# 2507 WINNERS Circle, Kissimmee, FL 34744 > **TL;DR:** 3bd/2ba single family, $538,000 ($281/sqft), built 1999, 1,914 sqft. > Fireplace, A/C, 2-car garage. Est. $2,877/mo. Listed 210 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $538,000 | | Price/sqft | $281 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,914 | | Year Built | 1999 | | Lot Size | 109,336 sqft (2.51 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 210 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,720 | | Estimated Insurance | $157 | | **Total** | **$2,877** | ## Nearby Schools - **Elementary:** East Lake Elem - **Middle:** Neptune Middle (6-8) - **High:** Tohopekaliga High School ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1999 - 2.51 acre lot - Fireplace ## Description ### Agent Description Now listed below recently appraised value and recent inspection completed! Back on market, no fault of seller, buyer financing fell through. 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, NEW Water Heater 2026, 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. ## Location - **Address:** 2507 WINNERS Circle, Kissimmee, FL 34744 - **County:** Osceola - **Neighborhood:** D S ESTATES - **Coordinates:** 28.309637, -81.341988 - **Google Maps:** https://www.google.com/maps?q=28.309637,-81.341988 ## Virtual Tour & Media - **Video Tour:** https://listings.hmmediaorlando.com/video/qi9JNs5XBLyVrXQc2gvq1B1GRehouekSYkHoK4RbDTU ## Listing Agent - **Name:** Ashley Hellesvig - **Brokerage:** Orlando Kissimmee Realty dba Keller Williams Realty at the Lakes - **Broker Phone:** (407) 962-4242 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/2507-Winners-Cir_Kissimmee_FL_34744_M51992-33823?f=listhub&s=MFRMLSFL&m=S5147254&c=propsimple) ## Photos ![2507 WINNERS Circle - Photo 1](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f4287027400r.jpg) ![2507 WINNERS Circle - Photo 2](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1208911010r.jpg) ![2507 WINNERS Circle - Photo 3](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f3218554550r.jpg) ![2507 WINNERS Circle - Photo 4](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f550586569r.jpg) ![2507 WINNERS Circle - Photo 5](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f3538632355r.jpg) ![2507 WINNERS Circle - Photo 6](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f244312250r.jpg) ![2507 WINNERS Circle - Photo 7](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1090326500r.jpg) ![2507 WINNERS Circle - Photo 8](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1088714670r.jpg) ![2507 WINNERS Circle - Photo 9](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f2982941791r.jpg) ![2507 WINNERS Circle - Photo 10](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f3214871936r.jpg) ![2507 WINNERS Circle - Photo 11](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1781316605r.jpg) ![2507 WINNERS Circle - Photo 12](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f2268785029r.jpg) ![2507 WINNERS Circle - 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Photo 93](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f3843494318r.jpg) ![2507 WINNERS Circle - Photo 94](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f4043846442r.jpg) ![2507 WINNERS Circle - Photo 95](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f2664351281r.jpg) ![2507 WINNERS Circle - Photo 96](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1805761477r.jpg) ![2507 WINNERS Circle - Photo 97](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f3753791249r.jpg) ![2507 WINNERS Circle - Photo 98](http://lh.rdcpix.com/a6222f3b3903ab75219b6ec1ee1af822l-f1728799937r.jpg) --- **MLS#:** S5147254 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/2507-winners-circle-kissimmee-fl-34744-485e773c2f614814be0c5d7d8b162df5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/2507-winners-circle-kissimmee-fl-34744-485e773c2f614814be0c5d7d8b162df5#listing", "url": "https://www.propertysimple.ai/listing/2507-winners-circle-kissimmee-fl-34744-485e773c2f614814be0c5d7d8b162df5", "name": "2507 WINNERS Circle, Kissimmee, FL 34744", "description": "Now listed below recently appraised value and recent inspection completed! Back on market, no fault of seller, buyer financing fell through. 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, NEW Water Heater 2026, 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. 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