2507 WINNERS CIRCLE, KISSIMMEE, Osceola, Residential
- $565,000
- $565,000
Overview
- Single Family Residence
- 3
- 2
- 2
- 1914 Square Feet
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.
Address
Open on Google Maps-
Address: WINNERS
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City: KISSIMMEE
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State/county: Osceola
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Zip/Postal Code: 34744
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Area: D S ESTATES
Details
Updated on May 19, 2026 at 2:59 am-
Property ID S5147254
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Price $565,000
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Property Size 1914 Square Feet
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Land Area 2.51 Acres
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Bedrooms 3
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Bathrooms 2
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Garages 2
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Year Built 1999
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Type Single Family Residence
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Property Status Residential
Additional details
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BathroomsFull 2
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BathroomsHalf 0
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BuildingAreaTotal 2777
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ConstructionMaterials Block, Stucco
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ContractStatusChangeDate 2026-04-12
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Cooling Central Air
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CoveredSpaces 2
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CumulativeDaysOnMarket 5
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DaysOnMarket 5
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DirectionFaces Southwest
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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 onto Fortune Rd- Use the middle lane to turn left onto Simpson Rd- Continue on Winners Cir to your destination- Turn right onto Winners Cir- Turn left- Destination is on your left
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ElementarySchool East Lake Elem
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FireplaceFeatures Wood Burning
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Flooring Laminate, Tile
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FoundationDetails Slab
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Furnished Unfurnished
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Heating Central
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HighSchool Tohopekaliga High School
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Laundry Room
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LeaseConsideredYN 1
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Levels One
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ListAOR Osceola
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ListAgentAOR Osceola
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ListAgentEmail ashleyhellesvig@kw.com
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ListAgentFullName Ashley Hellesvig
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ListAgentKey 5ec2117cadc5a5f1e5247580381d5100
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ListAgentMlsId 272561544
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ListAgentPreferredPhone 407-488-7182
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ListOfficeKey 679cd31abdf7d5ce2741aa69a955841d
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ListOfficeMlsId 272550027
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ListOfficeName KELLER WILLIAMS REALTY AT THE LAKES
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ListOfficePhone 407-566-1800
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ListingContractDate 2026-04-05
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ListingKey 25e2afe5cd7a8fcb04ddc318520da952
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ListingTerms Cash, Conventional, FHA, VA Loan
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LivingAreaSource Public Records
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LotSizeArea 2.513
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LotSizeSquareFeet 109466
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MLSAreaMajor 34744 - Kissimmee
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MiddleOrJuniorSchool Neptune Middle (6-8)
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MlsStatus Active
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ModificationTimestamp May 19, 2026 at 12:28am
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OnMarketDate 2026-04-12
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OriginalEntryTimestamp April 9, 2026 at 05:47pm
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OriginalListPrice 549000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 172530292100010010
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PetsAllowed Yes
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PhotosChangeTimestamp April 12, 2026 at 02:10pm
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PhotosCount 98
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PostalCode 34744
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PostalCodePlus4 3980
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PriceChangeTimestamp May 19, 2026 at 12:28am
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RoadSurfaceType Paved
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Roof Shingle
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RoomsTotal 3
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Sewer Septic Tank
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SourceSystemKey 786817730
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp May 19, 2026 at 12:28am
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StreetName WINNERS
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StreetNumber 2507
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StreetNumberNumeric 2507
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StreetSuffix CIRCLE
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TaxAnnualAmount 2483
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TaxBlock 1
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TaxBookNumber 10-184
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TaxLegalDescription DS ESTATES PB 10 PG 184 LOT 1
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TaxLot 1
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TaxYear 2025
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Utilities Cable Available, Electricity Connected, Water Connected
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WaterSource Public
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Zoning OR1C
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