Cypress Hammock

Cypress Hammock is a community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $289,000 and $499,000. There are currently a total of 14 homes for sale in Cypress Hammock. The smallest Cypress Hammock home presently available is a four bedroom two bathroom residence that is 2,247 square feet (1,580SF 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 3,647 square foot (2,963SF 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 $1,461 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, and there is a restriction on pet size. 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 December 2025) reflects eight homes changing hands, with an average asking price of $429,111 and an average selling price of $428,874. This represents a healthy list-to-sell price ratio of 100% and $154 per square foot. During this period, Cypress Hammock homes for sale have taken an average of 81 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

$499,000

$549,000

MLS#MFRO6293915

5014 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,532 SqFt

0.11 Acres

260 Days

Reduced

$489,000

$530,000

MLS#MFRS5115367

4963 Royal Point Ave
Kissimmee, FL 34746

5

3

2

2,907 SqFt

0.13 Acres

412 Days

Reduced

$474,900

$489,900

MLS#MFRO6296744

5329 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

263 Days

Reduced

$470,000

$485,000

MLS#MFRS5139313

5277 Royal Point Ave
Kissimmee, FL 34746

4

3

2

3,647 SqFt

0.11 Acres

24 Days

Reduced

$409,900

$445,000

MLS#MFRO6286794

5058 Sparkling Water Way
Kissimmee, FL 34746

4

2

2

2,395 SqFt

0.13 Acres

275 Days

Reduced

$405,000

$450,000

MLS#MFRO6342253

5099 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

112 Days

Reduced

$399,900

$409,900

MLS#MFRS5131531

1254 Wispy Cypress Dr
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.08 Acres

154 Days

$399,900

MLS#MFRO6358636

1174 Grand Hammock Ct
Kissimmee, FL 34746

4

2

2

2,247 SqFt

0.11 Acres

38 Days

$375,000

MLS#MFRS5131596

4903 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

2,383 SqFt

0.06 Acres

155 Days

$375,000

MLS#MFRO6355960

4901 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

3,049 SqFt

0.07 Acres

61 Days

$374,000

MLS#MFRO6364910

1179 Woody Cypress Dr
Kissimmee, FL 34746

4

3

2

2,760 SqFt

0.06 Acres

25 Days

Reduced

$349,990

$359,000

MLS#MFRS5135208

4829 Cedar Bay Ter
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.07 Acres

96 Days

14 Active Listings in Cypress Hammock