417 S Main St

Winter Garden, FL 34787

$775,000
Price
3
Beds
2,172 Sq. Ft.
$357 / Sq. Ft.
2,172
Sq. Ft.
$357
per Sq. Ft.
a front view of a house with garden
a front view of a house with a yard
a balcony with furniture and a potted plant
a living room with furniture ceiling fan and a rug
a living room with furniture ceiling fan and a window
a living room with furniture a fireplace and a chandelier
a view of a dining room with furniture and wooden floor
a view of a dining room with furniture and a large window
a kitchen with a counter space a sink appliances and cabinets
a kitchen with a sink stove and cabinets
a dining area with stainless steel appliances kitchen island granite countertop a dining table chairs and a refrigerator
a living room with furniture and a window
a living room with furniture and a window
a bathroom with a sink a toilet and a window
a utility room with fridge dryer and washer
a bedroom with a bed and wooden floor
a bedroom with a bed and a painting on the wall
a view of walk in closet with clothes and shoes
a bathroom with a granite countertop double vanity sinks and a mirror
a bathroom with a shower and a sink
a bedroom with a large bed and a chandelier
a bedroom with a bed and a mirror
a bedroom with a bed and a dresser next to a window
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink a mirror and a bathtub
a outdoor view with sitting space
a front view of a house with outdoor seating
a view of a chairs and table in the patio
a view of outdoor space with seating area
a view of a entryway door of the house
a view of a house with a garage
a view of a house with a yard
an aerial view of residential houses with outdoor space
an aerial view of residential houses with yard
an aerial view of a house with swimming pool and large trees
an aerial view of residential houses with outdoor space
an aerial view of residential houses with outdoor space

Description

Experience the perfect blend of historic charm and modern comfort in this home nestled in the sought-after golf cart district of Downtown Winter Garden. This residence captures the character of the hip historic neighborhood while offering the convenience and style of newer construction. Step instide to find an open floor plan featuring high ceilings with elegant crown molding, cermamic tile, luxury laminate flooring, and solid surface countertops thoughout. With 3 bedrooms and 2.5 bathrooms, the...Experience the perfect blend of historic charm and modern comfort in this home nestled in the sought-after golf cart district of Downtown Winter Garden. This residence captures the character of the hip historic neighborhood while offering the convenience and style of newer construction. Step instide to find an open floor plan featuring high ceilings with elegant crown molding, cermamic tile, luxury laminate flooring, and solid surface countertops thoughout. With 3 bedrooms and 2.5 bathrooms, the layout is both functional and flexible. The first floor features the primary bedroom with an on suite bathroom and seperate office that provides an ideal workspace. For convenience it has a built out laundry room and tankless water heater for energy efficiant living. While the second floor houses the additional bedrooms with a loft that offers the space for relaxation and recreation. Outdoor living is just as inviting. Enjoy morning coffee on the covered front porch, or unwind in the paved, fenced backyard complete with a built-in gazebo, perfect for entertaining. Conveniently located and a short distiance to Downtown Winter Garden's Plant Street and the picturesque Lake Apopka sunsets, this home offers a life-style that is both vibrant and relaxed. Don't miss this opportunity. Call for a showing appointment today.
  1. Listed by Alison Scorsone • Brokerage DRE #1046160 • RE/MAX PRIME PROPERTIES
    P: (321)-689-3554 C: (321)-689-3554 Alison.Scorsone@yahoo.com

Property Details for 417 South Main Street

Architectural Style
Custom
Subdivision Name
VININGS ADD WINTER GARDEN
Township
22
Garage Spaces
2
View
City
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 12/06/2025 09:12 AM

Property Details for 417 South Main Street

StatusActive
MLS #O6361513
Days on Market49
Taxes$7,003 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2019
Lot Size0.20 AC / 8,703 SF
CountyOrange County

Location

Listing Courtesy of RE/MAX PRIME PROPERTIES, Alison Scorsone
Add your commute

Building Information for 417 South Main Street

Stories2Year Built2019Building Size-Lot Size0.20 AC / 8,703 SF

Payment Calculator

$4,361 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,777

Property Taxes

$584

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 417 South Main Street

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3040.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: From HWY 50 and Dillard St in Winter Garden, Head North on Dillard St to West on Story St, Right on Main St House is 2 Blocks down on the Right-hand side
  • Elementary School: Dillard Street Elem
  • Middle Or Junior School: Lakeview Middle
  • High School: West Orange High
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 417
  • Street Direction Prefix: S
  • Street Name: MAIN
  • Street Suffix: STREET
  • State: FL
  • City: WINTER GARDEN
Parking
  • Attached Garage: No
  • Carport: No
  • Garage Dimensions: 24x22
  • Garage: Yes
  • Parking Features: Garage Door Opener
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 1
  • Tax Book Number: E-16
  • Tax Legal Description: FRIES SURVEY OF WINTER GARDEN VININGS ADDITION E/16 N 50 FT OF LOT 157 & W 25 FTOF LOT 111 (LESS S 45 FT OF W 25 FT OFLOT 111)
  • Tax Lot: 157
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Landscaped, Sidewalk
  • Parcel Number: 232227890001571
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: R-2
  • Living Area: 2172
Property and Assessments
  • Year Built Numeric: 2019
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0215H
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 23
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Water Connected
  • Water Source: None
Interior and Exterior Features
Exterior Features
  • Construction Materials: Brick, Cement Siding, Wood Siding
  • Exterior Features: Irrigation System, Outdoor Grill, Private Yard
  • Fencing: Fenced, Vinyl
  • Foundation Details: Stem Wall
  • Levels: Two
  • Other Structures: Gazebo
  • Patio And Porch Features: Covered, Front Porch, Patio
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Security Features: Security System
  • Vegetation: Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Den/Library/Office, Inside Utility, Loft
  • Appliances: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Ceramic Tile, Laminate
  • Heating: Central, Electric, Exhaust Fan, Natural Gas
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Window Features: Shutters
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Cats OK, Dogs OK

Property History for 417 South Main Street

DateEvent & SourcePriceAppreciation
Dec 6, 2025

Listed (Active)

MFRMLS #O6361513

—
Nov 22, 2025

Pending

MFRMLS #O6361513

—
Nov 18, 2025

Listed (Active)

MFRMLS #O6361513

—
Nov 18, 2025

Temporarily Off Market

MFRMLS #O6361513

—
Nov 18, 2025

Listed (Active)

MFRMLS #O6361513

$775,000—
Jul 5, 2022

Sold (Public Record)

Public Record #1495479405

$700,000

+19.0% / yr

Jul 5, 2022

Sold

MFRMLS #O6006717

$700,000—
May 2, 2022

Pending

MFRMLS #O6006717

—
Feb 25, 2022

Listed (Active)

MFRMLS #O6006717

$799,000—
Aug 30, 2019

Sold (Public Record)

Public Record #652389279

$426,175

+183.4% / yr

Aug 30, 2019

Sold

MFRMLS #OM550544

$426,175—
Aug 30, 2019

Sold

MFRMLS #O5762364

$426,175—
May 18, 2019

Pending

MFRMLS #OM550544

—
May 18, 2019

Pending

MFRMLS #O5762364

—
Feb 7, 2019

Listed (Active)

MFRMLS #OM550544

$424,900—
Feb 7, 2019

Listed (Active)

MFRMLS #O5762364

$424,900—
Jun 26, 2018

Sold (Public Record)

Public Record #626477654

$125,000

+11.2% / yr

Jun 26, 2018

Sold

MFRMLS #R4900173

$125,000—
Jun 16, 2018

Pending

MFRMLS #R4900173

—
May 16, 2018

Listed (Active)

MFRMLS #R4900173

$149,000—
Jul 14, 2017

Sold (Public Record)

Public Record #602683551

$113,000—
Jul 14, 2017

Sold

MFRMLS #O5519955

$113,000—
Jun 27, 2017

Pending

MFRMLS #O5519955

—
Jun 24, 2017

Listed (Active)

MFRMLS #O5519955

$124,900—
DateEvent & SourcePrice
12/06/2025

Listed (Active)

MFRMLS #O6361513

—
11/22/2025

Pending

MFRMLS #O6361513

—
11/18/2025

Listed (Active)

MFRMLS #O6361513

—
11/18/2025

Temporarily Off Market

MFRMLS #O6361513

—
11/18/2025

Listed (Active)

MFRMLS #O6361513

$775,000
07/05/2022

Sold (Public Record)

Public Record #1495479405

$700,000

+19.0% / yr

07/05/2022

Sold

MFRMLS #O6006717

$700,000
05/02/2022

Pending

MFRMLS #O6006717

—
02/25/2022

Listed (Active)

MFRMLS #O6006717

$799,000
08/30/2019

Sold (Public Record)

Public Record #652389279

$426,175

+183.4% / yr

08/30/2019

Sold

MFRMLS #OM550544

$426,175
08/30/2019

Sold

MFRMLS #O5762364

$426,175
05/18/2019

Pending

MFRMLS #OM550544

—
05/18/2019

Pending

MFRMLS #O5762364

—
02/07/2019

Listed (Active)

MFRMLS #OM550544

$424,900
02/07/2019

Listed (Active)

MFRMLS #O5762364

$424,900
06/26/2018

Sold (Public Record)

Public Record #626477654

$125,000

+11.2% / yr

06/26/2018

Sold

MFRMLS #R4900173

$125,000
06/16/2018

Pending

MFRMLS #R4900173

—
05/16/2018

Listed (Active)

MFRMLS #R4900173

$149,000
07/14/2017

Sold (Public Record)

Public Record #602683551

$113,000
07/14/2017

Sold

MFRMLS #O5519955

$113,000
06/27/2017

Pending

MFRMLS #O5519955

—
06/24/2017

Listed (Active)

MFRMLS #O5519955

$124,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 417 South Main Street

Taxable ValueLand-Additions-Total-
Tax Record2024$7,003 ($584 / month)
Home Facts
Beds3Total Finished SqFt2,172 SqFtAbove Grade Finished SqFt2,172 SqFtStories2Lot Size8,703 SqFtStyleSingle Family ResidenceYear Built2019ZoningR-2CountyORANGEAPN23-22-27-8900-01-571Fireplace TypeHas Fireplace

Schools near 417 South Main Street

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Dillard Street Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Lakeview Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Dillard Street Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Lakeview Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 417 South Main Street, Winter Garden, FL 34787

417 South Main Street is a single family home for sale in Winter Garden, FL 34787. This property was listed for sale on November 18, 2025 by RE/MAX PRIME PROPERTIES, it's currently listed at $775,000. It has been on the market for a total of 49 days and was last sold on July 5, 2022. This listing's school district is Orange County Public Schools. Nearby schools include Dillard Street Elementary School, Cornerstone Academy Charter and Lakeview Middle School. 417 South Main Street is a 3-bed, 3-bath, 2,172 sqft single family home built in 2019.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of RE/MAX PRIME PROPERTIES, Alison Scorsone

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 12/06/2025 09:12 AM