The Island School, FL homes for sale & real estate

The Island School, FL Homes for Sale

Adorned by a majestic Ficus tree and surrounded by mature landscaping, this waterfront home is nestled on approximately 100' lot in the community of Boca Grande Isles. Built in 1988, this unique home offers 4 bedrooms, 4 baths with serene water views of Sunset Flats and Gasparilla Sound. The tropical landscaped yard leads to the elevated main level offering an open floor plan with vistas of the pool and waterfront. The soaring open rough-hewn beam ceiling in the main living area are accented by pecky cypress walls, plantation shutters and wood flooring. The kitchen is equipped with granite counters, stainless steel appliances and a breakfast area with a wall of windows with stunning water v

The Island School, FL Homes for Sale

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

The Island School, FL Homes for Sale

A true gem! This charming 4-bedroom, 2-bathroom home with over 2,500 square feet in the Golden Beach subdivision is just across the street from the beach. There is only a short distance to The Historic Boca Grande Village for shopping and restaurants. Kidd Street holds only 3 other homes making it your own private oasis. Experience breathtaking sunset views from your oversized screened lanai facing the gulf. The main floor features hardwood floors, a bright airy floor plan, a living room, dining room and kitchen. The master bedroom suite is off the living room featuring an oversized closet and bathroom. The two spare bedrooms have a jack-n-jill bathroom with the laundry closet off the hall.

The Island School, FL Homes for Sale

Uncover coastal sophistication in this Yusk-built residence that elevates beyond the ordinary, capturing the essence of Boca Grande living. Brimming with warmth and character, this home invites you to savor a life well-lived by the water's edge. Encompassing approximately 2200 square feet plus an additional bonus area, this charming home effortlessly fuses refinement with functionality. With three bedrooms and two bathrooms, it unfolds as a private sanctuary, offering 80 feet of serene waterfront. The private dock, featuring an 8000-pound lift and a convenient platform for kayaks, beckons exploration of serene waterways. Tailored for the discerning homeowner, the new roof, impact windows, I

The Island School, FL Homes for Sale

This new custom waterfront residence is situated in the Waterways neighborhood. The main level features an open-concept layout with soaring ceilings, shiplap accents, and a seamless indoor-outdoor flow. The gourmet kitchen is equipped with top-of-the-line appliances, maple cabinetry, bespoke lighting, and a large island. This level also has a separate dining room and guest suite. The expansive living area opens to spectacular water views through sets of sliding glass doors, while the adjacent porch with a summer kitchen provides the ideal outdoor setting. The top floor offers a centrally located wine and coffee bar and lounge area, perfect for relaxation. The luxurious primary suite include

The Island School, FL Homes for Sale

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 tack

The Island School, FL Homes for Sale

Experience luxury waterfront living in this beautifully renovated 4-bedroom, 4-bath pool home, spanning 3,454 sq ft. Located near the village of Boca Grande on a deep-water canal, this home boasts an open floor plan with panoramic water views, an upgraded kitchen with Viking appliances, dual islands, and ample storage. The main floor includes two guest suites with ensuite baths and sunny deck, while the second floor offers a spacious primary suite with a private balcony, office/den, and luxurious bath, plus a third guest suite. Enjoy the island's outdoor lifestyle with a heated saltwater pool, outdoor kitchen, covered seating, and a 114’ dock with a covered 12,000lb boat lift. Additio

The Island School, FL Homes for Sale

Located in the private gated community of Boca Bay South Village is a 3 bedroom, 2 1/2 bath “Harborside" waterfront end-unit condo with unobstructed bay views of Charlotte Harbor. The courtyard leads you to the main entrance or an elevator greets you at the foyer of this 3 bedroom, 2 1/2 bath, residence featuring a one level open plan with 10’ volume ceilings, white hardwood oak flooring throughout, and a screened lanai. The living space flows seamlessly, taking full advantage of the mesmerizing bay views. A well-designed kitchen with tray ceiling is outfitted with stainless steel appliances, custom cabinetry, tile backsplash and blue bahia counters. The expansive waterfron

The Island School, FL Homes for Sale

This charming coastal retreat located in the gorgeous waterfront community of Boca Bay on Gasparilla Island combines serene coastal living with modern updates for comfort and peace of mind. The open, sunlit layout features a beautifully appointed kitchen with Sub-Zero and Thermador appliances, while the expanded living room offers an additional waterfront sitting area for year-round enjoyment. Outside, a spacious deck with stunning Charlotte Harbor views is perfect for gatherings or relaxed afternoons. Hardwood floors evoke classic 'Old Florida' charm, and the top-floor primary suite includes a private Ipe wood deck and separate loft with sweeping Harbor views. Elevated with impact glass an

The Island School, FL Homes for Sale

Welcome to 819 Harbor Shore Drive, Unit 1 – a breathtaking waterfront, ground level condominium that offers luxury and serenity with every glance towards the tranquil Charlotte Harbor. The condominium had no damage as a result of recent storms and is ready for immediate enjoyment. This splendid home combines elegance, comfort, and accessibility in a seamless open floor plan design, ideal for both relaxing and entertaining. Bathed in natural light, the interior boasts high ceilings and custom cabinetry, adding to its charm and functionality. Hurricane impact glass windows in combination with electric roll-down shutters provide safety while showcasing stunning water views. The heart of

The Island School, FL Homes for Sale

Under Construction. Completion early 2025 * * * Quite possibly the most unique waterfront location ever offered for sale in Southwest Florida!! Sunrises and Sunsets will be enjoyed here together with 180 degrees of Gulf to Bay cerulean waterscape, pristine beaches, nostalgic lighthouse view, and Historic Boca Grande Pass – AKA ‘The Tarpon Capital of the World’. This exquisite custom built estate will offer 8,100 square feet of living space and nearly 3,000 square feet of additional outdoor & garage accommodations. The generous floor plan will headline a Master Bedroom Suite that is a must see even for the most selective Buyer along with four additional luxurious be

The Island School, FL Homes for Sale

"Experience absolute luxury in this stunning 3-bed, 3-bath beachfront townhome boasting a modern quartz and stainless steel kitchen, expanded sundeck, and an unbeatable 'perfect 10' location. Enjoy ultimate comfort with zoned A/C on each level, enhanced efficiency and tranquility with foam insulation, and the sleek aesthetic of amazing 2' x 4' tiles throughout. Revel in endless sunsets from the ideal beachfront spot, and indulge in extra storage for all your beach toys, a grill, ground-level deck, and a fantastic outdoor shower. Plus, relish in the community's oversized heated pool, adding an extra layer of relaxation to your dream beachfront oasis!"

The Island School, FL Homes for Sale

Brand New Construction * * * Another Luxury Model Home at Hill Tide Estates is now completed 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 cu

The Island School, FL Homes for Sale

“Now Offered” The Lowest Priced Custom Home Building Lot at Hill Tide Estates! Lot 19 is one of the largest Lots in the Community and offers convenient access to the Private East Beach along with the newly renovated Fishing Pier exclusive only to Hill Tide Estates Ownership. This Deluxe Corner Lot provides Limitless Architecture Flexibility due to its favorable AE-6 flood zone designation. The 19 Custom Home Gated Community offers Panoramic Seascape unmatched anywhere on Boca Grande. This Luxurious Gated Subdivision Showcases Custom Designed Residences on brick paved streets overlooking the Gulf of Mexico, Boca Grande Pass, and Charlotte Harbor!

The Island School, FL Homes for Sale

Lot # 18 + (Uncle Henry's 60' Boat Slip #39) offers partial views of Boca Grande Pass. 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 on Gasparilla Island. The gated community includes custom designed luxury residences on brick paved streets overlooking the Gulf of Mexico, Boca Grande Pass, and Charlotte Harbor. The Hill Tide Estates property is the only site on Gasparilla Island that fronts Boca Grande Pass. Boca Grande Pass is situated at the mouth of Charlotte Harbor between the southern tip of Gasparilla Island and the northern t

The Island School, FL Homes for Sale

An extraordinary multiple home site offering on a serene and picturesque waterfront Island. Three Sisters Island is perfectly situated between Boca Grande and the majestic turquoise waters of Charlotte Harbor. The offering includes 7 home sites, all of which have direct water frontage and enjoy spectacular views. These lots provide direct water access where (within minutes) you can be navigating the Gulf of Mexico, Florida’s Intracoastal Waterways and historic local ports like Boca Grande, Useppa Island, Cabbage Key, Pine Island, Captiva & Sanibel Islands. Sportsman are sure to appreciate this location as you are also minutes away from world class offshore, inshore & back

The Island School, FL Homes for Sale

Oversized Mostly Cleared Vacant 11,550sqft Lot at the Southernmost Point of Boca Grande. Just steps from the Gasparilla Pass Public Beach, With an elevated house you could enjoy Peek-a-boo Views of the Gulf of Mexico and the Pass. Just minutes by Golf Cart to the Village and all your island Restaurants and shops. Come Build your Dream Home in Paradise!