$399,900
 $2,147 est/mo Sourced by Back At You

185 Winson Ave,ENGLEWOOD, FL 34223

ENGLEWOOD, FL 34223

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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.**

Details

MLS #C7528510
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year1973
Days On Site81
Listing Provided ByRE/MAX PALM REALTY | Natalie Dickerson

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet1,500
Car PortYes
Story(s)1
ZoningRSF2
Acreage0.21
Property ViewWater

Taxes

Property3346

Area Information

StateFL
CountySarasota
CityENGLEWOOD
Zip Code34223
Area34223 Englewood
SubareaEnglewood Park
Community NameENGLEWOOD PARK AMD OF
School DistrictLemon Bay High
Elementary SchoolEnglewood Elementary
High SchoolLemon Bay High
Listing VS Median (in ENGLEWOOD PARK AMD OF)
Price:
$399,900
low | high
Med:
$399,900
50% of Average
sqft:
1,500
low | high
Med:
1,500
50% of Average
$ / sqft:
$267
low | high
Med:
$267
50% of Average
On site:
81
low | high
Med:
81
100% of Average
Sourced by Back At You

Market Activity 34223

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 6, 2026 at 12:43:11 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountySarasota
CityENGLEWOOD
Zip Code34223
Area34223 Englewood
SubareaEnglewood Park
Community NameENGLEWOOD PARK AMD OF
School DistrictLemon Bay High
Elementary SchoolEnglewood Elementary
High SchoolLemon Bay High
Listing VS Median (in ENGLEWOOD PARK AMD OF)
Price:
$399,900
low | high
Med:
$399,900
50% of Average
sqft:
1,500
low | high
Med:
1,500
50% of Average
$ / sqft:
$267
low | high
Med:
$267
50% of Average
On site:
81
low | high
Med:
81
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $299K - $499K
sqft: 1,000 - 1,500
Nearby Listings Property ImageNearby Listings Details
115 WINSON AVE Property Photo 1
$415,000
115 Winson Ave
Englewood, FL 34223
Listing Updated: September 29, 2026 at 4:53:23 AM PDT