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

More Details about MLS # S5139885 : 5451 VINELAND ROAD UNIT 2305 MLS # S5139885
Active Listing
Asking Price is $199,900

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 7 active listings in CYPRESS FAIRWAY priced from $164,900 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: $164,900
  • Max List Price: $309,900
  • Active Listings: 7
  • 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
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
5451 VINELAND ROAD UNIT 2305 ORLANDO FL 32811
Status: ACTIVE   List Price: $199,900   2 Bedrooms   2 Baths   1142 Sq Ft    2000 Year

MLS: S5139885
Primary Photo for MLS#: S5139885

5451 VINELAND ROAD UNIT 2305
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $199,900
2 Bedrooms2 Baths
1142 Sq Ft 2000 Year

Move-in ready 2 bedroom, 2 bath top-floor condo in the gated Cypress Fairway community. This 3rd floor unit offers vaulted ceilings and no upstairs neighbors. The open floor plan flows from the dining area into a kitchen with cabinetry, a pantry, breakfast bar, full appliances and hardware, then into a family room and bright solarium ideal for a bonus room or home office. The owner’s suite sits off the living area and features a large walk-in closet and full bath with tub/shower combo; the ...

Listing Courtesy of WATSON REALTY CORP
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
5459 VINELAND RD UNIT 4310 ORLANDO FL 32811
Status: ACTIVE   List Price: $187,500   1 Bedroom   1 Bath   734 Sq Ft    2000 Year

MLS: O6316903
Primary Photo for MLS#: O6316903

5459 VINELAND RD UNIT 4310
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $187,500
1 Bedroom1 Bath
734 Sq Ft 2000 Year

BRAND NEW APPLIANCES, NEVER USED!! Fantastic opportunity to own a well-located 1-bedroom condo in Vineland, just minutes from I-4 and Millenia Mall! This charming unit features a spacious living room, a fully equipped kitchen, a private balcony, and a convenient laundry room. Perfect for homeowners or investors looking for a great deal in the Orlando market. Motivated seller—priced competitively compared to similar properties! Don’t miss out on this excellent investment or primary ...

Listing Courtesy of WRA BUSINESS & REAL ESTATE
5483 VINELAND ROAD UNIT 10101 ORLANDO FL 32811
Status: ACTIVE   List Price: $179,000   2 Bedrooms   2 Baths   1004 Sq Ft    2000 Year

MLS: O6370819
Primary Photo for MLS#: O6370819

5483 VINELAND ROAD UNIT 10101
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $179,000
2 Bedrooms2 Baths
1004 Sq Ft 2000 Year

Your Dream Condo Awaits – A Stone’s Throw from Millenia Mall & Universal Studios! Discover the perfect blend of luxury, location, and lifestyle with this beautifully updated 2-bedroom, 2-bathroom condo in the heart of Orlando! Nestled near world-renowned attractions like Universal Studios, Millenia Mall, and the Doctor Phillips area, this gem offers unparalleled convenience and endless entertainment at your doorstep. Step inside to find the spacious open floor plan is bathed in natural ...

Listing Courtesy of SIMPSON REALTY LLC
5479 VINELAND ROAD UNIT 9310 ORLANDO FL 32811
Status: ACTIVE   List Price: $164,900   1 Bedroom   1 Bath   734 Sq Ft    2000 Year

MLS: S5139888
Primary Photo for MLS#: S5139888

5479 VINELAND ROAD UNIT 9310
ORLANDO FL 32811
Community: CYPRESS FAIRWAY
Status: ACTIVEList Price: $164,900
1 Bedroom1 Bath
734 Sq Ft 2000 Year

Move-in ready 1 bed, 1 bath 3rd floor condo at Cypress Fairway in Orlando’s Millenia area offers 734 sq ft, including screened lanai, and features a bright open floor plan with vaulted ceilings, new neutral-tone carpet and paint throughout, a kitchen with breakfast bar, cabinets with hardware, and all appliances, plus dining area open to living space. The living room flows to glass sliders that open to a covered, screened patio overlooking the community picnic and BBQ area, ideal for morning ...

Listing Courtesy of WATSON REALTY CORP

Active CYPRESS FAIRWAY Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O63100925447 VINELAND ROAD UNIT 1308 $309,900 3 2 1318 2000
O63363805459 VINELAND RD UNIT 4208 $292,000 3 2 1318 2000
S51398855451 VINELAND ROAD UNIT 2305 $199,900 2 2 1142 2000
S51373665483 VINELAND ROAD UNIT 10310 $190,000 1 1 645 2000
O63169035459 VINELAND RD UNIT 4310 $187,500 1 1 734 2000
O63708195483 VINELAND ROAD UNIT 10101 $179,000 2 2 1004 2000
S51398885479 VINELAND ROAD UNIT 9310 $164,900 1 1 734 2000

Pending: CYPRESS FAIRWAY Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O63310915459 VINELAND ROAD UNIT 4312 $199,000 2 2 1043 2000
O63221805471 VINELAND ROAD UNIT 7202 $198,000 2 2 1142 2000
O63556625455 VINELAND ROAD UNIT 3302 $190,000 2 2 1142 2000
O63460045467 VINELAND ROAD UNIT 6111 $184,900 1 1 734 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 7 active listings, the absorption rate for this community is approximately 10.5 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: 2026-01-05 03:11:18