REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

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

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.

Gina Morgandomellisa hayesAleanys CruzCaptivated Real EstateAshly Santiago
5.0· 76 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
4211 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
7463 MARKER Avenue, Kissimmee, FL 34747FOR SALE$760,0008 BEDS · 8 BATHS · 4,733 SQFT7463 MARKER Avenue, Kissimmee, FL 347478945 CUBAN PALM Road, Kissimmee, FL 34747FOR SALE$477,0003018 JARDIN Street, Kissimmee, FL 34741FOR SALE$625,000
Sunrise over Kissimmee's lakefront park on Lake Tohopekaliga
The Kissimmee (Tohopekaliga) Lighthouse on the lakefront
A historic brick retail building on Broadway Avenue in downtown Kissimmee
PHOTOS: Chad Sparkes from Kissimmee,Florida, United States (CC BY 2.0) · Freeholdman12 (CC BY 4.0) · Pokemonprime (CC BY 4.0)

Kissimmee right now

AS OF SEP 10 · LIVE FROM THE MLS
$390,000
Median list price
280
Active listings
91
Avg days on market
$360
Avg price per sqft

Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.

7463 MARKER Avenue, Kissimmee, FL 34747
7463 MARKER Avenue, Kissimmee, FL 34747 2
7463 MARKER Avenue, Kissimmee, FL 34747 3
FOR SALE · 539 DAYS
$760,000$161/sqft

7463 MARKER Avenue

Kissimmee, FL

8 beds8 baths4,733 sqft

COURTESY OF EPIQUE REALTY, INC.

8945 CUBAN PALM Road, Kissimmee, FL 34747
8945 CUBAN PALM Road, Kissimmee, FL 34747 2
8945 CUBAN PALM Road, Kissimmee, FL 34747 3
FOR SALE · 402 DAYS
$477,000$158/sqft

8945 CUBAN PALM Road

Kissimmee, FL

5 beds5 baths3,015 sqft

COURTESY OF FLORIDA SCANDI REALTY LLC

3018 JARDIN Street, Kissimmee, FL 34741
3018 JARDIN Street, Kissimmee, FL 34741 2
3018 JARDIN Street, Kissimmee, FL 34741 3
FOR SALE · 358 DAYS
$625,000$211/sqft

3018 JARDIN Street

Kissimmee, FL

4 beds3.5 baths2,962 sqft

COURTESY OF MS LAND & BUILDING LLC

1285 SOUTH BEACH CIRCLE Circle, Kissimmee, FL 34746
1285 SOUTH BEACH CIRCLE Circle, Kissimmee, FL 34746 2
1285 SOUTH BEACH CIRCLE Circle, Kissimmee, FL 34746 3
FOR SALE · 421 DAYS
$206,500$141/sqft

1285 SOUTH BEACH CIRCLE Circle

Kissimmee, FL

3 beds3.5 baths1,468 sqft

COURTESY OF BRIGHT TRUST REALTY LLC

3000 MAINGATE Lane #520, Kissimmee, FL 34747
3000 MAINGATE Lane #520, Kissimmee, FL 34747 2
3000 MAINGATE Lane #520, Kissimmee, FL 34747 3
FOR SALE · 363 DAYS
$55,950$184/sqft

3000 MAINGATE Lane #520

Kissimmee, FL

1 beds1 baths304 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

639 MESILLA Drive, Kissimmee, FL 34758
639 MESILLA Drive, Kissimmee, FL 34758 2
639 MESILLA Drive, Kissimmee, FL 34758 3
FOR SALE · 488 DAYS
$309,900$152/sqft

639 MESILLA Drive

Kissimmee, FL

3 beds2 baths2,033 sqft

COURTESY OF PROPERTIES IN TOWN

8801 RHODES Street, Kissimmee, FL 34747
8801 RHODES Street, Kissimmee, FL 34747 2
8801 RHODES Street, Kissimmee, FL 34747 3
FOR SALE · 434 DAYS
$610,000$151/sqft

8801 RHODES Street

Kissimmee, FL

8 beds6 baths4,041 sqft

COURTESY OF INTOP REALTY LLC

2703 CHATHAM, Kissimmee, FL 34746
2703 CHATHAM, Kissimmee, FL 34746 2
2703 CHATHAM, Kissimmee, FL 34746 3
FOR RENT · 415 DAYS
$3,500

2703 CHATHAM

Kissimmee, FL

4 beds3.5 baths1,874 sqft

COURTESY OF FLEURYS INVESTMENTS LLC

5004 LAGUNA BAY Circle #54, Kissimmee, FL 34746
5004 LAGUNA BAY Circle #54, Kissimmee, FL 34746 2
5004 LAGUNA BAY Circle #54, Kissimmee, FL 34746 3
FOR SALE · 458 DAYS
$229,900$188/sqft

5004 LAGUNA BAY Circle #54

Kissimmee, FL

3 beds2 baths1,220 sqft

COURTESY OF LPT REALTY, LLC

0 ROBIN Trail, Kissimmee, FL 34747
0 ROBIN Trail, Kissimmee, FL 34747 2
0 ROBIN Trail, Kissimmee, FL 34747 3
FOR SALE · 526 DAYS
$385,000

0 ROBIN Trail

Kissimmee, FL

COURTESY OF HOMELIFE REALTY COASTAL PROPERTIES LLC

POLYNESIAN ISLE Boulevard, Kissimmee, FL 34746
POLYNESIAN ISLE Boulevard, Kissimmee, FL 34746 2
POLYNESIAN ISLE Boulevard, Kissimmee, FL 34746 3
FOR SALE · 359 DAYS
$189,000

POLYNESIAN ISLE Boulevard

Kissimmee, FL

COURTESY OF KELLY RIGHT REAL ESTATE

2626 CALISTOGA Avenue, Kissimmee, FL 34741
2626 CALISTOGA Avenue, Kissimmee, FL 34741 2
2626 CALISTOGA Avenue, Kissimmee, FL 34741 3
FOR SALE · 550 DAYS
$849,000$199/sqft

2626 CALISTOGA Avenue

Kissimmee, FL

10 beds8 baths4,275 sqft

COURTESY OF EXP REALTY LLC

0 HIDDEN HARBOR Lane, Kissimmee, FL 34746
0 HIDDEN HARBOR Lane, Kissimmee, FL 34746 2
0 HIDDEN HARBOR Lane, Kissimmee, FL 34746 3
FOR SALE · 448 DAYS
$217,500

0 HIDDEN HARBOR Lane

Kissimmee, FL

COURTESY OF EAST PARK REALTY LLC

1117 CAMBOURNE Drive, Kissimmee, FL 34758
1117 CAMBOURNE Drive, Kissimmee, FL 34758 2
1117 CAMBOURNE Drive, Kissimmee, FL 34758 3
FOR SALE · 481 DAYS
$299,999$138/sqft

1117 CAMBOURNE Drive

Kissimmee, FL

4 beds3.5 baths2,168 sqft

COURTESY OF FLORIDA REALTY RESULTS LLC

4211 LITTLE OWL Lane, Kissimmee, FL 34746
4211 LITTLE OWL Lane, Kissimmee, FL 34746 2
4211 LITTLE OWL Lane, Kissimmee, FL 34746 3
FOR SALE · 535 DAYS
$395,000$213/sqft

4211 LITTLE OWL Lane

Kissimmee, FL

4 beds2 baths1,854 sqft

COURTESY OF DALTON WADE INC

301 BOWFIN Drive, Kissimmee, FL 34759
301 BOWFIN Drive, Kissimmee, FL 34759 2
301 BOWFIN Drive, Kissimmee, FL 34759 3
FOR SALE · 502 DAYS
$310,000$184/sqft

301 BOWFIN Drive

Kissimmee, FL

4 beds3.5 baths1,684 sqft

COURTESY OF CUSTOM BUILDS REALTY LLC

71 ORCHID Court, Kissimmee, FL 34759
71 ORCHID Court, Kissimmee, FL 34759 2
71 ORCHID Court, Kissimmee, FL 34759 3
FOR SALE · 540 DAYS
$49,900

71 ORCHID Court

Kissimmee, FL

COURTESY OF SOUTHERN REALTY ENTERPRISES

PATRICK Street, Kissimmee, FL 34741
PATRICK Street, Kissimmee, FL 34741 2
PATRICK Street, Kissimmee, FL 34741 3
FOR SALE · 514 DAYS
$7,300,000

PATRICK Street

Kissimmee, FL

COURTESY OF AAMIR KHAN

7663 RECIFE Drive, Kissimmee, FL 34747
7663 RECIFE Drive, Kissimmee, FL 34747 2
7663 RECIFE Drive, Kissimmee, FL 34747 3
FOR SALE · 532 DAYS
$405,000$179/sqft

7663 RECIFE Drive

Kissimmee, FL

3 beds4.5 baths2,268 sqft

COURTESY OF ELITE INTERNATIONAL REALTY

509 SARASOTA Lane, Kissimmee, FL 34759
509 SARASOTA Lane, Kissimmee, FL 34759 2
509 SARASOTA Lane, Kissimmee, FL 34759 3
FOR SALE · 364 DAYS
$48,000

509 SARASOTA Lane

Kissimmee, FL

COURTESY OF TBO REAL ESTATE PARTNERS INC

8962 HILTON RIDGE Avenue, Kissimmee, FL 34747
8962 HILTON RIDGE Avenue, Kissimmee, FL 34747 2
8962 HILTON RIDGE Avenue, Kissimmee, FL 34747 3
FOR SALE · 549 DAYS
$850,000$195/sqft

8962 HILTON RIDGE Avenue

Kissimmee, FL

9 beds7.5 baths4,363 sqft

COURTESY OF VIVA ORLANDO REALTY INC.

3121 PARADOX Circle #203, Kissimmee, FL 34746
3121 PARADOX Circle #203, Kissimmee, FL 34746 2
3121 PARADOX Circle #203, Kissimmee, FL 34746 3
FOR SALE · 233 DAYS
$368,000$308/sqft

3121 PARADOX Circle #203

Kissimmee, FL

2 beds3.5 baths1,196 sqft

COURTESY OF LA ROSA REALTY LLC

1696 TROPICAL PALMS Circle, Kissimmee, FL 34747
1696 TROPICAL PALMS Circle, Kissimmee, FL 34747 2
1696 TROPICAL PALMS Circle, Kissimmee, FL 34747 3
FOR SALE · 530 DAYS
$475,000$221/sqft

1696 TROPICAL PALMS Circle

Kissimmee, FL

4 beds5.5 baths2,145 sqft

COURTESY OF DECONOVA INTERNATIONAL REALTY

137 W MAPLE Drive, Kissimmee, FL 34759
137 W MAPLE Drive, Kissimmee, FL 34759 2
137 W MAPLE Drive, Kissimmee, FL 34759 3
FOR SALE · 544 DAYS
$279,990$220/sqft

137 W MAPLE Drive

Kissimmee, FL

3 beds2 baths1,273 sqft

COURTESY OF NEW HOME STAR FLORIDA LLC

← PreviousPage 167 of 176Next →
ABOUT KISSIMMEE

Gateway city, working market.

Kissimmee sits on the south side of Orlando, wrapped around the theme-park corridor and stretched along US-192. New builds, resale subdivisions, and short-term rental zones all live here, and each one runs on its own rules.

Es un mercado activo, todos los días. I read the zoning, the HOA, and the short-term rental maps with you before you fall for a floor plan. First-time buyer, vacation home, or rental investor: same broker, same process, in English or Spanish.

QUESTIONS I GET ABOUT KISSIMMEE

Straight answers, no queue.

The count on this page is live from the MLS and changes through the day, so the number above the grid is the current one. To narrow it, filter by price and bedrooms, or call or text me at 414.712.6275 and tell me what you need in Kissimmee. I will send you a shorter, better list than any filter produces.

Yes. I am a bilingual real estate broker licensed in Florida, and I handle the entire Kissimmee transaction in Spanish if you prefer, from the first showing through inspection and closing. The same live search runs in Spanish at pedrobandorivera.com/es/buy/kissimmee, with the same listings.

A gateway city with a working market: new construction west along 192, resale neighborhoods around the lakefront and downtown, and short-term rental zones near the parks, each with its own rules and HOA.

Call or text 414.712.6275, or send the address through pedrobandorivera.com/contact. I answer my own messages the same day and schedule showings myself, so there is no lead form queue and no handoff. I work Kissimmee directly as a licensed broker, in English or Spanish.

KEEP LOOKING NEARBY

Central Florida, city by city.

KissimmeeSt. CloudCelebrationLake Nona
NEIGHBORHOOD GUIDES ON RETHOUGHT-REALESTATE.COM
Kissimmee guide→Celebration→Four Corners→Davenport→
BEFORE IT HITS THE FEED · KISSIMMEE

Don't see it yet? Tell me what you want in Kissimmee.

I hear about homes before they reach the feed, from agents I close with every month. Send me your budget and must-haves and I will go find it, in English or Spanish.

OR CALL OR TEXT414.712.6275
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
Email
BUY
Orlando homesKissimmee homesMilwaukee homesBuying process
SELL
My home's valueListing processSeller's guide
AREAS
OrlandoKissimmeeSt. CloudMilwaukeeWauwatosaAll areas →
MORE
For agentsInternational projectsCryptoCalculatorsJournalWho is Pedro?
© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
Call Direct: 414.712.6275WhatsApp
CallWhatsApp