34744 Homes for Sale — Kissimmee, FL
Every active MLS listing in Kissimmee’s 34744 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Kissimmee, FL (2,887 listings); for the ZIP’s values, taxes and growth see the 34744 housing scorecard.
34744 at a glance
ZIP 34744 is Kissimmee, Osceola County, FL. The numbers below are computed from MLS closings and live listings for every community in the ZIP and refresh with each data pull.
| Where it is | Kissimmee, Osceola County, FL |
|---|---|
| Communities | 279 MLS communities, 88 with 12-month sales data |
| Median sold price, 12 months | $406K (+1.2% year over year) |
| Price per square foot | $215 |
| For sale / under contract now | 128 / 26 |
| Homes sold, 12 months | 296 |
| Days to contract (median) | 33 |
| Months of supply | 6.7 |
| New construction share of sales | 36% |
| Sale-to-original-list | 97.3% |
| By price band (for sale / sold 12 mo / months) | Under $300K: 26 / 39 / 8.0; $300K–$500K: 97 / 230 / 5.1 |
| FEMA flood zone (SFHA) share | about 10% of 123 sampled homes in the ZIP's largest communities sit in a Special Flood Hazard Area |
| Communities with the most sales | TOHOQUA ($406K), KINDRED ($390K), ORANGE GARDENS SEC 04 ($320K), mill run unit 6 ($349K), Oak Run Unit 9 ($350K), Heather Oaks ($390K) |
34744 housing market tracker · all homes for sale in Kissimmee, FL · Osceola County property tax
328 homes are for sale in ZIP 34744 (Kissimmee, FL) right now, from $269,000 to $599,999 for the middle 80%, at a median asking price of $399,945 and $218 per square foot. The typical listing is 1,844 sq ft, built 2016; 87 came on the market in the last 7 days and 16% are new construction.
Newest homes for sale in 34744
Every home for sale in 34744 right now (290)
All 290 active listings in ZIP 34744 with a detail page, newest first, refreshed twice a day from the MLS.
- 1576 Diamond Loop Drive · $419,990 · 4 bd · 2 ba · 1,846 sq ft
- 2794 Holiday Woods Drive · $2,250,000 · 4 bd · 3 ba · 2,970 sq ft
- 2557 Ames Haven Road · $995,900 · 3 bd · 2 ba · 1,782 sq ft
- 1860 Saha Court · $653,400 · 4 bd · 3 ba · 2,869 sq ft
- 1799 Ranger Highlands Road · $549,900 · 4 bd · 3.5 ba · 2,851 sq ft
- 3105 Conrad Ct · $545,000 · 4 bd · 3 ba · 2,716 sq ft
- 2949 Gavin Sky Drive · $540,000 · 4 bd · 2 ba · 1,900 sq ft
- 2647 Rania Lane · $530,000 · 4 bd · 3 ba · 2,431 sq ft
- 2963 Sera Bella Way · $500,000 · 3 bd · 2.5 ba · 2,416 sq ft
- 1945 Howard Mesa Drive · $471,990 · 5 bd · 3 ba · 2,447 sq ft
- 2578 Autumn Peace Drive · $469,500 · 3 bd · 2 ba · 2,056 sq ft
- 1314 Asher Mason Avenue · $465,000 · 3 bd · 2 ba · 1,500 sq ft
- 2153 Serenity Garden Drive · $462,490 · 5 bd · 3 ba · 2,447 sq ft
- 3058 Cadence Sound Lane · $460,000 · 4 bd · 2 ba · 1,848 sq ft
- 1929 Howard Mesa Drive · $460,000 · 5 bd · 3 ba · 2,447 sq ft
- 2608 Lola Lane · $454,313 · 4 bd · 2 ba · 2,059 sq ft
- 3028 Camino Real Drive · $439,995 · 4 bd · 2 ba · 2,259 sq ft
- 1326 Sweetwood Boulevard · $435,000 · 3 bd · 2 ba · 1,571 sq ft
- 2159 Serenity Garden Drive · $421,490 · 4 bd · 2 ba · 1,665 sq ft
- 1464 Riverboat Drive · $419,900 · 3 bd · 2 ba · 1,668 sq ft
- 1733 Felicity Lane · $419,900 · 4 bd · 3 ba · 2,030 sq ft
- 1437 Tawny Ridge Road · $414,900 · 4 bd · 2 ba · 2,038 sq ft
- 1832 Kindle Street · $410,990 · 3 bd · 2 ba · 1,614 sq ft
- 1560 Gladewater Road · $405,000 · 3 bd · 2 ba · 1,680 sq ft
- 2165 Serenity Garden Drive · $403,490 · 3 bd · 2 ba · 1,504 sq ft
- 1921 Howard Mesa Drive · $400,000 · 3 bd · 2 ba · 1,504 sq ft
- 2092 Cross Prairie Parkway · $399,999 · 3 bd · 2.5 ba · 1,826 sq ft
- 1412 Lakeview Avenue · $399,900 · 3 bd · 2.5 ba · 1,888 sq ft
- 2369 Volunteer Avenue · $399,000 · 4 bd · 3 ba · 2,044 sq ft
- 1543 Beechmont Drive · $398,990 · 3 bd · 2 ba · 1,504 sq ft
- 1292 E Lake Shore Boulevard · $390,000 · 3 bd · 2 ba · 1,869 sq ft
- 2916 Casabella Drive · $389,900 · 3 bd · 2 ba · 1,617 sq ft
- 1819 Wild Rye Way · $379,000 · 3 bd · 2 ba · 1,504 sq ft
- 2421 Ruddenstone Way · $375,000 · 3 bd · 2 ba · 1,560 sq ft
- 2502 Crown Ridge Circle · $375,000 · 4 bd · 2 ba · 1,766 sq ft
- 1512 Fernmeadow Street · $360,000 · 3 bd · 2 ba · 1,680 sq ft
- 1865 Southbury Drive · $359,990 · 3 bd · 2.5 ba · 1,553 sq ft
- 4580 Gadwall Drive · $355,000 · 3 bd · 2 ba · 1,651 sq ft
- 2225 Rita Lane · $352,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 1765 Brockridge Road · $350,000 · 3 bd · 2 ba · 1,690 sq ft
- 1852 Summer Serenity Drive · $350,000 · 3 bd · 2.5 ba · 1,815 sq ft
- 2706 Summer Retreat Lane · $347,900 · 2 bd · 2 ba · 1,559 sq ft
- 1799 Partin Terrace Road · $345,000 · 3 bd · 2 ba · 1,676 sq ft
- 1857 Southbury Drive · $341,990 · 3 bd · 2.5 ba · 1,553 sq ft
- 1859 Southbury Drive · $341,990 · 3 bd · 2.5 ba · 1,553 sq ft
- 1861 Southbury Drive · $341,990 · 3 bd · 2.5 ba · 1,553 sq ft
- 1863 Southbury Drive · $341,990 · 3 bd · 2 ba · 1,553 sq ft
- 3625 Late Morning Circle · $340,000 · 4 bd · 2 ba · 1,560 sq ft
- 2352 Ross Street · $315,000 · 3 bd · 2 ba · 1,330 sq ft
- 2591 Aventurine Street · $315,000 · 3 bd · 2.5 ba · 1,562 sq ft
- 2756 Summer Retreat Lane · $310,000 · 3 bd · 2 ba · 1,559 sq ft
- 1178 Jade East Lane · $305,000 · 3 bd · 2 ba · 1,148 sq ft
- 2607 Aventurine Street · $285,000 · 3 bd · 2.5 ba · 1,562 sq ft
- 2548 Hassonite Street · $283,500 · 2 bd · 2.5 ba · 1,385 sq ft
- 1807 Michigan Avenue #B · $145,000 · 2 bd · 2 ba · 1,118 sq ft
- 1582 Sepal Street · $820,000 · 4 bd · 3 ba · 2,384 sq ft
- 3803 Blue Dasher Drive · $450,000 · 5 bd · 2.5 ba · 2,800 sq ft
- 1828 Kindle Street · $416,990 · 3 bd · 2 ba · 1,504 sq ft
- 3192 Dew Court · $335,000 · 4 bd · 2 ba · 2,270 sq ft
- 1883 Cassidy Knoll Drive · $365,000 · 4 bd · 3 ba · 1,846 sq ft
- 1868 Southbury Drive · $463,490 · 4 bd · 2 ba · 1,828 sq ft
- 2631 E Lake Pointe Drive · $449,000 · 4 bd · 2.5 ba · 2,463 sq ft
- 2157 Rj Circle · $370,000 · 3 bd · 2 ba · 1,247 sq ft
- 3162 Harvest Lane · $659,900 · 4 bd · 3 ba · 2,426 sq ft
- 1876 Cassidy Knoll Drive · $495,000 · 5 bd · 3.5 ba · 2,807 sq ft
- 2519 Peace Of Mind Avenue · $495,000 · 4 bd · 3 ba · 2,539 sq ft
- 2617 Rania Lane · $481,320 · 4 bd · 2 ba · 2,059 sq ft
- 1874 Flourish Avenue · $475,000 · 4 bd · 3 ba · 2,151 sq ft
- 2729 Camper Avenue · $75,000 · 2 bd · 2 ba · 403 sq ft
- 1559 Skyline Drive · $650,000 · 4 bd · 3 ba · 2,402 sq ft
- 1850 Palmetto Drive · $550,000 · 4 bd · 3 ba · 3,000 sq ft
- 1450 Silverado Flats Street · $464,900 · 5 bd · 3 ba · 2,674 sq ft
- 2815 Bay Avenue · $195,000 · 2 bd · 2 ba · 840 sq ft
- 2358 Old Dixie Highway · $190,000 · 2 bd · 1 ba · 1,232 sq ft
- 2478 Relaxing Lane · $535,000 · 5 bd · 3 ba · 3,288 sq ft
- 1508 Jenni Lee Court · $444,900 · 3 bd · 3 ba · 2,077 sq ft
- 2425 Ashecroft Drive · $395,000 · 4 bd · 2.5 ba · 1,803 sq ft
- 1847 Southbury Drive · $349,025 · 3 bd · 2.5 ba · 1,553 sq ft
- 2745 Lloyd Lane · $1,549,000 · 5 bd · 3.5 ba · 9,144 sq ft
- 1827 Southfork Drive · $399,999 · 3 bd · 2 ba · 1,516 sq ft
- 1937 Howard Mesa Drive · $395,000 · 3 bd · 2 ba · 1,504 sq ft
- 1845 Southbury Drive · $345,990 · 3 bd · 2.5 ba · 1,553 sq ft
- 225 Southbridge Circle · $342,000 · 3 bd · 2 ba · 1,284 sq ft
- 677 Adriane Park Circle · $575,000 · 4 bd · 2.5 ba · 3,282 sq ft
- 1017 Berkeley Drive · $520,000 · 4 bd · 3.5 ba · 2,620 sq ft
- 422 Janice Kay Place · $505,000 · 4 bd · 2.5 ba · 3,424 sq ft
- 3133 Riachuelo Lane · $499,900 · 4 bd · 3 ba · 2,351 sq ft
- 3184 Queen Alexandria Drive · $389,990 · 3 bd · 2 ba · 1,770 sq ft
- 1103 Brack Street · $368,000 · 5 bd · 3 ba · 1,463 sq ft
- 1320 Oak Grove Court · $355,000 · 3 bd · 2 ba · 1,229 sq ft
- 2986 Siesta View Drive · $489,900 · 6 bd · 4 ba · 2,708 sq ft
- 890 Mcinnis Court · $409,900 · 4 bd · 2.5 ba · 2,407 sq ft
- 2239 Rita Lane · $357,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2229 Rita Lane · $352,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2237 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2235 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2233 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2231 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2223 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2221 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2219 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2217 Rita Lane · $341,990 · 3 bd · 2.5 ba · 1,489 sq ft
- 2723 Summer Retreat Lane · $308,000 · 2 bd · 2 ba · 1,559 sq ft
- 2436 Blowing Breeze Avenue · $506,000 · 4 bd · 3.5 ba · 2,764 sq ft
- 1904 Howard Mesa Drive · $399,997 · 3 bd · 2 ba · 1,504 sq ft
- 1543 Cross Prairie Parkway · $389,900 · 3 bd · 2.5 ba · 1,802 sq ft
- 1608 Mohegan Boulevard · $359,000 · 3 bd · 2.5 ba · 2,016 sq ft
- 1851 Southbury Drive · $357,990 · 3 bd · 2.5 ba · 1,551 sq ft
- 1631 Bitteroot Street · $327,000 · 3 bd · 2.5 ba · 1,814 sq ft
- 3113 Via Otero Drive · $310,000 · 3 bd · 2.5 ba · 1,584 sq ft
- 1856 Kindle Street · $420,705 · 3 bd · 2 ba · 1,614 sq ft
- 1575 Barberry Drive · $408,888 · 4 bd · 2 ba · 1,846 sq ft
- 1933 Howard Mesa Drive · $400,000 · 3 bd · 2 ba · 1,504 sq ft
- 156 Burrell Circle · $599,900 · 4 bd · 5.5 ba · 4,146 sq ft
- 2207 Jessica Lane · $499,900 · 4 bd · 2.5 ba · 1,978 sq ft
- 863 Country Crossing Court · $315,000 · 3 bd · 2 ba · 1,226 sq ft
- 2382 Harbor Town Drive · $269,000 · 3 bd · 2 ba · 1,107 sq ft
- 1733 Bridgets Court · $500,000 · 4 bd · 3 ba · 2,665 sq ft
- 1525 Erin Breeze Lane · $459,000 · 3 bd · 2 ba · 1,704 sq ft
- 1469 Mona Drive · $405,000 · 4 bd · 3 ba · 1,705 sq ft
- 2900 Bonita Circle · $417,990 · 4 bd · 2 ba · 1,941 sq ft
- 2705 Emerald Lake Ct #2705 · $240,000 · 2 bd · 2 ba · 1,240 sq ft
- 1836 Delrose Road · $519,000 · 4 bd · 2 ba · 1,846 sq ft
- 1461 Amanda Road · $429,990 · 3 bd · 2.5 ba · 1,705 sq ft
- 1880 Spring Shower Circle · $349,990 · 2 bd · 2 ba · 1,559 sq ft
- 1925 Howard Mesa Drive · $404,994 · 3 bd · 2 ba · 1,614 sq ft
- 1516 Sunset Pointe Place · $1,775,000 · 5 bd · 6 ba · 4,966 sq ft
- 1850 Chaucer Way · $398,950 · 4 bd · 2 ba · 1,828 sq ft
- 1212 Shawnee Drive · $390,000 · 4 bd · 2 ba · 1,848 sq ft
- 1768 Fulfillment Drive · $349,000 · 3 bd · 2.5 ba · 1,603 sq ft
- 3016 Camino Real Drive · $500,000 · 4 bd · 2 ba · 2,074 sq ft
- 1596 Cross Prairie Parkway · $399,900 · 4 bd · 3 ba · 2,044 sq ft
- 454 Janice Kay Place · $319,900 · 4 bd · 2 ba · 1,960 sq ft
- 2704 Vista Verde Lane · $436,900 · 4 bd · 2.5 ba · 2,128 sq ft
- 1864 Southbury Drive · $481,790 · 5 bd · 3 ba · 2,077 sq ft
- 2345 Southbury · $359,000 · 3 bd · 2.5 ba · 1,553 sq ft
- 1723 Flourish Avenue · $384,500 · 3 bd · 2.5 ba · 1,617 sq ft
- 2012 Bearing Lane · $434,900 · 3 bd · 2.5 ba · 2,633 sq ft
- 4071 Longworth Loop · $418,000 · 3 bd · 2 ba · 1,809 sq ft
- 2994 Gavin Sky Drive · $559,999 · 5 bd · 3.5 ba · 3,057 sq ft
- 2637 Peace Of Mind Avenue · $480,000 · 3 bd · 2 ba · 2,082 sq ft
- 1534 Oak Reserve Drive · $425,000 · 4 bd · 2 ba · 1,846 sq ft
- 2024 Bearing Lane · $459,000 · 4 bd · 2.5 ba · 2,561 sq ft
- 2677 Rania Lane · $440,144 · 4 bd · 2 ba · 1,723 sq ft
- 1702 Walnut Crk Drive · $379,900 · 3 bd · 2 ba · 1,504 sq ft
- 2726 Summer Retreat Lane · $349,900 · 3 bd · 2 ba · 1,559 sq ft
- 1833 Spring Shower Circle · $338,000 · 3 bd · 2 ba · 1,559 sq ft
- 1563 Cross Prairie Parkway · $349,900 · 3 bd · 2.5 ba · 1,802 sq ft
- 1854 Katz Crossing Drive · $329,900 · 3 bd · 2.5 ba · 1,870 sq ft
- 1752 Fulfillment Drive · $314,900 · 3 bd · 2.5 ba · 1,603 sq ft
Showing the newest 150 of 290; the price table and the city hub cover the rest.
Homes for sale in 34744 by price
| Price band | For sale | Share |
|---|---|---|
| Under $200K | 22 | 7% |
| $200K–$300K | 18 | 5% |
| $300K–$400K | 128 | 39% |
| $400K–$500K | 93 | 28% |
| $500K–$750K | 46 | 14% |
| $750K+ | 21 | 6% |
Communities in 34744 with the most homes for sale
- Tohoqua · 44 for sale · median $392,450
- Kindred · 35 for sale · median $379,900
- FISH LAKE Cove · 12 for sale · median $341,990
- Seasons At Big Sky · 6 for sale · median $479,000
- Amber Pointe · 6 for sale · median $284,250
- mill run · 5 for sale · median $394,990
- Robert Bass · 4 for sale · median $246,250
- Heritage Run · 4 for sale · median $330,000
- Eric Estates · 4 for sale · median $232,500
- East Lake Preserve · 4 for sale · median $442,950
- Hilliard Ridg · 3 for sale · median $454,313
- Ashley Cove · 3 for sale · median $599,999
How to read this
Counts and medians are from active MLS listings with a 34744 mailing ZIP as of October 5, 2026; property mix Single-family 71%, Townhouse 17%, Condo 2%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. Other Kissimmee ZIP codes: 34747, 34746, 34758, 34741, 34759, 34743. See also homes for sale in Osceola County. More: Kissimmee condos, Kissimmee townhomes, luxury homes in Kissimmee, new listings this week in Kissimmee.