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.
Single-familyProperty Type
1946Year Built
0.43 acresLot Size
$585Price/Sq.Ft.
2 car garageParking
Listed by Caroline Van Den Berg• VAN DEN BERG REAL ESTATE GROUP
Contact: 407-739-9970
Bought with Padgett McCormick• KELLY PRICE & COMPANY LLC
Est. $4,225 per month, based on comparable rentals
Sale and tax history for 1661 Laurel Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6435812
Oct 9, 2026
Sold
$1,830,000
$585/sq ft
Aug 30, 2026
Contingent
—
Aug 22, 2026
Listed
$1,875,000
$600/sq ft
Public Records
Jun 1, 1972
Sold
$55,000
$18/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$6,545 (+3.6%)
2024
$6,319 (+4.2%)
2023
$6,065 (+6.9%)
2022
$5,675 (+1.2%)
2021
$5,609 (+4.0%)
2020
$5,392 (−3.2%)
2019
$5,573 (+0.6%)
2018
$5,540 (+0.8%)
2017
$5,497 (+2.1%)
2016
$5,383 (−2.3%)
2015
$5,512 (−0.8%)
2014
$5,559 (+2.2%)
2013
$5,438 (+1.1%)
2012
$5,378
Public record
Public record
Zoning
Beds
3
Baths
3
Stories
1
Lot width
—
Lot depth
—
Lot size
0.43 Acres
Year renovated
1986
Sq. Ft.
3,127
Year built
1946
Style
Single Family Residential
County
Orange County
APN
302207125213060
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 21, 2026.
R-1AA
\N
Residential District
These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1AA districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.
Utilities: Electricity Connected, Sewer Connected, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Audubon Park K8
High School: Winter Park High
Location Information
Directions: From Park Avenue, turn right onto Fairbanks Avenue, then left onto Pennsylvania Avenue. Follow Pennsylvania Avenue as it becomes Lake Sue Drive. Turn left onto Laurel Road; 1661 Laurel Road will be on the left.
Public facts
Beds: 3
Baths: 3.0
Sq. Ft.: 3,127
Stories: 1.0
Lot Size: 0.43 acres
Style: Single Family Residential
Year Built: 1946
Year Renovated: 1986
County: Orange County
APN: 302207125213060
Home facts updated by county records on Oct 21, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-739-9970
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 7
Status Contractual Search Date: 2026-10-09
Listing Price Information
Calculated List Price By Calculated Sq Ft: 599.62
Green Information
Green Verification Count: 0
Direction Faces: East
Home Information
Living Area: 3127
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 290.51
Building Area Total: 4059
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Crawlspace, Stem Wall
Levels: One
Around this home
Schools
AUDUBON PARK SCHOOL
Public PreK-8 • Assigned • 1.1mi
10/10
Winter Park High School
Public 9-12 • Assigned • 1.3mi
7/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32789
Average low and high temperatures (°F)
68
48
75
55
81
61
84
65
90
73
92
75
94
77
91
76
88
74
83
69
78
60
73
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
95/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
7.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.72M – $2.08M
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