Cypress Reserve Kissimmee

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Cypress Reserve is a gated community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $369,000 and $699,900. There are currently a total of 10 homes for sale in Cypress Reserve. The smallest Cypress Reserve home presently available is a three bedroom two bathroom residence that is 2,252 square feet (1,733SF Under Air living space), and the largest of the Cypress Reserve homes currently on the market has five beds and three baths and is a 8,712 square foot (3,497SF 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 Reserve range from $61 to $98 and $304 to $356 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is real estate taxes for common areas, property insurance, trash removal, pest control, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cypress Reserve home.

Cypress Reserve amenities include a clubhouse, swimming pool, and spa / hot tub. Sports facilities include tennis courts, racquetball, and basketball court. There is also a community park, as well as a playground.

The Cypress Reserve HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limitation on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Cypress Reserve - Kissimmee Gateway (ISM), which is three miles away; Orlando International (MCO), which is ten miles away; Orlando Executive (ORL), which is sixteen miles away, and Orlando Sanford International (SFB), which is 33 miles away from Cypress Reserve.

Cypress Reserve real estate activity on the Kissimmee MLS during the past year (as of September 2025) reflects twelve homes changing hands, with an average asking price of $420,442 and an average selling price of $409,333. This represents a healthy list-to-sell price ratio of 97% and $155 per square foot. During this period, Cypress Reserve homes for sale have taken an average of 94 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 Reserve are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Cypress Reserve 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 Reserve Homes For Sale

2709 Stratham Ct, KISSIMMEE
$699,900

MLS#MFRO6338266

2709 Stratham Ct
Kissimmee, FL 34741

5

4

2

4,272 SqFt

Pool

Water Front

0.26 Acres

18 Days

2321 Hinsdale Dr, KISSIMMEE
$669,900

MLS#MFRS5113864

2321 Hinsdale Dr
Kissimmee, FL 34741

5

4

2

4,272 SqFt

0.21 Acres

351 Days

2871 Paige Dr, KISSIMMEE
Under Contract
$619,000

MLS#MFRO6322560

2871 Paige Dr
Kissimmee, FL 34741

5

4

2

4,272 SqFt

0.26 Acres

90 Days

2831 Oconnell Dr, KISSIMMEE
$470,000

MLS#MFRS5133420

2831 Oconnell Dr
Kissimmee, FL 34741

4

2

2

7,884 SqFt

0.18 Acres

25 Days

2847 Oconnell Dr, KISSIMMEE
$469,900

MLS#MFRS5135308

2847 Oconnell Dr
Kissimmee, FL 34741

4

2

2

2,823 SqFt

0.16 Acres

5 Days

2885 Oconnell Dr, KISSIMMEE
$460,000

MLS#MFRS5133266

2885 Oconnell Dr
Kissimmee, FL 34741

3

2

2

8,712 SqFt

0.2 Acres

36 Days

2810 Maguire Dr, KISSIMMEE
Reduced
$419,900
$469,900

MLS#MFRS5129635

2810 Maguire Dr
Kissimmee, FL 34741

4

2

2

2,435 SqFt

0.15 Acres

96 Days

2300 Painter Ln, KISSIMMEE
$395,000

MLS#MFRO6334251

2300 Painter Ln
Kissimmee, FL 34741

3

3

2

2,380 SqFt

0.09 Acres

53 Days

2131 Painter Ln, KISSIMMEE
Reduced
$380,000
$385,000

MLS#MFRS5132560

2131 Painter Ln
Kissimmee, FL 34741

3

3

2

2,380 SqFt

0.1 Acres

32 Days

2864 Eastham Ln, KISSIMMEE
Under Contract
$369,000

MLS#MFRS5132189

2864 Eastham Ln
Kissimmee, FL 34741

3

3

2

2,439 SqFt

0.08 Acres

55 Days

You may also be interested in Cypress Reserve in Winter Garden.

Other Cypress Reserve listings
Townhouses

What schools are Cypress Reserve homes zoned for?

Where you live in Kissimmee determines which public schools your children may attend, which directly influences home values. Homes in Cypress Reserve are zoned for the following Osceola County school districts, making school zone boundaries a key factor in property desirability and market demand.

High School

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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