Call Now: Mobile: 904.248.9848

Wade M. Berlin

ABR,BrkrAssc,CNE,CPM,FSSR,GAA,LLC,PMN,REALTOR ®,SRES
Broker IDX Sites Inc.
The Real Estate Professional You Deserve
Property Photos
241 Dillard Street
  1. Image 1 of 51 For 241 Dillard Street
  2. Image 2 of 51 For 241 Dillard Street
  3. Image 3 of 51 For 241 Dillard Street
  4. Image 4 of 51 For 241 Dillard Street
  5. Image 5 of 51 For 241 Dillard Street
  6. Image 6 of 51 For 241 Dillard Street
  7. Image 7 of 51 For 241 Dillard Street
  8. Image 8 of 51 For 241 Dillard Street
  9. Image 9 of 51 For 241 Dillard Street
  10. Image 10 of 51 For 241 Dillard Street
  11. Image 11 of 51 For 241 Dillard Street
  12. Image 12 of 51 For 241 Dillard Street
  13. Image 13 of 51 For 241 Dillard Street
  14. Image 14 of 51 For 241 Dillard Street
  15. Image 15 of 51 For 241 Dillard Street
  16. Image 16 of 51 For 241 Dillard Street
  17. Image 17 of 51 For 241 Dillard Street
  18. Image 18 of 51 For 241 Dillard Street
  19. Image 19 of 51 For 241 Dillard Street
  20. Image 20 of 51 For 241 Dillard Street
  21. Image 21 of 51 For 241 Dillard Street
  22. Image 22 of 51 For 241 Dillard Street
  23. Image 23 of 51 For 241 Dillard Street
  24. Image 24 of 51 For 241 Dillard Street
  25. Image 25 of 51 For 241 Dillard Street
  26. Image 26 of 51 For 241 Dillard Street
  27. Image 27 of 51 For 241 Dillard Street
  28. Image 28 of 51 For 241 Dillard Street
  29. Image 29 of 51 For 241 Dillard Street
  30. Image 30 of 51 For 241 Dillard Street
  31. Image 31 of 51 For 241 Dillard Street
  32. Image 32 of 51 For 241 Dillard Street
  33. Image 33 of 51 For 241 Dillard Street
  34. Image 34 of 51 For 241 Dillard Street
  35. Image 35 of 51 For 241 Dillard Street
  36. Image 36 of 51 For 241 Dillard Street
  37. Image 37 of 51 For 241 Dillard Street
  38. Image 38 of 51 For 241 Dillard Street
  39. Image 39 of 51 For 241 Dillard Street
  40. Image 40 of 51 For 241 Dillard Street
  41. Image 41 of 51 For 241 Dillard Street
  42. Image 42 of 51 For 241 Dillard Street
  43. Image 43 of 51 For 241 Dillard Street
  44. Image 44 of 51 For 241 Dillard Street
  45. Image 45 of 51 For 241 Dillard Street
  46. Image 46 of 51 For 241 Dillard Street
  47. Image 47 of 51 For 241 Dillard Street
  48. Image 48 of 51 For 241 Dillard Street
  49. Image 49 of 51 For 241 Dillard Street
  50. Image 50 of 51 For 241 Dillard Street
  51. Image 51 of 51 For 241 Dillard Street
Image Gallery

PRICED AT ONLY: $1,800,000

Address: 241 Dillard Street, WINTER GARDEN, FL 34787

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 Floridas 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 youll 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 youll always be reminded that youre 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 propertys 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 youre 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 Floridas most beloved communities. Opportunities like this simply dont come around twice. Come see for yourself why this remarkable downtown retreat isnt just a home its a legacy waiting to be continued.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-

  •   Monthly -
For a Fast & FREE Mortgage Pre-ApprovalApply Now
  • MLS#: O6353975 ( Residential )
  • Street Address: 241 Dillard Street
  • Viewed: 9
  • Price: $1,800,000
  • Price sqft: $385
  • Waterfront: No
  • Year Built: 1953
  • Bldg sqft: 4671
  • Bedrooms: 3
  • Total Baths: 3
  • Full Baths: 2
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 3
  • Days On Market: 7
Request More Information
  • All fields are required.
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Courtyard, French Doors, Garden, Lighting, Sidewalk, Storage
  • Flooring: Carpet, Wood
  • Living Area: 3507.00
  • Roof: Shingle
Land Information
  • Lot Features: Corner Lot, City Limits, In County, Landscaped, Level, Oversized Lot, Sidewalk, Paved
School Information
  • High School: West Orange High
  • Middle School: Lakeview Middle
  • School Elementary: Dillard Street Elem
Garage and Parking
  • Garage Spaces: 0.00
  • Open Parking Spaces: 0.00
  • Parking Features: Covered, Driveway, Garage Faces Side
Eco-Communities
  • Water Source: Public
Utilities
  • Carport Spaces: 3.00
  • Cooling: Central Air
  • Heating: Central, Electric
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2024
Other Features
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer
  • Country: US
  • 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
  • Legal Description: J L DILLARD SUB NO 3 R/36 LOTS 1 & 2
  • Levels: One
  • Area Major: 34787 - Winter Garden/Oakland
  • Occupant Type: Owner
  • Parcel Number: 27-22-14-2088-00-010
  • Style: Traditional
  • Zoning Code: R-2
Similar Properties

Details for 9940 Black Bear Lane, WINTER GARDEN, FL 34787
$1,850,000.00 ($391.62 / sqft )

9940 Black Bear Lane Virtual Tour New Construction More Like This

Pre Construction. To be built. This Custom Singel Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5 acre private oasis. Plenty of space for farm animals or just enjoy the o

  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 4724 sqft
  4. Approx. 5.00 acres
  1. MLSID: O6309917
  2. Provided by HAMLIN REALTY
  3. Contact Edward Guerrette LLC
  4. mfrmls
  5. DMCA Notice
Details for 1224 Union Club Drive, WINTER GARDEN, FL 34787
$1,775,000.00 ($239.03 / sqft )

1224 Union Club Drive Virtual Tour Reduced More Like This

EXQUISITE WATERFRONT RESIDENCE blends luxury and timeless Florida charm in award winning Oakland Park. Enjoy spectacular lake views with two wrap around decks, high ceilings which bathe the home in na

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 7426 sqft
  1. MLSID: O6326350
  2. Provided by EXP REALTY LLC
  3. Contact Amy Moline
  4. mfrmls
  5. DMCA Notice
Details for 7766 Minutemen Loop, WINTER GARDEN, FL 34787
$1,824,888.00 ($315.89 / sqft )

7766 Minutemen Loop Virtual Tour More Like This

Experience the Best of Florida Living! Enjoy Floridas natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or

  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 5777 sqft
  4. Approx. 2.41 acres
  1. MLSID: O6328707
  2. Provided by FL SUNSHINE STATE REALTY
  3. Contact Mae Wang
  4. mfrmls
  5. DMCA Notice
Details for 9072 Bradleigh Drive, WINTER GARDEN, FL 34787
$1,885,000.00 ($330.24 / sqft )

9072 Bradleigh Drive Virtual Tour More Like This

Pro pics coming very soon.Experience the very best in true lakefront living where every detail has been carefully designed for comfort, style, and enjoyment. Located in the heart of Winter Garden with

  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 5708 sqft
  4. Approx. 1.25 acres
  1. MLSID: O6354407
  2. Provided by RE/MAX PRIME PROPERTIES
  3. Contact Ronald Ziolkowski
  4. mfrmls
  5. DMCA Notice
Details for 15986 Johns Lake Overlook Drive, WINTER GARDEN, FL 34787
$2,150,000.00 ($340.03 / sqft )

15986 Johns Lake Overlook Drive Virtual Tour More Like This

Experience breathtaking lakefront living in this exceptional estate home with a private dock in one of Winter Gardens most sought after gated communities: Hickory Hammock at Johns Lake. Perfectly posi

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 6323 sqft
  1. MLSID: O6337081
  2. Provided by STOCKWORTH REALTY GROUP
  3. Contact Rob Rahter
  4. mfrmls
  5. DMCA Notice
Details for 241 Dillard Street, Winter Garden, FL 34787
$1,800,000.00 ($385.36 / sqft )

241 Dillard Street Virtual Tour More Like This

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

  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 4671 sqft
  1. MLSID: O6353975
  2. Provided by HOMEVEST REALTY
  3. Provided through
  4. DMCA Notice
Details for 16548 Raven Rock Place, WINTER GARDEN, FL 34787
$1,699,900.00 ($202.32 / sqft )

16548 Raven Rock Place Virtual Tour More Like This

Please note that property visits will only be confirmed upon receipt of proof of funds or a pre qualification letter. All visits will be guided by the listing agent and must be requested at least 24 h

  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 8402 sqft
  1. MLSID: S5134920
  2. Provided by AGENT TRUST REALTY CORPORATION
  3. Contact Norca Serrano Mendoza
  4. mfrmls
  5. DMCA Notice
Details for 1207 Ridge Lake Way, OAKLAND, FL 34787
$1,700,000.00 ($303.08 / sqft )

1207 Ridge Lake Way Virtual Tour New Construction More Like This

Pre Construction. To be built. This is a pre construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two story custom RCB home can be custom

  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 5609 sqft
  1. MLSID: O6316643
  2. Provided by NEW HOMES REAL ESTATE, INC.
  3. Contact Chris Herlihy
  4. mfrmls
  5. DMCA Notice
Details for 1258 Ridge Lake Way, OAKLAND, FL 34787
$1,996,500.00 ($317.91 / sqft )

1258 Ridge Lake Way Virtual Tour New Construction More Like This

Pre Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought after Oakland Park community. This custom built modern farmhouse by RCB Homes offers a perfect blen

  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 6280 sqft
  1. MLSID: O6265275
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Matthew McKee
  4. mfrmls
  5. DMCA Notice
Details for 15680 Panther Lake Drive, WINTER GARDEN, FL 34787
$2,000,000.00 ($310.56 / sqft )

15680 Panther Lake Drive Virtual Tour Green Listing More Like This

Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an enviro

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 6440 sqft
  1. MLSID: O6210445
  2. Provided by KELLER WILLIAMS CLASSIC
  3. Contact Christina Cannon
  4. mfrmls
  5. DMCA Notice

Contact Info

  1. The Real Estate Professional You Deserve
  2. Mobile: 904.248.9848
  3. phoenixwade@gmail.com
Wade M. Berlin