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 $430,000 and $599,000. There are currently a total of 8 homes for sale in Rolling Hills Estates. The smallest Rolling Hills Estates home presently available is a four bedroom two bathroom residence that is 2,042 square feet (1,643SF Under Air living space), and the largest of the Rolling Hills Estates homes currently on the market has eight beds and six baths and is a 7,841 square foot (2,857SF 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 $650 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 May 2026) reflects nine homes changing hands, with an average asking price of $493,294 and an average selling price of $477,756. This represents a healthy list-to-sell price ratio of 97% and $194 per square foot. During this period, Rolling Hills Estates homes for sale have taken an average of 127 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

Under Contract

$599,000

MLS#MFRO6379733

7934 Golden Pond Cir
Kissimmee, FL 34747

8

6

2

3,242 SqFt

Pool

0.28 Acres

93 Days

$540,000

MLS#MFRO6383258

7978 Magnolia Bend Ct
Kissimmee, FL 34747

5

4

2

3,102 SqFt

Pool

0.17 Acres

81 Days

Under Contract

$534,950

$575,000

MLS#MFRS5129692

7912 Golden Pond Cir
Kissimmee, FL 34747

6

4

2

2,677 SqFt

Pool

0.24 Acres

318 Days

Reduced

$499,000

$520,000

MLS#MFRO6387772

7955 Magnolia Bend Ct
Kissimmee, FL 34747

5

4

2

7,841 SqFt

Pool

0.18 Acres

54 Days

Reduced

$477,500

$519,900

MLS#MFRO6349911

7946 Golden Pond Cir
Kissimmee, FL 34747

5

4

2

3,242 SqFt

Pool

0.15 Acres

198 Days

Reduced

$459,000

$475,000

MLS#MFRO6268242

7947 Golden Pond Cir
Kissimmee, FL 34747

4

2

2

2,042 SqFt

Pool

0.16 Acres

491 Days

Under Contract

$450,000

MLS#MFRO6390899

2631 Star Lake View Dr
Kissimmee, FL 34747

4

2

2

2,358 SqFt

Pool

0.15 Acres

37 Days

Reduced

$430,000

$460,000

MLS#MFRO6367220

7979 Magnolia Bend Ct
Kissimmee, FL 34747

4

3

2

2,400 SqFt

Pool

0.17 Acres

144 Days

8 Active Listings in Rolling Hills Estates