$515,000

1208 Winding Cypress Court, Kissimmee, FL 34746

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$515,000

(23,000) 11/13/2025

1208 Winding Cypress Court Kissimmee, FL 34746

For Sale MLS# O6359179

5 beds 5 baths 2,572 sq ft Single Family

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Data current as of 31/12/2025 17:09:14

Details for 1208 Winding Cypress Court

MLS# O6359179

Description for 1208 Winding Cypress Court, Kissimmee, FL, 34746


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.

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 5

Bathrooms: 5

Lot Size: 0.16 Acres

Square Feet: 2,572 sq ft

Year Built: 2003

Garage: Yes

Stories: 2 Story

Construction: Block,Stucco

Construction Display: New Construction

Subdivision: Cumbrian Lakes Resort Ph 2

Foundation: Slab

County: Osceola

Construction Status: New Construction

School Information


High: Poinciana High School

Room Information


Main Floor

Kitchen:

Living Room:

Upper Floor

Primary Bedroom:

Bathrooms

Full Baths: 3

1/2 Baths: 2

Additonal Room Information

Laundry: Inside, Laundry Room

Interior Features


Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer

Flooring: Carpet,Ceramic Tile,Laminate

Doors/Windows: Blinds

Additional Interior Features: Ceiling Fan(s), Walk-In Closet(s), Upper Level Primary, Solid Surface Counters, Stone Counters, High Ceilings

Utilities


Water: Public

Sewer: Public Sewer

Other Utilities: Cable Connected,Electricity Connected,High Speed Internet Available,Municipal Utilities,Sewer Connected,Water Connected

Cooling: Ceiling Fan(s), Central Air

Heating: Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 2

Parking Description: Oversized, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Open, driveway, on street

Roof: Shingle

Pool: In Ground, Screen Enclosure

Lot View: Pond,Water

Additional Exterior/Lot Features: Sprinkler/Irrigation, Rain Gutters, Lighting, Screened

Community Features


Community Features: Street Lights, Gated

Security Features: Smoke Detector(s), Gated Community

Homeowners Association: Yes

HOA Dues: $175 / Monthly

Driving Directions


Continue on FL-408 W. Take I-4 Express and I-4 W to FL-535 S. Take exit 68 from I-4 W, Merge onto FL-408 W, keep left to stay on FL-408 W, Use the right 2 lanes to take exit 10A for I-4 E toward I-4 W/Tampa/ Daytona Beach, Use any lane to take the Tampa W ramp, Merge onto I-4 w Keep left at the fork to continue on I-4 Express, keep left to stay on I-4 Express, Merge onto I-4 W, Use the 2nd rom the right lane to take exit 68 toward Kissimmee, Follow FL-535 S and N Poinciana Blvd to Winding Cypress Ct in Kissimmee, Use any lane to turn slightly left onto FL-535 S, turn right onto N Poinciana Blvd, Turns left onto Cumbrian Lakes Dr, Turn left onto Winding Cypress Ct.

Financial Considerations


Terms: Cash,Conventional,FHA,VA Loan

Tax/Property ID: 36-25-28-1273-0001-1090

Tax Amount: 7455

Tax Year: 2024

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price Change
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

Schools nearby 1208 Winding Cypress Court

Schools in attendance boundaries Grades Distance Rating
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Schools nearby Grades Distance Rating
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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