1202 Winding Cypress Ct

Kissimmee, FL 34746

$420,000
Price
4
Beds
1,830 Sq. Ft.
$230 / Sq. Ft.
1,830
Sq. Ft.
$230
per Sq. Ft.
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Description

Discover this stunning, fully furnished 4-bedroom, 3.5-bathroom retreat at 1202 Winding Cypress Ct, perfectly positioned in the prestigious gated community of Cumbrian Lakes. Designed for versatility, this home is an ideal fit for primary residents seeking peace, vacation buyers seeking a turnkey escape, or investors seeking a short-term rental. The open interior flows seamlessly to a private, screened-in oasis featuring a sparkling south-facing pool and spa with a serene pond view—the ultimate backdrop...Discover this stunning, fully furnished 4-bedroom, 3.5-bathroom retreat at 1202 Winding Cypress Ct, perfectly positioned in the prestigious gated community of Cumbrian Lakes. Designed for versatility, this home is an ideal fit for primary residents seeking peace, vacation buyers seeking a turnkey escape, or investors seeking a short-term rental. The open interior flows seamlessly to a private, screened-in oasis featuring a sparkling south-facing pool and spa with a serene pond view—the ultimate backdrop for Florida evenings. For added entertainment, the garage has been converted into a game room, ensuring fun for all ages right at home. Living in the Cumbrian Lakes means enjoying 120 acres of lush conservation land, four natural lakes, and a host of amenities, including a children's playground. This prime location offers the best of Central Florida, situated just minutes from the magic of Walt Disney World, Universal Studios, and SeaWorld. You are also well-positioned near the vibrant dining and shopping of the US-192 corridor and The Loop, with easy access to Orlando International Airport. Whether you are looking for a lakeside sanctuary or a strategic investment near world-class attractions, this property offers it all.
  1. Listed by James Donovan • Brokerage DRE #1028164 • TEAM DONOVAN
    P: (407)-705-2616 C: (407)-705-2128 James@TDFlorida.com

Property Details for 1202 Winding Cypress Court

Subdivision Name
CUMBRIAN LAKES
Township
25S
Garage Spaces
2
Waterfront
No
Water View
Pond
Furnished
Furnished
LISTING UPDATED: 03/25/2026 02:46 PM

Property Details for 1202 Winding Cypress Court

StatusActive
MLS #S5144891
Days on Market43
Taxes$6,028 / year
HOA Fees$2,100 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2003
Lot Size0.19 AC / 8,407 SF
CountyOsceola County
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Location

Listing Courtesy of TEAM DONOVAN, James Donovan
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Building Information for 1202 Winding Cypress Court

Stories1Year Built2003Building Size-Lot Size0.19 AC / 8,407 SF

Payment Calculator

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$2,792 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,115

Property Taxes

$502

HOA Dues

$175

The Payment Calculator is for illustrative purposes only.

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Property Information for 1202 Winding Cypress Court

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2509.0
  • Building Area Units: Square Feet
  • Community Features: Playground, Sidewalks
  • Direction Faces: Northeast
  • Directions: From US-192, head south on Poinciana Blvd for approximately 4 miles then turn into the Cumbrian Lakes community.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 1202
  • Street Name: WINDING CYPRESS
  • Street Suffix: COURT
  • State: FL
  • City: KISSIMMEE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Maintenance Grounds, Other, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: Sentry Management / Julie Antonides
  • Association Phone: 407-846-6323
  • Association: Yes
  • CDD: No
  • Tax Block: 1
  • Tax Book Number: 13-79
  • Tax Legal Description: CUMBRIAN LAKES RESORT PHASE 2 PB 13 PG 79-100 LOT 112
  • Tax Lot: 112
  • Tax Year: 2025
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Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 362528127300011120
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: KMPU
  • Living Area: 1830
Property and Assessments
  • Year Built Numeric: 2003
  • Flood Zone Code: X500
  • Flood Zone Date: 06-18-2013
  • Flood Zone Panel: 12097C0065G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 28E
  • Public Survey Section: 36
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Public, Water Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Concrete, Stucco
  • Exterior Features: Sidewalk
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: In Ground, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Spa Features: In Ground
  • Spa: Yes
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Tile
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 6.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 1202 Winding Cypress Court

DateEvent & SourcePriceAppreciation
Mar 2, 2026

Listed (Active)

MFRMLS #S5144891

$420,000—
Jun 6, 2003

Sold (Public Record)

Public Record #115955042

$240,000—
DateEvent & SourcePrice
03/02/2026

Listed (Active)

MFRMLS #S5144891

$420,000
06/06/2003

Sold (Public Record)

Public Record #115955042

$240,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1202 Winding Cypress Court

Taxable ValueLand$91,900Additions$279,100Total$371,000
Tax Record2025$6,028 ($502 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,830 SqFtAbove Grade Finished SqFt1,830 SqFtStories1Lot Size8,407 SqFtStyleSingle Family ResidenceYear Built2003ZoningKMPUCountyOSCEOLAAPN362528127300011120

Schools near 1202 Winding Cypress Court

This home is within The School District of Osceola County.
Rating
School
Type
Grades
Distance
Mater Palms Academy
Charter - K to 8
Poinciana High School
Public - 9 to 12
Renaissance Charter School At Poinciana
Charter - K to 8
TRADE LOGISTICS AVIATION ACADEMY
Charter - 9 to 12
Rating
School
Distance
Mater Palms Academy
CharterK to 8

Poinciana High School
Public9 to 12

Renaissance Charter School At Poinciana
CharterK to 8

TRADE LOGISTICS AVIATION ACADEMY
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1202 Winding Cypress Court, Kissimmee, FL 34746

1202 Winding Cypress Court is a single family home for sale in Kissimmee, FL 34746. This property was listed for sale on March 2, 2026 by TEAM DONOVAN, it's currently listed at $420,000. It has been on the market for a total of 43 days and was last sold on June 6, 2003. This listing's school district is The School District of Osceola County. Nearby schools include Mater Palms Academy, Poinciana High School and Renaissance Charter School At Poinciana. 1202 Winding Cypress Court is a 4-bed, 4-bath, 1,830 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of TEAM DONOVAN, James Donovan

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/25/2026 02:46 PM