Skip main navigation
For sale
  • Price cut: $25K (2/12)
    $550,000

    2395 Windward Cv, Kissimmee, FL 34746

    4beds
    3,621sqft
    : 
    Single Family Residence
    Built in 1987
    0.53 Acres Lot
    $538,300 Zestimate®
    $152/sqft
    $147/mo HOA

    What's special

    Spacious master suiteHalf-acre lotLakefront pool sanctuary
    Welcome to your ideal residence in this exquisitely detailed lakefront pool sanctuary! This remarkable 4-bedroom, 3-bathroom home with a 3-car garage presents limitless opportunities. The property possesses immense potential but does require some tender loving care. Situated in a serene cul-de-sac on a half-acre lot, it includes a private dock that provides direct access to a fair size Lake. The carefully crafted floor plan welcomes you with a magnificent fireplace in the entryway and stunning views of the lake from the kitchen. One bedroom is conveniently positioned on the ground floor, while the remaining bedrooms, including the spacious master suite, are located upstairs. The master bedroom features a generous balcony that overlooks both the pool and the lake, offering breathtaking views every day. With a new roof and air conditioning system installed in March 2022, this home is prepared for your arrival. Nestled in the prestigious Hidden Harbor community, you are merely a short drive away from all the amazing attractions that Orlando has to offer, including Disney and Universal Studios. Do not miss this opportunity to acquire a true treasure that will enchant anyone who visits. Arrange your tour today before it is too late!
    42 days
    |
    2,702
    |
    138
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: February 11, 2026 at 04:53pm

    Listing Provided by:

    Patrick Westervelt, LLC 407-533-1000,

    ITS REALTY 321-437-7363

    Source: Stellar MLS,MLS#: O6377859MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Primary bedroom
    • Features: Built-in Closet
    • Level: Second
    Bedroom 1
    • Features: Built-in Closet
    • Level: Second
    Bedroom 2
    • Features: Built-in Closet
    • Level: Second
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Convection Oven, Dishwasher, Dryer, Microwave, Refrigerator, Washer
    • Laundry: Laundry Room
    Features
    • Ceiling Fan(s), High Ceilings
    • Flooring: Carpet, Ceramic Tile, Laminate
    • Has fireplace: Yes
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 4,543
    • Total interior livable area: 3,621 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage - Attached
    • Attached garage spaces: 3
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Private Mailbox, Rain Gutters
    • Has private pool: Yes
    • Pool features: In Ground
    Lot
    • Size: 0.53 Acres
    Details
    • Parcel number: 092629331100010210
    • Zoning: OPUD
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1987

    Utilities & green energy

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

    Community & HOA

    Community
    • Subdivision: HIDDEN HARBOR
    HOA
    • Has HOA: Yes
    • HOA fee: $147 monthly
    • HOA name: Leland Management Company/Claudette
    • HOA phone: 407-781-1484
    • Pet fee: $0 monthly
    Location
    • Region: Kissimmee

    Financial & listing details

    • Price per square foot: $152/sqft
    • Tax assessed value: $528,000
    • Annual tax amount: $10,647
    • Date on market: 1/28/2026
    • Cumulative days on market: 307 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $538,300

    $511,000 - $565,000

    $3,783/mo

    Price history

    Price history
    DateEventPrice
    2/12/2026Price change$550,000-4.3%$152/sqft
    Source: Stellar MLS #O6377859 Report a problem
    1/29/2026Listed for sale$575,000-4.2%$159/sqft
    Source: Stellar MLS #O6377859 Report a problem
    12/4/2025Listing removed$600,000$166/sqft
    Source: Stellar MLS #O6276935 Report a problem
    7/19/2025Listed for sale$600,000$166/sqft
    Source: Stellar MLS #O6276935 Report a problem
    6/17/2025Pending sale$600,000$166/sqft
    Source: Stellar MLS #O6276935 Report a problem
    5/9/2025Price change$600,000-2.4%$166/sqft
    Source: Stellar MLS #O6276935 Report a problem
    3/30/2025Price change$615,000-1.6%$170/sqft
    Source: Stellar MLS #O6276935 Report a problem
    2/3/2025Listed for sale$625,000+73.7%$173/sqft
    Source: Stellar MLS #O6276935 Report a problem
    9/18/2019Sold$359,900-2.7%$99/sqft
    Source: Public Record Report a problem
    8/4/2019Pending sale$369,900$102/sqft
    Source: BHHS RESULTS REALTY #S5016984 Report a problem
    6/28/2019Price change$369,900-13%$102/sqft
    Source: BHHS RESULTS REALTY #S5016984 Report a problem
    5/13/2019Price change$425,000-11.5%$117/sqft
    Source: BHHS RESULTS REALTY #S5016984 Report a problem
    3/13/2019Price change$480,000-8.6%$133/sqft
    Source: DYNAMIC REALTY LLC #S5014038 Report a problem
    2/22/2019Listed for sale$525,000$145/sqft
    Source: DYNAMIC REALTY LLC #S5014038 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$10,417 +0.9%$528,000 -1.4%
    2023$10,326 +1.6%$535,500 +11.4%
    2022$10,161 +123.3%$480,600 +51.7%
    2021$4,551 -8.7%$316,900 +3.3%
    2020$4,985 +37%$306,700 +9.2%
    2019$3,638 $280,800 +13.9%
    2018$3,638 +3%$246,544 +2.1%
    2017$3,532 +0%$241,474 +2.1%
    2016$3,530 +1.3%$236,508 +0.7%
    2015$3,485 -0.1%$234,864 +0.8%
    2014$3,489 $233,000 -9.8%
    2013-- $258,216 +1.7%
    2012-- $253,900 -5.2%
    2011-- $267,800 -4.9%
    2010-- $281,600 -20.4%
    2009-- $353,700 -14.7%
    2008-- $414,500 -3.1%
    2007-- $427,900 +10.5%
    2006-- $387,200 +22.4%
    2005-- $316,400 +22.5%
    2004-- $258,300
    2003-- $258,300 +13.2%
    2002$3,315 +1.9%$228,120 +1.6%
    2001$3,255 +1.2%$224,528 +3%
    2000$3,218 $217,988

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $3,452/mo
    Principal & interest
    $2622
    Property taxes
    $683
    HOA Fees
    $147
    More affordability tools

      Climate risks

      Neighborhood: 34746

      Getting around

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

      Nearby schools

      GreatSchools rating

      Local experts in 34746

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel