Cypress Fairway, FL homes for sale & real estate

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ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
New upgraded space 2 bed 2 bath condo in the sought-after Cypress Fairways community: New kitchen countertop, New Kitchen cabinets, new bath vanities in the two full bathrooms, new carpet in the two bedrooms, new wall paintings…. . AC was replaced on 2019, in-unit laundry room and two parking spaces. Gated Cypress Fairway has great amenities, with a recreation center, gym, pool, tennis courts, walking trail, picnic tables, BBQ grills. Located near I-4, Millenia Mall, major highways and theme parks, this condo would make a great rental investment opportunity or primary residence!

$212,000

2 beds2 baths1,043 sq ft

5475 Vineland Rd #8209, Orlando, FL 32811

Gated community • In unit laundry room • New kitchen cabinets

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
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 enjoy amenities, including a clubhouse, community pool, and tennis courts, playground and a fully equipped gym all close to your doorstep. . Don’t miss this opportunity to live in a great

$211,000

2 beds2 baths1,142 sq ft

Undisclosed address, Orlando, FL 32811

Gated community • Clubhouse • Community pool

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
Move In Ready, adorable, 1 bed/1 bath FIRST floor condo in the Millenia area’s Cypress Fairway. This condo has a bright and open floor plan. You will love the ceramic title floors throughout – NO CARPET (!), neutral paint palette and upgraded ceiling fans! The dining area and kitchen welcome you inside. The kitchen features cabinets with hardware, breakfast bar and brand new stainless steel appliances. The kitchen is open to the family room with glass sliders leading to the covered and screened patio. What a great space to enjoy your morning coffee or unwind after a long day! The bedroom is separate from the living space and has a bright window. The bathroom features a one sink

$179,900

1 bed1 bath734 sq ft

5459 Vineland Rd #4111, Orlando, FL 32811

First floor condo • Ceramic tile floors • Inside laundry room

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
MOVE IN READY and ready for you! Adorable, 2 bed/2 bath THIRD floor condo in the Millenia area’s Cypress Fairway. This top floor condo has a bright and open floor plan with vaulted ceilings and no upstairs neighbors. You will love the wood laminate and ceramic tile floors throughout – NO CARPET (!), neutral paint palette and upgraded ceiling fans in every room! The dining area and kitchen welcome you inside. The kitchen features cabinets with hardware, all appliances, a pantry and a breakfast bar. The kitchen is open to the family room with glass sliders leading to the covered and screened patio. What a great space to enjoy your morning coffee or unwind after a long day! The own

$214,900

2 beds2 baths1,043 sq ft

5459 Vineland Rd #4312, Orlando, FL 32811

Wood laminate floors • Ceramic tile floors • Top floor condo

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
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 and the Mall at Millenia, with quick access to major highways, shopping and dining options. Currently rented with a lease in place until September 1, 2025, this condominium presents an amazing invest

$215,000

2 beds2 baths1,142 sq ft

5483 Vineland Rd #10103, Orlando, FL 32811

Two swimming pools • Fitness center • Tennis court

Property at 5459 Vineland Rd #4208, Orlando, FL 32811, 3 beds, 2 baths

$292,000

3 beds2 baths1,318 sq ft

5459 Vineland Rd #4208, Orlando, FL 32811

Property at 5479 Vineland Rd #9104, Orlando, FL 32811, 1 bed, 1 bath

$172,900

1 bed1 bath820 sq ft

5479 Vineland Rd #9104, Orlando, FL 32811

Property at 5467 Vineland Rd #6308, Orlando, FL 32811, 3 beds, 2 baths

$299,000

3 beds2 baths1,318 sq ft

5467 Vineland Rd #6308, Orlando, FL 32811

Property at 5455 Vineland Rd #3303, Orlando, FL 32811, 1 bed, 1 bath

$190,000

1 bed1 bath820 sq ft

5455 Vineland Rd #3303, Orlando, FL 32811

Property at 5459 Vineland Rd #4310, Orlando, FL 32811, 1 bed, 1 bath

$187,500

1 bed1 bath734 sq ft

5459 Vineland Rd #4310, Orlando, FL 32811

Property at 5447 Vineland Rd #1308, Orlando, FL 32811, 3 beds, 2 baths

$315,000

3 beds2 baths1,318 sq ft

5447 Vineland Rd #1308, Orlando, FL 32811

Property at 5471 Vineland Rd #7109, Orlando, FL 32811, 3 beds, 2 baths

$289,000

3 beds2 baths1,232 sq ft

5471 Vineland Rd #7109, Orlando, FL 32811

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ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
Welcome to an incredible opportunity in the very heart of Orlando! This handyman special offers the perfect combination of location, potential, and charm, making it a rare find for homeowners seeking to create their dream space. Nestled within minutes of Universal Orlando Resort and the vibrant International Drive, with its endless dining, entertainment, and shopping options. Enjoy effortless access to SeaWorld, Walt Disney World, I-4 and the Turnpike. Whether you’re a theme park enthusiast or simply crave the convenience of city life, this location puts you at the center of it all. This residence features 2 generously sized bedrooms and 2 full bathrooms, offering flexibility for fami

$199,000

2 beds2 baths1,197 sq ft

5172 Cypress Creek Dr Unit GE, Orlando, FL 32811

6,682 sq ft lot • $442 HOA • Garage

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ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
Welcome to this stunning three-bedroom, 2.5-bath single-family home in the gated community of Millennia Park, one of Orlando's most sought-after neighborhoods. Built in 2015, this move-in ready two-story residence offers 2,440 square feet of beautifully designed living space with open-concept interiors, high ceilings and abundant natural light. The spacious chef's kitchen features granite counters, 42-inch cabinets and stainless steel appliances, flowing seamlessly into the dining and living areas, ideal for entertaining. Upstairs, the luxurious primary suite boasts a walk-in closet and spa-style bath. Additional highlights include a three-car garage, energy-efficient construction and low-m

$580,000

3 beds2.5 baths2,440 sq ft

5059 Southlawn Ave, Orlando, FL 32811

5,249 sq ft lot • $174 HOA • 3 garage spots

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
New Price! This two-bedroom condominium, located near Universal Studios, offers convenient access to the community pool, features include; an eat-in kitchen, indoor laundry, covered carport parking, and a recently installed new air conditioning system. The unit has been professionally cleaned and is move-in ready.

$199,900

2 beds2 baths1,139 sq ft

5359 Vineland Rd Unit S, Orlando, FL 32811

3,404 sq ft lot • $585 HOA • Community pool

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
STYLISH & SPACIOUS CORNER LOT HOME WITH UPGRADED FEATURES AND BIG BACKYARD! Welcome to this beautifully recently upgraded 4-bedroom, 3-bathroom two-story home located in the highly sought after gated community of Millennia Park! Situated on a premium corner lot, this residence offers exceptional privacy, an expansive layout, and one of THE LARGEST BACKYARDS IN THE COMMUNITY, fully fenced and bordered by a clean, natural bamboo fence—your own private oasis! Step inside to discover a modern open-concept floor plan filled with natural light, featuring a cozy electric fireplace, built-in ceiling speakers, and a spacious guest bedroom and full bathroom on the first floor—perfe

$609,500

4 beds3 baths2,301 sq ft

5095 Southlawn Ave, Orlando, FL 32811

9,199 sq ft lot • $171 HOA • 2 garage spots

OPEN SAT, 12PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
POOL HOME WITH OUTDOOR KITCHEN, STUNNING WATER VIEW AND BEAUTIFUL SUNSETS! NEW ROOF + NEW EXTERIOR PAINT !! This is a PINTEREST-WORTHY POOL HOME in the GATED COMMUNITY OF MILLENNIA PARK — packed with thoughtful upgrades. Step inside and fall in love with the ACCENT WALLS, ELECTRIC FIREPLACE, TALL DOORS AND CEILINGS, and plenty of NATURAL LIGHT. Enjoy 4 BEDROOMS, 2.5 BATHS, a SEPARATE DINING ROOM, and a HUGE OFFICE — ideal for working from home or creative space. There's also a LOFT UPSTAIRS. The KITCHEN is a dream with 42” CABINETS, LARGE FLUSH ISLAND, STAINLESS STEEL APPLIANCES and a BUTLER'S PANTRY WITH WINE COOLER, CABINETS AND SINK between the kitchen and dining room.

$750,000

4 beds2.5 baths2,976 sq ft

4993 Southlawn Ave, Orlando, FL 32811

6,418 sq ft lot • $170 HOA • 2 garage spots

ABOUT THIS HOME
Cypress Fairway, FL Homes for Sale
Price Reduced to Sell. This is going to be your dream home in the gated community of Millenia Park subdivision, where an exceptional 4-bedroom, 2.5-bathroom home awaits you. This charming residence offers a comfortable experience of the Florida lifestyle only moments away from world-renowned theme parks, the excitement of International Drive, and the $1 billion O-Town. With approximately 3,006sf of living space, this home provides the perfect space to relax, unwind, entertain guests, and is thoughtfully designed to maximize functionality. You will find a large dining room perfect for the whole family. The home unveils an open floor plan, with all bedrooms thoughtfully situated upstairs, in

$599,000

4 beds2.5 baths3,006 sq ft

5029 Southlawn Ave, Orlando, FL 32811

5,249 sq ft lot • $170 HOA • 2 garage spots

Based on information submitted to the MLS GRID as of Tue Sep 16 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Cypress Fairway, FL

Cities

Clermont homes for sale
$449,000
Altamonte Springs homes for sale
$210,000
Windermere homes for sale
$1,600,000
Longwood homes for sale
$387,000
Celebration homes for sale
$499,000
St. Cloud homes for sale
$395,495
Sanford homes for sale
$345,000
Orlando homes for sale
$335,000
Kissimmee homes for sale
$359,900
Oviedo homes for sale
$469,000
Winter Garden homes for sale
$675,000
Apopka homes for sale
$468,000
Davenport homes for sale
$336,838
Lake Mary homes for sale
$525,000
Winter Park homes for sale
$884,500

Neighborhoods

Florida Center North homes for sale
$214,000
Metro West homes for sale
$224,998
Kirkman South homes for sale
$203,000
Windhover homes for sale
$174,500
Park Central homes for sale
$170,000
Tuscany Preserve homes for sale
$205,500
East Orlando Gateway homes for sale
$362,450
Kirkman North homes for sale
$204,900
Millenia homes for sale
$218,500
International Drive Area homes for sale
$229,990

Cypress Fairway, FL real estate trends

$190K

Sale price

$242

Sale $/sq ft

Under list price

4.9%

Days on market

124

Down payment

—

Total homes sold

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