Kissimmee Single Family Homes For Sale - 2074 homes

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: Under contract-accepting backup offers. Welcome to this beautiful 2-story pool home located in the desirable Poinciana Village community! Offering 3 bedrooms, 2.5 bathrooms, and 1,978 square feet of living space, this home combines comfort, functionality, and inviting indoor-outdoor living. Step inside to discover soaring high ceilings and a spacious, bright living area filled with natural light. The thoughtfully designed kitchen features an abundance of counter and cabinet space, along with both a breakfast nook and a separate dining area conveniently positioned on either side of the kitchen, making it ideal for everyday living and entertaining alike. The main level features the spacious primary suite complete with an en-suite bathroom showcasing dual sinks and a walk-in shower. A convenient half bathroom is also located downstairs for guests. Upstairs, you’ll find two additional bedrooms and a large shared bathroom with dual sinks and a tub/shower combination, accessible from both the hallway and one of the bedrooms. Step outside to enjoy the heart of the home — the screened-in lanai with an in-ground pool, perfect for relaxing or hosting gatherings year-round. Beyond the lanai, the spacious fully fenced backyard offers additional room to enjoy the outdoors. Conveniently located near health facilities, grocery stores, restaurants, lakes, and major highways, this home offers easy access to everyday essentials while making commuting a breeze. 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: Investment opportunity with established tenants in place—612 Estrada Lane is in a strong, high-demand Kissimmee rental market. Featuring a functional layout, spacious bedrooms, and a generous backyard that enhances tenant appeal. Conveniently located near shopping, dining, schools, and major highways, supporting long-term rental stability and appreciation potential. Ideal for investors seeking a performing asset with consistent income from day one.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Harelyn Rodriguez (321-682-1529)

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)

Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.

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

Listing Agent: Priscila Triska (321-354-5459)

Remarks: Welcome to 4347 Sunny Creek Place, Kissimmee, FL — Where Modern Comfort Meets Historic Charm! Discover this beautiful Annapolis model by Lennar, featuring 3 bedrooms, 2 bathrooms, and an open-concept floor plan ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and a spacious island—perfect for family time or entertaining guests. The primary bedroom offers a private retreat with its own bathroom and a large walk-in closet, while the additional bedrooms provide flexible space for an office or guests. Located in the exclusive Storey Creek community, residents enjoy a resort-style lifestyle with a modern fitness center, swimming pool, playground, tennis and basketball courts, soccer fields, walking trails, and a dog park. Plus, Storey Creek offers convenient access to shopping, dining, and major highways for an easy commute to Orlando’s attractions. Situated in the heart of Kissimmee—a city rich in history, culture, and classic Florida charm—this home offers the best of both worlds: the tranquility of suburban living and the excitement of being just minutes from vibrant Downtown Kissimmee, scenic Lake Tohopekaliga, and the area’s most iconic destinations. 4347 Sunny Creek Place is not just a home—it’s a lifestyle, where community, comfort, and the warm character of Kissimmee come together in perfect harmony.

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Melvin Tellez Ariza (407-413-1529)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kymberly Mccreary (859-248-1142)

Remarks: Under contract-accepting backup offers. ***Motivated seller! Offering $10K buyer credit at closing—use it toward a new roof, closing costs, or rate buy-down.*** Stunning 6-Bedroom Pool Home in Trafalgar Village – Fully Furnished & Turnkey -No Rear Neighbors for extra privacy! Welcome to this beautifully maintained 6-bedroom, 5-bathroom home located in the highly sought-after Trafalgar Village Resort—a gated, guard-monitored community offering top-tier amenities and resort-style living. Whether you're looking for a lucrative short-term rental investment or a spacious primary residence, this home checks all the boxes. Step inside and discover a thoughtfully designed layout with 2 bedrooms conveniently located on the main floor, ideal for guests or multigenerational living. The open-concept living and dining areas flow seamlessly into a fully equipped kitchen, making it perfect for entertaining or relaxing after a day at the parks. No rear neighbours for extra privacy Owner will contribute $10K. Outside, enjoy your own private screened-in pool and hot tub, creating a serene retreat with plenty of space for lounging in the Florida sun. A single-car garage adds storage and convenience, while the home is being sold fully furnished—move-in or rental-ready from day one. Trafalgar Village amenities include: Expansive Clubhouse, Resort-style Community Pool & Spa, Fitness Center, Playground, Walking Trails & Sidewalks, Deed-restricted for peace of mind, 24/7 Gated Security with Guard, Community Mailbox Center This home has a strong rental history and excellent potential for continued short-term rental success or as a comfortable full-time residence. Located just a short drive from shopping, dining, and major attractions, the location is as convenient as it is peaceful. Don’t miss this opportunity to own a versatile and income-producing property in one of Kissimmee’s most desirable resort communities!

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Jagdeep Dhamrait (416-450-7436)

Remarks: Short Sale. Located in the highly desirable Bellalago community, this stunning 2022-built home offers 5 bedrooms and 4 full bathrooms with a spacious, functional layout. The first floor features a formal dining room, a flexible office/den/game room, and an open kitchen, dining, family room combo perfect for entertaining, plus a convenient downstairs bedroom and full bath. The kitchen is equipped with stainless steel appliances, quartz countertops, and 42" cabinets. Upstairs, enjoy an open loft area, laundry room, three additional bedrooms, and a luxurious primary suite with a private balcony, walk-in shower, soaking tub, dual sinks, and an oversized walk-in closet. The fully fenced backyard offers added privacy with no rear neighbors. In addition to this luxurious home, Bellalago is a resort style guard gate community with unparalleled amenities and stunning natural surroundings. You'll have a breathtaking pool, water slide, water park, fitness center, clubhouse, walking and bike trails, dog park, volleyball, tennis and basketball courts, a fishing pear and water access to Lake Tohopekaliga via boat ramps and boat lifts. All this minutes from restaurants and shops.

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

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