321 Sylvan Boulevard, Winter Park, FL 32789

$1,300,000
3
BD
3
BA
2,821
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Sold Price
$1,300,000
List Price
$1,395,000
Status
Sold
Days on Market
0
Closing Date
Jul 24, 2026
MLS#
O6417674
Property Style
Single Family
Year Built
1940
Bedrooms
3
Bathrooms
3
Baths Half
1
Living Area
2,821
Lot Size
16,519
Acres
0.38
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Sylvan Lake Shores
MLS Area Major
Winter Park

Property Description

Set on a rare double lot in one of Winter Park's most coveted locations, this charming 1940 Craftsman-style residence presents an extraordinary opportunity to enjoy one of Central Florida's most celebrated lifestyles while envisioning the future. Just moments from the Winter Park Chain of Lakes, the boutiques and acclaimed dining of Park Avenue, and the timeless beauty of Rollins College, the property offers a setting that few locations can rival. The existing residence features approximately three bedrooms, two-and-a-half bathrooms, and generously proportioned living spaces filled with warmth and character. Lovingly maintained over the years, the home provides a comfortable foundation for renovation, restoration, or reimagination. Outdoors, a screened pool creates a private retreat for year-round enjoyment, while a detached two-car garage and separate studio shed offer exceptional flexibility for hobbies, creative pursuits, a home office, fitness space, or guest accommodations. What truly distinguishes this offering is the double lot itself. Opportunities of this scale within the heart of Winter Park are increasingly rare, providing the space and flexibility to construct a custom estate tailored to your vision while preserving ample room for outdoor living, gardens, and recreation. Life here extends far beyond the property lines. Enjoy morning walks beneath majestic oak canopies, afternoons on the Chain of Lakes, outdoor concerts, art festivals, sidewalk cafés, and some of Florida's most picturesque streetscapes. Whether renovating the existing residence or creating the home of your dreams, this exceptional property represents a rare chance to secure a legacy homesite in one of the most desirable addresses in Central Florida.

Additional Information

Taxes
$6543
Minimum Lease
No Minimum
Community Features
No Deed Restriction
Property Description
One Story
Zoning
R-1A
Interior Layout
Ceiling Fans(s)
Interior Features
Ceiling Fans(s)
Floor
Carpet, Wood
Appliances
Range, Refrigerator
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Heating
Central, Zoned
Air Conditioning
Central Air
Fireplace Description
Other
Exterior Construction
Frame
Exterior Features
Private Mailbox
Roof
Shingle
Foundation
Concrete Perimeter
Pool
Private
Pool Type
Gunite, In Ground, Screen Enclosure
Garage Carport
2 Car Garage
Garage Spaces
2
Elementary School
Brookshire Elem
Middle School
Glenridge Middle
High School
Winter Park High
Flood Zone Code
X
Parcel ID
05-22-30-8506-02-091
Legal Description
SYLVAN LAKE SHORES N/48 THE S 1/2 OF LOT9 & LOT 10 & N 35 FT OF LOT 11 BLK B

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-333-1900

Selling Office: ONE LUXURY INTERNATIONAL LLC.

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

StellarMLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on