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For sale
    • $450,000

    2058 Rome Dr, Kissimmee, FL 34747

    5beds
    2,263sqft
    : 
    Townhouse
    Built in 2015
    3,049 Square Feet Lot
    $442,000 Zestimate®
    $199/sqft
    $580/mo HOA

    What's special

    Private screened poolPrivate poolCovered paver lanaiCommunity poolGenerous primary suiteModern kitchenRecessed lighting
    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!
    22 days
    |
    390
    |
    11
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: March 04, 2026 at 03:50am

    Listing Provided by:

    Jenny Wemert 407-809-1193,

    WEMERT GROUP REALTY LLC 407-743-8356,

    Brad Wallace 407-375-5994,

    WEMERT GROUP REALTY LLC

    Source: Stellar MLS,MLS#: O6385195MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Loft
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Laundry Closet, Upper Level
      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)
      • Flooring: Carpet, Ceramic Tile, Other
      • Doors: Sliding Doors
      • Windows: Blinds, Double Pane Windows, Drapes, Rods, Window Treatments
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 2,730
      • Total interior livable area: 2,263 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Alley Access, Curb Parking, Garage Faces Rear, On Street
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 20x12
      Accessibility
      • Accessibility features: Accessible Approach with Ramp, Accessible Entrance, Accessible Full Bath, Accessible Kitchen, Accessible Central Living Area
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Patio, Rear Porch, Screened
      • Exterior features: Lighting, Rain Gutters, Sidewalk, Storage
      • Has private pool: Yes
      • Pool features: Child Safety Fence, Gunite, Heated, In Ground, Outside Bath Access, Screen Enclosure
      Lot
      • Size: 3,049 Square Feet
      • Features: In County, Landscaped, Near Golf Course, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 182527558700010300
      • Zoning: RES
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Property subtype: Townhouse
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2015

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
      • Security: Gated Community
      • Pet fee: $0 monthly
      • Subdivision: WINDSOR AT WESTSIDE PH 1
      HOA
      • Has HOA: Yes
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Structure, Maintenance Grounds, Pest Control, Recreational Facilities, Trash
      • HOA fee: $580 monthly
      • HOA name: Castle Group
      • HOA phone: 407-507-1417
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $199/sqft
      • Tax assessed value: $419,600
      • Annual tax amount: $7,931
      • Date on market: 3/3/2026
      • Cumulative days on market: 4 days
      • Listing terms: Cash,Conventional,Special Funding
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt
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        Estimated market value

        $442,000

        $420,000 - $464,000

        $3,338/mo

        Price history

        Price history
        DateEventPrice
        3/3/2026Listed for sale$450,000-15.1%$199/sqft
        Source: Stellar MLS #O6385195 Report a problem
        6/16/2023Sold$530,000-1.9%$234/sqft
        Source: Stellar MLS #O6100886 Report a problem
        4/27/2023Pending sale$540,000$239/sqft
        Source: Stellar MLS #O6100886 Report a problem
        4/3/2023Listed for sale$540,000-6.1%$239/sqft
        Source: Stellar MLS #O6100886 Report a problem
        11/17/2022Listing removed--
        Source: Stellar MLS #O6057485 Report a problem
        9/9/2022Listed for sale$575,000+8.6%$254/sqft
        Source: Stellar MLS #O6057485 Report a problem
        4/27/2022Sold$529,500+3.8%$234/sqft
        Source: Public Record Report a problem
        3/14/2022Pending sale$510,000$225/sqft
        Source: Stellar MLS #S5062186 Report a problem
        2/5/2022Listed for sale$510,000+65.9%$225/sqft
        Source: Stellar MLS #S5062186 Report a problem
        7/23/2015Sold$307,400$136/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$8,060 +2.8%$419,600 -2.6%
        2023$7,843 +19.6%$430,800 +25.9%
        2022$6,557 +11.4%$342,300 +10.1%
        2021$5,886 +1.9%$310,800 +2.7%
        2020$5,776 +6%$302,500 +11.4%
        2019$5,447 $271,500 +1.8%
        2018$5,447 +0.8%$266,800 +3.3%
        2017$5,406 +0.6%$258,300 -0.9%
        2016$5,375 -1.2%$260,600 +1389.1%
        2015$5,439 $17,500

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $3,396/mo
        Principal & interest
        $2257
        HOA Fees
        $580
        Property taxes
        $559
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          Climate risks

          Neighborhood: 34747

          Getting around

          4 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          25 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Westside K-8
          • High: Celebration High

          Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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