1999 Grand Oak Dr Kissimmee, FL 34744
Neo City Neighborhood
4
Beds
3.5
Baths
1,760
Sq Ft
$249/mo
HOA Fee
Highlights
- Fitness Center
- Clubhouse
- End Unit
- Gated Community
- Main Floor Primary Bedroom
- Community Pool
About This Home
As of June 2025**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!
Last Agent to Sell the Property
KELLER WILLIAMS ELITE PARTNERS III REALTY Brokerage Phone: 321-527-5111 License #3331223 Listed on: 04/09/2025
Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $3,576
Year Built
- Built in 2007
Lot Details
- 1,960 Sq Ft Lot
- Lot Dimensions are 30x65
- End Unit
- South Facing Home
HOA Fees
- $249 Monthly HOA Fees
Parking
- Assigned Parking
Home Design
- Slab Foundation
- Metal Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,760 Sq Ft Home
- 2-Story Property
- Ceiling Fan
- Blinds
- Family Room Off Kitchen
- Living Room
Kitchen
- Range
- Microwave
- Dishwasher
Flooring
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Primary Bedroom Upstairs
- En-Suite Bathroom
- Walk-In Closet
Laundry
- Laundry Room
- Dryer
- Washer
Accessible Home Design
- Wheelchair Access
Outdoor Features
- Rain Gutters
- Rear Porch
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 46 / 1
- Assessor Parcel Number 25-25-29-2535-0001-0460
Community Details
Overview
- Association fees include pool, maintenance structure, ground maintenance, security, trash
- $35 Other Monthly Fees
- Jennifer Gonzalez Association, Phone Number (407) 846-4614
- Heritage Key Villas Ph 1 & 2 Subdivision
- Community features wheelchair access
Amenities
- Clubhouse
- Community Mailbox
Recreation
- Community Playground
- Fitness Center
- Community Pool
- Community Spa
- Park
Pet Policy
- Pets up to 100 lbs
- Pet Size Limit
- 2 Pets Allowed
- Dogs and Cats Allowed
- Breed Restrictions
Security
- Security Service
- Gated Community
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 9, 2025
Closed on
Jun 12, 2025
Sold by
Spyropoulos John and Spyropoulos Spiro G
Bought by
Bencon John
Seller's Agent
Samuel Eckerson
KELLER WILLIAMS ELITE PARTNERS III REALTY
Buyer's Agent
Janet Liciaga
EXP REALTY LLC
List Price
$320,000
Sold Price
$270,000
Premium/Discount to List
-$50,000
-15.62%
Views
43
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
106.01%
Purchase Details
Closed on
Jan 26, 2015
Sold by
Luehrs Danny D and Luehrs Marilyn
Bought by
Spyropoulos John and Spyropoulos Spiro G
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$100,000
Interest Rate
3.88%
Mortgage Type
New Conventional
Purchase Details
Closed on
May 16, 2014
Sold by
Gateway Mortgage
Bought by
Luehrs Danny D and Luehrs Marilyn
Purchase Details
Closed on
Jun 5, 2013
Sold by
Carlile Samuel
Bought by
Gateway Mortgage Group
Purchase Details
Closed on
Dec 16, 2008
Sold by
Carlile Samuel
Bought by
International Investments Of North Ameri
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$260,800
Interest Rate
6.1%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Dec 15, 2008
Sold by
Flprd Llc
Bought by
Carlile Samuel
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$260,800
Interest Rate
6.1%
Mortgage Type
Purchase Money Mortgage
Similar Homes in Kissimmee, FL
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The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $270,000 | Land Title Professionals | |
| Warranty Deed | $270,000 | Land Title Professionals | |
| Warranty Deed | $130,000 | Stewart Title Company | |
| Warranty Deed | $78,000 | Stewart Approved Title Inc | |
| Trustee Deed | -- | None Available | |
| Quit Claim Deed | -- | None Available | |
| Warranty Deed | $326,000 | Michelle Boyd Title Svcs Inc |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $100,000 | New Conventional | |
| Previous Owner | $260,800 | Purchase Money Mortgage |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 06/11/2025 06/11/25 | Sold | $270,000 | -6.9% | $153 / Sq Ft |
| 06/01/2025 06/01/25 | Pending | -- | -- | -- |
| 05/24/2025 05/24/25 | Price Changed | $289,900 | -3.3% | $165 / Sq Ft |
| 05/06/2025 05/06/25 | Price Changed | $299,900 | -3.2% | $170 / Sq Ft |
| 04/19/2025 04/19/25 | Price Changed | $309,900 | -3.2% | $176 / Sq Ft |
| 04/09/2025 04/09/25 | For Sale | $320,000 | 0.0% | $182 / Sq Ft |
| 02/03/2022 02/03/22 | Rented | $1,875 | 0.0% | -- |
| 01/28/2022 01/28/22 | Under Contract | -- | -- | -- |
| 01/20/2022 01/20/22 | For Rent | $1,875 | 0.0% | -- |
| 01/18/2022 01/18/22 | Under Contract | -- | -- | -- |
| 01/07/2022 01/07/22 | For Rent | $1,875 | +19.0% | -- |
| 01/05/2021 01/05/21 | Rented | $1,575 | 0.0% | -- |
| 12/15/2020 12/15/20 | For Rent | $1,575 | 0.0% | -- |
| 12/03/2020 12/03/20 | Under Contract | -- | -- | -- |
| 11/19/2020 11/19/20 | For Rent | $1,575 | -- | -- |
Source: Stellar MLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $3,285 | $268,800 | $35,000 | $233,800 |
| 2023 | $3,285 | $197,351 | $0 | $0 |
| 2022 | $2,957 | $214,300 | $18,500 | $195,800 |
| 2021 | $2,720 | $182,700 | $18,500 | $164,200 |
| 2020 | $2,466 | $157,100 | $18,500 | $138,600 |
| 2019 | $2,295 | $143,700 | $18,500 | $125,200 |
| 2018 | $2,077 | $124,000 | $14,500 | $109,500 |
| 2017 | $1,950 | $111,400 | $13,000 | $98,400 |
| 2016 | $1,889 | $106,200 | $13,000 | $93,200 |
| 2015 | $1,888 | $104,600 | $13,000 | $91,600 |
| 2014 | -- | $83,400 | $13,000 | $70,400 |
Source: Public Records
Agents Affiliated with this Home
-
S
Seller's Agent in 2025
Samuel Eckerson
KELLER WILLIAMS ELITE PARTNERS III REALTY
(407) 207-0825
7 in this area
78 Total Sales
-
Buyer's Agent in 2025
Janet Liciaga
EXP REALTY LLC
(203) 296-0911
4 in this area
111 Total Sales
-
Buyer Co-Listing Agent in 2025
Carlos German
EXP REALTY LLC
(407) 910-2553
5 in this area
172 Total Sales
-
Seller's Agent in 2022
Jacob Hara
RE/MAX
(800) 440-4081
135 Total Sales
Map
Source: Stellar MLS
MLS Number: S5124339
APN: 25-25-29-2535-0001-0460
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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