Skip to main content

185 Winson Ave

Englewood, FL 34223

Active

List price

$399,900Price cut

Listing courtesy of RE/MAX PALM REALTY, 941-889-7654 (Natalie Dickerson)

MLS# C7528510 Status Active

Listing updated November 10, 2026

Bedrooms
3
Bathrooms
2
Sq ft
1,500
Year built
1973

About this home

Imagine starting your morning on the front porch, coffee in hand, watching dolphins playfully jump in the water. With beautiful water views from every front-facing window, this home offers a front-row seat to the beauty and tranquility of waterfront living. Enjoy breathtaking views, coastal breezes, and a peaceful Florida lifestyle right from your doorstep. 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**, here you'll find a public boat ramp, kayak launch, fishing pier, picnic pavilions, with access to bay and beach. Enjoy beautiful views of Lemon Bay. Spend your days 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 **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, pool/gaame room 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

Home type
Single Family Residence
Year built
1973
Lot
0.21 acres
Stories
1
Annual taxes
$3,346
Construction
Completed
Subdivision
Englewood Park Amd Of
County
Sarasota

Open houses

  • Thursday, November 12 at 11:30 AM to 2:00 PM

Open house information is supplied by the listing brokerage and is subject to change without notice.

Virtual tour

Open the virtual tour (opens in a new tab)

Location

Map: OpenFreeMap, © OpenMapTiles, © OpenStreetMap contributors

Similar listings by price and type

Loading similar listings...

Listings courtesy of Stellar MLS as distributed by MLS Grid.

This website is operated by Tyler Landon, Keller Williams Realty at the Lakes, 321-800-5294.

Based on information submitted to the MLS GRID as of November 10, 2026 at 2:15 PM EST. 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.

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. The data is deemed reliable but is not guaranteed by MLS GRID, and use of the MLS GRID data may be subject to an end user license agreement prescribed by Stellar MLS.

Some IDX listings have been excluded from this website.

Any use or search of the data on this website other than by a consumer looking to purchase real estate is prohibited.