Location: Boca Grande , 33921
Do Not Show Listings
160 1ST ST E, BOCA GRANDE, FL 33921
$4,500,000121 Days on yellowkey MLS ID: D6145289
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4039 Built: 2003 Tax: $22,368 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$22,368
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Custom-built by McHugh Porter Builders and designed by historic preservation architect Henry Browne, this 4BR/4.5BA waterfront home offers timeless architecture within the historic district of Boca Grande. Located on a no-bridge boating canal, this property features yellow pine floors, cathedral ceilings with beams, a first-floor primary suite and guest suite, open kitchen, and spacious waterfront porch. Two additional bedrooms and a family room loft with full bath were added in 2011. Xeriscape landscaping, Hardiplank siding, 2022 Metal roof, and a private dock with a 10,000-lb lift complete this exceptional coastal property.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Carol Stewart (941-276-1162)
6040 BOCA GRANDE CSWY #A2, BOCA GRANDE, FL 33921
$1,239,000398 Days on yellowkey MLS ID: D6141415
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1989 Tax: $2,204 (2024)Community: Boca Grande North Ph ACondo
Taxes:$2,204
Tax Year: 2024
Remarks: Amazing waterfront retreat with both Gulf & Bay views! Located in Boca Grande North- Unit A2 is nestled on Gasparilla Island near the picturesque Village of Boca Grande, Florida. This 2-bedroom, 2-bathroom bayfront seaside condo is turnkey furnished and offers a perfect blend of luxury, comfort, and breathtaking views, making it an ideal haven for those seeking the coastal lifestyle. One of the standout features of this condominium is the balconies - allowing gulf views & the large screened lanai overlooking the Gasparilla Sound, where you can see the boats, kayaks, dolphins, and more cruising by, but still enjoy your privacy. You can savor your morning coffee while watching the sunrise over the water or unwind in the evening with a glass of wine as the sun sets. The panoramic views are simply unparalleled. Have a boat? Private Boat Slips can be rented separately or are often available for private sale. Have furry friends? You will enjoy this pet friendly community. Owners can have two dogs and there are great walking paths! This beautifully appointed turnkey furnished 1,248-square-foot home greets you with an open and airy floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room floods the space with natural light from impact glass windows & doors and provides nearly unobstructed views of the surrounding waterways of the Gulf of America & Gasparilla Sound. This allows you both sunrise & sunset from either of the porch areas. Imagine relaxing here after a day on the water, soaking in the serene ambiance. Coastal elegance abounds in the finishes, beautiful artwork and accents and yet allows for a comfortable entertaining space. The modern kitchen boasts high-end appliances, ample cabinetry, and a convenient breakfast bar for casual dining. Whether you're preparing a gourmet meal or a quick snack, this kitchen caters to all your culinary needs. The dining area has amazing views and can seat up to six. The master suite is a true sanctuary, complete with a generous closet and an en-suite bathroom featuring elegant fixtures and finishes. The impact-resistant glass sliders allow you to enjoy wide-open views of the water as you relax in bed. The second bedroom is equally inviting with impact glass sliders leading to the porch allowing direct views to the Gulf. Residents of this gated community have access to a range of amenities, including a sparkling heated swimming pool & spa, well-maintained grounds, tennis/pickleball courts, a clubhouse, a gulf-front area, golf cart charging and convenient access to boating facilities. Additionally, the property is located just a short distance from the charming shops, restaurants, and pristine beaches of Boca Grande, ensuring you're never far from leisure and entertainment options. Golf carts are welcome and have a nearby path to lead you to the Village. Let's not forget the world-class pristine beaches, boating and fishing. This unit has a wonderful rental history - Whether you're seeking a full-time residence, a vacation getaway, or an investment property this unit offers an exceptional opportunity to experience the best of Florida's Gulf Coast living. Current rental income and is ready for rentals or your home away from home. Don't miss your chance to own a piece of paradise in this sought-after location. Schedule your private showing today and prepare to be captivated by all this remarkable property has to offer.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Michelle Finley (941-204-4000)
164 1ST ST E, BOCA GRANDE, FL 33921
$4,995,000198 Days on yellowkey MLS ID: D6143872
1 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5036 Built: 2018 Tax: $33,771 (2024)Community: Acreage & UnrecSingle Family
Taxes:$33,771
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary coastal residence in the historic village of Boca Grande. This meticulously crafted home has an impressive 5,036 square feet, five bedrooms (the first-floor bedroom could be a den or office with direct access to a screened porch), and five bathrooms. This sturdy and elevated home on the natural “crown” of the island has not suffered any hurricane damage from wind or water. The home and the setting epitomize small island living. This remarkable home features an open floor plan, custom woodwork and oak flooring. The gourmet kitchen features professional-grade appliances including a Subzero refrigerator, a 4 burner Wolf stove with griddle, Miele wall steam oven, and an Asko dishwasher. A custom-designed breakfast bar, walk-in pantry, and an innovative Miele coffee bar cater to both daily living and elegant entertaining. This home features an 11’ curved “live edge” tiger maple bar with a bar sink, refrigerator, ice machine and custom cabinetry. Wine connoisseurs will appreciate the 100+ bottle custom chilled wine closet. The bar and adjoining lounge areas have LED “star constellation” lighting for a clean and enchanting ambiance. The bar and lounge look out through large disappearing sliding-glass doors to the coral stone patio, outdoor wood fireplace and canal, inviting seamless indoor-outdoor living with highly desirable southern exposure. Practical luxury abounds with an elevator, impact glass windows and doors, Hardi Plank siding, and a metal roof ensuring both comfort and security. The oversized garage accommodates both vehicles and a golf cart, perfect for exploring the charming village surroundings. The private den/office/bedroom, separate formal dining room, library, and bonus room offer versatile spaces for work and leisure. The home features a formal dining room that could be used alternatively as a music conservatory or a large, sunny office. There is a “bonus” room on the midlevel that has a full laundry with folding table and drying closet, a number of cleverly hidden spaces for storage, and a vaulted ceiling central space for work or leisure. The second floor features a gallery hallway and library with access to an outdoor balcony. For sailing or powerboat enthusiasts, the property's 80’ dock and 10,000-pound boat lift provide direct, deep-water access to Florida's pristine waters, without height-restrictive bridges. The home's location on the nearest canal to the center of town, offers boaters optimal convenience and privacy. The dock itself has a swim ladder and a custom-designed pivoting platform for safely launching small crafts like paddle boats, kayaks and SUP boards. Snook and other game fish can be caught right off the sunny dock, and the dock has a fish-cleaning station. Thoughtful additions include electric screens, a hidden wall safe nook, custom closet wooden built-ins, pocket doors, Plantation shutters, motion detection lighting, and innovative storage solutions demonstrate the meticulous attention to detail throughout this exceptional property. This residence stands as a testament to luxurious coastal living, where every element has been carefully considered to create an unparalleled living experience.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Angela Steffan (941-855-1277)
12 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,250,00022 Days on yellowkey MLS ID: D6146794
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3088 Built: 1989Monthly Fee: $867 Tax: $47,320 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$47,320
Middle School: SKY Academy Englewood
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)
45 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,100,000117 Days on yellowkey MLS ID: D6145319
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2885 Built: 1991Monthly Fee: $867 Tax: $22,962 (2025)Community: Seawatch Boca GrandeVilla
Taxes:$22,962
Elementary School: Vineland Elementary
Remarks: Newly renovated with luxury wide plank hardwood floors throughout, impact windows and doors throughout, composite decking and fresh interior paint. The paver driveway into the gated community of Seawatch that introduces a charming lakefront spacious 3 bedroom, 3 and one-half bath Villa graced by Lake Gasparilla. The solarium entry with a circular staircase comes complete with an open floor living/dining area, wood cathedral ceilings, and a screened lanai with excellent lake views. The kitchen showcases wood cabinets, wainscot backsplash and plenty of counter space. Other features include plantation shutters throughout, turret style guest bedroom with beadboard vaulted ceiling, one car garage, and ample storage. The spacious master suite offers a vaulted ceiling, and open balcony with easterly lake views. Seawatch is a waterfront gated community of 49 residence featuring 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico.
Listing Agent: Jeff Moore (941-855-0737)
6010 BOCA GRANDE CSWY #C32, BOCA GRANDE, FL 33921
$1,129,00027 Days on yellowkey MLS ID: D6146748
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986 Tax: $11,098 (2025)Community: Boca Grande North Ph CCondo
Taxes:$11,098
Remarks: Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.
Listing Agent: Don Lutz (941-456-9614)
5858 GASPARILLA RD #39, BOCA GRANDE, FL 33921
$1,975,00075 Days on yellowkey MLS ID: D6145966
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2779 Built: 1991 Tax: $1,122 (2025)Community: Marina Manor Boca GrandeCondo
Taxes:$1,122
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Marina Manor #39 REPRESENTS ONE OF THE VERY BEST WATERFRONT REAL ESTATE VALUES ON GASPARILLA ISLAND! This is a rare opportunity for refined, one-level condominium living within the Boca Grande Club, offering tranquil marina and bay views from a coveted waterside, first-floor location. Spanning 2,779 square feet, this spacious three-bedroom, three-bath residence combines generous proportions with thoughtful design and water views with the added convenience of a walkout directly to the waterfront. Elevator access delivers you directly into the unit, where the open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for both everyday living and entertaining. The kitchen is thoughtfully appointed with quartz countertops, stainless steel appliances, and ample cabinetry. The main living area is framed by expansive impact glass sliders that can be fully opened to welcome coastal breezes and enhance the indoor-outdoor living experience. Three generously sized bedrooms and three full bathrooms provide comfortable accommodations for owners and guests alike. Recent improvements include brand new flooring, new drywall, paint, and lighting. The residence also features full impact glass windows and doors throughout, and a detached private garage—recently upgraded with a new roof and new garage door, offering space for a car, golf cart, and additional storage, a rare and highly desirable feature on Boca Grande. The Marina Manor buildings are completely updated with new roofs, railings, concrete work, exterior paint, and refreshed landscaping, reflecting ongoing attention to overall building condition and long-term ownership confidence. The Marina-side neighborhood of the Boca Grande Club offers the added luxury of its own dedicated swimming pool, located just steps from the residence. Owners enjoy full access to the Boca Grande Club’s renowned amenities, including Gulf-front beach access, multiple swimming pools, tennis courts, a fitness center, and on-site dining. Marina Manor #39 delivers a compelling blend of privacy, convenience, and waterfront living within one of Boca Grande’s most desirable communities.
Listing Agent: Randy Wojcik (941-204-0015)
729 S HARBOR DRIVE #1, BOCA GRANDE, FL 33921
$1,985,00084 Days on yellowkey MLS ID: D6145879
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1770 Built: 1996 Tax: $19,610 (2025)Community: Harborside/Boca BayCondo
Taxes:$19,610
Remarks: Enjoy serene bayside living in this beautifully appointed 3-bedroom, 2-bath Harborside condominium in Boca Bay. Framed by lush natural surroundings, the spacious screened lanai offers a front-row seat to tranquil water views and coastal wildlife, an ideal setting for morning coffee or sunset unwinding. The interior blends classic elegance with thoughtful craftsmanship, featuring generous ceiling heights, custom millwork, and charming glass transoms above interior doors. Plantation shutters adorn the windows, complementing the impact glass windows and doors throughout the residence. Designed for ease and comfort, revel in the convenience of single-level living, complemented by the inclusion of a private garage, a separate storage room, and effortless elevator access—offering the epitome of a 'lock the door and leave' bayside retreat. Just outside your door, Boca Bay’s resort-style amenities invite you to relax and recharge. Enjoy multiple community pools, a bayside beach, and a fishing pier only steps away. The private Gulf-front Boca Bay Pass Club offers beachfront dining in an exceptional setting, while seven Har-Tru tennis courts and a fully equipped fitness center support an active island lifestyle.
420 GULF BLVD #4, BOCA GRANDE, FL 33921
$2,499,500100 Days on yellowkey MLS ID: D6145526
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1276 Built: 1981Monthly Fee: $477 Tax: $21,922 (2025)Community: Sundown ColonyTownhouse
Taxes:$21,922
Remarks: Experience the ultimate costal lifestyle at Sundown #4, a beautifully updated 2-bedroom, 2.5-bathroom end-unit townhome offering 1,276 square feet of stylish living in the Sundown Colony community. This direct beachfront retreat offers breathtaking panoramic Gulf views, a preferred southern exposure, and a prime end-unit location that enhances privacy and natural light. Inside, you'll find wood-look flooring, a sleek, modernized kitchen, and updated bathrooms—all thoughtfully designed to blend comfort with coastal elegance. The spacious screened lanai and private sundeck off the master suite provide the perfect setting to enjoy the Gulf’s stunning sunsets and serene breezes. As an end-unit, this townhome benefits from the thoughtful addition of large exterior windows along the dining and living areas, enhancing the bright and airy feel throughout. Additional features include plantation shutter window treatments, impact glass sliders, clear panel shutters for full storm protection, and a durable standing seam metal roof. Enjoy sunny days at the heated community pool or step directly onto the pristine beach just outside your door. Ideally situated just a mile from the heart of Boca Grande’s historic village and two miles from the southern tip of the island, Sundown #4 puts you only a short golf cart ride from charming shops, acclaimed restaurants, and scenic island trails and state parks. Meticulously maintained and move-in ready, this is a rare opportunity to own a premier beachfront retreat in the heart of one of Florida’s most desirable island destinations.
1660 16TH ST E, BOCA GRANDE, FL 33921
$6,500,000105 Days on yellowkey MLS ID: D6145442
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4511 Built: 1991 Tax: $19,645 (2024)Community: Boca GrandeSingle Family
Taxes:$19,645
Remarks: Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.
760 BEACH VIEW DR, BOCA GRANDE, FL 33921
$2,225,00072 Days on yellowkey MLS ID: D6146077
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2094 Built: 1994Monthly Fee: $438 Tax: $12,806 (2025)Community: Beach View At Boca BayTownhouse
Taxes:$12,806
Remarks: Located along one of Boca Bay’s most desirable front-row settings, 760 Beach View Drive presents a rare opportunity to own a Kentia townhome with direct Gulf views and an outdoor feature found at only 2 townhomes in the community—a private, fenced and walled backyard, ideal for dog owners or those seeking secure outdoor space. Thoughtfully positioned adjacent to a picturesque royal palm-lined sidewalk, the residence enjoys a sense of arrival and openness while maintaining privacy. Inside, warm wood flooring throughout the main living room and stairways sets a welcoming coastal tone. The enclosed main-floor lanai expands the living space, offering a versatile area for relaxing, dining, or entertaining while remaining protected from the elements. The kitchen has been tastefully refreshed with quartz countertops and stainless-steel appliances, blending modern functionality with timeless appeal. A fully updated main-floor bathroom adds both convenience and style for guests and daily living. Storm protection is well addressed with a combination of impact-rated glass and electric roll-down shutters, providing peace of mind without compromising light or views. One of the home’s most compelling features awaits above: a top-floor sundeck with composite decking and railings, perfectly positioned to capture Gulf views, coastal breezes, and unforgettable sunsets. Additional exterior improvements include a 5V-crimp metal roof installed in 2019, ensuring durability and long-term value. At ground level, the residence offers a three-car garage with an additional storage room, ideal for vehicles, golf carts, beach gear, and owner storage, an increasingly valuable amenity on Boca Grande. Just steps from the beach and moments from Boca Bay’s full suite of resort-style amenities including the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, pools, boat dockage, and private fishing pier. 760 Beach View Drive combines location, views, upgrades, and a truly rare outdoor offering into one exceptional coastal lifestyle opportunity.
252 WATERWAYS AVE, BOCA GRANDE, FL 33921
$5,495,00046 Days on yellowkey MLS ID: D6146498
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3500 Built: 1999 Tax: $32,023 (2025)Community: Harbor Drive WaterwaysSingle Family
Taxes:$32,023
Remarks: Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. This one of a kind home is located in an "X flood zone" and it experienced no water intrusion during the storms. As you step into this lovely 4 bedroom and 4 bath classic Boca Grande style home, you will appreciate the sun filled great room which includes a beautiful coral stone fireplace and French doors that open to a stone patio, and heated pool. The unique residence is designed around the lush outdoor space which includes a fenced yard, and a dock for your large vessel. You will appreciate the convenience of single story living both indoors and out. In addition to the impressive great room, this Florida Style plan boasts a kitchen with stone counters and breakfast nook, a large primary suite and bathroom and a fantastic executive office, which can also serve as a den, and finally 3 ensuite guest rooms. This distinctive home has a new standing seam roof, tankless hot water, and beautiful mature landscaping. Outdoor activities are endless, as you take advantage of day trips to neighboring islands, world class fishing, paddleboarding and kayaking, or you can choose to bike the length of the island on the “bike path”, or golf cart to the beach for a walk on the beach or swim in the Gulf of Mexico. Boca Grande is famous for so much more than its Tarpon. Retreat to an idyllic lifestyle, where bicycles and golf carts are the preferred mode of transport, and old Florida charm abounds, where no street lights, traffic or high rises exist. There is no place quite like it!
Listing Agent: Maryjo Pigott (941-961-0630)
5010 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$4,500,000106 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
Taxes:$5,933
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 Agent: Richard Hugger (941-270-2816)
208 HARBOR DR, BOCA GRANDE, FL 33921
$7,295,000163 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
Tax Year: 2023
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)
38 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,250,000413 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
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.
805 S HARBOR DR, BOCA GRANDE, FL 33921
$2,125,000390 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 Agent: Dave Hayden (941-815-1847)
5000 GASPARILLA RD #73A, BOCA GRANDE, FL 33921
$1,550,000475 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
$179,000131 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
$7,995,0001322 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 Agent: Heath Seckel (863-207-2586)
2021 20TH ST W, BOCA GRANDE, FL 33921
$7,950,00058 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.
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