
251 WINSON AVENUE, ENGLEWOOD, FL, 34223
Active189 days on marketListed Feb 4, 2026MLS #TB8470656
About this home
251 WINSON AVENUE
Waterfront Opportunity on Englewood’s Most Coveted Corridor – 251 Winson Ave An increasingly rare chance to own prime waterfront land in the heart of Englewood, Florida—where Old Florida charm is meeting a new era of thoughtful revitalization. Located just moments from the energy of Dearborn Street, this cleared, build-ready lot offers direct access to a community undergoing one of its most exciting transformations in decades. With the former home removed, the property is a clean slate—ready for a custom coastal residence, luxury retreat, or high-value investment build designed to capture water views, breezes, and lifestyle. Dearborn Street is re-emerging as the cultural and economic heartbeat of Englewood, with expanded dining, boutique shopping, art walks, community events, and marina-driven coastal living drawing increased attention from discerning buyers. As infrastructure, amenities, and demand continue to rise, waterfront parcels like this—walkable to town yet directly on the water—are becoming nearly impossible to replace. This is not just land. It’s positioning. • Waterfront setting with exceptional build potential • Cleared lot — no demolition costs, no delays • Close to beaches, boating, dining, and downtown Englewood • Ideal for luxury primary residence, second home, or resale build • Located in an area seeing strong buyer demand and upward value pressure Whether you envision a modern coastal masterpiece or a timeless Florida retreat, 251 Winson Ave offers the foundation to build something extraordinary—at a time when Englewood’s trajectory is unmistakably upward. Opportunities like this don’t repeat. They get bought early. ?? *Waterfront/deep water *Dock *Sea wall in great condition *No bridges to open water
Facts & features
The home at a glance
0.23 ac
Lot size
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.
$4,392 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,392/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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.
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 → $339K
Englewood median sold, yr/yr
94.6%
Sale-to-list ratio (12 mo)
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 76% above the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 251 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 · Jul ’26$630,000
211 WINSON AVENUE · same community
2 bd · 2 ba · 1,320 sqft · $477/sqft · 90 DOM
Sold · Apr ’26$225,000
201 WINSON AVENUE · same community
3 bd · 2 ba · 1,845 sqft · $122/sqft · 438 DOM
Sold · Feb ’26$260,000
231 WINSON AVENUE · same community
2 bd · 2 ba · 1,996 sqft · $130/sqft · 338 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
Arlinda Gokyar
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 251 WINSON AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 251 WINSON AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Arlinda's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
251 WINSON AVENUE FAQs
What would the monthly payment be for 251 WINSON AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,392/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 251 WINSON AVENUE?+
The most recent tax bill on record (2025) was $4,045. 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 $675,000, this home is listed about 88% above the Englewood median of $359,900. The market section on this page shows how the area is trending.
Which schools are assigned to 251 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
Four things that matter here
01Positioned at the premium end
$675,000 runs 76% above the ENGLEWOOD 34223 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
189 days on market against a Englewood median of 71 — sellers in this position are usually ready to negotiate.
04Strong 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.
Keep looking
Similar homes nearby
Listing courtesy of FLAT FEE MLS REALTY · Stephen Hachey. MLS #TB8470656.
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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