206 N Highland AvenueWinter Garden, FL 34787Price: $1,100,000

  • Price: $1,100,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 7.03% last updated on Sep 24, 2026
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Open House
206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787206 N Highland Avenue Winter Garden FL 34787
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  • 3Bedrooms
  • 0.24Acreage
  • 3Bathrooms
  • 1925Year Built
Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.

Open Houses

October 3rd
Starts: 12:00pm
Ends: 2:00pm
Listing Courtesy of HOMEVEST REALTY

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolDillard Street Elem
  • High SchoolWest Orange High
  • Junior HighLakeview Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-2

Interior

  • Flooring Ceramic Tile, Wood
  • Furnished Unfurnished

Property Information

  • Acreage0.24
  • Building Area Total 2,326
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionHistoric District, City Limits, Paved
  • Lot Size Square Feet 10,488
  • MFR Living Area Meters 181
  • MFR Lot Size Square Meters 974
  • MFR Total Acreage 0 to less than 1/4
  • Square Feet1,950

Basic Information

  • List Price$1,100,000
  • ListingContractDate2026-09-29
  • MLS NumberO6444632
  • Mls Status Active
  • OriginalListPrice1100000
  • PublicSurveyRange27
  • StatusACT

Building

  • Bathroom3
  • Construction Materials Wood Siding
  • FireplaceFamily Room, Gas, Masonry, Non Wood Burning
  • Fireplace YN Yes
  • Foundation Details Crawlspace
  • GarageYes
  • Garage Spaces1
  • Levels One
  • Patio And Porch Features Covered, Front Porch, Porch, Rear Porch
  • Property StyleCraftsman, Historic
  • RoofShingle
  • Rooms10
  • Year Built1925

Amenities

  • Appliances IncludedDishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
  • Other AmenitiesFireplace, Garden, Golf
  • PetsYes

Other

  • Building Area Source Public Records
  • Date Listed09/29/2026
  • MFR Additional Lease Restrictions Please verify with the City of Winter Garden
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code x
  • MFR Minimum Lease 8-12 Months
  • Status Change Timestamp2026-09-29T17:00:45
  • Vegetation Mature Landscaping

Tax Information

  • Tax Year 2025
  • Taxes$2,054

Rooms

  • Bedrooms3
  • Full Bath2
  • Half Baths1
  • MFR Additional Rooms Den/Library/Office, Inside Utility

Location

  • Address206 N Highland Avenue
  • AreaWinter Garden/Oakland
  • CountyOrange
  • Exterior Features Lighting
  • StateFL
  • SubdivisionCooper & Sewell Add
  • TownWinter Garden
  • Township 22
  • Zip34787

Utilities

  • Cooling Central Air
  • Heating Central
  • Laundry Features Inside, Laundry Room
  • Sewer Public Sewer
  • Utilities Electricity Connected, Natural Gas Available, Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Water ViewNo

Legal

  • Listing Agreement Exclusive Right To Sell
  • Parcel Number 14-22-27-1728-04-020
  • Tax Legal Description COOPER & SEWELL ADDITION F/39 LOT 2 BLKD
Fusilier Realty Group

Your Local Office

More Info »
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 30, 2026 7:02 AM UTC. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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