Kissimmee Real Estate

Kissimmee, Florida is a thriving city that offers an attractive real estate market, especially for those seeking vacation rentals in close proximity to the renowned Walt Disney World. Located just a stone's throw away from the magical theme parks, Kissimmee has become a sought-after destination for families and tourists alike.

The city's real estate market is brimming with options, ranging from luxurious villas and spacious condos to cozy townhouses and single-family homes. Many of these properties are designed with vacation rentals in mind, offering amenities such as private pools, game rooms, and themed bedrooms to enhance the guest experience.

Investing in Kissimmee real estate provides not only a profitable opportunity but also a chance to tap into the ever-growing tourism industry. With millions of visitors flocking to the area each year to experience the magic of Disney World, demand for vacation rentals remains consistently high.

Kissimmee boasts a desirable location within Central Florida, offering easy access to other popular attractions such as Universal Orlando Resort and SeaWorld. Its close proximity to major highways, shopping centers, and dining options further adds to its appeal, making Kissimmee a prime choice for both investors and vacationers seeking an unforgettable Disney World experience.

Latest Kissimmee Real Estate For Sale

2015 Spring Shower Circle, Kissimmee
$412,000
3 Beds ⋅ 2 Baths ⋅ S5160338 MLS
**SELLER CONTRIBUTION TO CLOSING COSTS AVAILABLE** Great opportunity and price for this immaculately maintained home inside the GATED 55+ Tohoqua Reserve. This split floor plan 3/2 with a den / flex space which can be easily converted to a 4th bedroom, office, or living area, features luxurious details such as neutral ceramic tile floors throughout the entire home, kitchen with oversized island, 42" cabinets with crown moulding, granite countertops and stainless steel appliances, overlooking the living and dining room, for an open concept designed for entertaining, which flows seamlessly into a covered screened-in extended patio, facing a large backyard with no rear neighbors for added privacy and enjoying nature. The primary bedroom is located in the back of the home, providing a tranquil retreat which includes an en-suite bathroom featuring a fully tiled super-shower with a bench, double vanity, huge walk-in closet and quartz countertops. The remaining bedrooms are spacious and comfortable for your guests or occupants alike, and the secondary bathroom has a tub perfect for soaking and relaxing. The home is rounded off by a convenient inside laundry room with a washer and dryer, a 2 car garage with extra mounted storage space, and paved driveway for additional vehicles. The community features private amenities like a Clubhouse with Fitness Center, resort-style pool and outdoor fire pit, pickleball and bocce ball courts, dog park and more – exclusively reserved for those 55 and older. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool for younger guests, and there are more than 5 miles of trails winding throughout the community for walking, running and bicycling to enjoy the Florida Lifestyle. The Tohoqua trails connect to trails outside the community, including the Twin Oaks Conservation Area trail that takes you to the shores of Lake Tohopekaliga. For those who prefer to paddle, you can launch a canoe or kayak into the Saint Cloud Canal and go north to East Lake Tohopekaliga or south to Lake Tohopekaliga. Restaurants, shopping centers, medical facilities and major roads like the Turnpike and 192 are minutes away, and less than an hour from the East Coast beaches and theme parks. Come see this home today!

2015 Spring Shower Circle, Kissimmee

Courtesy of LA ROSA REALTY KISSIMMEE

2576 Shanti Drive, Kissimmee
$988,689
10 Beds ⋅ 8 Baths ⋅ O6452977 MLS
Imagine the excitement of arriving in Central Florida for a long-awaited family vacation. The excitement is building as everyone talks about the theme parks, chooses their bedrooms, and discovers the game room. Before the suitcases are even unpacked, the vacation has begun. That's the experience this remarkable 10-bedroom, 8-bathroom vacation home in Veranda Palms was designed to create. With 4,275 square feet of heated living space and accommodations for up to 23 guests, there's room for everyone to come together without sacrificing personal space. Two separate living areas give families places to gather, relax, and reconnect after a day exploring Orlando's attractions. The spacious kitchen, complete with granite countertops, stainless steel appliances, and an oversized island, becomes a natural gathering place for morning coffee, shared meals, and conversations about the day's adventures. A converted garage game room adds another dimension of entertainment, while two laundry setups and thoughtful conveniences, including a crib and high chair, make extended stays easier for larger groups. And then there's the backyard. Picture a quiet morning beside your private screened swimming pool, looking out over the peaceful lake as the Florida sunshine reflects across the water. Later, the same space becomes a place for laughter, swimming, and unwinding together after an unforgettable day at the parks. It's a setting that invites guests to slow down and enjoy the moments between the adventures. Located within the guard-gated Veranda Palms community, residents and guests also enjoy access to a clubhouse, fitness center, playground, and community pool. Walt Disney World, Universal Orlando, SeaWorld, shopping, restaurants, and Central Florida's many attractions are all within convenient reach. But there's another side to this story—one that may be especially appealing to the next owner. This fully furnished property is already operating as a short-term vacation rental, offering the opportunity to purchase an established vacation home rather than starting entirely from scratch. Existing property management arrangements and future reservations may offer additional continuity, subject to confirmation and the terms of the sale. Whether you envision family vacations of your own, a furnished getaway to share with others, or an investment property with seller-financing options available, this home offers more than an impressive number of bedrooms and bathrooms. It offers a place where vacation memories are made—and an opportunity to own the setting where those stories unfold. Schedule your private showing and discover what the next chapter could look like.

2576 Shanti Drive, Kissimmee

Courtesy of REAL BROKER, LLC

1917 Willow Wood Drive, Kissimmee
$389,000
3 Beds ⋅ 2 Baths ⋅ S5160299 MLS
Decorator styled home in the limited access, security patrolled community of The Oaks. Located on the 12th tee of this golf course community, the home is situated and landscaped so as to have privacy from the neighbors. From the grand entrance of the home, you see directly through to the gorgeous views of the golf course, pond and oak trees. The golf course location gives you the feeling that the horseshoe pond and majestic oaks are part of your own backyard! Many bird species are drawn to this suitable habitat, and you can enjoy it all from your east facing porch, with a beautiful sunrise. Fortunately, even the most errant golf ball does not land in your yard! Beautiful, engineered, durable wood flooring in all the common areas. Custom tiled flooring on both porches and in both bathrooms. All counters and countertops are granite, and the appliances are all stainless. The house is entirely accessible including: the zero-entry front door, garage, and master shower. All doors are wider, light switches lower, and there are reduced height counters. Window treatments are included, with recent upgrades on prime windows. The unique master bedroom blinds are individual washable panels that can be black-out, transparent or opened to enjoy the views of nature on the golf course. The home is pre-wired with a security system, 9 foot ceilings, a domed foyer and crown molding are grand features. Easy-close hurricane shutters are located on all major windows. Turn the key on your move-in ready home today!

1917 Willow Wood Drive, Kissimmee

Courtesy of GOLDEN PALMS REALTY OF FLORIDA

1102 Sunset View Circle Unit 103, Kissimmee
$309,900
3 Beds ⋅ 3 Baths ⋅ O6447338 MLS ⋅ R BLDG.
ACTIVE TRANSFERABLE REUNION RESORT MEMBERSHIP AVAILABLE. Immaculate 3 Bedroom 3 Bath GROUND FLOOR Condo with GOLF VIEWS of Hole #16 on the Tom Watson Signature Course at Reunion Resort. Located in the Villas North Community this well maintained and tastefully updated condo is being offered FULLY FURNISHED! As you enter the condo you will notice the open concept floor plan providing an inviting atmosphere to relax and entertain family and friends. Recent updates to the unit NEW LUXURY VINYL FLOORING throughout the living and dining areas, as well as all three bedrooms. NO CARPET! Additional BRAND NEW UPGRADES include living room couches, dining room table and chairs, BRAND NEW BEDS including Mattresses in all Bedrooms! (NEVER BEEN USED). The Primary Bedroom and one of the Guest Bedrooms has Brand New End Tables and Dressers. New Decor and fixtures throughout bringing a fresh inviting feel to the condo. The Washer and Dryer have been replaced within the last 2 years. Whether you’re looking for a primary residence, a relaxing vacation retreat, or a fantastic investment opportunity that includes resort-style amenities this is it! Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a water park complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, putt putt golf, world class tennis courts, pickleball courts, playgrounds, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport.

1102 Sunset View Circle Unit 103, Kissimmee

Courtesy of REAL BROKER, LLC

1904 Southbury Drive, Kissimmee
$486,790
5 Beds ⋅ 3 Baths ⋅ O6453182 MLS
Inside this beautiful 5-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1904 Southbury Drive, Kissimmee

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

1908 Southbury Drive, Kissimmee
$499,790
4 Beds ⋅ 3 Baths ⋅ O6453176 MLS
Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home welcomes the Multi-Gen where you will find 2,077 square feet of comfortable living. The first Bedroom on the left has it’s own bathroom and sitting area with a kitchenette and a private entry to come and go as you please. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and 2 sink vanity. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1908 Southbury Drive, Kissimmee

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

1478 Bitteroot Street, Kissimmee
$441,990
4 Beds ⋅ 2 Baths ⋅ O6453162 MLS
Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1478 Bitteroot Street, Kissimmee

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

1892 Southbury Drive, Kissimmee
$455,990
4 Beds ⋅ 2 Baths ⋅ O6453140 MLS
Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1892 Southbury Drive, Kissimmee

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

2785 Almaton Loop Unit 303, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ O6452728 MLS ⋅ 2785 BLDG.
***TURNKEY & THEMED CONDO*** Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit will continue to book well and is ready to go for the new owner! AC replaced in 2023 & WATER HEATER in 2026! This unit has already proven success in the short term rental market and has plenty of future bookings!! This is unit it sure to impress the little ones with a family favorite Toy Story themed room! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!

2785 Almaton Loop Unit 303, Kissimmee

Courtesy of REAL BROKER, LLC

1852 Ancestry Trail, Kissimmee
$545,000
4 Beds ⋅ 3 Baths ⋅ O6451676 MLS
DUAL-LIVING & INCOME POTENTIAL IN STOREY CREEK | PRIVATE CONSERVATION VIEWS — A rare opportunity to own nearly 3,000 sq. ft. of living space all on one single story, featuring the highly desirable GENESIS floorplan. This specific GENESIS model is a market scarcity, designed for maximum autonomy and financial flexibility with a fully independent living wing. The secondary unit features around 600 sq. ft. and functions as a complete private residence, featuring its own exterior entrance, a full kitchen, living area, dedicated washer/dryer, bedroom, and full bathroom. This unit has the potential to generate $1,500 in monthly rental income, providing a strategic opportunity to significantly offset housing costs. The main home offers a separate entrance leading into a functional open-concept layout with generous bedrooms and a versatile flex room that can be used as a home office or potential fifth bedroom. Situated on a premium lot with no rear neighbors, the property highlights peaceful conservation views, a fully fenced backyard, and a screened lanai with space for a future pool. The home also offers luxury community amenities such as a fully-equipped fitness center, clubhouse, resort-style swimming pool, tennis courts, trails, dog park and playground, with lawn care thoughtfully included in the HOA. This residence stands apart from the rest of the market, offering a unique configuration and unmatched utility that represents a premier investment in today’s real estate landscape.

1852 Ancestry Trail, Kissimmee

Courtesy of COLDWELL BANKER REALTY

Start Your Search

Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated:

board logoListings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work, please click here to review our DMCA policy and learn how to submit a takedown request. © 2026 FMLS. Last updated

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .

board logo

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.

How much is your home worth?

Get instant property value now!