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$565,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,678 Sq. Ft.
  • Updated 3 days ago
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Welcome to this beautifully updated 4-bedroom, 2.5-bath waterfront home located in a prestigious gated community offering resort-style amenities and an exceptional Florida lifestyle. From the moment you arrive, this home delivers on both style and functionality. The primary suite is conveniently located on the main level, creating a private retreat, while three additional bedrooms upstairs provide generous space for family, guests, or a home office. The heart of the home is the fully upgraded gourmet kitchen, thoughtfully designed for both everyday living and entertaining, featuring custom beams, an oversized center island with prep sink, Teppanyaki grill, farmhouse sink, touchless faucets, two Lazy Susans, and elegant gold-finished hardware - all seamlessly blending luxury with practicality. Both the kitchen and bathrooms have been beautifully updated, complemented by new flooring, new windows, new doors, and a new AC system, delivering move-in-ready peace of mind. Step outside to enjoy tranquil water views and a spacious backyard, perfect for outdoor dining, play, or simply soaking in the Florida sunshine. Located in a highly desirable gated community, residents enjoy access to an impressive list of amenities including a fitness center, boat launch, lakeside dock, community pool, restaurant, basketball courts, tennis courts, and playgrounds - truly offering a resort-inspired lifestyle every day. This home combines luxury finishes, waterfront living, energy-efficient updates, and unmatched community amenities, making it one of the most desirable properties in the area. Homes with this level of quality, location, and lifestyle rarely come available - schedule your private showing today.

Full Property Details for 1960 Windward Oaks Ct

General

  • Price: $565,000
  • HOA FEE: $291/month
  • Taxes: $3,411 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6366143
  • Updated: 1/14/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), Primary Bedroom Main Floor
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl, Tile

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Fitness Center

Exterior

  • Exterior Features: Rain Gutters

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: BELLALAGO
  • Driving Directions: Merge onto Florida's Tpke. Take exit 249 for Osceola Parkway. Slight right onto the ramp to Kissimmee/Disney World. Merge onto Osceola Pkwy. Use the left 2 lanes to turn left onto Michigan Ave. Continue onto E Oak St. Turn left onto US-17 S/US-92 W/John Young Pkwy. Use the left 2 lanes to turn left onto Pleasant Hill Rd. Turn left onto Bellalago Dr. At the traffic circle, take the 2nd exit and stay on Bellalago Dr. Turn left onto Misty Ln. Turn left onto Windward Oaks Ct.
  • Direction Faces: Northeast

School Information

  • Elementary School: Bellalago Charter Academy (K-8)
  • Middle School: Bellalago Charter Academy (K-8)
  • High School: Liberty High

Community

  • Community Name: 34746 - Kissimmee (West of Town)
  • Community Features: Dock, Private Boat Ramp, Fitness Center, Gated Community - Guard, Playground, Pool, Restaurant, Tennis Court(s)
  • Optional Amenities: Basketball Court, Fitness Center
  • Association: Yes
  • Assoc. Name: First Service Residential
  • Pet Restrictions: Buyers to verify with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 2,678
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,730
  • Lot Size: 9730
  • Street/Road Desc.: Paved

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: $291
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,411.46
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BELLALAGO PB 14 PGS 159-168 LOT 160 29-26-29
  • Flood Zone Info: X
  • APN: 292629264400011600
  • Property ID: 292629264400011600
  • Block/Lot/Section: 1

Listed by Real Broker, Llc

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Listing agents

— 1960 Windward Oaks Ct —

  • Real Broker, Llc

  • Real Broker, Llc

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1960 Windward Oaks Ct

School District:Osceola County School District
NameGradesDistance
Bellalago Academy
3651 Pleasant Hill Road, Kissimmee, FL 34746
6-80.9 mi
Liberty High School
4250 Pleasant Hill Road, Kissimmee, FL 34746
9-122.4 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 1960 Windward Oaks Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/14/2026
Listed
$565,000
242.42%
MLS
3/03/2011
Sold
$165,000
—
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 1960 Windward Oaks Ct

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,411
5%
$208,648
3%
2024
$3,237
2%
$202,768
3%
2023
$3,177
11%
$196,863
12%
2021
$2,871
-1%
$175,594
-3%
2022
$2,900
1%
$180,861
4%
2021
$2,871
7%
$173,170
4%
2018
$2,691
-4%
$166,121
-2%
2019
$2,794
5%
$169,277
4%
2017
$2,658
2%
$162,705
3%
2016
$2,596
-1%
$157,679
1%
2015
$2,627
2%
$156,583
1%
2014
$2,577
1%
$155,341
1%
2013
$2,553
—
$153,046
—
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.

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Listed by Real Broker, Llc

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1960 Windward Oaks Court, Kissimmee, FL 34746 (MLS# O6366143) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 1960 Windward Oaks Court is currently listed for $565,000 and was received on January 14, 2026. Want to learn more about 1960 Windward Oaks 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.

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