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Homes for Sale in Kissimmee Florida

The first thing I think of when I hear the word Kissimmee is affordability.  It’s one of the most accessible cities for home ownership. Some of my favorite neighborhoods are The Oaks, Cypress Reserve, Weston Reserve, and Indian Point. Expect to find a great home below the Orlando median home price here.

Below you will find a list of homes for sale in Kissimmee, FL.  This list is updated in real-time and will reflect all listings currently on the market.  If you have questions on any of these homes, or if you would like to speak with one of our REALTORS® about this or any other neighborhood in Central Florida – please reach out via our CONTACT US page.

You can also adjust the listings shown by using the search bar below to set a price range, number of bedrooms, etc. For more filter options, click on ADVANCED SEARCH.

Price
Beds
Baths
For Sale / All Types
Advanced Search
Price Change - 2 weeks ago
$4,950,000
5
BEDS
9
TOTAL BATHS
11,138
SQFT
8590 Apache Trail Kissimmee, FL 34747
Single Family Home For Sale
- Active

If you have been searching for an exquisite estate home with the utmost of privacy, this is it. This grande estate is a rare equestrian find with 5 acres. Conveniently located to Disney World, you will feel like you have all the seclusion but easily

$4,500,000
67.85
ACRES
OSCEOLA, FL
COUNTY
Goodman Kissimmee, FL 34747
Land For Sale
- Active

Great development opportunity site located in the growing Champions Gate market!! The property is located just north of the Champions Gate Country Club. Ideal development site for either the short term rental market and/or residential townhome comm

$3,450,000
20
ACRES
OSCEOLA, FL
COUNTY
Ham Brown Road Kissimmee, FL 34746
Land For Sale
- Active

Nearly 20 Acre site for sale. Approved for approx. 150 townhomes, great location in Kissimmee, Fl. The site is within a Low-Density Residential (LDR) Zoning District and currently has a Low-Density Residential (LDR) Future Land Use designation. This

$2,900,000
2.99
ACRES
OSCEOLA, FL
COUNTY
Lots 2 & 3 Sr 535 Road Kissimmee, FL 34746
Land For Sale
- Active

Prime Commercial Vacant Land in Kissimmee/Lake Buena Vista with high exposure and over 50,000 daily traffic count. This land is composed of 2 lots: one has frontage to SR 535/Vineland Rd and the other to Poinciana Blvd. Future use: Tourist Commercial

$2,890,000
2.52
ACRES
OSCEOLA, FL
COUNTY
4800 W Irlo Bronson Memorial Highway Kissimmee, FL 34746
Land For Sale
- Active

Priced way under appraised value. Bring all offers ! Rare Opportunity for a Developer ! 2.52 Acres of Commercial land lake front, of which 1.80 acre is dry, while a large portion of the rest could be converted to dry as well. Frontage of Irlo Bronson

Price Change - 4 weeks ago
$2,775,000
7.58
ACRES
OSCEOLA, FL
COUNTY
1714 Louis Drive Kissimmee, FL 34758
Land For Sale
- Active

Great level lot next door to Home Depot and WAWA. Walking distance to the SunRail Station. Development going on all around this property. Should work for Public Storage, Multi-Family, and Retail.

$2,200,000
5
BEDS
6
TOTAL BATHS
5,044
SQFT
4421 Reaves Road Kissimmee, FL 34746
Single Family Home For Sale
- Active

This stunning, custom designed and custom built home is a once in a lifetime opportunity. Imagine yourself driving in through the private gated entrance, past the serene pond, and up to the perfectly landscaped front yard. This home has all the littl

$2,100,000
6
BEDS
6
TOTAL BATHS
5,667
SQFT
3200 Great Oaks Boulevard Kissimmee, FL 34744
Single Family Home For Sale
- Active

This 5 bedroom, 6 full and 2 half bathroom custom home on 5.71 acres is available for the first time. A long driveway through mature trees leads up to the front of this home. Unique tilt wall and I-beam construction make this one of the strongest h

$1,950,000
2.53
ACRES
OSCEOLA, FL
COUNTY
Simpson Road Kissimmee, FL 34744
Land For Sale
- Active

LOCATION,LOCATION, LOCATION - LAND FOR SALE - 2.53 Acres / 110,337 Sq.Ft. Come see this excellent commercial property located in area with aggressively growing market. Thsi site has a Planned Development zoning designation as a part of the Villasol

$1,900,000
10.1
ACRES
OSCEOLA, FL
COUNTY
Twilight Trail Kissimmee, FL 34746
Land For Sale
- Active

This listing is for the total 10.1 acre lot. Moderately wooded and nestled between residential developments and a commercial corridor in an area ripe for further development. The property is also being offered for sale in two individual parcels: the

$1,850,000
4
BEDS
7
TOTAL BATHS
5,161
SQFT
948 Jack Nicklaus Court Kissimmee, FL 34747
Single Family Home For Sale
- Active

This MAJESTIC, Modern Home is Situated on the 18th Green of the Jack Nicklaus Signature Golf Course Featuring West Facing Scenic Sunset Views Over the Fairway! Brand New Home Located in the Exclusive Gated Community of The Bears Den at Reunion. The H

New Listing - 3 weeks online
$1,800,000
2.8
ACRES
OSCEOLA, FL
COUNTY
Polynesian Isle Boulevard Kissimmee, FL 34746
Land For Sale
- Active

GREAT LOCATION! One of the last remaining pad-ready lots on 535 corridor and 192 corridor. Perfect for owner/user or developer. This lot is approved for condo's, apartments, hotel, townhomes, self-storage, office, medical-office, retail, assisted liv

$1,800,000
3
BEDS
2
TOTAL BATHS
1,608
SQFT
4441 Anderson Road Kissimmee, FL 34746
Single Family Home For Sale
- Active

12.3 ACRES !!!!Investor property !!!!Perfect location right off of US HWY17/92 and Ham Brown in a fast growing Kissimmee area! This property is future use Low Density Residential. contains 2 homes 1- SFR with pool and 1- double wide modular home, wit

New Listing - 3 weeks online
$1,695,000
14
BEDS
15
TOTAL BATHS
6,762
SQFT
2413 Rama Drive Kissimmee, FL 34746
Single Family Home For Sale
- Active

Professional Bowling Alley, Movie Theater, Wall to Wall 200+LCD screen...Insane Established Monthly Cashflow! Welcome to your Dream Vacation Ownership Palace! Be prepared to experience the home of a lifetime. The Mission to Space vacation home! This

New Listing - 3 weeks online
$1,695,000
14
BEDS
15
TOTAL BATHS
6,792
SQFT
2409 Rama Drive Kissimmee, FL 34746
Single Family Home For Sale
- Active

Be prepared to experience the home of a lifetime. The Mission to Space vacation home! This unique home is among the most sought-after vacation/gateway homes in the area. The bedrooms feature 14 different Space Themed rooms, along with 14.5 bathrooms.

$1,595,000
5.81
ACRES
OSCEOLA, FL
COUNTY
Siesta Lago Drive Kissimmee, FL 34746
Land For Sale
- Active

Ideal development site located within 5 minutes from Walt Disney World Resorts. 5.81 Acres just off US 192in Kissimmee, Florida. Property is part of a PD and use is Vacant Commercial, which will have many allowed uses. Ideal uses are possibly Multifa

$1,500,000
5.89
ACRES
OSCEOLA, FL
COUNTY
Granada Boulevard Kissimmee, FL 34746
Land For Sale
- Active

GREAT LOCATION AND GREAT BUSINESS OPPORTUNITY ON THE CORNER OF PLEASANT HILL ROAD AND GRANADA BLVD.

Price Change - 3 weeks ago
$1,500,000
4,041
SQFT
907 Person Street Kissimmee, FL 34741
Business Opportunity For Sale
- Active

Pre-Construction. To be built. The city of Kissimmee, Fl Icon, New Medical property for owner use or investors. In the Heart of new Medical Arts district, a massive Health Medical Network of hospitals and health care facilities, with over $200 millio

New Listing - a week online
$1,495,000
8
BEDS
9
TOTAL BATHS
4,131
SQFT
3056 Parrot Head Place Kissimmee, FL 34747
Single Family Home For Sale
- Active

'Easy Breezy' Cottage on Margaritaville Resort Orlando's 'Trophy Row'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Mo

New Listing - 3 weeks online
$1,299,900
1,118
SQFT
Address Withheld Kissimmee, FL 34744
Multi-Family For Sale
- Active

10 Condominiums for sale as a package with the potential for increased cash flow by increasing rents. The units are in 4 buildings (3 units each in building 1715, 1813 and 1815 along with 1 unit in building 1715) and there are 20 total buildings in t