FL
Orange
WINTER GARDEN
34787
241 N DILLARD STREET
241 N DILLARD STREET, WINTER GARDEN, FL 34787
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Listing Type
Single Family
Listing Status
active
51
$1,800,000

Home Details for 241 N DILLARD STREET

Price
$1,800,000
Type
Residential
Bedrooms
3
Bathrooms
3.0
Square feet
3507
Year built
1953
Lot size acres
0.64
County
Orange
Total rooms
7
Garage
Days on site
14
MLS Listing#
O6353975
Property Description

Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and two-and-a-half baths, perfectly designed for both daily living and entertaining. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

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Property Features
  • Utilities
    • Cable Available
    • Natural Gas Available
    • Cable Connected
    • Electricity Connected
    • Natural Gas Connected
    • Phone Available
    • Sewer Connected
    • Water Connected
  • House Interior
    • Crown Molding
    • Eat-in Kitchen
    • High Ceilings
    • Open Floorplan
    • Stone Counters
  • Parking
    • Covered
    • Driveway
    • Garage Faces Side
  • Heating Information
    • Central
    • Electric
  • Fire Place
    • Other
    • Wood Burning
  • Cooling Information
    • Central Air
  • Water Features
    • Public
School Information
School Information for 241 N DILLARD STREET, WINTER GARDEN, FL 34787
Elementary School
Dillard Street Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing Courtesy: HOMEVEST REALTY - 407-897-5400
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2025 MLS GRID. All Rights Reserved.
Last Updated: 2025-10-21 16:45:54
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EXIT REALTY PREMIER LEGACY
8701 Maitland Summit Blvd Breezeway Suite 1, Orlando, FL 32810
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407 951 5001
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