CHARMING VINTAGE HOME IN DOWNTOWN WINTER GARDEN — NO HOA! Huge DOUBLE LOT offers more space for all your dreams! Welcome to the heart of Downtown Winter Garden! This well-maintained, classic Florida style 3-bedroom, 2-bath home offers timeless character, a cozy atmosphere, and an incredible location in Winter Garden’s highly desirable Golf Cart District. Inside, you’ll find a warm and inviting living room featuring a real wood-burning brick fireplace, a comfortable living and dining combination, and a convenient pass-through to the kitchen. The spacious, covered, screened-in room provides the perfect setting for entertaining guests, enjoying your morning coffee, or relaxing from the Florida sunshine. There are actually two primary suite bedrooms and a large home office or third bedroom. The home is situated on a corner, double lot so there is room for growth. The home is being offered for purchase AS IS. Enjoy the best of downtown living, where you can stroll or hop on your golf cart to explore the popular Plant Street Market, local restaurants, charming boutiques, cozy cafés, and the beloved Winter Garden Farmers Market. Take a short ride to Veterans Memorial Park for a game of pickleball, enjoy a swim at Farnsworth community pool, stroll or bike along the scenic West Orange Trail, or discover the natural beauty of nearby Lake Apopka and Newton Park. Historic downtown Winter Garden is an official Hallmark Christmas Town for 2026! Come experience the beauty of this friendly town. With NO HOA, a sought-after downtown location, and easy access to major highways, this home offers a wonderful opportunity to enjoy the unique blend of small-town charm and modern convenience that makes Winter Garden so special. Orlando’s attractions, including Walt Disney World, Universal, SeaWorld and multiple water parks are also within convenient driving distance. Only 30 minutes to Orlando airport (MCO). Don’t miss your opportunity to own a home in one of Central Florida’s most loved downtown communities! Schedule your private showing today and experience the charm and lifestyle of Downtown Winter Garden!
- Built in 1951
- $400.78/sqft
- Lot size: 16,460 sqft
- 6 days on market
- Directions: From E Plant St go North on Main Street, turn Left on Division St, then next street turn right on N Boyd, home on right corner OR ... from Hwy 50 (W. Colonial Dr.) go north on Dillard St. cross over Plant St. and railroad tracks to DIVISION ST turn Left, then take a right on N Boyd St. house is on the right corner
- County: Orange
- Geo subdivision: WINTER GARDEN SHORES REP
Nearby Schools
Dillard Street Elem
Lakeview Middle
West Orange High
Features
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Pets, Accessibility & Amenities
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Let's get in touch!
Let's get in touch!

Rafael Zenke
Real Estate Strategist
- Source: Stellar MLS
- MLS #: O6450850
Listing updated: November 13, 2026 at 8:57PM
Listing provided by: Chandra Gibson, PALMS REALTY
Last checked 6 hours ago
Listing provided by: Chandra Gibson, PALMS REALTY
Last checked 6 hours ago
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