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CYPRESS FAIRWAY Condos For Sale

More Details about MLS # O6310092 : 5447 VINELAND ROAD UNIT 1308 MLS # O6310092
Active Listing
Asking Price is $309,900

More Details about MLS # O6237813 : 5467 VINELAND ROAD UNIT 6308 MLS # O6237813
Active Listing
Asking Price is $299,000

More Details about MLS # O6336380 : 5459 VINELAND RD UNIT 4208 MLS # O6336380
Active Listing
Asking Price is $292,000

Cypress Fairway is a Mediterranean style condo community in south west Orlando close to the I-4, Universal, The Millenia Mall and many more large employers and tourist attractions. This three story complex was completed in 2000 and was a Friendly Community finalist in 2014. It is landscaped with mature palms and features a central pond and fountain, resort-style pool, spa, well-appointed clubhouse with fitness center and outdoor tennis courts.

Individual condos at Cypress Fairway are standard sized flats with great room style living areas, sliding glass doors and private balconies. Enjoy walk-in closets in the master suites and full-size in-home laundries.

Currently, there are 16 active listings in CYPRESS FAIRWAY priced from $169,000 to $309,900. Over the last 180 days, 4 Condos have been reported as sold in CYPRESS FAIRWAY. Final sale price ranged from $178,000 up to $202,000 pending possible revisions. The median sale price was $192,500 with a median Price Per Square Foot of $218.


  • Min List Price: $169,000
  • Max List Price: $309,900
  • Active Listings: 16
  • VINELAND ROAD
  • ORLANDO, FL 32811
  • Gated/Security
  • Pool
  • Spa/Hot Tub
  • Tennis Courts
  • Exercise Room
  • Three Story
  • Assigned Parking
  • Private Patios
  • Balconies
  • Year Built: 2000

Looking to buy?
5447 VINELAND ROAD UNIT 1308 ORLANDO FL 32811
Status: ACTIVE   List Price: $309,900   3 Bedrooms   2 Baths   1318 Sq Ft    2000 Year

MLS: O6310092
Primary Photo for MLS#: O6310092

5447 VINELAND ROAD UNIT 1308
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $309,900
3 Bedrooms2 Baths
1318 Sq Ft 2000 Year

Well Remodeled Condo, strategically located blocks from Universal Studios and the shopping area of Millenia Mall, close to high-grade schools, two miles from International Drive. This unit features three bedrooms and two bathrooms, a spacious family room, an open floor plan kitchen, also a bonus area attached to the living room. Master bedroom, walking closet, washer, dryer in the kitchen, two private parking spaces with one covered to protect your car from rain and sun, car wash, two pools, ...

Listing Courtesy of EMPIRE NETWORK REALTY
5467 VINELAND ROAD UNIT 6308 ORLANDO FL 32811
Status: ACTIVE   List Price: $299,000   3 Bedrooms   2 Baths   1318 Sq Ft    2000 Year

MLS: O6237813
Primary Photo for MLS#: O6237813

5467 VINELAND ROAD UNIT 6308
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $299,000
3 Bedrooms2 Baths
1318 Sq Ft 2000 Year

Back on market due to buyer financing!!!Great opportunity to own this beautifully renovated 3 bedroom 2 bath condo unit in heart of Orlando!!! Newer appliances, water heater, granite counter tops and washer/dryer inside the unit. Conveniently located near Universal SeaWorld and Doctor Phillips area. This well kept condo also has lots of amenities offered by community such as pool, gym, play area, computer room, a clubhouse and well maintained landscaping and walkways throughout the community.

Listing Courtesy of EASY STREET REALTY FLORIDA,INC
5459 VINELAND RD UNIT 4208 ORLANDO FL 32811
Status: ACTIVE   List Price: $292,000   3 Bedrooms   2 Baths   1318 Sq Ft    2000 Year

MLS: O6336380
Primary Photo for MLS#: O6336380

5459 VINELAND RD UNIT 4208
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $292,000
3 Bedrooms2 Baths
1318 Sq Ft 2000 Year

Well-remodeled condominium, strategically located just a few blocks from Universal Studios and the shopping area of Millenia Mall, near high-quality schools, two miles from International Drive. This unit features three bedrooms and two bathrooms, a spacious living room, an open-concept kitchen, as well as an additional area linked to the living room. New air conditioning, 2.5 tons - Ducane. Newly laminated throughout the house. Master suite with walk-in closet, washing machine, dryer in the ...

Listing Courtesy of KARDOSH REALTY
5455 VINELAND ROAD UNIT 3313 ORLANDO FL 32811
Status: ACTIVE   List Price: $279,000   3 Bedrooms   2 Baths   1232 Sq Ft    2000 Year

MLS: O6361862
Primary Photo for MLS#: O6361862

5455 VINELAND ROAD UNIT 3313
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $279,000
3 Bedrooms2 Baths
1232 Sq Ft 2000 Year

Welcome to this beautifully cared-for 3-bedroom, 2-bath condo on the third floor of the sought-after Cypress Fairway. This bright and open home features no carpet, excellent condition throughout, and a location that’s hard to beat—just minutes from Universal Studios, International Drive, Mall at Millenia, grocery stores, great schools, and with easy access to I-4. Residents enjoy resort-style living with a gated entrance, sparkling community pool, fitness center, tennis court, clubhouse, ...

Listing Courtesy of WRA BUSINESS & REAL ESTATE
5447 VINELAND ROAD UNIT 1205 ORLANDO FL 32811
Status: ACTIVE   List Price: $225,000   2 Bedrooms   2 Baths   1142 Sq Ft    2000 Year

MLS: O6358904
Primary Photo for MLS#: O6358904

5447 VINELAND ROAD UNIT 1205
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $225,000
2 Bedrooms2 Baths
1142 Sq Ft 2000 Year

Welcome to this beautiful 2-bedroom, 2-bath condo located on the second floor of the sought-after gated community of Cypress Fairways. This home features Spanish-style design and a functional open layout with plenty of space for everyday living and entertaining. Cypress Fairways offers resort-style amenities, including a 24/7 gated entrance, fitness center, swimming pool, tennis courts, playground, walking trails, picnic areas, and BBQ grills. Conveniently located minutes from I-4, the Mall ...

Listing Courtesy of ALIGN REAL ESTATE LLC
5483 VINELAND ROAD UNIT 10103 ORLANDO FL 32811
Status: ACTIVE   List Price: $215,000   2 Bedrooms   2 Baths   1142 Sq Ft    2000 Year

MLS: O6288778
Primary Photo for MLS#: O6288778

5483 VINELAND ROAD UNIT 10103
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $215,000
2 Bedrooms2 Baths
1142 Sq Ft 2000 Year

Welcome to this stunning ground-floor two-bedroom, two-bath condominium in the sought-after Cypress Fairways community in Orlando! As you step inside, you're greeted by a beautiful open-concept kitchen that seamlessly flows into the spacious living area ideal for entertaining family and friends. Experience resort-style living with top-tier amenities, including two swimming pools, a fitness center, a tennis court, multiple barbecue areas and more! Ideally just five minutes from Universal Studios ...

Listing Courtesy of PREMIER SOTHEBYS INT'L REALTY
5471 VINELAND ROAD UNIT 7202 ORLANDO FL 32811
Status: ACTIVE   List Price: $205,000   2 Bedrooms   2 Baths   1142 Sq Ft    2000 Year

MLS: O6322180
Primary Photo for MLS#: O6322180

5471 VINELAND ROAD UNIT 7202
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $205,000
2 Bedrooms2 Baths
1142 Sq Ft 2000 Year

Beautiful 2nd-floor condo featuring 2 bedrooms and 2 bathrooms. With luxury vinyl flooring throughout, The unit offers an open floor plan that flows seamlessly from the living and dining areas,. The updated kitchen is a true gem featuring granite countertops and updated cabinets. Located in a gated community, this condo is just minutes away from major highways, theme parks, the Mall at Millenia, restaurants, and more, making it an ideal location for convenience and entertainment. You’ll also ...

Listing Courtesy of EARTHLINK REALTY GROUP INC
5455 VINELAND ROAD UNIT 3302 ORLANDO FL 32811
Status: ACTIVE   List Price: $199,000   2 Bedrooms   2 Baths   1142 Sq Ft    2000 Year

MLS: O6355662
Primary Photo for MLS#: O6355662

5455 VINELAND ROAD UNIT 3302
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $199,000
2 Bedrooms2 Baths
1142 Sq Ft 2000 Year

This luxurious top floor (3rd floor) 2/2 condo features an open floor plan with lots of space for all your needs. This unit is more of a lifestyle than a condo. There is a neutral paint color throughout, new double paned windows, a separate laundry room in unit, large master closet, split floor plan, and an extended living area perfect for an office, craft area, or whatever you'd like to make it. The unit also comes with a storage unit because extra storage is amazing!!! The community ...

Listing Courtesy of METRO CITY REALTY
5459 VINELAND ROAD UNIT 4312 ORLANDO FL 32811
Status: ACTIVE   List Price: $199,000   2 Bedrooms   2 Baths   1043 Sq Ft    2000 Year

MLS: O6331091
Primary Photo for MLS#: O6331091

5459 VINELAND ROAD UNIT 4312
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $199,000
2 Bedrooms2 Baths
1043 Sq Ft 2000 Year

Experience top-floor privacy and everyday convenience in this bright 2-bed, 2-bath condo located in the gated Cypress Fairway community of Orlando. This move-in-ready condo offers peace of mind with a 2022 roof replacement by the association, freshly refinished stucco, exterior repaint, and new energy-efficient windows with upgraded insulation for improved comfort and lower utility costs. The open layout features a light-filled living and dining area, upgraded ceiling fans, new mini blinds, and ...

Listing Courtesy of WATSON REALTY CORP
5455 VINELAND ROAD UNIT 3303 ORLANDO FL 32811
Status: ACTIVE   List Price: $190,000   1 Bedroom   1 Bath   820 Sq Ft    2000 Year

MLS: O6282652
Primary Photo for MLS#: O6282652

5455 VINELAND ROAD UNIT 3303
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $190,000
1 Bedroom1 Bath
820 Sq Ft 2000 Year

This updated unit is well located in the Millennia Mall area, just a walking distance from Universal Studios and nearby good schools and restaurants. The unit has a storage situated on the first floor. Make an appointment to get to know the place.

Listing Courtesy of FSM REALTY INVESTMENTS
5483 VINELAND ROAD UNIT 10310 ORLANDO FL 32811
Status: ACTIVE   List Price: $190,000   1 Bedroom   1 Bath   645 Sq Ft    2000 Year

MLS: S5137366
Primary Photo for MLS#: S5137366

5483 VINELAND ROAD UNIT 10310
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $190,000
1 Bedroom1 Bath
645 Sq Ft 2000 Year

GREAT LOCATION ! Cypress Fairway is a gated community very close to shopping center, schools and highways. This unit offers beautiful laminate cherry wood floors, fresh paint and many important upgrades. Brand new Hot water heater, microwave, dishwasher and stove. Washer and Dryer included This immaculate community includes swimming pool and gym available after a long day of work.

Listing Courtesy of LA ROSA REALTY KISSIMMEE

Active CYPRESS FAIRWAY Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O63100925447 VINELAND ROAD UNIT 1308 $309,900 3 2 1318 2000
O62378135467 VINELAND ROAD UNIT 6308 $299,000 3 2 1318 2000
O63363805459 VINELAND RD UNIT 4208 $292,000 3 2 1318 2000
O63618625455 VINELAND ROAD UNIT 3313 $279,000 3 2 1232 2000
O63589045447 VINELAND ROAD UNIT 1205 $225,000 2 2 1142 2000
O62887785483 VINELAND ROAD UNIT 10103 $215,000 2 2 1142 2000
O63221805471 VINELAND ROAD UNIT 7202 $205,000 2 2 1142 2000
O63556625455 VINELAND ROAD UNIT 3302 $199,000 2 2 1142 2000
O63310915459 VINELAND ROAD UNIT 4312 $199,000 2 2 1043 2000
O62826525455 VINELAND ROAD UNIT 3303 $190,000 1 1 820 2000
S51373665483 VINELAND ROAD UNIT 10310 $190,000 1 1 645 2000
O63169035459 VINELAND RD UNIT 4310 $187,500 1 1 734 2000
O63460045467 VINELAND ROAD UNIT 6111 $184,900 1 1 734 2000
O62876815479 VINELAND ROAD UNIT 9104 $172,900 1 1 820 2000
S51367365447 VINELAND ROAD UNIT 1207 $169,900 1 1 723 2000
O63310875459 VINELAND ROAD UNIT 4111 $169,000 1 1 734 2000

Condo Mania Agent:
Anna Lohr

Featured Real Estate Agent Anna Lohr

Urbanista
Davich Lohr Team
Phone: 321-277-4797

Contact Anna

Featured Real Estate Agent Anna Lohr

Condo Mania Agent:
Anna Lohr

Urbanista
Davich Lohr Team
Phone: 321-277-4797

Contact Anna

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Listing Locations

Recently Sold Condos in CYPRESS FAIRWAY

Over the last 180 days, 4 Condos have been reported as sold in CYPRESS FAIRWAY. Final sale price ranged from $178,000 up to $202,000 pending possible revisions. The median sale price was $192,500 with a median Price Per Square Foot of $218. With currently 16 active listings, the absorption rate for this community is approximately 24 months of inventory. More than four months supply of Condos for sale means it's a buyers market and some sellers may be motivated.
Address COE Date Sold Price $/SQFT Beds Baths
5475 VINELAND ROAD UNIT 8209 2025-10-03 $202,000 $194 2 2
5467 VINELAND ROAD UNIT 6110 2025-07-25 $195,000 $266 1 1
5471 VINELAND ROAD UNIT 7108 2025-07-22 $190,000 $182 2 2
5451 VINELAND ROAD UNIT 111 2025-07-10 $178,000 $243 1 1
5463 VINELAND ROAD UNIT 5107 2025-04-29 $237,000 $227 2 2
5459 VINELAND ROAD UNIT 4212 2025-03-31 $220,000 $211 2 2
5479 VINELAND ROAD UNIT 9201 2025-02-10 $222,000 $221 2 2
5455 VINELAND ROAD UNIT 3313 2025-01-08 $266,000 $216 3 2
5451 VINELAND ROAD UNIT 2208 2024-12-23 $279,000 $212 3 2
5471 VINELAND ROAD UNIT 7110 2024-11-08 $206,000 $319 1 1


Detailed Analysis of Recently Sold Condos in CYPRESS FAIRWAY

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Information Deemed Reliable But Not Guaranteed. The information being provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information, including square footage, while not guaranteed, has been acquired from sources believed to be reliable.

Last Updated: 2025-11-20 12:10:49