CENTURY 21 Edge
$1,875,0003 bd3 ba3,127 sqft$600 /sqft$11,526 /mo all-in ↓

1661 LAUREL ROAD, WINTER PARK, FL, 32789

Active6 days on marketListed Aug 22, 2026MLS #O6435812

Single Family ResidenceCHARMONT

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Upcoming open house

Sun, Aug 30

1:00 PM – 3:00 PM

About this home

1661 LAUREL ROAD

Set along the brick-lined streets of Charmont, one of Winter Park’s most coveted and established neighborhoods, 1661 Laurel Road presents a rare opportunity to own a home in an exceptional location just three houses from Lake Virginia. From the front yard, enjoy beautiful lake views and the timeless character of a neighborhood defined by mature trees, gracious homes, and a true sense of place. The current owners have cherished this property since 1972, and after more than five decades, the home is ready for its next chapter. Situated on an impressive 0.43-acre corner lot (18,802 square feet), the property offers flexibility that is increasingly difficult to find in Winter Park. The existing home can be thoughtfully remodeled and the floor plan reimagined while preserving the architectural charm and character that make the property special. Or, for those looking to create something entirely their own, the generous lot offers the potential to build a new home in one of Winter Park’s most desirable settings. Inside, a welcoming foyer introduces a floor plan filled with opportunity. To the right, the grand living room features abundant windows and natural light, beautiful proportions, and a wood-burning fireplace, with the space extending into a bright sunroom overlooking the grounds. A hallway off the living room leads to two bedrooms, each with its own ensuite bathroom. To the left of the foyer, a third bedroom offers a dedicated bathroom and walk-in closet. Straight ahead, the dining room features charming corner cabinetry and leads into the existing kitchen. Beyond the dining room, an additional sunroom and sitting area presents one of the home's many opportunities for transformation. Envision opening this space to create a more expansive kitchen with room for a built-in breakfast banquette, coffee bar, and functional drop zone—a gathering space designed around the way today's families live while retaining the home's original charm. A breezeway connects the main house to the two-car garage, while the space above offers a separate one-bedroom, one-bath apartment. Ideal for visiting guests, a private playroom or teen retreat, an office, or potential rental income, this additional living space adds another layer of flexibility to the property. Additional features include an irrigation well and 2018 HVAC system. Beyond the property itself, the location is what makes 1661 Laurel Road truly special. Enjoy Park Avenue, where Winter Park's beloved restaurants, boutiques, galleries, cafés, and cultural institutions create one of Central Florida's most distinctive lifestyles. Rollins College, Hannibal Square, Central Park, Mead Botanical Garden, and the Winter Park Chain of Lakes are all close by, while the neighborhood's tree-canopied streets offer a peaceful retreat just minutes from the energy of downtown. Zoned for Audubon Park K-8 and Winter Park High School, this is an opportunity to put down roots in one of Winter Park's most sought-after locations. Whether you envision restoring and reimagining the existing home or creating a new residence from the ground up, the possibilities at 1661 Laurel Road are truly exceptional. Some properties are defined by their finishes; others are defined by their location, land, history, and potential. This one offers all four.

Facts & features

The home at a glance

3

Bedrooms

3

Bathrooms

3,127

Sqft

0.43 ac

Lot size

2

Garage

1946

Year built

One

Levels

$600

Per sqft

Fireplace

Inside

FlooringEngineered Hardwood · Tile
AppliancesElectric Water Heater
InteriorBuilt-in Features · Ceiling Fan(s) · Walk-In Closet(s)
LaundryIn Garage
CoolingCentral Air
HeatingCentral · Electric

Outside & construction

RoofShingle
ConstructionBlock · Stucco
FoundationCrawlspace · Stem Wall
FacesEast
ParkingDriveway · Garage Faces Side
ExteriorIrrigation System · Private Entrance · Private Mailbox · Sidewalk

Community & fees

Taxes (2025)$6,545/yr

Utilities & systems

UtilitiesElectricity Connected · Sewer Connected · Water Connected
WaterPublic · Well

The numbers

What it really costs

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

$11,526 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$10,117
PMI (est., until 20% equity)$703
Property tax — 2025 actual bill$545
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $187,500Loan30-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% · $187,500
Interest rate6.00%
Loan term

Estimated payment

$11,526/mo

Principal & interest$10,117
PMI (est., until 20% equity)$703
Property taxes (actual bill)$545
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.

$/sqft vs Winter Park actives

$600 vs $345

Days on market

6 vs 43 typical

Where $600/sqft sits among the 335 Winter Park actives

123
87
49
27 · this home
20
29
$156–291$291–425$425–560$560–694$694–829$829+

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 Charmont

Drive times from this address

Downtown Orlando14 min
Universal Orlando27 min
Orlando Int’l Airport (MCO)27 min
Walt Disney World39 min

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

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

Charmont — neighborhood snapshot

Population

434

Median age

42

Median income

$232,037

Median home value

$1,163,944

Avg household

3

Households w/ children

63%

For the school run

Orange County School District

ElementaryAudubon Park School★★★★★
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$512K

Winter Park median sold, yr/yr

96.8%

Sale-to-list ratio (12 mo)

151 of 335

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 168% above the WINTER PARK 32789 median. See the full Winter Park market guide →

Paper trail

This home's history

Aug 22, 2026Listed at $1,875,000 · 6 days on market since
1946Built · CHARMONT

Reality check

What actually sold near 1661 LAUREL ROAD

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

230 E ROCKWOOD WAYSold · Jul ’26

$2,150,000

230 E ROCKWOOD WAY · same community

5 bd · 4 ba · 3,374 sqft · $637/sqft · 5 DOM

141 OAKWOOD WAYSold · Sep ’25

$1,950,000

141 OAKWOOD WAY · same community

5 bd · 4 ba · 3,909 sqft · $499/sqft · 124 DOM

151 OAKWOOD WAYSold · Jun ’26

$2,750,000

151 OAKWOOD WAY · same community

4 bd · 4.5 ba · 4,129 sqft · $666/sqft · 113 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.

Iain Robinson

Your agent

Iain Robinson

Broker Associate · CENTURY 21 Edge

Tours, negotiation, and every question about 1661 LAUREL ROAD — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1661 LAUREL ROAD — before you fall in love.

See it in person

Schedule a tour

Live availability from Iain's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

1661 LAUREL ROAD FAQs

What would the monthly payment be for 1661 LAUREL ROAD?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $11,526/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 1661 LAUREL ROAD?+

The most recent tax bill on record (2025) was $6,545. 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 $1,875,000, this home is listed about 226% 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 1661 LAUREL ROAD?+

Audubon Park School (elementary), Winter Park High (high) — Orange County School District. Always verify school assignments with the district before relying on them.

The brief

Three things that matter here

01Positioned at the premium end

$1,875,000 runs 168% above the WINTER PARK 32789 median — but at 3,127 sqft it's also nearly twice the size of the typical Winter Park listing.

02Fresh on the market

Only 6 days on market in a Winter Park market that averages 43 — if it fits, move quickly.

03Strong assigned schools

Audubon Park School, Winter Park High — Audubon Park School rates 5 of 5. Always verify assignments with the district.

Listing courtesy of VAN DEN BERG REAL ESTATE GROUP · Caroline Van Den Berg. MLS #O6435812.

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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