RENTED MAY 1, 2026

418 Charles St Winter Garden, FL 34787

Estimated Value: $327,000 - $371,134

5 Beds
3 Baths
1,584 Sq Ft
$222/Sq Ft Est. Value

Sale Details

Date Sold: November 15, 2022

Last sale price $350,000 $221 Per Sq Ft

Est. 1% increase in value since last sale

Current estimated payment $2,367 / mo

Highlights

  • View of Trees or Woods
  • Solid Surface Countertops
  • 2 Car Attached Garage
  • West Orange High School Rated A
  • No HOA
  • 2-minute walk to Maple Street Park

About This Home

As of May 2026

One or more photo(s) has been virtually staged. Nestled in the highly desirable **Golf Cart District**, this charming home offers the perfect blend of character, culture, and convenience in the heart of **Downtown Winter Garden**. This beautifully maintained **5-bedroom, 3-bathroom** residence provides an ideal combination of space, style, and flexibility in one of Central Florida’s most walkable and sought-after communities. Inside, the **open-concept floor plan** creates a seamless flow between the living, dining, and kitchen areas, making the home perfect for both everyday living and entertaining. The kitchen is thoughtfully appointed with **granite countertops** and **stainless steel appliances**, offering a modern, functional space for cooking and gathering. Each bedroom is filled with natural light and features generous closet space, providing comfort and versatility throughout the home. A **two-car garage** adds convenience and extra storage. A standout feature of the home is the **private in-law suite** located on the right side of the property, offering an excellent setup for **extended family, elderly parents, or teens seeking their own space and privacy**. What truly makes this home special is its unbeatable location. Just steps away, **Downtown Winter Garden** offers a vibrant yet welcoming atmosphere filled with **locally owned boutiques, award-winning restaurants, cozy coffee shops, breweries, and the beloved Plant Street Market**. Spend your weekends exploring the renowned **Winter Garden Farmers Market**, enjoying live music and seasonal events, or taking relaxing evening strolls along the historic brick-lined streets. For outdoor enthusiasts, the home offers immediate access to the **West Orange Trail**, a scenic **22-mile paved trail** ideal for walking, jogging, and biking through beautiful Central Florida surroundings. With nearby parks, community events, and a strong sense of local charm, Winter Garden delivers a lifestyle that is both active and relaxed. Despite its quaint hometown feel, this location also offers **easy access to major highways**, making commutes to **Orlando, area theme parks, and surrounding communities** both quick and convenient. This is a rare opportunity to enjoy the excitement of downtown living while coming home to comfort, space, and modern amenities. **Resident Benefits Package (RBP) – $59/month**
All residents are enrolled in the Resident Benefits Package, which includes: * Liability insurance
* Credit building to help improve your credit score with on-time rent payments
* Up to $1 million in identity theft protection
* Move-in concierge service for easy utility and home service setup
* Best-in-class resident rewards program
* On-demand pest control
* HVAC air filter delivery
* And more (full details provided upon application) **Additional Details** * Security deposit-free option available for qualified tenants through **Obligo**
* Application fee: **$80 per applicant** (18 years and older)
* One-time admin fee: **$295 upon approval**

Last Agent to Rent the Property

Jeremy Porter

CANI PROPERTY MANAGEMENT Brokerage Phone: 321-280-9065 License #3357719 Listed on: 01/20/2026

Last Renter's Agent

Jeremy Porter

CANI PROPERTY MANAGEMENT Brokerage Phone: 321-280-9065 License #3357719 Listed on: 01/20/2026

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1952

Lot Details

  • 6,797 Sq Ft Lot
  • East Facing Home
  • Level Lot

Parking

  • 2 Car Attached Garage

Interior Spaces

  • 1,584 Sq Ft Home
  • 1-Story Property
  • Blinds
  • Aluminum Window Frames
  • Combination Dining and Living Room
  • Laminate Flooring
  • Views of Woods

Kitchen

  • Cooktop
  • Recirculated Exhaust Fan
  • Dishwasher
  • Solid Surface Countertops

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Laundry in Garage
  • Washer and Electric Dryer Hookup

Schools

  • Maxey Elementary School
  • Lakeview Middle School
  • Windermere High School

Utilities

  • Central Heating and Cooling System
  • Cable TV Available

Listing and Financial Details

  • Residential Lease
  • Security Deposit $2,600
  • Property Available on 1/20/26
  • The owner pays for insurance, management, pest control, repairs, taxes
  • 12-Month Minimum Lease Term
  • Available 5/1/26
  • $80 Application Fee
  • Assessor Parcel Number 23-22-27-7948-09-130

Community Details

Overview

  • No Home Owners Association
  • Shadow Lawn Subdivision

Recreation

  • Park

Home Details

Home Type

Single Family

Year Built

Built in 1952

Lot Details

6,797 Sq Ft Lot

Parking

2

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Monthly
  • Pets Allowed: Cats OK, Dogs OK, Monthly Pet Fee, Pet Deposit
  • Available Date: 2026-01-20
  • Terms Of Lease: No Smoking,Security Deposit Required
  • Long Term YN: 1
  • Security Deposit: 2600
  • Pet Deposit Fee: 300
  • Pet Fee Non Refundable: 25
  • Additional Applicant Fee: 80
  • Expected Lease Date: 2026-05-01T00:00:00.000
  • Additional Pet Fees: $300 pet deposit each $25 monthly pet fee each

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Single Family Residence
  • Living Area: 1584
  • Lot Size Acres: 0.1
  • New Construction: No
  • Year Built: 1952
  • Building Area Total: 2239
  • Lease Term: Twelve Months
  • Lot Size Sq Ft: 6797
  • Owner Pays: Insurance, Management, Pest Control, Repairs, Taxes
  • Status: Leased
  • Building Area Total Srch Sq M: 208.01
  • Number Of Pets: 3
  • RATIO Current Price By Calculate: 1.58
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 1
  • MFR_DockYN: 0
  • MFR_InLawSuiteDescription: 1 Bathroom,2+ Bedrooms,Attached,Kitchen,Private Entrance
  • Attribution Contact: 321-280-9065
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Laminate
  • Full Bathrooms: 3
  • Interior Amenities: Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters
  • Appliances Included: Cooktop, Dishwasher, Exhaust Fan, Range, Refrigerator
  • Total Bedrooms: 5
  • Levels: One
  • Spa Yn: No
  • Stories: 1
  • Window Features: Aluminum Frames, Blinds, Window Treatments
  • Living Area Meters: 147.16

Exterior Features

  • Direction Faces: East
  • Exterior Features: Sidewalk
  • Pool Private: No
  • View: Trees/Woods
  • Waterfront: No
  • Patio and Porch Features: None
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Electric Dryer Hookup, In Garage, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Park, Sidewalks
  • Association: No
  • Senior Community: No
  • Max Pet Weight: 150
  • Pet Size: Extra Large (101+ Lbs.)
  • Management: Full Time

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 80

Schools

  • Elementary School: Maxey Elem
  • High School: Windermere High School
  • Middle Or Junior School: Lakeview Middle

Lot Info

  • Parcel Number: 23-22-27-7948-09-130
  • Lot Features: Level, Sidewalk, Paved
  • Property Attached Yn: No

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Sep 12, 2022
Closed on
Nov 14, 2022
Sold by
Mad Chicken Llc
Bought by
Charles Place Llc
Seller's Agent
Ahmed Khaled
PROPERTIES IN TOWN
Buyer's Agent
Ahmed Khaled
PROPERTIES IN TOWN
List Price
$385,000
Sold Price
$350,000
Premium/Discount to List
-$35,000
-9.09%
Views
4
Current Estimated Value
$352,034

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$2,034
Avg. Annual Appreciation
0.17%

Purchase Details

Closed on
Jul 28, 2021
Sold by
Neiman Joni and Joel Russell
Bought by
Mad Chicken Llc

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$192,700
Interest Rate
3%
Mortgage Type
Construction

Purchase Details

Closed on
Mar 17, 2015
Sold by
Neiman Joni C and Forrester Joni
Bought by
Russell Joel and Russell Juanita Sue

Purchase Details

Closed on
Aug 30, 2000
Sold by
Russell Carl D and Russell Maude E
Bought by
Forrester Joni

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$30,000
Interest Rate
8.24%
Mortgage Type
New Conventional

Purchase Details

Closed on
Aug 24, 2000
Sold by
Pr Victoria C Veranes
Bought by
Russell Carl D and Russell Maude E

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$30,000
Interest Rate
8.24%
Mortgage Type
New Conventional
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
Charles Place Llc $350,000 None Listed On Document
Mad Chicken Llc $200,000 Southeast Professional Title
Russell Joel -- None Available
Forrester Joni $30,000 --
Russell Carl D $48,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner Mad Chicken Llc $192,700
Previous Owner Russell Carl D $65,000
Previous Owner Russell Carl D $30,000
Previous Owner Russell Carl D $30,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/01/2026 05/01/26 Rented $2,500 0.0% --
04/02/2026 04/02/26 Under Contract -- -- --
03/26/2026 03/26/26 Price Changed $2,500 -3.8% $2 / Sq Ft
01/20/2026 01/20/26 For Rent $2,600 -8.8% --
09/17/2024 09/17/24 Rented $2,850 0.0% --
09/05/2024 09/05/24 Price Changed $2,850 -4.2% $2 / Sq Ft
08/29/2024 08/29/24 Price Changed $2,975 -0.8% $2 / Sq Ft
08/20/2024 08/20/24 Price Changed $3,000 -6.3% $2 / Sq Ft
08/16/2024 08/16/24 For Rent $3,200 0.0% --
11/15/2022 11/15/22 Sold $350,000 -6.7% $221 / Sq Ft View Prior Sale
10/15/2022 10/15/22 Price Changed $375,000 -2.6% $237 / Sq Ft
10/15/2022 10/15/22 For Sale $385,000 0.0% $243 / Sq Ft
09/25/2022 09/25/22 Pending -- -- --
09/12/2022 09/12/22 For Sale $385,000 -- $243 / Sq Ft
Source: Stellar MLS

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
2026 $5,542 $337,105 $101,535 $235,570
2025 $5,542 $340,565 $101,535 $239,030
2024 $4,749 $308,878 $81,228 $227,650
2023 $4,749 $298,464 $87,997 $210,467
2022 $2,710 $169,706 $60,921 $108,785
2021 $1,561 $95,956 $50,768 $45,188
2020 $1,435 $91,188 $46,000 $45,188
2019 $1,460 $89,250 $45,000 $44,250
2018 $1,400 $88,843 $40,000 $48,843
2017 $1,258 $79,205 $30,000 $49,205
2016 $1,118 $65,480 $21,000 $44,480
2015 $1,078 $64,008 $21,000 $43,008
2014 $958 $53,644 $17,100 $36,544
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6375338

Stellar MLS

APN: 23-2227-7948-09-130

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