206 N HIGHLAND AVENUE,Winter Garden,Orange,Residential

  • $1,100,000
206 N HIGHLAND AVENUE
Residential Active
206 N HIGHLAND AVENUE,Winter Garden,Orange,Residential
206 N HIGHLAND AVENUE
  • $1,100,000

Overview

Property ID: O6444632
  • Single Family Residence
  • Property Type
  • 3
  • Bedrooms
  • 2.5
  • Bathrooms
  • 1
  • Garage
  • 1950
  • Square Feet
  • 1925
  • Year Built

Description

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.

  • Address HIGHLAND
  • City WINTER GARDEN
  • State/county Orange, State FL
  • Zip/Postal Code 34787

Details

Updated on October 1, 2026 at 4:03 pm
  • Property ID: O6444632
  • Price: $1,100,000
  • Property Size: 1950 Square Feet
  • Land Area: 0.24 Square Feet
  • Bedrooms: 3
  • Bathrooms: 2.5
  • Garage: 1
  • Year Built: 1925
  • Property Type: Single Family Residence
  • Property Status: Residential

Additional details

  • Bathrooms Full: 2
  • Days OnMarket: 2
  • Direction Faces: West
  • Elementary School: Dillard Street Elem
  • HighSchool: West Orange High
  • MiddleOrJuniorSchool: Lakeview Middle
  • OnMarketDate: 2026-09-29
  • Street Name: HIGHLAND
  • Street Number: 206
  • TaxAnnualAmount: 2054
  • Tax Year: 2025

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