Cypress Hammock

Cypress Hammock is a community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $325,000 and $518,900. There are currently a total of 12 homes for sale in Cypress Hammock. The smallest Cypress Hammock home presently available is a four bedroom two bathroom residence that is 2,383 square feet (1,876SF Under Air living space), and the largest of the Cypress Hammock homes currently on the market has five beds and three baths and is a 3,049 square foot (1,918SF 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 Cypress Hammock range from $66 to $122 and $317 to $318 for a townhome. This fee includes grounds maintenance, building maintenance, the community pool, property insurance, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cypress Hammock home.

The Cypress Hammock 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. Dogs and cats are allowed.

There are four commercial airports that serve Cypress Hammock - Kissimmee Gateway (ISM), which is three miles away; Orlando International (MCO), which is fifteen miles away; Orlando Executive (ORL), which is twenty one miles away, and Lakeland Linder International (LAL), which is 38 miles away from Cypress Hammock.

Cypress Hammock real estate activity on the Kissimmee MLS during the past year (as of November 2025) reflects nineteen homes changing hands, with an average asking price of $428,606 and an average selling price of $423,855. This represents a healthy list-to-sell price ratio of 99% and $157 per square foot. During this period, Cypress Hammock homes for sale have taken an average of 82 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 Cypress Hammock are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Cypress Hammock 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.

Cypress Hammock Homes For Sale

Reduced

$518,900

$530,000

MLS#MFRS5115367

4963 Royal Point Ave
Kissimmee, FL 34746

5

3

2

2,907 SqFt

0.13 Acres

366 Days

Reduced

$499,000

$549,000

MLS#MFRO6293915

5014 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,532 SqFt

0.11 Acres

214 Days

Reduced

$474,900

$489,900

MLS#MFRO6296744

5329 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

217 Days

Reduced

$435,000

$450,000

MLS#MFRO6342253

5099 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

66 Days

Reduced

$409,900

$445,000

MLS#MFRO6286794

5058 Sparkling Water Way
Kissimmee, FL 34746

4

2

2

2,395 SqFt

0.13 Acres

229 Days

Reduced

$399,900

$409,900

MLS#MFRS5131531

1254 Wispy Cypress Dr
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.08 Acres

108 Days

$375,000

MLS#MFRS5131596

4903 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

2,383 SqFt

0.06 Acres

109 Days

$375,000

MLS#MFRO6355960

4901 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

3,049 SqFt

0.07 Acres

15 Days

$368,000

MLS#MFRO6359907

1278 Wispy Cypress Dr
Kissimmee, FL 34746

4

3

2

2,383 SqFt

0.06 Acres

0 Days

Reduced

$349,990

$359,000

MLS#MFRS5135208

4829 Cedar Bay Ter
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.07 Acres

50 Days

$325,000

MLS#MFRO6354485

1286 Wispy Cypress Dr
Kissimmee, FL 34746

4

3

2

2,427 SqFt

0.08 Acres

20 Days

Reduced

$325,000

$389,900

MLS#MFRS5115095

4919 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

2,383 SqFt

0.06 Acres

366 Days

12 Active Listings in Cypress Hammock