241 N Dillard Street, Winter Garden, FL 34787
- $1,499,999
- 4
- BD
- 3
- BA
- 3,507
- SqFt
- List Price
- $1,499,999
- Status
- Active
- Days on Market
- 280
- Price Change
- ▼ $100,001 1776113677
- MLS#
- O6353975
- Property Style
- Single Family
- Architectural Style
- Traditional
- Year Built
- 1953
- Bedrooms
- 4
- Bathrooms
- 3
- Living Area
- 3,507
- Lot Size
- 27,988
- Acres
- 0.64
- Total Acreage
- 1/2 to less than 1
- Legal Subdivision Name
- J L Dillard Sub 3
- MLS Area Major
- Winter Garden/Oakland
Property Description
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.
Additional Information
- Taxes
- $2959
- Minimum Lease
- 8-12 Months
- Location
- Corner Lot, City Limits, In County, Landscaped, Level, Oversized Lot, Sidewalk, Paved
- Community Features
- No Deed Restriction
- Property Description
- One Story
- Zoning
- R-2
- Interior Layout
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Stone Counters
- Interior Features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Stone Counters
- Floor
- Carpet, Wood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
- Heating
- Central, Electric
- Air Conditioning
- Central Air
- Fireplace Description
- Other, Wood Burning
- Exterior Construction
- Block, Concrete
- Exterior Features
- Courtyard, French Doors, Garden, Lighting, Sidewalk, Storage
- Roof
- Shingle
- Foundation
- Slab
- Pool
- No Pool
- Garage Carport
- 5+ Car Carport
- Garage Features
- Covered, Driveway, Garage Faces Side
- Elementary School
- Dillard Street Elem
- Middle School
- Lakeview Middle
- High School
- West Orange High
- Pets
- Allowed
- Flood Zone Code
- X
- Parcel ID
- 27-22-14-2088-00-010
- Legal Description
- J L DILLARD SUB NO 3 R/36 LOTS 1 & 2
Listing courtesy of HOMEVEST REALTY. 407-897-5400
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