Kissimmee Homes For Sale & Real Estate - 3298 homes

Remarks: Stunning 2-bedroom, 2-bath condominium with 1-car garage! This beautifully maintained home offers a bright and airy open-concept design, perfect for both everyday living and entertaining, ideally located next to the community clubhouse, offering easy access to amenities and enhancing your lifestyle. Enjoy two spacious master suites, each featuring its own walk-in closet, providing comfort, privacy, and flexibility. Elegant laminate flooring flows seamlessly throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a gas stove, perfect for those who love to cook, and features recent upgrades including a brand-new refrigerator (2025), new microwave (2025), and new garbage disposal (2025). The A/C unit was replaced in 2019. Additional highlights include a convenient inside laundry room and a well-designed layout that maximizes both space and functionality. This move-in ready condo offers the perfect combination of style, comfort, and low-maintenance living—a true must-see!

Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)

Listing Agent: Reyna Quezada (407-780-0426)

Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Under contract-accepting backup offers. Great Investment Opportunity in Poinciana! Spacious 3-bedroom, 2-bath home offering 1,279 sq. ft. of living space and excellent potential. Features include stainless steel appliances, an oversized Florida Room, and a primary suite with walk-in closet. Enjoy a large fenced yard with mature trees providing privacy and outdoor space. Home needs some TLC—perfect for investors or buyers looking to add value. Conveniently located near shopping, hospitals, and major highways.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Luis Talavera (863-368-7289)

Remarks: Imagine waking up to peaceful conservation views in one of The Oaks' most desirable communities. This 4-bedroom, 2-bath home offers nearly 2,000 square feet of open-concept living with modern finishes, energy-saving solar panels, and access to a private boat ramp on Shingle Creek.The oversized kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, and a large island perfect for entertaining family and guests.Step outside to your covered lanai and enjoy the privacy of a wooded conservation area with no rear neighbors. Residents enjoy access to boating, fishing, playgrounds, and convenient proximity to The Loop, Disney, Orlando International Airport, and major highways.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Ana Manzo (321-318-9338)

Remarks: Move-in ready three-bedroom, two-bathroom home located in the Poinciana Subdivision Neighbourhood 5 North Village. This residence features a functional layout designed for modern living, highlighted by a kitchen that is beautifully finished with quartz countertops and stainless steel appliances. The primary suite offers added convenience with a large walk-in closet, providing ample storage space. The exterior of the home includes a fully fenced-in backyard, offering a secure space for outdoor entertaining or pets. Perfectly positioned near shopping, dining, schools, and everyday essentials, this home is part of a Planned Unit Development (PUD) with low HOA fees. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under contract-accepting backup offers. Welcome to your ideal getaway or investment opportunity in the heart of Kissimmee! This well-appointed condo-tel features two full beds and an updated bathroom, offering a comfortable and inviting retreat for guests or owners alike and provides the perfect blend of convenience and vacation-style living. Ideally located near Kissimmee’s popular dining, entertainment, and shopping destinations, this property offers easy access to everything the area has to offer, including world-famous attractions. The community amenities enhance the experience with a swimming pool, on-site laundry facilities, and shared common areas. Whether you’re seeking a low-maintenance vacation home or a great income-producing investment, this condo-tel is an exceptional opportunity in a prime location.

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Discover this brand-new construction townhome in Kissimmee, FL (34743) located in the highly desirable SoHo at Lakeside community, just minutes from Lake Nona, Orlando International Airport, and Medical City. This modern 3-bedroom, 2.5-bath townhouse offers a spacious open-concept layout designed for today’s lifestyle. Featuring high ceilings, contemporary finishes, 42” cabinetry, and stainless steel appliances, this home blends style, comfort, and functionality—perfect for both homeowners and investors. The primary suite provides a private retreat with dual closets, a balcony, and a double vanity bathroom, while additional bedrooms ,flexibility for family, guests, or a home office. Enjoy the benefits of new construction in Kissimmee, including energy efficiency, low maintenance, and updated design standards. The community offers resort-style amenities and a prime location with easy access to major highways, shopping centers, restaurants, and top employment hubs in Central Florida. Key Highlights: New Construction Townhome in Kissimmee 34743 Minutes from Lake Nona & Orlando International Airport Ideal for First-Time Buyers & Real Estate Investors Low-maintenance living with HOA-covered amenities Strong rental and appreciation potential in a growing area Whether you're looking to buy your first home in Orlando, invest in a high-demand rental property near Lake Nona, or secure a property in one of the fastest-growing areas of Central Florida—this is an exceptional opportunity.

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

Listing Agent: Rudy Morales, Pa (305-454-7821)

Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.

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

Listing Agent: Rebecca Readus (423-414-5019)

Remarks: Welcome to your own private retreat in the heart of Poinciana! Located in the growing Polk County side of Poinciana, this spacious 2-story home at 2074 Rio Grande Canyon Loop offers the perfect combination of functionality, comfort, and outdoor living that is hard to find at this price point. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,154 square feet of living space, this home was designed with family living and entertaining in mind. The first floor offers a formal living room and formal dining room that are ideal for holidays, gatherings, and special occasions. The oversized kitchen provides abundant cabinet and counter space, a breakfast bar, and an additional dinette area, all overlooking the large family room to create an open and inviting atmosphere. A downstairs laundry room and convenient half bath complete the first floor layout. While the interior is in very good condition, the home also presents an excellent opportunity for the next owner to add their own modern touches and upgrades over time. To help make that transition even easier, the seller is willing to offer a flooring credit with a reasonable accepted offer so the new owner can personalize the flooring to their own taste and style. But the TRUE SHOWSTOPPER of this property is the incredible backyard oasis. Step outside and prepare to fall in love with a resort-style outdoor retreat featuring an estimated $70,000 custom pool and spa package designed for year-round Florida living. Whether you are entertaining guests or simply relaxing after a long day, this backyard was built to impress. The outdoor space includes a beautiful pergola, outdoor seating area, grilling station, electric fireplace, and even a pop-up TV — all of which convey with the property. This outdoor paradise creates the perfect setting for family gatherings, game days, weekend BBQs, or peaceful evenings under the stars. Additional upgrades and features include: Recently replaced AC system Pre-wire and electric capability for a generator Spacious floorplan with multiple living areas Large backyard entertainment space Pool and spa retreat perfect for Florida living This is more than just a house — it is an opportunity to own a home with incredible outdoor living potential, solid major upgrades already completed, and the ability to customize the interior to your own personal style.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Alex Vazquez (407-270-6841)

Remarks: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Junior Montero (407-234-2334)

Remarks: Under contract-accepting backup offers. This fully furnished, 2BD/2BA, fourth-floor condo in Storey Lake is the definition of a turnkey revenue play. Just 14 minutes from Disney, this unit is already a high-performing Airbnb with strong occupancy and glowing guest reviews — no ramp-up period, no setup costs, no guesswork. Inside, you get a bright, modern, open layout with stylish furnishings, a private balcony, and a full, ready-to-host setup from day one. Whether you’re optimizing for nightly rate, extended stays, or personal use between bookings, this layout and location hit every mark. Storey Lake is a resort powerhouse with everything guests look for: multiple pools, a lazy river, splash pad, full gym, on-site restaurant + bar, and recreation that keeps guests onsite (and rebooking). That’s the kind of amenity package that drives repeat stays and pushes occupancy even in off-peak seasons. Prime location. Proven income. Zero setup. Whether you hold it as a cash-flowing short-term rental, use it as your own vacation landing pad, or both — this one is built to perform.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

Remarks: THE ONE YOU HAVE BEEN SEARCHING FOR, PRICED TO SELL!! Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort delivers the ultimate resort lifestyle, with a zero-entry pool, FlowRider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re looking to generate passive income or create a luxurious family getaway, this property checks every box. With limited inventory and high demand in Solara Resort, opportunities like this are extremely rare. Fully furnished 9-bedroom, 6.5-bathroom home in the sought-after Solara Resort! Currently operating as a successful Airbnb, this property offers an excellent opportunity for both investors and personal use. The open-concept layout features spacious living and dining areas, along with a well-equipped kitchen with stainless steel appliances and a large island perfect for entertaining. Step outside to your private screened-in pool and spa with Private Rear Views – No Rear Neighbors, offering added privacy and relaxation. Additional highlights include a garage game room, upstairs loft, and themed bedrooms designed for guest enjoyment. Located just minutes from Disney, Universal, and Orlando’s top attractions, Solara Resort offers resort-style amenities including a clubhouse, pool, restaurant, fitness center, and more. A turnkey vacation home with proven rental potential!

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

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Rare find! Triple Master with additional Bedroom and Bonus Room plus In-Law Suite with Private Entrance. Great for multi-gen, large family or Air BnB! Located on an oversized corner lot. As you walk into your new home, the entranceway is breathtaking; as you look above you will see a grand chandelier, a beautiful decorative fireplace and high ceilings. To the right, through the double doors you will find the Bonus room with a bay window - a peaceful place to relax. This home has four sets of sliding glass doors which lead you to a screened enclosure with a built-in pool. The yard is completely fenced for your privacy with Mature Palm Trees throughout the landscaping and an area perfect for a conversational fire pit. The In-Law Suite includes a large living area, a Kitchenette, oversized bedroom as well as an Ensuite bathroom. There is a private entrance for parking and entry. Perfect for family members or to be utilized as extra income.

Listing is courtesy of: PREMIER NEIGHBORHOOD REALTY (321-805-3331)

Listing Agent: Frannie Nasello (407-361-4942)

Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the spacious open-concept layout designed for entertaining and relaxation. The fully stocked kitchen features granite countertops, abundant cabinetry, and a large island overlooking the expansive living and dining areas, making it easy to gather with family and friends after a day of fun at the parks. The first-floor primary suite offers a private retreat with direct access to the pool area through the ensuite bathroom—a thoughtful feature that's perfect after an afternoon swim. Step outside and discover your own private oasis, complete with a sparkling screened pool, relaxing hot tub, covered lanai, and the added benefit of no rear neighbors, providing a peaceful setting to enjoy the Florida sunshine year-round. Upstairs, a spacious loft serves as the ultimate entertainment hub, featuring a large-screen viewing area ideal for movie nights, gaming tournaments, or simply unwinding after an exciting day of adventure. The thoughtfully designed split-bedroom floor plan offers plenty of room for multiple families and guests, including two additional ensuite bedrooms and four beautifully themed and/or decorated guest rooms that add an extra touch of magic and fun to every stay. Located within the guard-gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities centered around the impressive 8,000-square-foot clubhouse. Enjoy dining and drinks at Tu Casa Bar & Lounge, grab essentials at the market and deli, challenge friends in the video arcade, or stay active in the fitness center. Outside, the resort truly shines with its spectacular zero-entry pool, lazy river, water playground with slides, cabanas, tiki bar, volleyball court, and playground. Even better, the HOA includes lawn care and daily valet garbage service, allowing you to spend more time enjoying the resort lifestyle and less time worrying about maintenance. Whether you're searching for a high-performing vacation rental, a second home near Disney, or a luxury retreat for family and friends, this exceptional property checks every box. Just minutes from Walt Disney World, shopping, dining, golf, and Orlando's world-famous attractions, this is your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities. Schedule your private showing today and experience the Windsor at Westside lifestyle for yourself!

Listing is courtesy of: FLORIDA RESORT REALTY LLC (863-255-2300)

Listing Agent: Danae Pitcher (863-255-2300)

Remarks: Welcome to resort-style living and effortless ownership in this fully furnished end-unit townhome, ideally located just a short 3-minute walk from the community's premier amenities. Whether you're searching for a vacation retreat, short-term rental investment, or a combination of both, this property offers the flexibility and convenience today's buyers are looking for. Inside, durable wood-look luxury vinyl flooring provides a stylish, low-maintenance space designed to accommodate guests with ease. Outside your door, enjoy peace of mind with 24-hour manned gate security and access to an impressive lineup of resort amenities. Residents and guests can take advantage of a sprawling clubhouse, resort-style pool, lazy river, hot tub, tennis and volleyball courts, a fully equipped fitness center, and an arcade, creating an unforgettable vacation experience year-round. Perfectly positioned for personal enjoyment or income-producing potential, this turnkey property offers the opportunity to own a piece of Central Florida's thriving vacation market while enjoying all the benefits of a world-class resort community.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Liam Glover Pa (954-804-7579)

Remarks: Beautifully updated and move-in ready, this 3-bedroom, 2-bath home offers modern finishes and valuable system upgrades throughout. Fresh interior paint, new LVP flooring, new carpet, and new light fixtures create a bright, welcoming feel. The redesigned kitchen features new cabinets, new quartz countertops, and a full suite of new appliances including a range, microwave, and dishwasher. Bathrooms have been tastefully refreshed, while major improvements including a new HVAC system and new water heater provide added comfort and peace of mind. With an open layout, spacious bedrooms, and stylish updates throughout, this home is ready for its next owner.

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: Rob Jones (844-448-0749)