Rambling Oaks Way, Kissimmee, FL
Everything we know about Rambling Oaks Way in Kissimmee: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
29 homes sit on Rambling Oaks Way in Kissimmee, FL (ZIP 34746), built 2005–2006, a typical 2,862 sq ft with 4 bedrooms. 1 is for sale right now from $459,900. Homes that sold since 2023 went for a median $480,000.
For sale on Rambling Oaks Way now
The homes on Rambling Oaks Way
29 single-family. Built by decade: 2000s 29.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2651 Rambling Oaks Way | $378,000 | 2026-09-04 | 2005 | 2,233 |
| 2901 Rambling Oaks Way | $450,000 | 2026-07-30 | 2005 | 2,862 |
| 2301 Rambling Oaks Way | $520,000 | 2026-05-13 | 2005 | 2,678 |
| 2251 Rambling Oaks Way | $530,000 | 2026-03-26 | 2005 | 2,678 |
| 2425 Rambling Oaks Way | $425,000 | 2025-05-28 | 2006 | 2,918 |
| 2350 Rambling Oaks Way | $480,000 | 2025-02-26 | 2006 | 2,768 |
| 2401 Rambling Oaks Way | $585,000 | 2023-04-27 | 2006 | 3,034 |
| 2550 Rambling Oaks Way | $600,000 | 2022-09-13 | 2005 | 3,560 |
| 2999 Rambling Oaks Way | $380,000 | 2020-07-15 | 2005 | 3,803 |
| 2150 Rambling Oaks Way | $275,000 | 2019-04-04 | 2005 | 2,661 |
| 2751 Rambling Oaks Way | $250,000 | 2017-12-15 | 2005 | 2,749 |
| 2701 Rambling Oaks Way | $249,000 | 2017-06-20 | 2005 | 2,630 |
| 2600 Rambling Oaks Way | $295,000 | 2017-04-08 | 2005 | 2,749 |
| 2374 Rambling Oaks Way | $300,000 | 2017-02-21 | 2006 | 3,034 |
| 2174 Rambling Oaks Way | $195,000 | 2016-05-13 | 2005 | 2,848 |
| 2324 Rambling Oaks Way | $224,500 | 2016-04-20 | 2006 | 2,782 |
| 2250 Rambling Oaks Way | $235,000 | 2015-09-28 | 2005 | 3,248 |
| 2375 Rambling Oaks Way | $239,000 | 2015-07-21 | 2006 | 3,248 |
| 2274 Rambling Oaks Way | $210,000 | 2014-05-30 | 2005 | 2,831 |
| 2500 Rambling Oaks Way | $195,000 | 2014-01-10 | 2005 | 3,034 |
Communities along Rambling Oaks Way
- Oak Hammock Preserve · 12 homes on the street
- Oak Hammock Preserve U2 · 5 homes on the street
- Oak Hammock Preserve · 4 homes on the street
- Oak Hammock Preserve · 2 homes on the street
- Oak Hammock Preserve · 1 homes on the street
- Oak Hammock Preserve · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,084 homes for sale in Kissimmee, homes for sale in 34746.