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241 N Dillard Street, Winter Garden, FL

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$1,800,000

($513/sqft)

List Status: Active
241 N Dillard Street
Winter Garden, FL 34787


3 beds
2 baths
3507 living sqft
Top Features
  • Subdivision: J L Dillard Sub 3
  • Built in  1953
  • Single Family Residence
Description
Property Details
Additional Information
Additional Lease Restrictions
Buyer to verify with the city
Additional Parcels YN
false
Additional Rooms
Bonus Room, Inside Utility
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer
Approval Process
Buyer to verify with the city
Architectural Style
Traditional
Association YN
false
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
4671
Building Area Total Srch SqM
433.95
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
513.26
Carport Spaces
3
Carport YN
true
Construction Materials
Block, Concrete
Cooling
Central Air
Country
US
Cumulative Days On Market
31
Current Price
1800000.00
Direction Faces
West
Elementary School
Dillard Street Elem
Exterior Features
Courtyard, French Doors, Garden, Lighting, Sidewalk, Storage
Fireplace Features
Other, Wood Burning
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2021-09-24
Flood Zone Panel
12095C0205H
Flooring
Carpet, Wood
Foundation Details
Slab
Garage YN
false
Heating
Central, Electric
High School
West Orange High
Homestead YN
1
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
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Lease Restrictions YN
1
Levels
One
List AOR
Orlando Regional
Living Area Meters
325.81
Living Area Source
Owner
Living Area Units
Square Feet
Lot Features
Corner Lot, City Limits, In County, Landscaped, Level, Oversized Lot, Sidewalk, Paved
Lot Size Acres
0.64
Lot Size Square Feet
27988
Lot Size Square Meters
2600
Middle Or Junior School
Lakeview Middle
Minimum Lease
8-12 Months
Modification Timestamp
2025-11-20T14:23:09.426Z
New Construction YN
false
Occupant Type
Owner
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
27-22-14-2088-00-010
Patio And Porch Features
Patio, Porch, Rear Porch
Pet Restrictions
Buyer to verify with the city
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
2813
Public Remarks
Seller financing opportunity!!! 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. 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.
Public Survey Range
27
Public Survey Section
14
RATIO Current Price By Calculated SqFt
513.26
Realtor Info
As-Is, Sign
Road Surface Type
Paved
Roof
Shingle
Room Count
7
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Appointment Only, Listing Agent Must Accompany, See Remarks, ShowingTime
Status Change Timestamp
2025-10-20T19:45:03.000Z
Tax Annual Amount
2959
Tax Block
-
Tax Book Number
R-36
Tax Legal Description
J L DILLARD SUB NO 3 R/36 LOTS 1 & 2
Tax Lot
1
Tax Year
2024
Total Acreage
1/2 to less than 1
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-272214208800010-R-N
Unparsed Address
241 N DILLARD ST
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
Vegetation
Mature Landscaping, Oak Trees, Trees/Landscaped
Water Source
Public
Waterfront YN
false
Zoning
R-2
Neighborhood Map
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MLS #MFRO6353975 Listing courtesy of Homevest Realty provided by Stellar MLS.



All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 12/5/25 2:01 AM) |

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Contact Wendy Morris

407-575-5392

Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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