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$1,395,000
Active
321 SYLVAN BOULEVARD
WINTER PARK, FL 32789 — SYLVAN LAKE SHORES
3 Beds
3 Baths
2,821 sqft
0.38 acres
Built 1940
2-Car Garage
About This Property
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.
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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6417674
- Year Built
- 1940
- Levels
- One
- Direction Faces
- East
- Occupant Type
- Vacant
Size & Structure
- Living Area
- 2,821 sqft
- Total Area
- 3,697 sqft
- Lot Size
- 0.38 acres
- Lot Sq Ft
- 16,519 sqft
- Bedrooms
- 3
- Full Baths
- 2
- Half Baths
- 1
- Garage Spaces
- 2
- Stories
- 1
Interior
- Flooring
- Carpet, Wood
- Appliances
- Range, Refrigerator
- Interior Features
- Ceiling Fans(s)
- Laundry
- Laundry Room
- Fireplace
- Yes
- Furnished
- Unfurnished
- A/C
- Central Air
- Heating
- Central, Zoned
Exterior & Lot
- Exterior Features
- Private Mailbox
- Construction
- Frame
- Roof
- Shingle
- Foundation
- Concrete Perimeter
- Patio/Porch
- Front Porch, Rear Porch
Water & Pool
- Pool
- Yes — Gunite, In Ground, Screen Enclosure
Community & HOA
- HOA
- No
- Homestead
- Yes
Utilities & Systems
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
- Cooling
- Central Air
- Heating
- Central, Zoned
- Flood Zone
- X
Financial
- List Price
- $1,395,000
- Annual Taxes
- $6,544
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional
- Special Conditions
- None
Schools
- Elementary
- Brookshire Elem
- Middle School
- Glenridge Middle
- High School
- Winter Park High