• Home
  • Home Values
  • Sarasota
  • Venice
  • Manatee
  • Charlotte
  • Search
  • Videos
  • Blog
Login
941-357-1027

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Chickasaw Trails Real Estate

Address Search

Chickasaw Trails Real Estate

Welcome to Chickasaw Trails, a hidden gem nestled in the vibrant heart of Orlando, Florida. This charming subdivision in Orange County is the perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Chickasaw Trails boasts a welcoming community atmosphere, where neighbors become friends and every street feels like home. The subdivision features beautifully landscaped properties, with a variety of architectural styles that reflect the diverse tastes of its residents. Whether you’re seeking a cozy single-family home or a spacious property for entertaining, you’ll find something that perfectly suits your lifestyle.

One of the standout features of Chickasaw Trails is its prime location. Residents enjoy easy access to major highways, ensuring a smooth commute to downtown Orlando and the surrounding areas. The nearby Lake Nona region is a hub for innovation and healthcare, making it an attractive option for those looking to work close to home. Plus, with world-renowned attractions like Walt Disney World and Universal Studios just a short drive away, weekend adventures are always within reach.

Families will appreciate the top-rated schools in the area, as well as the numerous parks and recreational facilities that promote an active lifestyle. Chickasaw Trails is surrounded by lush greenery, offering ample opportunities for outdoor activities such as hiking, biking, and picnicking.

Experience the warmth and charm of Chickasaw Trails, where community spirit thrives and every day feels like a vacation. Your dream home awaits in this enchanting Orlando neighborhood!

Newest Listings in Chickasaw Trails

3920 Running Water Drive, Orlando image
3920 Running Water Drive, Orlando $530,000

Welcome to this lovely four-bedroom, 2.5-bath home nestled in the highly sought-after Chickasaw Trails community. This residence combines comfort, style and functionality...

  • 4 Beds
  • 3 Baths
  • Chickasaw Trails SubDv.
  • 32829 Zip Code

Address Search

Like or Share

View Chickasaw Trails Home Values

  • Chickasaw Trails Home Values

Browse Chickasaw Trails Homes by Property Type

  • Homes for Sale

Browse Chickasaw Trails Homes by Property Description

  • Two Story

Browse Chickasaw Trails Homes by Interior Features

  • Ceiling Fans(s)
  • Eat-in Kitchen
  • High Ceilings
  • Kitchen/Family Room Combo
  • Primary Bedroom Main Floor
  • Solid Surface Counters
  • Solid Wood Cabinets
  • Vaulted Ceiling(s)
  • Walk-In Closet(s)
  • Window Treatments

Browse Chickasaw Trails Homes by Community Extras

  • Deed Restrictions

Browse Chickasaw Trails Homes by Pool type

  • No Pool

Browse Chickasaw Trails Homes by Property Style

  • Single Family

Browse Chickasaw Trails Homes by High school

  • Colonial High
  • Home
  • Advanced Search
  • Custom Market Report
  • Sell My Sarasota Home
  • Buying
  • About Us
  • Featured Properties
  • Contact
  • Foreclosures
  • Blog
  • Our Terms of Use
  • RSS
  • Site Directory
  • Closing Costs
  • Resources

Sarasota Real Estate Group and SarasotaOne are wholly owned registered trademarks - USTPO #5,265,486
Sarasota Real Estate Group
Sarasota, FL
941-357-1027

Sarasota Real Estate listings are provided by StellarMLS.
Content by John Woodward, Broker
License # BK-684290
© 2004-2025 - All Rights Reserved

Sarasota and Nearby Homes for Sale

  • Lakewood Ranch
  • Venice
  • Venice - Island
  • Sarasota
  • Longboat Key
  • East Bradenton
  • University Park
  • Palmer Ranch
  • Downtown
  • Parrish
  • South Sarasota
  • Central Sarasota
  • Manatee County
  • Pinellas County
  • Sarasota County
IDX Real Estate Websites by
, an FNF RE Tech Company • Accessibility • Terms • Privacy