New Listing - 05/01/2026

$180,000 ($139.53 per sqft)

Est. Mortgage $898/mo *

Quick Pre-Approval

1329 WINDSOR DRIVE, Kissimmee, FL, 34741

1329 WINDSOR DRIVE, Kissimmee, FL, 34741

6 rooms

2 beds

2 Full / 1 Half baths

1982

1,290 sqft

Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.


Status:

Active

Type:

Condo

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside

Complex:

WINDSOR PINES 1 CONDO

Garage:

Assigned, Ground Level, Guest, Open

Heating:

Central, Electric

Cooling:

Central Air

Levels:

2

Common Charge:

$375 Monthly

Acreage:

0.02

Est. Taxes:

$992

HOA Fee

$375

Construction

Block, Concrete, Stucco

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected

Lot Description:

Landscaped, Sidewalk

Amenities:

Park, Playground, Pool, Recreation Facilities

Elementary School:

Highlands Elem

Middle School:

Kissimmee Middle

High School:

Osceola High School

Days on Market:

1

Elevator:

N

Pet Policy:

Yes

Appliances:

Electric Water Heater, Range, Refrigerator

Min Lease Term:

1-2 Years

MLS #:

O6403991


Community Info

School Info

Walk Score

Yelp


Listing courtesy of Serhant 786-296-8626