4425 WINDERWOOD CIRCLE, ORLANDO, FL, 32835
Active2 days on marketListed Sep 18, 2026MLS #O6438658
Come see it
Upcoming open house
Sun, Sep 20
12:00 PM – 3:00 PM
About this home
4425 WINDERWOOD CIRCLE
Virtually Staged. Welcome to 4425 Winderwood in sought-after Dr. Phillips! This fantastic 4-bedroom, 3-bath pool home is tucked away in Winderwood, a quiet, tree-lined neighborhood of just 49 homes. The home features a desirable split-bedroom floor plan, an open family room and kitchen, a wood-burning fireplace, and separate formal living and dining rooms, with the living room easily serving as a home office or flex space. All of the bedrooms have new LVP flooring, and the bedrooms and bathrooms have been freshly painted. The popcorn ceilings have also been removed and replaced with a fresh knockdown finish, giving the home an updated look and feel. Step outside and relax on the screened porch overlooking your private pool and beautifully landscaped backyard. The pool enclosure has been re-screened, new ceiling fans have been added to the back porch, and the exterior of the home has been freshly painted with the brick sealed as well. It’s a great space for entertaining, relaxing, or simply enjoying the Florida lifestyle. Rest easy knowing many of the big-ticket items and updates have already been taken care of for you, including a new roof in 2024, A/C in 2024, and a new water heater in 2026. Winderwood offers a great Dr. Phillips location approximately 20 minutes from Downtown Orlando and Walt Disney World, 10 minutes from Universal Orlando, and just minutes from all the great dining options along Restaurant Row. Zoned for sought-after Windy Ridge K-8 and Olympia High School. Great house, great neighborhood, and a great location. Call David today to arrange your private showing!
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,335
Sqft
0.25 ac
Lot size
2
Garage
1987
Year built
One
Levels
$300
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.
$4,645 /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
$4,645/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
+11.3%
$/sqft vs Orlando actives
$300 vs $242
Days on market
2 vs 42 typical
Where $300/sqft sits among the 400 Orlando 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 Winderwood
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Winderwood — neighborhood snapshot
Population
2,068
Median age
43
Median income
$193,800
Median home value
$652,800
Avg household
3
Households w/ children
333
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
209 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 312% above the ORLANDO 32835 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 4425 WINDERWOOD CIRCLE
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$779,000
4433 WINDERWOOD CIRCLE · same community
4 bd · 3 ba · 2,750 sqft · $283/sqft · 41 DOM
Sold · Nov ’25$555,000
7619 LAKE MARSHA DRIVE
3 bd · 2 ba · 2,308 sqft · $240/sqft · 87 DOM
Sold · Jul ’26$685,000
7719 PINE VISTA COURT
4 bd · 2 ba · 2,368 sqft · $289/sqft · 10 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
Shawn Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 4425 WINDERWOOD CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4425 WINDERWOOD CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4425 WINDERWOOD CIRCLE FAQs
What would the monthly payment be for 4425 WINDERWOOD CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,645/mo — principal and interest, the actual property-tax bill, the $37/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 4425 WINDERWOOD CIRCLE?+
The association fee works out to $37 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4425 WINDERWOOD CIRCLE?+
The most recent tax bill on record (2025) was $4,899. 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 4425 WINDERWOOD CIRCLE?+
The listing reports pets: Yes. 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 Orlando?+
At $700,000, this home is listed about 82% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 4425 WINDERWOOD CIRCLE?+
Windy Ridge K-8 (elementary), Olympia High (high), Chain Of Lakes Middle (middle) — Orange 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
$700,000 runs 312% above the ORLANDO 32835 median — but at 2,335 sqft it's also 47% larger than the typical Orlando listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 2 days on market in a Orlando market that averages 42 — if it fits, move quickly.
04Strong assigned schools
Windy Ridge K-8, Olympia High, Chain Of Lakes Middle — Windy Ridge K-8 rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS ADVANTAGE III · David Fraser. MLS #O6438658.
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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