Kissimmee Homes For Sale & Real Estate - 3196 homes

Remarks: Under contract-accepting backup offers. 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: Move-in ready four-bedroom, 2.5-bathroom home in the quiet Eagle Lake community. This residence features a thoughtfully designed two-story layout that balances formal and casual living. Upon entry, you are greeted by a formal dining room that flows seamlessly into an expansive open-concept kitchen. The kitchen is a standout, boasting elegant granite countertops, stainless-steel appliances, and ample workspace for meal preparation and entertaining. The primary suite is conveniently located on the ground floor, offering a private retreat with an attached ensuite bathroom featuring dual sinks, a large walk-in closet, a separate standing shower, and a relaxing soaking garden tub. Upstairs, you will find the remaining generously sized bedrooms and a versatile flex space at the top of the stairs—an ideal spot for a reading nook. Conveniently located near major roadways, shopping, dining, and everyday amenities Schedule your showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 2,164 sq ft of comfortable living space. The home features a well-designed layout with generous living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Cared for by the current owner for the past 11 years, this lovely villa-style townhome is move-in ready! TOUR THE HOUSE WITH THE VIRTUAL TOUR and WALK THRU VIDEO LINKS. Step inside to discover high ceilings, natural light, and tile flooring throughout the house (no carpet). The layout of the house makes it feel larger than you would expect. A split floorplan provides one bedroom at the front of the house and a full bath, and the primary at the rear of the house. A spacious great room will become your place for relaxing and entertaining, with ample room for your living room furniture as well as a dining room table. The family cook will appreciate the elegant granite countertops and Shaker-style wood cabinets with soft-close doors, as well as the open pass-through to the great room. Step out the sliding glass door to the screened patio to enjoy your morning coffee, or unwind at the end of the day. You’ll also find a storage closet off to the side of the patio. Retreat to the spacious primary suite and delight in the custom walk-in closet, large vanity, and private toilet and tiled shower. The house has a new A/C (2022), fresh paint, and the roof is less than 10 years old. Residents of Pine Island Villas enjoy a care-free lifestyle with exterior landscaping and maintenance included with the reasonable $150/month HOA fee, giving you more time to visit with friendly neighbors at the sparkling pool and cabana just steps away. Plus, the location can’t be beat---with nearby shopping, groceries, restaurants, banks, gym, and public transportation options. Just 30 minutes from the world class theme parks, airport, and downtown Orlando!

Listing is courtesy of: BLOOM HOME GROUP REALTY LLC (407-434-9408)

Listing Agent: Chris Winn (407-970-6776)

Remarks: Welcome to Solivita, an award winning 55+ gated community in Central Florida known for its vibrant, resort-style lifestyle. This stunning 2024 Salina model showcases thoughtfully designed living with high end finishes throughout. From the inviting screened in front porch to the bright, open concept layout, this home is perfect for both everyday living and entertaining. The kitchen features beautiful Corian countertops, soft close cabinetry with pull out shelving, and stainless steel appliances. The living and dining areas flow seamlessly to the screened lanai with upgraded tile flooring creating the perfect space to relax and unwind. Enjoy the convenience of no carpet throughout, along with upgrades like under cabinet lighting, electric blinds, a full house water filtration system, and a laundry room with sink and designer backsplash. Ideally located just a short golf cart ride from the Village Center, you’ll have easy access to dining, entertainment, and year round events. Solivita offers an unmatched lifestyle with championship golf courses, multiple indoor and outdoor pools, state of the art fitness centers with classes, and a wide variety of amenities including tennis, pickleball, baseball field, billiards room, and gardening spaces with classes for residents to enjoy. With over 250 clubs, art studios, on site dining, and live entertainment, there’s truly something for everyone! Enjoy beautifully maintained grounds, 24/7 gated security, and HOA covered fiber optic internet and cable. Just outside the community, Poinciana Plaza offers convenient shopping and dining options. Experience low maintenance living in a home that truly has it all - schedule your private showing today!

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

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

Remarks: Escape to paradise with this stunning 2-bedroom, 2-bath condo nestled in the highly sought-after resort community of Storey Lake. Whether you're starting your day with breathtaking pool views from your private balcony or unwinding in the tranquil evenings, this condo promises a picturesque backdrop that enhances every moment. Unleash your inner vacationer with a myriad of amenities, including a community pool complete with a rejuvenating hot tub and a lazy river. Stay active with access to a state-of-the-art fitness center and a basketball court, or indulge in leisure with tiki bar refreshments and nearby kayak rentals. Immerse yourself in a vibrant calendar of events designed to entertain and delight throughout the year. Experience the pinnacle of Florida living in this luxurious condo, a lucrative opportunity to embrace a lifestyle filled with relaxation, recreation, and endless enjoyment. Welcome to your ultimate Florida retreat where every day feels like a vacation, minutes from Disney and all major attractions.

Listing is courtesy of: ELITE REALTY, LLC (407-572-9936)

Listing Agent: Roselin Diaz (407-572-9936)

Remarks: Beautifully updated home in the desirable Fortune Lakes community featuring spacious living areas and a private mother-in-law suite perfect for guests, multigenerational living, a home office, or potential rental income. Recent upgrades include a new roof (2022), fully renovated kitchen (2025), newly built mother-in-law suite (2025), and updated bathrooms. Conveniently located near shopping, dining, schools, and major highways. Seller is very motivated and offering $5,000 toward buyer’s closing costs! Perfect opportunity for homeowners or investors.

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

Listing Agent: Angel Ramirez (407-967-5368)

Remarks: Paid off solar panels to offset the rising cost of living. This home is perfect for the starting family. Nestled in the beautiful Storey Creek subdivision in Campbell Kissimmee. Walking distance from a elementary and middle school. This 3 bedroom 2 bath + bonus room home features a split open floorplan with updated kitchen and bathrooms for a seamless stress free move in transition. The subdivision includes a beautiful resort style pool, volley ball, tennis and basketball courts a rentable clubhouse, fully equipped gym, dog parks, walking trails and wooded areas, ensuring there is always something to do. Best of all the lawn is maintained by the HOA for a stress free, easy living experience. Schedule your in person tour now!l

Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)

Listing Agent: John Guimaraes Beghini (321-225-2781)

Remarks: What's Special: Larger Lot | Pond View | Close to Amenity | Gourmet Kitchen. New Construction – Ready Now! Built by America’s Most Trusted Home Builder. Welcome to the Ambra at 5659 Nevis Terrace in Esplanade at Westview! This thoughtfully designed home blends style and comfort with features inspired by today’s homeowners. The open-concept layout brings together the great room, a gourmet kitchen with a large central island, and a beautiful view of the lanai. Two private primary suites make this home truly special, each offering generous walk-in closets and spa-like baths with walk-in showers. Additional Highlights Include: gourmet kitchen, primary suite bay window, 8' interior doors, and quartz countertops. MLS#O6359446 - Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest!

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Under contract-accepting backup offers. Welcome home to 1895 Spring Shower Circle where comfort meet charm. This well sought after 55+ neighborhood offers the perfect blend of modern living and timeless appeal. Features 2 bedrooms 2 full bathroom and a flex room that can be used as a third bedroom, office or den. This inviting home greets you with a beautiful yard and a warm welcoming entrance. Step inside to discover a bright open concept layout filled with natural light, a spacious living area and thoughtful finishes throughout. Whether you are entertaining in the stylish kitchen, relaxing in the cozy family room or just enjoying quiet morning on the covered patios, every space is designed for effortless living. This house was built in 2023 and the owner invested in lots of upgrades to make this home the gem it is today, such as the beautiful back splash and high cabinets in the kitchen, easy to clean diamond cut tiles for the common areas, covered patio, unique ceiling fans in every rooms, outdoor lighting, and a pest control plan than any buyer can continue if desired. The master bedroom features a spacious walk-in closet and built in shower bench in its bathroom. The bedrooms are generously sized with plenty of storage. This home is as functional as it is beautiful, not to mention the lovely pool, tennis court, dog park club house and state of the art gym. It is located within close proximity to Famous Downtown Kissimmee, access to the Turnpike, Disney and Orlando International Airport. Don't miss out on this opportunity to own a piece of this comfort and community. THE SELLER IS EXTREMELY MOTIVATED. Schedule your showing today and lets make a deal!! PLEASE NOTE , a refrigerator is included in the sale, however the refrigerator currently in the home will be replaced with a new refrigerator prior to closing.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Claudette Banton Dennis (347-876-1091)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully maintained two-story pool home located in one of Kissimmee’s most desirable gated communities. From the moment you arrive, this stunning residence impresses with its elegant curb appeal, soaring ceilings, abundant natural light, and thoughtfully designed spaces throughout. This spacious home features 5 bedrooms, 3.5 bathrooms, a versatile loft, plus formal living and dining rooms, offering the perfect balance of comfort, style, and functionality for everyday living and entertaining. The heart of the home is the spacious kitchen, complete with a center island, brand-new stainless-steel appliances, ample cabinetry, and a large walk-in pantry. Overlooking the main living area, the layout creates a warm and inviting atmosphere while still maintaining distinct living spaces for added comfort and privacy. The formal dining room provides the perfect setting for gatherings and special occasions, while the formal living room adds an elegant and flexible space ideal for entertaining or relaxing. The primary suite is conveniently located on the first floor, providing a private retreat with comfort and convenience. Upstairs, you’ll find four generously sized bedrooms, all featuring walk-in closets, along with a spacious loft ideal for a media room, home office, playroom, or additional living area. Step outside to your private screened-in pool area, the perfect space to relax, entertain, and enjoy Florida living year-round. Residents of the highly sought-after Stonefield community enjoy resort-style amenities including a beautiful clubhouse, community pool, fitness center, tennis court, and recreational areas. Ideally located near The Loop shopping center, dining, major highways, theme parks, and all that Central Florida has to offer. This exceptional home offers the perfect combination of space, elegance, comfort, and lifestyle. A true must-see!

Listing is courtesy of: TOP 7 REALTY LLC (407-334-8082)

Listing Agent: Audrey Torres (407-730-1862)

Remarks: Welcome to this stunning remodeled 2-bedroom, 2-bath condo in the popular Villas del Sol at Kissimmee! This home features an open and inviting layout with plenty of natural light, perfect for relaxing or entertaining. The kitchen has been beautifully updated with modern cabinetry, elegant countertops, and quality appliances. The primary suite includes a private bath and walk-in closet, while the second bedroom has semi-suite access to a bathroom that also opens to the kitchen, providing flexibility for guests or family. Residents enjoy resort-style amenities including two pools, tennis courts, a fitness center, playgrounds, and a clubhouse, all surrounded by well-kept green spaces. The community is currently undergoing exterior painting upgrades, enhancing both its beauty and long-term value. This condo offers a prime location, just minutes from The Loop Shopping Center, with convenient access to dining, shops, and entertainment. Commuting around Central Florida is easy via U.S. Route 192, Osceola Parkway, and Florida’s Turnpike, with Orlando and Walt Disney World close by. Families will love the nearby schools, including Kissimmee Elementary, Kissimmee Middle, Osceola High, and the Renaissance Charter School at Tapestry, all just a short drive away. This move-in ready, fully remodeled condo is perfect for full-time living, a vacation retreat, or a smart investment. Schedule your showing today and experience everything this Villas del Sol community brings to the table!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Adriana Leon (407-914-3131)

Remarks: Beautiful 4-bedroom, 3.5-bath pool home located in the highly desirable community of Remington. This spacious residence features an open floor plan, vaulted ceilings, formal living and dining areas, and a private screened pool perfect for entertaining and relaxing. The first-floor primary suite offers direct pool access and beautiful water views. Conveniently located near top-rated schools, shopping centers, supermarkets, restaurants, major highways, Orlando International Airport, and just a short drive to Walt Disney World Resort attractions. Enjoy resort-style community amenities including golf, clubhouse, fitness center, tennis courts, playgrounds, walking trails, and gated security. A perfect opportunity for families, vacation living, or investment in Central Florida.

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

Listing Agent: Angel Ramirez (407-967-5368)

Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

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Listing is courtesy of: MIAMI LIFE REALTY LLC (786-464-8804)

Listing Agent: Jorge Kupferman (786-306-7308)

Remarks: PRICE IMPROVEMENT! Welcome to this move-in ready, pristine 3-bedroom, 2-bath home built in 2022, offering modern comfort, privacy, and exceptional value. This home is meticulously maintained and shows like new, featuring an open-concept layout filled with natural light, a spacious kitchen, and a functional design perfect for both everyday living and entertaining. Enjoy added privacy with a fully fenced backyard, ideal for relaxing, pets, or future outdoor upgrades. The home also includes all appliances, making your move completely seamless. Upgrades throughout and newer construction mean lower maintenance and peace of mind. Benefit from a low HOA that includes internet, helping keep your monthly expenses predictable and affordable. Located in a quiet, safe community with convenient access to shopping, dining, and major roadways. Investor-friendly — long-term rentals allowed, making this a great opportunity for both homeowners and investors. Seller is highly motivated — priced to sell and open to strong offers. Don’t miss this opportunity to own a turnkey home with privacy, upgrades, and real monthly value

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

Listing Agent: Nisreen Wahieb (407-414-3881)

Remarks: Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Monica Gallo (407-520-9579)

Remarks: Under contract-accepting backup offers. ***BACK MARKET- NO FAULT OF SELLER***INCREDIBLE NEW PRICE***Ideal Location! Beautifully Renovated Condominium in the Villas at Island Club. Discover this well-maintained condominium in the highly sought-after Villas at Island Club—a gated community perfectly suited for short-term vacation rentals (STRs) or as your private residence. Located just minutes from Walt Disney World, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, and dining, this property offers both convenience and resort-style living. Enjoy a prime location directly across from the tennis courts, clubhouse, fitness center, pool, heated spa, playground, and BBQ area. There’s even an additional community pool on site for your enjoyment. Inside, you’ll find a spacious split floor plan with vaulted ceilings and abundant natural light streaming through large windows. The primary suite features private balcony access, perfect for relaxing and enjoying the Florida sunshine. Unit features a modern kitchen with granite countertops, newer stainless-steel appliances, and stylish laminate flooring throughout. Both bathrooms have been tastefully remodeled with contemporary finishes, offering a fresh and move-in ready feel. The home contains lots of storage throughout while both the primary suite and 2nd bedroom have spacious walk-in closets. Enjoy a BRAND NEW HOT WATER HEATER. A few pictures are virtually staged. Fantastic access with nearby SR 429, U.S. Highway 192 (W. Irlo Bronson Memorial Highway), U.S. Highway 27 and Orlando International Airport. Whether you’re looking for an investment property, vacation getaway, or a full-time residence, this condo combines comfort, style, and an unbeatable location.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Deborah Moran (407-579-5368)

Remarks: Ideally just 10 minutes from Celebration and Orlando's world-renowned theme parks, this beautifully furnished four-bedroom, 3.5-bath town home offers a blend of privacy, comfort and convenience. In a desirable gated community adjacent to Mater Palms Academy, the home enjoys easy access to excellent schools, shopping, dining and entertainment. The open-concept floor plan features spacious living areas filled with natural light and contemporary finishes throughout. Go outside to a private patio overlooking a tranquil pond, providing a serene and secluded setting. Community amenities include a resort-style pool, clubhouse and soccer field, creating a Florida lifestyle experience. Whether used as a primary residence, vacation retreat or investment opportunity, this exceptional townhome is a rare find in an unbeatable location.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Alex Minato (954-348-1726)

Remarks: Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances, flowing seamlessly into the inviting living and dining areas. Step through the sliding glass doors to a covered patio and private splash pool—perfect for relaxing and entertaining. The community offers incredible amenities including a resort-style pool, lazy river, water slides, splash park, kayak rentals, mini golf, and sand volleyball courts. Guests also enjoy access to a fully equipped fitness center with extended hours and an outdoor Tiki bar serving drinks, food, and ice cream. Whether you're looking for a full-time residence or a vacation rental investment, this home provides the ultimate Florida retreat—just minutes from Disney, Universal, SeaWorld, shopping, dining, and more. Schedule your private showing today!

Listing is courtesy of: MARKLE MANAGEMENT (954-465-4719)

Listing Agent: Madelynn Markle (954-465-4719)