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.

4193 ACTIVE LISTINGS
2461 READING, Kissimmee, FL 34746FOR SALE · 10 DAYS
$449,900
4 BEDS · 3 BATHS · 1,902 SQFT
2461 READING, Kissimmee, FL 34746
239 CHADWORTH, Kissimmee, FL 34758
FOR SALE · 1 DAY
$295,000
4 BEDS · 3.5 BATHS · 2,058 SQFT
239 CHADWORTH, Kissimmee, FL 34758
618 MADRID, Kissimmee, FL 34758FOR SALE · 1 DAY
$265,900
3 BEDS · 2 BATHS · 1,816 SQFT
618 MADRID, Kissimmee, FL 34758
3266 PEACE PIPE, Kissimmee, FL 34746FOR SALE · 1 DAY
$269,000
2 BEDS · 2 BATHS · 1,123 SQFT
3266 PEACE PIPE, Kissimmee, FL 34746
2202 KEY WEST, Kissimmee, FL 34741FOR RENT
$1,500
2 BEDS · 2 BATHS · 1,026 SQFT
2202 KEY WEST, Kissimmee, FL 34741
4782 CLOISTER, Kissimmee, FL 34758FOR SALE · 7 DAYS
$336,000
3 BEDS · 2 BATHS · 1,560 SQFT
4782 CLOISTER, Kissimmee, FL 34758
1903 ESTANCIA, Kissimmee, FL 34741FOR SALE · 1 DAY
$250,000
3 BEDS · 3.5 BATHS · 1,716 SQFT
1903 ESTANCIA, Kissimmee, FL 34741
8849 CANDY PALM, Kissimmee, FL 34747FOR SALE · 13 DAYS
$355,000
4 BEDS · 3 BATHS · 1,902 SQFT
8849 CANDY PALM, Kissimmee, FL 34747
8923 LEGACY, Kissimmee, FL 34747FOR RENT
$1,800
2 BEDS · 2 BATHS · 1,110 SQFT
8923 LEGACY, Kissimmee, FL 34747
3550 OBERRY, Kissimmee, FL 34746FOR SALE · 1 DAY
$599,999
5 BEDS · 3.5 BATHS · 3,177 SQFT
3550 OBERRY, Kissimmee, FL 34746
3855 BOWFIN, Kissimmee, FL 34746FOR SALE · 1 DAY
$750,000
5 BEDS · 5.5 BATHS · 3,857 SQFT
3855 BOWFIN, Kissimmee, FL 34746
233 TIFFANY, Kissimmee, FL 34758FOR SALE · 1 DAY
$299,990
4 BEDS · 2 BATHS · 1,872 SQFT
233 TIFFANY, Kissimmee, FL 34758
Kissimmee, FL 34741FOR SALE · 1 DAY
$204,900
2 BEDS · 2.5 BATHS · 992 SQFT
Kissimmee, FL 34741
1812 IRONWOOD, Kissimmee, FL 34746FOR SALE · 5 DAYS
$361,300
3 BEDS · 2 BATHS · 1,890 SQFT
1812 IRONWOOD, Kissimmee, FL 34746
1011 MORVAN, Kissimmee, FL 34759FOR RENT · 6 DAYS
$1,699
3 BEDS · 2 BATHS · 2,040 SQFT
1011 MORVAN, Kissimmee, FL 34759
2723 POINCIANA, Kissimmee, FL 34746FOR SALE · 2 DAYS
$185,000
3 BEDS · 2 BATHS · 1,287 SQFT
2723 POINCIANA, Kissimmee, FL 34746
4466 GREAT HARBOR, Kissimmee, FL 34746FOR SALE
$449,000
3 BEDS · 2 BATHS · 1,486 SQFT
4466 GREAT HARBOR, Kissimmee, FL 34746
471 ACACIA TREE, Kissimmee, FL 34758FOR SALE · 10 DAYS
$419,900
4 BEDS · 3.5 BATHS · 2,930 SQFT
471 ACACIA TREE, Kissimmee, FL 34758
2706 RIO GRANDE, Kissimmee, FL 34741FOR SALE · 12 DAYS
$205,000
3 BEDS · 2 BATHS · 1,250 SQFT
2706 RIO GRANDE, Kissimmee, FL 34741
1543 CROSS PRAIRIE, Kissimmee, FL 34744FOR SALE · 1 DAY
$389,900
3 BEDS · 3.5 BATHS · 1,802 SQFT
1543 CROSS PRAIRIE, Kissimmee, FL 34744
3066 EAGLE CROSSING DR, Kissimmee, FL 34746FOR SALE
$380,000
4 BEDS · 3.5 BATHS · 2,383 SQFT
3066 EAGLE CROSSING DR, Kissimmee, FL 34746
1292 LAKE SHORE, Kissimmee, FL 34744FOR SALE · 1 DAY
$390,000
3 BEDS · 2 BATHS · 1,869 SQFT
1292 LAKE SHORE, Kissimmee, FL 34744
2264 VIEHMAN, Kissimmee, FL 34746FOR SALE · 14 DAYS
$379,000
4 BEDS · 2 BATHS · 2,233 SQFT
2264 VIEHMAN, Kissimmee, FL 34746
7429 STONE CREEK, Kissimmee, FL 34747FOR RENT
$2,300
3 BEDS · 3.5 BATHS · 1,793 SQFT
7429 STONE CREEK, Kissimmee, FL 34747
← PreviousPage 16 of 175Next →
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