Menu Area
Menu Area
Content Divider
1999 GRAND OAK DRIVE
Kissimmee, FL 34744
$299,900
2 Price Changes (-$ 20,100)
Active
29+
$299,900
Active
4
Bedrooms
4
Bathrooms
1
Half Baths
1,760 
Size Sq. Ft.
28
DOM
1999 GRAND OAK DRIVE Kissimmee, FL 34744
4 Beds, 4 Baths, 1 (Half Baths), Townhouse 1,760 Sq.Ft.

**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 Floridas best attractions. Whether youre 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!

View Virtual TourMore Info

Listing Summary
  • Address 1999 GRAND OAK DRIVE
  • City Kissimmee
  • County Osceola
  • Zip 34744
  • Price $299,900 ($170 / SqFt)
  • Status Active
  • Subdivision Heritage Key Villas Ph 1 & 2
  • Pets Allowed Breed Restrictions, Cats O K, Dogs O K, Number Lim
  • MLS® # S5124339
  • Property Type Residential
  • Property Sub TypeTownhouse
  • Status Active
  • Square Feet 1,760
  • Year Built 2007
  • Waterfront No
  • Maintenance Fees $249
  • Taxes $3,576
  • Tax Year 2024
More Info
Contact Agent
1999 GRAND OAK DRIVE
More Info

Please check box to continue.
By clicking "Submit and Stay Updated" and providing realdeal.homes () your contact information, you acknowledge and agree to our Privacy PolicyMore Info and Terms of ServiceMore Info
and consent to receiving marketing communications, including through automated calls, texts, and emails, some of which may use artificial or prerecorded voices. This consent isn't necessary for purchasing any products or services and you may opt out at any time. To opt out from texts, you can reply, 'stop' at any time. To opt out from emails, you can click on the unsubscribe link in the emails. Message and data rates may apply.
Similar Properties
The data relating to real estate for sale on this web site comes in part from the participating Associations of the Miami Multiple Listing Service. The MLS data provided for the property above (S5124339) is provided courtesy of (KELLER WILLIAMS ELITE PARTNERS III REALTY). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Data last updated on 05-22-2025. IDX powered by Realty Net Media
English EN Spanish ES French FR Italian IT Portuguese PT Russian RU German GER Croatian HR Polish PL Turkish TR Hatian Creole HT