2507 WINNERS CIRCLE Kissimmee, FL $ 549,000
2507 WINNERS CIRCLE
$ 549,000
Recently Listed
Share Save

2507 WINNERS CIRCLE

Kissimmee, FL, 34744
$ 549,000
Bedrooms3 Baths2.0 Sq 1,914

Monthly Estimate*

$ 3,380

2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 1
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 2
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 3
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 4
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 5
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 6
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 7
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 8
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 9
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 10
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 11
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 12
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 13
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 14
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 15
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 16
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 17
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 18
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 19
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 20
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 21
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 22
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 23
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 24
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 25
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 26
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 27
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 28
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 29
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 30
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 31
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 32
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 33
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 34
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 35
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 36
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 37
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 38
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 39
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 40
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 41
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 42
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 43
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 44
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 45
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 46
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 47
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 48
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 49
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 50
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 51
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 52
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 53
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 54
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 55
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 56
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 57
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 58
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 59
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 60
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 61
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 62
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 63
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 64
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 65
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 66
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 67
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 68
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 69
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 70
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 71
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 72
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 73
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 74
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 75
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 76
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 77
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 78
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 79
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 80
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 81
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 82
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 83
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 84
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 85
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 86
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 87
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 88
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 89
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 90
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 91
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 92
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 93
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 94
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 95
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 96
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 97
2507 WINNERS CIRCLE, Kissimmee, FL 34744 - Image 98
View a Virtual Tour

Single Family Home for sale in Kissimmee, FL

for $549,000 with 3 bedrooms and 2 full baths. This 1,914 square foot home was built in 1999 on a lot size of 2.51.

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.

See more

Single Family Active

Price

$ 549,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 2,483

Style

Single Family Residence

Lot Size

2.51

Year Built

1999

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

S5147254

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities Cable Available Electricity Connected Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dryer Microwave Range Refrigerator Washer
Zoning OR1C
Garage Spaces 2
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1999
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name D S ESTATES
Facing Direction Southwest
Garage Y/N true
Total Rooms 3
Full Baths 2
Status Active
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
High School Tohopekaliga High School
City KISSIMMEE
Senior Community Y/N false
MLS Area 34744 - Kissimmee
Lot Size Units Acres
Lot Size Square Feet 109466
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School East Lake Elem
Land Lease Y/N false
Tax Annual Amount 2483
Middle/Junior High School Neptune Middle (6-8)
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://listings.hmmediaorlando.com/video/qi9JNs5XBLyVrXQc2gvq1B1GRehouekSYkHoK4RbDTU https://listings.hmmediaorlando.com/2507-Winners-Cir-Kissimmee-FL-34744-USA?mls=
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1
Legal Description DS ESTATES PB 10 PG 184 LOT 1
Minimum Lease 1-7 Days
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Ceiling Fan(s)
Flooring Laminate Tile
Furnished Y/N Unfurnished
Fireplace Features Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 3
Total Baths 2
See more
Exterior
Exterior Amenities Rain Gutters
Vegetation Wooded
Water Source Public
Lot Size Area 2.513
Foundation Details Slab
Building Area Total 2777
Lot Size Acres 2.51
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
See more
* Excluded Features
List By
Keller Williams Realty At The Lakes

Broker

ashleyhellesvig@kw.com

Email

Affordability Calculator

$3,587
Per Month
94%
6%
0%
Monthly Principal & Interest
$3,380
Monthly Property Taxes
$207
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Tohopekaliga High School High School High School
Pricing History
DatePricePrice ChangeDescription
4/12/2026$549,000 Listed Price

Map


See all

2507 WINNERS CIRCLE, Kissimmee, FL, 34744 is a Single Family Home for sale at $549,000 with 1,914 sqft and a lot size of 2.51. 2507 WINNERS CIRCLE has 3 bedrooms, 2.0 baths, and was built in 1999. The property's zip code is 34744 which is in Kissimmee, FL