Brianna Holyszko
$3,999,0005 bd5.5 ba4,891 sqft$818 /sqft$24,842 /mo all-in ↓

1417 WILLIAMS DRIVE, WINTER PARK, FL, 32789

Active0 days on marketListed Aug 18, 2026MLS #O6428414

New constructionPrivate poolSingle Family ResidencePARK GROVE

About this home

1417 WILLIAMS DRIVE

Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, craftsmanship, and presence rarely found in today's market. Perfectly positioned on an expansive 0.37-acre homesite in the highly coveted Park Grove neighborhood, the residence offers the rare privilege of walking to Park Avenue while still having immense privacy. A soaring 20-foot foyer creates an unforgettable first impression and immediately establishes the home's sense of grandeur. Beyond the entry, the expansive great room is defined by dramatic exposed wood beams, a sleek electric fireplace, and a custom-built entertainment wall accented with subtle LED underlighting. At the heart of the home, the chef's kitchen is equal parts statement and workspace. Custom cabinetry is paired with a full Thermador appliance suite, including a paneled built-in refrigerator, while striking Taj Mahal quartzite countertops complete the space. Just beyond, an oversized butler's pantry dramatically expands the kitchen's functionality. Outfitted with extensive cabinetry, generous prep space, a secondary refrigerator, sink, and dishwasher, it is designed to support everything from intimate dinners to large-scale entertaining. The adjacent dining room is equally refined, featuring a custom dry bar complete with a built-in wine refrigerator. One of the home's most exceptional attributes is its floor plan. Offering two luxurious primary suites, a rarity in Winter Park, the residence provides remarkable flexibility for multigenerational living or extended guests. Both suites feature custom Idelli closet systems and spa-inspired baths appointed with marble mosaic tile, expansive walk-in showers, freestanding soaking tubs, and dual vanities. Every additional bedroom is designed as a private ensuite with its own walk-in closet. Two guest suites are conveniently located on the main level, while upstairs you'll find a spacious game room, a dedicated study nook for kids, and a second laundry room to complement the main-level laundry. The outdoor living experience is equally impressive. An expansive backyard, rarely found in Winter Park, creates a private setting for everyday living and entertaining alike. A covered lanai with a fully equipped summer kitchen overlooks the resort-style pool and spa, while upgraded landscaping and generous green space complete the grounds. An oversized motor court and a three-car garage with soaring 12-foot ceilings provide an uncommon level of parking and storage for the car enthusiast. Positioned just moments from Park Avenue, Winter Park Village, and Hannibal Square, this is far more than another luxury home. It is a thoughtfully crafted masterpiece that captures the timeless character of Olde Winter Park while delivering the scale, amenities, and craftsmanship expected of a modern home. Opportunities to own a property of this caliber, in a location this desirable, are exceptionally rare. Don't miss out!

Facts & features

The home at a glance

5

Bedrooms

5.5

Bathrooms

4,891

Sqft

0.37 ac

Lot size

3

Garage

2026

Year built

Two

Levels

$818

Per sqft

Private poolFireplace

Inside

FlooringEngineered Hardwood · Marble · Porcelain Tile
AppliancesBuilt-In Oven · Dishwasher · Dryer · Freezer · Microwave · Range · Range Hood · Refrigerator · Tankless Water Heater · Washer · Wine Refrigerator
InteriorBuilt-in Features · Ceiling Fan(s) · Dry Bar · Eating Space In Kitchen · High Ceilings · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · PrimaryBedroom Upstairs · Solid Surface Counters · Walk-In Closet(s)
LaundryLaundry Room
CoolingCentral Air
HeatingCentral

Outside & construction

RoofMetal · Shingle
ConstructionBlock · Brick · Stucco
FoundationSlab
FacesEast
ExteriorIrrigation System · Lighting · Outdoor Grill · Outdoor Kitchen · Private Entrance · Private Mailbox · Private Yard · Rain Gutters · Sliding Doors

Community & fees

Taxes (2025)$19,246/yr

Utilities & systems

UtilitiesCable Available · Electricity Connected · Sewer Connected · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$24,842 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$21,578
PMI (est., until 20% equity)$1,500
Property tax — 2025 actual bill$1,604
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $399,900Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $399,900
Interest rate6.00%
Loan term

Estimated payment

$24,842/mo

Principal & interest$21,578
PMI (est., until 20% equity)$1,500
Property taxes (actual bill)$1,604
Est. insurance$160

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.

List $4.0M
$2.3MedgeAI estimate $2,442,207 · range $2.4M$2.5M$4.2M

vs edgeAI estimate

+63.7%

$/sqft vs Winter Park actives

$818 vs $343

Days on market

0 vs 43 typical

Where $818/sqft sits among the 332 Winter Park actives

131
80
48
24
20 · this home
29
$155–293$293–431$431–568$568–706$706–844$844+

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 Park Grove

Map of 1417 WILLIAMS DRIVE inside its neighborhood boundary

Drive times from this address

Downtown Orlando11 min
Universal Orlando24 min
Orlando Int’l Airport (MCO)31 min
Walt Disney World36 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Winter Park. See the full Winter Park guide →

Park Grove — neighborhood snapshot

Population

212

Median age

50

Median income

$169,125

Median home value

$1,052,600

Avg household

3

Households w/ children

21%

For the school run

Orange County School District

ElementaryDommerich Elementary★★★★★
MiddleMaitland Middle★★★★★
HighWinter Park High★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Winter Park market

Seller’s marketLeans seller3.8 months of inventoryBuyer’s market

$470K$532K

Winter Park median sold, yr/yr

96.8%

Sale-to-list ratio (12 mo)

147 of 332

Winter Park actives have cut their price

Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 416% above the WINTER PARK 32789 median. See the full Winter Park market guide →

Paper trail

This home's history

Aug 18, 2026Listed at $3,999,000 · 0 days on market since
2026Built · PARK GROVE

Reality check

What actually sold near 1417 WILLIAMS DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

611 WILLIAMS DRIVESold · Apr ’26

$3,100,001

611 WILLIAMS DRIVE · same community

5 bd · 4.5 ba · 4,686 sqft · $662/sqft · 6 DOM

670 WILLIAMS DRIVESold · Jun ’26

$2,755,000

670 WILLIAMS DRIVE · same community

5 bd · 4.5 ba · 4,091 sqft · $673/sqft · 18 DOM

1535 WILLIAMS DRIVESold · Oct ’25

$1,980,000

1535 WILLIAMS DRIVE · same community

5 bd · 3.5 ba · 3,568 sqft · $555/sqft · 0 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.

Brianna Holyszko

Your agent

Brianna Holyszko

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1417 WILLIAMS DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1417 WILLIAMS DRIVE — before you fall in love.

See it in person

Schedule a tour

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Straight answers

1417 WILLIAMS DRIVE FAQs

What would the monthly payment be for 1417 WILLIAMS DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $24,842/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 1417 WILLIAMS DRIVE?+

The most recent tax bill on record (2025) was $19,246. 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 Winter Park?+

At $3,999,000, this home is listed about 595% above the Winter Park median of $575,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1417 WILLIAMS DRIVE?+

Dommerich Elementary (elementary), Maitland Middle (middle), Winter Park High (high) — 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

$3,999,000 runs 416% above the WINTER PARK 32789 median — but at 4,891 sqft it's also nearly 3 times the size of the typical Winter Park 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

Listed today in a Winter Park market that averages 43 — if it fits, move quickly.

04Strong assigned schools

Dommerich Elementary, Maitland Middle, Winter Park High — Dommerich Elementary rates 5 of 5. Always verify assignments with the district.

Listing courtesy of ONE LUXURY INTERNATIONAL LLC · Christopher Christensen. MLS #O6428414.

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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