Date
Details
Price
Change
Source
4/08/2026
Listed
$600,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/22
$600,000 Just Listed
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1/22
Property Description
Can't Get Much Closer To ***Historic Downtown Winter Garden *** Than This! Seriously! Refined Owner Redo On This Fresh & Adorable 3 Bedroom/2 Bath Fenced Yard Solid Concrete Block Charmer. *** No Hoa *** Hooooray! & Within Steps To Downtown Plant Street, Tony's, Harlow Grove Restaurant, Churches, Farmers Market, Crooked Can Food Hall, Jessie Brock Community Park, Public Boat Ramp At Newton Park, and All That Fast Growing Downtown Historic Winter Garden Has To Offer!!! Amazing Change Is On The Horizon!!!----Get Yours Now!!!----- (Located Within The Zoned Golf Cart District). Within Minutes To Hwy 50, Fowler Groves/Lowes/Target & 429 Freeway Entrance, As Well As Florida Turnpike and E-W Expressway Entrances Being Mere Minutes Away On East Plant Street. Oh So Centrally Located Directly in "Town Proper" Just A Few Lots Up From Plant Street. Just A Little Further and You Are At The Public Boat Ramp, Newtown Park and Farnsworth City Pool!!! Beyond Excellent Access To Multiple Groceries, Tailor & Shopping Options At Hwy 50, Park Avenue, Dillard Street and Nearby Oakland! Also, The West Orange Trail Runs Perpendicular To Main Street (Your Street) & Is Steps From Your Home-----Concrete Block Construction Built W/Termite Bond/Monthly Pest Treatment-All With Massey Sentricon & Transferable Bond To The New Owner--- Home Has Groomed Mature Oaks With Fenced in Back Yard (Wood Plank and Vinyl) With Elevated Wood Deck For Barbecues and Entertaining!!! ***Excellent Value/Excellent Location/Golf Cart District/No Hoa!***--Why Rent When You Can (Own) Your Own Property For Just A Few Hundred Dollars More Per Month? Check Lease Rates,...You'll See....Rents Are High in Winter Garden, So Why Make Your Landlord Rich When You Can Have A Long Term Investment and (Own) While Applying That Monthly Payment To Your Own Mortgage, Rather Than The Landlord?------Home Warranty Options Available. Thank You!
Full Property Details
Full Property Details for 238 N Main St
General
- Price: $600,000
- Taxes: $5,388 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6397340
- Updated: 4/8/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 9
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Open Floorplan, Pest Guard System, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
- Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Porcelain Tile, Terrazzo, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Closet
Additional Information
- Security/Safety: Fire Alarm, Security Lights, Smoke Detector(s)
Exterior
- Exterior Features: French Doors, Private Yard
- Deck/Patio: Deck, Front Porch, Rear Porch
- Porch/Patio/Deck: Deck, Front Porch, Rear Porch
Parking
- Parking Features: Off Street, On Street, Other
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: ORANGE GROVE SUB
- Driving Directions: HWY 50 to DILLARD STREET--WAWA AND CHECKERS ON THE CORNER. HEAD (N)ORTH ON DILLARD TO DOWNTON WINTER GARDEN AT PLANT STREET TRAFFIC LIGHT. TURN LEFT (WEST) INTO DOWNTOWN TO THE 1ST STOP SIGN IN DOWNTOWN WINTER GARDEN WHICH IS AT MAIN STREET. TURN RIGHT (NORTH) ON MAIN STREET TO HOUSE DOWN ON LEFT AT 238 N. MAIN. PARK IN DRIVE OR TEMPORARILY ON STREET. CONSIDER PLACING YOUR HAZARD FLASHERS ON FOR SAFETY IF PARKING ON THE STREET. THANK YOU FOR SHOWING :)
- Direction Faces: East
School Information
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Community Boat Ramp, Public Boat Ramp, Water Access, Dog Park, Golf Carts OK, Park
Heating & Cooling
- Cooling Type: Central Air, Humidity Control
- Heating Type: Central, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Ranch
- Architectural Style: Ranch
- Exterior Const.: Block, Concrete
- Roof: Shingle
- Windows: Double Pane Windows, Low-Emissivity Windows, Thermal Windows, Tinted Windows
- Stories/Levels: One
- Square Feet: 1,005
- Sq. Ft. Source: Estimated
- Year Built: 1950
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,186
- Lot Size: 8186
- Lot Dimensions: 110 x 75 x 110 x 75
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl, Wood
Green Features
- Energy Efficient: Appliances, Doors, HVAC, Thermostat, Water Heater, Windows
- Indoor Air Quality: HVAC Filter MERV 8+, Moisture Control, Ventilation
Financial Considerations
- Assoc Fee Desc.: None
- Tax Amount: $5,388.72
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ORANGE GROVE SUB UNIT A N/12 LOT 15 & N1/2 LOT 16 BLK 1
- Flood Zone Info: X
- APN: 142227622801150
- Property ID: 142227622801150
- Block/Lot/Section: 1
Listed by Folio Realty Llc
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 238 N Main St —
Folio Realty Llc
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 238 N Main St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 0.3 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 238 N Main St
Tax History
Tax History for 238 N Main St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,389
—
$330,712
160%
2024
$1,389
5%
$126,961
3%
2023
$1,326
7%
$123,263
6%
2021
$1,245
-2%
$116,187
-3%
2022
$1,274
2%
$119,673
4%
2021
$1,245
3%
$114,583
2%
2019
$1,211
2%
$112,007
2%
2018
$1,193
3%
$109,919
2%
2017
$1,156
1%
$107,658
2%
2016
$1,147
-2%
$105,444
1%
2015
$1,167
-23%
$104,711
34%
2014
$1,509
19%
$78,359
10%
2013
$1,264
—
$71,235
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 238 N Main St
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238 N Main Street, Winter Garden, FL 34787 (MLS# O6397340) is a Single Family property with 3 bedrooms and 2 full bathrooms. 238 N Main Street is currently listed for $600,000 and was received on April 08, 2026. Want to learn more about 238 N Main Street? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.