


$399,900
185 Winson AvenueEnglewood, FL 34223
Listing updated: September 4, 2026 at 9:10 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.**
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history49 days on market
- Status: ActiveJul 17, 2026
- Listed$420,000Jul 17, 2026
- Price reduced$399,900
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 49
- Subdivision
- Englewood Park Amd Of
- County
- Sarasota
- Year built
- 1973
- Living area
- 1,500 sq ft
- Price/sq ft
- $267
- Building area
- 1,296 sq ft (Public Records)
- Lot size
- 9,275 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12115C0453G)
- Annual taxes
- $3,346 (2025)
- Parcel #
- 0503060005
- Zoning
- RSF2
- MLS #
- C7528510
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Terrazzo
- Appliances
- Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
- Interior features
- Ceiling Fans(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- West
- In-law suite
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
Parking
- Parking features
- RV Access/Parking
- Carport
- Yes
HOA & Financial
- Total monthly fees
- None
- Total annual fees
- None
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, Other
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Hurricane Shutters, Outdoor Shower, Private Entrance, Storage
- Construction materials
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Slab
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 10x10 |
| Living Room | First | 14x16 |
| Family Room | First | 14x16 |
| Primary Bedroom | First | 14x11 |
| Primary Bathroom | First | |
| Dinette | First | |
| Bedroom 2 | First | 10x12 |
| Bonus Room | First | 14x10 |
| Balcony/Porch/Lanai | First | 14x20 |
| Bathroom 2 | First |
Listing Details
- Listing date
- 2026-07-17
- On market date
- 2026-07-17
- Original list price
- $420,000
- Occupant type
- Tenant
- MLS area
- 34223 - Englewood
- Listing AOR
- Port Charlotte
- Status changed
- 2026-07-17
- Tax 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 risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.,
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of September 4, 2026 at 9:10 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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