1329 WINDSOR DRIVE KISSIMMEE FL 34741 MLS #O6403991

1329 WINDSOR DRIVE
KISSIMMEE, FL, 34741
$180,000
2 Beds
2.5 Baths
1,290 SqFt
0.02 Acres
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MLS #O6403991 image #0
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.

Property Details

Price:
$180,000
MLS #:
O6403991
Status:
Active
Beds:
2
Baths:
2.5
Type:
Condo
Subtype:
Condominium
Subdivision:
WINDSOR PINES 1 CONDO
Neighborhood:
34741kissimmeedowntowneast
Listed Date:
May 1, 2026
Finished Sq Ft:
1,290
Total Sq Ft:
1,560
Lot Size:
806 sqft / 0.02 acres (approx)
Year Built:
1982
Pool34741 – Kissimmee (downtown East)34741kissimmeedowntowneastWindsor Pines 1 CondoHighlands ElemKissimmee MiddleOsceola High SchoolBuyer And Or Buyers Agent To Verify With County, City, Hoa And Or Condo Association.1-2 YearsPets Allowed

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Schools

Elementary School:
Highlands Elem
Middle School:
Kissimmee Middle
High School:
Osceola High School

Interior

Appliances
Electric Water Heater, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two

Exterior

Association Amenities
Park, Playground, Pool, Recreation Facilities
Community Features
Association Recreation – Owned, Buyer Approval Required, Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks
Construction Materials
Block, Concrete, Stucco
Direction Faces
South
Exterior Features
Balcony, Lighting, Rain Gutters, Sidewalk, Sliding Doors
Fencing
Fenced
Lot Features
Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Assigned, Ground Level, Guest, Open
Patio And Porch Features
Covered, Rear Porch
Roof
Shingle
Security Features
Smoke Detector(s)

Financial

HOA Fee
$375
HOA Fee Frequency
Monthly
HOA Includes
Common Area Taxes, Community Pool, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Recreational Facilities, Trash, Water
HOA Name
Association Management Group of CFL/Melanie Ault
HOA Phone
(407) 847-9950
Tax Year
2025
Taxes
$992

Map

Community

Subdivisions in KISSIMMEE

Market Summary

Current real estate data for Condo in KISSIMMEE as of May 06, 2026
373
Condo Listed
152
Avg DOM
211
Avg $ / SqFt
$250,721
Avg List Price

Property Summary

    Located in the WINDSOR PINES 1 CONDO subdivision, 1329 WINDSOR DRIVE KISSIMMEE FL is a Condo for sale in KISSIMMEE, FL, 34741. It is listed for $180,000 and features 2 beds, 3 baths, and has approximately 1,290 square feet of living space, and was originally constructed in 1982. The current price per square foot is $140. The average price per square foot for Condo listings in KISSIMMEE is $211. The average listing price for Condo in KISSIMMEE is $250,721. To schedule a showing of MLS#o6403991 at 1329 WINDSOR DRIVE in KISSIMMEE, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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1329 WINDSOR DRIVE
KISSIMMEE, FL
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