Kissimmee Homes For Sale & Real Estate - 2566 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: Expansive Luxury Home 5/4 with golf course views and inground pool and hot tub with Private In-Law Suite and 1/1 above the 3 car garage Welcome to an architectural gem at 2120 Bunker View Ct, where luxurious living meets exceptional investment opportunity. This sprawling 5-bedroom, 4.5-bathroom estate in Kissimmee, FL, brings an unparalleled lifestyle with stunning golf course and water views. Key Property Features: Luxurious Main Residence: Enjoy an open-concept floor plan, high coffered ceilings, a main-floor master suite, and custom details throughout the approximately 4,580 sq. ft. of living space. tile floors, Split floorplan with multiple sitting area and an architectural dream with columns and coffered ceilings, a laundry room, tile floors, new interior paint, new fans, open concept living, a breakfast nook, 2 pantries, double ovens, new Appliances, Nest Thermostat, new water heater, new salt water cell for the pool, etc. ( This is a well cared for home) ROOF is only 3 yrs old Breathtaking Views: The home is situated on a cul-de-sac with picturesque views from every room of the golf course and water, offering a serene and peaceful environment. A golfers dream and fun for walkers and bikers and there is a playground and a clubhouse to enjoy too. Outdoor Oasis: Relax in the private, in-ground pool and hot tub with beautiful pavers, outdoor fans with a screened covering and a lanai with a unobstructed view of the 14th golf course hole. Also another HIGHLIGHT of this property is the fully renovated 1-bedroom accessory dwelling unit (ADU) situated privately above the 3-car garage, complete with its own kitchen, bathroom, W/D, and a balcony overlooking the lake. This versatile space can be used for multigenerational living, a private home office, or a high-demand rental unit to generate significant passive income. Prime Location: Located just minutes from Publix Grocery store, shopping centers, restaurants, and a short drive to world-famous Disney, Universal, Fun Spot, and other attractions. This is a rare opportunity to own a piece of Central Florida luxury that provides both an elevated lifestyle, custom build, amazing views in a prime location. Will consider selling some of the furniture which matches the style of the home.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

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: PRICE REDUCED!! Don’t miss this exceptional opportunity to own a prime investment or vacation property just minutes from Disney, world-class attractions, shopping, and dining. Located in a short-term rental–approved community allowing Airbnb and VRBO, this FULLY FURNISHED 2-bedroom, 2-bath residence offers excellent flexibility with daily, weekly, monthly, or long-term rental options. The current owner has completed several recent upgrades, including a new A/C system (November 2024), updated window treatments, new carpet, a new guest bathroom vanity, and upgraded stainless steel appliances—microwave, dishwasher, stove, refrigerator, and dryer. Both bedrooms feature spacious walk-in closets, while the living area includes two queen pull-out sofas, comfortably accommodating additional guests. Enjoy your morning coffee or unwind after a day at the parks on the private covered porch. With NO CDD fees, Runaway Beach offers desirable resort-style amenities such as a large swimming pool, fitness center, BBQ area, high-speed internet, and more. Whether you’re seeking a turnkey investment or a personal vacation retreat, this property checks all the boxes. Room sizes are approximate and should be verified by buyer.

Listing is courtesy of: CENTERGATE REALTY LLC (407-228-9711)

Listing Agent: Nancy Dipasqua, Pll (321-266-7993)

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 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: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

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: 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)