Kissimmee Homes For Sale & Real Estate - 2745 homes

Remarks: Welcome to your own slice of paradise in Margaritaville Resort Orlando , where lifestyle, location, and income potential come together effortlessly . This beautifully designed Cottage Floorplan 1539 C offers 3 bedrooms and 3 full bathrooms, perfectly suited for a vacation home, or high performing short term rental near Walt Disney World . Ideally located within WALKING DISTANCE to the resort pool, spa, fitness center, and premier amenities, this home places you in the heart of one of Kissimmee’s most desirable vacation communities. Inside, the open concept layout creates a bright and inviting atmosphere, featuring upgraded countertops, stainless steel appliances, and stylish wood look tile flooring throughout the main living areas. The spacious primary bedroom offers a private retreat with its own en suite bathroom, while the additional bedrooms are thoughtfully positioned to provide comfort and flexibility for guests. This home is offered FULLY FURNISHED with the MRO approved City Furniture Key West Sunset package, including furnishings, décor, TVs, window treatments, kitchen essentials, linens, and more. Truly turnkey and ready to enjoy or generate immediate rental income. Margaritaville Resort Orlando delivers an unmatched resort experience with multiple pools, a full service spa, fitness center, and direct access to Island H2 O Water Park. Just minutes away, Sunset Walk offers a vibrant mix of dining, entertainment, shopping, and live music. Whether you are looking to relax, invest, or do both, this property offers the perfect opportunity to own in a premier short term rental community near Disney and the best of Central Florida attractions.

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

Listing Agent: David Hung (407-417-0464)

Remarks: Under contract-accepting backup offers. “Stunning 3-bedroom, 2-bathroom condominium for sale, located just minutes from the magical Disney World. With a spacious 1,700 square feet of living space, this condo comes fully furnished, making it a turn-key option for the new owner. Whether you’re looking to move in and make it your primary residence, or capitalize on its prime location as an investment property, this condo offers endless possibilities. The property is perfect for short-term rentals, including Airbnb, allowing you to generate consistent income while benefiting from the thriving tourism market in the area. Enjoy the convenience of being close to world-famous attractions, restaurants, and entertainment, all while having the flexibility to use this condo for personal enjoyment or as a steady revenue stream. With its fully equipped kitchen, modern furnishings, and well-maintained amenities. (“Includes all furniture and appliances. Decoration and TVs are not included.”)

Listing is courtesy of: JF STAR REALTY (407-218-0242)

Listing Agent: Jorge F Alvarez Perez (407-218-0242)

Remarks: Welcome to this beautiful home located at 4774 Cumbrian Lakes Dr, Kissimmee, nestled inside the desirable gated community of Cumbrian Lakes with low HOA fees and a peaceful, private atmosphere. Fully paid solar panels at closing, maximizing your electricity savings! This spacious 4-bedroom, 3.5-bathroom single-family pool home offers an excellent floor plan and additional flexibility with a converted garage that includes an extra bedroom and full bathroom, perfect for guests, extended family, or additional living space. The home features upgraded flooring throughout, along with a modern kitchen and bathrooms finished with elegant stone countertops. Step outside to enjoy your heated private pool, ideal for relaxing or entertaining year-round in Florida’s beautiful weather. Major updates provide peace of mind, including a brand-new roof, HVAC system replaced just one year ago, and fresh interior paint. Conveniently located just minutes from world-famous theme parks, shopping, dining, and schools, yet tucked away inside a quiet and tranquil gated community, this home offers the perfect combination of location, comfort, and value. Whether you're looking for a primary residence, vacation home, or investment property, this exceptional property is a must-see.

Listing is courtesy of: MELENTREE REALTY LLC (407-729-1640)

Listing Agent: Gabe Porfilio (407-301-8381)

Remarks: Under contract-accepting backup offers. Premier lot and perfect location with gorgeous water views and no rear neighbors! ** Brand New HVAC 2026 ** Brand New Water Heater 2026 ** Brand New Pool Filtration System 2026 ** Roof 2018. This beautiful, one-of-a-kind 4-bedroom, 2-bathroom single-family home in Four Corners, Kissimmee—comes FULLY FURNISHED. Owned and meticulously maintained by the original owners, this home features a highly desirable open floor plan. Enjoy peaceful pond views and lush greenery from your private screened-in pool—perfect for relaxing or entertaining. Ideal as a primary home or an income-producing investment with long - and short-term rental flexibility. Opportunities like this don’t last long!

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

Listing Agent: Nathan Meyer (865-789-0198)

Remarks: PRICE REDUED ON THIS DELIGHTFUL HOME. DON'T WAIT TO MAKE YOUR APPOINTMENT. Delightful four bedroom, two bath split bedroom home with spacious living area and inground swimming pool. From the front door, you will see how spacious this home really is. It has a formal living and dining room that is just off the kitchen. The kitchen has all the appliances, stone counter tops, pantry and breakfast bar. There is a family room off the kitchen. The primary bedroom and ensuite bath has a walk-in closet, double vanity, garden tub, a separate room for the toilet, and a linen closet. There are three sets of sliding glass doors that lead out to the large-covered porch with ceiling fans that would be terrific for entertaining and an inground swimming pool with a screened enclosure and a large amount of deck space that would be great for sunbathing. The real yard is private. Other amenities include a two-car garage with room for your washer and dryer and a nice size lot. The community also has a pool, tennis courts and playground just steps away. Don't wait to see this lovely home.

Listing is courtesy of: CLARK INVESTMENT PROPERTIES (407-933-4499)

Listing Agent: Renee Clark (407-933-4499)

Remarks: JUST REDUCED MOVE-IN READY WITH BONUS OPTIONS! This spacious 5-bedroom home offers flexibility, comfort, and value in a prime Kissimmee location. With multiple living areas and plenty of room to grow, it’s perfect for families or investors alike. Seller willing to include select furniture with the right proposal Recently improved price - one of the best values in the area Convenient to shopping, dining, and major highways Homes like this at this price don’t last schedule your showing today!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Shelby Samuel (863-661-5940)

Remarks: Corner townhome just minutes from Disney! Great for first-time homebuyers and also ideal for snowbirds, vacation home, or Airbnb investors. This end-unit features 9’4” ceilings, an open-concept layout, and a kitchen with 42” cabinets, crown molding, granite countertops, and stainless-steel appliances (all included). Enjoy a private rear patio for relaxing or entertaining. Upstairs offers 3 bedrooms, 2 baths, a laundry room with washer/dryer, and a primary suite with granite counters and shower. Don’t miss this move-in ready opportunity.

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

Listing Agent: Abdallah Fawaz (407-790-5014)

Remarks: Under contract-accepting backup offers. If you’ve been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you’ll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area’s top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you’ll feel right at home.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Cassandra Kelly (407-433-2000)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new three-bedroom Frey offers convenient single-story living. Two secondary bedrooms are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. A lavish owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new four-bedroom Walsh provides single-story living with a seamless open layout, perfect for modern lifestyles. Three secondary bedrooms share a private hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining nook and family room. A nearby covered patio encourages simple indoor-outdoor living, while a luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Heather Unger, Pa (407-810-6304)

Remarks: Stunning gated home with private screened-in pool and breathtaking golf course views! Move-in ready with high-end upgrades including 42” maple cabinets, stainless steel appliances, crown molding, tile flooring throughout, and designer finishes. Enjoy a beautiful backyard overlooking the golf course, perfect for relaxing or entertaining. Located in a resort-style community with top-rated schools, offering tennis, boating, fitness center, clubhouse, restaurant, dock, and Olympic-size pools. Luxury, location, and lifestyle all in one—Motivated seller—bring your offers! This opportunity won’t last!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Investor's opportunity only minutes away from what Orlando is most famous for - DISNEY! This newly remodeled studio is in the heart of all Kissimmee/Orlando brings! This is perfect to add to your portfolio if you're looking for turnkey, convenient, and rental ready. located only a few miles from the parks, Celebration and malls.

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Investors opportunity only minutes away from what Orlando is most famous for - DISNEY! This newly remodeled studio is in the heart of all Kissimmee/Orlando brings! This is perfect to add to your portfolio if you're looking for turnkey, convenient, and rental ready. located only a few miles from the parks, Celebration and malls.

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.

Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)

Listing Agent: Jeff Joachim (689-304-9330)

Remarks: One or more photo(s) has been virtually staged. Flexible Living or Investment Opportunity in Kissimmee Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Yeidy Frias Medina (321-732-2455)

Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Monday, May 4, 2026 at 5:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)

Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024 and paint in the living and dining room in 2024. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Savina Delgado Rodriguez (407-455-4444)

Remarks: Welcome to 2874 Stanza Ct, an 8-bedroom, 5-bath, 4,411 sq ft turnkey vacation home in Storey Lake Resort, just minutes from Orlando’s top theme park attractions. Located within The Cove at Storey Lake (a gated enclave within the resort which has its onw cabana , pool and play area), this fully furnished, move-in-ready home is ideal as a primary residence, second home, or income-producing vacation rental, offering the perfect balance of privacy, location, and strong rental potential. Built in 2019 and professionally designed, the home features an open-concept layout with spacious living and dining areas, a modern kitchen, and multiple entertainment spaces. The first floor features a primary suite with an en-suite bath, as well as an additional guest bedroom and full bath, providing flexibility and convenience. Upstairs, enjoy a large loft, dedicated movie theater, and additional bedrooms designed to comfortably accommodate larger groups. A separate game room with pool table and foosball adds even more appeal for entertaining and rental use. Step outside to your private screened pool and spa overlooking a serene water view, creating a peaceful setting to relax while still being close to all the action. Storey Lake Resort offers resort-style amenities, including a clubhouse, lazy river, water slides, fitness center, and sports courts—making it one of the most sought-after short-term rental communities near Orlando’s attractions. Schedule your private showing today and secure your place in one of Central Florida’s top-performing resort communities.

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

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

Remarks: Welcome to your next chapter in Tohoqua—where comfort, upgrades, and lifestyle come together seamlessly. This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of space and functionality. Step inside to find a thoughtfully designed layout ideal for both everyday living and entertaining, with generous living areas and a flow that feels both open and inviting. Outside, enjoy a fully fenced backyard, perfect for pets, play, or creating your own private outdoor retreat. The home is equipped with gutters for added protection and maintenance ease, while the garage has been enhanced with a split AC unit and additional insulation, making it an ideal space for a home gym, workshop, or climate-controlled storage. Recent upgrades provide peace of mind and modern convenience, including a brand new water purification system installed in March 2026 and a new microwave, ensuring the home is move-in ready with thoughtful improvements already in place. Located in the highly desirable Tohoqua community, known for its amenities, green spaces, and convenient access to Lake Nona, St. Cloud, and Orlando, this home offers not just a place to live—but a lifestyle to love. Spacious, upgraded, and ready for you—this is the one.

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

Listing Agent: Brittany Pride (888-883-8509)