Cypress Hammock

Cypress Hammock is a community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $344,900 and $548,000. There are currently a total of 13 homes for sale in Cypress Hammock. The smallest Cypress Hammock home presently available is a four bedroom two bathroom residence that is 2,060 square feet (1,850SF 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 3,582 square foot (2,883SF 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 $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 Orlando Sanford International (SFB), which is 38 miles away from Cypress Hammock.

Cypress Hammock real estate activity on the Kissimmee MLS during the past year (as of September 2025) reflects twenty two homes changing hands, with an average asking price of $428,844 and an average selling price of $424,645. This represents a healthy list-to-sell price ratio of 99% and $162 per square foot. During this period, Cypress Hammock homes for sale have taken an average of 70 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

$548,000

$5,480,000

MLS#MFRO6333950

5322 Royal Point Ave
Kissimmee, FL 34746

5

3

2

2,660 SqFt

0.11 Acres

53 Days

Reduced

$520,000

$549,000

MLS#MFRO6293915

5014 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,532 SqFt

0.11 Acres

169 Days

Reduced

$518,900

$530,000

MLS#MFRS5115367

4963 Royal Point Ave
Kissimmee, FL 34746

5

3

2

2,907 SqFt

0.13 Acres

321 Days

Reduced

$479,990

$495,000

MLS#MFRO6273636

1490 Woodmont Blvd
Kissimmee, FL 34746

5

3

2

2,060 SqFt

0.11 Acres

246 Days

Reduced

$474,900

$489,900

MLS#MFRO6296744

5329 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

172 Days

Under Contract

$470,000

$530,000

MLS#MFRO6294094

4991 Royal Point Ave
Kissimmee, FL 34746

4

3

2

3,582 SqFt

0.13 Acres

185 Days

Under Contract

$469,900

$564,900

MLS#MFRO6287915

1237 Regal King Dr
Kissimmee, FL 34746

4

3

2

3,172 SqFt

0.11 Acres

165 Days

$450,000

MLS#MFRO6342253

5099 Royal Point Ave
Kissimmee, FL 34746

4

3

2

2,812 SqFt

0.11 Acres

21 Days

Reduced

$409,900

$445,000

MLS#MFRO6286794

5058 Sparkling Water Way
Kissimmee, FL 34746

4

2

2

2,395 SqFt

0.13 Acres

184 Days

Reduced

$404,900

$409,900

MLS#MFRS5131531

1254 Wispy Cypress Dr
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.08 Acres

63 Days

$375,000

MLS#MFRS5131596

4903 Conifer Cone Dr
Kissimmee, FL 34746

4

3

2

2,383 SqFt

0.06 Acres

64 Days

$359,000

MLS#MFRS5135208

4829 Cedar Bay Ter
Kissimmee, FL 34746

3

3

2

2,432 SqFt

0.07 Acres

5 Days

13 Active Listings in Cypress Hammock