Kissimmee Single Family Homes For Sale - 1757 homes

Remarks: Under contract-accepting backup offers. Welcome to 407 Eagle Drive, where Florida living meets smart efficiency. This beautifully maintained home features a private swimming pool and fully paid-off solar panels, delivering comfort, style, and long-term energy savings from day one. Step outside to your screened pool and lanai, perfect for weekend gatherings, relaxing evenings, or soaking up the Florida sunshine year-round. Inside, the home offers a functional layout filled with natural light, ideal for both everyday living and entertaining. The paid-in-full solar system is a major value add—significantly reducing monthly utility costs while offering eco-friendly living without ongoing payments or leases. Roof will be replaced prior to closing

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

Listing Agent: Angel Ayala (407-443-3026)

Remarks: Under contract-accepting backup offers. Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike. As you arrive, you'll be greeted by mature landscaping, a brick-paver driveway, and impressive curb appeal. Inside, the home features a spacious open floor plan with a modern kitchen boasting cappuccino cabinets, granite countertops, stainless steel appliances, and ample counter space. The downstairs primary suite offers a peaceful escape with a large walk-in closet and a luxurious bathroom complete with a garden tub, walk-in glass shower, dual vanities, and granite countertops. Custom drapes flow throughout the home, and the main living area is enhanced by large sliding glass doors that lead out to the covered lanai, screened pool and spa, all with no rear neighbors for added privacy. Upstairs, you'll find a spacious loft complete with a pool table and additional seating area—perfect for entertaining. There are two large bedrooms at the rear that share a Jack-and-Jill style bathroom with double sinks and a tub/shower combo. An additional pair of bedrooms share a bathroom with a glass walk-in shower. The upstairs primary suite features a generous closet and its own ensuite bathroom with walk-in shower and dual vanities. Additional highlights include a 2-car garage for extra storage or parking and a covered lanai ideal for outdoor dining and lounging by the pool. Windsor at Westside is a premier resort-style community offering a 10,000 sq. ft. clubhouse, lake and pier, zero-entry resort-style pool with waterslide, lazy river, and a kids' splash zone. Enjoy dining at the Tu Casa Tiki Bar, unwind by the outdoor fireplace lounge, or stay active with the fitness center, volleyball courts, and more. A sundry shop and video arcade add to the fun for all ages. Conveniently located near major roads with easy access to Disney World® via toll road 429, this home is perfect as a vacation home, or short-term rental investment.

Listing is courtesy of: PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC (863-512-5238)

Listing Agent: Jenny Miller (863-512-5238)

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: 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 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: TLC IS NEEDED

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

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

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: 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)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning 4-bedroom, 3-bath home in the highly sought-after, gated community of Bellalago—where luxury, lifestyle, and location come together seamlessly. Step inside to a bright and open floor plan designed for both everyday living and entertaining. The spacious kitchen features a center island, ample cabinetry, and plenty of room to gather with family and friends. The private primary suite offers a relaxing retreat with a spa-like bathroom, complete with a soaking tub and a separate walk-in shower—perfect for unwinding at the end of the day. Additional bedrooms provide flexibility for guests, family, or a home office. Enjoy the convenience of a two-car garage and a layout that blends comfort with functionality. Living in Bellalago means embracing true resort-style living with 24-hour manned gate security and an incredible array of amenities, including a grand clubhouse with fitness center, multiple resort-style pools, a water park and splash zone, tennis and basketball courts, scenic walking and biking trails, and even an on-site restaurant. Residents also enjoy a vibrant social scene with a full calendar of community events. Take advantage of the lakefront lifestyle with access to a private boat ramp leading to Lake Tohopekaliga—perfect for boating, fishing, and enjoying Florida’s natural beauty. With its prime location, impressive amenities, and move-in ready appeal, this home offers an exceptional opportunity to live like you’re on vacation every day. Schedule your private showing today—this Bellalago beauty won’t last long!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Beautiful lakefront property located in one of Kissimmee’s fastest-growing areas, just minutes from the NeoCity technology district. This well-maintained home features a modern open-concept layout, spacious living areas, and a gourmet kitchen, with large windows providing abundant natural light and serene lake views. Property is currently tenant-occupied and generating income, making it an excellent opportunity for investors seeking immediate cash flow. Enjoy additional savings with NO CDD fees, a low HOA, and a motivated seller willing to pay the buyer’s first full year of HOA dues. Conveniently located near Florida’s Turnpike, top-rated schools, shopping, dining, and major attractions. A perfect combination of location, value, and investment potential.

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

Listing Agent: Maria Cendon (407-536-0778)

Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Lizzy Byrne (863-585-8266)

Remarks: Welcome to this luxury and modern home located in the highly sought-after Storey Lake Resort, a gated/guard community. Featuring soaring 5 bedrooms, 5 baths, pool rather and spa, theme rooms, high ceilings in the living room, the open and airy design creates a bright, comfortable, and inviting atmosphere, perfect for relaxing after a day at the parks. This spacious fully furnished home comfortably accommodates up to 15 guests. Designed with an open-concept layout, the living room flows seamlessly into the fully equipped kitchen, ideal for large families and group gatherings. The kitchen includes appliances, cookware, dishes, utensils, pots and pans, everything you need to feel at home. Beautiful loft with arcade, PlayStation 5, 65" TV, and a great sofa for watching movies with the family. All bedrooms combine comfort and fun, featuring themed rooms that delight both child and adults. Additional amenities include central air conditioning, Free high-speed Wi-Fi, Smart TVs in every bedroom, full laundry room (washer & dryer), Driveway parking, and much more. You and your guests can enjoy a spa and wellness center, fitness center, indoor swimming pool, and child pool. Additional amenities include a bar, fitness room, restaurants and free on-site private parking. Enjoy your own private heated pool and spa, making it the perfect retreat for families and groups. Only 15 minutes from Disney and just minutes from Universal Studios, premium outlets, Orlando International Airport, restaurants, golf courses, Walmart, Publix, and more. The property is also close to ESPN Wide World of Sports and Disney's Boardwalk. Orlando International Airport is 14 mi away. You won't find anything like it, simply an excellent property for family vacation and/or investment.

Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)

Listing Agent: Marco Moretti (407-404-8960)

Remarks: This beautifully maintained two-story home offers the ideal blend of space, comfort, and location. Boasting 5 spacious bedrooms and 3 full bathrooms, this home features an impressive 2,794 square feet of living space, thoughtfully designed for both everyday living and entertaining. As you step inside, you’ll be greeted by tile flooring throughout the main living areas, providing durability and easy maintenance, with carpet in the bedrooms. The open and inviting layout flows seamlessly into the kitchen and living areas, creating a welcoming environment for gatherings with family and friends. Upstairs and downstairs living spaces offer flexibility for multi-generational living, guests, or even a home office setup. Step outside to your private backyard oasis with a pond view, where you can relax and unwind while enjoying peaceful water views and Florida sunsets. Additional highlights include a 2-car garage, ample storage, and a well-designed floor plan that maximizes both function and style. Located just 20 minutes from Walt Disney World, this home offers unbeatable convenience to world-class attractions while still providing a quiet residential feel. Easy access to major highways, making commuting a breeze, along with close proximity to shopping, dining, and everyday essentials. The community itself is packed with amenities, including tennis courts, swimming pools, clubhouse, playground and more! Don’t miss your chance to own this exceptional home in one of Central Florida’s most sought-after areas.

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

Listing Agent: Ivan Acebo (973-332-1378)

Remarks: PRICE REDUCED! Welcome to 2320 Pebble Brook Rd, Kissimmee, FL 34741—fully remodeled and move-in ready, this charming two-story home offers 3 spacious bedrooms and 3 updated bathrooms upstairs for added privacy, along with a modern kitchen featuring granite countertops, new stainless steel appliances, and updated cabinetry; major upgrades include a new roof, new A/C system, and completely updated plumbing, providing peace of mind, while the oversized fenced backyard is perfect for entertaining or pets and the inviting front porch adds timeless curb appeal inspired by Northeastern-style homes; ideally located just minutes from The Loop, major highways, Orlando International Airport, and world-famous attractions like Walt Disney World, Universal Orlando, and SeaWorld—now priced to sell, don’t miss this opportunity!

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

Listing Agent: Omar Rodriguez (321-442-2001)

Remarks: SHORT TERM RENTAL ALLOWED! Incredible resort-style 4BR/4BA pool home offering strong investment potential and luxury living just minutes from Disney. Each bedroom features a private en-suite bath for maximum comfort and privacy. The open-concept layout connects the kitchen, dining, and living areas—perfect for entertaining. First-floor guest suite adds flexibility for owners or guests. Step outside to a screened-in private pool and spacious patio designed for relaxation and gatherings. Upstairs includes a spacious primary suite with spa-inspired bath plus two additional en-suite bedrooms. Located in a sought-after community with resort-style amenities, this home is ideal as a vacation rental, second home, or full-time residence. Close to Disney, shopping, dining, and major highways (I-4).

Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC. (321-607-2354)

Listing Agent: Gylwerd Sevilla Oviedo (305-989-7853)

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

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

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

Remarks: Under contract-accepting backup offers. Great single family home with 3 bedrooms 2 baths, garage converted into additional spacious room. Fantastic open kitchen with granite counter tops, back splash, elegant wood cabinets and eating area. Ceiling fans throughout the house provide additional cooling opportunity. The bathrooms also have granite counter tops, master bedroom has dual sinks, garden tub, and spacious walk in closet. Ceramic tiles throughout the home, and beautiful screened in pool and fenced yard. This wonder home is near schools, shopping plazas, and short drive to major roads and turnpike. Come see this wonderful home; seller is motivated to sell fast.

Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)

Listing Agent: Gilberto Imery (561-927-5412)

Remarks: Opportunity for first time buyers Investors This 4-bedroom, 2-bath home with a 2-car garage offers a spacious open-concept layout ideal for comfortable living and easy entertaining. Tile flooring throughout provides a modern, low-maintenance finish that appeals to both homeowners and tenants alike. The flexible floor plan includes generously sized bedrooms and a fully fenced backyard, perfect for pets, play, or outdoor gatherings. Durable features and thoughtful design make this home an excellent option for first-time buyers seeking move-in-ready comfort or investors looking for a strong rental opportunity. Conveniently located near shopping, restaurants, and schools, this property combines functionality, location, and long-term value.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Maria Lima (407-709-5295)

Remarks: Beautiful 4 bedroom/3-bathroom pool home featuring an extended private pool deck with views across the community grounds, a double garage and an extended driveway. This lovely home comes fully furnished and ready to go. The roof was replaced 2020, A/C 2021, pool heater 2021 and the pool was resurfaced 2022. It has updated floors, an open-plan living space with a lounge, formal dining area, kitchen, four bedrooms, three bathrooms, games room in the garage and a large private pool deck. The attractive family room has a vaulted ceiling, sofas, ceiling fan and sliding doors out to the pool deck. The updated kitchen has granite counters and comes with everything you need for at-home dining including newer stainless-steel appliances - fridge freezer, dishwasher, stove, microwave, plus coffee maker, cooking utensils, crockery etc. The kitchen island has bar stools, and the formal dining area seats six guests. Step through to the primary bedroom suite with a ceiling fan and sliding doors leading out to the pool. This bedroom has a spacious en suite bathroom complete with two vanity sink areas, a tub, a separate shower, WC and two walk-in closets. Bedroom 2 is an attractive queen room with a ceiling fan and bathroom right next door with tub/shower, WC and sink vanity. At the front of the home, bedrooms 3 and 4 are twin rooms and share a Jack-and-Jill bathroom with tub/shower. The screened-in pool deck has a spacious shaded seating/dining area with ceiling fan, loungers, child safety fence and views over the lovely pool and out to the community grounds with a play area. The garage has been converted into a games room with pool table and table football. There is also a laundry closet with a washer, dryer and ironing equipment. At the front of this single-level home is an extended private driveway. The home is being sold As Is with all furniture, appliances, linen, kitchen items etc included. It will make the ideal home for long-term residents, as a vacation home or as a short-term rental property. The popular Cumbrian Lakes community is in a convenient location 10 miles from Disney World.

Listing is courtesy of: CHOICE INTERNATIONAL REALTY INC (407-376-4687)

Listing Agent: Kate Rhead Williams (863-934-9071)