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Carolie Northrip
(386) 299-7648
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2507 Winners Circle, Kissimmee, FL 34744

$549,000
New to the Market
BEDS3 BATHS2 full SQUARE FEET1,914 MLS#S5147254
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2507 Winners Circle, Kissimmee, FL 34744
2507 Winners Circle, Kissimmee, FL 34744
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2507 Winners Circle, Kissimmee, FL 34744
2507 Winners Circle, Kissimmee, FL 34744
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2507 Winners Circle, Kissimmee, FL 34744
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2507 Winners Circle, Kissimmee, FL 34744
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2507 Winners Circle, Kissimmee, FL 34744
2507 Winners Circle, Kissimmee, FL 34744

Property Description

Welcome home to 2.5 acres of private Florida living! This charming 3-bedroom, 2-bathroom block home in Kissimmee offers the rare combination of expansive acreage and ultimate convenience, all with NO HOA. Located just moments from Osceola Heritage Park and offering quick access to major thoroughfares, this property is perfectly situated for easy commuting and entertainment. The original owners have meticulously maintained and updated the residence, ensuring move-in readiness. Significant recent improvements include a NEW ROOF in 2018, a NEW 4 TON HVAC SYSTEM with a Ditek Surge Protector installed in 2022, an exterior repaint in 2025, and a new septic pump and service in early 2026. Additionally, enjoy the freshly rescreened porch and new vinyl privacy fencing. The home was also built with Pest Tubes in the walls and filled quarterly.Step inside to find vaulted ceilings and three skylights illuminating the open living areas, which feature a formal living room with a bay window and a cozy family room complete with a wood-burning fireplace. The primary suite offers a private retreat with a double pocket sliding glass door leading to the lanai, and a spacious bath featuring a double vanity, walk-in shower, and soaker tub. The home features a mix of laminate in the bedrooms and living/dining areas and tile in the kitchen and baths for ease of maintenance. Enjoy the tranquil Florida outdoors from the screened lanai, complete with new fans and a durable Chattanooga Rock floor, which provides scenic views of trees and wilderness on your 2.5-acre lot. The back of the home features an extended paver patio perfect for outdoor entertaining. Additionally, if a pool is in your future plans, the second guest bath includes a convenient door leading directly to the patio.

2507 Winners Circle | MLS# S5147254

This single family home located at 2507 Winners Circle, Kissimmee, FL 34744 is currently listed for sale with an asking price of $549,000. This property was built in 1999 and has 3 bedrooms and 2 full baths with 1914 sq. ft. Winners Circle is located in the D S ESTATES subdivision. Search D S ESTATES real estate on cnorthrip.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 2.51 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $2,483
Year Built: 1999
Square Feet: 1,914

Amenities

Ceiling Fans(s)
Rain Gutters

Feature Descriptions

Appliances: Dryer, Microwave, Range, Refrigerator, Washer
Days on Site: 5
Directions: From Osceola Pkwy E: Turn right onto Osceola Pkwy- Turn right onto Co Rd 527/Old Dixie Hwy- Turn left onto Garden St- Turn right onto Michigan Ave- Turn left onto Mill Slough Rd- Turn right onto Denn John Ln- Turn left onto Old Boggy Creek Rd- Turn left o
Exterior: Block, Stucco
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Laminate, Tile
Foundation: Slab
Garage Dimensions: 23x21
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 2.51
Ownership: Fee Simple
Pets Allowed: Yes
Pets Restrictions: ***PLEASE VERIFY ALL COUNTY AND MUNICIPAL ORDINANCES***
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: 24 Hour Notice, Lockbox, ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Electricity Connected, Water Connected
Vegetation: Wooded
Water: Public
Water Access Y/N: No
Zoning: OR1C

Local Schools

High School: Tohopekaliga High School
Middle School: Neptune Middle (6-8)
Elementary School: East Lake Elem

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS REALTY AT THE LAKES
Agency Contact: 407-566-1800

Shown By

Agent Name: Carolie Northrip
Agent Phone: (386) 299-7648
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 3,143.08 per month $2,776.04 Principal & Interest $206.92 Property Tax $160.13 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 04/17/2026. The listing information on this page last changed on 04/17/2026. 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 Fri 04/17/2026 5:51:32 PM EST) or GAMLS (last updated Fri 04/17/2026 5:45:22 PM EST) or Stellar MLS (last updated Fri 04/17/2026 5:36:26 PM EST) or SPC MLS (last updated Fri 04/17/2026 5:45:14 PM EST) or Martin MLS (last updated Fri 04/17/2026 5:48:20 PM EST) or Indian River MLS (last updated Fri 04/17/2026 5:50:44 PM EST) or Daytona MLS (last updated Fri 04/17/2026 5:47:30 PM EST) or Northeast Florida MLS (last updated Fri 04/17/2026 5:49:35 PM EST) or Beaches MLS (last updated Fri 04/17/2026 5:41:37 PM EST) or BORMLS (last updated Fri 04/17/2026 5:39:33 PM EST) or Golden Isles MLS (last updated Fri 04/17/2026 5:46:27 PM EST) or Amelia/Nassau MLS (last updated Fri 04/17/2026 5:50:26 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 04/17/2026 5:47:28 PM EST) or NFLMLS (last updated Fri 04/17/2026 3:16:46 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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