Skip main navigation
For sale
    • $289,000

     Kissimmee, FL 34747

    2beds
    1,081sqft
    : 
    Loading
    Get pre-qualified
    Condominium
    Built in 2005
    -- sqft lot
    $278,300 Zestimate®
    $267/sqft
    $755/mo HOA

    What's special

    Private balconyGranite countertopsRecently painted unitNew light fixtures throughoutLagoon-style poolFitness centerDedicated coffee bar
    Meticulously maintained and truly turn-key 2-bedroom, 2-bathroom condo in the sought-after, guard-gated Windsor Hills Resort community — just minutes from Walt Disney World, Universal Studios, and all the magic of Central Florida’s theme park corridor! This recently painted unit has been thoughtfully upgraded from top to bottom, making it a fantastic primary residence, vacation getaway, or short-term rental investment. The fully equipped kitchen boasts crisp white cabinetry with gold hardware, granite countertops, a hexagon-tile backsplash, and a dedicated coffee bar, along with a brand-new microwave, newer stove and dishwasher, and kitchenware — everything a chef or guest could need. The open living and dining area features new furniture including a comfortable sleeper sofa, a stylish round dining table, and new light fixtures throughout, all opening to a private balcony. Whimsical, professionally designed themed bedrooms set this home apart: an out-of-this-world Star Wars room with an immersive galaxy mural and matching decor, and a playful Mickey & Minnie-inspired bunk room complete with a fun mural and chalkboard welcome sign — a hit with vacationing families. In-unit laundry adds everyday convenience. Truly turn-key — just bring your suitcase! For buyers seeking a hands-off rental investment, the current management company is available to continue managing the property. Windsor Hills Resort offers resort-style amenities including a lagoon-style pool, water park, clubhouse, fitness center, movie theater, and 24-hour guard-gated security, all within one of Kissimmee’s most popular vacation home communities near Disney. Schedule your private showing today!!!
    5 days
    |
    183
    |
    13
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Devin Costley 407-230-5579,

    ERA GRIZZARD REAL ESTATE 407-203-5800

    Source: Stellar MLS,MLS#: O6424497MLS LogoOriginating MLS: Orlando Regional

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 1
      • Features: Walk-In Closet(s)
      • Level: First
      Primary bathroom
      • Level: First
      Bathroom 1
      • Level: First
      Dinette
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Washer
      • Laundry: Inside, Laundry Closet
      Features
      • Ceiling Fan(s), Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s)
      • Flooring: Ceramic Tile, Luxury Vinyl
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 1,081
      • Total interior livable area: 1,081 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Balcony, Sidewalk
      Lot
      • Size: 0.34 Acres
      Details
      • Parcel number: 102527544300012020
      • Zoning: STR
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Block, Concrete
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Phone Available, Public, Sewer Connected, Street Lights, Water Connected

      Community & HOA

      Community
      • Features: Clubhouse, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Restaurant, Sidewalks, Wheelchair Access
      • Pet fee: $0 monthly
      • Subdivision: VENTURA AT WINDSOR HILLS CONDO PH 3
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Clubhouse, Elevator(s), Fitness Center, Gated, Maintenance, Park, Playground, Pool, Recreation Facilities, Security, Spa/Hot Tub
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Structure, Pest Control, Pool Maintenance, Recreational Facilities, Security, Sewer, Trash, Water
      • HOA fee: $755 monthly
      • HOA name: Windsor Hills Resort
      • HOA phone: 407-787-4255
      • Second HOA name: Windsor Hills Master Community Association
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $267/sqft
      • Annual tax amount: $3,842
      • Date on market: 7/13/2026
      • Cumulative days on market: 6 days
      • Listing terms: Cash,Conventional,FHA
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $278,300

        $264,000 - $292,000

        $4,124/mo

        Price history

        DateEventPrice
        7/13/2026Listed for sale$289,000+3.2%$267/sqft
        Source: Stellar MLS #O6424497 Report a problem
        12/6/2023Sold$280,000-3.1%$259/sqft
        Source: Stellar MLS #O6136981 Report a problem
        10/25/2023Contingent$289,000$267/sqft
        Source: My State MLS #11209057 Report a problem
        10/24/2023Pending sale$289,000$267/sqft
        Source: Stellar MLS #O6136981 Report a problem
        10/11/2023Price change$289,000-3%$267/sqft
        Source: Stellar MLS #O6136981 Report a problem
        10/3/2023Listed for sale$298,000$276/sqft
        Source: Stellar MLS #O6136981 Report a problem
        10/2/2023Pending sale$298,000$276/sqft
        Source: Stellar MLS #O6136981 Report a problem
        8/25/2023Listed for sale$298,000+49%$276/sqft
        Source: Stellar MLS #O6136981 Report a problem
        6/16/2021Sold$200,000+60%$185/sqft
        Source: Stellar MLS #O5940674 Report a problem
        7/18/2017Sold$125,000-7.3%$116/sqft
        Source: Public Record Report a problem
        8/20/2016Price change$134,874-2.9%$125/sqft
        Source: CHARLES RUTENBERG REALTY #O5447599 Report a problem
        6/21/2016Listed for sale$138,945-5.4%$129/sqft
        Source: CHARLES RUTENBERG REALTY #O5447599 Report a problem
        11/10/2015Listing removed$146,800$136/sqft
        Source: Keller Williams - Orlando South #O5377103 Report a problem
        8/4/2015Price change$146,800-2%$136/sqft
        Source: Keller Williams - Orlando South #O5377103 Report a problem
        7/2/2015Listed for sale$149,800+0.5%$139/sqft
        Source: Keller Williams - Orlando South #O5377103 Report a problem
        1/31/2008Sold$149,000-34.6%$138/sqft
        Source: Public Record Report a problem
        1/19/2006Sold$227,900$211/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,842 +2.8%$246,600 +3.5%
        2024$3,737 +3.9%$238,200 +1.4%
        2023$3,599 +12%$234,800 +14.9%
        2022$3,212 +28.2%$204,300 +34.6%
        2021$2,505 +7.8%$151,800 +10.2%
        2020$2,324 +6.1%$137,700 +11.6%
        2019$2,190 $123,400 +9.5%
        2018$2,190 +8%$112,700 -2.2%
        2017$2,028 -3.7%$115,200 -2.8%
        2016$2,106 -2.5%$118,500 +1.7%
        2015$2,161 +10.3%$116,500 +8.6%
        2014$1,959 $107,300 +8.6%
        2013-- $98,800 +1.8%
        2012-- $97,100

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 34747

        Getting around

        6 / 100
        Car-Dependent
        21 / 100
        Minimal Transit
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Kissimmee Topics

                Search
                Updates
                Favorites
                Plan
                Inbox