Log In/Sign Up
Your email has been sent.
Auction: A Rare Florida Waterfront Estate 8241 Main St 4,968 SF 100% Leased Retail Building Bokeelia, FL 33922 $346,850 CAD ($69.82 CAD/SF)



Investment Highlights
- FLEXIBLE WATERFRONT USE POTENTIAL — Historic estate with opportunities for private residential, executive retreat, furnished rental, boutique hospital
- FORMER BOKEELIA TARPON INN — Historic 1914 waterfront estate formerly operated as the Bokeelia Tarpon Inn, offering a distinctive Old Florida story an
- PRIME CHARLOTTE HARBOR WATERFRONT SETTING — Located at the north end of Pine Island with panoramic water views and exceptional access to Southwest Fl.
- POTENTIAL TAX ADVANTAGES — Qualifying FF&E and other components may offer depreciation benefits; buyers should consult their own tax professionals.
- TURN-KEY OPPORTUNITY — Available fully furnished for immediate personal use, executive retreat, rental, or hospitality, recent one million improvement
- TWO PRIVATE BOAT SLIPS + WATER ACCESS — Two boat slips with lift access to Charlotte Harbor, Pine Island Sound, Boca Grande, Cayo Costa, and Gulf.
Executive Summary
PUBLIC PRICING™ AUCTION SALE — THIS PROPERTY WILL BE SOLD ON OR BEFORE SEPTEMBER 12, 2026.
The published $250,000 price is the required deposit due at contract, regardless of the final sale price.
There are properties you buy to live in. There are properties you buy as investments. 8241 Main Street in Bokeelia offers the unusual opportunity to do both.
This rare historic waterfront estate, originally built in 1914 and formerly known as the Bokeelia Tarpon Inn, has been transformed by the current owners through more than $1 million in improvements, restoration, systems, finishes, landscaping, and exterior enhancements.
ONE PROPERTY. MANY POSSIBILITIES.
Private Florida estate. Executive retreat. Family getaway. Corporate residence. Florida transition home. Legacy property. Furnished rental. Boutique hospitality concept. Boating and fishing base. Income-producing waterfront asset. Or simply an extraordinary place to live.
OWN IT. ENJOY IT. LET IT WORK WHEN YOU’RE AWAY.
The property offers approximately 3,200 square feet with 4 bedrooms and 5 bathrooms, expansive indoor and outdoor gathering areas, panoramic Charlotte Harbor views, two private boat slips with lift access, extensive storm protection, upgraded systems, designer finishes, and potential turn-key availability.
LOCATION MAY BE THE PROPERTY’S GREATEST AMENITY.
Bokeelia sits at the north end of Pine Island in one of Southwest Florida’s most distinctive and naturally beautiful waterfront settings. This is Old Florida — quieter, lower-density, more authentic, and far removed from the tower-and-traffic experience found in many coastal markets.
The surrounding water system creates an extraordinary lifestyle. Charlotte Harbor, Pine Island Sound, Matlacha Pass, Boca Grande, Cayo Costa, North Captiva, Captiva, Sanibel, and the Gulf waters beyond are all part of the broader boating and fishing environment that makes this part of Florida so special.
For boaters, the opportunity is immediate. Step away from the house, access the water, and begin exploring some of Southwest Florida’s most celebrated islands, passes, beaches, fishing grounds, and coastal destinations.
For anglers, this is legendary water. The Charlotte Harbor and Boca Grande region is internationally known for tarpon fishing, along with snook, redfish, spotted seatrout, grouper, snapper, cobia, sheepshead, mackerel, and numerous other Gulf and inshore species.
For nature lovers, the experience extends beyond boating and fishing. Mangroves, seagrass beds, estuaries, aquatic preserves, birdlife, marine life, and largely undeveloped island environments create a setting that feels increasingly rare in Florida.
Cayo Costa provides miles of undeveloped island shoreline. Pine Island Sound and Matlacha Pass surround Pine Island with protected estuarine waters. Boca Grande Pass provides a major entrance to the Gulf and is one of the most recognized tarpon-fishing destinations in the world.
This is a place for kayaking at sunrise, boating to lunch, fishing before breakfast, gathering family on the porch, entertaining clients for a weekend, watching sunsets over the water, or simply disappearing for a few days into a quieter version of Florida.
Privacy without isolation. Character without pretense.
The natural environment is not decoration here. It is part of the property’s larger sense of place.
The docks are only the beginning. The real amenity is the water system beyond them.
Inside, the home combines authentic Old Florida character with significant modern investment. Improvements include a designer kitchen with Big Chill appliances, soapstone countertops, custom cabinetry, brass details, upgraded baths, custom millwork, impact-resistant windows, electric hurricane protection, Kevlar protection at the upstairs lanai, Generac standby generator, metal roof, spray-foam insulation, tankless water heater, upgraded HVAC, AZEK decking, landscaping, lighting, and numerous additional structural, mechanical, and cosmetic improvements.
The property may also be available furnished, creating the potential for a buyer to begin enjoying or operating it without having to recreate what has already been assembled.
For buyers considering investment or income-producing use, furnished rental, hospitality, executive lodging, and other strategies may be worth exploring, subject to applicable zoning, association requirements, permits, insurance, and governmental approvals. Qualifying furniture, fixtures, equipment, and other components may also offer depreciation opportunities; buyers should consult their own tax professionals regarding eligibility and treatment.
What makes this offering especially compelling is its flexibility.
A buyer may see a private waterfront home. Another may see a family legacy property. Another may see an executive retreat. Another may see an income-producing asset. Another may see a Florida relocation strategy. Another may see a boutique hospitality concept.
The next owner does not have to fit the property into one predetermined use.
The property can be shaped around the buyer’s life, business, family, investment goals, and vision.
PUBLIC PRICING™ is not conventional open-cry bidding.
It is a buyer-and-seller collaboration process designed to allow serious buyers to study the property, form their own opinion of value, communicate privately, and have a conversation before final decisions are made.
Understand the property. Have a conversation. Decide your price.
All bidding communication is handled directly through Fred DeFalco, licensed auctioneer and broker, together with the owner of the property. The objective is clarity, not confusion; conversation, not pressure.
Broker cooperation is welcomed. Fred DeFalco will cooperate with brokers representing qualified buyers, including appropriate cooperation with out-of-state brokers in accordance with Florida law.
The owners have relocated and are ready to move forward.
THIS PROPERTY WILL BE SOLD ON OR BEFORE SEPTEMBER 12, 2026.
If 8241 Main Street is of serious interest to you, begin the conversation sooner rather than later.
Study the property. Study the possibilities. Decide what it is worth to you.
Complete property information, photographs, due diligence materials, buyer information, and registration are available at:
www.8241Main.com
The published $250,000 price is the required deposit due at contract, regardless of the final sale price.
There are properties you buy to live in. There are properties you buy as investments. 8241 Main Street in Bokeelia offers the unusual opportunity to do both.
This rare historic waterfront estate, originally built in 1914 and formerly known as the Bokeelia Tarpon Inn, has been transformed by the current owners through more than $1 million in improvements, restoration, systems, finishes, landscaping, and exterior enhancements.
ONE PROPERTY. MANY POSSIBILITIES.
Private Florida estate. Executive retreat. Family getaway. Corporate residence. Florida transition home. Legacy property. Furnished rental. Boutique hospitality concept. Boating and fishing base. Income-producing waterfront asset. Or simply an extraordinary place to live.
OWN IT. ENJOY IT. LET IT WORK WHEN YOU’RE AWAY.
The property offers approximately 3,200 square feet with 4 bedrooms and 5 bathrooms, expansive indoor and outdoor gathering areas, panoramic Charlotte Harbor views, two private boat slips with lift access, extensive storm protection, upgraded systems, designer finishes, and potential turn-key availability.
LOCATION MAY BE THE PROPERTY’S GREATEST AMENITY.
Bokeelia sits at the north end of Pine Island in one of Southwest Florida’s most distinctive and naturally beautiful waterfront settings. This is Old Florida — quieter, lower-density, more authentic, and far removed from the tower-and-traffic experience found in many coastal markets.
The surrounding water system creates an extraordinary lifestyle. Charlotte Harbor, Pine Island Sound, Matlacha Pass, Boca Grande, Cayo Costa, North Captiva, Captiva, Sanibel, and the Gulf waters beyond are all part of the broader boating and fishing environment that makes this part of Florida so special.
For boaters, the opportunity is immediate. Step away from the house, access the water, and begin exploring some of Southwest Florida’s most celebrated islands, passes, beaches, fishing grounds, and coastal destinations.
For anglers, this is legendary water. The Charlotte Harbor and Boca Grande region is internationally known for tarpon fishing, along with snook, redfish, spotted seatrout, grouper, snapper, cobia, sheepshead, mackerel, and numerous other Gulf and inshore species.
For nature lovers, the experience extends beyond boating and fishing. Mangroves, seagrass beds, estuaries, aquatic preserves, birdlife, marine life, and largely undeveloped island environments create a setting that feels increasingly rare in Florida.
Cayo Costa provides miles of undeveloped island shoreline. Pine Island Sound and Matlacha Pass surround Pine Island with protected estuarine waters. Boca Grande Pass provides a major entrance to the Gulf and is one of the most recognized tarpon-fishing destinations in the world.
This is a place for kayaking at sunrise, boating to lunch, fishing before breakfast, gathering family on the porch, entertaining clients for a weekend, watching sunsets over the water, or simply disappearing for a few days into a quieter version of Florida.
Privacy without isolation. Character without pretense.
The natural environment is not decoration here. It is part of the property’s larger sense of place.
The docks are only the beginning. The real amenity is the water system beyond them.
Inside, the home combines authentic Old Florida character with significant modern investment. Improvements include a designer kitchen with Big Chill appliances, soapstone countertops, custom cabinetry, brass details, upgraded baths, custom millwork, impact-resistant windows, electric hurricane protection, Kevlar protection at the upstairs lanai, Generac standby generator, metal roof, spray-foam insulation, tankless water heater, upgraded HVAC, AZEK decking, landscaping, lighting, and numerous additional structural, mechanical, and cosmetic improvements.
The property may also be available furnished, creating the potential for a buyer to begin enjoying or operating it without having to recreate what has already been assembled.
For buyers considering investment or income-producing use, furnished rental, hospitality, executive lodging, and other strategies may be worth exploring, subject to applicable zoning, association requirements, permits, insurance, and governmental approvals. Qualifying furniture, fixtures, equipment, and other components may also offer depreciation opportunities; buyers should consult their own tax professionals regarding eligibility and treatment.
What makes this offering especially compelling is its flexibility.
A buyer may see a private waterfront home. Another may see a family legacy property. Another may see an executive retreat. Another may see an income-producing asset. Another may see a Florida relocation strategy. Another may see a boutique hospitality concept.
The next owner does not have to fit the property into one predetermined use.
The property can be shaped around the buyer’s life, business, family, investment goals, and vision.
PUBLIC PRICING™ is not conventional open-cry bidding.
It is a buyer-and-seller collaboration process designed to allow serious buyers to study the property, form their own opinion of value, communicate privately, and have a conversation before final decisions are made.
Understand the property. Have a conversation. Decide your price.
All bidding communication is handled directly through Fred DeFalco, licensed auctioneer and broker, together with the owner of the property. The objective is clarity, not confusion; conversation, not pressure.
Broker cooperation is welcomed. Fred DeFalco will cooperate with brokers representing qualified buyers, including appropriate cooperation with out-of-state brokers in accordance with Florida law.
The owners have relocated and are ready to move forward.
THIS PROPERTY WILL BE SOLD ON OR BEFORE SEPTEMBER 12, 2026.
If 8241 Main Street is of serious interest to you, begin the conversation sooner rather than later.
Study the property. Study the possibilities. Decide what it is worth to you.
Complete property information, photographs, due diligence materials, buyer information, and registration are available at:
www.8241Main.com
Financial Summary (Pro Forma - 2026) |
Annual (CAD) | Annual Per SF (CAD) |
|---|---|---|
| Gross Rental Income |
$242,795
|
$48.87
|
| Other Income |
-
|
-
|
| Vacancy Loss |
-
|
-
|
| Effective Gross Income |
$242,795
|
$48.87
|
| Taxes |
-
|
-
|
| Operating Expenses |
-
|
-
|
| Total Expenses |
$41,622
|
$8.38
|
| Net Operating Income |
$201,173
|
$40.49
|
Financial Summary (Pro Forma - 2026)
| Gross Rental Income (CAD) | |
|---|---|
| Annual | $242,795 |
| Annual Per SF | $48.87 |
| Other Income (CAD) | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Vacancy Loss (CAD) | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Effective Gross Income (CAD) | |
|---|---|
| Annual | $242,795 |
| Annual Per SF | $48.87 |
| Taxes (CAD) | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Operating Expenses (CAD) | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Total Expenses (CAD) | |
|---|---|
| Annual | $41,622 |
| Annual Per SF | $8.38 |
| Net Operating Income (CAD) | |
|---|---|
| Annual | $201,173 |
| Annual Per SF | $40.49 |
Property Facts
Sale Type
Investment
Sale Condition
Distress Sale
Property Type
Retail
Building Size
4,968 SF
Building Class
B
Year Built/Renovated
1914/2024
Price
$346,850 CAD
Price Per SF
$69.82 CAD
Percent Leased
100%
Building Height
2 Stories
Building FAR
0.35
Lot Size
0.32 AC
Zoning
RM-2 - RARE - RESIDENTIAL - ESTATE HOME - PLUS HOSPITALITY ZONING — HOTEL A lot of flexibility allowing for hospitality, boutique lodging, vacation rental
Frontage
110’ on Main Street
Amenities
- Waterfront
- Air Conditioning
- Balcony
Not walkable
10/100
Exceptionally drivable
90/100
Fairly bikeable
40/100
Property Taxes
| Parcel Number | 25-43-21-07-0000A.0060 | Improvements Assessment | $438,406 CAD |
| Land Assessment | $197,678 CAD | Total Assessment | $636,084 CAD |
Property Taxes
Parcel Number
25-43-21-07-0000A.0060
Land Assessment
$197,678 CAD
Improvements Assessment
$438,406 CAD
Total Assessment
$636,084 CAD
1 of 61
Videos
Matterport 3D Exterior
Matterport 3D Tour
Photos
Street View
Street
Map
Presented by
Auction: A Rare Florida Waterfront Estate | 8241 Main St
Already a member? Log In
Hmm, there seems to have been an error sending your message. Please try again.
Thanks! Your message was sent.
