Rolling Hills Estates

Rolling Hills Estates is a community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $410,000 and $539,950. There are currently a total of 10 homes for sale in Rolling Hills Estates. The smallest Rolling Hills Estates home presently available is a four bedroom two bathroom residence that is 1,662 square feet (1,643SF Under Air living space), and the largest of the Rolling Hills Estates homes currently on the market has six beds and four baths and is a 3,242 square foot (2,677SF Under Air) residence.

Property management fees in Osceola County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Rolling Hills Estates range from $46 to $635 and $354 for a townhome. This fee includes grounds maintenance, real estate taxes for common areas, and trash removal. Please check the individual listing pages for the exact homeowners association fees for a particular Rolling Hills Estates home.

The Rolling Hills Estates HOA rules do allow homeowners to have pets although there are certain breed restrictions. Dogs and cats are allowed.

There are four commercial airports that serve Rolling Hills Estates - Kissimmee Gateway (ISM), which is ten miles away; Orlando International (MCO), which is nineteen miles away; Orlando Executive (ORL), which is twenty three miles away, and Lakeland Linder International (LAL), which is 34 miles away from Rolling Hills Estates.

Rolling Hills Estates real estate activity on the Kissimmee MLS during the past year (as of December 2025) reflects nine homes changing hands, with an average asking price of $490,291 and an average selling price of $478,422. This represents a healthy list-to-sell price ratio of 98% and $181 per square foot. During this period, Rolling Hills Estates homes for sale have taken an average of 110 days to sell.

In addition, there are numerous other communities in Kissimmee to choose from, or you may browse all available Kissimmee Real Estate, including some new construction opportunities. Homes for sale in Rolling Hills Estates are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Rolling Hills Estates hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Rolling Hills Estates Homes For Sale

Reduced

$539,950

$575,000

MLS#MFRS5129692

7912 Golden Pond Cir
Kissimmee, FL 34747

6

4

2

2,677 SqFt

Pool

0.24 Acres

187 Days

Reduced

$507,500

$519,900

MLS#MFRO6349911

7946 Golden Pond Cir
Kissimmee, FL 34747

5

4

2

3,242 SqFt

Pool

0.15 Acres

67 Days

Under Contract

$499,999

MLS#MFRO6364457

7906 Golden Pond Cir
Kissimmee, FL 34747

4

3

2

2,358 SqFt

Pool

0.17 Acres

25 Days

Reduced

$499,900

$499,999

MLS#MFRS5130175

7985 Magnolia Bend Ct
Kissimmee, FL 34747

4

3

2

2,341 SqFt

Pool

0.17 Acres

163 Days

New Construction

$495,000

MLS#MFRS5139795

7949 Golden Pond Cir
Kissimmee, FL 34747

4

2

2

2,358 SqFt

Pool

0.19 Acres

21 Days

Reduced

$477,900

$499,000

MLS#MFRO6301247

8001 Formosa Valley
Kissimmee, FL 34747

4

5

2,314 SqFt

Pool

0.04 Acres

251 Days

$475,000

MLS#MFRO6268242

7947 Golden Pond Cir
Kissimmee, FL 34747

4

2

2

2,042 SqFt

Pool

0.16 Acres

360 Days

$460,000

MLS#MFRO6367220

7979 Magnolia Bend Ct
Kissimmee, FL 34747

4

3

2

2,400 SqFt

Pool

0.17 Acres

13 Days

Reduced

$444,900

$445,000

MLS#MFRO6363649

7955 Heritage Entrance Blvd
Kissimmee, FL 34747

4

3

2

1,662 SqFt

Pool

0.15 Acres

31 Days

Reduced

$410,000

$449,900

MLS#MFRL4956810

7903 Magnolia Bend Ct
Kissimmee, FL 34747

4

3

2

2,160 SqFt

Pool

0.15 Acres

67 Days

10 Active Listings in Rolling Hills Estates