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.

4200 ACTIVE LISTINGS
2591 GREY HAWK DRIVE,, Kissimmee, FL 34746FOR RENT · 3 DAYS
$2,500
3 BEDS · 3.5 BATHS · 1,662 SQFT
2591 GREY HAWK DRIVE,, Kissimmee, FL 34746
2595 GREY HAWK DRIVE,, Kissimmee, FL 34746FOR RENT · 3 DAYS
$2,500
3 BEDS · 3.5 BATHS · 1,662 SQFT
2595 GREY HAWK DRIVE,, Kissimmee, FL 34746
1876 HOWARD MESA, Kissimmee, FL 34744FOR SALE · 22 DAYS
$469,990
5 BEDS · 3 BATHS · 2,447 SQFT
1876 HOWARD MESA, Kissimmee, FL 34744
1503 BEECHMONT, Kissimmee, FL 34744FOR SALE · 22 DAYS
$451,990
4 BEDS · 2 BATHS · 1,828 SQFT
1503 BEECHMONT, Kissimmee, FL 34744
3357 TRANQUIL, Kissimmee, FL 34747FOR SALE · 1 DAY
$350,000
3 BEDS · 3 BATHS · 1,360 SQFT
3357 TRANQUIL, Kissimmee, FL 34747
3044 CAMINO REAL, Kissimmee, FL 34744FOR RENT · 1 DAY
$3,200
5 BEDS · 3 BATHS · 2,264 SQFT
3044 CAMINO REAL, Kissimmee, FL 34744
1025 DERBYSHIRE, Kissimmee, FL 34758FOR SALE · 1 DAY
$324,990
3 BEDS · 2 BATHS · 1,834 SQFT
1025 DERBYSHIRE, Kissimmee, FL 34758
1910 GOBLET COVE, Kissimmee, FL 34746FOR SALE · 27 DAYS
$359,000
3 BEDS · 2 BATHS · 1,768 SQFT
1910 GOBLET COVE, Kissimmee, FL 34746
1876 CASSIDY KNOLL, Kissimmee, FL 34744FOR SALE · 6 DAYS
$495,000
5 BEDS · 4.5 BATHS · 2,807 SQFT
1876 CASSIDY KNOLL, Kissimmee, FL 34744
7509 PELLHAM, Kissimmee, FL 34747FOR SALE · 1 DAY
$274,000
3 BEDS · 3.5 BATHS · 1,808 SQFT
7509 PELLHAM, Kissimmee, FL 34747
3230 WINDMILL POINT, Kissimmee, FL 34746FOR RENT
$1,800
3 BEDS · 2 BATHS · 1,673 SQFT
3230 WINDMILL POINT, Kissimmee, FL 34746
2440 TANGIER, Kissimmee, FL 34747FOR SALE · 2 DAYS
$525,000
5 BEDS · 4 BATHS · 2,492 SQFT
2440 TANGIER, Kissimmee, FL 34747
1795 PARTIN TERRACE, Kissimmee, FL 34744FOR SALE · 26 DAYS
$389,000
4 BEDS · 2 BATHS · 1,730 SQFT
1795 PARTIN TERRACE, Kissimmee, FL 34744
2352 OLD DIXIE, Kissimmee, FL 34744FOR SALE · 23 DAYS
$325,000
3 BEDS · 2 BATHS · 1,438 SQFT
2352 OLD DIXIE, Kissimmee, FL 34744
4417 SILVER CREEK, Kissimmee, FL 34744FOR RENT · 23 DAYS
$2,200
3 BEDS · 1 BATHS · 1,818 SQFT
4417 SILVER CREEK, Kissimmee, FL 34744
119 SOUTHAMPTON, Kissimmee, FL 34744FOR SALE · 1 DAY
$360,000
3 BEDS · 2 BATHS · 1,816 SQFT
119 SOUTHAMPTON, Kissimmee, FL 34744
4411 TAMI, Kissimmee, FL 34746FOR SALE · 8 DAYS
$3,250,000
7,850 SQFT
4411 TAMI, Kissimmee, FL 34746
Kissimmee, FL 34758FOR RENT · 25 DAYS
$1,750
3 BEDS · 2 BATHS · 2,560 SQFT
Kissimmee, FL 34758
7740 SANDY RIDGE, Kissimmee, FL 34747FOR RENT
$2,999
5 BEDS · 5.5 BATHS · 2,630 SQFT
7740 SANDY RIDGE, Kissimmee, FL 34747
2921 SENTENCE, Kissimmee, FL 34746FOR RENT · 18 DAYS
$2,600
4 BEDS · 4.5 BATHS · 1,959 SQFT
2921 SENTENCE, Kissimmee, FL 34746
2135 BALBOA, Kissimmee, FL 34741FOR RENT
$1,795
2 BEDS · 3.5 BATHS · 1,418 SQFT
2135 BALBOA, Kissimmee, FL 34741
1650 GRANADA, Kissimmee, FL 34746FOR SALE · 14 DAYS
$849,000
6 BEDS · 5.5 BATHS · 4,276 SQFT
1650 GRANADA, Kissimmee, FL 34746
4664 CAVERNS, Kissimmee, FL 34758FOR SALE · 1 DAY
$423,000
4 BEDS · 3.5 BATHS · 3,439 SQFT
4664 CAVERNS, Kissimmee, FL 34758
163 AURELIA, Kissimmee, FL 34758FOR RENT · 31 DAYS
$1,965
4 BEDS · 3.5 BATHS · 1,826 SQFT
163 AURELIA, Kissimmee, FL 34758
← PreviousPage 39 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