Cypress Reserve Kissimmee

Cypress Reserve is a gated community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $359,500 and $669,900. There are currently a total of 11 homes for sale in Cypress Reserve. The smallest Cypress Reserve home presently available is a three bedroom two bathroom residence that is 1,776 square feet, and the largest of the Cypress Reserve homes currently on the market has five beds and four 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 $94 and $304 to $389 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 December 2025) reflects fifteen homes changing hands, with an average asking price of $447,947 and an average selling price of $430,800. This represents a healthy list-to-sell price ratio of 96% and $151 per square foot. During this period, Cypress Reserve homes for sale have taken an average of 87 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

$669,900

MLS#MFRS5113864

2321 Hinsdale Dr
Kissimmee, FL 34741

5

4

2

4,272 SqFt

0.21 Acres

442 Days

Reduced

$559,000

$575,000

MLS#MFRS5138509

2715 Bartlet Dr
Kissimmee, FL 34741

4

4

3

3,684 SqFt

Pool

0.25 Acres

46 Days

$470,000

MLS#MFRS5133420

2831 Oconnell Dr
Kissimmee, FL 34741

4

2

2

7,884 SqFt

0.18 Acres

116 Days

Reduced

$463,000

$469,900

MLS#MFRS5135308

2847 Oconnell Dr
Kissimmee, FL 34741

4

2

2

2,823 SqFt

0.16 Acres

96 Days

Reduced

$449,990

$460,000

MLS#MFRS5133266

2885 Oconnell Dr
Kissimmee, FL 34741

3

2

2

8,712 SqFt

0.2 Acres

127 Days

Under Contract

$429,900

$459,900

MLS#MFRO6349910

2811 Alton Dr
Kissimmee, FL 34741

3

2

2

2,435 SqFt

Water Front

0.14 Acres

81 Days

$399,500

MLS#MFRO6367090

2300 Painter Ln
Kissimmee, FL 34741

3

3

2

1,820 SqFt

Pool

0.09 Acres

18 Days

Reduced

$370,000

$385,000

MLS#MFRS5132560

2131 Painter Ln
Kissimmee, FL 34741

3

3

2

2,380 SqFt

0.1 Acres

123 Days

$365,000

MLS#MFRO6365818

2420 Painter Ln
Kissimmee, FL 34741

3

2

2

2,478 SqFt

0.09 Acres

19 Days

Reduced

$360,000

$369,000

MLS#MFRS5132189

2864 Eastham Ln
Kissimmee, FL 34741

3

3

2

2,439 SqFt

0.08 Acres

146 Days

$359,500

MLS#MFRS5139025

2852 Eastham Ln
Kissimmee, FL 34741

3

3

2

1,776 SqFt

0.09 Acres

36 Days

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11 Active Listings in Cypress Reserve