Kissimmee Homes For Sale & Real Estate - 2647 homes

Remarks: Under Construction. Evergreen presents the Pearson. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen, dining area and a living room overlooking a covered patio. The well-appointed kitchen features an island with bar seating, plentiful cabinets, counter space and stainless steel appliances, making entertaining a breeze. As we head upstairs, you are greeted with a landing area and linen closet. Bedroom one is located just off the landing area and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. This popular townhome features a single car garage at the front of the home. Like all homes in Evergreen, the Pearson includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: **Lowest Priced 3 Bedroom unit in this community** Ideal for investors or vacation-home buyers—Legacy Dunes allows both Short-Term and Long-Term Rentals with no minimum lease period. Resort amenities include 2 POOLS, FITNESS CENTER, GAME ROOM, TENNIS & VOLLEYBALL, and walking paths. Live every day like you're on vacation in this 3-bedroom, 2-bath condo with a tranquil pool view, located in the highly sought-after gated community of Legacy Dunes in Kissimmee. This spacious second-floor unit offers 1,249 square feet of open living space with an open floor plan, solid surface counters, and an in-unit washer and dryer. Step out onto your private balcony and enjoy serene views of the resort-style pool surrounded by lush landscaping. Whether you're looking for a full-time residence, a weekend getaway, or a short-term rental investment, this property checks every box Legacy Dunes offers exceptional amenities including a resort-style pool, tennis courts, playground, volleyball court, fitness center, BBQ grills, picnic areas, walking paths, and even a car wash and vacuum station. Located just minutes from Disney, world-class dining, shopping, and entertainment, this pet-friendly community (up to 50 lbs) makes it easy to enjoy the Florida lifestyle to the fullest. Don't miss this opportunity to own a piece of paradise—schedule your showing today!

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

Listing Agent: Benjamin Berry, Iii (407-706-2684)

Remarks: Under Construction. Evergreen presents the Pearson. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen, dining area and a living room overlooking a covered patio. The well-appointed kitchen features an island with bar seating, plentiful cabinets, counter space and stainless-steel appliances, making entertaining a breeze. As we head upstairs, you are greeted with a landing area and linen closet. Bedroom one is located just off the landing area and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. This popular townhome features a single car garage at the front of the home. Like all homes in Evergreen, the Pearson includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Experience the ultimate turnkey investment or vacation getaway with this stunning, fully furnished 2-bedroom, 1-bathroom condo located on the top floor of building 18 in the highly sought-after Legacy Dunes resort. This unit has been meticulously renovated to meet the highest standards, featuring luxury vinyl flooring throughout and a modern kitchen boasting new cabinets, quartz countertops, ceramic floor tiles and backsplash, and kitchen lights were upgraded to pot lights. The property features new appliances including a stove, fridge, microwave, and dishwasher, complemented by a fully redesigned bathroom featuring a new bathtub, anti-fog vanity mirror, and sleek ceramic surrounds. With premium furniture from Rooms To Go, Samsung Smart TVs (50" in bedrooms, 55" in living room), and a rare dual-storage setup (including a newly added lockable maid’s closet plus the exterior owner's closet), this home is perfectly optimized for short-term rental success. Beyond the front door, relax on your private screened-in patio with a peaceful forest view, far from the hustle and bustle. Legacy Dunes offers world-class amenities including a sparkling resort-style pool, fitness center, clubhouse, and sports courts, all while being just minutes from Disney World, Universal Studios, premier dining, and shopping. To ensure your success, the sellers are offering a unique "soft transition" package, including 3-6 months of co-hosting and specialized training on a pricing structure designed to outperform standard property managers. Whether you are looking for a personal tropical retreat or a high-performing asset, this condo is a rare find in the heart of Central Florida.

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

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

Remarks: Experience the perfect blend of luxury, convenience, and investment potential at 2841 Oakwater Drive. This fully furnished 3-bedroom, 2-bathroom condo is nestled within the highly desirable, gated Oakwater community. Step inside to find a beautifully appointed living space defined by modern updates. The heart of the home features a full kitchen renovation from 2022, boasting new cabinets, countertops, and appliances. This attention to detail extends to both bathrooms, which were also completely revitalized in 2022 with new floor and wall tiling, fresh fixtures, and updated bathing enclosures. Beyond the main living areas, you will find a gaming area in the converted garage. The true highlight, however, is the tranquil escape provided by your screened-in balcony overlooking a picturesque water view—the ideal spot for relaxation. As an owner here, you or your guests will enjoy resort-style amenities including a swimming pool, hot tub, a clubhouse with a fitness center and game room, as well as tennis, basketball, and beach volleyball courts. Whether you're seeking a lucrative vacation rental investment, a stress-free primary home, or a convenient seasonal retreat, this location is unbeatable. The Oakwater community is mere minutes from Central Florida's world-famous theme parks like Walt Disney World, Universal Orlando Resort, and SeaWorld. Plus, you’ll have easy access to premier dining, vast shopping centers, and all the entertainment the Orlando area has to offer. Don't miss this opportunity to own a piece of the Florida dream!

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

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

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: 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: 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: 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)