Stepping Stone

Stepping Stone is a community of single family homes in Kissimmee, Florida, with a range of options priced between $325,000 and $499,000. There are currently a total of 14 homes for sale in Stepping Stone. The smallest Stepping Stone home presently available is a three bedroom two bathroom residence that is 1,949 square feet (1,510SF Under Air living space), and the largest of the Stepping Stone homes currently on the market has five beds and three baths and is a 12,197 square foot (2,909SF 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 Stepping Stone range from $75 to $175. This fee includes grounds maintenance, the community pool, real estate taxes for common areas, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Stepping Stone home.

The Stepping Stone HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Stepping Stone - Kissimmee Gateway (ISM), which is ten miles away; Orlando International (MCO), which is twenty two miles away; Orlando Executive (ORL), which is twenty eight miles away, and Lakeland Linder International (LAL), which is 35 miles away from Stepping Stone.

Stepping Stone real estate activity on the Kissimmee MLS during the past year (as of November 2025) reflects thirteen homes changing hands, with an average asking price of $389,023 and an average selling price of $385,492. This represents a healthy list-to-sell price ratio of 99% and $121 per square foot. During this period, Stepping Stone homes for sale have taken an average of 103 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 Stepping Stone are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Stepping Stone 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.

Stepping Stone Homes For Sale

$499,000

MLS#MFRO6351630

355 Round Ct
Kissimmee, FL 34758

5

3

3

3,910 SqFt

Water Front

0.28 Acres

22 Days

Reduced

$484,990

$495,000

MLS#MFRO6340848

365 Quarry Rock Cir
Kissimmee, FL 34758

4

3

2

2,766 SqFt

0.18 Acres

59 Days

$430,000

MLS#MFRS5127608

200 Citrine Loop
Kissimmee, FL 34758

4

3

2

12,197 SqFt

0.28 Acres

161 Days

Reduced

$410,000

$415,000

MLS#MFRO6322651

228 Aquamarine Ln
Kissimmee, FL 34758

4

3

2

2,630 SqFt

0.21 Acres

123 Days

Reduced

$405,000

$410,000

MLS#MFRS5130512

402 Quarry Rock Cir
Kissimmee, FL 34758

5

3

2

2,842 SqFt

Water Front

0.19 Acres

116 Days

$399,000

MLS#MFRO6325040

80 Citrine Loop
Kissimmee, FL 34758

4

2

2

2,430 SqFt

0.2 Acres

112 Days

$398,000

MLS#MFRO6346081

216 Aquamarine Ln
Kissimmee, FL 34758

5

3

2

2,630 SqFt

0.23 Acres

43 Days

Reduced

$384,500

$399,900

MLS#MFRS5131210

243 Amber Way
Kissimmee, FL 34758

4

3

2

2,734 SqFt

0.16 Acres

102 Days

$369,900

MLS#MFRO6350272

404 Citrine Loop
Kissimmee, FL 34758

4

2

2

2,400 SqFt

0.25 Acres

26 Days

Reduced

$354,000

$360,000

MLS#MFRS5126819

165 Citrine Loop
Kissimmee, FL 34758

3

2

2

1,949 SqFt

0.19 Acres

171 Days

Reduced

$350,000

$419,000

MLS#MFRO6310581

356 Quarry Rock Cir
Kissimmee, FL 34758

4

3

2

2,624 SqFt

0.18 Acres

166 Days

$346,000

MLS#MFRO6333450

262 Amber Way
Kissimmee, FL 34758

4

3

2

2,666 SqFt

0.16 Acres

80 Days

New Construction

14 Active Listings in Stepping Stone