Aerial View Indian Mound Park/Boat Ramp and Lemon Bay - 185 WINSON AVE, ENGLEWOOD
Front of House - 185 WINSON AVE, ENGLEWOOD
Virtually Staged Front - 185 WINSON AVE, ENGLEWOOD
Dining Area - 185 WINSON AVE, ENGLEWOOD
Single Family Residence at 185 WINSON AVE, ENGLEWOOD, photo 5 of 24
Lemon Bay - 185 WINSON AVE, ENGLEWOOD
Virtually Staged Dinette Area - 185 WINSON AVE, ENGLEWOOD
Kitchen - 185 WINSON AVE, ENGLEWOOD
Kitchen Virtually Staged - 185 WINSON AVE, ENGLEWOOD
Living Room - 185 WINSON AVE, ENGLEWOOD
Living Room Virtually staged - 185 WINSON AVE, ENGLEWOOD
Florida Room - 185 WINSON AVE, ENGLEWOOD
Primary Bedroom - 185 WINSON AVE, ENGLEWOOD
Primary Virtually Staged - 185 WINSON AVE, ENGLEWOOD
Guest Bathroom - 185 WINSON AVE, ENGLEWOOD
Back Yard - 185 WINSON AVE, ENGLEWOOD
3r Bedroom - 185 WINSON AVE, ENGLEWOOD
Interior Detached Studio Apartment - 185 WINSON AVE, ENGLEWOOD
Detached Studio Apartment - 185 WINSON AVE, ENGLEWOOD
Side of Home-Room for RV or Boat - 185 WINSON AVE, ENGLEWOOD
Across Street Lemon Bay beyond - 185 WINSON AVE, ENGLEWOOD
Indian Mound Park at end of street - 185 WINSON AVE, ENGLEWOOD
Single Family Residence at 185 WINSON AVE, ENGLEWOOD, photo 23 of 24
Single Family Residence at 185 WINSON AVE, ENGLEWOOD, photo 24 of 24
24 photos

$399,900

185 WINSON AVE
ENGLEWOOD, FL 34223
Listed by Natalie Dickerson · RE/MAX PALM REALTY
Bedrooms
3
Bathrooms
2
Living area
1,500 sqft
Year built
1973

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.**

Property details

MLS #
MFRC7528510
Property type
Single Family Residence
Subdivision
ENGLEWOOD PARK AMD OF
Status
Active
Days on market
49
On market date
July 17, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.21 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
ENGLEWOOD ELEMENTARY SCHOOL
0.51 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
575
Student:teacher ratio
15.1:1
District
SARASOTA
MiddleCharter
SKY ACADEMY ENGLEWOOD
1.84 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
261
Student:teacher ratio
13.1:1
District
SARASOTA
High
LEMON BAY HIGH SCHOOL
2.84 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,226
Student:teacher ratio
23.6:1
District
CHARLOTTE

Walkability

Blended score for ENGLEWOOD's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

82
Highly walkable
out of 100
EPA National Walkability Index
15.2 / 20 -- Above average walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores7
Parks5
Schools5
Transit stops0
Pharmacies3

Market position

How this listing compares to current activity in ENGLEWOOD, from live MLS data.

On the market 49 days -- 141 fewer days than ENGLEWOOD's current average of 190 days.
For reference, the median list price across 1,046 active listings in ENGLEWOOD right now is $222,250.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,558/mo
$79,980 down
$319,920 loan
Principal & interest$2,075
Property tax (est.)$333
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 4, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.