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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
4207 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
17 FLAG, Kissimmee, FL 34759FOR SALE$239,9993 BEDS · 2 BATHS · 1,218 SQFT17 FLAG, Kissimmee, FL 34759172 BOWIE, Kissimmee, FL 34743FOR SALE$315,9952112 W MARTIN, Kissimmee, FL 34741FOR RENT$1,450
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 7 · LIVE FROM THE MLS
$389,999
Median list price
283
Active listings
90
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.

17 FLAG, Kissimmee, FL 34759
17 FLAG, Kissimmee, FL 34759 2
17 FLAG, Kissimmee, FL 34759 3
FOR SALE · 87 DAYS
$239,999$197/sqft

17 FLAG

Kissimmee, FL

3 beds2 baths1,218 sqft

COURTESY OF SAVVY AVENUE, LLC

172 BOWIE, Kissimmee, FL 34743
172 BOWIE, Kissimmee, FL 34743 2
172 BOWIE, Kissimmee, FL 34743 3
FOR SALE · 1 DAY
$315,995$242/sqft

172 BOWIE

Kissimmee, FL

3 beds3.5 baths1,308 sqft

COURTESY OF I HONORE REALTY

2112 W MARTIN, Kissimmee, FL 34741
2112 W MARTIN, Kissimmee, FL 34741 2
2112 W MARTIN, Kissimmee, FL 34741 3
FOR RENT · 67 DAYS
$1,450

2112 W MARTIN

Kissimmee, FL

2 beds2 baths1,023 sqft

COURTESY OF WEICHERT REALTORS HALLMARK PRO

3145 STONEHURST, Kissimmee, FL 34741
3145 STONEHURST, Kissimmee, FL 34741 2
3145 STONEHURST, Kissimmee, FL 34741 3
8810 KENSINGTON, Kissimmee, FL 34747
8810 KENSINGTON, Kissimmee, FL 34747 2
8810 KENSINGTON, Kissimmee, FL 34747 3
FOR SALE · 62 DAYS
1819 WILD RYE, Kissimmee, FL 34744FOR SALE · 1 DAY
$379,000$252/sqft

1819 WILD RYE

Kissimmee, FL

3 beds2 baths1,504 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

2948 CREST, Kissimmee, FL 34744
2948 CREST, Kissimmee, FL 34744 2
2948 CREST, Kissimmee, FL 34744 3
140 GUAYMAS, Kissimmee, FL 34743
140 GUAYMAS, Kissimmee, FL 34743 2
140 GUAYMAS, Kissimmee, FL 34743 3
FOR SALE · 61 DAYS
$329,900$228/sqft

140 GUAYMAS

Kissimmee, FL

3 beds2 baths1,444 sqft

COURTESY OF ENTERA REALTY LLC

4562 JONAFREE, Kissimmee, FL 34746
4562 JONAFREE, Kissimmee, FL 34746 2
4562 JONAFREE, Kissimmee, FL 34746 3
336 MONTGOMERY, Kissimmee, FL 34758
336 MONTGOMERY, Kissimmee, FL 34758 2
336 MONTGOMERY, Kissimmee, FL 34758 3
4712 TERRA ESMERALDA, Kissimmee, FL 34746
4712 TERRA ESMERALDA, Kissimmee, FL 34746 2
4712 TERRA ESMERALDA, Kissimmee, FL 34746 3
2 LAKE VILLA, Kissimmee, FL 34743
2 LAKE VILLA, Kissimmee, FL 34743 2
2 LAKE VILLA, Kissimmee, FL 34743 3
FOR SALE · 84 DAYS
141 JONES, Kissimmee, FL 34743
141 JONES, Kissimmee, FL 34743 2
141 JONES, Kissimmee, FL 34743 3
FOR RENT
$1,650

141 JONES

Kissimmee, FL

2 beds3.5 baths1,163 sqft

COURTESY OF ROI AVE LLC

422 LAKEVIEW, Kissimmee, FL 34759FOR SALE · 1 DAY
$350,000$125/sqft

422 LAKEVIEW

Kissimmee, FL

4 beds3.5 baths2,790 sqft

COURTESY OF ERIZIA REALTY INVESTMENTS

2016 ROYAL BAY, Kissimmee, FL 34746
2016 ROYAL BAY, Kissimmee, FL 34746 2
2016 ROYAL BAY, Kissimmee, FL 34746 3
FOR SALE · 65 DAYS
$215,900$163/sqft

2016 ROYAL BAY

Kissimmee, FL

1756 TANGLEWOOD, Kissimmee, FL 34746
1756 TANGLEWOOD, Kissimmee, FL 34746 2
1756 TANGLEWOOD, Kissimmee, FL 34746 3
2965 PROTAGONIST, Kissimmee, FL 34746
2965 PROTAGONIST, Kissimmee, FL 34746 2
2965 PROTAGONIST, Kissimmee, FL 34746 3
340 EDGEWOOD, Kissimmee, FL 34759
340 EDGEWOOD, Kissimmee, FL 34759 2
340 EDGEWOOD, Kissimmee, FL 34759 3
441 VERNON, Kissimmee, FL 34759
441 VERNON, Kissimmee, FL 34759 2
441 VERNON, Kissimmee, FL 34759 3
FOR SALE · 68 DAYS
$30,000

441 VERNON

Kissimmee, FL

COURTESY OF LPT REALTY, LLC

13 LAKE VILLA, Kissimmee, FL 34743
13 LAKE VILLA, Kissimmee, FL 34743 2
13 LAKE VILLA, Kissimmee, FL 34743 3
FOR RENT · 77 DAYS
$1,350

13 LAKE VILLA

Kissimmee, FL

2 beds1 baths704 sqft

COURTESY OF FLORIDA FANTASY REAL ESTATE INC

SWEETWATER, Kissimmee, FL 34747FOR SALE
$27,000

SWEETWATER

Kissimmee, FL

COURTESY OF PARTNERSHIP REALTY INC.

2206 ANTIGUA, Kissimmee, FL 34741
2206 ANTIGUA, Kissimmee, FL 34741 2
2206 ANTIGUA, Kissimmee, FL 34741 3
FOR RENT · 62 DAYS
$1,250

2206 ANTIGUA

Kissimmee, FL

1 beds1 baths530 sqft

COURTESY OF VS INTERNATIONAL PROPERTIES

7657 SOMERSWORTH, Kissimmee, FL 34747
7657 SOMERSWORTH, Kissimmee, FL 34747 2
7657 SOMERSWORTH, Kissimmee, FL 34747 3
FOR SALE · 42 DAYS
$478,900$233/sqft

7657 SOMERSWORTH

Kissimmee, FL

4 beds3.5 baths2,051 sqft

COURTESY OF LGI REALTY- FLORIDA, LLC

7899 SOMERSWORTH, Kissimmee, FL 34747
7899 SOMERSWORTH, Kissimmee, FL 34747 2
7899 SOMERSWORTH, Kissimmee, FL 34747 3
FOR SALE · 42 DAYS
$525,900$232/sqft

7899 SOMERSWORTH

Kissimmee, FL

5 beds4.5 baths2,268 sqft

COURTESY OF LGI REALTY- FLORIDA, LLC

← PreviousPage 89 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
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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
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Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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FOR SALE · 75 DAYS
$398,900$221/sqft

3145 STONEHURST

Kissimmee, FL

3 beds2 baths1,806 sqft

COURTESY OF TOHO REALTY GROUP, LLC

$389,999$256/sqft

8810 KENSINGTON

Kissimmee, FL

3 beds2 baths1,526 sqft

COURTESY OF KEMAR REALTY LLC

FOR SALE · 83 DAYS
$445,000$231/sqft

2948 CREST

Kissimmee, FL

4 beds3.5 baths1,923 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 61 DAYS
$215,000$166/sqft

4562 JONAFREE

Kissimmee, FL

3 beds2 baths1,296 sqft

COURTESY OF LAKESIDE REALTY WINDERMERE INC

FOR SALE · 23 DAYS
$240,000$178/sqft

336 MONTGOMERY

Kissimmee, FL

3 beds2 baths1,346 sqft

COURTESY OF NATIONAL REAL ESTATE

FOR SALE · 57 DAYS
$330,000$207/sqft

4712 TERRA ESMERALDA

Kissimmee, FL

3 beds3.5 baths1,591 sqft

COURTESY OF KELLER WILLIAMS ADVANTAGE III

$219,900$222/sqft

2 LAKE VILLA

Kissimmee, FL

3 beds2 baths992 sqft

COURTESY OF EXP REALTY LLC

3 beds2 baths1,326 sqft

COURTESY OF DA SILVA REALTY GROUP LLC

FOR SALE · 76 DAYS
$599,900$237/sqft

1756 TANGLEWOOD

Kissimmee, FL

5 beds3 baths2,532 sqft

COURTESY OF THE WILKINS WAY LLC

FOR SALE · 19 DAYS
$849,900$198/sqft

2965 PROTAGONIST

Kissimmee, FL

9 beds5 baths4,289 sqft

COURTESY OF ANTS REALTY LLC

FOR RENT · 83 DAYS
$1,875

340 EDGEWOOD

Kissimmee, FL

3 beds2 baths1,176 sqft

COURTESY OF PRIVILEGE REAL ESTATE & INVESTMENTS INC