1208 WINDING CYPRESS COURT Kissimmee, FL $ 515,000
1208 WINDING CYPRESS COURT
$ 515,000
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1208 WINDING CYPRESS COURT

Kissimmee, FL, 34746
$ 515,000
Bedrooms5 Baths3.2 Sq 2,572

Monthly Estimate*

$ 3,213

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Single Family Home for sale in Kissimmee, FL

for $515,000 with 5 bedrooms and 3 full baths, 2 half baths. This 2,572 square foot home was built in 2003 on a lot size of 0.16.

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.

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Single Family Active

Price

$ 515,000

Bedrooms

5

Full Bath

3

Half Bath

2

Property Type

Single Family

Taxes

$ 7,455

Style

Contemporary

Lot Size

0.16

Year Built

2003

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

O6359179

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Public Sewer Connected Sprinkler Meter Street Lights Water Connected
Roof Shingle
Appliances Convection Oven Dishwasher Disposal Dryer Microwave Refrigerator Washer
Zoning KMPU
HOA Fee 175
Garage Spaces 2
Patio/Porch Features Screened
Architectural Style Contemporary
Pool Features In Ground Screen Enclosure
Security Features Gated Community Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2003
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Monthly
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CUMBRIAN LAKES RESORT PH 2
Facing Direction Southeast
Garage Y/N true
Total Rooms 3
Full Baths 3
Status Active
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.
High School Poinciana High School
City KISSIMMEE
Association Name Sentry Management
Senior Community Y/N false
MLS Area 34746 - Kissimmee (West of Town)
Lot Size Units Square Feet
Lot Size Square Feet 7144
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N true
Tax Annual Amount 7455
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6359179
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 109
Legal Description CUMBRIAN LAKES RESORT PHASE 2 PB 13 PG 79-100 LOT 109
Water View Pond
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 175
Water View Y/N true
Flood Zone Code X500
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Interior
Interior Amenities Ceiling Fan(s) High Ceilings PrimaryBedroom Upstairs Solid Surface Counters Stone Counters Walk-In Closet(s)
Flooring Carpet Ceramic Tile Laminate
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 2
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Lighting Private Mailbox Rain Gutters Sliding Doors Sprinkler Metered
Parking Features Curb Parking Driveway Electric Vehicle Charging Station(s) Garage Door Opener On Street Open Oversized
Water Source Public
Lot Size Area 7144
Foundation Details Slab
Building Area Total 3210
Lot Size Acres 0.16
Road Surface Type Asphalt Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Lpt Realty, Llc

Broker

cuffaromaria230@gmail.com

Email

Affordability Calculator

$3,834
Per Month
84%
16%
0%
Monthly Principal & Interest
$3,213
Monthly Property Taxes
$621
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Poinciana High School High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$515,000 Listed Price

Map


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1208 WINDING CYPRESS COURT, Kissimmee, FL, 34746 is a Single Family Home for sale at $515,000 with 2,572 sqft and a lot size of 0.16. 1208 WINDING CYPRESS COURT has 5 bedrooms, 3.2 baths, and was built in 2003. The property's zip code is 34746 which is in Kissimmee, FL