1 of 44

Want to see this home?

1950 Windward Oaks Court

KISSIMMEE, FL 34746

4 beds
3 baths
2,813 sqft
9,627 sqft lot
$188 per sqft
2004 build
– on site

Seller will Contribute towards BUYER CLOSING COSTS. Welcome to 1950 Windward Oaks Court, Kissimmee, FL 34746 – Your Dream Home in Bella Lago! Step into this stunning residence located in the heart of the highly sought-after Bella Lago community, where every day feels like a luxurious getaway. Nestled in a serene, gated resort-style neighborhood, this exquisite home offers an unparalleled blend of elegance, comfort, and modern living. Key Features You’ll Love: • Spacious Living: Boasting 2,813 sq. ft. of thoughtfully designed living space, this home offers plenty of room for family gatherings, entertaining, or simply unwinding in style. • Elegant Interiors: The open-concept layout is complemented by high ceilings, large windows that flood the space with natural light, and premium finishes throughout. • Chef’s Kitchen: The gourmet kitchen is a true centerpiece, featuring top-of-the-line appliances, granite countertops, and ample cabinet space to inspire your culinary adventures. • Luxurious Master Suite: Escape to your private retreat with a spa-like ensuite bathroom, walk-in closet, and tranquil views. • Outdoor Paradise: The backyard is a haven of relaxation with lush landscaping and a covered patio, perfect for morning coffees or evening dinners al fresco. Resort-Style Living at Bella Lago: Living here means more than owning a beautiful home – it’s about embracing an extraordinary lifestyle. Enjoy access to a range of amenities, including: • A pristine swimming pool and hot tub • State-of-the-art fitness center • Scenic walking trails and lake access • Tennis courts, playgrounds, and more Prime Location: Situated just minutes from top-rated schools, shopping, dining, and world-famous attractions, this home offers convenience without sacrificing tranquility. Don’t miss the opportunity to make this breathtaking property your forever home. Schedule your private tour today and experience the best of Bella Lago living firsthand. Your dream life awaits at 1950 Windward Oaks Court – Welcome home!

Listing courtesy of STELLAR_MLS / LA ROSA REALTY KISSIMMEE

Last checked: Checking… • Last updated Jul 14, 2025 •

MLS# S5129826 —

This home is listed in more than one place. See it here.

The Building

Year Built:

2004
New Construction:

false
Construction Materials:

Block
Levels:

One
Roof:

Tile
Foundation Details:

Slab
Building Area Total:

2813
Building Area Units:

Square Feet
Building Area Source:

Appraiser

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Ceramic Tile
Fireplace:

false

Room Dimensions

Living Area:

2813
Living Area Units:

Square Feet
Living Area Source:

Appraiser

Location

Directions:

Driving Directions to 1950 Windward Oaks Court, Kissimmee, FL 34746 1. From Orlando International Airport (MCO): Take FL-417 S (Central Florida Greeneway) towards Kissimmee. Use Exit 3 for Osceola Parkway and merge onto W Osceola Parkway. Turn left onto N Poinciana Blvd. Turn right onto Pleasant Hill Road. Continue straight as Pleasant Hill Road becomes Cypress Parkway. Turn left into the Bella Lago gated community. Follow Bella Lago Drive and turn onto Windward Oaks Court. The destination will be on your left. 2. From Downtown Orlando: Head south on I-4 W toward Tampa. Take Exit 68 for FL-535 S toward Kissimmee. Turn right onto FL-535 S/Vineland Road. Merge onto Poinciana Blvd. Turn right onto Pleasant Hill Road. Continue onto Cypress Parkway and turn left into Bella Lago. Drive through the community to Windward Oaks Court.
Latitude:

28.193589
Longitude:

-81.425816
Coordinates:

-81.425816, 28.193589

The Property

Parcel Number:

292629264400011590
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size Acres:

0.22
Lot Size Area:

9627
Lot Size SqFt:

9627
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

OPUD
Direction Faces:

Southeast
View:

false
Exterior Features:

Sidewalk
Water Source:

Public
Road Surface Type:

Paved
Flood Zone Code:

X
Flood Zone Panel:

12097C0235G
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

159
Tax Block:

1
Tax Legal Description:

BELLALAGO PB 14 PGS 159-168 LOT 159 29-26-29
Tax Book Number:

14-159-168
Tax Annual Amount:

$6,869

Beds

Bedrooms Total:

4

Baths

Total Baths:

3
Total Baths:

3
Full Baths:

3

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/S5129826
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Public
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

None

Schools

Elementary School:

Bellalago Charter Academy (K-8)
High School:

Liberty High

The Community

Subdivision Name:

BELLALAGO
Senior Community:

false
Waterview:

false
Water Access:

Pond
Water Access:

true
Waterfront:

false
Pool Private:

false
Pets Allowed:

Yes
Association:

true
Association Fee:

339.7
Association Fee Frequency:

Monthly
Association Fee Requirement:

Required
Monthly HOA Amount:

339.7
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Carport:

false
Covered Spaces:

3

Monthly cost estimate

Asking price

$530,000

Expense	Monthly cost
Mortgage	$2,837
Taxes	$572
Insurance	$145
HOA fees	$340
Utilities	$193 See report
Total	$4,087/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/14/25 Jul 14, 2025	Price Changed	STELLAR_MLS	$530,000	-0.9%
6/27/25 Jun 27, 2025	Listed / Active	STELLAR_MLS	$535,000	114.0% (12.4% / YR)
5/11/25 May 11, 2025	Price Changed	STELLAR_MLS

Want a closer look?

Go see 1950 Windward Oaks Court

Or Call Toll Free 1-800-258-2512

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in 34746

Similar sold homes

This house located in Bellalago, FL 34746 is currently for sale for $530,000. 1950 Windward Oaks Court is a 2,813 square foot house with 4 beds and 3 baths that has been on Estately for 19 days. 1950 Windward Oaks Court is in the Bellalago neighborhood of KISSIMMEE and has a WalkScore® of 1, making it car-dependent. This house is in the attendance area of Bellalago Charter Academy and Liberty High School.

Listing Courtesy of: STELLAR_MLS and LA ROSA REALTY KISSIMMEE.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.