Seller may consider buyer concessions if made in an offer ~ Welcome to opportunity in the GUARD GATED ~ RESORT COMMUNITY of Windsor at Westside – a FULLY FURNISHED ~ TURN KEY 5-bedroom, 4.5-bath PRIVATE POOL townhome that books well as a short-term rental and is ready to generate income from day one! Thoughtfully designed and tastefully decorated, this home feels light, bright, fresh, and truly move-in ready. TILE FLOORS flow throughout the main living areas, complemented by crown molding that elevates the OPEN CONCEPT living and dining spaces. The modern kitchen is both functional and stylish, featuring STAINLESS STEEL APPLIANCES, a tiled backsplash, ample cabinet and counter space, recessed lighting, pantry storage, and a large ISLAND with bar seating under pendant lighting – perfectly positioned to overlook the living and dining areas, making staying connected and entertaining effortless. A built-in drop zone at the foyer adds convenience for guests arriving and departing, while the covered front entry enhances curb appeal. The flexible floor plan includes a MAIN FLOOR BEDROOM & FULL BATH – ideal for multi-generational stays or guests who prefer first-floor accommodations. Upstairs, you will find the generous PRIMARY SUITE, a secondary en-suite bedroom with its own private bath, and additional well-appointed bedrooms and bathrooms designed with comfort and functionality in mind. Step outside to your COVERED PAVER LANAI and PRIVATE SCREENED POOL – a must-have for today’s vacation rental guests – complete with a convenient poolside half bath. Whether guests are soaking up the Florida sunshine poolside or floating the lazy river at the clubhouse, this property delivers the FULL RESORT EXPERIENCE. In addition to your private pool, Windsor at Westside offers a stunning community pool, clubhouse, fitness center, restaurant, game room, and one of the area’s most sought-after lazy rivers – amenities that consistently attract repeat bookings. The 1-car garage adds storage and owner convenience, while the LOW MAINTENANCE townhome lifestyle makes this an easy choice for investors or vacation home/second-home buyers alike. Located just minutes from world-famous theme parks, championship golf courses, premier shopping and dining, and with easy access to US-27 and 192, Windsor at Westside remains one of Kissimmee’s sought-after short-term rental communities. If you have been searching for a well-performing, fully furnished, income-producing vacation home in a true resort-style community – this is the one! Call today for more information and schedule a tour!
TownhomeProperty Type
2015Year Built
3,049 sq ftLot Size
$179Price/Sq.Ft.
$579/moHOA Dues
1 car garageParking
Listed by Jenny Wemert• WEMERT GROUP REALTY LLC
Listed by Brad Wallace• WEMERT GROUP REALTY LLC
Contact: 407-214-3967
Bought with Barbara Cunha De Freitas• NEWKEY REAL ESTATE LLC
Est. $3,024 per month, based on comparable rentals
Sale and tax history for 2058 Rome Dr
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6385195
Aug 20, 2026
Sold
$405,000
$179/sq ft
Jul 8, 2026
Contingent
—
May 9, 2026
Price Changed
$435,000
$192/sq ft
Mar 3, 2026
Listed
$450,000
$199/sq ft
Stellar MLS as Distributed by MLS Grid #O6100886
Jun 16, 2023
Sold
$530,000
$234/sq ft
Apr 27, 2023
Pending
—
Mar 31, 2023
Listed
$540,000
$239/sq ft
FULLY FURNISHED TOWNHOUSE!! LOCATED IN WINDSOR AT WESTSIDE, ONE OF KISSIMMEE'S TOP PERFORMING SHORT TERM RENTAL COMMUNITIES. PERFECTLY SITUATED ACROSS THE STREET FROM THE WINDSOR AT WESTSIDE CLUBHOUSE AND AMENITIES! THIS UNIT INCLUDES: PRIVATE POOL - 5 BEDROOMS - 4.5 BATHROOMS - OPEN FLOOR PLAN - GRANITE COUNTERTOPS - STAINLESS STEEL APPLIANCES - LOFT - POOL FACING TELESCOPIC SLIDING GLASS DOORS - SCREENED IN LANAI - DETACHED 1 CAR GARAGE. HOA INCLUDES - ACCESS TO THE 8000 SQ FT. CLUBHOUSE - LAZY RIVER - SPORTS COURTS - ARCADE GAME ROOM - ZERO ENTRY POOL - SPA - SPLASH PAD - WATER SLIDE - PLAYGROUND - POOL BAR - FULL-SERVICE RESTAURANT - CABLE - HIGH SPEED INTERNET - EXTERIOR MAINTENANCE - TRASH PICK-UP - PEST CONTROL - LAWN CARE AND MAINTENANCE - AND MORE! SCHEDULE A SHOWING TO COME SEE THIS TOWNHOME TODAY!
Stellar MLS as Distributed by MLS Grid #O6057485
Nov 17, 2022
Listing Removed
—
Stellar MLS as Distributed by MLS Grid #S5062186
Apr 21, 2022
Sold
$529,500
$234/sq ft
Mar 14, 2022
Pending
—
Mar 10, 2022
Relisted
—
Feb 9, 2022
Pending
—
Feb 2, 2022
Listed
$510,000
$225/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,931 (−1.6%)
$70,000 + $341,800
$411,800
2024
$8,060 (+2.8%)
$70,000 + $341,800
$411,800
2023
$7,843 (+19.6%)
$70,000 + $349,600
$419,600
2022
$6,557 (+11.4%)
$23,600 + $407,200
$430,800
2021
$5,886 (+1.9%)
$23,600 + $287,200
$310,800
2020
$5,776 (+6.0%)
$23,600 + $287,200
$310,800
2019
$5,447 (+0.8%)
2018
$5,406 (+0.6%)
$23,600 + $247,900
$271,500
2017
$5,375 (−1.2%)
$23,600 + $234,700
$258,300
2016
$5,439 (+1,016.8%)
$23,600 + $234,700
$258,300
2015
$487
$23,600 + $237,000
$260,600
Public record
Public record
Zoning
Permits
Beds
5
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3,049 Sq. Ft.
Year renovated
2015
Sq. Ft.
2,263
Year built
2015
Style
Townhouse
County
Osceola County
APN
182527558700010300
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 12, 2026.
PD
Planned Development District
Planned Development Classifications shall exercise greater ingenuity and imagination in the planning and development of tracts of land under a unified control than is generally possible under these regulations. Additional criteria and process for Planned Development approval is outlined herein.
May 11, 2015 • Final
Building
Pool and hot tub
Feb 13, 2015 • Final
Building
Grading
Pool and hot tub
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Garage Dimensions: 20x12
Parking Features: Alley Access, Curb Parking, Garage Faces Rear, On Street
Garage Spaces: 1
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 5
Bathroom Information
# of Full Baths (Total): 4
# of Half Baths (Total): 1
Laundry Room Information
Laundry Features: Laundry Closet, Upper Level
Other Rooms Information
Additional Rooms: Loft
# of Rooms: 10
Heating & Cooling
Heating Information: Central, Electric
Cooling Information: Central Air
Interior Features
Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-in Closet(s), Window Treatments
Accessibility Features: Accessible Approach with Ramp, Accessible Entrance, Accessible Full Bath, Accessible Kitchen, Accessible Central Living Area
Zoning: RES
Land Information
Vegetation: Mature Landscaping, Trees/Landscaped
Total Acreage: 0 to less than 1/4
Lot Information
Lot Features: In County, Landscaped, Near Golf Course, Sidewalk, Paved
Lot Size Acres: 0.07
Road Surface Type: Asphalt
Road Responsibility: Road Maintenance Agreement
Lot Size Square Meters: 283
Building Information
MFR_BuildingAreaTotalSrchSqM: 253.63
MFR_BuildingNameNumber: N/A
Financial
Assessment Information
Other Annual Assessment Amount: $1,922
Tax Information
Tax Annual Amount: $7,931
Tax Year: 2025
Lease / Rent Details
Lease Restrictions YN: 0
Utilities
Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Location
Multi-Family Financial Information
Total Annual Fees: $6,955.56
Total Monthly Fees: $579.63
Multi-Unit Information
Unit Number YN: 0
Furnished: Yes
HOA Information
Association Name: Castle Group
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 579.63
Association Fee: $579.63
Association Fee Frequency: Monthly
Association Fee Includes: Guard - 24 Hour, Cable TV, Pool, Internet, Maintenance Structure, Maintenance Grounds, Pest Control, Recreational Facilities, Trash
School Information
Elementary School: Westside K-8
High School: Celebration High
Location Information
Directions: From Westside Blvd, turn left onto Monaco Blvd, turn left onto Rome Dr, turn left onto Rhodes St, turn left onto Morocco Way, turn left onto Rhodes St, turn right onto Rome Dr. Home will be on the right.
Community Information
Community Features: Clubhouse, Community Mailbox, Fitness Center, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Pets Allowed: Yes
Public facts
Beds: 5
Baths: 4.5
Sq. Ft.: 2,263
Stories: 2.0
Lot Size: 3,049 square feet
Style: Townhouse
Year Built: 2015
Year Renovated: 2015
County: Osceola County
APN: 182527558700010300
Home facts updated by county records on Oct 12, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-214-3967
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 127
Status Contractual Search Date: 2026-08-20
Listing Price Information
Calculated List Price By Calculated Sq Ft: 192.22
Green Information
Green Verification Count: 0
Direction Faces: East
Home Information
Living Area: 2263
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 210.24
Building Area Total: 2730
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two
Security Features: Gated Community
Around this home
Schools
Westside K-8 School
Public PreK-8 • Assigned • 0.5mi
3/10
Celebration High School
Public 9-12 • Assigned • 4.8mi
5/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
4/10 Fire Factor
2% chance of being in a wildfire in next 30 years
9/10 Heat Factor
7 days above 107° expected this year, 25 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Kissimmee, FL • 34747
Average low and high temperatures (°F)
69
48
76
53
82
58
85
63
91
70
92
73
94
75
91
75
88
73
83
66
79
59
74
54
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
91/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Kissimmee. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
7.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$405,000 – $490,000
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