IDX

Listed by Natalie Dickerson · Courtesy of RE/MAX PALM REALTY· Agent MLS ID# MFR274509747 · Deemed reliable but not guaranteed. · Data last updated: Sep 4, 2026 · 1:10 PM

185 WINSON AVE

Englewood, Sarasota, FL, 34223

Active

$399,900

$267/sqft

3Beds
2Baths
1,500Sq Ft
1973Built
49Days on Market

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.**

Facts & Features

MFRC7528510
$399,900
Active
3
2
2
0
1,500 sqft
0.2100
1973
Residential
Single Family Residence
Florida

Community Information

185 WINSON AVE
Englewood Park Amd Of
Englewood
Sarasota
FL
34223
No

Amenities

N/A
N/A
No
No
No

Interior

Ceiling Fans(s)
Central
Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
Ceramic Tile, Terrazzo
N/A
1
Cooktop, Dishwasher, Dryer, Microwave, Washer, Electric Water Heater, Range

Exterior

Storage, Outdoor Shower, Hurricane Shutters, Private Entrance
Vinyl Siding
Slab
Shingle
Wood
City Limits

School Information

Englewood Elementary
La Ainger Middle
Lemon Bay High

Additional Information

July 17, 2026
49
RSF2
West
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. RE/MAX PALM REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

49 days on market

Listing updated: Sep 4, 2026 · 1:10 PM

Listed by: Natalie Dickerson · 941-676-2768RE/MAX PALM REALTY · 941-889-7654

Updated from Real Estate Market Data

Location

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brokerage

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