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$399,900

Active

185 Winson Ave, Englewood, FL 34223

3 beds · 2 baths · 1,500 sq ft

Listing courtesy of RE/MAX PALM REALTY · MLS# C7528510

103 days on market

Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .

About this home

What’s special

  • Original terrazzo floors
  • Plantation shutters
  • Butcher block countertops
  • Fenced backyard
  • Multiple storage buildings

AI-selected highlights from the listing description below.

Virtually Staged. ## **Short distance to Dearborn Street – Discover the Best of Old Englewood Living!** If you've been searching for the charm of **Old Englewood** with a location that truly embraces the Florida lifestyle, **185 Winson Avenue** is the one you've been waiting for. Imagine leaving your car at home and taking a short golf cart, bike ride, or walk to **historic Dearborn Street**—the heart of Englewood. Enjoy locally owned restaurants, sidewalk cafés, wine bars, boutique shopping, art galleries, live music, community events, and the popular weekly farmers market. From seasonal festivals to evening concerts, there's always something happening just minutes from your front door. For outdoor enthusiasts, you're only moments from **Indian Mound Park**, where you'll find a public boat ramp, kayak launch, fishing pier, picnic pavilions, and beautiful views of Lemon Bay. Spend your weekends boating, paddleboarding, fishing, or simply watching spectacular sunsets. **Englewood Beach** and **Manasota Key Beach** are just a short drive away, making every day feel like a vacation. Inside, this well-maintained 3-bedroom, 2-bath home blends classic Florida charm with thoughtful updates. Original terrazzo floors, plantation shutters, and an updated kitchen with butcher block countertops create a warm, inviting atmosphere that's both stylish and functional. A rare bonus is the **approximately 400-square-foot air-conditioned detached studio**, complete with a kitchenette and full bathroom. Whether you need a guest suite, private home office, in-law quarters, art studio, fitness room, workshop, or creative space, this flexible building offers endless possibilities. The fenced backyard provides room for all your Florida toys—including a boat, RV, golf cart, kayaks, and more—along with multiple storage buildings and plenty of space to build the custom pool you've always wanted. Whether you're looking for a primary residence, seasonal escape, vacation home, or investment property, **185 Winson Avenue** offers one of the most desirable combinations in Englewood: an unbeatable Old Englewood location, walkability to Dearborn Street, easy access to Lemon Bay and Gulf beaches, flexible living space, and the relaxed coastal lifestyle buyers are searching for. ** Come experience why so many fall in love with Old Englewood—and why you'll want to call 185 Winson Avenue home.**

Facts

Property type
Single Family Residence
Year built
1973
Bathrooms
2 full
Living area
1,500 sqft
Lot size
0.21 acres
Water view
Yes
Private pool
No
Exposure
West
Furnished
Unfurnished
Flood zone
AE
CDD
No
55+ community
No
Annual taxes
$3,346/yr
Listed
Jul 17, 2026
MLS #
C7528510

Price & status history

  1. Listed for $420,000
  2. Price reduced to $399,900

Virtual tour

Tours are hosted by the seller’s chosen provider, not by Lasbury-Tracy Realty. Opening one loads content from that company and shares your IP address with them.

Estimate the monthly payment

Estimate by Lasbury Tracy Realty — not a loan offer

Starting figures for 185 WINSON 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

$2,634

$2,022 of that is principal & interest. 23% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.

Principal & interest
$2,022
Property taxes
$279
Homeowners insurance
$333
Flood insurance
$0
HOA / condo fees
$0
Mortgage insurance (PMI)
$0
Total per month
$2,634

Over the life of the loan

Loan amount
$319,920
Down payment
$79,980
Total interest
$408,040
Principal + interest paid
$727,960
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

Pick a day that suits you — a licensed Lasbury Tracy agent confirms personally, usually within minutes. No account needed.

185 Winson Ave, Englewood, FL 34223

Listing courtesy of RE/MAX PALM REALTY · MLS# C7528510 · Active

How would you like to see it?
Which day?
What time of day?

In person · Thu, Oct 29 · Morning (9-12)

No account, no obligation. Prefer to talk? (941) 474-5585

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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Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 28, 2026, 9:51 PM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Some IDX listings have been excluded from this website.

Lasbury Tracy Realty Inc. · [email protected]