185 WINSON AVENUE Englewood, FL $ 399,900
185 WINSON AVENUE
$ 399,900
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185 WINSON AVENUE

Englewood, FL, 34223
$ 399,900
Bedrooms3 Baths2.0 Sq 1,500

Monthly Estimate*

$ 2,525

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Single Family Home for sale in Englewood, FL

for $399,900 with 3 bedrooms and 2 full baths. This 1,500 square foot home was built in 1973 on a lot size of 0.21.

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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Single Family Active

Price

$ 399,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,346

Style

Florida

Lot Size

0.21

Year Built

1973

Town/City

Englewood

County/Region

Sarasota

MLS | Web ID

C7528510

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air Mini-Split Unit(s) Wall/Window Unit(s)
Utilities BB/HS Internet Available Cable Available Electricity Connected Public Sewer Connected Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Cooktop Dishwasher Dryer Electric Water Heater Microwave Range Washer
Zoning RSF2
Patio/Porch Features Front Porch Side Porch
Architectural Style Florida
Construction Materials Vinyl Siding
Year Built 1973
View Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Sarasota
New Construction false
Property Type Residential
Subdivision Name ENGLEWOOD PARK AMD OF
Facing Direction West
Garage Y/N false
Other Structures Guest House Shed(s)
Total Rooms 10
Full Baths 2
Status Active
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.
High School Lemon Bay High
City ENGLEWOOD
Senior Community Y/N false
MLS Area 34223 - Englewood
Lot Size Units Square Feet
Lot Size Square Feet 9275
Carport Spaces 1
Carport Y/N true
Listing Terms Cash Conventional FHA Other
Elementary School Englewood Elementary
Land Lease Y/N false
Tax Annual Amount 3346.49
Home Warranty Y/N false
Middle/Junior High School L.A. Ainger Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/C7528510
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 15
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
Water View Bay/Harbor - Full
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Florida Room
ILS Total SQFT 400
ILS Under Air SQFT 400
Water View Y/N true
Flood Zone Code AE
In Law Suite YN true
In Law Suite Description 1 Bathroom Detached (ADU) Kitchenette Private Entrance Studio
DockY/N false
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Interior
Interior Amenities Ceiling Fan(s)
Flooring Ceramic Tile Terrazzo
Furnished Y/N Unfurnished
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Shutters
Fireplace Y/N false
Half Baths 0
Laundry Features Inside
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Hurricane Shutters Outdoor Shower Private Entrance Storage
Fencing Wood
Parking Features RV Parking
Lot Features City Lot
Water Source Public
Lot Size Area 9275
Foundation Details Slab
Building Area Total 1296
Lot Dimensions 70 x 133
Lot Size Acres 0.21
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 1
Road Responsibility Public Maintained Road
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* Excluded Features
List By
natalie@natalieagent.com

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Affordability Calculator

$2,804
Per Month
90%
10%
0%
Monthly Principal & Interest
$2,525
Monthly Property Taxes
$279
Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Lemon Bay High High School High School
Pricing History
DatePricePrice ChangeDescription
9/2/2026$399,900 -4.79% Price Down
7/17/2026$420,000 Listed Price

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185 WINSON AVENUE, Englewood, FL, 34223 is a Single Family Home for sale at $399,900 with 1,500 sqft and a lot size of 0.21. 185 WINSON AVENUE has 3 bedrooms, 2.0 baths, and was built in 1973. The property's zip code is 34223 which is in Englewood, FL