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Aerial View Indian Mound Park/Boat Ramp and Lemon Bay
Front of House
1 / 24

185 Winson AvenueEnglewood, FL, 34223

3beds
2baths
1,500sqft
Single Family Residence
Built in 1973
$399,900
For sale
$420,000−$20,100 (5%)Reduced Sep 2, 2026
Price per sqft
$267
Days on market
114
Listed
Jul 17
MLS #C7528510Updated Sep 4, 2026

About this property

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.**

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Property details

Property type
Single Family Residence
Street address
185 Winson Avenue
City
Englewood
State
FL
ZIP code
34223
Year built
1973
New construction
No
Faces
West
Rooms
10
Building stories
1
Living area
1,500 sqft
Total building area
1,296 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 2:15 AM EST

Price & sale history

Asking price reduced by $20,100 (4.8%) since first listed.

EventPrice
Price reducedMLS #C7528510$399,900Change: −4.8%−$20,100
Listed for saleMLS #C7528510$420,000
SoldMLS #D5784887$127,500
Price reducedMLS #D5784887$149,900Change: −6.3%−$10,000
History may be incomplete.
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Location

Aerial View Indian Mound Park/Boat Ramp and Lemon Bay
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