$274,900
Active1741 Winstan Ave, Englewood, FL 34223
2 beds · 1 bath · 640 sq ft
Listing courtesy of JOHN R WOOD PROPERTIES · MLS# C7529989
53 days on market
Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .
About this home
Virtually Staged. Welcome to your own Key West-inspired rooftop bungalow, where island style meets serious steel strength. Why buy another restrictive condo with HOA rules, assessments, and shared hallways when you can own something entirely your own? This one-of-a-kind coastal bungalow trades elevators, shared hallways, and cookie-cutter architecture for a home with its own identity, its own outdoor space, and its own island personality, tucked into the charm of Old Englewood Village. The construction story is just as compelling as the lifestyle. Built from two modified steel shipping containers set on concrete pier foundations with embedded steel, this home was engineered specifically to stand up to Florida's coastal environment. Hurricane-impact windows, steel-frame construction, and a wind-design rated for extreme coastal conditions deliver a level of resilience that's hard to find in traditional construction, all wrapped in genuine Key West character. Step inside and the interior feels anything but compact. Granite countertops and luxury vinyl plank flooring bring a polished, easy-care finish throughout, while mini-split heating and cooling, a tankless water heater, and closed-cell spray foam insulation keep the home efficient and comfortable year-round. LED lighting with dimmers rounds out a space built for both everyday living and quiet evenings in. But the real showstopper is outside. Between the lower and upper outdoor living areas, this home features an incredible amount of space to stretch out, entertain, and enjoy the Florida lifestyle well beyond its conditioned interior footprint. Downstairs opens up room to relax or host casual gatherings, while the true centerpiece waits above. The private rooftop deck turns everyday moments into something special. Picture morning coffee above the neighborhood as the sun comes up over Englewood, or ending the day with the sky lighting up in every shade of orange and pink. A tropical-inspired entertaining space up top sets the stage for sunset cocktails, dinner under the stars, or simply unwinding with a view no ordinary home can match. Whether it becomes a private tiki-bar retreat, a rooftop hot-tub escape, or a laid-back lounge, this isn't just additional deck space. It's an entirely different way of living. Location adds even more to the story. Approximately 3 miles from historic Dearborn Street, where local shops, restaurants, and a weekly farmers market bring small-town charm to daily life, and near a boat ramp on Lemon Bay, where dolphins and manatees are regular company. Cast a line right from the bay, paddle out for the afternoon, or enjoy nearby kayak, paddleboard, and pontoon rentals. Englewood Beach and Manasota Key round out the area for sand, surf, and some of Southwest Florida's most colorful sunsets, and the laid-back rhythm of the Englewood lifestyle is woven into everything nearby. This is a home built for anyone in search of something different: real character, real strength, and a rooftop retreat that feels like a permanent vacation. Steel construction. Impact protection. Private outdoor living. No ordinary condo feel, and no shared walls to speak of. More Florida. More freedom. More outdoor living. Welcome home.
Facts
- Property type
- Single Family Residence
- Year built
- 2024
- Bathrooms
- 1 full
- Living area
- 640 sqft
- Lot size
- 0.14 acres
- Private pool
- No
- Exposure
- West
- Furnished
- Unfurnished
- Flood zone
- AE
- CDD
- No
- 55+ community
- No
- Annual taxes
- $968/yr
- Listed
- Sep 1, 2026
- MLS #
- C7529989
Price & status history
- Listed for $300,000
- Price reduced to $297,000
- Price reduced to $291,500
- Price reduced to $287,500
- Price reduced to $283,500
- Price reduced to $274,900
Virtual tour
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Estimate the monthly payment
Estimate by Lasbury Tracy Realty — not a loan offerStarting figures for 1741 WINSTAN AVE. Everything below is editable.
AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.
From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ — Florida reassesses on sale and homestead caps reset.
Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.
Starts at $0Deliberately zero until you enter a figure — we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.
Include condo, HOA, and master-association dues. CDD assessments usually arrive on the tax bill instead.
AssumptionNot applied — your down payment is 20% or more.
Estimated total monthly payment
$1,700
$1,390 of that is principal & interest. 18% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.
- Principal & interest
- $1,390
- Property taxes
- $81
- Homeowners insurance
- $229
- Flood insurance
- $0
- HOA / condo fees
- $0
- Mortgage insurance (PMI)
- $0
- Total per month
- $1,700
Over the life of the loan
- Loan amount
- $219,920
- Down payment
- $54,980
- Total interest
- $280,496
- Principal + interest paid
- $500,416
- Paid off in
- 2056
Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.
Calculated on this page from the figures above — nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.
Take a tour
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1741 Winstan Ave, Englewood, FL 34223
Listing courtesy of JOHN R WOOD PROPERTIES · MLS# C7529989 · Active
Where this home is
Opens on aerial — on this coast the canal, the lot and the neighbours answer more questions than a street grid does.
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