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$309,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1,854 Sq. Ft.
  • Updated 16 hours ago
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Four bedroom, three full bath single story with 1,854 square feet in The Oaks at Cypress Woods, an established low HOA neighborhood tucked off Cypress Parkway on the Kissimmee side of Poinciana. Homes here sit on real lots with mature trees, and this one has the kind of flexible layout that works for a growing household, remote work, or hosting family from out of town. The property features a 4 bedroom setup with a primary bedroom with a walk-in and a separate built-in closet, and a junior primary bedroom that also has an ensuite full bathroom, an extra sitting room (perfect for gym, sitting room, play room or at home office) and walk-in closet and another built-in closet. The location puts you at the center of everything Poinciana has added in the last few years. Poinciana Lakes Plaza is about a mile down the road with TJ Maxx, Burlington, Petco, and new dining options, and HCA Florida Poinciana Hospital sits right beside it. Valencia College's Poinciana campus is a short drive, and everyday errands stay close with grocery stores and pharmacies along Cypress Parkway and Marigold Avenue. When you need to go farther, the Poinciana Parkway connects you to ChampionsGate and I-4 in about 20 minutes, the theme parks are roughly 35 minutes out, and the Poinciana SunRail station covers the commute into downtown Orlando. Weekends can mean golf close to home or bass fishing on Lake Toho about 15 minutes east. Schools, parks, and community sports fields are all nearby. Schedule your showing today.

Full Property Details for 566 Oak Branch Cir

General

  • Price: $309,900
  • HOA FEE: $90/month
  • Taxes: $1,267 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5155434
  • Updated: 8/15/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, In Garage, Laundry Room, Washer Hookup

Additional Information

  • Shared Amenities: Basketball Court, Park, Playground

Exterior

  • Exterior Features: Private Yard, Sliding Doors
  • Deck/Patio: Covered, Enclosed, Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Porch, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Off Street

Location

  • Area: 34758 - Kissimmee / Poinciana
  • County: Osceola
  • Development Name: 34758 - Kissimmee / Poinciana
  • Subdivision: OAKS AT CYPRESS WOODS REP THE
  • Driving Directions: From John Young Pkwy, south on Pleasant Hill Rd approx. 7.5 mi; continue straight as road becomes Cypress Pkwy; right on Cypress Woods Dr, right on The Oaks, left on Oak Branch Cir; home on right."
  • Direction Faces: Southeast

Community

  • Community Name: 34758 - Kissimmee / Poinciana
  • Community Features: Association Recreation - Lease, Association Recreation - Owned, Community Mailbox, Sidewalks
  • Optional Amenities: Basketball Court, Park, Playground
  • Association: Yes
  • Assoc. Name: Mark Moldando Oaks at Cypress Woods/ Trish Moore
  • Assoc. Fees Include: Cable TV, Internet, Manager

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Public, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Wat

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,854
  • Sq. Ft. Source: Public Records
  • Year Built: 1996

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,710
  • Lot Size: 7710
  • Lot Dimensions: 70 x 110
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Association Fee: $90
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,267.76
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: THE OAKS AT CYPRESS WOODS REPLAT PB 9 PG 15 LOT 15
  • Flood Zone Info: X
  • APN: 122728519600010150
  • Property ID: 122728519600010150
  • Block/Lot/Section: 1

Listed by Exp Realty Llc

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Listing agent

— 566 Oak Branch Cir —

  • Exp Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 566 Oak Branch Cir

School District:Osceola County School District
NameGradesDistance
Koa Elementary School
5000 Koa Street, Kissimmee, FL 34758
PK-51.3 mi
Discovery Intermediate School
5350 San Miguel Road, Kissimmee, FL 34758
6-82.4 mi
Poinciana High School
2300 South Poinciana Boulevard, Kissimmee, FL 34758
9-126 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 566 Oak Branch Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$309,900
194.02%
MLS
1/13/1997
Sold
$105,400
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 566 Oak Branch Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,268
10%
$98,006
3%
2024
$1,153
3%
$95,244
3%
2023
$1,115
4%
$92,470
6%
2021
$1,071
-2%
$87,163
-3%
2022
$1,096
2%
$89,777
4%
2021
$1,071
19%
$85,960
4%
2018
$903
1%
$82,462
2%
2017
$892
3%
$80,766
2%
2016
$870
-12%
$79,105
-6%
2019
$993
14%
$84,028
7%
2015
$873
-19%
$78,556
1%
2014
$1,081
2%
$77,933
1%
2013
$1,058
—
$76,782
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Exp Realty Llc

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566 Oak Branch Circle, Kissimmee, FL 34758 (MLS# S5155434) is a Single Family property with 4 bedrooms and 3 full bathrooms. 566 Oak Branch Circle is currently listed for $309,900 and was received on August 14, 2026. Want to learn more about 566 Oak Branch Circle? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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