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Sold for $270,000
    • $270,000

    1999 GRAND OAK DRIVE, KISSIMMEE, FL 34744

    4beds
    1,760sqft
    Townhouse
    Built in 2007
    1,960 Square Feet Lot
    $261,100 Zestimate®
    $153/sqft
    $2,250 Estimated rent

    Home value

    $261,100

    $235,000 - $290,000

    $2,250/mo

    Zestimate® history
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    What's special

    **PRICE IMPROVEMENT** Welcome home to this spacious 4-bedroom, 3.5-bath property that offers the rare luxury of TWO PRIMARY SUITES—one conveniently located on the main floor and another upstairs, ideal for multigenerational living or added privacy. Enjoy a beautifully designed kitchen featuring a large granite island, ample cabinet space, and a seamless flow into the bright, open-concept living area. Sliding glass doors fill the space with natural light and lead to a screened-in patio—the perfect place to enjoy your morning coffee or evening relaxation. Recent updates include NEW flooring, fresh interior paint, and a new AC unit (2021). Built with solid poured concrete construction from top to bottom, this home offers durability and peace of mind. Situated in a gated community with an abundance of amenities, you’ll have access to two pools, a splash pad, clubhouse, fitness center, playground, and more!! Conveniently located just minutes from the FL Turnpike, SR-417, Silver Spurs Arena, Valencia College, shopping, dining, and close to Central Florida's best attractions. Whether you're looking for a primary residence, long-term investment, or short-term rental opportunity, this versatile property is zoned for it all. Don’t miss your chance—schedule your private showing today!

    Zillow last checked:

    Listing updated:

    Listed by:

    Samuel Eckerson 407-885-1382,

    KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111

    Bought with:

    Janet Liciaga, 3349084

    EXP REALTY LLC

    Carlos German, 3154120

    EXP REALTY LLC

    Source: Stellar MLS,MLS#: S5124339MLS LogoOriginating MLS: Lake and Sumter

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Ceiling Fan(s), En Suite Bathroom, Storage Closet
    • Level: First
    Primary bedroom
    • Features: En Suite Bathroom, Walk-In Closet(s)
    • Level: Second
    Kitchen
    • Features: Pantry, Granite Counters, Kitchen Island, Walk-In Closet(s)
    • Level: First
    Living room
    • Features: Ceiling Fan(s), No Closet
    • Level: First
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
    • Laundry: Laundry Room
    Features
    • Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Walk-In Closet(s)
    • Flooring: Ceramic Tile, Laminate
    • Windows: Blinds
    • Has fireplace: No
    • Common walls with other units/homes: End Unit
    Interior area
    • Total structure area: 1,768
    • Total interior livable area: 1,760 sqft

    Property

    Parking
    • Parking features: Assigned
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Rear Porch
    • Exterior features: Rain Gutters, Sidewalk
    Lot
    • Size: 1,960 Square Feet
    • Dimensions: 30 x 65
    • Features: Sidewalk
    Details
    • Parcel number: 252529253500010460
    • Zoning: PD
    • Special conditions: None

    Construction

    Type & style
    • Home type: Townhouse
    • Property subtype: Townhouse
    Materials
    • Block, Stucco
    • Foundation: Slab
    • Roof: Metal
    Condition
    • New construction: No
    • Year built: 2007

    Utilities & green energy

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

    Community & HOA

    Community
    • Features: Clubhouse, Community Mailbox, Fitness Center, Gated Community - No Guard, Playground, Pool, Sidewalks, Wheelchair Access
    • Pet fee: $0 monthly
    • Subdivision: HERITAGE KEY VILLAS PH 1 & 2
    HOA
    • Has HOA: Yes
    • Amenities included: Clubhouse, Fitness Center, Gated, Park, Playground, Pool, Security, Spa/Hot Tub, Wheelchair Access
    • Services included: Community Pool, Maintenance Structure, Maintenance Grounds, Security, Trash
    • HOA fee: $284 monthly
    • HOA name: Jennifer Gonzalez
    • HOA phone: 407-846-4614
    Location
    • Region: Kissimmee

    Financial & listing details

    • Price per square foot: $153/sqft
    • Tax assessed value: $263,400
    • Annual tax amount: $3,576
    • Date on market: 4/9/2025
    • Cumulative days on market: 53 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Asphalt

    Price history

    DateEventPrice
    9/18/2025Listing removed$2,500$1/sqft
    Source: Zillow Rentals Report a problem
    8/11/2025Price change$2,500-10.7%$1/sqft
    Source: Zillow Rentals Report a problem
    6/29/2025Listed for rent$2,800+49.3%$2/sqft
    Source: Zillow Rentals Report a problem
    6/11/2025Sold$270,000-6.9%$153/sqft
    Source: Stellar MLS #S5124339 Report a problem
    6/1/2025Pending sale$289,900$165/sqft
    Source: Stellar MLS #S5124339 Report a problem
    5/24/2025Price change$289,900-3.3%$165/sqft
    Source: Stellar MLS #S5124339 Report a problem
    5/6/2025Price change$299,900-3.2%$170/sqft
    Source: Stellar MLS #S5124339 Report a problem
    4/19/2025Price change$309,900-3.2%$176/sqft
    Source: Stellar MLS #S5124339 Report a problem
    4/9/2025Listed for sale$320,000+146.2%$182/sqft
    Source: Stellar MLS #S5124339 Report a problem
    1/29/2022Listing removed--
    Source: RE/MAX International Report a problem
    1/8/2022Listed for rent$1,875+19%$1/sqft
    Source: RE/MAX International #S5061017 Report a problem
    1/5/2021Listing removed--
    Source: Stellar MLS Report a problem
    11/19/2020Listed for rent$1,575+43.2%$1/sqft
    Source: REMAX PIONEER #S5043001 Report a problem
    1/28/2015Sold$130,000+66.7%$74/sqft
    Source: Public Record Report a problem
    5/16/2014Sold$78,000-76.1%$44/sqft
    Source: Public Record Report a problem
    2/8/2012Listing removed$1,100$1/sqft
    Source: Rentbits Report a problem
    1/9/2012Listed for rent$1,100$1/sqft
    Source: Rentbits Report a problem
    11/17/2011Listing removed$1,100$1/sqft
    Source: America's Home Program Report a problem
    7/2/2011Listed for rent$1,100+10%$1/sqft
    Source: RealRentals.com Report a problem
    4/1/2011Listing removed$1,000$1/sqft
    Source: HouseHitz, Inc. Report a problem
    1/28/2011Listed for rent$1,000$1/sqft
    Source: HouseHitz, Inc. Report a problem
    12/18/2008Sold$326,000$185/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,815 +6.7%$263,400 -2%
    2024$3,576 +8.8%$268,800 +11.2%
    2023$3,285 +11.1%$241,800 +12.8%
    2022$2,957 +8.7%$214,300 +17.3%
    2021$2,720 +10.3%$182,700 +16.3%
    2020$2,466 +7.4%$157,100 +9.3%
    2019$2,295 $143,700 +15.9%
    2018$2,295 +10.5%$124,000 +11.3%
    2017$2,077 +6.5%$111,400 +4.9%
    2016$1,950 +3.3%$106,200 +1.5%
    2015$1,889 $104,600 +25.4%
    2014-- $83,400 +22.1%
    2013-- $68,300 +6.7%
    2012-- $64,000 -3.6%
    2011-- $66,400 -11%
    2010-- $74,600 -66.9%
    2009-- $225,600 -0.9%
    2008-- $227,700
    Find assessor info on the county website

    Neighborhood: 34744

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    Estimated market value
    $261,100
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    Estimated market value
    $261,100

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