- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
895 Properties Available In Kissimmee
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![703 LEONARDO CT, Kissimmee, FL 34758](https://img.chime.me/imageemb/mls-listing/586/MFRO6246916/a1c5a631/1729439170/w600_original_BMBRDsIgDADQE0FZx6R4AP_88QaFMpyxbrEkJp5-7znGYVcAmz0r__cP_8zXXUHf1r-bwKbcm8H99kgzhYCYE0hIl8LSXI0xu0hELmNdXBGcVhJcyzL519H6GQAA__8-jpg.webp)
$315,000
703 LEONARDO CT, Kissimmee, FL 34758
Listed by AGENT TRUST REALTY CORPORATION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![540 GRAND CANAL DR, Kissimmee, FL 34759](https://img.chime.me/imageemb/mls-listing/586/MFRG5087894/81c5d355/1727991970/w600_original_BMBRDoIwDAbgE21lbBXrAXzzxRvUnzoxVoglMfH0fo993-JEFDWr62996zcyVid_Rf8sMy2u3YIu5-tUj0OTiQthKFoMSM2EUztAkjAjyQwZuSrG-y0_N-v_AAAA__8-jpg.webp)
$255,000
540 GRAND CANAL DR, Kissimmee, FL 34759
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2310 PRIME CIR #A, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6246657/11ce2f98/1728324088/w600_original_BMBRDsIgDAbgE0EHxQAewDdfvMHfrcEZ6xa7xMTT73sex-5XIucIw3_74Odx3ozs7eO7LrQahjrdb4_KtXMvtdMkmVPCJQg0hYLWAjS3sEzgNrMUzRJfu44zAAD__w-jpg.webp)
$250,000
2310 PRIME CIR #A, Kissimmee, FL 34746
Listed by MARKET CONNECT REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4301 PRESIDIO WAY, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6246375/9e7553c0/1733367671/w600_original_BMBRDsIgDAbgE0HRMn_0AL754g3K6HDGusWSmHh6v8cYu1-InKOY_La3fD3Om5G9vH_WRqtJV6fb9Q5GQZomphMWxRkILHkOWbCEWg41QFvjY6q5JI7PXfs_AAD__w-jpg.webp)
$449,000
4301 PRESIDIO WAY, Kissimmee, FL 34746
Listed by WRA BUSINESS & REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4806 MARCOS CIR, Kissimmee, FL 34758](https://img.chime.me/imageemb/mls-listing/586/MFRO6246625/b900839d/1736214424/w600_original_BMBRDsIwCADQE7UE2QZ4AP_88QasrXVG3CJNTDy97zHGEWeAoGxuv_1t38hld_BX9M9WYXPrLeB6uTGxEgkiVGYx1pLKUtc0TfclaUNJeJpJcUbRVfLzaP0fAAD__w-jpg.webp)
$2,395
4806 MARCOS CIR, Kissimmee, FL 34758
Listed by PREMIUM PROPERTIES REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2600 SHORTLEAF, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRV4938761/902b5af4/1729621870/w600_original_BMBRDsIwCADQE7U0AtJ6AP_88QbIujojbpElJp5-77nvW1wAArO6_teP_iLb6uDvGN9lgsV19IDb9S4owq0QA9mstakkLCdJxHZOtVhPbKilCs1Te-TX1scRAAD__w-jpg.webp)
$492,000
2600 SHORTLEAF, Kissimmee, FL 34746
Listed by UNITED REAL ESTATE PREFERRED
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2747 MERRIEWEATHER LN, Kissimmee, FL 34743](https://img.chime.me/imageemb/mls-listing/586/MFRO6242525/ca2af61f/1736214723/w600_original_BMBRDsIgDADQE0GhdIx5AP_88QZNqThj3WKXmHj6vedx7H4B8BLZ-L99-OdRNgN7-_iuHVbjoQ63630utU0TNgRMnCVjD1llCfSgFBYpPShVEp5r4tTia9dxBgAA__8-jpg.webp)
$310,000
2747 MERRIEWEATHER LN, Kissimmee, FL 34743
Listed by DOUGLAS EDMUND REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2078 CYPRESS BAY BLVD, Kissimmee, FL 34743](https://img.chime.me/imageemb/mls-listing/586/MFRS5112934/0f271c5a/1730249169/w600_original_BMBRDsIgDADQE5VCmbJ6AP_88QalMJyxbrFLTDy973Ecu18QPQcx-W1v-XrQzdBePj5rw9VkdMfb9V5ymSgmOiEpceVlBm2pwlSbAktcIDPHpF3ORefw3Pv4BwAA__8-jpg.webp)
$304,900
2078 CYPRESS BAY BLVD, Kissimmee, FL 34743
Listed by KEN BAKER REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1897 GOBI DR, Kissimmee, FL 34747](https://img.chime.me/imageemb/mls-listing/586/MFRS5113115/286fd5e6/1736213725/w600_original_BMBRDsIgDAbgE0EtBco8gG--eIPfjeCMdYtdYuLp_R7HsfuZyCXC8Nve-HqcNyN7-fisC62G0Z2ul5uK1lKKMDFaAlINrbOGXJuEKWcOy51xwiycdIrPvY9_AAAA__8-jpg.webp)
$660,000
1897 GOBI DR, Kissimmee, FL 34747
Listed by MULTI CHOICE REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2706 GRAND HARBOUR CT, Kissimmee, FL 34747](https://img.chime.me/imageemb/mls-listing/586/MFRS5113205/90cc5818/1727741743/w600_original_BMBRDoIwDAbgE20d-ZGCB_DNF2_QbXRirBC7xMTT8z17P_xK5Ihi8t8_8vNYdiN7e_tulTaTtjrdbw8G8yWNmIlLhaaqQec8hVFRQs6KMFSGTMsyJCC-jrWdAQAA__8-jpg.webp)
$649,000
2706 GRAND HARBOUR CT, Kissimmee, FL 34747
Listed by EXP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1049 LAKE BERKLEY DR, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRS5113122/4b64b0df/1736213561/w600_original_BMBRDoIwDADQE221tFL0AP754w260U2MFWJJTDw977nvW1wBgrK6_teP_iLX1cHf0b_LDItrt4D77SEk44gyMaANauc2JW5YEmOjdClsSYoxVeahzqf82qwfAQAA__8-jpg.webp)
$580,000
1049 LAKE BERKLEY DR, Kissimmee, FL 34746
Listed by DALTON WADE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4853 EDENSBRIDGE LN, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6245031/764911f7/1727703071/w600_original_BMBRDsIwCADQE7Ws0jrwAP754w3IhDojbpEmJp5-7znGHheAwCwu_-0jv8jL5uDv6N_1AatL14Db9T7j3LBQPUE722QNS2I1TZUnSsxUUqWFpJmgVs2vXfsRAAD__w-jpg.webp)
$365,000
4853 EDENSBRIDGE LN, Kissimmee, FL 34746
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![411 BLACKBIRD WAY, Kissimmee, FL 34759](https://img.chime.me/imageemb/mls-listing/586/MFRO6244524/4a998ef8/1736214527/w600_original_BMBRDsIgDADQE0FRGG09gH_-eIM6Cs5Yt9glJp5-77nvm18APEcx-a8f-XmcVwN7-_guDRaToQ636x0zlhOmXIFZkOfzI1CvPZQ6USDtFGrR1FqmhDzF16bjCAAA__8-jpg.webp)
$1,600
411 BLACKBIRD WAY, Kissimmee, FL 34759
Listed by MAINFRAME REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![969 PARK TERRACE CIR, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6245586/21159595/1729622772/w600_original_BMBLDoIwEAbgE7XTUPRHD-DOjTco86gYR4hDYuLp-Z77vsWVKGpu3v7rp_0i8-rk7-jfRWjx1jXofnug4gxgrHRSZsNwSTCWNE4z0lRnJCvFIEMRKZpfm_YjAAD__w-jpg.webp)
$234,900
969 PARK TERRACE CIR, Kissimmee, FL 34746
Listed by SUN CREST FLORIDA PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2650 BUENA VIEW RD, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6245365/21892690/1727450172/w600_original_BMDBDcIwDAXQiRLLicEJA3DjwgafYkIRphWuhMT0fc9tW-NEFDXD8V8--EWeFid_x_jOd5odw4Iu56tWPXLXwqQNzdrU0-1RkARsCcKS6gFVmFGka36tNvYAAAD__w-jpg.webp)
$394,900
2650 BUENA VIEW RD, Kissimmee, FL 34746
Listed by FLORIDA REALTY INVESTMENTS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2918 SUNSET RETREAT CT, Kissimmee, FL 34747](https://img.chime.me/imageemb/mls-listing/586/MFRS5112722/0f6363d4/1729277175/w600_original_BMBRDsIgDADQE0FlpVA9gH_-eIMGOpyxbrEkJp7e95jz8AuAYxST3_6Wr8e2G9jLx2frsJkMdbhd7xVrKkzlDJ3SstSWA-euIWNZg6xKAZGIT9wSN4rPQ8c_AAD__w-jpg.webp)
$480,000
2918 SUNSET RETREAT CT, Kissimmee, FL 34747
Listed by FIRST INTERNATIONAL REAL ESTAT
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4722 SLEEPY HOLLOW DR, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRS5112279/5d3b47f0/1736214139/w600_original_BMBdDsIwCADgE7Uwa3_mAXzzxRswYHVG3CJNTDy932OMwy8AniIZ_fY3fT3ybmAv759NYDPq6nC73msquRVMCFVmnljmgIwazthKaMuaA-uy1unEIrnF56H9HwAA__8-jpg.webp)
$739,000
4722 SLEEPY HOLLOW DR, Kissimmee, FL 34746
Listed by CITRUS REALTY & MANAGEMENT INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4977 WINDERMERE AVE, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6244141/f310b612/1736213456/w600_original_BMBRDsIgDAbgE0EJf7XMA_jmizcownDGusUuMfH0-577vvmFyBHV9L9-9OfxsRrZ28d3abSYju50u94FgixFhM41F24NYU7pFJglhYlZQ52RyoQO1BxfWx9HAAAA__8-jpg.webp)
$495,000
4977 WINDERMERE AVE, Kissimmee, FL 34746
Listed by LIPPI REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![154 BAREFOOT BEACH WAY, Kissimmee, FL 34746](https://img.chime.me/imageemb/mls-listing/586/MFRO6244371/fc397bf5/1736214230/w600_original_BMBRDsIwCADQE1FEXNk8gH_-eANErDPiGmli4ul9jzF6HhGTi4b-trd-s9gWGK9sn_WGa2jzxPPpIiw8k9Q9is_EXifYKSscrsywTFZBZbkTuZOZlGf39g8AAP__-jpg.webp)
$465,400
154 BAREFOOT BEACH WAY, Kissimmee, FL 34746
Listed by CENTURY 21 CARIOTI
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)