423 N Main St Winter Garden, FL 34787
Estimated payment $3,795/month
Highlights
- Heated In Ground Pool
- Ranch Style House
- Mud Room
- West Orange High School Rated A
- Engineered Wood Flooring
- Stone Countertops
About This Home
Under contract-accepting backup offers. 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!
Listing Agent
COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #678941 Listed on: 08/01/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,410
Year Built
- Built in 1957
Lot Details
- 0.3 Acre Lot
- West Facing Home
- Vinyl Fence
- Landscaped
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Ranch Style House
- Slab Foundation
- Shingle Roof
- Block Exterior
Interior Spaces
- 1,668 Sq Ft Home
- Ceiling Fan
- Gas Fireplace
- Double Pane Windows
- Blinds
- Mud Room
- Living Room
- Formal Dining Room
- Home Office
- Inside Utility
- Laundry Room
Kitchen
- Built-In Convection Oven
- Cooktop
- Bosch Dishwasher
- Stone Countertops
- Farmhouse Sink
- Disposal
Flooring
- Engineered Wood
- Parquet
- Concrete
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- 2 Full Bathrooms
Pool
- Heated In Ground Pool
- Saltwater Pool
Outdoor Features
- Covered Patio or Porch
- Separate Outdoor Workshop
- Rain Gutters
Schools
- Dillard Street Elementary School
- Lakeview Middle School
- West Orange High School
Utilities
- Central Heating and Cooling System
- Gas Water Heater
- High Speed Internet
- Cable TV Available
Community Details
- No Home Owners Association
- Winter Garden Shores First Add Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 9 / A
- Assessor Parcel Number 14-22-27-9388-01-090
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,410 | $260,980 | -- | -- |
| 2024 | $3,283 | $260,980 | -- | -- |
| 2023 | $3,283 | $246,238 | $0 | $0 |
| 2022 | $3,181 | $239,066 | $0 | $0 |
| 2021 | $3,130 | $232,103 | $0 | $0 |
| 2020 | $2,980 | $228,898 | $0 | $0 |
| 2019 | $2,665 | $199,314 | $0 | $0 |
| 2018 | $2,638 | $195,598 | $0 | $0 |
| 2017 | $1,164 | $222,073 | $75,000 | $147,073 |
| 2016 | $1,155 | $167,908 | $60,000 | $107,908 |
| 2015 | $1,176 | $163,627 | $60,000 | $103,627 |
| 2014 | $1,182 | $138,816 | $60,000 | $78,816 |
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/27/2025 08/27/25 | Pending | -- | -- | -- |
| 08/26/2025 08/26/25 | Price Changed | $659,000 | -3.1% | $395 / Sq Ft |
| 08/01/2025 08/01/25 | For Sale | $680,000 | -- | $408 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | Accommodation | |
| Warranty Deed | $275,000 | Equitable Title Of Mid Flori | |
| Warranty Deed | $73,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $207,917 | New Conventional | |
| Closed | $215,200 | New Conventional | |
| Previous Owner | $34,000 | Unknown | |
| Previous Owner | $152,500 | Unknown | |
| Previous Owner | $30,000 | Credit Line Revolving | |
| Previous Owner | $101,000 | New Conventional | |
| Previous Owner | $70,800 | New Conventional |
Source: Stellar MLS
MLS Number: O6331314
APN: 14-2227-9388-01-090
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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