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$420,000
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Property Description
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.**
Full Property Details
Full Property Details for 185 Winson Ave
General
- Price: $420,000
- Taxes: $3,346 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: C7528510
- Updated: 8/25/2026
- Added to Site: 46 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 10
- Interior Features: Ceiling Fan(s)
- Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Terrazzo
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Hurricane Shutters, Outdoor Shower, Private Entrance, Storage
- Deck/Patio: Front Porch, Side Porch
- Porch/Patio/Deck: Front Porch, Side Porch
Parking
- Carports: Yes
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 1
- Parking Features: RV Parking
Location
- Area: 34223 - Englewood
- County: Sarasota
- Development Name: 34223 - Englewood
- Subdivision: ENGLEWOOD PARK AMD OF
- Driving Directions: From Port Charlotte 41 North, turn left onto US 776 El Jobean Road for miles; turn left on S McCall Road; left on W Cowles St; right on Magnolia Ave; left on Fray St; and Left on Winson. 185 Winson is on left 150 ft.,
- Direction Faces: West
School Information
- Elementary School: Englewood Elementary
- Middle School: L.A. Ainger Middle
- High School: Lemon Bay High
Community
- Community Name: 34223 - Englewood
Heating & Cooling
- Cooling Type: Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Vinyl Siding
- Roof: Shingle
- Windows: Shutters
- Stories/Levels: One
- Square Feet: 1,500
- Sq. Ft. Source: Public Records
- Year Built: 1973
Additional Structures
- Other Structures: Guest House, Shed(s)
Lot Features
- Property View: Water
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 9,275
- Lot Size: 9275
- Lot Dimensions: 70 x 133
- Street/Road Desc.: Asphalt
- Fencing (Description): Wood
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $3,346.49
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: A PART OF BLK 3, DESC AS COM AT SW COR OF LOT 15, BLK 2, TH S 40 FT TO N BDRY OF SAID BLK 3 TH CONT S 70 FT ALG EXTENSION OF E R/W OF WINSON AVE FOR POB TH E PARALLEL WITH N BDRY OF SAID BLK 132.5 FT
- Flood Zone Info: AE
- APN: 503060005
- Property ID: 503060005
- Block/Lot/Section: 3
Listed by Re/Max Palm Realty
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Schools
Schools serving 185 Winson Ave
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Lemon Bay High School 2201 Placida Road, Englewood, FL 34224 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 185 Winson Ave
Date
Details
Price
Change
Source
7/17/2026
Listed
$420,000
229.41%
MLS
6/29/2012
Sold
$127,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 185 Winson Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,346
-13%
$233,300
-16%
2024
$3,840
194%
$277,900
179%
2023
$1,307
6%
$99,485
6%
2021
$1,230
-1%
$93,774
-3%
2022
$1,248
1%
$96,587
4%
2021
$1,230
8%
$92,479
2%
2019
$1,137
5%
$90,400
2%
2018
$1,082
2%
$88,714
2%
2017
$1,065
1%
$86,889
2%
2016
$1,050
-1%
$85,102
1%
2015
$1,057
1%
$84,510
1%
2014
$1,045
1%
$83,839
2%
2013
$1,038
—
$82,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 185 Winson Ave
185 Winson Avenue, Englewood, FL 34223 (MLS# C7528510) is a Single Family property with 3 bedrooms and 2 full bathrooms. 185 Winson Avenue is currently listed for $420,000 and was received on July 17, 2026. Want to learn more about 185 Winson Avenue? Do you have questions about finding other Single Family real estate for sale in Englewood? You can browse all Englewood real estate or contact a Coldwell Banker agent to request more information.

