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2521 Winners Circle, Kissimmee, FL 34744

$429,999
Pending
BEDS3 BATHS2 full SQUARE FEET1,380 MLS#O6387060
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2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744

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2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744
2521 Winners Circle, Kissimmee, FL 34744

Property Description

Under contract-accepting backup offers. Welcome to 2521 Winners Circle in Kissimmee, a beautifully fully renovated 3-bedroom, 2-bathroom home that perfectly blends privacy, convenience, and opportunity. Situated on an oversized lot, this property offers a rare chance to create something truly special - with the option to acquire two additional contiguous parcels, giving you the space to build the ultimate family compound or expanded investment portfolio.Inside, the home shines with brand-new flooring and a new roof, delivering both modern style and peace of mind for years to come. The thoughtfully updated interior creates a clean, welcoming feel throughout, while the included appliances convey with the sale, making this a true turn-key opportunity for homeowners and investors alike.The location is simply premiere. With quick access to major highways, getting anywhere for a road trip, family outing, or daily commute is effortless. Whether you're heading to Orlando, the coast, or anywhere Central Florida has to offer, you're perfectly positioned.Enjoy being just a short drive from world-famous theme parks, exciting sporting events, and the renowned rodeos and events hosted by KVLS, giving you year-round entertainment and lifestyle opportunities.For residential investors, this property checks every box - fully renovated, turn-key, and ready to generate cash flow from day one.With privacy, expansion potential, and unbeatable access to Central Florida's best attractions, 2521 Winners Circle is a rare offering you won't want to miss.Schedule your showing today - opportunities like this don't last long.

2521 Winners Circle | MLS# O6387060

This single family home located at 2521 Winners Circle, Kissimmee, FL 34744 is currently listed for sale with an asking price of $429,999. This property was built in 2006 and has 3 bedrooms and 2 full baths with 1380 sq. ft. Winners Circle is located in the D S ESTATES subdivision. Search D S ESTATES real estate on samsell.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central
Home Style: Traditional
Lot Size: 0.75 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $2,220
Year Built: 2006
Square Feet: 1,380

Amenities

Kitchen/Family Room Combo
Open Floorplan
Other
Dog Run
Other

Feature Descriptions

Appliances: Cooktop, Microwave, Refrigerator
Days on Site: 8
Directions: FROM TURNPIKE TAKE EXIT FOR LANDSTAR THEN TURN RIGHT ONTO LANDSTAR THEN TURN RIGHT ONTO SIMPSON RD THEN LEFT ONTO WINNERS AND DRIVE TO 2521
Exterior: Block
Fencing: Board
Flood Zone Code: X
Flooring: Laminate
Foundation: Block
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: City Limits, Landscaped, Oversized Lot
Lot Dimensions: 0.75
Ownership: Fee Simple
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box, Call Before Showing
Special Sale Provisions: None
Utilities: Cable Available, Electricity Available
Vegetation: Mature Landscaping, Trees/Landscaped, Wooded
Water: Public
Water Access Y/N: No
Zoning: OR1C

Room Sizes

Living Room: 18x16
Kitchen: 22x12
Primary Bedroom: 15x11
Bedroom 1: 9x10
Bedroom 2: 10x12

Listed By / Shown By

Listed By

Agency Name: PREFERRED REAL ESTATE BROKERS
Agency Contact: 407-440-4900

Shown By

Agent Name: Sam Sell
Agent Phone: (904) 625-6678
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 2,383.94 per month $2,073.52 Principal & Interest $185.00 Property Tax $125.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/14/2026. The listing information on this page last changed on 03/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 03/14/2026 1:16:53 AM EST) or GAMLS (last updated Fri 03/13/2026 11:14:58 PM EST) or Stellar MLS (last updated Sat 03/14/2026 12:58:52 AM EST) or SPC MLS (last updated Fri 03/13/2026 11:20:32 PM EST) or Martin MLS (last updated Fri 03/13/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 03/13/2026 11:30:22 PM EST) or Daytona MLS (last updated Fri 03/13/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Sat 03/14/2026 12:18:41 AM EST) or Beaches MLS (last updated Sat 03/14/2026 1:05:25 AM EST) or BORMLS (last updated Fri 03/13/2026 11:15:57 PM EST) or Golden Isles MLS (last updated Fri 03/13/2026 11:26:30 PM EST) or Amelia/Nassau MLS (last updated Fri 03/13/2026 11:25:18 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 03/13/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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