Kissimmee Single Family Homes For Sale - 2131 homes

Remarks: Step into a home that feels like a vacation from the moment you arrive. At 4494 Monado Drive, every detail invites relaxation, connection, and fun — from the vibrant themed bedrooms that spark joy for everyone, to the game room that keeps the energy going long after the parks close. With 8 bedrooms, 5 full bathrooms, and over 3,200 square feet of living space, this home was designed to host unforgettable memories. Out back, a screened-in pool overlooks a peaceful pond — the perfect spot for morning coffee or sunset cocktails. Whether you're gathering with loved ones or enjoying a quiet escape, this home offers space, comfort, and charm in every corner. Best of all, it’s fully furnished and turnkey — thoughtfully outfitted with everything you need to start hosting guests or enjoying your own vacations from day one. Located in the gated Bella Vida Resort, owners and guests enjoy access to top-tier amenities including a clubhouse, fitness center, resort-style pool, and playgrounds — all just minutes from Walt Disney World, Universal Studios, and the best of Central Florida. And when you're not using it yourself? This property shines as a high-performing short-term rental, with features that attract large groups and repeat bookings. LOW HOA fees and absolutely no CDD mean more money in your pocket and less overhead to worry about. It’s a rare opportunity to own a home that delivers both personal enjoyment and strong investment returns — all in one magical location.

Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)

Listing Agent: Xiao Pang (407-988-6543)

Remarks: Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home located in the highly desirable Seasons at Big Sky community in Kissimmee! This stunning residence offers the perfect blend of modern elegance, comfort, and outdoor living. Step inside to discover brand-new ceramic tile flooring throughout, designer light fixtures, custom walk-in closets, and a bright open-concept layout ideal for both everyday living and entertaining. The gourmet kitchen features gorgeous quartz countertops, stainless-steel appliances, a spacious center island, and a walk-in pantry with a stylish custom barn door. The seamless flow between the kitchen, dining, and living areas creates an inviting and spacious atmosphere. The luxurious primary suite offers a large customized walk-in closet with built-in cabinetry and a beautifully designed ensuite bathroom, perfect for relaxing after a long day. In addition, the second bedroom also functions as a private suite featuring its own walk-in closet and private bathroom, making it ideal for guests, multigenerational living, or added privacy. Step outside into your private backyard oasis featuring a newly built pool, breathtaking water views, a brand-new pergola, an expansive entertainment area, and a covered screened lanai perfect for enjoying Florida sunsets year-round. Whether hosting gatherings or enjoying a quiet evening by the water, this outdoor space was designed to impress. Residents of Seasons at Big Sky enjoy exceptional community amenities including two playground areas, a resort-style pool with controlled access, a dog park, gazebos, and pickleball courts for recreation and relaxation. Conveniently located near shopping, dining, major highways, and approximately 30 minutes from Central Florida’s world-famous theme parks and attractions, this move-in-ready home truly has it all!

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

Listing Agent: Sylkia Rodriguez Soto (407-919-4507)

Remarks: This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops, stainless steel appliances, and ample seating. The home includes themed bedrooms, generous sleeping capacity, and stylish furnishings throughout. The private screened-in pool and spa, complete with a covered lanai and outdoor dining area—perfect for relaxing or entertaining. Whether hosting guests or enjoying it personally, this outdoor space adds major rental appeal. Windsor at Westside offers resort-style amenities, including Clubhouse with restaurant and bar, with lazy river and water slide, fitness center, arcade, and sports courts, 24/7 manned security gate. With covered outdoor sitting, hot tub/spa, sand volley, basketball court, walking trails, store/ market place, it is Located only minutes from Walt Disney World! New laminate floors throughout the entire house! Come and take a look today!

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Ann Yu (215-495-8939)

Remarks: NEW PRICE ADJUSTMENT Beautiful 5-bedroom, 3 full and 2 half bathroom home with over 2,500 sq ft of living space, ideal for short-term rental or primary residence. Features include a spacious open floor plan with high ceilings and formal living and dining areas, a large great room with high ceilings and beautiful fixtures, and a bright kitchen with new refrigerator, ample cabinetry, and eat-in space. The oversized primary suite offers dual walk-in closets and a bathroom with dual sinks, garden tub, and separate shower. Additional highlights include newer tile flooring,master suite balcony over looking pool and conservation, upgraded bathrooms, 2017 A/C, loft area perfect for office or flex space, and a converted garage game room. Enjoy a private pool with large lanai, perfect for outdoor living. Low HOA of $175/month and no CDD. Conveniently located near major attractions, shopping, and 15 minutes from Disney. Short Term Rental allowed.

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

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Welcome to 2260 Rapollo Drive, a beautifully upgraded Mattamy Homes residence located in the highly sought-after gated community of Tapestry in Kissimmee. Situated on a premium corner lot, this stunning two-story home offers the perfect combination of modern design, comfort, privacy, and convenience. Built in 2019 and meticulously maintained, the property showcases over 2,100 square feet of thoughtfully designed living space featuring 4 spacious bedrooms, 2.5 bathrooms, a flex room, an attached 2-car garage, and exceptional indoor-outdoor living areas. From the moment you arrive, the enhanced curb appeal stands out with its upgraded paver driveway, professional landscaping, perimeter pavers, and desirable corner-lot presence that provides additional natural light and a more open feel. Inside, you’ll find an inviting open-concept layout designed for today’s lifestyle. The gourmet kitchen features premium quartz countertops, stainless steel appliances, abundant cabinetry, and a spacious pantry that seamlessly connects to the dining and great room areas, perfect for entertaining family and friends. One of the home’s most impressive features is the upgraded covered lanai, enhanced with three designer-grade glass sliding doors and remote-controlled awnings, creating a true Florida indoor-outdoor living experience. Whether enjoying your morning coffee or hosting weekend gatherings, this private outdoor retreat offers comfort and versatility year-round. The elegant red oak staircase adds warmth and sophistication, leading to the second floor, where all bedrooms are thoughtfully positioned for privacy. Additional improvements include upgraded flooring throughout the upper level, a beautifully remodeled guest bathroom, ceiling fans in key living areas, a coated garage floor, an irrigation system, PVC privacy fencing, and an installed security camera system. Residents of Tapestry enjoy resort-style amenities including a luxurious clubhouse, fitness center, sparkling pool, walking trails, parks, playgrounds, and 24-hour gated access. Location is everything, and this home delivers. Conveniently located just minutes from The Loop shopping and dining district, major highways including SR-417 and I-4, Orlando International Airport, world-famous attractions, medical facilities, and top everyday conveniences. Whether you’re searching for a primary residence, a seasonal Florida retreat, or a long-term investment property in one of Central Florida’s fastest-growing markets, 2260 Rapollo Drive presents an exceptional opportunity to own a move-in-ready home in one of Kissimmee’s most desirable communities. Schedule your private showing today and experience the lifestyle that makes Tapestry one of Central Florida’s premier gated neighborhoods.

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

Listing Agent: Anthony Alfarone (352-897-0771)

Remarks: Under Construction. Discover the Keele, a spacious 3-bedroom, 2.5-bath home with 1,818 sq. ft. of thoughtfully designed living space. The main floor features a private primary suite with walk-in closet and private bath, plus a bright open layout that blends the kitchen, dining, and family room—perfect for gatherings. A covered patio extends the living space outdoors, while a powder room and laundry add convenience. Upstairs, a versatile loft connects two additional bedrooms, each with walk-in closets and a shared bath. With energy-efficient design, granite counter tops, stainless steel appliances, and a 2-car garage, this home balances comfort and style.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: Under contract-accepting backup offers. Welcome to this charming 4-bedroom, 3-bathroom pool home that beautifully combines comfort and energy efficiency. With high cathedral ceilings, the open layout is bright and inviting, perfect for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen, which features stunning granite countertops, a generous breakfast bar, stainless steel appliances, and ample counter space for all your cooking needs. Just off the kitchen, the dining area offers a cozy spot for enjoying meals together. The primary suite is a true retreat, boasting a luxurious Jacuzzi soaker tub, a walk-in closet in a well-appointed en-suite bathroom. One of the guest bedrooms also includes its own en-suite bath, providing added privacy for visitors. Three additional bedrooms offer flexibility for family, guests, or a home office, with each of the three bathrooms designed for practicality. Step outside to your private backyard oasis, where a refreshing screened pool and deck area awaits for sunny days. The patio area is ideal for lounging or entertaining, and its' plumbed for an outdoor kitchen, complete with a sink and counter already in place-perfect for those summer cookouts. Enjoy the peaceful view of the nearby pond as you relax. This home comes equipped with leased solar panels, which provide energy efficiency with a monthly payment of only $154. Recent updates include a new roof (2019), HVAC system (2015), and a brand-new water heater (2023), giving you peace of mind. The washer and dryer are also included with the home. Ideally located near shopping, dining, schools, parks and major roadways, this home offers convenience and easy access to Kissimmee, Orlando and area attractions. Don’t miss your chance to make this delightful pool home your own

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

Listing Agent: David Small (407-601-8351)

Remarks: Virtually Staged. Beautifully updated home featuring an open floor plan with brand-new flooring throughout and all-new appliances. The spacious layout offers comfortable living and entertaining areas filled with natural light. A separate 2-bedroom, 1-bath in-law suite with its own private entrance provides excellent flexibility for extended family, guests, or rental potential. Additional features include a double-car garage, dedicated laundry room, and modern finishes throughout. Move-in ready and designed for convenience, comfort, and versatility. Don't miss this incredible opportunity!

Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)

Listing Agent: Gabriela Lauria (407-724-1407)

Remarks: You'll fall in love with this comfortable four-bedroom home featuring a fully equipped kitchen, separate laundry room, a spacious master bedroom with a closet, and a screened-in porch. The home also features a wide driveway with a two-car garage and a beautiful garden. The community is very well located, just minutes from major supermarkets and shopping, making it very convenient. The gated community features a dog park, playground, community pool, and fitness center. HOA dues are affordable and include cable and internet. *Basic service. Contact us today for a showing. We look forward to working with you!

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

Listing Agent: Edwin Nieves (407-340-0537)

Remarks: Rare oversized corner-lot home in the Tohoqua community. This newer construction 3-bedroom, 2.5-bath home with a 2-car garage is situated on a premium oversized corner lot, offering expanded outdoor space, enhanced privacy, and standout curb appeal. Corner lots are limited in availability and typically command higher premiums, making this a rare and desirable opportunity within the community. The positioning also provides a more open, airy feel compared to standard interior homesites. Inside, the home features a thoughtfully designed open-concept layout with a spacious gathering room and a well-appointed kitchen, ideal for both everyday living and entertaining. A versatile first-floor flex room adds functionality and can be used as a home office, playroom, or additional living space. Upstairs, the private owner’s suite is complemented by additional bedrooms, with a layout that provides separation from the main living areas for added comfort and privacy. Located in the sought-after Tohoqua community, residents enjoy resort-style amenities including a clubhouse, tennis courts, parks, walking trails, and access to Lake Tohopekaliga. Conveniently located near the Florida Turnpike and US-192, with easy access to Orlando, shopping, dining, and surrounding areas. Aggressively priced for a premium corner-lot home, presenting a standout value and an exceptional opportunity for buyers seeking space, privacy, and long-term upside.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Major Price reduction for this Magnificent updated property located in the fabulous gated Bella Lago Resort, the property comes with its own private boat dock ramp and located on the chain of lakes, access to many wonderful water areas is possible, the property has real hardwood Floors flooring throughout, recently completely re-modeled. Quartz surfaces throughout, incredible open plan kitchen overlooking water view with center island, solid quartz surfaces. Multiple quartz work surfaces. Full length cabinets with oversize crown molding. Multiple inbuilt ovens and inbuilt ceramic hob. Walk in wine cellar with fitted wine racks and 2 wine coolers glass barn style sliding door. Utility room with French deep porcelain sink and washer dryer and multiple storage cabinets. Walk out balcony on first floor led recessed lighting, high quality cabinets with crown molding tops, built in wine cellar, Large screened Florida room with Art Deco cooling ceiling fans and facing the water Too many upgrades to list, the property interior was professionally designed and undertaken.

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jaden Ortiz (352-872-8181)

Remarks: Welcome to 2401 Avian Loop where comfort, security, and lifestyle come together in one beautiful home! This well-maintained property offers 3 bedrooms plus a dedicated office/flex space, giving you the versatility you need for a home office, playroom, or additional guest area. The spacious layout is filled with natural light, creating a warm and inviting atmosphere throughout. The kitchen is both stylish and functional, featuring granite countertops and ample cabinetry — perfect for everyday cooking and entertaining. Step outside and enjoy Florida living at its best with a screened-in lanai, ideal for relaxing evenings without the worry of insects. The fully fenced backyard provides privacy and space for pets, gatherings, or simply enjoying the outdoors. Located in a highly desirable gated community, residents enjoy 24-hour manned security, multiple secured entrances and exits for added convenience, and exceptional amenities including a resort-style pool, Gym and scenic walking trails — offering both recreation and peace of mind. Conveniently situated near major highways, shopping, dining, and attractions, this home offers easy access to everything Central Florida has to offer. Whether you’re searching for your next primary residence or a smart investment opportunity, this move-in ready home is ready to welcome its new owners!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Lorena Correa (407-415-9170)

Remarks: Short Sale. Short sale, Bank approved price. Welcome to this charming two-story home in Kissimmee FL. Featuring two master suites one on the main floor and another upstairs each with updated private bathrooms. Two additional bedrooms share a beautifully updated third bathroom. Downstairs, the open-concept layout connects the kitchen, dining, and family room, creating an ideal space for everyday living. Enjoy cozy evenings by the fireplace or cook with ease in the well-appointed kitchen that overlooks the main living areas. Step outside to a spacious, fully fenced backyard, perfect for pets, play, or weekend gatherings. Recent upgrades include a new roof (2022) and A/C system (2019). Community amenities include Lake Marion Community Park, basketball court, and sports field, free cable, fitness center, meeting rooms, & community pool. Close to Disney, shopping, and dining, this home is perfect for you. There is a 15,000-dollar US Federal Bankruptcy Estate Fee to be paid by the buyer at closing.

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Kavita Uttamchandani (239-691-2289)

Remarks: Beautiful 3 bedrooms, 2 1/2 bath single family home with Brand New Roof is located in the beautiful golf community of The Oaks! Situated in the gated Eagles Nest neighborhood. As you enter the home you will be greeted with the formal Living area filled with natural light. The great room opens up to the kitchen with tons of cabinetry and beautiful Corian counter tops with a breakfast top, an oversized center Island and a large food pantry perfect for entertaining your guests in your formal dining area or out on the large, screened lanai overlooking the golf course. As you go upstairs you will find the open loft area with ample room for relaxation and enjoyment along with 3 bedrooms. The primary bedroom is spacious and offers large ensuite bath with double vanity, jetted tub and separate walk-in shower. This home also offers a guest bedroom with its own vanity area and entry into the large, shared guest bath with double vanity and separate bath area with tub and shower combo. The laundry room is conveniently located on the second floor. The 2-car garage comes equipped with garage door opener and a new electric 40 gal. water heater. This great community is conveniently located close to shopping, dining, parks, world class golf and amusement parks.

Listing is courtesy of: RICHARD REALTY MGMT GROUP LLC (407-857-7077)

Listing Agent: Ricky Richard (352-217-6453)

Remarks: Built in 2022, this move in ready 4/2 features an open floor plan, spacious living area, and modern kitchen with stainless steel appliances. The private primary suite offers dual vanities, a soaking tub, and separate shower. Enjoy a large backyard, neutral finishes throughout, and an attached 2-car garage. Conveniently located near schools, shopping, and dining. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Move-in ready Poinciana home with a bright living area, granite countertops, stainless steel appliances, and an oversized driveway with plenty of parking. Neutral finishes and a practical layout make this home easy to enjoy. Conveniently located near shopping, dining, schools, and more. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Welcome to your own piece of Florida paradise in the highly sought-after Seasons community! Located just 10 minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bath pool home offers the perfect blend of comfort, convenience, and flexibility. Step inside to discover a spacious split-bedroom floor plan featuring formal living and dining areas, a bright and open family room with soaring vaulted ceilings, and a well-appointed kitchen designed for gathering and entertaining. Large sliding glass doors open to your private screened lanai and heated swimming pool, perfectly positioned with desirable southern exposure for sunshine-filled days all year long. Offered fully furnished and beautifully appointed right down to the last teaspoon, this truly is a turnkey opportunity. Simply bring your suitcase and start enjoying the Florida lifestyle from day one. Whether you're searching for a primary residence, a second home, or a vacation retreat, this home is ready to welcome you. For investors, the property is zoned for short-term rentals and is ideally located within one of Kissimmee's most popular vacation rental communities, just minutes from world-class attractions, golf, shopping, dining, and entertainment. With its exceptional location, versatile floor plan, private pool, and move-in-ready furnishings, this home offers endless possibilities. Live in it full-time, enjoy it as your personal Florida getaway, or continue its success as a vacation rental property—the choice is yours.

Listing is courtesy of: VACAY & CO REAL ESTATE (321-284-3600)

Listing Agent: Michelle Baydemir (321-333-1338)

Remarks: Welcome to this full remodeled 3 beds & 2 baths house with the most modern second generation smart Samsung Hub fridge, induction oven, and microwave. Partially furnished with tiled floors thoroughly to the bedrooms, bathrooms, kitchen, and entrance. The living room and dining room are laminated. Fully Fenced large backyard and screened porch It’s in a very convenient location. Only minutes from the mall, shopping centers, hospitals, schools and even access to the highways taking you to all through Kissimmee and Orlando areas! Roof, A/C, Hot water tank installed few years ago.

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

Listing Agent: Maria Batista (321-208-4649)

Remarks: Exceptional Opportunity to Own a Fully Renovated Ranch Property on 2.06 Acres in Kissimmee FL! Welcome to this beautifully remodeled ranch-style estate offering the perfect blend of privacy, functionality, and modern upgrades. Situated on 2.06 fully fenced acres with chain-link fencing and a secured electric gate, this versatile property is ideal for those seeking space, flexibility, and country living with convenient access to city amenities. The main residence features 3 spacious bedrooms(TWO MASTERS/suite) and 3.5 bathrooms, thoughtfully updated throughout. Major improvements include a new roof installed in 2021, two HVAC systems installed in 2023 and 2025, and impact-resistant hurricane windows for enhanced safety, energy efficiency, and peace of mind. Adding exceptional value, the property includes a detached guest quarters complete with a private 4-car garage, 1 bedroom, 1 full bathroom, kitchen, and laundry area—perfect for extended family, guests, rental income potential, or a home-based business. Additional features include a septic system installed in 2023, a private well, and the added convenience of access to public water service. Outdoor amenities include a 10' x 10' storage shed, a large chicken coop with capacity for approximately 300 birds, and a variety of mature fruit trees throughout the property. Ideally located just minutes from major roadways, shopping centers, dining, and everyday conveniences, this property offers the freedom of country living with no HOA restrictions. A rare and unique opportunity with endless possibilities. Schedule your private showing today!

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

Listing Agent: Maria Batista (321-208-4649)