Location: Boca Grande
Do Not Show Listings
5010 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$4,500,00099 Days on yellowkey MLS ID: D6145351
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2648 Built: 1986 Tax: $5,933 (2024)Community: East Shore AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,933
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Richard Hugger (941-270-2816)
208 HARBOR DR, BOCA GRANDE, FL 33921
$7,295,000156 Days on yellowkey MLS ID: D6143951
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1718 Built: 1994 Tax: $31,828 (2023)Community: Boca Grande AddSingle Family
Taxes:$31,828
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2023
Middle School: L.A. Ainger Middle
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)
5700 GULF SHORES DR #C143, BOCA GRANDE, FL 33921
$1,150,000163 Days on yellowkey MLS ID: D6144570
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1979Monthly Fee: $1,408 Tax: $15,986 (2024)Community: Sea Oats Bldg CCondo
Taxes:$15,986
Remarks: Now's your chance to own a piece of paradise! Breathtaking, pool and GULF views from the extra large enclosed lanai! Renovated down to the studs in 2017 this 2 bed, 2 bath has a completely new layout! Kitchen has new appliances and elegant quartz countertops. Custom Starmark cabinetry with hidden hinges and flush inset doors along with Kohler and Brizo hardware are found both in the kitchen and baths. Primary has large walk-in shower. New light fixtures and recessed ceiling lights. Tile floor throughout looks like wood but durable and easy to clean! Plantation shutters and impact glass on windows and lanai doors. New electric, plumbing and HVAC. Not a detail was missed in this must see condominium! Unit includes a parking space, storage closet and use of golf cart lot. Resort - like amenities include a large heated swimming pool, lighted tennis courts, patios for BBQ's and elevators for easy access. Enjoy walks on Boca Grande's coveted white sandy shoreline, take a golf cart ( included in sale) to the nearby bike path and head downtown to enjoy the many restaurants and shopping or simply relax and watch the sunset from your lanai.
Listing Agent: Penny Oudheusden (203-550-3882)
38 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,250,000406 Days on yellowkey MLS ID: D6141118
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3057 Built: 1988Monthly Fee: $707 Tax: $14,249 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$14,249
Tax Year: 2025
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 Agent: Carol Stewart (941-276-1162)
805 S HARBOR DR, BOCA GRANDE, FL 33921
$2,125,000383 Days on yellowkey MLS ID: D6141496
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2034 Built: 2000Community: Beach View At Boca Bay Ph 06ATownhouse
Taxes:
Tax Year:
Remarks: Discover unparalleled coastal elegance at 805 S. Harbor Drive. This exquisite 3-bedroom, 3-bathroom townhome spans 2,034 square feet and is situated within the beautiful gated community of South Village in Boca Bay. Built in 2000, the residence offers serene lake views, newly installed elevator and new metal roof in 2023. Upon entering, you're greeted by a thoughtfully designed interior that seamlessly blends comfort and sophistication. The open-concept living spaces are bathed in natural light, enhancing the tranquil ambiance. The master suite serves as a private retreat, offering expansive views and luxurious amenities. The spacious enclosed under air porch provides a perfect space to simply unwind while overlooking the picturesque lake. Residents of South Village enjoy access to exclusive Boca Bay community amenities, including the Boca Bay Pass Club, swimming pools, tennis and pickle ball courts, and private beach club , community dock, and fishing pier all meticulously maintained to the highest standards. Located just moments from the charming boutiques and gourmet dining of downtown Boca Grande, this property offers both seclusion and convenience. Whether you seek a year-round residence or a seasonal getaway, 805 S. Harbor Dr presents an unparalleled opportunity to experience the epitome of luxury coastal living.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Dave Hayden (941-815-1847)
5000 GASPARILLA RD #73A, BOCA GRANDE, FL 33921
$1,550,000468 Days on yellowkey MLS ID: D6139754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1418 Built: 1981Community: Boca Grande Club Ph 06Condo
Remarks: Experience the ultimate coastal lifestyle at the Boca Grande Club, where breathtaking Gulf views, miles of sugar-sand beaches, and world-class amenities create the perfect waterfront retreat! This beautifully updated 2-bedroom, 2-bath condominium welcomes you with a light, bright and airy interior that embodies relaxed elegance. The kitchen is a true showpiece, featuring stainless steel appliances, abundant cabinetry, a stunning tile backsplash, and a large center island with seating - ideal for casual dining or gathering with friends. An additional eat-in dining space provides the perfect setting for entertaining while taking in peaceful views and natural coastal light. The open living area flows effortlessly to your private balcony, offering the perfect spot to unwind, listen to the waves, and savor stunning sunsets over the Gulf of Mexico. Both bedrooms are comfortably appointed, and the bathrooms are tastefully updated, making this condo fully move-in ready for full-time living or a luxurious vacation escape. Living at the Boca Grande Club means enjoying a truly exceptional island lifestyle. Residents have access to an impressive array of resort-style amenities including a beachfront pool, world-class tennis facilities, fitness center, beachfront clubhouse, on-site dining, tiki bar, planned activities, and private beach access. Spend your days lounging by the water, exploring the coastline, walking or biking through the island, or taking advantage of the club’s vibrant social scene. Whether you're seeking a seasonal getaway, investment opportunity, or full-time residence, this condominium offers the best of Boca Grande beachfront living—where every day feels like a vacation. Don’t miss the opportunity to make this Gulfside escape your own!
5820 GASPARILLA RD #Slip 29, BOCA GRANDE, FL 33921
$179,000124 Days on yellowkey MLS ID: D6145187
Bed: Bath: 0.0 Built: 1981Community: Gulf Shores NorthDock-Rackominium
Remarks: Located at the North End of Gasparilla Island, this 17' x 42' boat slip at Uncle Henry's marina is conveniently located on the Intercoastal waterway and minutes to the Gulf. Full service amenities and fueling station offer the boater an exceptional spot to accommodate a sizeable boat with the ability to install a no profile "cradle" lift. "Please give us a call and cruise pristine waters just minutes from your dock - ideal location for effortless boating adventures and world-class fishing." Ownership is not fee simple but a subleasehold estate.
Listing Agent: Kathleen Turner (941-234-7643)
858 GRANDE PASS WAY, BOCA GRANDE, FL 33921
$7,995,0001315 Days on yellowkey MLS ID: D6127374
1 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 5.5 Liv Area Sq Ft: 5433 Built: 2024Community: Hill Tide EstatesSingle Family
Remarks: Under contract-accepting backup offers. Brand New Construction*** Another Luxury Model Home at Hill Tide Estates is now complete and turnkey ready! The ‘fully furnished’ Sunny Isles Model presented by Seagate Development Group & Theory Design features a unique blend of elegance and precision craftsmanship. The multi-level floor plan offers panoramic water views of Boca Grande Pass and sunsets over the Gulf of Mexico. Theory Design’s custom décor furniture package offers convenience and instant gratification for the most selective Buyer. The second level / main floor features a spacious Master Suite with an additional VIP Suite that will be enjoyed by your special guests. Seagate's showcase custom kitchen is tastefully appointed with beautiful wood cabinetry, Thermador built in appliances, massive quartz dining island, and a cocktail cabinet with beverage cooler & ice maker. Outdoor living will be the focal point of this model as the elevated custom saltwater pool & spa is conveniently accessed off the main level. Elegant waterfalls gently spill over into main pool complemented with custom spa and sun shelves. The spacious covered lanai features remote screens, custom double sided fireplace, and an outdoor summer kitchen. The top / third level offers 2 additional bedroom ensuites, and a captivating sunset room with additional beverage & ice maker for entertaining. Hill Tide Estates or the “Jewel of Boca Grande” is majestically positioned along the shores of Boca Grande Pass. This 19-luxury home site development offers panoramic seascape unmatched anywhere else on Gasparilla Island. The gated community features a private tiered beach, and a unique private fishing / observation pier in Boca Grande Pass exclusive for the 19 homeowners.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Heath Seckel (863-207-2586)
2021 20TH ST W, BOCA GRANDE, FL 33921
$7,950,00051 Days on yellowkey MLS ID: D6146286
Bed: 8 Bath: 7.0 Liv Area Sq Ft: 5792 Built: 1998Community: Acreage & UnrecSingle Family
Remarks: Welcome to 2021 20th Street, Boca Grande, FL! A Family Compound close to the Village on a Private Street with deeded Beach access! Nestled on over half an acre on a Private street in the heart of Boca Grande, 2021 20th Street offers the perfect setting for family gatherings where memories are made. This one of a kind property boasts a large 5 bedroom main home and a charming 3 bedroom guest cottage. The tropical setting provides an ideal backdrop for family gatherings, vacations, and creating cherished moments for generations to come. The spacious main home features an open and airy floor plan with high ceilings, a European designed kitchen,large windows, and lots natural light, offering a seamless flow between indoor and outdoor living. Whether you’re hosting family dinners, relaxing by the pool, or gathering for sunset cocktails on the patio, the home's inviting atmosphere fosters connection and togetherness. Surrounded by tropical landscaping, the property ensures privacy while offering plenty of room for outdoor activities and relaxation. For guests or extended family, the delightful 3-bedroom guest cottage provides a perfect retreat with its own kitchen, living area, and comfortable, coastal-inspired design. This separate dwelling allows for privacy and comfort, while keeping everyone close together on the same property. The cottage is also perfect for use as a rental for those owners desiring income to offset the expenses of Island home ownership. One of the standout features of this compound is its deeded beach access, granting direct entry to Boca Grande's beaches. Imagine waking up to the sound of waves, walking down to the beach with loved ones, or enjoying a sunset stroll along the shore—this property gives you the luxury of beach living just steps from your door. The expansive lot provides ample space for family activities, outdoor games, or simply enjoying the tropical surroundings. Whether you're hosting a holiday gathering, a summer barbecue, or a quiet evening with family, this home is designed for lasting memories. With its prime location in Boca Grande, this property offers the perfect balance of seclusion and convenience, just a short distance from the island's charming shops, restaurants, community center, and bike path.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Maryjo Pigott (941-961-0630)
5000 GASPARILLA RD #19, BOCA GRANDE, FL 33921
$2,100,00025 Days on yellowkey MLS ID: D6146616
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 1987Community: Village Boca Grande ClubCondo
Remarks: This renovated Village home is well positioned, offering a sense of openness that is uncommon in this setting, with Gulf views from each level that quietly anchor it to its surroundings. The enclosed entry corner extends the living space in a way that feels integrated rather than additive, adding meaningful interior square footage and enhancing the home’s overall livability. A second enclosed corner off the guest bedroom provides additional interior space, offering flexibility for guests or quiet separation when needed. An outdoor patio provides further usable space and a natural extension of the main living areas. The interior renovation is clean and current, with a layout that feels intuitive and easy to live in. Plantation shutters throughout add both architectural detail and light control, complementing a décor that is coastal and considered, with a beach-inspired palette that reads as both relaxed and refined. The exterior has been carefully maintained, with a 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated glass and sliders, offering durability well suited to the coastal environment. A dedicated golf cart entrance adds a practical layer to daily life, allowing for easy movement to and from the garage and throughout the community. Mature landscaping frames the property, lending a sense of privacy and permanence. Furnishings are available, offering a seamless transition for those seeking a more immediate move-in. Ownership within the Boca Grande Club includes access to one of the island’s most expansive private beaches, multiple pools, eight Har-Tru tennis courts, a well-regarded tennis program, a fitness center, and waterfront dining, all within a gated, professionally managed community designed for a relaxed coastal lifestyle.
Listing Agent: Melissa Csank (941-855-1347)
791 BEACH VIEW DR, BOCA GRANDE, FL 33921
$2,200,00075 Days on yellowkey MLS ID: D6145917
1 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2094 Built: 1998Community: Beach View At Boca Bay Ph 02Townhouse
Remarks: Under contract-accepting backup offers. Located in Boca Bay’s sought-after South Village, 791 Beach View Drive presents an inviting waterfront residence that blends generous space, quality improvements, and an exceptional lifestyle setting just moments from the community’s premier amenities. Thoughtfully positioned to capture tranquil water views, privacy, and abundant natural light, the home enjoys a favored eastern exposure, filling the living spaces with morning and afternoon sun and creating a bright, welcoming atmosphere throughout. The residence offers three bedrooms and three full bathrooms, all of which have been tastefully updated with high-quality finishes that provide a clean, timeless aesthetic. Hurricane impact rated windows and doors are installed throughout, delivering peace of mind, enhanced energy efficiency, and storm protection. Living areas flow naturally toward the water, where an enclosed waterside porch creates valuable additional living space and allows for year-round enjoyment of the serene lake and wildlife setting. Above, a private top-floor waterside sundeck updated with Trex decking offers a peaceful retreat to take in calming water views, coastal breezes, and changing skies—perfect for morning coffee or quiet evenings. At the ground level, a lakeside patio provides an inviting outdoor setting, ideal for grilling and relaxed gatherings, and is complemented by a convenient outdoor shower area. A spacious 3+ car dehumidified garage offers abundant room for vehicles, golf carts, bikes, beach gear, and additional storage, an increasingly valuable feature in Boca Grande. Just a short walk from the beach and Boca Bay’s renowned amenities, residents enjoy convenient access to the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, community pools, short-term boat dockage, and the private fishing pier. With its desirable South Village location, solid upgrades, and excellent light, 791 Beach View Drive represents a wonderful opportunity to enjoy the relaxed elegance and coastal lifestyle that define Boca Bay.
Listing Agent: Randy Wojcik (941-204-0015)
290 GULF BLVD #18, BOCA GRANDE, FL 33921
$3,595,000162 Days on yellowkey MLS ID: D6144412
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1514 Built: 2025Community: Lighthouse Residence 18Townhouse
Remarks: One or more photo(s) has been virtually staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View Townhome Experience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, ½” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and doors, and a standing seam metal roof—ensuring superior strength, energy efficiency, and durability. Step inside to an open-concept living, dining, and kitchen area, all showcasing stunning Gulf views. Enjoy your morning coffee and spectacular sunsets from your private waterfront open lanai. The interior features tile and wide plank engineered hardwood floors and rift-sawn oak custom cabinetry. The chef’s kitchen boasts quartz countertops, matte white GE Café appliances with brushed bronze accents, and a dedicated bar area with beverage refrigerator—perfect for entertaining. The main-level bedroom includes custom built-ins and access to a full guest bath. Upstairs, the Gulf-front primary suite offers custom cabinetry, and a luxurious ensuite bath with dual sinks accented with bronze fixtures. A spacious third bedroom, also with custom built-ins, and features its own private ensuite bathroom. Other features include solid core doors and a whole house carbon and sediment dual water filtration system and tankless water heater. Over 1,000 additional square feet of covered parking for your car, golf cart and bikes. Every detail has been thoughtfully designed to create a refined coastal retreat just minutes from town, offering quick access to island shops, dining, and community events!
1000 E RAILROAD AVE, BOCA GRANDE, FL 33921
$9,995,000116 Days on yellowkey MLS ID: D6145234
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6417 Built: 1975Community: Boca GrandeSingle Family
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 Agent: Michelle Finley (941-204-4000)
5000 GASPARILLA RD #BC205, BOCA GRANDE, FL 33921
$1,075,00039 Days on yellowkey MLS ID: D6146490
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 730 Built: 1984Community: Beach Chalet Bld GCondo
Remarks: Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Spend your days lounging on the club’s uncrowded private beach, relaxing by one of the Gulf-front swimming pools, dining at the beachfront restaurant, or taking advantage of the premier tennis facilities and fitness center. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. Additionally, this unit is rental-ready and can continue to offer investment income if desired. Contact us to arrange your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.
6011 BOCA GRANDE CSWY #F68, BOCA GRANDE, FL 33921
$1,275,00084 Days on yellowkey MLS ID: A4678882
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1247 Built: 1989Community: Boca Grande North Ph FCondo
Remarks: Wake up to open water views, coastal light, and the quiet rhythm of island living in this second-floor residence within the gated Boca Grande North community on Boca Grande—one of Florida’s most exclusive barrier islands, accessed by a privately owned swing bridge. Elevated above the water, the home captures expansive views across Gasparilla Sound toward the Gulf of Mexico, offering some of the finest Gulf views in Southwest Florida at any price, along with enhanced privacy, steady coastal breezes, and unforgettable daily sunsets. The residence has been totally updated and meticulously maintained, having never been used as a rental property. Natural light fills the open living and dining areas, which flow seamlessly to a private screened lanai overlooking the water—an ideal setting for morning coffee or evening sunsets. Boca Grande North offers a refined, resort-style environment with a renovated clubhouse, fitness and social spaces, fishing dock, heated waterfront pool, tennis and pickleball courts, and beautifully maintained tropical grounds. The community is pet-friendly and allows short-term rentals, offering flexibility while preserving a quiet, residential atmosphere. Golf cart access makes it easy to reach the village, beaches, and historic district. Recent community-wide upgrades include new roofs, impact windows and doors, and exterior improvements that support low-maintenance ownership. With convenient on-and-off island access, proximity to world-class fishing and boating, and a setting that prioritizes privacy and views, this residence is well suited for full-time living or a refined seasonal retreat. To fully appreciate the setting, views, and level of finish, click the virtual tour link to explore the residence in 3D.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Joe Murphy (941-780-3260)
5000 GASPARILLA RD #BC201, BOCA GRANDE, FL 33921
$825,000182 Days on yellowkey MLS ID: D6144258
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 730 Built: 1984Community: Beach ChaletCondo
Remarks: Absolutely amazing Gulf of Mexico views from this 2nd floor, one bedroom, one bath coveted corner unit. Located in the private Boca Grande Club, this beachfront oasis is tastefully done with impact windows and doors, newer appliances, A/C and hot water heater. There are Porcelain tile floors throughout, along with granite countertops. This unit also contains a screened lanai which is perfect to enjoy gulf breezes and endless sunsets. This unit is offered fully furnished for its new owner. Membership required $50K initiation, 15k capital improvement contribution.
Listing Agent: Mary Montovano (973-868-5447)
281 SEABREEZE CT, BOCA GRANDE, FL 33921
$2,400,00057 Days on yellowkey MLS ID: D6146199
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 1987Community: SeabreezeSingle Family
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 Agent: Nancy Hyde (941-539-9616)
250 WHEELER RD, BOCA GRANDE, FL 33921
$3,795,000180 Days on yellowkey MLS ID: D6143946
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2552 Built: 2001Community: Acreage & UnrecSingle Family
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!
5000 GASPARILLA RD #56A, BOCA GRANDE, FL 33921
$1,795,00040 Days on yellowkey MLS ID: D6146406
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1315 Built: 1981Community: Boca Grande Club Ph 04Condo
Remarks: Experience refined coastal living in this beautifully renovated 2 bedroom, 2 bath Gulf front condominium offering 1,327 square feet of light filled elegance. Perfectly positioned with sweeping Gulf views and direct beach access, this private retreat captures the essence of relaxed luxury. Recently remodeled with high end finishes throughout, the residence features a stunning new kitchen with premium cabinetry, sleek countertops, and quality appliances—ideal for both everyday living and entertaining. Both newly redesigned baths showcase sophisticated fixtures and spa inspired details. The open layout is sunny, bright, and filled with natural light, creating a space that feels clean, fresh, and effortlessly welcoming. Located within the exclusive Boca Grande Club, residents enjoy an unparalleled lifestyle with exceptional amenities, including, 24 hour guarded gate entrance, three swimming pools, private Gulf front restaurant and tiki bar, state of the art fitness center, 8 Har-Tru tennis courts with an active tennis program and on site Tennis professional, and Front desk with Bell stand services. This is more than a condominium—it’s a private Gulf front sanctuary within one of Boca Grande’s most sought after communities. Offered furnished with exclusions. Please inquire for Membership Initiation fees.
Listing Agent: Kristin O'Connor (941-457-9553)
5020 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$4,675,000 MLS ID: D6145898
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2951 Built: 2002Community: East Shore AcresSingle Family
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.
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