Kissimmee Single Family Homes For Sale - 1596 homes

Remarks: Step into your own private retreat featuring a sparkling private pool, ideal for relaxing days in the sun or entertaining guests year-round. Located just minutes from Disney, world-class attractions, and premier golf courses, this home sits in one of the most desirable and in-demand areas for both homeowners and vacation renters alike. This property is being sold fully furnished and completely move-in ready—thoughtfully designed and equipped to immediately start generating income or provide effortless enjoyment from day one. Even better, with active vacation rental bookings on the calendar, offering a seamless transition for the next owner. No setup. No downtime. Just turn the key and start earning revenue—or start relaxing. Opportunities like this are rare: a turnkey investment property and personal retreat all in one.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Aarohi Shah (407-399-6496)

Remarks: Immaculate, fully furnished pool home with no rear neighbors, offering privacy and serene conservation views. This spacious home features an open floor plan with a formal dining room, a large primary suite with a garden tub and separate shower, a second primary bedroom with its own en-suite bath, plus two additional bedrooms and another full bathroom—perfect for family or guests. Enjoy relaxing outdoors in the screened-in private pool and hot tub with a covered lanai overlooking conservation. Recent updates include a new roof (2024) and a resurfaced pool with a freshly painted pool deck. Ideally located near world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. The community offers excellent amenities such as a playground, tennis court, and basketball court. Currently operating as a successful short-term rental generating approximately $25,000–$30,000/year in rental revenue.

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate (407-566-8265)

Remarks: Best value in the city of Kissimmee! This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: Under contract-accepting backup offers. Bright, open living defines this beautifully designed Moseley floor plan at 2613 Broadwing Street in the Hawks Run community by Ashton Woods. Designed for modern living, this home offers a bright open-concept kitchen, dining, and living area that serves as the heart of the home. The living room is open to the second floor, creating a dramatic sense of height while allowing natural light to flow throughout the space for a bright and airy feel. The stylish Milan Collection design package brings contemporary finishes, sleek cabinetry, and a clean, modern aesthetic throughout the kitchen and living areas. Thoughtful architectural details, including 8-foot interior and exterior doors on the first floor, add height and elegance while enhancing the home’s open design. Upstairs, the layout includes a versatile loft space, perfect for a second living area, home office, playroom, or media space. Residents of Hawks Run will soon enjoy a planned amenity center with a community pool, dog park, playground, and sports field, creating an active and welcoming community environment.

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

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Charming single-family home located in a quiet residential area of Kissimmee. The property features 2 bedrooms and 2 bathrooms, with approximately 1,008 square feet of living space. It offers a functional layout, tile flooring throughout, central air conditioning, and a spacious lot of approximately 7,800 square feet. The kitchen has been updated with newer appliances, providing a comfortable space for everyday living. The primary bedroom includes a walk-in closet. This beautiful property is conveniently located near schools, parks, and everyday amenities, with easy access to major roads. An excellent opportunity for a primary residence or investment.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Tania Rodriguez (321-443-0238)

Remarks: WELCOME HOME TO YOUR OWN PARADISE - Experience the art of refined living in this elegant pool home nestled in the community of The Oaks. Thoughtfully designed for both comfort and style, this residence offers 3 spacious bedrooms, 3 full baths, a private den, and beautifully appointed living areas filled with natural light. The open-concept great room flows effortlessly into the formal dining area and breakfast nook, creating the perfect setting for both intimate gatherings and entertainment. The gourmet kitchen blends functionality and elegance, while the owner’s suite provides a serene retreat with a luxurious spa-style bath and generous walk-in closets. A private ensuite guest room offers added versatility for visiting family or friends. Step outside to your own private sanctuary — a sparkling screened pool, covered lanai, and tranquil outdoor space ideal for dining al fresco or relaxing in the Florida sunshine. This home is being sold as is and is offered partially furnished, flooring has been updated since photos were taken, making it move-in ready for the discerning buyer. Set within one of the area’s most desirable communities, this residence combines sophistication, comfort, and the lifestyle for which you’ve been dreaming. Minutes to attractions, schools, shopping, restaurants, medical facilities, airport, convenience to the Sunrail Station, Kissimmee Lakefront Park/Lake Toho (championship bass fishing), airport & much more. This little bit of heaven offers you the GOOD life - Come Discover YOUR new home - It is sure to WOW even the pickiest of buyers – So RUN, don’t walk.

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

Listing Agent: Sandee Goldenberg (407-973-6311)

Remarks: MASSIVE $17,000 PRICE REDUCTION! Rare opportunity alert! Own this stunning 6-bedroom, 5-bathroom masterpiece in the exclusive Paradise Palms Resort for an incredible new price. This 3,291 sq. ft. sanctuary is fully furnished and features the ultimate Kissimmee luxury: NO REAR NEIGHBORS. While others are cramped, you’ll enjoy total privacy just minutes from Disney. From the lagoon-style grotto pool and Tiki Bar to the private cinema, this is the ultimate turn-key investment or dream getaway. At this new price point, it won’t last. VIEWING WINDOW: APRIL 22ND–24TH ONLY.

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

Listing Agent: Jason Burke (352-267-7349)

Remarks: Opportunity knocks with***THE BEST PRICE IN THE ENTIRE COMMUNITY***don’t miss your chance to schedule a visit and secure your future home.1-Year Home Warranty Included! Take advantage of this NEW Valentine's Price, is a fantastic opportunity to save and move in with peace of mind! This 2-bedroom, 2-bathroom home offers 1,365 sq. ft. of inviting space and is move-in ready with a NEW ROOF (2023) and NEW A/C (2024), providing comfort, efficiency, and confidence for years to come. Enjoy a spacious primary suite with a walk-in closet, dual sinks, and a walk-in shower with built-in seating. The split-bedroom layout ensures ideal privacy for guests, while the bright kitchen features generous storage and prep space perfect for everyday living or entertaining. Relax or dine outdoors in the extended lanai overlooking serene landscape views. Additional highlights include a large laundry room, 2-car garage, and a charming open-concept living/dining area ready for your personal touch. Experience the lifestyle you deserve! Solivita offers resort-style amenities including 14 pools, 17 pickleball courts, golf, fitness centers, walking trails, over 200 clubs, restaurants, dog parks, and more, all within a beautifully maintained, golf cart-friendly, gated community. HOA includes lawn care, irrigation, basic cable, and 24/7 security. Enjoy low-maintenance living in one of Central Florida’s most vibrant and active 55+ communities!Whether you’re looking for your first home, a second home, or an investment property, this is a fantastic opportunity you don’t want to miss.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Maritza Jimenez (407-579-8972)

Remarks: 3 Bedroom, 2 Bathroom home offering 1,563 heated sq ft on a 6,490 sq ft lot in Kissimmee. Major updates include a 2025 A/C system and a full roof replacement in 2020. The home features a spacious main living area with high ceilings, large tile flooring, and abundant natural light, plus a in ground private pool. The kitchen includes stainless steel appliances , ample cabinetry, and a breakfast nook space. Sliding doors lead to a cute outside patio, creating a comfortable outdoor space to enjoy your morning coffee or tea. Conveniently located near shopping, dining, schools, and major roadways like I-4 and The Turnpike. Immediate, same-day showing available!

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

Listing Agent: Monique Bowden (305-879-5839)

Remarks: Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Jim Mcquade (407-906-6508)

Remarks: WELCOME HOME to this Immaculate, Upgraded, WATER VIEW home in the desirable, GATED Harbor Shores neighborhood. This home features 3 bedrooms plus a Spacious DEN/ OFFICE or BONUS ROOM with a custom barn door for privacy. Talk about Upgrades: Wood look tile floors throughout; Oversized laundry room with sink, Quartz counters, 42" expresso cabinets and Stainless Steel appliances in the kitchen; Tray Ceiling in the Owner's Suite. There are even HURRICANE SHUTTERS for your piece of mind. Come home and relax on the covered back porch, overlooking the lovely pond view or take a walk around the pond on the community walking trail or head over to the community playground. It's all here for you! This community is located with easy access to major roads, shopping, dining, and Disney. Come see it today before someone else is calling it HOME!

Listing is courtesy of: SELLSTATE INNOVATION REALTY (877-325-2781)

Listing Agent: Tom Longmoore, Llc (407-921-8062)

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: Welcome to this beautifully maintained 'Salina Model' 2-bedroom, 2-bath home located in the highly sought-after Solivita 55+ gated community. Built in 2024, this nearly new residence offers 1,364 square feet of thoughtfully designed living space with a desirable open-concept layout. The spacious kitchen seamlessly flows into the dining and great room, making it perfect for both everyday living and entertaining. Features include modern appliances, ample cabinetry, and elegant finishes throughout. The primary suite offers comfort and privacy with a well-appointed en-suite bath, while the second bedroom is ideal for guests or a home office. Enjoy Florida living at its finest with a covered lanai overlooking a peaceful water view—perfect for morning coffee or evening relaxation. Additional highlights include a 2-car garage, interior laundry room, tile flooring, and energy-efficient construction. Located within the award-winning Solivita community, residents enjoy resort-style amenities including pools, fitness centers, golf courses, walking trails, and a vibrant social lifestyle. Don’t miss this opportunity to own a move-in ready home in one of Central Florida’s premier active adult communities!

Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)

Listing Agent: Christine Kim (407-257-7856)

Remarks: TLC IS NEEDED

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

Listing Agent: William Miranda (407-460-0738)

Remarks: Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights, allowing for abundant natural light and an airy, expansive feel throughout the main living areas. The combined living and dining space is ideal for entertaining guests or maximizing rental appeal. The home offers a large kitchen with plenty of counter space and storage, along with generously sized bedrooms and three full bathrooms, providing comfort and functionality for both personal use and vacation stays. Enjoy Florida living in your private screened pool area, perfect for relaxing or hosting. Additional value includes a roof replaced just 2 years ago and a gas-powered system for efficiency and reliability. This property is a strong opportunity for investors or end users looking for flexibility, as it is suitable for short-term rental, long-term rental, or primary residence use in a highly desirable location. ?? Bonus: Most furniture and appliances convey (excluding washer and dryer), making this a strong turnkey rental opportunity with minimal setup required. ?? Value-add opportunity: Minor cosmetic updates such as interior paint and flooring replacement allow for immediate equity upside and customization potential.

Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)

Listing Agent: Ada Molina (407-301-4841)

Remarks: Investors, this is your opportunity to acquire a property with excellent potential to increase your return on investment. With a moderate renovation, this property can be transformed into a highly desirable home, allowing you to maximize value and generate strong income. Whether you're considering a short-term rental (Airbnb/VRBO) or a long-term rental, this property offers flexibility and the potential for consistent cash flow. As you enter the home, you're welcomed by an open-concept layout that connects the living room, dining area, and kitchen, creating a spacious and inviting atmosphere. The sliding glass doors in the dining/living area provide plenty of natural light and direct access to the backyard, making the space feel even larger and ideal for entertaining or relaxing. The property also features a two-car garage, providing additional storage and convenience. In addition, the home has a newer roof, offering peace of mind and reducing one of the major future expenses for investors. With the right updates and improvements, this home has the potential to become a highly attractive rental or resale opportunity. Don’t miss this chance to invest in a property with great upside and strong income-producing potential.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Claudia Acevedo (407-371-2773)

Remarks: Welcome to Your Fully Upgraded and Remodeled 4 Bed 2 Bath Split Plan Home with an Additional Office Space. Enjoy All Wood Cabinets and Maintenance Free Quartz Countertops in Kitchen and Bathrooms. There's a Gigantic Island with Built in Quartz Eat-in Kitchen Table, Pot Filler, Built in Spice Racks, and Cabinet Organizers. There's Additional Cabinetry in Bonus Office area and Laundry Room. Home has upgraded Millwork with Craftsman Trim, Wainscoting, Moldings, Shiplap and Feature walls throughout. Recessed lights are installed throughout with Ceiling Fans in all 4 Bedrooms and Great Room. Home is equipped with 2 Garage Door remotes and Keyless entry pad. There is consistent Modern Luxury Vinyl Plank Flooring throughout and Custom Tile Work with Wall Niches in Shower Areas. Home Features Fully Fenced in Backyard with Patio Space, A Raised Vegetable Garden with underground irrigation. HVAC (AC) and Water Heater are 2022 and Roof is 2016. HOA Fee Includes Cable TV, High Speed Internet and Multiple Streaming Services. Home is conveniently located near New Poinciana Lakes Plaza Shopping/Dining, Hospital and the Poinciana Parkway. All information is deemed reliable but not guaranteed and should be independently verified by the buyer.

Listing is courtesy of: ENHANCING REALTY (407-780-9302)

Listing Agent: Frances Bueno (407-780-9302)

Remarks: Turnkey and fully furnished, this beautiful corner lot home is located in the highly sought-after Solara Resort, just a 3 minute walk to the Clubhouse. Perfect for short-term rentals or a vacation getaway, this property offers a modern open layout with beautiful decoration throughout. The kitchen features stainless steel appliances, granite countertops, and 42” wood cabinets. Enjoy the Florida lifestyle with a screen-enclosed private pool and spa, plus a covered lanai ideal for relaxing or entertaining. Maintenance-free ownership — lawn care, daily trash removal, internet, and cable are all included, allowing you to enjoy your vacation home worry-free. The Solara Resort Clubhouse offers world-class amenities, including a water park with slides, a Lazy RIver, surf simulator, pool bar and restaurant, coffee bar, fitness and business centers, outdoor basketball and beach volleyball courts, and a full-size soccer field. This is an indeed must see! It will not last long!

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Valdeci Da Silva Pllc (407-280-2990)

Remarks: Fully furnished and beautifully updated home located in the gated community of Emerald Island Resort, just minutes from Walt Disney World. This spacious property features 4 bedrooms and 3 full bathrooms, including themed rooms ideal for short-term rentals, along with recent upgrades such as new flooring, renovated kitchen and bathrooms, updated electrical system, a new A/C unit (2017), and a roof replaced in 2023. The A/C ductwork was replaced and properly serviced in 2023, ensuring improved efficiency and comfort. Enjoy a bright open living area, fully equipped kitchen with modern appliances, large game room, and a private screened-in pool with outdoor patio. Perfect as a primary residence, vacation home, or investment property with no rental restrictions, offering excellent income potential in one of Central Florida’s most sought-after communities. Schedule your showing today and take advantage of this exceptional opportunity.

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

Listing Agent: Janessi Rodriguez (407-280-5817)

Remarks: If you're searching for a turnkey, custom-designed luxury short-term rental or vacation property in the heart of Kissimmee, look no further! This fully furnished 9-bedroom, 6.5-bathroom house, built in 2022, epitomizes sophistication and comfort. The home features an open floor plan perfect for entertaining guests and large family gatherings. It includes a spacious family/dining room combo, a designer kitchen with a large island, and a spacious loft on the second floor converted into a home theater. Enjoy the large heated pool with a spa and a huge covered lanai. There's one master suite downstairs and 8 well-themed bedrooms upstairs. The garage has been transformed into a game room. Situated on a beautiful lot with a pond view, the property offers great privacy. Solara Resort boasts one of the most amazing clubhouse amenities with a gated entrance, full-service restaurant, ice cream parlor, coffee bar, fitness center, games room, and outdoor activities including basketball, beach volleyball, and soccer field. Water enthusiasts and sun lovers will enjoy the zero-entry pool surrounded by cabanas, poolside tiki bar, and splash pad. Ideally located just a short distance from 192, this delightful short-term rental community provides easy access to major highways I-4 and US-27. Plus, it's only a few miles away from theme parks, attractions, malls, outlets, local restaurants, and grocery stores.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)