Homes For Sale in Kissimmee 34747 - 886 homes

Remarks: Well-maintained 1-bedroom, 1-bath condo featuring ceramic tile throughout and an open floor plan. Spacious bedroom with walk-in closet Kitchen equipped and utility room. Community offers pool, fitness center, tennis/basketball courts, playground, and clubhouse. near shopping, dining, major highways, theme parks, and Celebration. Investor opportunity – leased through March 2027, income-producing property.

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Vanessa Serrano (407-513-4722)

Remarks: Exceptional 2 story townhome with private screened in pool and water view. This 5-bedroom 4-bathroom end unit home in located in the highly sought after guard gated resort community of Paradise Palms Resort. The property with 2 bedrooms on the first floor and 3 bedrooms upstairs comes FULLY FURNISHED allowing for vacations, short term rental, rental investment and even calling it HOME. You and your guests can enjoy the amazing resort amenities which are numerous. A clubhouse with over 9000 square feet, free movie theatre, arcade center, TIKI Bar and Grille, and fitness center. A large resort style swimming pool complete with cascading waterfall, slides and spa. A sundries shop, tennis, basketball, volleyball courts and a playground. HOA fee includes 24-hour manned security gate, exterior home maintenance, cable tv, internet, community pool, lawncare, private road and trash removal. Located just off Westside Blvd just south of highway 192 this property is close to major roads with lots of shopping and restaurants. Minutes from Disney World and close to other attractions, theme parks, and water parks.

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

Listing Agent: Joel Albert (407-435-7478)

Remarks: Under contract-accepting backup offers. RARE AND UNIQUE 1306-C CORNER LOT Cottage with 2 Bedrooms, 2.5 Bathrooms and a HOT TUB in MARGARITAVILLE RESORT ORLANDO! PREMIUM PHASE 1 LOCATION Just Steps Away From All the Resort Amenities! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! You Cannot Get any Closer than This! High-End ETHAN ALLEN Furnishings and Housewares INCLUDED IN LIST PRICE (Original Cost $48k)! This Amazing Home Features Both En Suite Bedrooms with King Beds Upstairs, One with Balcony Access. Upgraded "IN PARADISE" Wood Tile Floors, QUARTZ Countertops with Breakfast Bar in Kitchen! Large Backyard with Beautiful Shell Pathways and Palm Trees! Furniture/Houseware Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Amazing Townhouse at, just minutes away from DISNEY WOLD PARK ATTRACTIONS, GATED COMMUNITY, NESTLED IN A PREMIUM LOCATION! 3 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS throughout all common living and wet areas and MASTER SUITE on main level, for privacy and accessibility. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS-STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The MASTER SUITE features spacious BATHROOM with granite counters, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAYROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED. Walking distance from US192, close to shops, restaurants, groceries and attractions. Don't miss the chance to make this magical haven yours. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Kissimmee, FL. **Call today to schedule a showing*. Ready quick move-in!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jacky Montes Mays (321-746-2608)

Remarks: INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Under contract-accepting backup offers. Welcome to 2979 Latitude Lane, a fully furnished 2-bedroom, 2-bathroom home in the heart of Margaritaville Resort Orlando, where lifestyle and investment opportunity come together. Designed for easy living, the home features an inviting open living space, a well-equipped kitchen, and comfortable bedrooms that provide a quiet retreat after a day of enjoying the resort. Owners and guests alike can take advantage of multiple pools, water attractions, and the relaxing St. Somewhere Spa, all just steps away. With close proximity to world-class dining, shopping, and Central Florida’s major attractions, this property is perfectly positioned as a personal getaway or a high-demand short-term rental.

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

Listing Agent: Chase Tate, Pllc (217-899-2619)

Remarks: Fully furnished 3-bedroom, 3.5-bath luxury townhome just minutes from Walt Disney World®—an ideal private vacation retreat or high-performing short-term rental investment. Located within the exclusive gated community of Magic Village, this contemporary residence combines refined design with effortless ownership flexibility, allowing self-management or access to professional on-site rental services. The main living area showcases an open-concept layout filled with natural light, dramatic two-story ceilings, and expansive windows that enhance the sense of space. The modern chef’s kitchen features stainless-steel appliances, a five-burner gas range, generous cabinetry, and an oversized island with breakfast bar—perfect for entertaining. Sliding glass doors open to a covered lanai complete with built-in summer kitchen, tiled flooring, and no rear neighbors—creating a private outdoor setting ideal for dining and relaxation. Upstairs, the spacious primary suite offers a custom walk-in closet and a spa-style bath with floating dual vanities and a frameless glass shower. The second suite includes its own private balcony and en-suite bath, while the third bedroom also features a walk-in closet and private bathroom—providing comfort and privacy for guests. Additional highlights include a private elevator, main-level laundry, and a convenient guest powder room. Magic Village owners enjoy resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual concierge services, daily curbside trash pickup, housekeeping options, complimentary Wi-Fi, and ample parking—all within a secure gated environment. Ideally positioned near Disney, world-class dining, premium outlets, and major highways, this turnkey property delivers luxury, convenience, and strong income potential in one of Orlando’s most sought-after vacation communities.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Braner De Lima Dantas (407-683-2878)

Remarks: This stunning two-story home is designed with both space and luxury in mind! With six bedrooms the Toho offers an abundance of space that ensures everyone has their own room to relax, work, or unwind. Whether you have a large family, frequent guests, or simply need extra room for hobbies, this home provides the perfect amount of space. Each bedroom is generously sized, giving everyone the privacy and comfort. The Toho creates a perfect balance of functionality and comfort for every one.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Seller will contribute towards closing costs for all Active Military, Veterans and First Responders on this low maintenance lifestyle home!! This fantastic location offers short commutes when considering today’s costs of fuel, tolls, drive time compared to other locations. Take advantage of the Seller's current assumable loan rate of 4.875% for qualified buyers! Take in the views, stop paying rent and start building wealth in the heart of this Disney location situated in between picturesque Disney Resorts and Celebration communities. Seller relocation is to your benefit, as the work is done in this beautifully upgraded, immaculately maintained home on the top floor away from neighbors. Peaceful water views from the spacious front lanai allowing you to unwind from the day. Charming open floor plan is ideal for entertaining. Kitchen has a large island, commercial grade sink and faucet and beautifully designed with granite, glass tile back splash. Enjoy the split bedroom plan ensuring individual privacy with their own bathrooms. Primary Ensuite has been completely updated with rain shower doors, new vanity and custom closet for maximum storage. Every room has green tree and water views! You will appreciate the convenience of the separate private laundry room allowing you to close away while laundering duties in your home. For physical activity, take a dunk in the large pool after working out in the fitness center. Participate in a game of tennis or basketball and take tots to the playground and picnics for weekend fun. The clubhouse is very convenient for larger gatherings. Too much to share, schedule a private showing before this special property is gone in this outstanding location close to all Disney facilities, shopping and posh Celebration!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)

Listing Agent: Chanda Mccollom (352-217-1410)

Remarks: Great 3-Bed, 2-Bath Condo with Serene Tree Views and Resort-Style Living. Nestled in the heart of Orlando, just 3 miles from the magic of Disney World, 1.5 miles from Margaritaville. Plus you can get in on the action at Universal Studios and SeaWorld too! This unit provides a serene retreat for both full-time residents and SHORT TERM vacation. Tenant occupied

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

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

Remarks: Discover this modern vacation residence showcasing a sleek exterior design and an impressive private pool area that sets the tone for indoor–outdoor living. The home welcomes you with a bright and open main living space, highlighted by an oversized great room with abundant seating ideal for gathering, relaxing, or entertaining after a day at the parks. The contemporary kitchen features stainless steel appliances, extensive granite counters, a three-seat breakfast bar, and an adjacent dining area that comfortably accommodates eight. The second-floor loft extends the home’s entertainment options with a wall-size Scrabble board, air hockey table, and mounted flat-screen TV, offering a dedicated space for guests of all ages. Four well-designed bedrooms provide comfortable accommodations for up to eight guests. Two Queen suites, a King suite, and a themed bunk room each offer plush bedding and flat-screen TVs. Bathrooms are thoughtfully finished with dual sinks, large showers, and modern fixtures.

Listing is courtesy of: TOP TIER RESORT REALTY (407-375-4566)

Listing Agent: Seth Flaugher (407-375-4566)

Remarks: Schedule your showing today and come see this stunning 4-bedroom, 4.5-bathroom townhome in the sought-after Magic Village Resort offers the perfect blend of luxury and convenience. Enjoy serene water views from your private patio, complete with an outdoor grill, ideal for entertaining. Relax on the balcony with loungers overlooking the beautiful community & water views perfect for wrapping up long days at the parks with family! This townhome also backs up to the west which allows for beautiful sunsets! Located just minutes from Disney, this fully furnished home is perfect for short-term rentals, offering the potential for great income. With spacious living areas, modern finishes, and access to resort amenities, it’s the perfect retreat for families or guests visiting the area. The Magic Village Views is a luxury gated community right next to Disney parks! This amenity packed resort offers a swimming pool, gym/fitness center, volleyball, tennis courts, restaurant, on site grocery, and tickets stores. Don't miss the opportunity to own in this prime location!

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

Listing Agent: Brandon Ramirez (407-489-0159)

Remarks: Beautiful Single-Story Pool Home with Spa, Conservation View, and No Rear Neighbors! Brand new flooring in the main family area. Discover this stunning single-level home located in the highly desirable Calabria at Westside community. Perfect as a primary residence, vacation home, or investment property, this spacious home offers the ideal blend of comfort, privacy, and Florida lifestyle living. Enjoy south-facing pool and spa views overlooking peaceful conservation land—no rear neighbors and plenty of sunshine all year round. The large screened-in pool deck includes a covered lanai, perfect for outdoor dining or relaxing in the shade. Inside, this home features an open-concept floor plan with 5 bedrooms and 4 full bathrooms. Two of the bedrooms have private ensuite bathrooms, including a luxurious main suite with a walk-in double shower and dual vanities. A second primary suite includes a double walk-in shower and oversized vanity, providing comfort and convenience for guests or family. The air-conditioned garage, currently set up as a game room, offers flexible space that can be easily adapted to your needs—ideal for entertainment, storage, or additional living use. Located just minutes from Highway 192, US-27, theme parks, major attractions, shopping centers, restaurants, and I-4, this home puts everything within easy reach. Homes like this in Calabria at Westside are rarely available. Schedule your showing today and experience the perfect combination of privacy and location.

Listing is courtesy of: CGY REALTY (352-613-6263)

Listing Agent: Colin Young (352-613-6263)

Remarks: Welcome to 2778 Almaton Loop #203 – a beautifully updated 3-bedroom, 2-bathroom condo located in the sought-after gated community of Windsor Hills in Kissimmee. This turnkey property is an ideal investment opportunity with a strong rental history across major booking platforms. Inside, you'll find a newly renovated kitchen featuring sleek quartz countertops and modern finishes, seamlessly connected to a stylish, contemporary living area designed for relaxation and entertainment. Whether for personal use or vacation rentals, this condo offers a welcoming and memorable experience for guests. The unbeatable location puts you just minutes from Walt Disney World Resort, guaranteeing consistent guest demand year-round. In addition to the magic of Disney, you're close to a wide variety of dining options, and convenient shopping like Walmart and other nearby retail centers. Don’t miss out on this exceptional opportunity—schedule your magical showing today!

Listing is courtesy of: YELLOW ROCK REALTY CORP (407-421-8056)

Listing Agent: Marco Romero (407-450-9244)

Remarks: A beautifully updated 3-bedroom, 3-bathroom townhome is ready for its next owner! This stunning home features upgraded kitchen cabinetry with elegant waterfall countertops, upgraded bathroom vanities, tile flooring throughout the main level, and luxury vinyl plank flooring throughout the rest of the home. Perfectly designed for vacation living, the home is fully themed with Disney-inspired décor, including a Mickey Mouse room in the main bedroom, a Star Wars-themed second room, and an Incredibles-themed primary suite. Located in the sought-after Windsor Palms Resort, residents and guests enjoy resort-style amenities including a community pool, tiki bar, spa, fitness center, tennis courts, basketball courts, volleyball court, convenience store, movie theater, arcade, playground, BBQ area, and picnic spaces.

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

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: GORGEOUS 2-Story Cottage in Margaritaville Resort Orlando! FULLY FURNISHED with MRO Approved City Furniture "CARIBBEAN OASIS". This BEAUTIFUL 1539-C Model Features 3 Bedrooms and 3 Bathrooms and the 'SON OF A SAILOR' INTERIOR UPGRADES. Home Features Primary En Suite Bedroom Located on First Floor, QUARTZ Countertops, Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. Upstairs You Will Find Two More Bedrooms (One En Suite), a BONUS Room With Twin Bed and High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, this stunning retreat offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant granite countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Imagine unwinding by the poolside or retreating to the screened-in lanai for a serene evening under the stars. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. Dive into the zero-entry pool or treat yourself to a refreshing spa experience. Family will adore the playground and water slide, while adults can relax with a cocktail at the pool bar or dine at the full-service restaurant. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Don’t miss out on the opportunity to own your own piece of paradise. Schedule a showing today and take the first step toward making this dream retreat yours.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated, move-in-ready townhouse located in a well-maintained, gated resort-style community just minutes from the heart of the Disney area. Ideally situated approximately 10 minutes from Walt Disney World and zoned for a highly regarded school district, this home offers an unbeatable combination of location, upgrades, and lifestyle. The interior has been thoughtfully refreshed with brand new luxury vinyl flooring throughout, fresh interior paint, and a stunning new quartz countertop in the kitchen, creating a clean, modern, and elegant living space. The open and functional floor plan is perfect for everyday living, entertaining, or rental use. Enjoy added privacy with no rear neighbors and a peaceful water view from the backyard, providing a serene and relaxing atmosphere rarely found in this location. Whether you’re enjoying your morning coffee or unwinding after a long day, the tranquil setting makes this home truly special. The community allows both short-term and long-term rentals, making this property ideal as a primary residence, second home, or investment opportunity. Seller financing and rent-to-own options are available, offering flexible purchase solutions for qualified buyers. The HOA fee includes cable, internet, landscape maintenance, and exterior building maintenance, including painting and tile roofs—delivering low-maintenance ownership and exceptional value. Residents enjoy outstanding resort-style amenities, including a clubhouse, swimming pool, spa, splash pad, fitness center, game room, playground, waterfront walking trail, pet stations, sand volleyball, tennis, basketball, and pickleball courts. Location truly sets this home apart—adjacent to Walmart, Starbucks, and a wide variety of dining, shopping, and entertainment options along US-192. Just minutes from Celebration’s Town Center, major theme parks, and with easy access to I-4, 417, and 429. Combining modern upgrades, flexible financing options, and a prime location, this home offers a rare opportunity in the heart of the Disney area. Ready for immediate move-in—schedule your private showing today.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: ***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Jessica Otero, Pa (407-780-1663)

Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!

Listing is courtesy of: INTOP REALTY LLC (407-233-5453)

Listing Agent: Hanna Zhang (407-601-8668)