RENTED MAY 28, 2026

1009 Westside Dr Winter Garden, FL 34787

Winter Garden Area

Estimated Value: $207,000 - $233,321

3 Beds
2 Baths
1,180 Sq Ft
$182/Sq Ft Est. Value

Sale Details

Date Sold: February 19, 2026

Last sale price $210,000 $178 Per Sq Ft

Est. 2% increase in value since last sale

Current estimated payment $1,393 / mo

Highlights

  • Property is near public transit
  • Community Pool
  • Screened Patio
  • Sunridge Middle School Rated A-
  • Eat-In Kitchen
  • Tile Flooring

About This Home

As of May 2026

AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts bright, open living spaces with a functional layout ideal for everyday living and entertaining. Screen room is tiled with artificial turf in the fenced backyard. Enjoy a prime location just minutes from Historic Downtown Winter Garden, where you’ll find the popular Plant Street Market, a weekly farmers market, boutique shopping, and local dining. Winter Garden offers a charming small-town atmosphere with convenient access to major highways and top-rated schools. Plus, you’re just a short drive from Walt Disney World and other Central Florida attractions—making this an ideal place to call home.

Last Agent to Rent the Property

Gabriella Philippone

INDEPENDENCE REALTY GROUP LLC Brokerage Phone: 407-408-6662 License #3395546 Listed on: 02/28/2026

Last Renter's Agent

Gabriella Philippone

INDEPENDENCE REALTY GROUP LLC Brokerage Phone: 407-408-6662 License #3395546 Listed on: 02/28/2026

Townhouse Details

Home Type

  • Townhome

Year Built

  • Built in 1986

Lot Details

  • 2,044 Sq Ft Lot
  • Back Yard Fenced

Interior Spaces

  • 1,180 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Blinds
  • Sliding Doors

Kitchen

  • Eat-In Kitchen
  • Range
  • Microwave
  • Dishwasher

Flooring

  • Carpet
  • Laminate
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Home Security

Outdoor Features

  • Screened Patio
  • Exterior Lighting

Location

  • Property is near public transit

Schools

  • Sunridge Elementary School
  • Sunridge Middle School
  • West Orange High School

Utilities

  • Central Air
  • Heating Available
  • Thermostat
  • High Speed Internet

Listing and Financial Details

  • Residential Lease
  • Security Deposit $2,100
  • Property Available on 2/28/26
  • Tenant pays for carpet cleaning fee, cleaning fee
  • The owner pays for grounds care, pest control
  • Available 5/28/26
  • $50 Application Fee
  • Assessor Parcel Number 27-22-27-9231-01-040

Community Details

Overview

  • Property has a Home Owners Association
  • Westside Townhomes HOA
  • Westside Twnhms Subdivision

Recreation

  • Community Pool

Pet Policy

  • Pets up to 25 lbs
  • Pet Size Limit
  • Pet Deposit $250
  • 1 Pet Allowed
  • Dogs Allowed

Security

  • Fire and Smoke Detector

Townhouse Details

Home Type

Townhome

Year Built

Built in 1986

Lot Details

2,044 Sq Ft Lot

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Monthly
  • Pets Allowed: Dogs OK, Number Limit, Pet Deposit, Size Limit, Yes
  • Available Date: 2026-02-28
  • Terms Of Lease: No Smoking,Security Deposit Required
  • Long Term YN: 1
  • Security Deposit: 2100
  • Pet Deposit Fee: 250
  • Expected Lease Date: 2026-05-28T00:00:00.000
  • Additional Pet Fees: Pets on a case by case basis. Owner to approve prior to showing.
  • Rent Spree URL: https://apply.link/p-InOgU

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Townhouse
  • Fireplace: No
  • Living Area: 1180
  • Lot Size Acres: 0.05
  • New Construction: No
  • Year Built: 1986
  • Building Area Total: 1120
  • Lot Size Sq Ft: 2044
  • Owner Pays: Grounds Care, Pest Control
  • Tenant Pays: Carpet Cleaning Fee, Cleaning Fee
  • Status: Leased
  • Building Area Total Srch Sq M: 104.05
  • Number Of Pets: 1
  • RATIO Current Price By Calculate: 1.69
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-408-6662
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Laminate
  • Full Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), Eat-in Kitchen, Thermostat
  • Appliances Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Total Bedrooms: 3
  • Levels: Two
  • Stories: 2
  • Window Features: Blinds
  • Living Area Meters: 109.63

Exterior Features

  • Exterior Features: Lighting, Sidewalk, Sliding Doors
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Patio, Screened
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Yn: No

Utilities

  • Utilities: BB/HS Internet Available, Electricity Connected, Sewer Connected
  • Cooling: Central Air
  • Heating: Electric
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Pool, Street Lights
  • Association Name: Westside Townhomes HOA
  • Association: Yes
  • Security: Smoke Detector(s)
  • Senior Community: No
  • Association Fee Requirement: Required
  • Max Pet Weight: 25
  • Pet Size: Small (16-35 Lbs.)

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 50

Schools

  • Elementary School: SunRidge Elementary
  • High School: West Orange High
  • Middle Or Junior School: SunRidge Middle

Lot Info

  • Parcel Number: 27-22-27-9231-01-040
  • Fencing: Fenced, Back Yard
  • Lot Features: In County, Near Public Transit, Sidewalk

Ownership 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 Name Owned For Owner Type

Purchase Details

Listed on
Oct 12, 2025
Closed on
Feb 19, 2026
Sold by
Bought by
Seller's Agent
Ryan Diaz
KELLER WILLIAMS ADVANTAGE III
Buyer's Agent
Andrew Philippone
INDEPENDENCE REALTY GROUP LLC
List Price
$230,000
Sold Price
$210,000
Premium/Discount to List
-$20,000
-8.7%
Views
57
Current Estimated Value
$214,830

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$4,830
Avg. Annual Appreciation
5.56%

Purchase Details

Listed on
Oct 7, 2013
Closed on
Nov 26, 2013
Sold by
Bought by
Seller's Agent
Ariel Vargas
EXP REALTY LLC
Buyer's Agent
Stellar Non-Member Agent
STELLAR NON-MEMBER OFFICE
List Price
$63,900
Sold Price
$63,900

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
10.21%
Original Mortgage
$51,120
Interest Rate
0.0444%
Mortgage Type
New Conventional

Purchase Details

Closed on
Jan 12, 2000
Sold by
Bought by

Purchase Details

Closed on
Feb 5, 1998
Sold by
Bought by

Purchase Details

Closed on
Jun 30, 1997
Sold by
Bought by

Purchase Details

Closed on
Jul 1, 1994
Sold by
Bought by
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

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
$210,000 Your Title Connection
$63,900 A Plus Premier Title
-- --
$25,800 --
$51,000 --
$55,000 --
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
Closed $51,120
Previous Owner $75,000
Previous Owner $31,526
Source: Public Records

Property 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 Event Price List to Sale Price per Sq Ft Prior Sale
05/28/2026 05/28/26 Rented $2,000 -2.4% --
05/06/2026 05/06/26 Price Changed $2,050 -2.4% $2 / Sq Ft
04/16/2026 04/16/26 For Rent $2,100 0.0% --
04/13/2026 04/13/26 Under Contract -- -- --
04/07/2026 04/07/26 Price Changed $2,100 0.0% $2 / Sq Ft
03/16/2026 03/16/26 Price Changed $2,099 0.0% $2 / Sq Ft
02/28/2026 02/28/26 For Rent $2,100 0.0% --
02/19/2026 02/19/26 Sold $210,000 -8.7% $188 / Sq Ft View Prior Sale
01/06/2026 01/06/26 Pending -- -- --
12/11/2025 12/11/25 Price Changed $230,000 0.0% $205 / Sq Ft
12/11/2025 12/11/25 For Sale $230,000 +2.2% $205 / Sq Ft
11/07/2025 11/07/25 Pending -- -- --
10/12/2025 10/12/25 For Sale $225,000 +252.1% $201 / Sq Ft
05/26/2015 05/26/15 Off Market $63,900 -- --
11/26/2013 11/26/13 Sold $63,900 0.0% $54 / Sq Ft View Prior Sale
10/14/2013 10/14/13 Pending -- -- --
10/07/2013 10/07/13 For Sale $63,900 -- $54 / Sq Ft
Source: Stellar MLS

Tax 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.

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 $2,674 $156,675
2025 $2,674 $156,675
2024 $2,241 $142,432
2023 $2,241 $165,027 $40,000 $125,027
2022 $2,022 $145,485 $40,000 $105,485
2021 $1,831 $124,649 $40,000 $84,649
2020 $1,569 $105,874 $35,000 $70,874
2019 $1,506 $94,778 $25,000 $69,778
2018 $1,429 $91,077 $23,000 $68,077
2017 $1,185 $66,948 $12,000 $54,948
2016 $1,101 $60,405 $7,000 $53,405
2015 $1,048 $55,939 $5,000 $50,939
2014 $1,007 $52,787 $8,000 $44,787
Source: Public Records

Agents Affiliated with this Home

  • G

    Landlord's Agent in 2026

    Gabriella Philippone

    INDEPENDENCE REALTY GROUP LLC

    (407) 902-4237

    86 Total Sales

    Gabriella Philippone
    Section Image
  • Ryan Diaz

    Seller's Agent in 2026

    Ryan Diaz

    KELLER WILLIAMS ADVANTAGE III

    (407) 361-7454

    11 Total Sales

    Ryan Diaz
    Section Image
  • Andrew Philippone

    Buyer's Agent in 2026

    Andrew Philippone

    INDEPENDENCE REALTY GROUP LLC

    (407) 408-6662

    1 Total Sale

    Andrew Philippone
    Section Image
  • Ariel Vargas

    Seller's Agent in 2013

    Ariel Vargas

    EXP REALTY LLC

    (407) 558-5161

    480 Total Sales

    Ariel Vargas
    Section Image
See All Agents

Map

Source: Stellar MLS

MLS Number: O6386529

Stellar MLS

APN: 27-2227-9231-01-040

Florida Orange County Winter Garden 34787

1009 Westside Dr, Winter Garden, FL

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Stellar MLS All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393

Nearby Homes
Your Personal Tour Guide

Ask me questions while you tour the home.