1208 Winding Cypress Court, KISSIMMEE, FL

$515,000

Previous Next

5

Beds

5

Baths

2,572

Square feet

0.16

Acres

About 1208 Winding Cypress Court

This fully upgraded 5-bedroom, 3-bathroom home in a gated resort community presents a highly profitable investment opportunity. Previously a successful Airbnb, the property was always professionally cleaned and is now ready for continued rental. Inside, the home boasts a modern, open-concept layout, ideal for both relaxation and entertainment. The spacious living and dining areas flow seamlessly into a well-equipped kitchen with contemporary appliances, granite countertops, and a breakfast bar. The adjacent family room offers a cozy retreat, perfect for unwinding after a busy day. The master suite features a large walk-in closet and a luxurious en-suite bathroom with dual vanities, a soaking tub, and a separate shower. The remaining four bedrooms are generously sized and offers versatile living space for family, guests, or home offices. 3 full bathrooms and 2 half-baths are conveniently located throughout the home. Step outside to the private, screened-in pool area, requiring minimal maintenance for hassle-free enjoyment. The pool deck offers ample space for lounging, dining, or hosting gatherings, with peaceful water views that enhance the relaxing atmosphere. The property also includes a Tesla charger, adding modern convenience for electric vehicle owners. Security is enhanced with a state-of-the-art CCTV system, providing comprehensive coverage throughout the exterior of the property and the main living room. Located in a desirable gated community, this home offers easy access to major attractions, the best schools in te area, shopping, dining, and highways, making it an ideal choice for investors seeking a high-return rental property in a prime location.

Features of 1208 Winding Cypress Court

MLS® # O6359179
Price $515,000
Bedrooms 5
Bathrooms 5.00
Full Baths 3
Half Baths 2
Square Footage 2,572
Acres 0.16
Year Built 2003
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Active

Community Information

Address 1208 Winding Cypress Court
Area Kissimmee (West of Town)
Subdivision CUMBRIAN LAKES RESORT PH 2
City KISSIMMEE
County Osceola
State FL
Zip Code 34746-6730

Amenities

Parking Curb Parking, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, On Street, Open, Oversized
# of Garages 2
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), High Ceilings, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-In Closet(s)
Appliances Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace No

Exterior

Exterior Features Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
Roof Shingle
Foundation Slab

School Information

High Poinciana High School

Additional Information

Date Listed November 11th, 2025
Days on Market 6
Zoning KMPU
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeLPT REALTY, LLC

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?