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For sale
    • Price cut: $5K (7/31)
    $464,900

    1495 SKYLINE DRIVE, KISSIMMEE, FL 34744

    3beds
    2,094sqft
    : 
    $3,047/mo
    Get pre-qualified
    Single Family Residence
    Built in 1973
    0.37 Acres Lot
    $462,900 Zestimate®
    $222/sqft
    $16/mo HOA

    What's special

    Modern finishesBreakfast barPool refinishedNew roof-soffits-guttersInterior and exterior paintOpen-concept layoutVinyl fenced backyard
    Virtually Staged. SELLER ASSISTING WITH BUYER FINANCING, 2/1 BUYDOWN ON THE INTEREST RATE! Welcome to this wonderful 3-bedroom, 2-bathroom completely renovated home offering nearly 2100 sq. ft. of living space in the highly desirable Harbour Oaks community in Kissimmee, Florida. This spacious residence is designed for both comfort and style, featuring an open-concept layout, modern finishes, and thoughtful upgrades throughout. This renovation includes NEW Roof-Soffits-Gutters, Interior and Exterior Paint, both Bathrooms and Kitchen rehabs with Quartz Stone counters, SS Appliances, Breakfast Bar, Wet Bar, Luxury Vinyl Flooring, Blinds and Ceiling Fans throughout, Pool Refinished, Painted Decks front and back, Wood Burning Fireplace, Oversized 2-Car Garage, Pool Gazebo and Vinyl Fenced backyard. Enjoy your own private outdoor oasis with a sparkling pool and huge back yard—perfect for year-round Florida living and entertaining. Located just minutes from Historic Downtown Kissimmee, you'll have convenient access to shopping, dining, and entertainment. You're also perfectly positioned with a quick commute the Florida Turnpike, Lake Nona Medical City, major theme parks, schools, shopping and dining and the stunning Space Coast beaches. With its generous floor plan, multiple living areas, and every exceptional upgrade, this remarkable home has it all. Don’t miss your chance—schedule your showing today!
    148 days
    |
    332
    |
    19
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    Zillow last checked:

    Listing updated:

    Listed by:

    Peter Macera 407-970-2104,

    MACERA REALTY GROUP INC 407-246-1677

    Source: Stellar MLS,MLS#: S5145209MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Florida Room, Dining Room, Living Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Dual Closets
      • Level: First
      • Area: 285 Square Feet
      • Dimensions: 19x15
      Bedroom 2
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 15x12
      Bedroom 3
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Primary bathroom
      • Features: Dual Sinks, En Suite Bathroom, Exhaust Fan, Shower No Tub, Stone Counters
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 18x10
      Bathroom 2
      • Features: Single Vanity, Stone Counters, Tub With Shower
      • Level: First
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Dining room
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 15x12
      Family room
      • Features: Ceiling Fan(s), Wet Bar
      • Level: First
      • Area: 450 Square Feet
      • Dimensions: 25x18
      Florida room
      • Features: Breakfast Bar, Ceiling Fan(s), Stone Counters
      • Level: First
      • Area: 429 Square Feet
      • Dimensions: 33x13
      Foyer
      • Level: First
      • Area: 45 Square Feet
      • Dimensions: 9x5
      Kitchen
      • Features: Breakfast Bar, Dual Sinks, Stone Counters
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 315 Square Feet
      • Dimensions: 21x15
      Heating
      • Central, Electric, Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator
      • Laundry: Electric Dryer Hookup, In Garage, Washer Hookup
      Features
      • Ceiling Fan(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Luxury Vinyl
      • Doors: Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Family Room, Wood Burning
      Interior area
      • Total structure area: 3,040
      • Total interior livable area: 2,094 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, Oversized, Parking Pad
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 24x27
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck
      • Exterior features: Private Yard, Rain Gutters, Sidewalk
      • Has private pool: Yes
      • Pool features: Deck, Gunite, In Ground
      • Fencing: Fenced,Vinyl
      • Has view: Yes
      • View description: Garden
      Lot
      • Size: 0.37 Acres
      • Dimensions: 100 x 160
      • Features: Cleared, City Lot, Landscaped, Oversized Lot, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Gazebo
      • Parcel number: 022629330500010250
      • Zoning: ORS1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1973

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Golf Carts OK, Sidewalks
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: HARBOUR OAKS UNIT 1
      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $16 monthly
      • HOA name: ROGER POPP
      • HOA phone: 407-952-9768
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $222/sqft
      • Tax assessed value: $351,400
      • Annual tax amount: $5,403
      • Date on market: 3/6/2026
      • Cumulative days on market: 145 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $462,900

        $440,000 - $486,000

        $3,011/mo

        Price history

        DateEventPrice
        7/31/2026Price change$464,900-1.1%$222/sqft
        Source: Stellar MLS #S5145209 Report a problem
        7/18/2026Price change$469,900-0.6%$224/sqft
        Source: Stellar MLS #S5145209 Report a problem
        7/13/2026Price change$472,900-0.4%$226/sqft
        Source: Stellar MLS #S5145209 Report a problem
        7/2/2026Listed for sale$474,900$227/sqft
        Source: Stellar MLS #S5145209 Report a problem
        7/1/2026Pending sale$474,900$227/sqft
        Source: Stellar MLS #S5145209 Report a problem
        5/20/2026Price change$474,900-4%$227/sqft
        Source: Stellar MLS #S5145209 Report a problem
        5/16/2026Price change$494,500-0.1%$236/sqft
        Source: Stellar MLS #S5145209 Report a problem
        5/2/2026Price change$494,900-1%$236/sqft
        Source: Stellar MLS #S5145209 Report a problem
        4/15/2026Price change$499,900-4.8%$239/sqft
        Source: Stellar MLS #S5145209 Report a problem
        3/24/2026Price change$524,900-1.8%$251/sqft
        Source: Stellar MLS #S5145209 Report a problem
        3/17/2026Price change$534,7500%$255/sqft
        Source: Stellar MLS #S5145209 Report a problem
        3/6/2026Listed for sale$534,900+159.7%$255/sqft
        Source: Stellar MLS #S5145209 Report a problem
        12/7/2004Sold$206,000$98/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,404 +10.1%$351,400 +8.3%
        2024$4,907 +3.5%$324,400 -1.4%
        2023$4,744 +12.7%$328,900 +18.5%
        2022$4,209 +10.4%$277,600 +22.9%
        2021$3,812 +8.1%$225,800 +9.4%
        2020$3,528 +3.8%$206,400 +5.5%
        2019$3,399 $195,600 +50.7%
        2018$3,399 +90.4%$129,759 +2.1%
        2017$1,785 +0.4%$127,091 +2.1%
        2016$1,777 +1.6%$124,477 +0.7%
        2015$1,749 +1.5%$123,612 +0.8%
        2014$1,722 $122,631 +1.5%
        2013-- $120,819 +1.7%
        2012-- $118,800 -1.7%
        2011-- $120,800 -5%
        2010-- $127,200 -18.7%
        2009-- $156,500 -30.9%
        2008-- $226,600 -3.1%
        2007-- $233,800 +10.5%
        2006-- $211,600 +28.6%
        2005-- $164,500 +17.9%
        2004-- $139,500
        2003-- $139,500 +14.3%
        2002$1,583 +2.1%$121,996 +1.6%
        2001$1,551 +1.6%$120,075 +3%
        2000$1,527 $116,578
        Find assessor info on the county website

        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.
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        Climate risks

        Neighborhood: 34744

        Getting around

        0 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Partin Settlement Elem
        • Middle: Neptune Middle (6-8)
        • High: Osceola High School

        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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