185 Winson Ave, photo 1
Active
1 / 24

Overview

3 bd2 ba1,500 sqftSingle Family
TypeSingle Family
HOANone listed
Built1973
Lot9,275 sqft
Living area1,500 sqft
Price / sqft$267

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Hurricane ShuttersOutdoor ShowerPrivate EntranceStorageCooktopDishwasherDryer

185 Winson Ave is a 1973-built home in Englewood Park Amd Of, Englewood. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,500 square feet of living space. Listed at $399,900 (about $267/sqft), 92 days on market. Flood zone AE - confirm flood insurance requirements with your lender.

From the listing

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.**

The essentials

Built
1973
Price / sqft
$267
On market
92 days
Annual tax
$3,346
Flood zone
AE
Lot
9,275 sqft
Type
Single Family Residence

At a glance

Single family
Built 1973
Water views
Water
9,275 sqft lot
Lot size
1,500 sqft
Living area

Payment

Est. monthly payment
$2,565/mo
Down payment (20%)
$79,980
Property taxes
$279/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1973
Lot
9,275 sqft
Cooling
Central Air, Mini-Split Unit(s), Wall/Window Unit(s)
Heating
Central
Parking
RV Access/Parking
Days on Market
92
Ceiling Fans(s)
Hurricane Shutters
Outdoor Shower
Private Entrance
Storage
Cooktop
Dishwasher
Dryer
Electric Water Heater
Microwave
Range
Washer
Elementary
Englewood Elementary
Middle
L.A. Ainger Middle
High
Lemon Bay High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone AE
Annual Tax (2025)
$3,346
Parcel #
0503060005

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Englewood Park Amd Of
County
Sarasota
MLS Area
34223 - Englewood
Lot Size
9,275 sqft
City Limits

Price history

Date
Event
Price
9/2/2026
Price change
Source: Stellar MLS #C7528510
$399,900-4.8%
$267/sqft
7/17/2026
Listed for sale
Source: Stellar MLS #C7528510
$420,000
$280/sqft

Neighborhood

185 Winson Ave
Englewood, FL, 34223 · 34223 - Englewood

Market insights

Offer Insights

Choose an offer strength

List price: $399,900
$382,500 – $399,900
95.6% – 100% of listTops out right at the list price
80% of listList price
124 of the last 247 home closings in 34223 landed at this number or higher (50%). The median one sat 59 days before it went under contract, and this one is on day 92 after a $20,100 cut.

Sample: 247 closed home sales in 34223 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$2,564/mo
Principal & interest$2,086
Property taxes$279
Insurance$200
Down payment20% · $79,980
Interest rate6.80%
Loan term

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$399,900

$267 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,500 sq ft

Time on market

92 days

Year built

1973

Monthly payment

About $2,565/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $3,346 annual tax bill, insurance.

Flood zone

Zone AE

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

Have another question?

Brokered byRE/MAX PALM REALTYListing agent: Natalie DickersonListing data from Stellar MLS, MLS# C7528510.

Keep exploring Florida

Pick up where you left off, or see what else is out there.