Refine Search
Sort by
$1,875,000
4 Beds 5 Baths B26063000 MLS Formerly Known As Bokeelia Tarpon Inn BLDG.
PUBLIC PRICING AUCTION - BIDDING IS EXTENDED UNTIL OCTOBER 17, 2026. List price is the minimum qualified bid of $1,875,000, determined by the public. View the terms of this sale and the process before bidding. A rare asset with many possibilities - waterfront estate, retreat, investment, or short-term rental. This historic estate blends early-1900s character with over $1 MILLION in high-end upgrades, and qualifies for 100% bonus depreciation on FF&E values. Located on the northern tip of Pine Island, where the views simply do not get better. Water views from nearly every window, and the primary suite has panoramic views of Charlotte Harbor. With 2 BOAT SLIPS and lift access, entry into Charlotte Harbor and the Gulf is quick and easy. Some properties are easy to describe by bedrooms, bathrooms, square footage and comparable sales. 8241 Main Street is not one of them. Formerly known as the historic Bokeelia Tarpon Inn, this 4-bedroom, 5-bath waterfront estate on the northern end of Pine Island combines more than a century of Old Florida history with more than $1 million in improvements, restoration, design and modernization by the current owners. It may also be purchased turn-key, creating an unusual opportunity for a buyer who wants to begin enjoying the property without first undertaking years of renovation and furnishing. What makes 8241 Main Street particularly difficult to duplicate is not any single feature. It is the combination of history, waterfront setting, artistic character, boating access, privacy, flexibility and location within one of Southwest Florida's most distinctive island environments. HISTORY AND SETTING The home dates to 1914 and has evolved through generations of Pine Island history. Its identity has long been connected to Bokeelia's fishing heritage and the extraordinary waters surrounding the north end of the island. Today the residence retains the character and proportions of an earlier Florida while incorporating extensive modern improvements designed for comfort, resiliency and everyday use. The setting is exceptional. From the northern end of Pine Island, the property enjoys expansive water views, including panoramic views toward Charlotte Harbor from the primary suite. Water can be seen from many areas of the residence, creating a constant visual relationship between the home and the surrounding coastal environment. For boaters and anglers, the location opens into an extraordinary Southwest Florida water system. The property includes two boat slips with lift access and provides boating connections into the Charlotte Harbor, Matlacha Pass and greater Pine Island Sound region, with access toward Boca Grande, Cayo Costa, North Captiva, Captiva and the Gulf. This is an area whose fishing history stretches back generations and remains internationally associated with tarpon and some of Florida's most celebrated inshore and coastal fishing. THE RESIDENCE The experience begins before entering the home. The grand covered front area creates a natural place to sit, entertain, enjoy coastal breezes and take in the waterfront surroundings. Throughout the property, historic character has been preserved while new improvements have been incorporated with unusually thoughtful attention to materials and design. The gourmet kitchen is a centerpiece rather than simply a functional room. It features a Big Chill refrigerator and Big Chill Classic gas range, unlacquered brass hardware, a designer Zephyr ventilation hood with commercial-grade baffle system, brass pot filler, soapstone countertops and full-height soapstone backsplash, custom solid-wood cabinetry, glass-front upper cabinets, a custom integrated drainboard sink, restored antique pantry door, period-inspired leaded-glass transom and classic herringbone brick flooring. The principal living areas are bright, open and filled with natural light. Porcelain tile flooring and a Touchstone built-in electric fireplace complement the home's historic architecture without attempting to disguise its age or character. Upstairs, solid-wood floors and custom hardwood stair treads continue the traditional feel of the residence. The expansive primary suite includes vaulted tongue-and-groove ceilings, decorative beam detailing, panoramic water views and a built-in electric fireplace. The spa-inspired primary bathroom includes water-jet-cut marble mosaic tile, a freestanding soaking tub, Kingston Brass floor-mounted tub filler with hand shower, custom solid-wood cabinetry and thoughtfully selected finishes intended to feel more like a private retreat than an ordinary residential bathroom. SYSTEMS, STRUCTURE AND PROTECTION The improvements extend well beyond finishes and decoration. Major property features include: • Metal roof • Two A/C systems • Spray-foam insulation • Walkable attic with additional storage • Navien high-efficiency tankless water heater • Permanently installed Generac standby generator • HOOT aerobic wastewater treatment system • Impact-resistant windows • Electric hurricane protection throughout the home • Kevlar hurricane protection for the upstairs lanai • James Hardie shake siding • High-performance AZEK decking • New railings and stairs • Front deck supported by 24 new structural columns • Covered upstairs porch with tongue-and-groove pecky cypress ceiling • Custom-built pergola with electric • Two boat slips and boat-lift access The grounds are as individual as the residence. Mature landscaping includes fruit-bearing orange, lemon, lime, fig, blackberry and combination citrus trees, together with a substantial coral fountain, rose garden, landscape lighting and outdoor areas intended for relaxation and gathering. RANGE OF POSSIBLE USES Yet the physical improvements tell only part of the story. The possibilities for this property are unusually broad. A future purchaser may see it first as a distinctive private waterfront residence. Another may envision a multi-generational estate or legacy property. An entrepreneur may see a Florida base from which to live, work and entertain. A company or closely held business may see an executive residence or private corporate retreat. A hospitality-minded purchaser may see the property's historic identity and flexible configuration differently again. It may suit an artist, writer or creative professional seeking privacy and inspiration. It may suit the serious fisherman or boater who understands what proximity to Charlotte Harbor, Boca Grande Pass and the surrounding islands means. It may suit a naturalist, photographer or environmentally minded purchaser attracted to the mangroves, aquatic preserves, wildlife and comparatively undeveloped character of this part of Southwest Florida. And for someone relocating to Florida, the turn-key nature of the property presents another possibility: establish an immediate furnished waterfront residence while taking the time to determine what a permanent Florida lifestyle ultimately looks like. BOKEELIA AND PINE ISLAND Bokeelia itself is part of the opportunity. Located at the northern end of Pine Island, Bokeelia remains dramatically different from much of highly developed coastal Florida. The island is surrounded by an extraordinary combination of estuarine waters, mangrove systems, fishing grounds, protected aquatic environments and barrier islands. Pine Island Sound lies to the west and Matlacha Pass to the east, with Charlotte Harbor immediately associated with the island's northern end. This is an area where boating, fishing and nature are not amenities added by a developer. They are part of the geography and culture. Pine Island's relationship with these waters reaches back thousands of years. The Calusa built an extraordinarily sophisticated fishing-based society throughout Southwest Florida's estuarine environment. Pine Island remains home to important archaeological and environmental research, while the surrounding Pine Island Sound and Matlacha

8241 MAIN Street, Bokeelia

$80,000
A12053142 MLS Pine Island Villas BLDG.
Embrace the ultimate island lifestyle with this prime residential lot in Bokeelia! Nestled in the desirable Pine Island Villas community, this vacant parcel offers a rare, affordable opportunity to build your dream home or secure an incredible investment. approx. 8,400 sq ft..this rectangular lot features outstanding depth, providing plenty of space for a backyard oasis, a pool, a workshop, or secure parking for your boat, RV, and island toys. With southern exposure, you’ll enjoy beautiful Florida sunshine all day long. The standout feature here is the flexible MH-1 zoning. This versatile designation allows you to choose: place a brand-new, modern manufactured home or construct a custom, traditional stick-built single-family home! Location is everything on the island. You are less than a mile from top-rated Pine Island Elementary and just minutes from world-class tarpon fishing, local boat ramps, full-service marinas, and Bokeelia’s famous waterfront dining. 1.5 miles from Publix 1.6 from winn Dixie & more ! everything you need right around the corner.Whether you are looking to build a permanent residence, a winter escape, or an income-producing property, this lot is ready to bring your vision to life. Drive by today and start planning your island getaway. boaters paradise, save on storage fees, rapid access to water bring your boat, bridge free, and a nice paved road to top off BRING YOUR RV, MOBILE HOME, 5TH WHEEL, BOAT AND MORE ! LIVE THE ISLAND LIFE ! GOLF CARTS ALLOWED !

5660 Rainbow Drive, Bokeelia

$115,000
A12033898 MLS
Rare Double-Lot Oasis! Cleared 1-Acre Parcel in Desirable Bokeelia – Ready for Your Dream Island Home! Escape to the tranquil paradise of Pine Island and build your ultimate retreat on this massive 1-acre cleared lot. While most standard parcels in the peaceful Kreamer’s Avocado subdivision are just a half-acre, this rare property offers double the size, giving you an incredible whole acre of pure potential. The grueling and expensive site preparation is already done for you. The lot has been meticulously cleared, and stumps have been completely removed, saving you thousands of dollars in upfront excavation costs, heavy machinery rentals, and months of waiting on contractors. It is a clean slate, 100% ready for your architectural blueprints. Situated on the highly sought-after north end of Pine Island in Bokeelia, this location perfectly balances secluded "Old Florida" charm with convenient modern amenities. Enjoy a relaxed, golf-cart-friendly island lifestyle surrounded by lush palm nurseries, tropical fruit groves, and vibrant local art culture. You are just minutes away from world-class tarpon fishing, multiple local marinas, public boat ramps, local boutiques and stunning waterfront dining landmarks like the historic Tarpon Lodge. When you need a taste of the city, Cape Coral is just a short, scenic 20-minute drive away. Electricity and water available in the immediate area. No HOA and the property is NOT in a flood zone!

15093 Martinique Way, Bokeelia

$1,080,000
4 Beds 3 Baths A11936425 MLS
Discover a rare opportunity to own a custom-built 2025 luxury estate in the heart of Bokeelia, where privacy, space, and modern elegance come together. Situated on an expansive 0.9-acre, this thoughtfully designed 4-bedroom, 3-bathroom residence offers elevated living just steps from serene lake views and Southwest Florida’s natural beauty. This contemporary single-story home showcases high ceilings and abundant natural light. Open-concept layout, designer kitchen with a cooking island, premium finishes, and an inviting living area that flows to the covered lanai—perfect for entertaining or relaxing. The split-bedroom floor plan provides exceptional privacy, highlighted by a luxurious primary suite with a spa-inspired bathroom, walk-in closets, and refined details throughout. A versatile additional bedroom and den/office space offer flexibility for guests, family, or remote work. Designed for both comfort and function, the property includes a three-car garage, impact windows and doors, concrete block construction, and outdoor living—pool, pergola, or garden oasis—on this generous lot.Enjoy the tranquility of country-style living while remaining close to Pine Island amenities, marinas, boating, and Southwest Florida’s best lifestyle offerings. The pool is currently under construction, offering the buyer the opportunity to customize certain design elements within the seller’s budget. A truly exceptional opportunity to build and live in the Florida lifestyle at its finest.

Bokeelia

$1,300,000
4 Beds 3 Baths A12023995 MLS
Welcome to this luxurious, brand-new dream home—never before lived in! Featuring 4 spacious bedrooms, 3 full bathrooms, and a versatile den that can easily serve as a fifth bedroom, this exceptional residence offers the perfect blend of elegance, comfort, and functionality. The thoughtfully designed layout includes both a lavish primary suite and a private junior suite, making it ideal for multi-generational living or accommodating guests in style.Meticulously crafted with exceptional attention to detail, this home showcases designer flooring throughout, a gourmet kitchen equipped with premium appliances, beautifully appointed bathrooms, and a durable metal roof complemented by matching metal soffits and metal fascia. Every room reflects quality craftsmanship and sophisticated design.From the upscale finishes to the carefully selected materials, every element has been thoughtfully chosen to create a luxurious yet comfortable living experience. No expense has been spared, and no detail has been overlooked.Bring your most discerning buyers—this stunning, move-in-ready home is sure to impress and leave a lasting impression from the moment they walk through the door.

12526 Indian Shell Trail, Bokeelia

$462,500
2 Beds 2 Baths B26040403 MLS
Welcome to your own slice of island paradise! This beautifully updated 2-bedroom, 2-bath home offers the perfect Key West vibe with a relaxed coastal feel throughout. Featuring new cabinets, countertops, flooring, and attic foam insulation (approximately 2 years ago), this home is move-in ready. Enjoy your private in-ground saltwater pool, perfect for entertaining or unwinding after a day on the water. Located just down the street from a public boat ramp with easy access to the Gulf and open waters, this property is ideal for boaters and anglers. Backing up to a peaceful mango farm, you'll love the privacy and tropical atmosphere. Whether you're looking for a full-time residence, vacation retreat, or income-producing Airbnb, this Pine Island gem checks all the boxes! Some photos may have been digitally enhanced or virtually modified for marketing purposes. Images are intended to illustrate the property's potential and may not reflect current conditions.

15804 Missouri Street, Bokeelia