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For sale
    • Price cut: $9.5K (8/10)
    $210,000

    499 CLUB DRIVE, WINTER SPRINGS, FL 32708

    2beds
    1,224sqft
    : 
    $1,958/mo
    Get pre-qualified
    Townhouse
    Built in 1987
    1,687 Square Feet Lot
    $205,600 Zestimate®
    $172/sqft
    $556/mo HOA

    What's special

    Brand new roofSeparate locked storage spaceUpdated bathroomPlenty of closet space
    Beautiful 2 bedroom 2 bathroom townhome (Not a condo which means more financing choices for you as a buyer) located in the desirable Cypress Club within the Highlands Community. Brand New Roof on this townhome. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their Own Private Community Pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
    165 days
    291
    13

    Zillow last checked:

    Listing updated:

    Listed by:

    Paul Buscemi 407-716-2874,

    FLORIDA HOME TEAM REALTY LLC 407-774-8100

    Source: Stellar MLS,MLS#: O6391855MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Dual Closets
      • Level: Second
      • Area: 154 Square Feet
      • Dimensions: 11x14
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Bathroom 2
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Balcony porch lanai
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Dining room
      • Level: First
      • Area: 80 Square Feet
      • Dimensions: 10x8
      Great room
      • Level: First
      • Area: 238 Square Feet
      • Dimensions: 17x14
      Kitchen
      • Level: First
      • Area: 80 Square Feet
      • Dimensions: 10x8
      Loft
      • Level: Second
      • Area: 77 Square Feet
      • Dimensions: 11x7
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
      • Laundry: Inside, Upper Level
      Features
      • Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Thermostat, Vaulted Ceiling(s)
      • Flooring: Carpet, Laminate, Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 1,334
      • Total interior livable area: 1,224 sqft
      Video & virtual tour

      Property

      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Rear Porch, Screened
      • Exterior features: Irrigation System, Lighting, Sidewalk
      Lot
      • Size: 1,687 Square Feet
      Details
      • Parcel number: 3320305HY00000720
      • Zoning: PUD
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Contemporary
      • Property subtype: Townhouse
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: CYPRESS CLUB
      HOA
      • Has HOA: Yes
      • Amenities included: Pickleball Court(s), Trail(s)
      • Services included: Community Pool, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Trash
      • HOA fee: $556 monthly
      • HOA name: Michelle Pogue
      • HOA phone: 407-788-6700
      • Second HOA name: The Highlands
      • Second HOA phone: 407-770-1748
      Location
      • Region: Winter Springs

      Financial & listing details

      • Price per square foot: $172/sqft
      • Tax assessed value: $205,350
      • Annual tax amount: $1,987
      • Date on market: 3/20/2026
      • Cumulative days on market: 166 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $205,600

        $195,000 - $216,000

        $1,674/mo

        Price history

        DateEventPrice
        8/10/2026Price change$210,000-4.3%$172/sqft
        Source: Stellar MLS #O6391855 Report a problem
        7/14/2026Price change$219,500-6.6%$179/sqft
        Source: Stellar MLS #O6391855 Report a problem
        5/12/2026Price change$235,000-5.1%$192/sqft
        Source: Stellar MLS #O6391855 Report a problem
        4/8/2026Price change$247,500-2.9%$202/sqft
        Source: Stellar MLS #O6391855 Report a problem
        3/20/2026Listed for sale$255,000-5.6%$208/sqft
        Source: Stellar MLS #O6391855 Report a problem
        8/1/2022Sold$270,000+8.4%$221/sqft
        Source: Public Record Report a problem
        7/5/2022Pending sale$249,000$203/sqft
        Source: Stellar MLS #O6038322 Report a problem
        6/27/2022Listed for sale$249,000+49.1%$203/sqft
        Source: Stellar MLS #O6038322 Report a problem
        6/8/2020Sold$167,000-1.1%$136/sqft
        Source: Public Record Report a problem
        4/27/2020Pending sale$168,900$138/sqft
        Source: RE/MAX PRIME PROPERTIES #O5858896 Report a problem
        4/22/2020Listed for sale$168,900+50.8%$138/sqft
        Source: RE/MAX PRIME PROPERTIES #O5858896 Report a problem
        3/2/2015Sold$112,000+85.1%$92/sqft
        Source: Stellar MLS #O5328935 Report a problem
        3/29/2011Sold$60,500+2.5%$49/sqft
        Source: Public Record Report a problem
        2/11/2011Listed for sale$59,000$48/sqft
        Source: Stirling Sotheby's International Realty Heathrow Gallery #o4968506 Report a problem
        12/5/2010Listing removed$59,000$48/sqft
        Source: Stirling Sotheby's International Realty Heathrow Gallery #o4968506 Report a problem
        9/15/2010Price change$59,000-30.6%$48/sqft
        Source: Stirling Sotheby's International Realty #O4968506 Report a problem
        6/23/2010Price change$85,000-10.5%$69/sqft
        Source: Stirling Sotheby's International Realty Heathrow Gallery #o4968506 Report a problem
        6/5/2010Listed for sale$95,000+72.7%$78/sqft
        Source: Stirling Sotheby's International Realty Heathrow Gallery #o4968506 Report a problem
        10/5/1993Sold$55,000$45/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,987 +6.3%$165,128 +2.9%
        2024$1,868 +4.6%$160,474 +3%
        2023$1,786 -29.8%$155,800 +1%
        2022$2,543 +12.6%$154,310 +10%
        2021$2,258 +106.5%$140,282 +29.6%
        2020$1,093 +2%$108,271 +2.3%
        2019$1,072 $105,837 +1.9%
        2018$1,072 +1.4%$103,864 +2.1%
        2017$1,057 +1.4%$101,728 +3%
        2016$1,042 -37.9%$98,728 +27.6%
        2015$1,677 $77,400 +3.5%
        2014$1,677 +34.2%$74,799 +10.4%
        2013$1,249 +8.7%$67,767 +4.9%
        2012$1,150 +50.8%$64,585 -20.9%
        2011$762 -21%$81,643 -11.6%
        2010$965 -13.7%$92,348 -8.7%
        2009$1,118 -16.4%$101,110 -12.5%
        2008$1,338 -2.2%$115,558 +3%
        2007$1,367 -8.8%$112,192 +2.5%
        2006$1,500 +0.4%$109,456 +3%
        2005$1,494 +101.7%$106,268 +64.5%
        2004$741 +1.8%$64,612 +1.9%
        2003$727 +4.6%$63,407 +2.4%
        2002$695 +10.2%$61,921 +4.6%
        2000$631 $59,171
        Find assessor info on the county website

        Monthly payment

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        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.
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        Climate risks

        Neighborhood: 32708

        Getting around

        7 / 100
        Car-Dependent
        28 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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