
3208 SAILING PIER AVENUE, WINTER GARDEN, FL, 34787
Active183 days on marketListed Apr 25, 2026MLS #O6402332
About this home
3208 SAILING PIER AVENUE
MADE FOR THE SPOTLIGHT & PEOPLE ON THE MOVE This is a home that knows how to make an entrance—and how to make people want to stay. At 3208 Sailing Pier Avenue, every day begins with the knowledge that you’ve arrived somewhere special. Set within the gated Estates at Lakeview Preserve, this professionally designed model home was made for gatherings that linger. Morning light draws you from the first-floor primary suite to the covered lanai. Settle in with coffee and a breeze while the landscaped, vinyl-fenced yard offers a quiet start. Beyond the fence lies Scrub Point Preserve behind your property, with no other homes in between. Nearby trails lead toward the shores of Johns Lake. Back inside, a wall of fully retracting glass doors fill the great room with light and opens the home to the outdoors. The kitchen keeps pace with every occasion: white cabinetry, sweeping quartz surfaces, a generous island and a sunny breakfast area set the stage for a quiet morning or a house full of friends. An elegant dining room awaits a more formal evening. As guests gather, conversation moves from the island to the great room, then out to dinner on the lanai. Room to create as well as celebrate. Behind French doors, the first-floor office or studio offers a place to focus beneath a tray ceiling accented with light wood beams. Upstairs, two distinct entertainment spaces let imagination take the lead: one could be a music or podcast studio, alive with ideas and conversation; the other, a movie lounge, game room or retreat after the party. A Saturday morning might take you to the Winter Garden Farmers Market and out along the West Orange Trail. Hamlin Town Center, Winter Garden Village, Clermont and Disney-area attractions add even more possibilities nearby. Or let Johns Lake set the afternoon’s itinerary. The community offers a bird-watching dock, along with a pool, clubhouse, fitness center and playground. Head out on the water, or arrange a chartered seaplane pickup at the community dock and give your weekend an unforgettable start. As evening settles in, the music, the company and the open doors bring the day full circle. When guests have gone, the primary suite offers its own sense of occasion, with beamed insets in the tray ceiling and a beautifully finished bath with dual vanities and a generous walk-in shower. With 5 bedrooms, 4 baths, a French-door office, two upstairs lofts, 3,998 square feet and a three-car garage, there is space for the spotlight and all the life that happens beyond it. Three bedrooms are downstairs, including the primary; another en suite, and a guest room. Two additional bedrooms and a shared bath are upstairs. A drop zone and laundry room make everyday life easier. Lake County Schools earned an A for 2025–26. The fenced yard offers room for a future pool. Furniture, artwork and decor shown in photos are available by separate negotiation and are not included in the sale.
Facts & features
The home at a glance
5
Bedrooms
4
Bathrooms
3,998
Sqft
0.2 ac
Lot size
3
Garage
2023
Year built
Two
Levels
$250
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.
$8,047 /mo · 10% down Conventional, 30-yr fixed at 7.5%
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
$8,047/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+39.7%
$/sqft vs Winter Garden actives
$250 vs $260
Days on market
183 vs 60 typical
Where $250/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 Winter Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
WINTER GARDEN 34787 — neighborhood snapshot
Population
93,064
Median age
37.4
Median income
$114,988
Median home value
$475,000
Avg household
3.02
Households w/ children
13,499
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)
204 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 100% 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 3208 SAILING PIER AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$929,000
3383 CURRENT AVENUE
5 bd · 4.5 ba · 3,975 sqft · $234/sqft · 41 DOM
Sold · Mar ’26$1,300,000
11630 FLYNN COURT
6 bd · 5 ba · 3,922 sqft · $331/sqft · 298 DOM
Sold · Feb ’26$1,030,000
3296 WINDBEAM COURT
5 bd · 5 ba · 3,890 sqft · $265/sqft · 71 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
Colleen Brown
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 3208 SAILING PIER AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3208 SAILING PIER AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Colleen's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
3208 SAILING PIER AVENUE FAQs
What would the monthly payment be for 3208 SAILING PIER AVENUE?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $8,047/mo — principal and interest, the actual property-tax bill, the $208/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 3208 SAILING PIER AVENUE?+
The association fee works out to $208 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 3208 SAILING PIER AVENUE?+
The most recent tax bill on record (2024) was $12,135. 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 3208 SAILING PIER AVENUE?+
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 Winter Garden?+
At $1,000,000, this home is listed about 68% above the Winter Garden median of $595,000. The market section on this page shows how the area is trending.
Which schools are assigned to 3208 SAILING PIER AVENUE?+
Summerlake Elementary (elementary), Hamlin Middle (middle), Horizon High School (high) — Orange 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
$1,000,000 runs 100% above the WINTER GARDEN 34787 median — but at 3,998 sqft it's also nearly twice the size of the typical Winter Garden listing.
02Move-in furnished
The furniture conveys — a genuine head start for a second home or rental, and one less five-figure line item after closing.
03Time on market is leverage
183 days on market against a Winter Garden median of 60 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Summerlake Elementary, Hamlin Middle, Horizon High School — Summerlake Elementary rates 5 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $1,049,900, now $1,000,000 — a $50K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER REALTY · Karan Wienker. MLS #O6402332.
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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