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321 SYLVAN BOULEVARD

House Recently Sold
$1,300,000

BTC: 19.94476833

ETH: 683.26115292

Sold on: 2026-07-24
New
3 bds
2 ba
2,821 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
No Data
Year Built:
1940
Lot:
0.38 Acres
Heating:
Central / Zoned
Price/sqft:
$495
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$925,000
$658K – $1.4M
Confidence Low
List vs. estimate
$470K above estimate
List $1,395,000 · +50.8%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$494
+16.3% vs. city median $425
Based on
10 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$6,543
2025
Pool
Gunite
Garage
2 car garage
All facts and features
  • Flooring

    • Carpet

    • Hardwood

    Heating

    • Central

    • Zoned

    Cooling

    • Central Air

    Appliances

    • Range

    • Refrigerator

    Other interior features

    • Ceiling Fan(s)

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Bathrooms: 1

    • Full bathrooms: 2

  • Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Private Mailbox

    Lot

    • Lot: 0.38 Acres

    Other Property Information

    • Parcel Number: 052230850602091

    • Zoning: R-1A

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Phone Available

    • Public

    • Sewer Connected

    • Water Connected

  • Other financial information

    • Annual tax amount: $6,544

  • Source details

    • MLS ID: O6417674

    Other facts

    • Construction Materials: Wood Frame

    • Foundation Details: Concrete Perimeter

    • Fireplace Features: Other Room

    • Laundry Features: Laundry Room

    • Patio And Porch Features: Front Porch / Rear Porch

    • Pool Features: Gunite / In Ground / Screen Enclosure

    • Direction Faces: East

    • Fireplace: Yes

    • Garage Spaces: 2

    • Garage: Yes

    • Living Area: 2821

    • Water Source: Public

    • Subdivision Name: SYLVAN LAKE SHORES

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: PREMIER SOTHEBYS INT'L REALTY