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Cypress Chase Dr Phillips Real Estate

Welcome to Cypress Chase, a gated community located 20 miles from Downtown Orlando in the Dr. Phillips region of Southwest Orlando. Nestled between multiple sparkling lakes just south of the Tibet- Butler Nature Reserve, Cypress Chase is surrounded by natural beauty. Convenient to the I-4 and highways 429 and 528, it is a quick trip to popular Central Florida destinations like Disney, Universal, SeaWorld, and the international airport. Homes for sale in Southwest Orlando are valued for their proximity to attractions and daily conveniences, their excellent schools, and a calendar full of vibrant community events. 

Cypress Chase Homes for Sale

2 Properties Found. Page 1 of 1.
Photo of Listing #O6194437
MLS® # O6194437
3 Beds, 3 Baths, 2,285 Sf
Photo of Listing #O6189195
MLS® # O6189195
4 Beds, 2 Baths, 1,759 Sf

Cypress Chase is a welcoming community of 134 single-family homes. Homes in Cypress Chase have between three and five bedrooms and two to four bathrooms with attached garages. Built in the early to mid 2000s, these homes have contemporary design features like dine-in kitchens, stainless steel appliances, and open-plan central living spaces. Designed to maximize natural light, the interiors have high ceilings, large windows, and sliders opening out to screened lanais and even private swimming pools. The owner’s suites include dual vanities, walk-in showers, soaker tubs ensuite, and generously sized walk-in closets. This neighborhood consists of a children’s playground and a basketball half-court. With multiple community ponds and extensive wooded conservation surroundings, this is a great neighborhood for an evening outing, and many homes have water or conservation views.

Cypress Chase is in a location that has it all. Winter Garden Vineland Road has an abundance of shopping, dining, and everyday conveniences. West Beach Park is less than a mile away with a shaded playground, picnic facilities, and sand volleyball. Tibet-Butler Nature reserve has several miles of gentle hikes great for getting outdoors and enjoying the Florida Sunshine. Disney Springs and the Vineland International Outlet Mall are close by with shopping to suit any budget. Nearby Orange County Public Schools are highly rated, and this neighborhood is zoned for newer Windermere High. Golden Bear Golf Club has a Jack Nicolaus-designed course and excellent dining. All of the Disney Parks, Resorts, and Restaurants are within easy reach, and residents can enjoy fireworks nightly from their own backyards.

Centrally located in a booming region of Central Florida, Cypress Chase is a wonderful opportunity to live in the heart of Disney. Come and explore Cypress Chase!

Cypress Chase Community Information

  • Location: Winter Garden Vineland Rd & Monterey Cypress Rd
  • Number of Homesites: 134
  • Year(s) Built: 2002 - 2005
  • HOA: Yes
  • Square Footage: 1,742 - 3,000+
  • Community Amenities: Playground, Half-court basketball

Orange County Public Schools

  • Castleview Elementary School: Grades K - 5th Distance: 3.5 miles
  • Horizon West Middle School: Grades 6th - 8th Distance: 3.5 miles
  • Windermere High School: Grades 9th - 12th Distance: 6.5 miles

Dining and Shopping

  • Lakeside Village with Publix, dining, retail and banking - Distance: 2.5 miles
  • Winn-Dixie - Distance: 4.5 miles
  • Aldi - Distance 5.5 miles
  • Walmart Supercenter - Distance: 9 miles
  • Winter Garden Village with Target, Marshalls and Lowes - Distance: 9 miles
  • Hamlin Town Center with movie theater - Distance: 9.5 miles
  • Downtown Winter Garden - Distance: 12 miles
  • Disney Springs - Distance: 5.5 miles
  • Orlando Vineland Premium Outlets - Distance: 6 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 15 miles
  • Restaurant Row - Distance: 9.5 miles
  • Downtown Orlando - Distance: 20 miles

Parks and Recreation

  • West Beach Park - Distance: .5 miles
  • Tibet Butler Nature Preserve - Distance: 1.5 miles
  • Golden Bear Golf Club - Distance: 4 miles
  • Four Seasons Golf and Sports Club - Distance: 3 miles
  • Walt Disney World - Distance: 3 miles
  • ESPN Wild World of Sports Complex - Distance: 7 miles
  • SeaWorld Orlando - Distance 7.5 miles
  • Orange County National Golf Center and Lodge - Distance: 9.5 miles
  • Universal Orlando - Distance: 12.5 miles


  • Orlando Health Dr Phillips Hospital - Distance: 8 miles
  • Advent Health Palm Parkway - Distance: 5.5 miles
  • Advent Health Centra Care Lake Buena Vista - Distance: 4.5 miles


  • Orlando International Airport - Distance: 21 miles

*Distances are approximately measured from the Cypress Chase community entrance.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on May 23rd, 2024 at 5:05pm EDT.