71 WINSON AVENUE, ENGLEWOOD, FL, 34223
Active120 days on marketListed Apr 10, 2026MLS #D6146963
About this home
71 WINSON AVENUE
Own a true piece of Englewood history! Built in the 1950s by renowned Kluge builders, this home stands as a classic example of timeless Old Florida craftsmanship. From the exposed pine ceilings throughout to the solid block interior walls, the quality and character are unmistakable. Thoughtfully updated while preserving its vintage charm, the home features new kitchen cabinetry, a beautifully designed entry hall with floor-to-ceiling pantry storage, and a stunning oversized PebbleTec pool surrounded by a brick paver patio—perfect for relaxing or entertaining. Located in a no HOA community, you’ll enjoy the freedom to truly live the Florida lifestyle—park your boat right in your yard and make the most of nearby water access. Relax on your screened lanai and enjoy live music drifting over from nearby Pioneer Plaza, or take a short stroll to the local farmers market. Ideally situated just one block from Lemon Bay, you’ll enjoy refreshing coastal breezes and a highly walkable lifestyle. Walk to Indian Mound Park and boat ramp, catch breathtaking sunsets at Cherokee Street Piers, or explore the shops, dining, and vibrant energy of Dearborn Street, the heart of Old Englewood. If you’ve ever said “they don’t make them like they used to,” this is your chance to own a truly special home that proves it.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,114
Sqft
0.22 ac
Lot size
1956
Year built
One
Levels
$350
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$3,036 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,036/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Englewood actives
$350 vs $240
Days on market
120 vs 68 typical
Where $350/sqft sits among the 400 Englewood actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Old Englewood Village
Get to know Englewood. See the full Englewood guide →
Old Englewood Village — neighborhood snapshot
Population
3,260
Median age
64
Median income
$60,523
Median home value
$320,216
Avg household
2
Households w/ children
124
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$330K → $330K
Englewood median sold, yr/yr
94.6%
Sale-to-list ratio (12 mo)
174 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
Paper trail
This home's history
Reality check
What actually sold near 71 WINSON AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$464,000
108 WINSON AVENUE · same community
2 bd · 2 ba · 1,455 sqft · $319/sqft · 90 DOM
Sold · Apr ’26$290,000
53 W BAY HEIGHTS AVENUE UNIT 205
2 bd · 2 ba · 1,116 sqft · $260/sqft · 36 DOM
Sold · Apr ’26$815,000
4065 N BEACH ROAD UNIT A
2 bd · 2 ba · 1,118 sqft · $729/sqft · 84 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 71 WINSON AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 71 WINSON AVENUE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
71 WINSON AVENUE FAQs
What would the monthly payment be for 71 WINSON AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,036/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 71 WINSON AVENUE?+
The most recent tax bill on record (2025) was $4,897. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Englewood?+
At $389,900, this home is listed about 8% above the Englewood median of $362,500. The market section on this page shows how the area is trending.
Which schools are assigned to 71 WINSON AVENUE?+
Englewood Elementary School (elementary), Lemon Bay High School (high), L. A. Ainger Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
02Strong assigned schools
Englewood Elementary School, Lemon Bay High School, L. A. Ainger Middle School — Englewood Elementary School rates 4 of 5. Always verify assignments with the district.
03The price has already moved
Listed at $459,900, now $389,900 — a $70K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX PALM REALTY OF VENICE · Kathi Obendorfer, PA. MLS #D6146963.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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