Kissimmee Homes For Sale & Real Estate - 3273 homes

Remarks: Turnkey 3-bedroom, 3-bathroom townhome in Windsor Palms, just minutes from Walt Disney World Resort and ideally located off US Highway 192. This is the closest townhome to the clubhouse, set in a prime position with a south-facing private pool overlooking a large green area so no immediate rear neighbors. The layout includes a first-floor bedroom with ensuite, plus an upstairs primary suite with ensuite and walk-in closet. A fully equipped kitchen, additional guest pantry, and full-size washer/dryer make it ideal for short-term rental. Impeccably maintained current owner has invested over $40K in upgrades including A/C (2021), pool heater (2018), water heater (2021), and pool pump (2024). Proven short-term rental with a 5-year average of 259 booked days each year (not counting owners personal use) and future reservations in place for 2026 and 2027. Seller will assist with a seamless transition including systems and repeat guest database. Windsor Palms offers manned, gated access and resort-style amenities including clubhouse, pool, fitness center, tennis courts, and more— if you are looking for an outstanding investment or second home opportunity – you found it!

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: Under contract-accepting backup offers. Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities, including a large swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional features such as table tennis, BBQ picnic areas, and scenic walking paths offer plenty of options for relaxation and recreation. With quick access to major highways, you're minutes from Orlando’s world-class attractions, dining, and shopping. This is a great opportunity to own in one of the area’s most desirable resort communities. Schedule your showing today and see everything Windsor Palms has to offer.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: This Cabella Model built in 2017 is in The Tre Visa neighborhood, a favored location close to the village center, restaurants, the golf course and shop as well as the state of the art work out center. As you open the front door and walk into this home you are greeted with a panoramic view through your 4 Season Florida room of the beautiful pond and its wildlife. This 2 bedroom, 2 bath plus den is tiled throughout except for the 2 bedrooms. The Great room has a recessed ceiling and a ceiling fan. The kitchen has Linen cabinets, Stainless steel appliances and granite counter tops, as well as a corner pantry and cabinets for built in recycling and trash. All window coverings are included and custom made for the Great room and Florida Room. The Primary Bathroom has 2 sinks, Corian counter tops and oversized walk in shower and a large walk-in closet. The Laundry room includes washer and dryer, cabinets and a utility sink. The Garage is a 2 car garage with an added bonus feature. It includes a 10 x 10 craft room that is air conditioned and heated so you can work on your hobbies away from the living area of the home.

Listing is courtesy of: BELLA VERDE REALTY LLC (407-641-2688)

Listing Agent: Suzanne Foels (407-288-7992)

Remarks: Welcome to your dream home near Disney! This stunning 6-bedroom, 4.5-bathroom residence offers the perfect blend of comfort, space, and style. From the moment you step inside, you’ll notice it looks brand new and attention to detail throughout. The home features a spacious open-concept layout, a well-appointed kitchen with modern finishes, and multiple themed bedrooms that add a unique and playful touch, which is perfect for family and guests. Step outside to your own private oasis: a cozy yet inviting pool, ideal for relaxing after a fun day at the nearby theme parks. Whether you're looking for a primary residence, vacation home, or investment property, this home has it all. Located in a nice area with convenient access to shopping, dining, and major attractions, this is one you don’t want to miss!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Vivian Branco (305-469-0729)

Remarks: one or more pictures have virtual stage... SELLER IS OFFERING $5,000 TOWARDS BUYER'S CLOSING COST...This spacious 4-bedroom, 3-bathroom townhouse in the desirable gated community of Club Cortile offers 1,880 sq. ft. of living space, combining comfort and convenience in a prime Kissimmee location. Built in 2007, this two-story home features an open floor plan with a generous living and dining area, a well-appointed kitchen, and a bedroom with a full bath on the first floor. Upstairs, you will find the primary suite with its own private bathroom, along with two additional bedrooms and another full bath. Residents enjoy access to community amenities including a clubhouse, fitness center, playground, and sports courts, all just minutes from major highways, shopping, dining, and Central Florida’s world-famous attractions. With no minimum lease period, this property offers exceptional flexibility as a short-term rental, vacation home, or long-term investment property. An excellent opportunity for both homeowners and investors looking to capitalize on Kissimmee’s strong rental demand.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Maria Santacruz (407-552-8213)

Remarks: **Turnkey Resort Townhome – Active Short-Term Rental Opportunity** Welcome to this beautifully maintained 4-bedroom, 3-bath fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: FULLY FURNISHED | TURNKEY INVESTMENT | RESORT-STYLE COMMUNITY Welcome to this beautiful two-story home located in the highly desirable resort-style community of Windsor at Westside. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property is move-in ready and perfectly suited as a primary residence, vacation home, or income-producing short-term rental. The home offers a bright and open layout, with a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connecting to the formal dining area and multiple living spaces—ideal for entertaining family and guests. Large sliding glass doors lead to a private screened-in pool area, providing a relaxing outdoor retreat with added comfort and privacy. Residents and guests enjoy access to outstanding resort-style amenities, including a spectacular pool with lazy river and waterslide, a fully equipped clubhouse with lounge areas, a tiki bar by the pool, fitness center, game room and arcade, as well as sports courts for tennis, basketball, and volleyball, plus a soccer field and playground. The community also features a scenic lake with a pier, a convenience store, and 24-hour gated security. Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Disney Springs, the property is surrounded by a wide variety of shopping, dining, and entertainment options. This is a fantastic opportunity to own a fully equipped home in one of the most sought-after vacation communities in the area. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Expect to be amazed when you walk into this ultra comfortable and stylishly modern condo.  Everything about it shouts comfort and luxury.  A perfect retreat in the heart of Margaritaville and right next door to Disney.  Enter into the gorgeous kitchen which has upscale appliances, chic cabinets and a center island which provides additional workspace as well as a convenient place to eat.  Its well equiped and perfect for cooking that special meal or preparing a rush breakfast before heading to the parks. Beyond the kitchen is a comfortable living room which has access to a spacious balcony with views over a grassy area to the community pool and facilities. The spacous master has a large bedroom, walk in closet and an exceptional bathroom - you will love the massive shower, dual sinks and the bath to relax in.  The second bedroom is also spacious with two queed beds, stylish decor and its bathroom carries the same stylish theme as the rest of the unit. THE CONDO OCCUPIES A PREMIER LOCATION - IT IS IN THE SAME BUILDING AS THE CHECK IN, CONCIERGE, RESTAURANT AND BAR. IT IS ALSO A SHORT WALK TO THE BEAUTIFUL SWIMMING POOL AND COMMUNITY FACILITIES.   Enjoy beach hut style cabanas, beach, tikki bar, zero entry pool, pool side entertainment and a kiddies water park.  The pool decks are spacious with plenty of room for inpool and deck loungers.  An exceptional variety of restaurants, a movie theatre, shops and entertainment is all within walking distance at Sunset Walk.  The location is perfect for visiting all the parks with Disney being just minutes away.  There is also easy day trip access to the beaches on both coasts, world class golf practically on the doorstep and Orlando International Airport is just 30 minutes away. Note this unit qualifies to be included in the Hilton reservation program

Listing is courtesy of: SIGNATURE COLLECTION REALTY IN (407-908-0594)

Listing Agent: Wendy Karaffa (407-908-0594)

Remarks: Welcome to this spacious and well-maintained 3-bedroom, 2.5-bath townhome located in the gated Cypress Lakes community in Kissimmee. Offering over 1,800 square feet of living space, this home features a functional and comfortable layout with updated flooring, neutral tones, and plenty of natural light throughout. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the living and dining areas, making it perfect for both everyday living and entertaining. One of the highlights of this home is the primary bedroom and bathroom conveniently located on the first floor, providing privacy and easy access. Upstairs you will find two additional bedrooms, a full bathroom, and a spacious loft area that works perfectly as a second living room, entertainment space, home office, or play area. This property also includes a garage and assigned parking, and residents enjoy the benefits of living in a gated community with access to a community pool and well-maintained grounds. Ideally located near shopping, restaurants, schools, major highways, and just a short drive to Disney and other Central Florida attractions, this home offers comfort, security, and convenience.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Charming 3-Bedroom Pool Home in Prime Kissimmee Location This beautifully maintained, fully furnished 3-bedroom, 2-bathroom single-story home offers the perfect blend of comfort, convenience, and investment potential. Featuring a private pool, this property is ideal as a vacation home, primary residence, or income-producing rental. The spacious primary suite boasts a king-size bed, en-suite bathroom with a separate WC, walk-in shower, and a large soaking tub—perfect for relaxing after a long day. Two additional well-sized bedrooms include one with a queen bed and another with twin beds, making the home ideal for families or guests. Located in a highly desirable area, this home provides easy access to all major attractions while offering a peaceful residential setting. It’s perfectly suited as a starter home for a young family or a comfortable retreat for retirees. Commuters will appreciate the convenient road links to major employment hubs including Orlando, Kissimmee, St. Cloud, and Lake Nona. Nearby schools include Mater Palms Academy and Knight’s Point K-8, and you’ll find shopping, dining, and entertainment just minutes away, including Walmart and a variety of grocery stores and restaurants. The property is also located just 2 miles from the SunRail hub, making travel even more convenient.

Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)

Listing Agent: Darren Coxon (863-438-7458)

Remarks: Under contract-accepting backup offers. UPGRADED HOME on CORNER OVERSIZED LOT with SOLAR PANELS! Beautiful Corner 3-bedroom, 2-bathroom home located on an oversized lot in the desirable Poinciana Estates community. Custom Built Cabinetry, Updated Kitchen & Baths. Built in 2004, but freshly pianted, this well-maintained residence offers approximately 1,825 square feet of living space with a functional split-bedroom floor plan and spacious living areas perfect for both everyday living and entertaining. The property sits on an expansive lot providing added privacy and outdoor potential with Jacuzzi. Enjoy low HOA fees and convenient access to shopping, dining, schools, and major roadways. Whether you're looking for a primary residence or an investment opportunity, this home offers comfort, space, and value in a growing area of Kissimmee.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Juliet Gomez (305-609-0205)

Remarks: Beautiful 4-Bedroom Pool Home with Pond View in Sought-After Eagle Pointe Welcome to this spacious and fully furnished 4-bedroom, 2-bathroom single-story pool home, ideally located in the highly desirable Eagle Pointe community in Kissimmee. Currently operating as a successful vacation rental, this property offers exceptional flexibility as a short-term rental, long-term investment, or comfortable primary residence. One of the home’s standout features is its south-facing private pool overlooking a tranquil pond, providing the perfect setting for relaxing mornings and peaceful evenings with uninterrupted water views. The generous primary suite enjoys serene pond views and features a large en-suite bathroom complete with a walk-in closet, separate WC, walk-in shower, and a luxurious soaking tub. Three additional well-proportioned bedrooms offer ample space for family and guests. Designed for both comfort and functionality, the home boasts an open-plan living area along with a separate kitchen space, breakfast nook, and formal dining area—ideal for entertaining or accommodating vacation guests. Located just minutes from grocery stores, restaurants, and everyday conveniences, the home also benefits from two schools within easy walking distance: Mater Palms Academy and Knight’s Point K-8. Commuters and travelers alike will appreciate being only 2 miles from the SunRail station, with excellent road connections to major employment hubs including Orlando, Kissimmee, St. Cloud, and Lake Nona, as well as world-famous attractions. Whether you’re seeking a turnkey investment property or a relaxing Central Florida retreat, this home truly checks all the boxes.

Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)

Listing Agent: Darren Coxon (863-438-7458)

Remarks: Great Investment Opportunity! This cozy 1-bedroom, 1-bath condo is located just minutes from Disney. Enjoy resort style amenities including a pool, jacuzzi, gym, game room, basketball court, sun decks, and BBQ areas. The HOA covers internet, electricity, water, sewer, trash, cable, and all community and pool maintenance. This property is a perfect choice for generating passive income through vacation rentals in one of Florida’s most popular areas. Owners can manage or hire a management company with no restrictions. Don’t miss out on this great opportunity! Motivated Seller!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Cristina Alcazar (305-303-1418)

Remarks: This beautifully maintained ALLEGRO MODEL on a spacious CORNER lot in Solivita offers the perfect blend of comfort and carefree living in Florida’s premier 55+ active adult community. Featuring the highly sought-after Allegro floor plan, this 2-bedroom, 2-bath residence with a versatile den boasts a newer ROOF (2023), WINDOWS replaced in 2021 with a transferable warranty, and stylish flooring installed just three years ago. Relax on the screened front porch or enjoy the expansive screened lanai, all conveniently located near the neighborhood pool. In Solivita, you’ll discover a vibrant paradise with over 250 resident clubs, 14 heated pools, 17 pickleball courts, championship golf, a manicured softball field, tennis, bocce, and two state-of-the-art amenity centers. The HOA takes care of everything—landscaping, irrigation, roads, security with gate guards and patrols, plus fiber optic internet and TV. Just 50 minutes from Disney World and Orlando International Airport, and steps from the new Poinciana Lakes Plaza with Sprouts, dining, shopping, and services right across the main gate, this is the ideal setting to enjoy your active years in sunny Florida. See the full-length video tour for a complete look at this wonderful home!

Listing is courtesy of: BORCHINI REALTY (407-791-1789)

Listing Agent: Heather Hayes (703-282-7753)

Remarks: One or more photo(s) has been virtually staged. **ACTIVE MEMBERSHIP ** Enjoy this brand new luxurious contemporary townhome as a full time resident, second home or short term rental. This spectacular 3 bedroom townhome has exceptional location to the onsite multi million dollar waterpark of Reunion Resort. Relax on the outdoor lanai that is on a conservation lot. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson and Jack Nicklaus as well as 12 pools in community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide. Please note any property without a Resort membership may not be able to use any of the resort amenities. All Information Deemed Correct And Is Provided In Good Faith, However This Cannot Be Guaranteed, If Room Sizes, Sq. Ft. Taxes And Other Details Are Of Concern The Buyer And Buyers Agent Are Advised To Verify. The property has a mandatory membership, the new buyer will need to activate the membership as of day of closing. There will be an initiation fee of $15,000+ tax which will be collected at closing. Since this property has a mandatory membership and is located in Spectrum, the owner will receive 25% off their standard Gold dues. If the owner decides to use LRR as their management company, they will receive 50% off the Gold standard dues the month following rent ready

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Stacey Nelson (904-703-0118)

Remarks: FULLY FURNISHED, beautifully designed, *4 BED / 4.5 BATH* POOL HOME in SOLARA RESORT. This OPEN CONCEPT floor plan, with ample spaces and an oversized LANAI and POOL DECK. One of the highlights of this floor plan is that it has TWO MASTER BEDROOMS, one is conveniently located on the main floor, and the other one on the second floor. The KITCHEN is equipped with all STAINLESS STEEL APPLIANCES, such as refrigerator with ice-maker and water dispenser, range with glass cooktop, microwave, dishwasher and offers plenty of storage space with its 42" cabinetry and GRANITE COUNTERTOPS. The extended ISLE offers DOUBLE SINK and plenty of sitting spaces. The Kitchen flows into the DINNING ROOM and overlooks the POOL area with sliding doors. This great space that combines kitchen, dinning room and GATHERING ROOM is ideal for friends and family to get together and have a good time! The pool deck area with covered and spacious LANAI offers a large HEATED POOL, screen enclosure and brick pavers. Going up to the second floor, the LOFT is ideal for privacy and is surrounded by the other 3 BEDROOMS. The spacious MASTER BEDROOM with WALK-IN CLOSET offers a bathroom with double vanity with granite counters and stand-up shower with glass enclosure. Within just minutes from Orlando world-famous theme parks and attractions, this community has an extensive list of amenities, from an on-site restaurant and coffee bar to a zero-entry pool, pool bar, fitness center, basketball court, soccer field, volleyball court, gaming stations, playground, splash pad, waterslides and Flowrider.

Listing is courtesy of: DECONOVA INTERNATIONAL REALTY (407-816-3881)

Listing Agent: Jose Collado (305-412-5520)

Remarks: Under contract-accepting backup offers. Short Sale. Short Sale. Welcome to your charming Florida retreat! Nestled in a peaceful neighborhood in Central Florida, this beautifully maintained family home offers the perfect blend of comfort, style, and convenience. Featuring three bedrooms and two bathrooms, the layout is thoughtfully designed for both everyday living and entertaining. Enjoy a bright and airy interior with warm finishes, updated features, and plenty of natural light. Home is ideal for family gatherings. Step outside to a your backyard , perfect for relaxing evenings or weekend BBQs. Whether you’re starting a new chapter or looking for your forever home, this lovely property checks all the boxes.

Listing is courtesy of: TOWER TEAM REALTY, LLC (786-233-4959)

Listing Agent: Misslady Martinez (305-406-9096)

Remarks: Welcome to 2620 Santosh Cove, a beautifully maintained and fully furnished 4-bedroom, 3.5-bath pool home located in the highly desirable gated community of Veranda Palms. Whether you're searching for a primary residence, vacation retreat, or income-producing investment property, this home checks every box. Approved for both short-term and long-term rentals, this property offers exceptional flexibility for homeowners and investors alike. The home has demonstrated consistent guest demand, making it a strong opportunity for those seeking rental income in one of Central Florida’s most popular vacation corridors. Inside, you'll find a thoughtfully designed layout with a fully equipped kitchen, spacious living areas, and turnkey furnishings — everything conveys, making this a true move-in or rent-ready opportunity. Step outside to your private screened pool with no rear neighbors, offering added privacy and relaxation. The garage is currently converted into a game room for added entertainment value, but can easily be reverted back to a traditional garage if preferred. Beyond the home itself, location is everything. Just minutes away you’ll find major grocery stores, restaurants, outlet malls, and everyday conveniences — including a nearby Sam’s Club — making extended stays and guest turnovers seamless and convenient. All of this is located just a short drive to Disney, Orlando’s world-class attractions, and major roadways. Residents of Veranda Palms enjoy resort-style amenities including a clubhouse, pool with water slide, fitness center, splash park, and more — all within a secure gated community. This is a rare opportunity to own a versatile property in a prime location that offers lifestyle, convenience, and income potential all in one.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tai Phan (877-366-2213)

Remarks: Welcome to your dream retreat in Story Lake! This beautiful 4-bedroom, 3-bathroom home offers the perfect blend of comfort and style, featuring a private pool for relaxing days under the sun. Whether you're entertaining or unwinding, this spacious home is ideal for family living or vacation escapes—all just minutes from Orlando’s top attractions.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: Nestled in a quiet, established neighborhood, this beautifully maintained home offers the perfect blend of timeless character and modern updates. Boasting 4 spacious bedrooms and 3 bathrooms, this residence features an open and functional layout ideal for both everyday living and entertaining.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)