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$399,900

185 WINSON AVENUE, ENGLEWOOD, FL 34223

3D Tour
Active81 days on market

Beds

3

Baths

2

Sq Ft

1,500 sq ft

Year Built

1973

Lot Size

0.21 acres

Garage

,

About This Property

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.**

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #C7528510
StatusActive
Year Built1973
Stories1
Total Rooms10
ConstructionVinyl Siding
RoofShingle
FoundationSlab
FacesWest
SubdivisionENGLEWOOD PARK AMD OF
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s)
FlooringCeramic Tile, Terrazzo
AppliancesCooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
LaundryInside
WindowsShutters
CoolingCentral Air, Mini-Split Unit(s), Wall/Window Unit(s)
HeatingCentral

Exterior & Lot

ExteriorHurricane Shutters, Outdoor Shower, Private Entrance, Storage
FencingWood
Other StructuresGuest House, Shed(s)
Lot Size0.21 acres (9,275 sq ft)
Lot Dimensions70 x 133
Lot FeaturesCity Lot
Road SurfaceAsphalt
ViewWater
0

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected

Parking

GarageNo
CarportYes

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$399,900
Original Price$420,000
Annual Taxes$3,346 (2025)
FinancingCash, Conventional, FHA, Other
ZoningRSF2
Parcel #0503060005

Schools

ElementaryEnglewood Elementary
MiddleL.A. Ainger Middle
HighLemon Bay High

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.,

Location

185 WINSON AVENUE, ENGLEWOOD, FL 34223

Listing Information

OfficeRE/MAX PALM REALTY
ListedJuly 17, 2026

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Preferred Time

Scheduling is free, and you can cancel anytime.

Home Price

$399,900

20% ($79,980)
6.75%

Loan Term

Principal & Interest$2,075
Property Tax (est.)$367
Insurance (est.)$150
Total Monthly$2,592
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Nearby Schools

How to Buy This Home

Multiple financing options available for this $399,900 home in ENGLEWOOD.

🏛️

FHA Loan

$13,997 Down

Government-backed, low down payment. Credit scores as low as 580.

🏦

Conventional

$19,995 Down

Traditional financing. As low as 3-5% down with good credit.

Florida Down Payment Assistance Programs

You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.

Florida Hometown Heroes

Up to $35,000

First-time buyers working in FL

FL Assist

Up to $10,000

FHA, VA, or USDA borrowers

FL HLP Second Mortgage

Up to $10,000

First-time buyers, 0% deferred

Sarasota County SHIP

Varies

Income-qualifying Sarasota residents

Can You Afford This Home?

Quick check based on the 28% debt-to-income rule. Not a guarantee, just a starting point.

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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: September 4, 2026.

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