Hero
Gallery 2
Gallery 3
Gallery 4
Gallery 5
Gallery 6
Gallery 7
Gallery 8
Gallery 9
Gallery 10
Gallery 11
Gallery 12
Gallery 13
Gallery 14
Gallery 15
Gallery 16
Gallery 17
Gallery 18
Gallery 19
Gallery 20
Gallery 21
Gallery 22
Gallery 23
Gallery 24
Gallery 25
Gallery 26
Gallery 27
Gallery 28
Gallery 29
Gallery 30
Gallery 31
Gallery 32
Gallery 33
Gallery 34
Gallery 35
Gallery 36
Gallery 37
Gallery 38

1329 WINDSOR DRIVE KISSIMMEE, FL 34741

Listed by: SERHANT 786-296-8626 Agent: Shawn Layton 321-514-8055 shawn@serhant.com

update time: 06/27/2026 14:30:19

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.

From 192, North on John Young to Left into Windsor Pines (before Carroll), Right on Surrey.

Property Details

Location

+

Interior Features

+

Exterior Features

+

School

+

Additional Information

+

Nearby Properties

Stellar MLS logoInformation Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-06-27 14:30:19. For issues with IDX contact stdreamer123@gmail.com