185 Winson Avenue, FL185 Winson Avenue, FL185 Winson Avenue, FL
Stellar MLS
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$399,900

185 Winson AvenueEnglewood, FL 34223

Listing updated: September 4, 2026 at 9:10 AM ET

Active
Stellar MLSListing courtesy of Re/Max Palm Realty · Natalie Dickerson · MLS #C7528510 · Active · 941-889-7654
3
Beds
2
Baths
1,500
Sq Ft
0.21
Acres
1973
Built
◆Water view◆In-law suite◆$267/sqft◆360° tour
Single Family Residence

Property type

1973

Year built

9,275 sqft

Lot size

$267

Price / sq ft

No HOA

HOA dues

49

Days on market

AE

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

Principal & interest$2,022
Property taxes$279
Home insurance (est.)$183

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

  1. Status: Active
    Jul 17, 2026
  2. Listed$420,000
    Jul 17, 2026
  3. 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

ElementaryEnglewood ElementaryGreatSchools ↗
MiddleL.A. Ainger MiddleGreatSchools ↗
High SchoolLemon Bay HighGreatSchools ↗

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

RoomLevelDimensions
KitchenFirst10x10
Living RoomFirst14x16
Family RoomFirst14x16
Primary BedroomFirst14x11
Primary BathroomFirst
DinetteFirst
Bedroom 2First10x12
Bonus RoomFirst14x10
Balcony/Porch/LanaiFirst14x20
Bathroom 2First

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

High riskFEMA Zone AEPanel 12115C0453G

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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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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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