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$1,300,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,821 Sq. Ft.
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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.

Full Property Details for 321 Sylvan Blvd

General

  • Sold For: $1,300,000
  • Taxes: $6,543 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6417674
  • Added to Site: 51 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s)
  • Fireplace: Yes
  • Fireplace(s): Other Room
  • Appliances: Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure

Exterior

  • Exterior Features: Private Mailbox
  • Deck/Patio: Front Porch, Rear Porch
  • Porch/Patio/Deck: Front Porch, Rear Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: SYLVAN LAKE SHORES
  • Driving Directions: From Park Ave, E on Aloma Ave, R on Sylvan Blvd.
  • Direction Faces: East

School Information

  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,821
  • Sq. Ft. Source: Public Records
  • Living Area: 2,821 Sq. Ft.
  • Year Built: 1940

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,519
  • Lot Size: 16519
  • Street/Road Desc.: Brick

Financial Considerations

  • Tax Amount: $6,543.77
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SYLVAN LAKE SHORES N/48 THE S 1/2 OF LOT9 & LOT 10 & N 35 FT OF LOT 11 BLK B
  • Flood Zone Info: X
  • APN: 52230850602091
  • Property ID: 52230850602091
  • Block/Lot/Section: B

Listed by Premier Sothebys Int'l Realty
Sold by One Luxury International Llc

Listing agent

— 321 Sylvan Blvd —

  • Premier Sothebys Int'l Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 321 Sylvan Blvd

School District:Orange County School District
NameGradesDistance
Brookshire Elementary School
2500 Cady Way, Winter Park, FL 32792
PK-51.2 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-81.5 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 321 Sylvan Blvd

Date
Details
Price
Change
Source
7/24/2026
Sold
$1,300,000
-6.81%
MLS
7/02/2026
Listed
$1,395,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Premier Sothebys Int'l Realty
Sold by One Luxury International Llc

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321 Sylvan Boulevard, Winter Park, FL 32789 (MLS# O6417674) is a Single Family property that was sold at $1,300,000 on July 24, 2026. Want to learn more about 321 Sylvan Boulevard? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.