Kissimmee Single Family Homes For Sale - 1991 homes

Remarks: Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.

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

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.

Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)

Listing Agent: Bertrand Bouchenot (407-850-9707)

Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.

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

Listing Agent: Abraham Mendez (631-926-2632)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.

Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)

Listing Agent: Abby Baker (386-864-3154)

Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Step inside this beautifully pool home, featuring gorgeous tile throughout, and enjoy stunning pond views from your own backyard oasis. Located in the highly desirable Crescent Lakes community—zoned for short-term rental or full-time residential living—this well-maintained property offers exceptional flexibility and value. This home features 4 spacious bedrooms and 2 full bathrooms. The screened-in, covered patio overlooks the sparkling pool perfect for relaxation and entertaining. The kitchen is equipped with all major appliances—range, over-the-range microwave, dishwasher, disposal, and refrigerator. A separate utility room with washer and dryer provides convenient access to the attached 2-car garage. Crescent Lakes is known for its peaceful atmosphere, beautifully maintained landscaping, and lighted walking paths perfect for morning jogs or evening strolls. Community amenities include a park, tennis court, two playgrounds, basketball area, picnic spaces, and dedicated 24/7 security patrol. Ideally located near schools, and just minutes from multiple shopping and dining options, restaurants, banks, the post office, and the library. Enjoy quick access—approximately 20 minutes—to major theme parks, golf courses, and local nightlife. Whether you're looking for a primary residence, a long-term rental investment, or a short-term vacation property, this home offers the perfect blend of comfort, convenience, and opportunity. Do not miss out on this opportunity, make the decision to leave that cold weather behind and call me now - let's make that dream of endless sunny days, a reality!

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

Listing Agent: Pedro Ali (407-319-2318)

Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath pool home in the desirable Poinciana Village offering 1,823 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the soaring vaulted ceilings and bright, open layout that seamlessly connects the living room, dining area, kitchen, and family room, creating the perfect setting for both everyday living and entertaining. The spacious kitchen is a standout feature with stainless steel appliances, a large center island with built-in range, breakfast bar seating, and an abundance of cabinet and counter space. The split-bedroom floor plan provides added privacy, while the primary suite serves as a relaxing retreat complete with a walk-in closet and an en-suite bathroom featuring a soaking tub and separate shower. Step outside and discover the true heart of the home. The oversized screened lanai and sparkling in-ground pool create an inviting outdoor oasis perfect for relaxing or hosting gatherings year-round. Beyond the lanai, the fully fenced backyard includes a custom-built covered entertainment area with built-in seating, ideal for grilling, dining, and enjoying the outdoors. Conveniently located near grocery stores, healthcare facilities, shopping, dining, and major highways, this home offers easy access for commuting while keeping everyday essentials close by. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Cinthia Gonsales (407-534-0971)

Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Amazing home with Mother in law suite attached included! Live on one side and Airbnb the other unit or use the whole home. Choose all your options on this custom Pre construction 4 bedroom 3 and half bathroom home called “The BellaFlex ” model from Queen Homes, a luxury custom home builder., this home has an open floor plan and includes a mother in law suite with a second laundry, kitchenet, and a second ac unit with a separate entrance, includes 10 foot ceilings, granite countertops, 42 inch cabinets with crown molding, porcelain tile in the whole house, upgraded Foam insulation, 10 foot tile covered showers and much more. Financing available with only 3.5% downpayment with a construction to perm loan . Amazing location minutes from 192 and 535 rd. The community is amazing which features private gate security with guard, community pool, club house, gym and theather, also the community allows for short term and long term rentals. Call us to day to visit our model to choose all your finishes and colors.

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

Listing Agent: Yuri Gomez, Pa (877-366-2213)

Remarks: Priced to sell! This fully furnished 6 bedroom, 4.5 bathroom vacation home is already operating and generating short term rental income, featuring three themed bedrooms, a loft with a large projector screen for movie nights, and a private outdoor retreat with a pool and spacious patio for entertaining with no rear neighbors, creating the perfect setup to attract bookings and memorable guest experiences. Inside, the home offers a spacious open concept layout that connects the living room, dining area, and kitchen, creating an ideal gathering space for families and large groups. The kitchen is fully equipped with stainless steel appliances, granite countertops, a tiled backsplash, and espresso cabinetry, making it both stylish and functional for extended stays. Ceramic tile flooring throughout the main living areas on the first floor provides durability and easy maintenance, ideal for vacation rental use. The first floor features a primary bedroom with direct access to the pool area and a private en suite bathroom complete with a soaking tub and walk in shower. The garage has been converted into a game room with a pool table and foosball table, providing an additional entertainment space that guests love. Upstairs you will find an additional en suite bedroom, four more beautifully furnished bedrooms, and two additional bathrooms. The loft area creates the perfect gathering space and is highlighted by a large projector screen, making it ideal for movie nights, game days, or relaxing after a day at the parks. Step outside to enjoy the covered patio and private pool area, perfect for entertaining or unwinding in the Florida sunshine. With no rear neighbors, the backyard offers added privacy rarely found in vacation homes. Located just minutes from Central Florida’s world famous attractions, shopping, and dining, owners and guests also enjoy access to resort style amenities including a clubhouse, fitness center, resort pool with lazy river, bar, and game room, all within the highly desirable Windsor at Westside Resort. Book your private showing today.

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Brian Hamaoui (407-760-0975)

Remarks: Welcome to 7792 Somersworth Drive in Reunion Resort—a stunning 5-bedroom, 3.5-bath Verona model built in 2023 and offered fully furnished, with the rare flexibility to be used as a short-term rental, long-term rental, or primary residence. Perfectly positioned on an oversized conservation homesite, this premium lot offers peaceful Florida nature views and added privacy—an ideal backdrop for relaxing or entertaining. The extended covered lanai is perfect for grilling and unwinding as you soak in the sunshine before heading out to explore everything Central Florida has to offer. Inside, the thoughtfully designed floorplan features a downstairs primary suite and four additional bedrooms upstairs, making it ideal for larger groups, multi-family stays, or owners seeking space and comfort. Built with numerous upgrades and modern finishes, this home is truly move-in or rent-ready from day one. Located within Reunion, one of Florida’s most sought-after vacation communities, owners and guests enjoy access to championship golf courses, resort pools, water parks, dining, and the iconic rooftop bar atop the Reunion hotel—all just minutes from Walt Disney World, Universal Studios, and the heart of the Orlando tourism corridor. Whether you’re looking for a high-performing vacation rental, a second home, or a primary residence with resort-style living, 7792 Somersworth Drive stands out as one of the best newer construction opportunities in Reunion. Schedule your showing today and see why this home checks every box for lifestyle, location, and investment potential. Sold Fully furnished.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Justin Pekarek (407-808-3695)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. **Discover PEACEFUL LIVING in this move-in-ready 3-bedroom, 2-bathroom single-story home, offering over 1,800 SQUARE FEET of comfortable space in a QUIET, RURAL setting away from the hustle and bustle. Set in a safe, serene neighborhood with a LOW HOA, this home features a welcoming front LANAI-STYLE PORCH that opens to a light-filled foyer with VAULTED CEILINGS. Inside, you'll find a thoughtful layout that includes both a separate Living Room and Dining Room, offering FLEXIBLE SPACES for entertaining, relaxing, or hosting special gatherings. The split floor plan ensures privacy, with the Primary Suite on one side of the home, boasting a WALK-IN CLOSET and an en suite bath with dual sinks, a GARDEN TUB, and a separate shower. On the opposite side, two additional bedrooms share a full bath, ideal for family or guests.The heart of the home is a SPACIOUS KITCHEN with vaulted ceilings, wood cabinetry, stone countertops, a breakfast bar, and a generous pantry, all flowing seamlessly into the open Family Room. WOOD-LOOK LAMINATE flooring enhances the main living areas and Primary Suite, combining durability with style. Step through sliding glass doors to the screened back porch, where a HOT TUB invites relaxation as you take in the peaceful surroundings. The 2-car garage adds convenience, and the community offers desirable AMENITIES including a pool, community center, fitness facility, parks, and year-round events.While this home offers a QUIET ESCAPE, you’re still close to everything you need—local shopping, schools, dining, and recreation. For nature enthusiasts, you're less than 5 minutes from hiking trails at BELLINI PRESERVE, or enjoy an easy 30-minute drive to DISNEY parks, and QUICK ACCESS to other major Central Florida attractions and highways, making this the perfect blend of tranquility and convenience. Don’t miss the opportunity to make this Florida retreat your own!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Back on the market after TOM to allow refurbishing. Seller will provide $3,000.00 carpet allowance. Beautifull and spacious 4Bed/3Bath home has a BRAND-NEW ROOF installed 10/2025!!! Freshley painted. New bathroom and laundry room floors. The home features a spacious layout. Entering through the front door you are welcomed by high ceilings that enhance the spacious feel throughout, making this 2300+ sq ft home a very specious retreat and a great space for a large or growing family. The fourth ensuite bedroom is tuck away on the opposite side of the home, making it prefect for a mother-in-law suite. Home is vacant. Take advantage of the amazing HOA amenities including multiple parks, playgrounds, and a pool. your monthly HOA fee includes Cable TV and Internet. Just 10 minutes from Poinciana Lakes Plaza where you'll find a variety of shopping & dining options as well as a Gym, Banks, Doctors offices, Dentist offices and Hospital. Close to Highways, Supercenter, supermarkets including Aldi's Publix and Sprouts Specialty Organic Grocery Store. All measurements are approximate and should be verified by the buyer prior to purchase.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Carbeth Golding (407-729-9103)

Remarks: Welcome to this Immaculate, freshly painted home. Energy efficient, modern construction, built in 2022 with Impact windows. Step inside to a bright & open layout designed for both comfort & functionality. The desirable split bedroom floor plan provides added privacy, with the primary suite set apart from the secondary bedrooms, perfect for families, guests, or a home office setup. The home features a modern kitchen layout & spacious living areas ideal for everyday living & entertaining. Natural light fills the space, creating a warm and inviting atmosphere throughout. This home is just a short drive from Amusement Parks & Orlando’s top attractions! Disney World parks, Universal Studios, Water Parks etc. making it perfect for both primary residents & investors. Enjoy easy access to shopping, dining, schools & major highways. Property sitting on an oversized lot. Perfect canvas for designing your outdoor space, pool, backyard... **SEE BROKERS REMARKS

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Claudia Beron (954-297-8488)

Remarks: Under Construction. The Hayden floorplan offers 5 bedrooms, 3 bathrooms, 2,601 sq ft, and a 2-car garage. Features include a flex room, kitchen with island, quartz countertops, stainless steel appliances, and a walk-in pantry. One bedroom is on the first floor for privacy. The second floor has the primary bedroom with en suite, three additional bedrooms, a second living area, and smart home technology. Contact for more details. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Under contract-accepting backup offers. BUY 2x1: Live in Your Dream Home and Own an Investment Property for One Price!!! AMAZING opportunity to own two properties for the price of one: a BEAUTIFUL single-family home + an independent apartment already rented, all in the heart of Kissimmee. The main home features 3 bedrooms, 2 full bathrooms, a Bonus/Flex Room, an open-concept kitchen, and a super spacious backyard with a covered patio, perfect for family gatherings and outdoor enjoyment. The independent apartment includes 1 bedroom, 1 full bathroom, a kitchen, and a living room—ideal for rental income or extended family. This property is located in a spectacular community offering resort-style amenities, including a swimming pool, fitness center, clubhouse, tennis courts, basketball court, dog park, and more. This is a unique 2x1 opportunity you can't miss—live in a gorgeous home while generating income at the same time, helping you pay your mortgage with ease. Call now and make your dream of owning a home + investment come true, all at one price!!! SELLER MOTIVATED

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

Listing Agent: Carola Garcia De Montenegro (407-616-5098)

Remarks: Under Construction. The Hayden floorplan offers 5 bedrooms, 3 bathrooms, 2,601 sq ft, and a 2-car garage. Features include a flex room, kitchen with island, quartz countertops, stainless steel appliances, and a walk-in pantry. One bedroom is on the first floor for privacy. The second floor has the primary bedroom with en suite, three additional bedrooms, a second living area, and smart home technology. Contact for more details. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Located on a quiet cul-de-sac in the gated community of Formosa Gardens, this beautiful property 5/3 is a highly successful short-term rental that stays consistently booked and offers a rare opportunity for investors or those seeking a vacation home or primary residence. The home sits on a unique oversized lot featuring a trampoline and soccer field, creating a fantastic outdoor space for families and guests. Recent 2025 upgrades include a NEW 5 TON AC UNIT, new pool pump, and laminated flooring, NEW GAS POOL HEATER (2026). All furniture and household items are included, making this a fully turnkey property ready for continued short-term rental income or personal use. Properties on cul-de-sacs with large lots in Formosa Gardens are rare opportunities. Call today to schedule a showing!

Listing is courtesy of: CSG FLORIDA REALTY, INC. (305-979-7357)

Listing Agent: Cristian Gonzalez (786-390-6471)

Remarks: Fully furnished, beautifully decorated, 6Bed/4.5Bath vacation home with brand new roof, quartz countertops, new luxury plank flooring, themed rooms, and screened in pool. Perfectly situated in the coveted vacation community of Crystal Cove Resort; with excellent amenities including clubhouse, gym, community pool, and playground. Ideal for any investor looking for a family vacation residence or short-term rental investment. All while, easy access to major highways, theme parks, shopping, dining, and the Orlando International Airport.

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

Listing Agent: Victor Nguyen (407-721-1032)