Monticello Way, Kissimmee, FL
Everything we know about Monticello 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.
57 homes sit on Monticello Way in Kissimmee, FL (ZIP 34741), built 1917–2015, a typical 2,328 sq ft with 4 bedrooms. 2 are for sale right now from $450,000 to $459,995. 4 closed in the last 12 months at a median of $457,995. Homes that sold since 2023 went for a median $467,500.
For sale on Monticello Way now
Recent sales on Monticello Way
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2817 Monticello Way | $430,990 | 2026-06-03 | 4 / 2.5 | 1,964 |
| 2761 Monticello Way | $485,000 | 2026-03-02 | 4 / 2.5 | 2,328 |
| 2770 Monticello Way | $510,000 | 2026-02-04 | 4 / 2.5 | 2,328 |
| 2749 Monticello Way | $410,000 | 2026-01-27 | 4 / 2.5 | 1,964 |
The homes on Monticello Way
56 single-family, 1 condo/townhome/other. Built by decade: 1910s 1, 2010s 56.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2817 Monticello Way | $430,990 | 2026-06-03 | 2015 | 1,964 |
| 2761 Monticello Way | $485,000 | 2026-03-02 | 2015 | 2,328 |
| 2770 Monticello Way | $510,000 | 2026-02-04 | 2015 | 2,328 |
| 2749 Monticello Way | $410,000 | 2026-01-27 | 2015 | 1,964 |
| 2777 Monticello Way | $515,000 | 2025-08-13 | 2015 | 2,338 |
| 2797 Monticello Way | $420,000 | 2025-05-22 | 2015 | 1,630 |
| 2755 Monticello Way | $392,500 | 2025-04-21 | 2015 | 2,338 |
| 2727 Monticello Way | $640,000 | 2024-01-31 | 2014 | 3,497 |
| 2728 Monticello Way | $450,000 | 2023-05-12 | 2014 | 1,964 |
| 2785 Monticello Way | $524,900 | 2023-03-06 | 2015 | 2,338 |
| 2708 Monticello Way | $500,000 | 2022-08-24 | 2015 | 2,534 |
| 2720 Monticello Way | $460,000 | 2022-05-31 | 2014 | 1,964 |
| 2753 Monticello Way | $490,000 | 2022-04-19 | 2015 | 2,338 |
| 2767 Monticello Way | $445,000 | 2022-02-15 | 2015 | 2,328 |
| 2821 Monticello Way | $520,000 | 2022-01-10 | 2015 | 3,497 |
| 2786 Monticello Way | $405,000 | 2021-11-29 | 2015 | 1,964 |
| 2745 Monticello Way | $410,000 | 2021-11-01 | 2015 | 2,338 |
| 2789 Monticello Way | $370,000 | 2021-06-08 | 2015 | 2,338 |
| 2712 Monticello Way | $370,000 | 2021-06-03 | 2014 | 1,964 |
| 2754 Monticello Way | $360,000 | 2021-05-14 | 2015 | 2,328 |
Communities along Monticello Way
- Preserve At Tapestry · 17 homes on the street
- Preserve/Tapestry · 16 homes on the street
- Preserve At Tapestry · 10 homes on the street
- Preserve/Tapestry · 8 homes on the street
- Preserve/Tapestry · 2 homes on the street
- Preserve/Tapestry · 1 homes on the street
- Tapestry · 1 homes on the street
- Preserve At Tapestry · 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 34741.