- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
$399,900
Monthly Est:$1,990
3 Beds
- 2 Baths
2 full baths
1,500sqft
185 Winson Ave, Englewood, FL 34223
$399,900
$1,990/moEst:
Get Pre-Approved
Single Family Residence
Built in 1973
$-- HOA
9,275 sqft lot
$267/sq.ft
Description
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.**
- Houzeo last checked: 5 minutes ago
- Listing updated: September 4, 2026 at 1:10 pm
- Listing Provided by: Natalie Dickerson (941) 676-2768 | RE/MAX PALM REALTY (941) 889-7654
- Source: Stellar MLS-FL | MLS#: C7528510

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1973
HOA Fees
-
Finished Area
1,500 sqft
Lot Size
9,275 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
C7528510
MLS Status
Active
Days on Market
83
Cumulative Days on Market
49

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Kitchen
Level: First
Area: 100.00 Square Feet
Dimensions: 10x10
Living Room
Level: First
Area: 224.00 Square Feet
Dimensions: 14x16
Family Room
Level: First
Area: 224.00 Square Feet
Dimensions: 14x16
Primary Bedroom
Level: First
Area: 154.00 Square Feet
Dimensions: 14x11
Primary Bathroom
Level: First
Dinette
Level: First
Bedroom 2
Level: First
Area: 120.00 Square Feet
Dimensions: 10x12
Bonus Room
Level: First
Area: 140.00 Square Feet
Dimensions: 14x10
Balcony/Porch/Lanai
Level: First
Area: 280.00 Square Feet
Dimensions: 14x20
Bathroom 2
Level: First
Interior
Flooring
Ceramic Tile, Terrazzo
Interior Features
Ceiling Fans(s)
Sewer
Public Sewer
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
Exterior Features
Hurricane Shutters, Outdoor Shower, Private Entrance, Storage
Heating
Central
Window Features
Shutters
Cooling
Central Air, Mini Split Unit(s), Wall/window Unit(s)
Construction
Year Built
Year Built: 1973
Home type
Single Family Residence
Property Condition
Completed
Architectural Style
Florida
Roof
Shingle
Construction Materials
Vinyl Siding
Foundation Details
Slab
Utilities & Energy
Parking Features
Rv Access/parking
Laundry Features
Inside
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Water Source
Public
Other Features
Patio And Porch Features
Front Porch, Side Porch
Lot Features
City Limits
Subdivision Name
Englewood Park Amd Of
Price History
| Date | Event | Price |
|---|---|---|
09/02/2026 Source: | Price Decreased | $399,900 -4.79% $267/sqft |
07/17/2026 Source: | Listed for Sale | $420,000 $280/sqft |
07/17/2026 Source: | Price Increased | $420,000 +22913.70% $280/sqft |
08/19/2024 Source: | Price Decreased | $1,825 -99.67% $1/sqft |
07/01/2024 Source: | Price Decreased | $549,000 -8.35% $366/sqft |
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Based on information from Stellar MLS® through Oct 09, 2026, 09:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. It 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. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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