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.
- Built in 1925
- 1 garage space
- $564.10/sqft
- Lot size: 10,488 sqft
- 2 days on market
- Directions: From Plant Street, head north on N Highland. Home will be on the left.
- County: Orange
- Geo subdivision: COOPER & SEWELL ADD
Nearby Schools
Dillard Street Elem
Lakeview Middle
West Orange High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Juliana Jardini
Certified Realtor in Orlando
- Source: Stellar MLS
- MLS #: O6444632
Listing updated: October 1, 2026 at 2:16PM
Listing provided by: Erica Diaz, HOMEVEST REALTY
Last checked 6 hours ago
Listing provided by: Erica Diaz, HOMEVEST REALTY
Last checked 6 hours ago
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