Google satellite image for 1950 Windward Oaks Ct, Kissimmee, FL 34746

Off market feb 2026 for $485K

$513,682

Est. refi paymentEst. refi $3,449/mo

•

2,813

sq ft

1950 Windward Oaks Ct, Kissimmee, FL 34746

About this home

Welcome to your dream home in BellaLago! Featuring 4 spacious bedrooms, 3 full bathrooms & over 2,813 sqft of meticulously designed living space. Ground floor offers 3 bedrooms and a bonus bedroom upstairs that can be used as a bedroom, movie theater, playroom or office space. Brand new stainless steel appliances, granite countertops, open floor plan and sleek tile floor throughout. Modern finishes in all the bathrooms and bedrooms. Beautiful lake view with a screened in porch. Resort-style amenities such as pickleball, tennis, swimming pools, two fitness centers, a dog park, a little ones splash pad & playgrounds, and a restaurant on the lake. 24-hour guard gated community, 25 minutes from Disney and 35 minutes from the Orlando airport.

Single-familyProperty Type

2004Year Built

$183Est. Price/Sq.Ft.

3 car garageParking

Listed by Amanda Goldberg • Open to Close Realty

Bought with Non RMLS Selling Agent

Redfin checked: a minute ago

•Source:Beaches MLS #F10512183

Redfin Estimate

$513,682

$29K since sold in February 2026$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.7% lower than the average sale price ($545K) of 6 comparable homes.

SOLD MAY 12, 2026
$460,000
A
4 beds2.5 baths2,678 sq ft
1960 Windward Oaks Ct, Kissimmee, FL 34746
SOLD AUG 14, 2026
$595,000
B
4 beds3 baths2,724 sq ft
3549 Somerset Cir, Kissimmee, FL 34746
SOLD JAN 30, 2026
$507,000
C
4 beds3 baths2,724 sq ft
1761 Windward Oaks Ct, Kissimmee, FL 34746
SOLD JUL 3, 2026
$650,000
D
4 beds4 baths3,340 sq ft
3544 Sunset Isle Blvd, Kissimmee, FL 34746
SOLD MAY 11, 2026
$635,000
E
4 beds3 baths2,810 sq ft
3722 Eagle Isle Cir, Kissimmee, FL 34746
SOLD SEP 4, 2026
$420,000
F
4 beds3 baths2,430 sq ft
2780 Rialto Ct, Kissimmee, FL 34746

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Earn from this home

Sell

$98,112

Est. take-home

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Refinance

Est. cash available

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Rent

$3,019/mo

Redfin rental estimate

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Market trends in 34746, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

97.0%

0.1% MoM

Median sale price

$384K

$487 MoM

Avg. days on market

85d

22 days MoM

Recently sold homes

292

26 MoM

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2007 Forage Dr, Kissimmee, FL 34746
NEW 6 HRS AGO
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4 beds2 baths2,237 sq ft
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NEW 27 HRS AGO
$825,000
9 beds5 baths3,994 sq ft
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See all

Provided by Redfin

Sale history for 1950 Windward Oaks Ct

Date

Event

Price

Beaches MLS #F10512183

Feb 27, 2026

Sold

$485,000

$172/sq ft

Jun 27, 2025

Listed

$499,000

$177/sq ft

Stellar MLS as Distributed by MLS Grid #S5050643

Jul 12, 2021

Sold

$345,000

$123/sq ft

May 19, 2021

Pending

—

May 14, 2021

Listed

$339,900

$121/sq ft

Stellar MLS as Distributed by MLS Grid #S5013494

Mar 20, 2019

Sold

$272,000

$97/sq ft

Mar 5, 2019

Pending

—

Feb 11, 2019

Listed

$286,900

$102/sq ft

Stellar MLS as Distributed by MLS Grid #O5422703

Apr 28, 2016

Sold

$250,000

$89/sq ft

Mar 27, 2016

Pending

—

Mar 12, 2016

Relisted

—

Mar 7, 2016

Contingent

—

Feb 25, 2016

Listed

$250,000

$89/sq ft

Public Records

Dec 3, 1999

Sold

$42,500

$15/sq ft

Public Records

Dec 3, 1999

Sold

$8,075,600

$2,871/sq ft

Public Records

Oct 6, 1999

Sold

$1,787,200

$635/sq ft

Public Records

Jan 5, 1981

Sold

$771,000

$274/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,920 (+0.7%)

$90,000 + $328,300

$418,300

2024

$6,869 (+6.6%)

$90,000 + $328,300

$418,300

2023

$6,442 (+13.7%)

2022

$5,665 (+16.6%)

2021

$4,857 (+2.9%)

$46,000 + $225,900

$271,900

2020

$4,722 (+24.4%)

$46,000 + $225,900

$271,900

2019

$3,796 (+3.0%)

$43,700 + $218,300

$262,000

2018

$3,686 (−2.5%)

2017

$3,781 (−10.4%)

$27,600 + $206,700

$234,300

2016

$4,218 (+1.1%)

$27,600 + $206,700

$234,300

2015

$4,174 (+47.9%)

$27,600 + $193,100

$220,700

2014

$2,822 (+0.8%)

2013

$2,799 (+3.7%)

2012

$2,697

$23,000 + $154,400

$177,400

Tax history for 1950 Windward Oaks Ct

Year

Property tax

Land + Additions

Assessment*

2025

$6,920 (+0.7%)

$90,000 + $328,300

$418,300

2024

$6,869 (+6.6%)

$90,000 + $328,300

$418,300

2023

$6,442 (+13.7%)

2022

$5,665 (+16.6%)

2021

$4,857 (+2.9%)

$46,000 + $225,900

$271,900

2020

$4,722 (+24.4%)

$46,000 + $225,900

$271,900

2019

$3,796 (+3.0%)

$43,700 + $218,300

$262,000

2018

$3,686 (−2.5%)

2017

$3,781 (−10.4%)

$27,600 + $206,700

$234,300

2016

$4,218 (+1.1%)

$27,600 + $206,700

$234,300

2015

$4,174 (+47.9%)

$27,600 + $193,100

$220,700

2014

$2,822 (+0.8%)

2013

$2,799 (+3.7%)

2012

$2,697

$23,000 + $154,400

$177,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

9,627 Sq. Ft.

Year renovated

2004

Sq. Ft.

2,813

Year built

2004

Style

Single Family Residential

County

Osceola County

APN

292629264400011590

Parking Spaces

Basement

Accessible

HOA Dues

$364 /month

Garage

Yes

Features

Views, Waterfront, Pool

Last updated by owner on Jun 4, 2026.

Property details

Parking

Parking Information
Has Garage
Garage Spaces: 3
Attached Garage: Yes
Covered Spaces: 3
Parking Features: Driveway, Paver Block, Garage, Attached Garage, Attached

Interior

Virtual Tour Information

Bathroom Information
Bathrooms Full: 3
Bathrooms Total Integer: 3
Main Level Bathrooms: 2

Bedroom Information
Main Level Bedrooms: 4

Interior Features
Interior Features: Kitchen Island
Appliances: Dishwasher, Electric Range, Microwave, Refrigerator
Furnished: Unfurnished
Flooring: Tile

Exterior

Building Information
Stories Total: 2
Construction Materials: CBS

Exterior Features
Patio And Porch Features: Porch - Screened, Porch
Roof: Barrel
Entry Location: First Floor Entry,Kitchen Island
Entry Level: 1

Property Information
Property Sub Type: Single Family Residence
Levels: Two
Property Condition: Resale
Living Area: 2,813

Lot Information
Waterfront YN: Yes
Waterfront Features: None

Financial

Tax Information
Tax Annual Amount: $6,869
Tax Year: 2024
Parcel Number: 292629264400011590

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer

Heating & Cooling
Has Heating
Heating: Central
Has Cooling
Cooling: Central Air

Location

Multi-Family Financial Information
Pets Allowed: Yes, No Restrictions

HOA Information
Has Association
Association Amenities: Clubhouse, Fitness Center, Pool, Pickleball Court(s)
Association & Fees: HOA Amt (Monthly): 340
Association Fee Payment Frequency: Monthly

Location Information
Direction Faces: Southeast
Directions: GPS

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,813
Stories: 2.0
Parking Spaces: 3
Basement: No
Accessible: No
Lot Size: 9,627 square feet
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2004
County: Osceola County
APN: 292629264400011590
HOA Dues: $364/month
Garage: Yes
Features: Views, Waterfront, Pool

Home facts updated by owner on Jun 4, 2026

Around this home

Schools

Bellalago Academy

Charter PreK-8 • Assigned • 0.9mi

5/10

Liberty High School

Public PreK-12 • Assigned • 2.4mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Kissimmee, FL • 34746

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$488,000 – $591,000

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New listings for sale in 33848

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NEW 9 HRS AGO

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NEW 24 HRS AGO

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4708 Windwood Dr, Kissimmee, FL 34746

NEW 25 HRS AGO

$389,987

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2546 Davenport Cir, Kissimmee, FL 34746

NEW 27 HRS AGO

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Home values near 1950 Windward Oaks Ct

Data from public records.

Address	Redfin Estimate
1941 Windward Oaks Court, Kissimmee, FL 4 Beds \| 3 Baths \| 2630 Sq. Ft.	$406,056
1891 Windward Oaks Court, Kissimmee, FL 4 Beds \| 3 Baths \| 2631 Sq. Ft.	$442,107

Address	Redfin Estimate
1911 Windward Oaks Court, Kissimmee, FL 4 Beds \| 3 Baths \| 2724 Sq. Ft.	$438,157
1930 Windward Oaks Court, Kissimmee, FL 4 Beds \| 4 Baths \| 3340 Sq. Ft.	$542,856

Address	Redfin Estimate
1951 Windward Oaks Court, Kissimmee, FL 3 Beds \| 3 Baths \| 2310 Sq. Ft.	$394,599
1940 Windward Oaks Court, Kissimmee, FL 4 Beds \| 3 Baths \| 2724 Sq. Ft.	$512,153

Property information provided by Beaches MLS when last listed in 2025. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34746, FL

Sale history for 1950 Windward Oaks Ct

Tax history for 1950 Windward Oaks Ct

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33848

Home values near 1950 Windward Oaks Ct

More real estate resources