
1741 WINSTAN AVENUE, ENGLEWOOD, FL, 34223
Active15 days on marketListed Sep 5, 2026MLS #C7529989
About this home
1741 WINSTAN AVENUE
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 & features
The home at a glance
2
Bedrooms
1
Bathrooms
640
Sqft
0.14 ac
Lot size
2024
Year built
One
Levels
$455
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$2,086 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,086/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+59.5%
$/sqft vs Englewood actives
$455 vs $235
Days on market
15 vs 71 typical
Where $455/sqft sits among the 400 Englewood actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Englewood
Get to know Englewood. See the full Englewood guide →
ENGLEWOOD 34223 — neighborhood snapshot
Population
19,036
Median age
67.6
Median income
$70,155
Median home value
$358,000
Avg household
1.89
Households w/ children
693
For the school run
Charlotte County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$330K → $353K
Englewood median sold, yr/yr
94.6%
Sale-to-list ratio (12 mo)
170 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 22% below the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 1741 WINSTAN AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$541,500
1711 RIVERSIDE DRIVE · same community
4 bd · 4 ba · 1,889 sqft · $287/sqft · 34 DOM
Sold · Jun ’26$290,000
1385 GULF BOULEVARD UNIT 3-8
2 bd · 1 ba · 594 sqft · $488/sqft · 55 DOM
Sold · Jun ’26$500,000
1175 LITTLE COURT
2 bd · 1 ba · 720 sqft · $694/sqft · 6 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Anealya Hammad
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1741 WINSTAN AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1741 WINSTAN AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Anealya's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1741 WINSTAN AVENUE FAQs
What would the monthly payment be for 1741 WINSTAN AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,086/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 1741 WINSTAN AVENUE?+
The most recent tax bill on record (2025) was $968. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Englewood?+
At $291,500, this home is listed about 19% below the Englewood median of $359,950. The market section on this page shows how the area is trending.
Which schools are assigned to 1741 WINSTAN AVENUE?+
Lemon Bay High School (high), L. A. Ainger Middle School (middle) — Charlotte County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of JOHN R WOOD PROPERTIES · BJ Jones. MLS #C7529989.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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