Kissimmee Single Family Homes For Sale - 2076 homes

Remarks: Welcome home to this spacious and beautifully maintained 4-bedroom, 3-bathroom two-story pool home located in the heart of growing Kissimmee! Offering the perfect blend of comfort, functionality, and lifestyle, this impressive home features an open and versatile floorplan with gorgeous hardwood flooring and tile throughout the main living areas on the first floor for both elegance and easy maintenance. The oversized primary suite is truly a retreat, featuring double walk-in closets, a large soaking tub, and an additional bonus room perfect for a private home office, nursery, fitness space, reading lounge, or craft room. Upstairs, the open loft provides even more flexible living space and could easily serve as a media room, game room, playroom, second living area, or study space. Step outside and enjoy your own Florida oasis with a screened-in pool patio, ideal for entertaining, relaxing, or enjoying year-round outdoor living. Major updates include a BRAND NEW ROOF and complete replumbing completed in May 2026, offering buyers valuable peace of mind for years to come. Conveniently located in the vibrant Poinciana area, residents enjoy easy access to parks, playgrounds, sports fields, fitness trails, shopping, dining, schools, and recreation centers. Commuters will appreciate the proximity to Cypress Parkway, John Young Parkway, US-17/92, Florida’s Turnpike, and Central Florida attractions. Whether you are looking for space to grow, work-from-home flexibility, or the ultimate Florida pool lifestyle, this home checks all the boxes. This one is expected to go fast!

Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)

Listing Agent: Nicole Van Treese (407-462-9050)

Remarks: Charming Kissimmee home ideally located for convenience and lifestyle! This well-maintained property at 2211 Riverglen Ct features 4 spacious bedrooms and 2 full bathrooms, offering comfortable living with generously sized rooms throughout. The primary bedroom includes a walk-in closet with built-in organizers, providing excellent storage and functionality. Enjoy added value with solar panels featuring a low monthly payment, significantly reducing the electricity bill, along with a whole-house water filtration and softener system, plus an additional reverse osmosis system at the kitchen faucet and refrigerator for premium water quality! Relax and unwind in the enclosed, screened back porch, perfect for enjoying Florida living year-round. Ideally situated just approximately 10 miles to Walt Disney World Resort, 18 miles to Universal Orlando Resort, and about 25 miles to Orlando International Airport. Everyday conveniences are close by, with shopping, dining, and grocery options within 2–5 miles along US-192 and the Poinciana area. Whether you're seeking a primary residence, vacation home, or investment opportunity, this property combines comfort, efficiency, and a prime Central Florida location.

Listing is courtesy of: FN REALTY GROUP LLC (407-567-8751)

Listing Agent: Ramon L. Figueroa Rolon (407-567-8751)

Remarks: Welcome to 7755 Grassendale Street! This TURNKEY, well-maintained 4-bedroom, 4-bath home is move-in ready and ideal as a primary residence or short-term vacation rental. The open-concept layout features a large foyer, spacious dining area, family room, and a well-appointed kitchen with stainless steel appliances, granite countertops, breakfast bar, and nook. All bedrooms feature luxury vinyl plank flooring and are tastefully themed, while the main living areas are tile. The converted 2-car garage (2021) is air-conditioned and serves as an entertainment space with a home theater, gaming consoles, and a sit-down arcade game. Step outside to the covered lanai and enjoy the refurbished (2022) pool and spa—perfect for relaxing in the Florida sun. The community offers a 24-hour guard-gated entrance and resort-style amenities, including a 10,000 sq. ft. clubhouse, lagoon-style pool with water slides, fitness center, movie theater, sports courts, playground, and walking trail. Conveniently located minutes from Disney, with dining, shopping, and everyday essentials nearby. This truly is a MUST SEE home!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Greg Lowe (407-256-7035)

Remarks: Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: One or more photo(s) has been virtually staged. Experience elegant resort-style living in this stunning Venetian Model located in the award-winning 55+ community of Solivita’s highly sought-after Bella Viana neighborhood. This beautifully designed 3-bedroom, 3.5-bath residence offers an exceptional blend of comfort, space, and sophistication with soaring vaulted ceilings, tray ceilings, a desirable split floor plan, and a versatile bonus room perfect for a home office, den, craft room, or additional flex space.Designed for both entertaining and everyday living, the gourmet kitchen features Corian countertops, double ovens, a glass-top range, microwave, double-door refrigerator, and an inviting breakfast nook overlooking the tranquil pond views. The formal dining area with elegant pendant lighting creates the perfect setting for gatherings with family and friends. Step through the glass doors onto the spacious lanai and enjoy peaceful mornings with coffee while taking in the serene waterfront setting and Florida wildlife.The expansive primary suite serves as a private retreat with two walk-in closets, dual vanities, linen storage, and a luxurious garden tub with separate shower. Spacious guest bedrooms, with their own bathrooms, provide comfort and privacy for visitors, while the well-equipped laundry room with built-in cabinetry and utility sink leads to the oversized 3-car garage.Beyond the home itself, Solivita offers an unmatched lifestyle filled with world-class amenities and endless opportunities for recreation and connection. Residents enjoy 14 resort-style pools, two championship 18-hole golf courses at Stonegate Golf Club, tennis and pickleball courts, softball fields, bocce ball, fitness centers, spas, walking trails, restaurants, art studios, social clubs, dog parks, community gardens, and over 200 clubs and activities. The gated, golf-cart-friendly community is guarded 24 hours a day and ideally located near Orlando’s premier shopping, dining, entertainment, and attractions including Disney, SeaWorld, and more.This is more than just a home — it’s a lifestyle. Schedule your private showing today!

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

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

Remarks: Welcome to your next lucrative investment or dream vacation getaway at 276 Southfield St, nestled within the highly sought-after, guard-gated community of Encore at Reunion. This fully furnished 4-bedroom, 3-bathroom home is thoughtfully designed for effortless short-term rentals or high-end seasonal living. Step inside to find a welcoming, meticulously maintained interior featuring new plush carpeting and a stylish new living room couch perfect for relaxing after a day at the parks. The garage has been expertly transformed into an action-packed gaming area, promising endless entertainment for guests of all ages. Outside, your private tropical oasis awaits, complete with a pristine pool and spa. Best of all, you can buy with ultimate peace of mind, backed by a brand-new pool heater with a 3-year warranty. Location and resort lifestyle are everything in the Central Florida market, and this property delivers on both fronts. Encore at Reunion boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Positioned just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. Whether you are looking to generate rental income as a savvy investor or claim your own magical piece of Florida sunshine, this property is completely ready to perform from day one.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Under contract-accepting backup offers. BRING AN OFFER MOTIVATED SELLER! Like New MAGARI MODEL HOME on a Beautiful CORNER LOT! 2 Bedroom + Den home located close to the Village Center. This was a second home that was rarely used. Their Loss your Gain! Upgraded CABINETS, porcelain WOOD LOOK PLANK TILE, Frameless Heavy Glass Shower doors, comfort height toilets, and 2 WALK-IN CLOSETS IN PRIMARY BEDROOM. Come Live Like you are on Vacation every day in this Award Winning 55+ Active Living resort-style community with 2 large amenity centers, 14 Heated Pools (1 indoors), a Luxury Spa Treatment Center, 2 Golf Courses, Pickleball, tennis, Softball Field, Dog Park with agility course, Billards Room, Arts & Crafts Studio, Ballroom, Library, Community Garden, Dragon Boats, 3 Restaurants in the charming Mediterranean Village and over 260 clubs to have a lot of FUN! All Lawncare, Amenities, Cable and High Speed Internet, and Guard-Gated Security are included in your HOA. Move right into this Amazing home and start Enjoying Life!

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

Listing Agent: Lisa Mckinster (407-404-1246)

Remarks: Under contract-accepting backup offers. Welcome to waterfront luxury living in the highly sought-after community of Bellalago! Situated on a beautiful homesite in one of Central Florida’s premier gated boating communities, 3544 Sunset Isles Blvd offers the perfect combination of elegance, comfort, and the true Florida lifestyle. This stunning 4-bedroom, 4-bath residence with a 3-car garage features a spacious and inviting floor plan with soaring ceilings, expansive living areas, and breathtaking water views that create a peaceful retreat from the moment you walk through the door. The gourmet kitchen is designed for both entertaining and everyday living, showcasing upgraded cabinetry, granite countertops, stainless steel appliances, ample prep space, and a seamless flow into the family room and dining areas. The private primary suite serves as a luxurious escape with serene water views, direct access to the outdoor living space, and a spa-inspired bathroom featuring dual vanities, a soaking tub, and a spacious walk-in shower. Upstairs, a large bonus room/loft offers endless possibilities for a theater room, game room, home office, or additional guest retreat. Step outside to your screened lanai and resort-style pool area where you can relax while enjoying breathtaking sunset views over the water. With private dock access and direct connection to the renowned Lake Tohopekaliga chain of lakes, this property is a dream for boating, fishing, and nature enthusiasts alike. The Bellalago lifestyle includes 24-hour guard-gated security, resort-style pools, fitness centers, tennis and pickleball courts, walking trails, playgrounds, community boat ramps, fishing pier, clubhouse amenities, and more. Conveniently located near shopping, dining, major highways, Disney attractions, and Orlando International Airport, this home truly delivers luxury waterfront living at its finest.

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. Welcome to this lovely home in the highly sought-after Remington Golf Community, located in the Southampton subdivision and perfectly positioned on a desirable corner lot. Offering 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,994 square feet of thoughtfully designed living space, this home blends comfort, functionality, and Florida lifestyle. From the moment you enter, you are welcomed by formal living and dining areas featuring vaulted ceilings and abundant natural light, creating a bright and airy atmosphere. The spacious kitchen is ideal for both everyday living and entertaining, complete with a breakfast bar that opens to the inviting family room. Sliding glass doors lead to the enclosed, covered, and screened lanai—perfect for enjoying indoor-outdoor living year-round. The private primary suite serves as a relaxing retreat, offering a generous bedroom, walk-in closet, and an en-suite bath with dual sinks, a garden tub, separate shower, and private water closet. Direct access to the lanai enhances the sense of space and tranquility. Additional updates include a roof replaced in 2022, providing added value and peace of mind. Residents of Remington enjoy a beautifully maintained golf course community with resort-style amenities, including a clubhouse, community pool, tennis courts, walking and jogging trails, and a playground. Ideally located just minutes from East Lake Tohopekaliga, Saint Cloud Commons, and the Florida Turnpike, this home offers both convenience and an exceptional lifestyle. This property may qualify for Down-Payment Assistance programs available to eligible buyers!

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

Listing Agent: Maribel Frattali (407-288-5835)

Remarks: Welcome to this exceptional 7-bedroom, 5-bathroom vacation home located in the highly desirable Windsor at Westside Resort. This fully furnished property is turn-key and revenue-ready, offering a spacious and well-designed floor plan ideal for large families and short-term rental guests. The home features an open-concept main living area, a generous upstairs loft, a 2-car garage, and a private screened-in pool with heated spa for year-round enjoyment. The kitchen offers stainless steel appliances, stone countertops, and a large island with seating, flowing seamlessly into the dining and living spaces. With ample bedrooms—including multiple suites—and thoughtfully designed themed rooms, this residence provides comfort and functionality for owners and guests alike. Located within one of Orlando’s top short-term rental communities, Windsor at Westside offers outstanding resort amenities such as a full-service clubhouse, resort-style pool with lazy river, fitness center, tennis and basketball courts, sand volleyball, arcade, restaurant, and 24-hour gated security. Just minutes from Disney and Central Florida’s world-class attractions, this property is an excellent opportunity for investors or buyers seeking a high-performing vacation retreat.

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

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Welcome to this exceptional, fully furnished vacation home located in the highly sought-after resort community of Storey Lake Resort in Kissimmee, Florida. Situated at 2876 Simile Street, this spacious 8-bedroom, 5-bathroom luxury home offers over 4,300 square feet of beautifully designed living space, making it the perfect short-term rental investment, vacation retreat, or second home opportunity just minutes from Orlando’s world-famous attractions. Built in 2022, this modern home features an open-concept floor plan designed for entertaining large groups and maximizing vacation rental income potential. The expansive living and dining areas flow seamlessly into a stylish gourmet kitchen with oversized island seating, ample cabinetry, and plenty of space for guests and family gatherings. The home also features a dedicated first-floor game room along with a spacious upstairs loft media and entertainment area, creating multiple spaces for relaxation and fun for guests of all ages. One of the standout features of this property is the beautiful water view backyard with no rear neighbors, offering added privacy and a peaceful resort-style setting. Step outside to enjoy your own private screened-in pool and patio area — the perfect place to unwind after a day at Disney or enjoy Florida’s year-round sunshine. The home showcases beautifully themed bedrooms with classic custom designs that create a memorable vacation experience and elevate the property’s appeal in the short-term rental market. Every detail has been thoughtfully designed to provide both luxury and comfort, making this property highly attractive for vacation guests and large family gatherings. Located within Storey Lake Resort, owners and guests enjoy access to world-class resort amenities, including a resort-style swimming pool, lazy river, water slides, splash pad, fitness center, clubhouse, mini golf, sports courts, kayak rentals, tiki bar, and multiple recreational areas. Storey Lake remains one of Central Florida’s premier vacation resort communities due to its prime location and outstanding amenities. The location is unbeatable — only minutes from Walt Disney World, Disney Springs, Universal Studios, SeaWorld, premium outlet shopping, golf courses, restaurants, and Orlando International Airport. With strong year-round tourism demand and one of the best resort locations in Central Florida, this property offers incredible investment potential and lifestyle value. Whether you are looking for a high-performing income-producing property or a luxury vacation getaway for your family and guests, 2876 Simile Street offers the perfect combination of location, privacy, resort amenities, and vacation home luxury in the heart of Central Florida.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Beautiful vacation home, fully furnished, ready to start your rental business. Kissimmee's most desirable resort communities. Near Disney parks, major roads, restaurants and shops. Clubhouse with resort-style pool, lazy river, gym, bar, sports courts & more. Property is actively used as a short-term rental. Future bookings may convey with the sale. Buyer must honor all existing reservations currently in place after closing. All bookings and rental agreements will be transferred to the new owner.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Andreza Machado (407-988-6639)

Remarks: Escape to your own slice of paradise with this beautiful corner unit at Margaritaville Resort Orlando. Fully furnished and move-in ready, this home blends modern comfort with a laid-back tropical vibe. Just 10 minutes from Disney, you’ll enjoy the perfect mix of convenience and tranquility. Inside, the open layout is ideal for both relaxing getaways and hosting friends, while the spacious, contemporary kitchen makes cooking and gathering a true pleasure. As part of this sought-after resort community, you’ll have access to incredible amenities including a full-service spa, multiple resort-style pools, on-site dining, and the lively atmosphere that makes Margaritaville so special. Whether you’re searching for a smart investment, a vacation retreat, or a full-time residence, this property offers it all—right in the heart of the magic. Don’t miss the chance to call this tropical haven your own!

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

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: Investment opportunity

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

Listing Agent: Jasmin Iglesias (321-439-7537)

Remarks: Under contract-accepting backup offers. Welcome to this charming 3 bedroom, 2 bathroom single family home located in the desirable Remington Pointe community in Kissimmee. This well maintained residence offers approximately 1,705 square feet of living space, providing the perfect blend of comfort and functionality. Step inside to discover a spacious layout with a bright living area, a well appointed kitchen, and a comfortable dining space, ideal for everyday living and entertaining. The home features a split bedroom floor plan, offering added privacy for the primary suite. Enjoy the convenience of a 2 car garage, screened in porch, with a fully fenced backyard, providing both convenience and privacy. Allowing the perfect space for outdoor gatherings or quiet evenings at home. Located in an established neighborhood with low HOA fees of just $28 per month. Minutes from major highways, shopping, dining, Orlando International Airport, and world famous attractions, this home offers both convenience and a great lifestyle. Whether you're a first time homebuyer, looking to downsize, or searching for a great investment opportunity, this property is one you won’t want to miss. Schedule your private showing today!

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

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

Remarks: Short Sale. HAS BEEN APPROVED,IT IS READY TO CLOSE,(GREAT OPPORTUNITY FOR INVESTORS) WELCOME TO THIS BEAUTIFUL 3 BEDROOM, 2 BATH HOME!!!! In the heart of Poinciana. This lovely house features a screened porch perfect for relaxing, spacious backyard with PVC fence for privacy, two car garage with a long driveway. This home is beautifully maintained and ready for you move in and enjoy. ACCEPTING THE PROPERTY IN ITS CURRENT CONDITION (THIS PROPERTY IS SOLD AS-IS). THE SHORT SALE HAS BEEN APPROVED, IT IS READY TO CLOSE.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Delvis Hiraldo (407-259-9430)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. SELLER MOTIVATED!! Welcome to this spacious 3-bedroom, 2.5-bathroom home in the heart of Poinciana! With 1,662 sq. ft. of living space, this home offers a perfect blend of comfort and convenience. The open floor plan features a bright and airy living area, ideal for entertaining. The modern kitchen includes ample cabinetry and counter space for all your culinary needs. You'll also find three generously sized bedrooms, including a serene primary suite with an en-suite bathroom. The additional bedrooms share a well-appointed bathroom, and a convenient half-bath. Located on a quiet cul-de-sac, this home is just minutes away from major roadways like Poinciana Parkway, providing easy access to I-4 and world-class attractions such as Walt Disney World. Enjoy the charm of a growing community with parks, shopping, and dining nearby. Don't miss the opportunity to make this beautiful home yours! Schedule a showing today.

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

Listing Agent: Yocary Sierra Casilla (732-705-0386)

Remarks: Short Sale. Lender Approved ** An exceptional opportunity to own a beautifully pond-view residence in one of Kissimmee’s desirable communities. This lender-approved short sale offers remarkable value without compromising elegance or location. Designed for comfortable Florida living, the home provides inviting spaces ideal for both refined entertaining and everyday relaxation. Whether you're first-time homebuyer or investor, this is your chance to secure a home at an approved short sale Conveniently located near premier shopping, dining, major highways, and world-renowned attractions, this property blends accessibility with lifestyle appeal. With lender approval already secured, this is a rare opportunity to acquire a distinguished home at an attractive price point. Schedule your private showing today and experience the potential this residence has to offer.

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

Listing Agent: Maria Baez (407-288-5036)

Remarks: Under contract-accepting backup offers. Short Sale. Don't Miss out on this SHORTSALE Will not last- Schedule your appointment for this 1 story home, nestled in a welcoming small-town community of Kissimmee off Boggy Creek Road minutes from Lake Nona, Medical City, VA hospital & Boxi Park. Once you step inside this beautiful home you will discover sleek tile flooring throughout, offering both durability and timeless style across every room. Enjoy the large Kitchen, great for holiday cooking and gatherings! The primary Master Bedroom has its private bathroom retreat, thoughtfully designed with a separate tub and shower perfect for unwinding in a soothing soak. The other two rooms are on the same side of the Master Bedroom, the guest bath also fully upgraded for your guest. Half of the garage has been upgraded with an extra efficiency that can be used for visitors, music studio or private office. Once you enter the large back yard its all surrounded with modern vinyl fencing to provide a secure and private oasis for family summer gatherings all while requiring minimal upkeep also enjoy the above ground pool. This community provides the convenience of walking or riding your bikes to the community school and pool. Please reffer to the attachement regarding SHORTSALE TERMS. Home is video monitored.

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

Listing Agent: Joel Rivera (407-756-3212)

Remarks: Short Sale. Short sale in process Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.

Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)

Listing Agent: Nelson Benavides (407-334-4330)