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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
$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

$3,800,000
6
BEDS
8
TOTAL BATHS
8,299
SQFT
918 Jack Nicklaus Court Kissimmee, FL 34747
Single Family Home For Sale
- Active

A palatial 2-storey home located in Bears Den, a Jack Nicklaus golf course community, with a sprawling green vista. This one of a kind custom-built stunning home with 6 suites and 7 and half bathrooms will absolutely take your breath away! Designed b

$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

$2,775,000
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.

$2,400,000
5
BEDS
5
TOTAL BATHS
5,464
SQFT
2960 Frontier Drive Kissimmee, FL 34744
Single Family Home For Sale
- Active

Unique 10.1 acre estate in the perfect location for privacy, convenience and fun! Beautiful country setting with private access to East Lake Tohopekaliga. Property features the main house, a guest house, storage/animal shed and a workshop. The main h

$2,200,000
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

$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

New Listing - 3 weeks online
$1,999,000
3.27
ACRES
OSCEOLA, FL
COUNTY
E Irlo Bronson Mem Highway Kissimmee, FL 34744
Land For Sale
- Active

Approximately 3.27 Acres of Commercial Land on HWY US 192-441 (SR 500)! An Excellent Opportunity for Highly Visible Commercial Development. Appropriate Land Use: Hospital, Auto Leasing, Cocktail Lounge or Bar, Convenience Retail with Gas Pumps, Food

$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

Price Change - 4 weeks ago
$1,600,000
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

$1,500,000
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.

$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 - 7 days online
$1,495,000
8
BEDS
11
TOTAL BATHS
4,090
SQFT
8109 Surf Street Kissimmee, FL 34747
Single Family Home For Sale
- Active

GORGEOUS WATERFRONT COTTAGE with POOL and SPA In MARGARITAVILLE! SENSATIONAL SUNSET VIEWS over the LAKE! BUILDER MODEL on CORNER Lot with LARGE SIDE YARD SPACE and TIKI HUT! UPGRADED HIGH-END METAL ROOF! Spacious 3-Story 4090 Model with 8 Bedrooms, 9

New Listing - a week online
$1,310,000
13
BEDS
13
TOTAL BATHS
6,351
SQFT
7604 Wilmington Loop Kissimmee, FL 34747
Single Family Home For Sale
- Active

Welcome to the world-famous Reunion at Encore Resort, a 24-hour man-gated community that features world of high-end amenities near the World Disney World Resort. This community offers resort-style swimming pools, a giant water park, award-winning res

$1,275,000
2.92
ACRES
OSCEOLA, FL
COUNTY
E Irlo Bronson Mem Highway Kissimmee, FL 34744
Land For Sale
- Active

This property consists of 2.92 acres and is positioned to become a significant out parcel to the NeoCity Technology District, a 500+/- acre project anticipated to become the world's most significant and comprehensive global center for smart sensor, p

$1,200,000
13.79
ACRES
OSCEOLA, FL
COUNTY
W Irlo Bronson Mem Highway Kissimmee, FL 34747
Land For Sale
- Active

Prime commercial property on W. Irlo Bronson Memorial Hwy! With 14 acres the possibilities are endless for investment opportunities. Excellent location for businesses looking to get the traffic and activity. Close to theme parks and attractions like

$1,200,000
4.65
ACRES
OSCEOLA, FL
COUNTY
1003 S John Young Parkway Kissimmee, FL 34741
Land For Sale
- Active

***LOT SPLIT REQUIRED AT CLOSING*** VACANT LAND ONLY*** BUILDINGS ON PROPERTY ARE NOT PART OF SALE*** LOCATED IN THE HEART OF KISSIMMEE ON JOHN YOUNG PARKWAY. ADDITIONAL 2 ACRE PARCEL COULD BE NEGOTIATED FOR SALE. CURRENT ZONING COMMERCIAL- PREV

New Listing - yesterday
$1,200,000
11
BEDS
13
TOTAL BATHS
5,496
SQFT
271 Falls Drive Kissimmee, FL 34747
Single Family Home For Sale
- Active

Larger lot at the Encore on a Model BILTMORE 11 bedrooms and 10 bathrooms and 3 half bathrooms with 2 car Garage + 6 car driveway with Heated Pool and SPA inside the ENCORE RESORT at REUNION. Lots of Upgrades!!! One of the Largest Lots inside the ENC

$1,200,000
2
ACRES
OSCEOLA, FL
COUNTY
E Irlo Bronson Mem Highway Kissimmee, FL 34744
Land For Sale
- Active

COMMERCIAL 2 ACRE PARCEL- PURCHASE or LAND LEASE 2+ acre lot available in a growing area. LOCATION, LOCATION, LOCATION- located across from Osceola Heritage Park (Convention). This property could be used for professional office building, hotel, r