$175,000
1329 Windsor Drive
Kissimmee, FL 34741
Listing updated: June 12, 2026 at 1:16 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history42 days on market
- Status: ActiveMay 1, 2026
- Listed$180,000May 1, 2026
- Price reduced$175,000
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 42
- Subdivision
- Windsor Pines 1 Condo
- County
- Osceola
- Year built
- 1982
- Living area
- 1,290 sq ft
- Price/sq ft
- $136
- Building area
- 1,560 sq ft (Public Records)
- Lot size
- 806 sq ft
- Flood zone
- X (12097C0060G)
- Annual taxes
- $992 (2025)
- Parcel #
- 09-25-29-2371-0001-0180
- Zoning
- KRC1
- MLS #
- O6403991
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Laminate, Tile
- Appliances
- Electric Water Heater, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- South
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Parking features
- Assigned, Ground Level, Guest, Open
HOA & Financial
- HOA fee
- $375 / Monthly
- Monthly HOA
- $375/mo
- Total monthly fees
- $375/mo
- Total annual fees
- $4,500
- HOA name
- Association Management Group of CFL/Melanie Ault
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and or Buyers Agent to verify with County, City, HOA and or Condo Association.
- Approval process
- Buyer and or Buyers Agent to verify with County, City, HOA and or Condo Association.
Exterior & Construction
- Exterior features
- Balcony, Lighting, Rain Gutters, Sidewalk, Sliding Doors
- Construction materials
- Block, Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First | |
| Primary Bathroom | First | |
| Primary Bedroom 2 | First | |
| Bathroom 2 | First |
Listing Details
- Listing date
- 2026-05-01
- On market date
- 2026-05-01
- Original list price
- $180,000
- Occupant type
- Vacant
- MLS area
- 34741 - Kissimmee (Downtown East)
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-01
- Tax legal description
- WINDSOR PINES 1 CB 1 PG 56 UNIT 18
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From 192, North on John Young to Left into Windsor Pines (before Carroll), Right on Surrey.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information 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.
Based on information submitted to the MLS GRID as of June 12, 2026 at 1:16 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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