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    (845) 398-1717 susan@ImagineProperties1.com
    • 100 Dutch Hill Rd Suite 260
      Orangeburg, NY 10962
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    Home / Winter Garden / 241 DILLARD STREET
    241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 241 DILLARD STREET Winter Garden, FL 34787 View All Photos

    $1,499,999

    | Active

    241 DILLARD STREET

    Winter Garden, FL 34787

    4,671
    Square Feet
    4
    Beds
    3
    Baths
    0.64
    Acres
    303
    Days on Market
    MFRO6353975
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. 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 three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. 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. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. 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.

    Property Details
    Interior
    Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Fl
    Heating
    Central, Electric
    Cooling Features
    Central Air
    Bedrooms
    4
    Bathrooms
    3.0
    Full Baths
    3
    Lot Features
    Corner Lot, City Limits, In County, Landscaped, Level, Oversized Lot, Sidewalk, Paved
    Lot Description
    Corner Lot, City Limits, In County, Landscaped, Level, Oversized Lot, Sidewalk, Paved
    Exterior Materials
    Courtyard, Garden, Lighting, Sidewalk, Storage
    Acres
    0.64
    Square Feet
    4671.0
    Parking Features
    Covered, Driveway, Garage Faces Side
    Parking Type
    Driveway
    Parking Carport Spaces
    6.0
    Property Type
    Purchase
    Year Built
    1953
    Foundation
    Slab
    Roof
    Shingle
    Sewer Information
    Public Sewer
    Utility Source
    Public
    Utility Features
    BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water
    Appliances
    Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer
    Subdivision
    J L DILLARD SUB 3
    Elementary School
    Dillard Street Elem
    Middle School
    Lakeview Middle
    High School
    West Orange High
    County
    Orange
    Region
    WINTER GARDEN
    Zoning
    R-2
    Original List Price
    $1,800,000
    Days on Market (Cumulative)
    303
    Taxes Annual
    $2,959
    Pets
    1
    Pets Allowed
    1
    Ownership
    Fee Simple
    MLS #
    O6353975
    Location
    Legal

    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Susan Camus | Imagine Properties

    Provided By
    Listed by Erica Diaz (#MFR261211327)
    Listing Office: HOMEVEST REALTY (#MFR54033)

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