Kissimmee Single Family Homes For Sale - 2029 homes

Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath home located at 766 Madeira Ct in Kissimmee, offering 1,293 sqft of well-designed living space with a functional layout that maximizes comfort and efficiency. This property features a one-car attached garage, a bright living area, and a practical kitchen that flows seamlessly into the dining space—ideal for everyday living and entertaining. The bedrooms are well-proportioned, and the primary suite includes its own private bath for added convenience. Situated in a convenient location with access to shopping, dining, and major roadways, this home presents a great opportunity for homeowners or investors alike—schedule your showing today and see the potential for yourself.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: Welcome to luxury living at its finest in this stunning 5-bedroom, 4.5-bathroom home designed with both comfort and entertaining in mind. Featuring two private primary suites — one conveniently located downstairs and another upstairs — this spacious layout is perfect for multi-generational living, guests, or an ideal in-law suite setup. Step inside to discover brand new luxury flooring throughout the home and a beautifully remodeled kitchen that opens seamlessly into the expansive living and entertaining spaces. The open-concept design creates the perfect atmosphere for hosting gatherings while still offering warm, inviting spaces for everyday living. The backyard is truly a private resort-style retreat. Enjoy Florida living year-round with a heated saltwater in-ground pool built in 2023, complete with a heated jacuzzi/spa and an expansive paver patio surrounding the entire entertainment area. A covered seating space provides the perfect place to relax, dine, or entertain outdoors in style. Upstairs, you’ll find a loft area offering an added spot to sit relax and enjoy a good book. Two generously sized bedrooms and a full bath accompany the upstairs primary suite, which features a luxurious en suite bathroom with a spa-like hydro massage tub designed for ultimate relaxation. Located within a gorgeous gated community with 24-hour guard access, residents enjoy an incredible lifestyle with resort-style amenities for the entire family. Community features include beautifully maintained amenity centers, sparkling pools, tennis and basketball courts, playgrounds, a dog park, private boat lift access, and a canal leading directly to Lake Toho for endless boating and waterfront adventures. This exceptional home offers the perfect blend of elegance, functionality, privacy, and resort-style living — all thoughtfully designed for modern living and unforgettable entertaining.

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Michele Collins (863-661-8167)

Remarks: CBS construction home on an oversized corner lot in Osceola County's POINCIANA VILLAGES ready for viewing. Come see this beautiful 3 bedroom 2 bathroom pool home that has been meticulously maintained. Ugrades to the home include ceramic tile throughout, pergo flooring in master bedroom, remodled kitchen with solid wood cabinets and granite kitchen counters, tankless water heater and wired for surround sound with 4 in ceiling speakers. Also included is a whole house generator with plug and separate electrical box with interior switch providing power (a necessity in Florida) in the event of a storm or other loss of power event. Enjoy outdoor resort living every day with a large screened in patio area that includes an in ground pool, a covered patio for outdoor dining and BBQs and a screened in garage for viewing those beautiful Florida sunsets. Poinciana's prime location provides close proximity to all of the Greater Orlando area's amusement parks and attractions with easy access to the beaches in Daytona and the Space Coast. Central Florida living at its finest!

Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)

Listing Agent: Mirta Sucena (786-367-7307)

Remarks: Welcome to this beautifully designed 3-bedroom, 2-bathroom home, thoughtfully upgraded to give both comfort and style. The kitchen features quality cabinetry, tile flooring, and essential appliances, creating a functional and inviting space for everyday living. The home boasts a spacious open-concept layout, Spacious back yard and water views perfect for entertaining and family gatherings. Ideally located near schools, parks, shopping, and dining, with convenient access to Poinciana Parkway, this property provides both comfort and accessibility in a growing, vibrant community.

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Carlos Ledo (407-394-4681)

Remarks: Under contract-accepting backup offers. This 4-bedroom, 2.5-bath pool home offers approximately 2,162 sq ft of living space and a strong opportunity for buyers or investors looking to customize and add value. Built in 2005, the home features a functional two-story layout with spacious living areas and great natural flow. Located in the established Poinciana community with convenient access to major roadways. Approximately 35 minutes to Downtown Orlando, 25 minutes to Walt Disney World, 35 minutes to Universal Studios, 25 minutes to Valencia College, 40 minutes to UCF, and about 1 hour to Florida’s East Coast beaches. Close to shopping, dining, schools, parks, and medical facilities. If you’ve been waiting for the right opportunity with a pool at the right price — this is it. Schedule your showing today.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Alexa Monasterio Flores (786-915-9294)

Remarks: Under contract-accepting backup offers. PRICE REDUCED AGAIN, LOWEST IN THE AREA !!! THIS IS THE NEWEST HOUSE LISTED WITH EVERYTHING YOU WOULD DESIRE,NICE SINGLE FAMILY HOME IN PRIME LOCATION, CLOSE TO TOP ATTRACTIONS SUCH AS DISNEY, UNIVERSAL,OLD TOWN AND LOCAL DINING AND SHOPPING AREAS. READY TO MOVE IN,4 BEDROOMS,2 FULL BATHS ONE WALK IN TUB(LIKE A JACUZZI IN THE HOUSE), AND THE OTHER IS A SOAKING TUB.PLUS SEPERATE SHOWER. ALL CERMAIC TILE THREW OUT THE ENTIRE HOUSE, NO CARPET TO REMOVE, OPEN FLOOR PLAN SEEING FROM FRONT DOOR TO REAR SLIDING DOOR. TWO CAR GARAGE WITH DOOR OPENER, PLUS SCREENED IN POOL AND SPA . VINYL FENCE SECURING THE REAR AREA. THE EAT IN KITCHEN HAS GRANITE COUNTER TOPS WITH A LOT OF STORAGE. SPA CONVEYS WITH IHE PROPERTY !!! ROOF REPLACED IN 2016.

Listing is courtesy of: BROWN'S REAL ESTATE COMPANY (321-443-6168)

Listing Agent: Paul Brown, Jr (321-443-6168)

Remarks: MOVE IN READY!!! One or more photo(s) has been virtually staged. Immaculate, updated and move-in ready Located in the desirable Poinciana Village, this beautifully upgraded home offers the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open layout filled with natural light, This impeccably cared-for 3-bedroom, 2-bath home is nestled in the desirable Poinciana Villages community and with a complete RENOVATION inside and out and FULLY PAID SOLAR PANELS.Whether youre hosting a summer BBQ or enjoying a peaceful evening, this backyard delivers resort-style vibes right at home. Conveniently situated near shopping, dining, parks, and major roads, this property offers both lifestyle and location. Dont miss your chance come see this stunning home today

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Trinity Brooks (818-723-7550)

Remarks: Under contract-accepting backup offers. THE BEST ACQUISITION OPPORTUNITY IN ENCORE AT REUNION RESORT – A RARE OPPORTUNITY YOU CAN’T MISS! Priced to sell, this home offers the lowest price per square foot at Encore, making it one of the strongest values in the community. 2025 revenue came in just shy of $100k, with current confirmed bookings indicating a projected minimum 50% YoY revenue growth for 2026. As of today (01/26), confirmed bookings for 2026 already represent approximately 70% of total 2025 revenue, while occupying only 31% of the 2026 calendar, leaving substantial availability and meaningful upside potential. This is a rare opportunity to acquire a proven short-term rental at a best-in-class price, supported by established income and strong growth visibility. This fully furnished home offers 2 master suites, 2 king en-suites, and multiple guest bedrooms, comfortably accommodating large groups. Interior amenities include hotel-grade mattresses, premium linens, 50" 4K TVs, a PlayStation console, and dedicated poker and game rooms. Outdoor features include a private heated pool and spa with no rear neighbors, along with ample outdoor seating and dining space; highly desirable features within the rental market. Located in Encore at Reunion Resort, the community offers 24/7 manned gated security and access to resort-style amenities, including a private water park, sports courts, and recreational facilities, all just minutes from Disney. Don’t just take our word for it… Come see the magic yourself!

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: One or more photo(s) has been virtually staged. NEW CONSTRUCTION with financing opportunities that can make homeownership more accessible for qualified buyers! This is not your typical new build — this is a strategic opportunity designed with both style and flexibility in mind. Financing options may include NO MONEY DOWN, NO income verification programs, and ALL CLOSING COSTS COVERED for qualified buyers through preferred lending programs. Buyer qualification and lender terms apply. Located in growing Poinciana, this upgraded 4-bedroom, 3-bathroom home features a modern open-concept layout seamlessly connecting the kitchen, dining, and family room, creating the perfect space for everyday living and entertaining. The kitchen is thoughtfully designed with upgraded cabinetry, solid surface countertops, stainless steel appliances, designer backsplash, and a spacious center island. Additional interior upgrades include oversized baseboards, upgraded door trim, luxury-style bathroom mirrors, marble-style shower finishes, and crown molding on the kitchen cabinetry, giving the home a refined and elevated feel throughout. Built with intention and finished with purpose, this home delivers the perfect blend of comfort, style, and opportunity. Conveniently located near shopping, dining, schools, parks, and major roadways for easy access throughout Central Florida. This is an opportunity you do not want to miss — schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Malique Roberson (888-883-8509)

Remarks: This home says "Welcome Home" with Exceptional Indoor-Outdoor Living, this is a 4-bedroom, 2-bathroom residence with 1,972 sq. ft., built in 2001 and kept in great condition, every detail has been handled with care and shows true pride of ownership, with only one owner on this home. Tile flooring and high ceilings throughout, you walk into a foyer space, and into a large formal great room for your living room and dining room, lots of beautiful natural light. Step into the kitchen with island and space to sit, granite countertop and backsplash, stainless steel appliances that stay with the property, recess lighting, coffee station, lots of cabinet space, also dinette area that flows to the spacious family room. The family room has ceiling fan, wall TV mount, fiberglass elegant French door, upgraded with built-in sliding blinds, open wide to a your outdoor Oasis, featuring a very large screened porch only 3 years, with tile flooring. Enjoy the outdoor space year round with a fenced yard for privacy, large yard with concrete space to add a BBQ and unwind after a long day in the Jacuzzi for 4. Indoor laundry room with washer and dryer that also stay, 2 car garage with closet, sink in garage and aluminium stairs to the attic space. Split bedroom from master bedroom, all spacious bedrooms with ceiling fans. The community offers many amenities, from basketball courts, skate park, BBQ area, playground, baseball field, tennis court and much more, nearby school and centralized to everything, from airport, shopping, restaurants, turnpike and so much more, this home will make a great home for you!!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Lilliam Yambo (407-908-0976)

Remarks: If you thought you couldn't find an incredible 3-bedroom property with an upstairs entertainment area, 2.5 bathrooms, and a private pool, featuring elegant and comfortable spaces, the seller has created a versatile space that can be used as a fourth bedroom or office, added a shower to the half bathroom, and the home boasts spacious bedrooms, a large kitchen, and a three-car garage. Enjoy a modern kitchen, living room, pool, and a pergola with a barbecue area perfect for entertaining family and friends. Don't miss the opportunity to own this property; a true luxury home awaits you, situated on 0.32 acres of land. This community offers convenient access to shopping areas and major roadways. Let's schedule a showing so you can experience this fabulous property. The seller is motivated to negotiate.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Antonio Spagnolo (407-914-0227)

Remarks: Under contract-accepting backup offers. 1-acre fully gated corner lot with a 3 bedroom, 2 bathroom brick home offering endless possibilities! This well-maintained property features a spacious Florida room with A/C, cozy fireplace, and beautiful mature landscaping. The main home includes a 2-car garage plus an attached carport for additional covered parking. Recent updates include a new roof on the main house, fresh interior/exterior paint, new water heater, and new water softener system. The kitchen was remodeled in 2021 with updated finishes and functionality. A standout feature of this property is the separate standalone garage with a partially built-out framed unit and screened porch that could easily be converted into a mother-in-law suite, guest quarters, rental opportunity, workshop, or home office. This additional structure has its own separate gated entrance, offering privacy and flexibility. The fully fenced 1-acre corner lot offers exceptional space and versatility with multiple gated access points and plenty of room for boats, RVs, trailers, additional parking, or future expansion. Rare opportunity to own a property with multiple-use potential!

Listing is courtesy of: ZEFF REALTY LLC, (954-822-3912)

Listing Agent: Joshua Miller (407-399-3538)

Remarks: Spacious 2-story home on an oversized cul-de-sac lot in the growing Poinciana/Kissimmee area, ready for its next owner this summer! This property offers a long driveway, a huge backyard with plenty of room to enjoy the Florida lifestyle, and an impressive amount of living space you simply can’t find in most newer homes at this price point. Inside, you’ll find a functional layout featuring 2 private flex rooms downstairs, a full bathroom on the main floor, a spacious kitchen overlooking a large family room, and no carpet throughout the home — making maintenance easy and convenient. Located in the heart of Poinciana with easy access to shopping, restaurants, medical offices, schools, parks, and HCA Florida Poinciana Hospital, this area continues to grow and attract buyers looking for more space and value in Central Florida. Residents enjoy nearby community parks, walking trails, playgrounds, and convenient access to major roads connecting you to Kissimmee, Orlando, Disney attractions, and Lake Nona. Whether you’re looking for a primary residence or an investment opportunity, this home offers incredible square footage, a desirable location, and amazing potential. Don’t miss the opportunity to make it yours today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Malak Hassani Benbachir (863-624-7266)

Remarks: One or more photo(s) has been virtually staged. Competitive pricing and flexible seller! Welcome to this beautifully remodeled, three-bedroom, two-bathroom home, located in the Montego Bay neighborhood of Kissimmee. This spacious residence features an open floor plan filled with natural light, a thoughtfully designed kitchen with stainless steel appliances included, and plenty of storage space. Additionally, generously sized bedrooms and bathrooms, with modern finishes and lots of space for family or guests. The main highlight of the home is the screened-in private pool and spa and outside space, which is the perfect setting for relaxation and outdoor enjoyment. Whether you’re seeking a primary residence or an income producing investment, this property is well suited for short-term rentals and is conveniently located only minutes from Walt Disney World, Universal Studios, SeaWorld, world class shopping, dining, and major highways. Located in the sought-after Montego Bay community, residents enjoy resort style amenities including a sparkling pool, tennis and basketball courts, walking and biking trails, and a community park. This is a rare opportunity to own a move in ready home in one of Kissimmee’s most desirable neighborhoods. ROOF 2019. Take advantage of this fantastic opportunity by making an appointment for a showing right away!

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

Listing Agent: Priscila Silva (813-508-8039)

Remarks: Beautiful Corner Lot Home with Community Amenities Nearby* Welcome to this stunning corner lot home, perfectly situated across from community amenities and just 22 minutes from the airport. Enjoy the convenience of easy access to Florida's Turnpike, making travel a breeze. This spacious home features a spectacular floor plan designed for modern living: - *4 Bedrooms, 4 Bathrooms*: All bedrooms are thoughtfully placed on the first floor for easy accessibility. - *Second Floor Loft*: Includes an additional bathroom and offers the potential for conversion into a fifth bedroom, home office, or playroom. - *Modern Kitchen*: Equipped with luxury finishes and designed for both style and functionality. - *Luxury Features*: Includes electric blinds, a motorized screen porch, and state-of-the-art fixtures throughout. Eco-friendly solar panels are installed, offering significant savings on electricity costs while contributing to a sustainable lifestyle. Ideal for families and professionals alike, this home blends convenience, luxury, and modern amenities to create a perfect living environment. Don't miss out on this exceptional opportunity!

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Kerlin Torre Wesson (407-686-0130)

Remarks: Under contract-accepting backup offers. ***PRICE REDUCED!!!! Don’t miss out on this fantastic opportunity to own a great property!!! A 4 bedroom 3 full bathrooms with a private pool for sale in the lovely Liberty Village community. This one story house features a great open plan. Close to highways, schools and shopping. Make this your new home to enjoy the Florida lifestyle. NEW ROOF JANUARY 2025. This community allows long term, short term & Airbnb rentals. Motivated seller, bring your buyers!!!

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Reshma Munjal (407-343-1300)

Remarks: Experience elevated resort-style living in this fully furnished 2023-built 12-bedroom, 11.5-bath luxury vacation home located in one of Kissimmee’s most sought-after short-term rental communities! Just minutes from Disney, premier shopping, dining, and world-famous attractions, this exceptional turnkey property is designed for both unforgettable guest experiences and outstanding rental potential. Features include beautifully themed bedrooms, expansive open-concept living areas, a gourmet chef’s kitchen with oversized island, an LED-lit game room, private theater room, and a stunning screened-in pool & spa overlooking peaceful wooded views with no rear neighbors. A rare investment opportunity and the ultimate Central Florida vacation retreat!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Winnie Tam (863-651-4687)

Remarks: Come fall in love with The Woods at Kings Crest, one of the area’s most desirable neighborhoods known for its mature trees, generous lot sizes, and unique, non–cookie-cutter homes. This spacious 3-bedroom, 2-bath residence sits on a 0.34-acre lot and offers the privacy and charm buyers crave. An attached, private-entrance in-law suite featuring a full 1B/1B layout, with spacious kitchen and living space, provides the perfect retreat for in-laws, visiting guests, or even potential rental income. Step into your fully fenced backyard, complete with two beautiful mature Sugar Maples—perfect for a shady hammock retreat or the future site of your pool and outdoor kitchen. With over 16 feet of space between you and any neighbor, you’ll enjoy a true sense of openness and your own private oasis. A versatile 12\' x 24\' shed with light and water connections provides the ideal setup for a workshop, she-shed, man-cave, or hobby space. Located on a quiet cul-de-sac with virtually no traffic, this home is surrounded by neighbors who take pride in their properties and enjoy a family-friendly environment. Major updates include: New roof (2022) New double-paned, insulated windows (2025) Realtors with pre-qualified or pre-approved buyers are welcome. Showings are by appointment only as the home is owner-occupied. Conveniently located just minutes from the Florida Turnpike, less than 30 minutes to Orlando International Airport, and close to new shopping centers and schools.

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: YOU CAN PURCHASE THIS HOME WITH NO MONEY DOWN! From the moment you step inside this stunning Cedar model by Pulte Homes, the soaring 9’4” ceilings and 8-foot doors create a sense of scale and openness that you typically only find in much larger estates. The heart of the home is a designer kitchen that truly makes a statement, featuring upgraded navy blue soft-close cabinets accented by chic brass hardware, under-cabinet lighting, and high-end stainless steel appliances. This open-concept space flows effortlessly into a naturally lit cafe and a spacious living room, all tied together by beautiful luxury faux-wood plank flooring that handles daily life with ease. Because the home has always been a pet-free environment, the flooring and plush bedroom carpets are in pristine condition, adding to the crisp, like-new feel of the entire space. Natural light is a central theme here, especially in the front bedroom which serves as a perfect, bright home office. The primary suite acts as a true private retreat, offering a massive oversized walk-in closet and a bathroom with double sinks and a walk-in shower. Perhaps the most captivating feature of this 1,662-square-foot home is the view; through the triple sliding glass doors, you are greeted by an absolutely breathtaking panorama of a large tranquil pond and a lush nature preserve. Whether you are enjoying a quiet morning on your paved covered porch or hosting friends in the airy living spaces, the peaceful backdrop of the water and woods makes every day feel like a getaway. Complete with a spacious laundry room and two-car garage, this home perfectly balances high-end designer style with the quiet comfort of nature. The best part is that you can make this dream home yours with NO MONEY DOWN!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gavin Hatch (407-431-2304)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. With an acceptable offer, the seller is willing to contribute $5,000 toward buyer expenses. Welcome to this beautifully maintained 6-bedroom, 4.5-bath pool home in the highly desired Seasons community of Kissimmee. Offering 2,881 sq ft of thoughtfully designed living space, this residence is filled with natural light throughout and features high ceilings that enhance the home’s bright, open, and luxurious feel. The primary suite is conveniently located on the first floor, providing comfort, privacy, and a touch of elegance with its spacious layout. The home offers an inviting floor plan with multiple living and dining areas, generous bedrooms, and excellent flexibility for families, guests, or short-term rental use. Recent updates include a new roof in 2023, a hot water heater installed in 2021, and fresh interior paint, giving the home a clean and modern presentation. Step outside to your private screened-in pool, perfect for relaxing or entertaining year-round. Located in a community zoned for short-term rentals, this property offers outstanding versatility for investors, vacation-home buyers, or full-time residents. The HOA also includes lawn care, providing low-maintenance living and added convenience. Just minutes from shopping, dining, major highways, and Central Florida’s world-famous attractions, this home blends comfort, convenience, and a hint of luxury in one of Kissimmee’s most sought-after neighborhoods.

Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)

Listing Agent: Joseph Cupo, Jr (407-461-5945)