Welcome to Harbor Oaks! This is not your cookie-cutter, already dated new build. Come make this classic vintage country cottage your new home. In a highly sought-after part of Kissimmee, Harbor Oaks is the perfect neighborhood for long, quiet walks, bike riding down the shaded streets, or a quick ride downtown. 1595 Shady Oak Dr. features 2 stories, 4 bedrooms, 3 full bathrooms, a huge fireplace, an open kitchen with a giant island, air conditioned garage, and an amazing backyard. The flooring upstairs and downstairs is brand new, along with freshly painted walls, cabinets, bedrooms, and bathrooms. There is a great shed in the back yard, all appliances are included, and the roof is only 3 years old! The home has 2 brand new (2025) renovated bathrooms as well. Don’t buy a house where you can touch your neighbors out your window, or where everything is grey and white. This cozy cottage will be your oasis under a roof, no matter if you are in your golden years, have an overflowing family, or just starting out! We hope you love it here!
- Built in 1981
- 2 garage spaces
- $226.37/sqft
- Lot size: 15,115 sqft
- 1 days on market
- Directions: Turn onto Shady Oak Drive, pull in the roundabout driveway on either side.
- County: Osceola
- Geo subdivision: REGAL OAK SHORES UNIT 6
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Miriam Rogacheski
Corretora de Imóveis 🇺🇸
- Source: Stellar MLS
- MLS #: TB8467744
Listing updated: January 28, 2026 at 7:19PM
Listing provided by: Stephen Hachey, FLAT FEE MLS REALTY
Last checked 7 hours ago
Listing provided by: Stephen Hachey, FLAT FEE MLS REALTY
Last checked 7 hours ago
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