321 Sylvan Boulevard, Winter Park, FL 32789

Winter Park
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
321 Sylvan Boulevard,Winter Park, FL 32789
$1,395,000
  • 3 Beds
  • 3 Baths
  • 2,821 sq. ft.
  • Single family
  • Pending
Listed by: mel bernstein
Office: premier sothebys int'l realty
MLS#:O6417674
Source:MFRMLS

Price summary

  • Price:$1,395,000
  • Price per sq. ft.:$377.33

About this home

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...

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Home facts

  • Year built:1940
  • Listing ID #:O6417674
  • Added:6 day(s) ago
  • Updated:July 08, 2026 at 08:40 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Flooring:Carpet, Wood
  • Kitchen Description:Range, Refrigerator
  • Basement Description:Concrete Perimeter
  • Living area:2,821 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central, Zoned
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1940
  • Building area:2,821 sq. ft.
  • Lot area:0.38 Acres
  • Construction Materials:Frame
  • Exterior Features:Front Porch, Private Mailbox, Rear Porch
  • Foundation Description:Concrete Perimeter
  • Levels:1 Story

Schools

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

Utilities

  • Water:Public, Water Connected
  • Sewer:Public, Public Sewer, Sewer Connected

Finances and disclosures

  • Price:$1,395,000
  • Price per sq. ft.:$377.33
  • Tax amount:$6,544 (2025)

Features and amenities

  • Appliances:Range, Refrigerator
  • Laundry features:Laundry Room
  • Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Phone Available
  • Pool features:Gunite, In Ground, Private Pool, Screen Enclosure

Parking

  • Garage:Yes
  • Garage spaces:2
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