2058 Rome Dr

2,263 Sq. Ft.
$192 / Sq. Ft.
2,263
Sq. Ft.
$192
per Sq. Ft.

Description

Under contract-accepting backup offers. 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,...Under contract-accepting backup offers. 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!
  1. Listed by Jenny Wemert • Brokerage DRE #1052816 • WEMERT GROUP REALTY LLC
    P: (407)-809-1193 C: (407)-809-1193 listingteam@wemertgrouprealty.com
  2. Listed by Brad Wallace • Brokerage DRE #1052816 • WEMERT GROUP REALTY LLC
    P: (407)-375-5994 C: (407)-375-5994 bwallace@wemertgrouprealty.com

Property Details for 2058 Rome Drive

Subdivision Name
WINDSOR AT WESTSIDE PH 1
Township
25
Garage Spaces
1
Waterfront
No
Furnished
Furnished
LISTING UPDATED: 07/08/2026 04:05 PM

Property Details for 2058 Rome Drive

StatusPending
MLS #O6385195
Days on Market127
Taxes$7,931 / year
HOA Fees$580 / month
Condo/Co-op Fees-
Property TypeTownhouse
MLS TypeResidential / Townhouse
Year Built2015
Lot Size0.07 AC / 3,049 SF
CountyOsceola County

Location

Listing Courtesy of WEMERT GROUP REALTY LLC, Jenny Wemert; WEMERT GROUP REALTY LLC, Brad Wallace
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Building Information for 2058 Rome Drive

Stories-Residences-Year Built2015Lot Size0.07 AC / 3,049 SF

Payment Calculator

$3,409 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,168

Property Taxes

$661

HOA Dues

$580

The Payment Calculator is for illustrative purposes only.

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Property Information for 2058 Rome Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2730.0
  • Building Area Units: Square Feet
  • Building Name Number: N/A
  • Community Features: Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
  • Direction Faces: East
  • 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.
  • Elementary School: Westside K-8
  • High School: Celebration High
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 2058
  • Street Name: ROME
  • Street Suffix: DRIVE
  • State: FL
  • City: KISSIMMEE
Parking
  • Attached Garage: No
  • Carport: No
  • Garage Dimensions: 20x12
  • Garage: Yes
  • Parking Features: Alley Access, Curb Parking, Garage Faces Rear, On Street
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Structure, Maintenance Grounds, Pest Control, Recreational Facilities, Trash
  • Association Fee Requirement: Required
  • Association Name: Castle Group
  • Association Phone: 407-507-1417
  • Association: Yes
  • CDD: Yes
  • Pet Restrictions: Buyer to verify pet restrictions with HOA and/or city/county
  • Tax Block: 0001
  • Tax Book Number: 23-112
  • Tax Legal Description: WINDSOR AT WESTSIDE PH 1 PB 23 PG 112-118 LOT 30
  • Tax Lot: 30
  • Tax Other Annual Assessment Amt: $1,922
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Landscaped, Near Golf Course, Sidewalk
  • Parcel Number: 182527558700010300
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: RES
  • Living Area: 2263
Property and Assessments
  • Year Built Numeric: 2015
  • Accessibility Features: Accessible Approach with Ramp, Accessible Entrance, Accessible Full Bath, Accessible Kitchen, Accessible Central Living Area
  • Amenities Additional Fees: Buyer to verify any and all fees with HOA (i.e. additional amenities, transfer, capital contribution, gate access, etc…)
  • Flood Zone Code: X
  • Flood Zone Date: 06-18-2013
  • Flood Zone Panel: 12097C0020G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 18
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Lighting, Rain Gutters, Sidewalk, Sliding Doors, Storage
  • Foundation Details: Slab
  • Levels: Two
  • Patio And Porch Features: Covered, Patio, Rear Porch, Screened
  • Pool Dimensions: 15x9
  • Pool Features: Child Safety Fence, Gunite, Heated, In Ground, Outside Bath Access, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Gated Community
  • Spa: No
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 4
  • Additional Rooms: Loft
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Ceramic Tile, Other
  • Heating: Central, Electric
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Laundry Features: Laundry Closet, Upper Level
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: No
  • Window Features: Aluminum Frames, Blinds, Double Pane Windows, Drapes, Rods, Window Treatments
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 2058 Rome Drive

DateEvent & SourcePriceAppreciation
Jul 8, 2026

In Contract

MFRMLS #O6385195

May 9, 2026

Price Change

MFRMLS #O6385195

$435,000
Mar 3, 2026

Listed (Active)

MFRMLS #O6385195

$450,000
DateEvent & SourcePrice
07/08/2026

In Contract

MFRMLS #O6385195

05/09/2026

Price Change

MFRMLS #O6385195

$435,000
03/03/2026

Listed (Active)

MFRMLS #O6385195

$450,000

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

Public Records for 2058 Rome Drive

Taxable ValueLand$70,000Additions$341,800Total$411,800
Tax Record2025$7,931 ($661 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt2,263 SqFtAbove Grade Finished SqFt2,263 SqFtStories2Lot Size3,049 SqFtStyleTownhouseYear Built2015CountyOSCEOLAAPN182527558700010300

Schools near 2058 Rome Drive

This home is within The School District of Osceola County.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - K to 5
Charter - 6 to 12
Rating
School
Distance
Westside K-8 School
PublicPK to 8

Celebration High School
Public9 to 12

Four Corners Charter School
CharterK to 5

Four Corners Charter Middle School
Charter6 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.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of WEMERT GROUP REALTY LLC, Jenny Wemert; WEMERT GROUP REALTY LLC, Brad Wallace

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: 07/08/2026 04:05 PM