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206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787
206 N Highland Ave, Winter Garden, FL 34787

206 N Highland Ave Winter Garden, FL 34787

$1,050,000

ACTIVE
Beds
3
Baths
3
Sqft
1,880
Acres
0.24
Year
1925
Days on Site
20 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$559
Date Listed
Sep 29, 2026

Description of 206 N Highland Ave, Winter Garden, FL 34787

Listing details for 206 N Highland Ave, Winter Garden, FL 34787 : 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.
Listing Updated : 10-17-2026 at 4:14 PM EDT
Listing Provided By

Erica Diaz, 407-897-5400, HOMEVEST REALTY

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6444632

Property History

DateEventPrice
10/13/2026
Price Change
$1,050,000 -4.5%
$559/sqft
Source:Stellar MLS #MFRO6444632
9/29/2026
Listed for sale
$1,100,000 +124.5%
$585/sqft
Source:Stellar MLS #MFRO6444632
7/31/2025
Sold
$490,000 -10.5%
$261/sqft
Source:Stellar MLS #MFRO6314888
6/12/2025
Listed for sale
$547,500
$291/sqft
Source:Stellar MLS #MFRO6314888
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