1661 Laurel Road, FL1661 Laurel Road, FL1661 Laurel Road, FL
Stellar MLS
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$1,875,000

1661 Laurel Road

Winter Park, FL 32789

Listing updated: August 23, 2026 at 1:01 AM ET

Active
Stellar MLSListing courtesy of Van Den Berg Real Estate Group · Caroline Van Den Berg · MLS #O6435812 · Active · 407-739-9970
3
Beds
3
Baths
3,127
Sq Ft
0.43
Acres
1946
Built
Water viewIn-law suiteFireplace$600/sqft
Single Family Residence

Property type

1946

Year built

18,802 sqft

Lot size

$600

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$9,481
Property taxes$545
Home insurance (est.)$859

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Aug 22, 2026
  2. Listed$1,875,000
    Aug 22, 2026
  3. Price increased$1,875,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Charmont
County
Orange
Year built
1946
Living area
3,127 sq ft
Price/sq ft
$600
Building area
4,059 sq ft (Public Records)
Lot size
18,802 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0255F)
Garage
2 spaces
Annual taxes
$6,545 (2025)
Parcel #
07-22-30-1252-13-060
Zoning
R-1AA
MLS #
O6435812

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Interior Details

Bedrooms
3
Full bathrooms
3
Flooring
Hardwood, Tile
Appliances
Electric Water Heater
Interior features
Built-in Features, Ceiling Fans(s), Walk-In Closet(s)
Laundry
In Garage
Stories / Levels
One
Direction faces
East
Fireplace
Yes
In-law suite
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
No
Parking features
Driveway, Garage Faces Side

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
BUYER OR BUYER'S REPRESENTATIVE IS RESPONSIBLE FOR VERIFYING LEASE RESTRICTIONS WITH LOCAL MUNICIPALITY.

Exterior & Construction

Exterior features
Private Entrance, Private Mailbox, Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Crawlspace, Stem Wall
Water view
Yes
Road surface
Brick

Utilities

Sewer
Public Sewer
Water source
Public, Well
Utilities
Electricity Connected, Sewer Connected, Water Connected

Schools

ElementaryAAudubon Park K8GreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Great RoomFirst29x22
Family RoomFirst16x14
Primary BedroomFirst19x13
Dining RoomFirst17x14
KitchenFirst16x11
Bedroom 2First17x14
Bedroom 3First17x14
Florida RoomFirst19x11

Listing Details

Listing date
2026-08-19
On market date
2026-08-22
Original list price
$1,875,000
Occupant type
Vacant
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-08-22
Tax legal description
CHARMONT L/93 LOTS 6 & 7 BLK M

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of August 23, 2026 at 1:01 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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