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.**
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.**
Property Details
Price:
$399,900
MLS #:
C7528510
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ENGLEWOOD PARK AMD OF
Neighborhood:
34223englewood
Listed Date:
Jul 17, 2026
Finished Sq Ft:
1,500
Total Sq Ft:
1,296
Lot Size:
9,275 sqft / 0.21 acres (approx)
Year Built:
1973
See this Listing
Schools
Elementary School:
Englewood Elementary
Middle School:
L.A. Ainger Middle
High School:
Lemon Bay High
Interior
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
Flooring
Ceramic Tile, Terrazzo
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Florida
Construction Materials
Vinyl Siding
Covered Spaces
1
Direction Faces
West
Exterior Features
Hurricane Shutters, Outdoor Shower, Private Entrance, Storage
Fencing
Wood
Lot Features
City Lot
Other Structures
Guest House, Shed(s)
Parking Features
RV Parking
Patio And Porch Features
Front Porch, Side Porch
Roof
Shingle
View
Water
Window Features
Shutters
Financial
Tax Year
2025
Taxes
$3,346
Map
Community
- Address185 WINSON AVENUE ENGLEWOOD FL
- SubdivisionENGLEWOOD PARK AMD OF
- CityENGLEWOOD
- CountySarasota
- Zip Code34223
Market Summary
Current real estate data for Single Family in ENGLEWOOD as of Nov 02, 2026
371
Single Family Listed
130
Avg DOM
333
Avg $ / SqFt
$706,554
Avg List Price
Property Summary
- Located in the ENGLEWOOD PARK AMD OF subdivision, 185 WINSON AVENUE ENGLEWOOD FL is a Single Family for sale in ENGLEWOOD, FL, 34223. It is listed for $399,900 and features 3 beds, 2 baths, and has approximately 1,500 square feet of living space, and was originally constructed in 1973. The current price per square foot is $267. The average price per square foot for Single Family listings in ENGLEWOOD is $333. The average listing price for Single Family in ENGLEWOOD is $706,554. To schedule a showing of MLS#c7528510 at 185 WINSON AVENUE in ENGLEWOOD, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of RE/MAX PALM REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 185 WINSON AVENUE
ENGLEWOOD, FL