8289 TOPSAIL PLACE, WINTER GARDEN, FL, 34787
Active65 days on marketListed Jun 3, 2026MLS #S5151179
About this home
8289 TOPSAIL PLACE
Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Facts & features
The home at a glance
4
Bedrooms
4
Bathrooms
2,755
Sqft
0.15 ac
Lot size
2
Garage
2020
Year built
Two
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.
$6,610 /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
$6,610/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
+25.3%
$/sqft vs Winter Garden actives
$323 vs $261
Days on market
65 vs 37 typical
Where $323/sqft sits among the 400 Winter Garden 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 Village F
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
Village F — neighborhood snapshot
Population
8,788
Median age
37
Median income
$130,745
Median home value
$496,000
Avg household
3
Households w/ children
1,130
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$585K → $611K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
169 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 67% above the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 8289 TOPSAIL PLACE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$860,000
15859 SHOREBIRD LANE · same community
4 bd · 3.5 ba · 2,812 sqft · $306/sqft · 18 DOM
Sold · May ’26$930,000
15828 SHOREBIRD LANE · same community
4 bd · 3.5 ba · 3,058 sqft · $304/sqft · 6 DOM
Sold · May ’26$674,000
10031 BEDTIME STORY DRIVE
4 bd · 4 ba · 2,722 sqft · $248/sqft · 190 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
Jessica Torres
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 8289 TOPSAIL PLACE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8289 TOPSAIL PLACE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Jessica's phone and CRM.
Straight answers
8289 TOPSAIL PLACE FAQs
What would the monthly payment be for 8289 TOPSAIL PLACE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,610/mo — principal and interest, the actual property-tax bill, the $350/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 8289 TOPSAIL PLACE?+
The association fee works out to $350 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 8289 TOPSAIL PLACE?+
The most recent tax bill on record (2024) was $11,564. 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 8289 TOPSAIL PLACE?+
The listing reports pets: Breed Restrictions, 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 Winter Garden?+
At $890,000, this home is listed about 52% above the Winter Garden median of $585,000. The market section on this page shows how the area is trending.
Which schools are assigned to 8289 TOPSAIL PLACE?+
Horizon High School (high), Water Spring Middle School (middle), Panther Lake Elementary (elementary) — 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
$890,000 runs 67% above the WINTER GARDEN 34787 median — but at 2,755 sqft it's also 27% larger than the typical Winter Garden listing.
02Garden & Trees/Woods views
The garden and trees/woods view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Horizon High School, Water Spring Middle School, Panther Lake Elementary — Horizon High School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $980,000, now $890,000 — a $90K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of MIAMI BRAZIL INVESTMENTS, LLC. MLS #S5151179.
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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