Stepping Stone

Stepping Stone is a community of single family homes in Kissimmee, Florida, with a range of options priced between $325,000 and $484,990. There are currently a total of 16 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 2,842 square foot (2,271SF 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 December 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

Reduced

$484,990

$495,000

MLS#MFRO6340848

365 Quarry Rock Cir
Kissimmee, FL 34758

4

3

2

2,766 SqFt

0.18 Acres

104 Days

Reduced

$405,000

$415,000

MLS#MFRO6322651

228 Aquamarine Ln
Kissimmee, FL 34758

4

3

2

2,630 SqFt

0.21 Acres

168 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

161 Days

$399,000

MLS#MFRO6325040

80 Citrine Loop
Kissimmee, FL 34758

4

2

2

2,430 SqFt

0.2 Acres

157 Days

Reduced

$379,900

$389,900

MLS#MFRO6357181

396 Quarry Rock Cir
Kissimmee, FL 34758

5

3

2

2,842 SqFt

0.19 Acres

45 Days

Reduced

$374,999

$399,900

MLS#MFRS5131210

243 Amber Way
Kissimmee, FL 34758

4

3

2

2,734 SqFt

0.16 Acres

147 Days

$363,000

MLS#MFRO6366061

200 Garnet Ave
Kissimmee, FL 34758

4

3

2

2,031 SqFt

0.2 Acres

8 Days

$360,000

MLS#MFRP4937097

280 Citrine Loop
Kissimmee, FL 34758

4

3

2

2,494 SqFt

0.21 Acres

25 Days

New Construction

Reduced

$355,000

$369,900

MLS#MFRO6350272

404 Citrine Loop
Kissimmee, FL 34758

4

2

2

2,400 SqFt

0.25 Acres

71 Days

Reduced

$354,000

$360,000

MLS#MFRS5126819

165 Citrine Loop
Kissimmee, FL 34758

3

2

2

1,949 SqFt

0.19 Acres

216 Days

Under Contract

$350,000

MLS#MFRO6359049

136 Citrine Loop
Kissimmee, FL 34758

4

3

2

2,838 SqFt

0.25 Acres

39 Days

Reduced

$350,000

$398,000

MLS#MFRO6346081

216 Aquamarine Ln
Kissimmee, FL 34758

5

3

2

2,630 SqFt

0.23 Acres

88 Days

16 Active Listings in Stepping Stone