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$515,000
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Full Property Details for 1208 Winding Cypress Ct
General
- Price: $515,000
- HOA FEE: $175/month
- Taxes: $7,455 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6359179
- Updated: 11/13/2025
- Added to Site: 68 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- 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
- Flooring: Carpet, Ceramic Tile, Laminate
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 3
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Screen Enclosure
- Security/Safety: Gated Community, Smoke Detector(s)
Exterior
- Exterior Features: Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
- Deck/Patio: Screened
- Porch/Patio/Deck: Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Curb Parking, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, On Street, Open, Oversized
Location
- Area: 34746 - Kissimmee (West of Town)
- County: Osceola
- Development Name: 34746 - Kissimmee (West of Town)
- Subdivision: CUMBRIAN LAKES RESORT PH 2
- 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.
- Direction Faces: Southeast
School Information
- High School: Poinciana High School
Community
- Community Name: 34746 - Kissimmee (West of Town)
- Association: Yes
- Assoc. Name: Sentry Management
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 2,572
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 7,144
- Lot Size: 7144
- Street/Road Desc.: Asphalt, Paved
Financial Considerations
- Association Fee: $175
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $7,455
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CUMBRIAN LAKES RESORT PHASE 2 PB 13 PG 79-100 LOT 109
- Flood Zone Info: X500
- APN: 362528127300011090
- Property ID: 362528127300011090
- Block/Lot/Section: 1
Listed by Lpt Realty, Llc
Schools serving 1208 Winding Cypress Ct
| Name | Grades | Distance |
|---|---|---|
Sunrise Elementary School, Kissimmee, FL 1925 Ham Brown Road, Kissimmee, FL 34746 | PK-5 | 1.7 mi |
Kissimmee Middle School 2410 Dyer Boulevard, Kissimmee, FL 34741 | 6-8 | 3.5 mi |
Poinciana High School 2300 South Poinciana Boulevard, Kissimmee, FL 34758 | 9-12 | 3 mi |
Price & Sales History for 1208 Winding Cypress Ct
Tax History for 1208 Winding Cypress Ct
Estimate the Cost for 1208 Winding Cypress Ct
1208 Winding Cypress Court, Kissimmee, FL 34746 (MLS# O6359179) is a Single Family property with 5 bedrooms, 3 full bathrooms and 2 partial bathrooms. 1208 Winding Cypress Court is currently listed for $515,000 and was received on November 11, 2025. Want to learn more about 1208 Winding Cypress Court? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

