4 WINDSOR DRIVE, ENGLEWOOD, FL, 34223
Active566 days on marketListed Jan 3, 2025MLS #N6135900
About this home
4 WINDSOR DRIVE
Reduced!!! This Florida Intracoastal Water Way / Gulf Access home is NOT in a flood zone and does NOT require flood insurance!! Just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? Immediately move into this beautifully furnished home turnkey. There are upgraded windows, custom window and patio door treatments, upgraded Berber carpet in bedrooms and Florida room; plus wireless remote controlled multi-function ceiling fans and lights. Spend a leisurely morning in your lovely Florida room overlooking the water where manatees and dolphins play. Some of the best fishing and crabbing is right in your back yard. The interior was completely remodeled in 2018 and 2022 and though to 2025, and is open, light and bright. Thoughtful perks include a central vacuum with a set of hoses for the garage and a separate set for the house to make your life easier. The den could be used as a third bedroom, and the split plan allows maximum peace and privacy. The updated kitchen features stainless Granite counter tops, and the spacious waterfront Florida room is marvelous for entertaining. There is even a protected private marina just for residents. Fancy a picnic at the beach. North Beach is just 9 little minutes from home on land! Prefer waterfront dining? The area's best is minutes from your house. Dearborn Street with shops, dining, galleries, hot rods and the Best Farmer's Market in the county is less than 10 minutes away. Englewood Isles has been Englewood's best address for over half a century, with peaceful tree lined streets and generous lots. Why settle for an anonymous beige box on a postage stamp lot? Your new home in Englewood Isles awaits!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,782
Sqft
0.24 ac
Lot size
2
Garage
1972
Year built
One
Levels
$323
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 and the real association fee — not generic estimates.
$3,990 /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
$3,990/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.
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.
vs edgeAI estimate
+76.3%
$/sqft vs Englewood actives
$323 vs $240
Days on market
566 vs 59 typical
Where $323/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 Englewood Isles
Get to know Englewood. See the full Englewood guide →
Englewood Isles — neighborhood snapshot
Population
645
Median age
69
Median income
$87,894
Median home value
$330,192
Avg household
2
Households w/ children
22%
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
$320K → $333K
Englewood median sold, yr/yr
94.5%
Sale-to-list ratio (12 mo)
184 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 48% above the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 4 WINDSOR DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$607,500
367 ARDENWOOD DRIVE · same community
3 bd · 2 ba · 1,808 sqft · $336/sqft · 49 DOM
Sold · Mar ’26$367,500
9 DOVER DRIVE · same community
3 bd · 2 ba · 1,754 sqft · $210/sqft · 45 DOM
Sold · Apr ’26$450,000
3 DOVER DRIVE · same community
3 bd · 2 ba · 1,820 sqft · $247/sqft · 25 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
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 4 WINDSOR DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4 WINDSOR DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
4 WINDSOR DRIVE FAQs
What would the monthly payment be for 4 WINDSOR DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $3,990/mo — principal and interest, the actual property-tax bill, the $10/mo association fee 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.
How much are the HOA fees at 4 WINDSOR DRIVE?+
The association fee works out to $10 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4 WINDSOR DRIVE?+
The most recent tax bill on record (2024) was $6,020. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 4 WINDSOR DRIVE?+
The listing reports pets: Cats OK, Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Englewood?+
At $575,000, this home is listed about 56% above the Englewood median of $369,302. The market section on this page shows how the area is trending.
Which schools are assigned to 4 WINDSOR DRIVE?+
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
Five things that matter here
01Positioned at the premium end
$575,000 runs 48% above the ENGLEWOOD 34223 median — but at 1,782 sqft it's also 20% larger than the typical Englewood listing.
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
566 days on market against a Englewood median of 59 — 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.
05The price has already moved
Listed at $795,000, now $575,000 — a $220K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of WHITE SANDS REALTY GROUP FL · Amy Hibberd. MLS #N6135900.
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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