Cypress Fairway

Cypress Fairway is a condominium building in Orlando, Florida, with a range of options priced between $164,900 and $309,900. There are currently a total of 14 condos for sale in Cypress Fairway. The smallest Cypress Fairway condo presently available is a one bedroom one bathroom residence that is 645 square feet, and the largest of the Cypress Fairway condos currently on the market has three beds and two baths and is a 1,318 square foot residence.

Property management fees in Orange County vary depending on the community and sometimes vary between units in the building. The current Condo fees for Cypress Fairway range from $240 to $428. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is a 24-hour guard, real estate taxes for common areas, property insurance, electric, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cypress Fairway condo.

Building amenities include a clubhouse, swimming pool, and a state-of-the-art fitness center. Sports facilities include tennis courts, and racquetball. There is also a community park, a playground, as well as walking or jogging trails.

The Cypress Fairway HOA rules do allow homeowners to have pets although there are certain breed restrictions. Dogs and cats are allowed.

There are four commercial airports that serve Cypress Fairway - Orlando Executive (ORL), which is eight miles away; Orlando International (MCO), which is nine miles away; Kissimmee Gateway (ISM), which is fourteen miles away, and Orlando Sanford International (SFB), which is twenty four miles away from the Cypress Fairway condominium location.

Cypress Fairway real estate activity on the Orlando MLS during the past year (as of January 2026) reflects seven condos changing hands, with an average asking price of $215,971 and an average selling price of $206,286. This represents a healthy list-to-sell price ratio of 96% and $217 per square foot. During this period, Cypress Fairway condos for sale have taken an average of 45 days to sell.

In addition, there are numerous other condo buildings in Orlando to choose from, or you may browse all available Condos for sale in Orlando. Condos for sale in Cypress Fairway are selling quickly. Set up a new listing alert, and we will notify you immediately when a new condo in Cypress Fairway 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 Fairway Condos For Sale

Reduced

$309,900

$315,000

MLS#MFRO6310092

5447 Vineland Rd #1308
Orlando, FL 32811

3

2

1,318 Sq Ft

0.38 Acres

244 Days

$292,000

MLS#MFRO6336380

5459 Vineland Rd #4208
Orlando, FL 32811

3

2

1,318 Sq Ft

38 Acres

157 Days

Under Contract

$199,900

MLS#MFRS5139885

5451 Vineland Rd #2305
Orlando, FL 32811

2

2

1,142 Sq Ft

31 Days

Under Contract

$199,000

$219,900

MLS#MFRO6331091

5459 Vineland Rd #4312
Orlando, FL 32811

2

2

1,043 Sq Ft

171 Days

Under Contract

$198,000

$236,000

MLS#MFRO6322180

5471 Vineland Rd #7202
Orlando, FL 32811

2

2

1,142 Sq Ft

0.29 Acres

205 Days

$190,000

MLS#MFRS5137366

5483 Vineland Rd #10310
Orlando, FL 32811

1

1

645 Sq Ft

0.29 Acres

73 Days

Under Contract

$190,000

$199,000

MLS#MFRO6355662

5455 Vineland Rd #3302
Orlando, FL 32811

2

2

1,142 Sq Ft

0.38 Acres

84 Days

$187,500

MLS#MFRO6316903

5459 Vineland Rd #4310
Orlando, FL 32811

1

1

734 Sq Ft

224 Days

Under Contract

$184,900

$189,900

MLS#MFRO6346004

5467 Vineland Rd #6111
Orlando, FL 32811

1

1

734 Sq Ft

0.39 Acres

102 Days

Reduced

$182,000

$209,999

MLS#MFRO6282652

5455 Vineland Rd #3303
Orlando, FL 32811

1

1

820 Sq Ft

0.39 Acres

334 Days

$179,000

MLS#MFRO6370819

5483 Vineland Rd #10101
Orlando, FL 32811

2

2

1,004 Sq Ft

0.29 Acres

15 Days

Under Contract

$169,000

$184,900

MLS#MFRO6331087

5459 Vineland Rd #4111
Orlando, FL 32811

1

1

734 Sq Ft

171 Days

14 Active Listings in Cypress Fairway