8241 Main St
Bokeelia, FL 33922
Waterfront B&B | Bonus Depreciation Eligible · Retail Property For Sale

Investment highlights
HOTEL/MOTEL ZONING — Rare zoning flexibility allowing for hospitality, boutique lodging, vacation rental, or bed & breakfast use opportunities.
100% BONUS DEPRECIATION ELIGIBLE — Significant tax advantage with qualifying FF&E values eligible for 100% Bonus Depreciation.
FORMER ICONIC BED & BREAKFAST — Previously operated as the well-known Bokeelia Tarpon Inn, offering strong potential to revive a boutique inn or luxury coastal retreat concept.
TURN-KEY OPPORTUNITY — Property may be purchased fully furnished and operationally ready for immediate use or income-producing potential.
PRIME WATERFRONT LOCATION ON PINE ISLAND — Positioned on the northern tip of Pine Island with panoramic Charlotte Harbor views and immediate access to world-class boating and fishing destinations.
TWO BOAT LIFTS + WATER ACCESS — Features 2 private boat slips with lift access offering direct boating access to Charlotte Harbor, Matlacha Pass, Boca Grande Pass, Cayo Costa, and the Gulf.
AMPLE PARKING + ADDITIONAL PARKING POTENTIAL — Oversized lot provides substantial onsite parking with flexibility for expanded parking accommodations.
OVER $1 MILLION IN RENOVATIONS & CAPITAL IMPROVEMENTS — Extensively upgraded while preserving historic coastal character and charm.
LUXURY HOSPITALITY FEATURES — 4 Bedrooms | 5 Bathrooms with gourmet chef’s kitchen, designer finishes, multiple entertaining spaces, waterfront lanais, and premium systems throughout.
HIGH-DEMAND DESTINATION MARKET — Located near the Bokeelia Fishing Pier, island restaurants, marinas, and premier Southwest Florida boating destinations attracting tourism and seasonal visitors year-round.
RARE HISTORIC WATERFRONT ASSET — Unique combination of historic significance, modern infrastructure, waterfront access, and flexible commercial potential creates a highly differentiated investment opportunity.
RESILIENT INFRASTRUCTURE & SYSTEMS — Includes Generac standby generator, HOOT aerobic septic system, electric hurricane protection, Kevlar lanai protection, spray foam insulation, and tankless water heater.
Waterfront Bed & Breakfast Opportunity | 100% Bonus Depreciation Eligible | Hotel/Motel Zoning
Marketing description
Formerly known as the iconic Bokeelia Tarpon Inn, this rare waterfront estate presents an extraordinary opportunity to acquire a historic hospitality asset with unmatched zoning flexibility on the northern tip of Pine Island. Offering breathtaking panoramic views of Charlotte Harbor, this fully renovated property blends timeless Old Florida charm with over $1 million in luxury improvements, creating a truly one-of-a-kind investment and lifestyle opportunity.
Currently configured as a 4-bedroom, 5-bath estate and offered potentially turn-key furnished, the property is ideally suited for a boutique inn, luxury bed & breakfast, waterfront retreat, vacation rental operation, or private coastal compound. The property benefits from coveted Hotel/Motel zoning, opening the door to a wide range of hospitality and income-producing possibilities. Additionally, qualifying FF&E values may allow for 100% Bonus Depreciation, creating a significant potential tax advantage for investors.
Originally operated for many years as the beloved Bokeelia Tarpon Inn, the property carries a rich history and established presence within the community. Today, it has been meticulously restored and upgraded while preserving its historic architectural character. Vintage details are thoughtfully paired with modern systems and designer finishes throughout the home.
The gourmet kitchen serves as a stunning focal point, featuring premium Big Chill appliances, unlacquered brass hardware, soapstone countertops, custom cabinetry, a Zephyr industrial hood, brass pot filler, and herringbone brick flooring. Additional luxury features include vaulted ceilings, multiple built-in fireplaces, spa-inspired bathrooms, hardwood flooring, porcelain tile, custom millwork, and expansive entertaining areas designed to maximize the spectacular waterfront setting.
Positioned on an oversized waterfront lot, the property includes two private boat slips with lift access, allowing direct boating access to Charlotte Harbor, Matlacha Pass, Boca Grande Pass, Cayo Costa, and the Gulf of Mexico. The site also offers substantial onsite parking with additional parking potential, an increasingly rare feature for boutique hospitality properties in coastal markets.
Infrastructure and resiliency improvements include two A/C systems, spray foam insulation, a walkable attic, tankless water heater, permanently installed Generac generator, HOOT aerobic septic system, electric hurricane protection, Kevlar lanai protection, James Hardie shake siding, all-new Azek decking, and professionally designed landscaping with mature fruit trees, rose gardens, and a custom pergola.
Located just minutes from the Bokeelia Fishing Pier, Pine Island Center, local marinas, waterfront dining, and some of Southwest Florida’s most sought-after boating and fishing destinations, this offering combines luxury, historic significance, waterfront access, and commercial flexibility into a truly irreplaceable coastal investment opportunity.