REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
Talk to Pedro →
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

Kissimmee homes for sale, with a plan built around you.

5.0 · 76 GOOGLE REVIEWS

Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.

4211 ACTIVE LISTINGS
1100 WINDLASS, Kissimmee, FL 34746FOR SALE · 58 DAYS
$775,000
5 BEDS · 5.5 BATHS · 4,322 SQFT
1100 WINDLASS, Kissimmee, FL 34746
3222 WISH, Kissimmee, FL 34747
FOR RENT · 50 DAYS
$1,695
3 BEDS · 2 BATHS · 1,300 SQFT
3222 WISH, Kissimmee, FL 34747
1810 BRACK, Kissimmee, FL 34744FOR SALE · 40 DAYS
$217,500
2 BEDS · 1 BATHS · 816 SQFT
1810 BRACK, Kissimmee, FL 34744
1167 BOARDWALK, Kissimmee, FL 34747FOR RENT
$2,400
3 BEDS · 3 BATHS · 1,473 SQFT
1167 BOARDWALK, Kissimmee, FL 34747
8953 COCONUT BREEZE, Kissimmee, FL 34747FOR SALE · 1 DAY
$619,000
6 BEDS · 5.5 BATHS · 2,987 SQFT
8953 COCONUT BREEZE, Kissimmee, FL 34747
2825 NICOLE, Kissimmee, FL 34744FOR RENT · 8 DAYS
$1,995
3 BEDS · 2 BATHS · 1,200 SQFT
2825 NICOLE, Kissimmee, FL 34744
170 CLUB VILLAS, Kissimmee, FL 34744FOR SALE · 51 DAYS
$280,000
2 BEDS · 2 BATHS · 1,417 SQFT
170 CLUB VILLAS, Kissimmee, FL 34744
5255 CANE ISLAND, Kissimmee, FL 34746FOR SALE · 1 DAY
$279,000
3 BEDS · 2 BATHS · 1,402 SQFT
5255 CANE ISLAND, Kissimmee, FL 34746
7813 TURKEY OAK, Kissimmee, FL 34747FOR SALE · 36 DAYS
$365,000
4 BEDS · 2 BATHS · 1,464 SQFT
7813 TURKEY OAK, Kissimmee, FL 34747
2764 CLUB CORTILE, Kissimmee, FL 34746FOR SALE · 54 DAYS
$259,900
4 BEDS · 3 BATHS · 1,850 SQFT
2764 CLUB CORTILE, Kissimmee, FL 34746
4006 SAN GALLO, Kissimmee, FL 34741FOR RENT · 1 DAY
$2,200
3 BEDS · 2 BATHS · 1,296 SQFT
4006 SAN GALLO, Kissimmee, FL 34741
2409 MING, Kissimmee, FL 34744FOR RENT · 58 DAYS
$2,200
3 BEDS · 2 BATHS · 1,148 SQFT
2409 MING, Kissimmee, FL 34744
236 ELM, Kissimmee, FL 34759FOR SALE · 53 DAYS
$269,900
4 BEDS · 2 BATHS · 1,924 SQFT
236 ELM, Kissimmee, FL 34759
5659 NEVIS, Kissimmee, FL 34758FOR RENT · 36 DAYS
$3,300
3 BEDS · 3 BATHS · 2,334 SQFT
5659 NEVIS, Kissimmee, FL 34758
7738 FAIRFAX, Kissimmee, FL 34747FOR RENT
$4,500
6 BEDS · 6 BATHS · 2,831 SQFT
7738 FAIRFAX, Kissimmee, FL 34747
1813 MICHIGAN, Kissimmee, FL 34744FOR RENT
$1,290
2 BEDS · 2 BATHS · 1,118 SQFT
1813 MICHIGAN, Kissimmee, FL 34744
33 COVENTRY, Kissimmee, FL 34758FOR RENT · 1 DAY
$2,100
4 BEDS · 2 BATHS · 2,000 SQFT
33 COVENTRY, Kissimmee, FL 34758
278 ANASTASIA, Kissimmee, FL 34759FOR SALE · 53 DAYS
$223,000
2 BEDS · 2 BATHS · 1,317 SQFT
278 ANASTASIA, Kissimmee, FL 34759
2610 LODI, Kissimmee, FL 34746FOR SALE · 46 DAYS
$227,500
3 BEDS · 2 BATHS · 1,296 SQFT
2610 LODI, Kissimmee, FL 34746
46 WILLOW, Kissimmee, FL 34759FOR RENT · 52 DAYS
$1,750
3 BEDS · 2 BATHS · 1,282 SQFT
46 WILLOW, Kissimmee, FL 34759
7580 STONE CREEK, Kissimmee, FL 34747FOR RENT · 49 DAYS
$2,300
3 BEDS · 3.5 BATHS · 1,820 SQFT
7580 STONE CREEK, Kissimmee, FL 34747
2821 ALMATON, Kissimmee, FL 34747FOR SALE · 1 DAY
$345,000
3 BEDS · 2 BATHS · 1,246 SQFT
2821 ALMATON, Kissimmee, FL 34747
3480 HAWKIN, Kissimmee, FL 34746FOR RENT · 62 DAYS
$2,000
3 BEDS · 2 BATHS · 1,994 SQFT
3480 HAWKIN, Kissimmee, FL 34746
8828 DUNES, Kissimmee, FL 34747FOR SALE · 48 DAYS
$229,999
3 BEDS · 2 BATHS · 1,249 SQFT
8828 DUNES, Kissimmee, FL 34747
← PreviousPage 67 of 176Next →
MORE AREAS
St. Cloud homesCelebration homesLake Nona homes
Don't see it yet? I hear about Kissimmee listings before they hit the feed. Tell me what you want in Kissimmee and I'll go find it.
Call or text 414.712.6275
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
pr@rethought-realestate.com
BUY
Orlando homesKissimmee homesMilwaukee homesBuying process
SELL
My home's valueListing processSeller's guide
AREAS
OrlandoKissimmeeSt. CloudMilwaukeeWauwatosaAll areas →
MORE
For agentsInternational projectsCryptoJournalWho is Pedro?
© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
Call Direct: 414.712.6275WhatsAppConsultation
CallWhatsAppConsult