Kissimmee Homes For Sale & Real Estate - 2689 homes

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: Under contract-accepting backup offers. Welcome to your dream vacation retreat or high-performing investment opportunity in Summerville Resort, a sought-after gated townhome community located just minutes from the entrance of Walt Disney World Resort. Zoned for short-term rentals, this property offers exceptional income potential while delivering the perfect personal getaway in the heart of Central Florida. Enjoy unbeatable convenience with premier dining, shopping, and major highways just moments away. Whether you're searching for a cash-flowing short-term rental or a Disney vacation home this property delivers location, lifestyle, and investment potential all in one. Enjoy your own private patio retreat, complete with a BBQ grill, summer kitchen, and relaxing hot tub — the perfect space for entertaining guests or unwinding after a day at the parks. The home is in impeccable condition and already operating as a successful short-term rental, with multiple upcoming bookings secured — offering immediate income potential for the next owner. The summer kitchen and hot tub are included, making this property truly turnkey and guest-ready from day one.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Leandro Teixeira (407-758-2072)

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: Welcome to Storey Lake Resort! This beautifully 2-bedroom, 2-bathroom condo is ideally located just minutes from Disney and major highways—perfect as a primary residence, vacation home, or income-producing investment. Situated on the 3rd floor with convenient elevator access, the unit features an open-concept layout with tile flooring throughout the entire unit, and comfortable carpet in the bedrooms. The modern kitchen is equipped with granite countertops, offering both style and functionality. Enjoy a private balcony with lovely views, plus the convenience of a washer and dryer in-unit. Short-term rentals are allowed, giving you the flexibility to live in the property, use it as a vacation getaway, or generate rental income. Resort-style amenities include a clubhouse, pool, lazy river, water park, kayak access, bar, mini golf, and much more—everything you need for the ultimate Florida lifestyle.

Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)

Listing Agent: Moses Nae (407-499-0240)

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: Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. The fully furnished 3 bedroom condo is very close to the parking lot and on first floor, open floorplan with natural light throughout the home. Spacious living area, kitchen, living and dining areas have porcelain tile. All three bedrooms provide comfort with a conveniently located laundry closet. Huge patio, fenced in with BBQ and relaxing outdoor patio furniture. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 6 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, or long-term rental, or a short-term vacation rental.

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

Listing Agent: Lauren Arcaro (813-299-0477)

Remarks: Amazing investment opportunity! This stunning 6-bedroom, 3.5-bathroom property is located in the highly sought-after Emerald Island Resort in Kissimmee. Designed for both relaxation and entertainment, this spacious home comfortably accommodates large families or groups, making it the perfect short-term rental investment or personal getaway. Step inside to discover beautifully themed bedrooms that delight guests of all ages, creating a fun and immersive experience that keeps visitors coming back. The open-concept living and dining areas offer plenty of space to gather, while the fully equipped kitchen makes hosting effortless. The home features an impressive game room, perfect for friendly competition and indoor entertainment. Outside, your private screened-in pool provides a tranquil retreat—ideal for soaking up the Florida sunshine or unwinding after a day at the parks. Located just minutes from world-class attractions, shopping, and dining, this property offers both convenience and luxury within a gated resort community featuring top-tier amenities. Whether you're looking for a profitable vacation rental or a personal slice of paradise, this Emerald Island gem checks all the boxes!

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

Listing Agent: Gabriela Miyamoto (407-800-4385)

Remarks: MUST SEE! Own a piece of paradise with this stunning, fully furnished waterfront townhome in the premier guard-gated resort of Paradise Palms! This 1,900+ sq. ft. retreat is a versatile powerhouse, perfect as a turnkey Airbnb, a high-performing long-term rental, or your own private personal residence. Meticulously maintained, the home features a newer AC system, elegant LVP flooring in the Master, crown molding, and designer accent walls. Guests and family will love the immersive Star Wars and Mickey Mouse themed rooms, while the chef-inspired kitchen boasts granite counters, stainless appliances, and solid wood cabinetry. Step through the spacious family room to your private heated pool and deck, where you can lounge and dine overlooking serene water views. Perfectly situated just a short walk from world-class amenities—including a movie theater, tiki bar, and resort pool—and only minutes from Disney, water parks, and premier dining. The HOA offers total peace of mind, covering cable, internet, lawn care, and 24-hour guarded security. Don’t miss this incredible investment opportunity—schedule your showing today!

Listing is courtesy of: TOP ORLANDO REALTY (407-284-1213)

Listing Agent: Alex Galitsky (321-277-2904)

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: Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks.

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

Listing Agent: Alexandra Cana (407-346-3578)

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: Corner-unit townhome with TWO MASTER SUITES — one on each floor — in gated Fiesta Key. This 4-bedroom, 3.5-bath layout delivers 1,642 sq ft of flexible living space that works equally well as a PRIMARY RESIDENCE or a SHORT/LONG-TERM RENTAL near Disney, Universal, and the attractions corridor. The KITCHEN was fully REMODELED in 2022 with GRANITE COUNTERTOPS, nine additional SOLID-WOOD CABINETS, and UPDATED APPLIANCES. All 3.5 BATHROOMS have been refreshed with GRANITE VANITIES throughout. A HIGH-EFFICIENCY A/C SYSTEM (2023) keeps energy costs low year-round. Inside, the OPEN-CONCEPT living and dining area flows naturally to a SCREENED PATIO overlooking the CONSERVATION AREA — no rear neighbors. Upstairs, the second master suite opens to a PRIVATE BALCONY with peaceful views. Fiesta Key's RESORT-STYLE AMENITIES include a HEATED COMMUNITY POOL, tennis courts, fitness center, clubhouse, and playgrounds — all within a GATED COMMUNITY. Assigned parking. PETS WELCOME. NO CAP ON ANNUAL RENTALS, making this an INVESTOR-FRIENDLY property. Located minutes from WALT DISNEY WORLD, UNIVERSAL STUDIOS, and major employment centers along the I-4 corridor. Schedule your private showing today.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Peter Bassil (407-990-4124)

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)