
1661 LAUREL ROAD, WINTER PARK, FL, 32789
Active6 days on marketListed Aug 22, 2026MLS #O6435812
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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
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 — not generic estimates.
$11,526 /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
$11,526/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.
$/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
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
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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Park 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
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.
Sold · Jul ’26$2,150,000
230 E ROCKWOOD WAY · same community
5 bd · 4 ba · 3,374 sqft · $637/sqft · 5 DOM
Sold · Sep ’25$1,950,000
141 OAKWOOD WAY · same community
5 bd · 4 ba · 3,909 sqft · $499/sqft · 124 DOM
Sold · 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.
Your agent
Iain Robinson
Broker Associate · CENTURY 21 Edge
Tours, negotiation, and every question about 1661 LAUREL ROAD — start here.

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.
Keep looking
Similar homes nearby
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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