Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$417,500

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,838 Sq. Ft.
  • Updated 4 days ago
See This Home
Save This Home
See This Home
Save This Home
LOCATION, LOCATION, LOCATION!!! Step inside to discover a meticulously designed interior, boasting spacious living areas adorned with tasteful furnishings and modern finishes. **New roof installed in 2025 **This Wonderful 4 Bedroom, 3.5 Bathroom located in the exclusive Gated community which could be used as your Primary home, Vacation Home, or rent short term and generate an income. Home features a Large Living/Dining area open to the kitchen with granite counter tops & breakfast nook which overlooks the pool. Step outside to your own private paradise, where a heated pool, spa and pool bath awaits!! Spend sunny afternoons lounging by the poolside or hosting alfresco gatherings in the screened lanai, surrounded by lush greenery and the sounds of nature. This home comes fully furnished, offering a turnkey opportunity for both homeowners and investors alike. Whether you're seeking a primary residence, vacation retreat, or lucrative rental property, 1224 Winding Willow Ct checks all the boxes.. Enjoy the serenity of conservation views and the privacy of a cul-de-sac location, providing a peaceful oasis for relaxation.. In close proximity to restaurants, grocery stores, shopping and golf courses. JUST 15 MINUTES FROM DISNEY and a 2 minute ride to the SunRail Poinciana Station #5025. Reasonable monthly HOA fees which includes lawn maintenance a playground & soccer field.. this home is a wonderful addition to your investment portfolio or your next primary residence Don't miss this opportunity - come take a look today!

Full Property Details for 1224 Winding Willow Ct

General

  • Price: $417,500
  • HOA FEE: $175/month
  • Taxes: $6,678 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5143532
  • Updated: 2/15/2026
  • Added to Site: 9 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Ceramic Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Gated
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Lighting, Screen Enclosure, Tile
  • Spa: Yes
  • Spa Description: Heated
  • Security/Safety: Gated Community, Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34746 - Kissimmee (West of Town)
  • County: Osceola
  • Development Name: 34746 - Kissimmee (West of Town)
  • Subdivision: CUMBRIAN LAKES RESORT PH 4
  • Driving Directions: John Young & 192 - West Vine St- Left on Poinciana Blvd. Left in Cumbrian Lakes dr, Right on Winding willow ct
  • Direction Faces: East

Community

  • Community Name: 34746 - Kissimmee (West of Town)
  • Community Features: Deed Restrictions, Gated Community - No Guard, Playground
  • Optional Amenities: Gated
  • Association: Yes
  • Assoc. Name: Sentry Management / Julie Antonides

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public, Street Lights

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,838
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,841
  • Lot Size: 7841
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $175
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,678
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CUMBRIAN LAKES RESORT PHASE 4 PB 16 PGS 70-71 LOT 235
  • Flood Zone Info: AE
  • APN: 362528127600012350
  • Property ID: 362528127600012350
  • Block/Lot/Section: 1

Listed by Preferred Real Estate Brokers

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1224 Winding Willow Ct —

  • Preferred Real Estate Brokers

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1224 Winding Willow Ct

School District:Osceola County School District
NameGradesDistance
Poinciana High School
2300 South Poinciana Boulevard, Kissimmee, FL 34758
9-122.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1224 Winding Willow Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/10/2026
Listed
$417,500
79.96%
MLS
7/25/2018
Sold
$232,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1224 Winding Willow Ct

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,678
8%
$367,200
3%
2024
$6,167
154075%
$355,000
71%
2023
$4
-100%
$207,220
6%
2021
$2,759
-1%
$195,326
-3%
2022
$2,793
1%
$201,185
4%
2021
$2,759
2%
$192,630
2%
2019
$2,695
-19%
$188,300
5%
2018
$3,316
3%
$178,900
5%
2017
$3,211
-2%
$169,800
-1%
2016
$3,266
-3%
$171,200
-1%
2015
$3,369
9%
$172,900
9%
2014
$3,098
1%
$158,100
2%
2013
$3,064
—
$155,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1224 Winding Willow Ct

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Preferred Real Estate Brokers

Similar Properties near 1224 Winding Willow Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2226 Taylor Creek Ct, Kissimmee, FL 34758 - Photo 1 Price Reduced
-$5,000 (-1.18%)
$419,000

2226 Taylor Creek Ct  Kissimmee, FL 34758

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,814
    Sq. Ft.
Listed by Lpt Realty, Llc
2513 Dharma Cir, Kissimmee, FL 34746 - Photo 1 Just Listed
$419,990

2513 Dharma Cir  Kissimmee, FL 34746

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,546
    Sq. Ft.
Listed by Talent Realty Solutions
2711 Star Grass Cir, Kissimmee, FL 34746 - Photo 1
$420,000

2711 Star Grass Cir  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,528
    Sq. Ft.
Listed by La Rosa Realty Llc
2902 Evans Way, Kissimmee, FL 34758 - Photo 1
$420,000

2902 Evans Way  Kissimmee, FL 34758

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 1,986
    Sq. Ft.
Listed by Corcoran Connect Llc

Just Listed near 1224 Winding Willow Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1608 Shepherd Ln, Intercession City, FL 33848 - Photo 1 Just Listed
$2,000,000

1608 Shepherd Ln  Intercession City, FL 33848

  • Business
  • Active
Listed by Luxury Orlando Real Estate
2665 Absher Rd, Saint Cloud, FL 34771 - Photo 1 Just Listed
$890,000

2665 Absher Rd  Saint Cloud, FL 34771

  • Lots/Land
  • Active
  • Updated 3 days ago
  • 5.84
    Acres
Listed by Karla Price (407) 352-1040 and Millie Soto (407) 928-5827
4325 Henry J Ave, Saint Cloud, FL 34772 - Photo 1 Just Listed
$475,000

4325 Henry J Ave  Saint Cloud, FL 34772

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 920
    Sq. Ft.
Listed by La Rosa Realty Llc
82 Berlin Ave, Saint Cloud, FL 34771 - Photo 1 Just Listed
$495,000

82 Berlin Ave  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,586
    Sq. Ft.
Listed by Florida Realty Results Llc

Price Reduced near 1224 Winding Willow Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

0 Intercession City, Intercession City, FL 33848 - Photo 1 Price Reduced
-$10,100 (-7.77%)
$119,900

0 Intercession City  Intercession City, FL 33848

  • Lots/Land
  • Active
  • Updated 6 days ago
  • 0.43
    Acres
Listed by Keller Williams Realty Smart 1
2071 Remembrance Ave, Saint Cloud, FL 34769 - Photo 1 Price Reduced
-$14,000 (-2.5%)
$545,000

2071 Remembrance Ave  Saint Cloud, FL 34769

  • Single Family
  • Active
  • Updated 11 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,906
    Sq. Ft.
Listed by Sandra Cruz (407) 616-6286
2813 Shelburne Way, Saint Cloud, FL 34772 - Photo 1 Price Reduced
-$5,000 (-1.22%)
$405,000

2813 Shelburne Way  Saint Cloud, FL 34772

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,894
    Sq. Ft.
Listed by Kitty Mark (407) 491-6857
2907 Hornbill Dr, Saint Cloud, FL 34772 - Photo 1 Price Reduced
-$28,000 (-6.48%)
$404,000

2907 Hornbill Dr  Saint Cloud, FL 34772

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,988
    Sq. Ft.
Listed by Meritage Homes Of Fl Realty

Recent Sales near 1224 Winding Willow Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4812 Cumbrian Lakes Dr, Kissimmee, FL 34746 - Photo 1 Sold
$437,500

4812 Cumbrian Lakes Dr  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 2,505
    Sq. Ft.
Listed by Coldwell Banker Hubbard Hansen
Sold by Real Estate Brokers Usa, Inc.
4796 Cumbrian Lakes Dr, Kissimmee, FL 34746 - Photo 1 Sold
$404,500

4796 Cumbrian Lakes Dr  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 1,798
    Sq. Ft.
Listed by Freeman Realty Solutions Llc
Sold by Realty Of America
1201 Cumbrian Lakes Ct, Kissimmee, FL 34746 - Photo 1 Sold
$380,000

1201 Cumbrian Lakes Ct  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,408
    Sq. Ft.
Listed by Holston Properties & Dev., Inc
Sold by Compass Florida Llc
1383 Loxley Trl, Kissimmee, FL 34746 - Photo 1 Sold
$436,990

1383 Loxley Trl  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,584
    Sq. Ft.
Listed by Lennar Realty
Sold by Watson Realty Corp

1224 Winding Willow Court, Kissimmee, FL 34746 (MLS# S5143532) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 1224 Winding Willow Court is currently listed for $417,500 and was received on February 10, 2026. Want to learn more about 1224 Winding Willow 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.

Tour this property