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$420,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,500 Sq. Ft.
  • Updated 4 hours ago
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Virtually Staged. Old Englewood Charm Meets the Florida Lifestyle You've Been Searching For! Imagine starting your morning with coffee on the front porch as boats drift across Lemon Bay, then ending your day with spectacular waterfront sunsets just steps from your front door. Located in one of Old Englewood's most desirable neighborhoods, this charming 3-bedroom, 2-bath home offers the perfect blend of character, convenience, and coastal living. Just a short walk from Indian Mound Park, you'll enjoy a public boat ramp, fishing pier, kayak launch, beach area, picnic pavilions, and beautiful views of Lemon Bay. Hop on your golf cart and head to historic Dearborn Street, where you'll find locally owned restaurants, boutique shopping, art galleries, live entertainment, and seasonal farmers markets. Best of all, you're only 10 minutes from Englewood Beach and 15 minutes from Manasota Key Beach, making every day feel like a vacation. Inside, you'll appreciate the timeless terrazzo floors, plantation shutters, and an updated kitchen featuring butcher block countertops and modern appliances. The home offers warm, inviting spaces that perfectly complement the relaxed coastal lifestyle. The backyard is designed for both privacy and possibility, featuring a fenced yard, multiple storage buildings, and a versatile approximately 400-square-foot air-conditioned detached studio that's currently being used as a private mother-in-law suite. Complete with its own kitchenette and full bath with shower, it's ideal for extended family, guests, a home office, a creative studio, hobby space, or workshop. Bring all your Florida toys-there's plenty of room for your boat, RV, golf cart, kayaks, and additional parking. The lot also provides ample space to add the pool of your dreams and create your own backyard oasis. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this home delivers the lifestyle buyers are seeking-water access, walkability, beach proximity, flexible living space, and the unmistakable charm of Old Englewood-all without the premium price of waterfront property. Drone photos will be uploaded Sunday 719/26

Full Property Details for 185 Winson Ave

General

  • Price: $420,000
  • Taxes: $3,346 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: C7528510
  • Updated: 7/17/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s)
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Terrazzo

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: Hurricane Shutters, Outdoor Shower, Private Entrance, Storage
  • Deck/Patio: Front Porch, Side Porch
  • Porch/Patio/Deck: Front Porch, Side Porch

Parking

  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: RV Parking

Location

  • Area: 34223 - Englewood
  • County: Sarasota
  • Development Name: 34223 - Englewood
  • Subdivision: ENGLEWOOD PARK AMD OF
  • Driving 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.,
  • Direction Faces: West

School Information

  • Elementary School: Englewood Elementary
  • Middle School: L.A. Ainger Middle
  • High School: Lemon Bay High

Community

  • Community Name: 34223 - Englewood

Heating & Cooling

  • Cooling Type: Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Vinyl Siding
  • Roof: Shingle
  • Windows: Shutters
  • Stories/Levels: One
  • Square Feet: 1,500
  • Sq. Ft. Source: Public Records
  • Year Built: 1973

Additional Structures

  • Other Structures: Guest House, Shed(s)

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,275
  • Lot Size: 9275
  • Lot Dimensions: 70 x 133
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Wood

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $3,346.49
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • 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
  • Flood Zone Info: AE
  • APN: 503060005
  • Property ID: 503060005
  • Block/Lot/Section: 3

Listed by Re/Max Palm Realty

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Listing agent

— 185 Winson Ave —

  • Re/Max Palm Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 185 Winson Ave

School District:Sarasota County School District
NameGradesDistance
Lemon Bay High School
2201 Placida Road, Englewood, FL 34224
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 185 Winson Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/17/2026
Listed
$420,000
229.41%
MLS
6/29/2012
Sold
$127,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 185 Winson Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,687
-30%
$233,300
-16%
2024
$3,840
194%
$277,900
179%
2023
$1,307
6%
$99,485
6%
2021
$1,230
-1%
$93,774
-3%
2022
$1,248
1%
$96,587
4%
2021
$1,230
8%
$92,479
2%
2019
$1,137
5%
$90,400
2%
2018
$1,082
2%
$88,714
2%
2017
$1,065
1%
$86,889
2%
2016
$1,050
-1%
$85,102
1%
2015
$1,057
1%
$84,510
1%
2014
$1,045
1%
$83,839
2%
2013
$1,038
—
$82,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Re/Max Palm Realty

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185 Winson Avenue, Englewood, FL 34223 (MLS# C7528510) is a Single Family property with 3 bedrooms and 2 full bathrooms. 185 Winson Avenue is currently listed for $420,000 and was received on July 17, 2026. Want to learn more about 185 Winson Avenue? Do you have questions about finding other Single Family real estate for sale in Englewood? You can browse all Englewood real estate or contact a Coldwell Banker agent to request more information.

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