Up to $5k lender credit with preferred lender on this listing! 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.
For sale
$309,900
566 OAK BRANCH CIRCLE, KISSIMMEE, FL 34758
4beds
1,854sqft
Single Family Residence
Built in 1996
7,710 Square Feet Lot
$307,400 Zestimate®
$167/sqft
$111/mo HOA
What's special
Mature treesFlexible layoutWalk-in closetBuilt-in closet
- 24 days
- 538
- 21
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jason Braddock 330-235-3207,
EXP REALTY LLC 888-883-8509
Source: Stellar MLS,MLS#: S5155434
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Great Room
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Bedroom 4
- Features: Built-in Closet
- Level: First
Primary bathroom
- Features: Dual Sinks, Shower No Tub, Water Closet/Priv Toilet, Walk-In Closet(s)
- Level: First
Bathroom 2
- Features: Single Vanity, Tub With Shower
- Level: First
Bathroom 3
- Features: Single Vanity, Tub With Shower, Linen Closet
- Level: First
Balcony porch lanai
- Level: First
Bonus room
- Features: Built-in Closet
- Level: First
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, In Garage, Laundry Room, Washer Hookup
Features
- Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,727
- Total interior livable area: 1,854 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, Off Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x21
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Porch, Rear Porch, Screened
- Exterior features: Private Yard
- Fencing: Vinyl
Lot
- Size: 7,710 Square Feet
- Dimensions: 70 x 110
- Features: Cleared, Level
Details
- Parcel number: 122728519600010150
- Zoning: OPUD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Public, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Water Connected
Community & HOA
Community
- Features: Association Recreation - Lease, Association Recreation - Owned, Community Mailbox, Sidewalks
- Pet fee: $0 monthly
- Subdivision: OAKS AT CYPRESS WOODS REP THE
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Park, Playground
- Services included: Cable TV, Internet, Manager
- HOA fee: $111 monthly
- HOA name: Mark Moldando Oaks at Cypress Woods/ Trish Moore
- HOA phone: 863-427-0900
- Second HOA name: Poinciana Association Village
- Second HOA phone: 863-427-0900
Location
- Region: Kissimmee
Financial & listing details
- Price per square foot: $167/sqft
- Tax assessed value: $264,300
- Annual tax amount: $1,267
- Date on market: 8/14/2026
- Cumulative days on market: 25 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
$307,400
$292,000 - $323,000
$2,138/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2026 | Listed for sale | $309,900+194%$167/sqft |
Source: | ||
| 1/13/1997 | Sold | $105,400$57/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,268 +10% | $264,300 +0.1% |
| 2024 | $1,153 +3.4% | $264,000 +0.9% |
| 2023 | $1,115 +1.8% | $261,600 +26.3% |
| 2022 | $1,096 +2.2% | $207,100 +30.4% |
| 2021 | $1,071 +4.2% | $158,800 +6.1% |
| 2020 | $1,028 +3.5% | $149,600 +7.1% |
| 2019 | $993 | $139,700 +69.4% |
| 2018 | $993 +10% | $82,462 +2.1% |
| 2017 | $903 +1.2% | $80,766 +2.1% |
| 2016 | $892 +2.5% | $79,105 +0.7% |
| 2015 | $870 -19.5% | $78,556 +0.8% |
| 2014 | $1,081 | $77,933 +1.5% |
| 2013 | -- | $76,782 +1.7% |
| 2012 | -- | $75,499 +3% |
| 2011 | -- | $73,300 -2% |
| 2010 | -- | $74,800 -14% |
| 2009 | -- | $87,000 -46.9% |
| 2008 | -- | $163,700 -14% |
| 2007 | -- | $190,400 +13.8% |
| 2006 | -- | $167,300 +37% |
| 2005 | -- | $122,100 +17.7% |
| 2004 | -- | $103,700 |
| 2003 | -- | $103,700 +1.7% |
| 2002 | $1,665 +1.5% | $101,989 +1.4% |
| 2001 | $1,640 +2.1% | $100,558 +4.4% |
| 2000 | $1,606 | $96,339 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 34758
Nearby schools
Schools provided by the listing agent
- Elementary: Koa Elementary
- Middle: Discovery Intermediate
- High: Poinciana High School
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






