Boca Grande Homes with Trees/Woods View

Welcome to Boca Grande, Florida, a hidden gem nestled on Gasparilla Island, where the sun-kissed shores meet charming old-world elegance. Known for its pristine beaches, vibrant sunsets, and a rich history that dates back to the late 1800s, Boca Grande offers a unique blend of tranquility and sophistication. With a laid-back atmosphere and a strong sense of community, it’s no wonder that this picturesque town has become a coveted destination for both seasonal visitors and year-round residents.

One of the most enchanting features of Boca Grande is its stunning homes that boast breathtaking views of lush trees and serene wooded surroundings. Imagine waking up to the gentle rustle of leaves and the melodic chirping of birds as you sip your morning coffee on a spacious porch. These properties seamlessly blend indoor and outdoor living, allowing you to immerse yourself in nature while enjoying modern comforts.

Whether you’re looking for a charming cottage or a luxurious estate, Boca Grande’s real estate market offers a diverse selection of homes that cater to every taste and lifestyle. The abundance of trees and greenery not only provides a sense of privacy but also enhances the natural beauty of the area, creating a peaceful oasis for you and your family.

With world-class dining, boutique shopping, and endless recreational activities just moments away, Boca Grande is more than just a place to live; it’s a lifestyle. Discover your dream home in this enchanting coastal haven, where every day feels like a vacation and the beauty of nature is right outside your window. Welcome home to Boca Grande!

Newest Boca Grande Homes with Trees/Woods View

$2,495,000

3 Beds ⋅ 2 Baths ⋅ D6147419 MLS

This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity.

362 Baily Street, Boca Grande

$5,995,000

3 Beds ⋅ 3 Baths ⋅ TB8474700 MLS

Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front Gasparilla Sound and the ICW, additionally with multiple decks facing East and West with over 4,000 sq. ft. under roof! The main level features an open-concept layout ideal for effortless entertaining, seamlessly connecting the kitchen, dining, and living areas, boasting soaring ceilings and abundant natural light throughout - all Andersen doors and windows. Enjoy a true indoor-outdoor lifestyle with panoramic coastal vistas and a fluid transition to the very cozy screened-in lanai over the pool – perfect for relaxing or hosting while taking in the serene surroundings. The gourmet kitchen is a chef’s haven featuring granite countertops & center-island with abundant prep space, a DCS professional 6 burner duel-fuel range / double oven, oversized paneled Sub Zero refrigerator and freezer designed to blend seamlessly with custom cabinetry, plus a breakfast nook/coffee bar and pantry… The dedicated Master level provides a serene private retreat showcasing exceptional 240° views with hers and his walk-in closets. Embrace the height of comfort and relaxation with a spacious ensuite bath with spa-like soaking tub and separate shower, and two private decks for taking in year-round breathtaking sunrises, moonrises, and sunsets. On the ground level, step outside to an expansive pool deck with plenty of space for outdoor entertainment with a very large waterfront pool and separate covered spa. Just steps away to your (cool-to-the-feet) shellstone tile deck out to your own private deep-water dockage complete with three boat lifts (13,000, 7,000, and 7,000 lbs) – a dream for avid boaters and fishermen alike. Two car plus golf cart garage with lots of storage, a wine cellar, and excellent Bonus space! This is the very best comfortable Island Living in this nearly 1 acre waterfront estate at the very best pricing! Come see why…?

16 Grouper Hole Drive, Boca Grande

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