423 N Main Street, WINTER GARDEN, FL

$659,000

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3

Beds

2

Baths

1,668

Square feet

0.30

Acres

About 423 N Main Street

Mid-Century Charm Meets Modern Comfort in Winter Garden! Discover the perfect blend of classic appeal and contemporary upgrades in this delightful 3-bedroom, 2-bath pool home, ideally situated on a generous .30+ acre lot just blocks from downtown Winter Garden. Best of all, there's no HOA! Step inside and appreciate the thoughtful updates that complement the home's timeless mid-century architecture. The kitchen boasts updated Bosch appliances, including a 2021 induction range and 2023 wall oven for a total of two ovens, along with quartz countertops and an updated farm sink. You'll find engineered hardwood floors in the family room, kitchen, and hallway, and custom window blinds throughout. Peace of mind comes with a brand-new roof (July 2025), rain gutters, an AC unit replaced in 2019, and a gas hot water heater from 2018. The primary bedroom suite offers three deep closets with custom doors and a renovated en-suite bath (2021) featuring new tile, a walk-in low threshold shower, and modern fixtures that maintain the home's classic character. The hall bath was also renovated in 2023 with new tile and paint. The dining room provides a cozy ambiance with a gas fireplace and built-in shelves, while French doors open to a spacious 26x17 covered and screened back porch wired with Bluetooth speakers and also has a 220 power hookup for a hot tub. A versatile mud room/art studio/office and a dedicated laundry room add to the home's functionality. The outdoor living space is a true oasis, featuring a fenced backyard (2019) with an amazing heated saltwater pool (2019), complete with a sun ledge. The yard is kept lush with an irrigation system fed by a well (pump replaced 2020) and a French drain system (2019) for optimal drainage. The north gate is a double gate, allowing boat or RV parking behind the fence, with an RV electric outlet on the side of the house. Plus, there's a large elevated workshop building with electricity and AC for your projects (As Is). In 2023, a variance was obtained through the City of Winter Garden to build a new structure where the current workshop sits, which also allows for an attached covered veranda to be built. Beyond your doorstep, the vibrant heart of Winter Garden awaits. This home is located in the golf cart district, allowing you to drive your own golf cart on approved roads. Enjoy leisurely strolls to the weekend farmers market, participate in festive holiday events, and explore a diverse array of restaurants and shops. You're also within walking distance to Lake Apopka, where breathtaking sunsets are a daily spectacle, and it's renowned as one of Florida's top three birding areas. The Jessie Brock Community Center (offering exercise and Crealde art classes) and its pond with a paved walking circuit and exercise stations are also just a short walk away, as is the West Orange Bike Trail. This Winter Garden gem offers not just a home, but a lifestyle. Don't miss your chance to own a piece of this charming and convenient community!

Features of 423 N Main Street

MLS® # O6331314
Price $659,000
Sold Price $655,000
Sold Date September 26th, 2025
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 1,668
Acres 0.30
Year Built 1957
Type Residential
Sub-Type Single Family Residence
Style Ranch
Status Sold
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Listing Details

OfficeCOMPASS FLORIDA LLC

Listing Map

Neighborhood Information for 423 N Main Street

Stable Population, Moderate Residential Turnover

Weather

Highs


January 70.70℉
July 91.60℉

Lows


January 70.60℉
July 70.60℉
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Precipitation


49.74

Statistics

Number of Listings

Population Age

Home Listings Prices

Nearby Schools

Great Schools School Name Distance  
Great School

Dillard Street Elementary School

Public - Preschool to 5Th Grade - Closest Elementry School
0 Miles
Great School

Messiah Academy

Private - 6Th Grade to 12Th Grade
0 Miles
Great School

Foundation Academy

Private - Preschool to 6Th Grade
0 Miles
Great School

Montessori Of Winter Garden Charter School

Public - Kindergarten to 8Th Grade
1 Miles
Great School

Lakeview Middle School

Public - 6Th Grade to 8Th Grade - Closest Middle School
1 Miles
Great School

Westside Tech

Public - to
1 Miles
Great School

The King's Academy

Private - Preschool to 4Th Grade
1 Miles

School data provided by GreatSchools

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