the village of Boca Grande, the lighthouse, and the Gasparilla Inn & Club, the property’s location makes it easy to enjoy everything the island has to offer. Nearby amenities include pickleball and tennis courts, a local farmers market, and a dog park. Comfortable coastal living in one of Boca Grande’s most desirable neighborhoods. Don’t miss your chance to call Boca Grande home.

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

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

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. 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: 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 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: Discover 320 Gasparilla Street located just south of the village in Golden Beach. This 3-bedroom, 2-bathroom pool home offers comfortable living with a desirable one-level layout, situated on a large, south facing lot. The main living areas feature a living and dining room combination, complemented by a glassed-in Florida room that fills the home with natural light. The kitchen is clean and functional, and the bedrooms are generously sized. The fully fenced backyard includes a freshwater pool and a tiki-style bungalow, creating a private outdoor haven. Conveniently located near a beach access, the property offers the laid-back coastal lifestyle Boca Grande is known for. Whether as a primary residence, seasonal getaway, or investment property, this presents a wonderful opportunity to own on Gasparilla Island.

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

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

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: 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: 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: 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: 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)

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)