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Homes Under $500K Price For Sale in Kissimmee, FL

3,072 Homes
 
2646 San Simeon Way, Kissimmee, FL 34741
  • $489,370
  • 4Bd
  • 3Ba
  • 2,328 Sq Ft
New 2 Hours
1275 Wispy Cypress Dr, Kissimmee, FL 34746
  • $299,000
  • 4Bd
  • 3Ba
  • 1,876 Sq Ft
New 4 Hours
2513 Annacella Ave, Kissimmee, FL 34741
  • $465,000
  • 4Bd
  • 3Ba
  • 2,132 Sq Ft
New 5 Hours
1328 Burnley Ct, Kissimmee, FL 34758
  • $326,000
  • 4Bd
  • 2Ba
  • 1,820 Sq Ft
New 12 Hours
5004 Laguna Bay Cir #54, Kissimmee, FL 34746
  • $220,000
  • 3Bd
  • 2Ba
  • 1,220 Sq Ft
New 13 Hours
5150 Crown Haven Dr, Kissimmee, FL 34746
  • $388,000
  • 4Bd
  • 4Ba
  • 1,782 Sq Ft
New 13 Hours
1868 Southbury Dr, Kissimmee, FL 34744
  • $459,994
  • 4Bd
  • 2Ba
  • 1,828 Sq Ft
New 14 Hours
1763 Leyland Cir, Kissimmee, FL 34746
  • $320,000
  • 3Bd
  • 3Ba
  • 1,463 Sq Ft
New 14 Hours
1755 Leyland Cir, Kissimmee, FL 34746
  • $306,500
  • 3Bd
  • 3Ba
  • 1,463 Sq Ft
New 14 Hours
1759 Leyland Cir, Kissimmee, FL 34746
  • $306,500
  • 3Bd
  • 3Ba
  • 1,463 Sq Ft
New 14 Hours
1904 Howard Mesa Dr, Kissimmee, FL 34744
  • $399,997
  • 3Bd
  • 2Ba
  • 1,504 Sq Ft
New 14 Hours
1751 Leyland Cir, Kissimmee, FL 34746
  • $320,000
  • 3Bd
  • 3Ba
  • 1,463 Sq Ft
New 14 Hours
301 Blue Bayou Dr, Kissimmee, FL 34743
  • $299,900
  • 4Bd
  • 3Ba
  • 2,061 Sq Ft
New 14 Hours
2514 Serenity Garden Dr, Kissimmee, FL 34744
  • $479,560
  • 5Bd
  • 3Ba
  • 2,615 Sq Ft
New 14 Hours
4601 Formby Ct, Kissimmee, FL 34746
  • $429,900
  • 4Bd
  • 2Ba
  • 1,960 Sq Ft
New 16 Hours
2930 Polynesian Isles Blvd #145, Kissimmee, FL 34746
  • $57,000
  • 1Bd
  • 1Ba
  • 300 Sq Ft
New 16 Hours
820 Desert Mountain Ct, Kissimmee, FL 34747
  • $185,000
  • 0.17 Acre
New 18 Hours
2616 Whalebone Bay Dr, Kissimmee, FL 34741
  • $349,900
  • 3Bd
  • 2Ba
  • 1,351 Sq Ft
New 19 Hours
2166 Fleming Mist Pl, Kissimmee, FL 34747
  • $455,000
  • 5Bd
  • 5Ba
  • 2,294 Sq Ft
New 20 Hours
8930 Sydney Ave, Kissimmee, FL 34747
  • $389,000
  • 5Bd
  • 5Ba
  • 2,265 Sq Ft
New 20 Hours
2641 Skyline Loop, Kissimmee, FL 34758
  • $279,900
  • 3Bd
  • 3Ba
  • 1,834 Sq Ft
New 22 Hours
2677 Broadwing St, Kissimmee, FL 34746
  • $439,990
  • 3Bd
  • 3Ba
  • 2,226 Sq Ft
New 22 Hours
821 Savona Pl, Kissimmee, FL 34758
  • $249,900
  • 3Bd
  • 2Ba
  • 1,104 Sq Ft
New 23 Hours
4106 Longworth Loop, Kissimmee, FL 34744
  • $420,000
  • 4Bd
  • 2Ba
  • 1,945 Sq Ft
New 23 Hours
2506 Paradise Cir, Kissimmee, FL 34741
  • $435,000
  • 5Bd
  • 3Ba
  • 2,536 Sq Ft
New 23 Hours
7656 Whisper Way #402, Kissimmee, FL 34747
  • $289,000
  • 3Bd
  • 3Ba
  • 1,630 Sq Ft
New 25 Hours
536 Bristol Cir, Kissimmee, FL 34758
  • $306,900
  • 4Bd
  • 2Ba
  • 1,640 Sq Ft
New 25 Hours
8971 Coco Palm Rd, Kissimmee, FL 34747
  • $440,000
  • 4Bd
  • 3Ba
  • 1,884 Sq Ft
New 25 Hours
2412 Temple Grove Ln, Kissimmee, FL 34741
  • $274,900
  • 3Bd
  • 3Ba
  • 1,423 Sq Ft
New 32 Hours
3047 Rob Way, Kissimmee, FL 34743
  • $385,000
  • 3Bd
  • 2Ba
  • 1,837 Sq Ft
New 35 Hours
3321 Tranquil Trl, Kissimmee, FL 34747
  • $349,000
  • 3Bd
  • 3Ba
  • 1,360 Sq Ft
New 36 Hours
135 Iguala Dr, Kissimmee, FL 34743
  • $374,900
  • 3Bd
  • 2Ba
  • 1,660 Sq Ft
New 37 Hours
308 Evandee Ct, Kissimmee, FL 34758
  • $299,900
  • 5Bd
  • 3Ba
  • 2,280 Sq Ft
New 37 Hours
3545 Bristlecone Ct, Kissimmee, FL 34746
  • $317,000
  • 3Bd
  • 2Ba
  • 1,237 Sq Ft
New 38 Hours
4838 Love Storey Ln, Kissimmee, FL 34746
  • $489,900
  • 5Bd
  • 4Ba
  • 2,168 Sq Ft
New 38 Hours
4276 Barbuda Ln, Kissimmee, FL 34758
  • $475,000
  • 3Bd
  • 4Ba
  • 2,100 Sq Ft
New 38 Hours
2246 Wyndham Palms Way, Kissimmee, FL 34747
  • $420,000
  • 4Bd
  • 3Ba
  • 1,834 Sq Ft
1300 Mako Way, Kissimmee, FL 34741
  • $316,400
  • 3Bd
  • 3Ba
  • 1,758 Sq Ft
New 39 Hours
938 Salerno Ct, Kissimmee, FL 34758
  • $274,900
  • 3Bd
  • 2Ba
  • 1,501 Sq Ft
New 39 Hours
1806 Ironwood Way, Kissimmee, FL 34746
  • $365,000
  • 3Bd
  • 2Ba
  • 1,839 Sq Ft
New 40 Hours
1520 Shady Oak Dr, Kissimmee, FL 34744
  • $485,000
  • 3Bd
  • 2Ba
  • 2,468 Sq Ft
New 40 Hours
4406 Silver Creek St, Kissimmee, FL 34744
  • $439,000
  • 3Bd
  • 3Ba
  • 1,878 Sq Ft
New 42 Hours
5105 Killarney Way, Kissimmee, FL 34746
  • $370,000
  • 4Bd
  • 4Ba
  • 1,649 Sq Ft
New 43 Hours
1485 Rylee Rock Way, Kissimmee, FL 34744
  • $320,000
  • 3Bd
  • 3Ba
  • 1,870 Sq Ft
New 43 Hours
2733 Rivkin Dr, Kissimmee, FL 34758
  • $279,900
  • 3Bd
  • 2Ba
  • 1,402 Sq Ft
New 44 Hours
4870 Clock Tower Dr, Kissimmee, FL 34746
  • $479,000
  • 5Bd
  • 4Ba
  • 2,128 Sq Ft
New 44 Hours
98 Pine Island Cir, Kissimmee, FL 34743
  • $259,900
  • 3Bd
  • 2Ba
  • 1,070 Sq Ft
New 44 Hours
4970 Strand St, Kissimmee, FL 34758
  • $465,000
  • 4Bd
  • 3Ba
  • 1,950 Sq Ft
New 44 Hours
8843 Geneve Ct, Kissimmee, FL 34747
  • $409,990
  • 5Bd
  • 5Ba
  • 2,263 Sq Ft
New 44 Hours
7600 Cabana Ct #301, Kissimmee, FL 34747
  • $280,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
New 44 Hours
1 - 50 of 3,072 Homes for sale in Kissimmee, FL
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Kissimmee, FL real estate market trends

Statistics as of October 2026
$377K
Avg. list price
$204/Sqft
Avg. price/sqft
3,768
Homes for sale
1,818 Sqft
Avg. home size
111 Days
Avg. days on market
Movoto makes it easy to track market trends in Kissimmee, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Kissimmee, FL?
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