Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: ** 3D Tour Available** Welcome to 401 Southfield Street, a beautifully maintained turnkey vacation home located in the highly sought-after Encore Resort at Reunion, one of Orlando's premier short-term rental communities just minutes from Walt Disney World. Offering 5-bedrooms, 4.5-bathrooms, a private heated pool and spa, and an exceptional open-concept floor plan, this home presents a rare opportunity for buyers seeking a profitable vacation rental investment, second home, or luxury primary residence in Central Florida. From the moment you enter, you'll appreciate the bright and spacious layout designed for both relaxation and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, 42-inch cabinetry, and a large island overlooking the dining and living areas. A first-floor bedroom and full bathroom provide convenient accommodations for guests or owners who prefer single-level living. Upstairs, you'll find a versatile loft space ideal for a game room, media area, or additional guest retreat, along with four additional bedrooms including a spacious primary suite designed as a peaceful escape after a day enjoying everything Orlando has to offer. Step outside and discover what truly sets this property apart. Unlike many resort homes, this home offers a rare sense of backyard privacy. Enjoy Florida living at its finest with a custom heated swimming pool, spillover spa, oversized brick-paver sun deck, outdoor shower, and dedicated pool bath—creating the perfect setting for vacation guests and owners alike. Located just 6.5 miles from Walt Disney World, Encore Resort at Reunion offers world-class amenities including a guard-gated entrance, multi-acre AquaPark with water slides, resort clubhouse, fitness center, sports courts, on-site dining, concierge services, and complimentary theme park transportation. Whether you're searching for a vacation home near Disney, an Airbnb investment property in Orlando, a short-term rental opportunity, or a luxury Florida getaway, tgis property delivers the location, amenities, flexibility, and income-producing potential that today's buyers are looking for. Schedule your private showing today and discover why Encore Resort remains one of Central Florida's most desirable vacation home communities.

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

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

Remarks: ** 3D Tour Available** Turnkey Disney Vacation Home | Airbnb Investment | West Lucaya Village Resort Welcome to 3206 Gold Lane, a beautifully maintained fully furnished 4-bedroom, 3-bath vacation home in the highly sought-after West Lucaya Village Resort, just 7 miles from Walt Disney World® and minutes from Universal Orlando, Margaritaville, Sunset Walk, championship golf, shopping and dining. Whether you're looking for a high-performing Airbnb investment, short-term rental, second home or primary residence, this turnkey property is ready to enjoy or begin generating income immediately. Designed to comfortably sleep up to 10 guests, the open-concept layout features a modern kitchen overlooking the spacious living and dining areas, a convenient first-floor bedroom and full bath, plus a private upstairs Queen suite with ensuite and two popular themed bedrooms inspired by Star Wars and Frozen—creating a memorable experience for guests of all ages. Owners and guests enjoy access to the gated community's resort-style amenities, including a clubhouse, swimming pool, fitness centre and beautifully maintained grounds. Location is everything, and homes this close to Disney are always in demand. If you're searching for the perfect blend of lifestyle, investment potential and unbeatable location, 3206 Gold Lane is a home you won't want to miss. Schedule your private showing today!

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

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

Remarks: Text listing agent

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

Listing Agent: Viviana Arias (407-223-1608)

Remarks: Welcome to this stunning 3,744 square foot residence located on a quiet cul de sac within the highly desirable gated Remington Golf Community. Built in 2000 and surrounded by mature landscaping with an irrigation system, this impressive home offers the perfect blend of space, comfort, and convenience in one of Kissimmee’s most sought after neighborhoods.From the moment you enter, you are greeted by soaring ceilings, luxury plank flooring, and a dramatic two story foyer with dual staircase access from both the formal living area and the kitchen side of the home. The thoughtful floor plan is designed for both entertaining and everyday living.The spacious first floor features formal living and dining areas, a large family room with a cozy fireplace, and an open kitchen designed for gathering. Home chefs will appreciate the prep island, extensive granite countertops, 42 inch cabinets, abundant storage, and a bright breakfast nook overlooking the backyard. A convenient half bath is also located on the main level. Upstairs, the home offers exceptional flexibility with two oversized bonus living areas that can serve as game rooms, media rooms, home offices, fitness spaces, or potential additional bedrooms. Elegant Romeo and Juliet balconies overlook the foyer below, enhancing the home's open and airy design. The expansive primary suite serves as a private retreat, featuring a tray ceiling and direct access to a spectacular second story balcony that spans nearly the entire width of the home. The luxurious en suite bathroom includes a garden jacuzzi tub, separate shower, dual vanities, and generous space for relaxation. Outdoor living is equally impressive with covered front and rear patios, a spacious backyard, and an oversized balcony perfect for enjoying Florida sunsets. The three car garage provides ample space for vehicles, storage, and hobbies. Residents of Remington enjoy a warm community atmosphere and outstanding amenities including a championship golf course, clubhouse, community pool, tennis courts, fitness facilities, walking trails, playgrounds, and beautifully maintained green spaces. A primary school is conveniently located within the community, along with a convenience store and business center. Security is enhanced with gated access and overnight guard service from 7PM to 7AM. Conveniently located near the Florida Turnpike, this home offers easy access to Orlando International Airport, area hospitals, shopping centers, restaurants, and Central Florida attractions. Walt Disney World, Universal Orlando Resort, SeaWorld, and other world famous destinations are just a short drive away. If you are searching for a spacious home in a golf club community with exceptional amenities, flexible living spaces, and an unbeatable location, 202 Woodson Court delivers an incredible opportunity to experience the very best of Central Florida living. Schedule your private showing today and experience everything that makes Remington one of Central Florida's premier places to call home.

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

Listing Agent: Juan Jose Jr Sanchez, Pa (407-234-6525)

Remarks: Fully furnished!Investor opportunity!! Short term rental approved!! Welcome to this stunning, nearly new condo in the heart of Kissimmee! Designed with luxury finishes and meticulous attention to detail, this 2-bedroom, 1-bathroom residence is the perfect blend of modern elegance and comfort. From the sleek, open-concept kitchen with premium countertops and stainless-steel appliances to the stylish flooring and designer lighting, every inch of this space radiates sophistication. Guests will enjoy the convenience of a tranquil on-site park, ideal for relaxing strolls or outdoor leisure. Situated just minutes from Orlando's top attractions, this condo is an incredible Airbnb opportunity, offering a prime location, unmatched style, and an unforgettable experience for every visitor. This property can be sold furnished or unfurnished.

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

Listing Agent: Viviana Arias (407-223-1608)

Remarks: Beautiful Condo in Prime Kissimmee Location! - Welcome to 2848 Osprey Cove Pl, Apt 204, Kissimmee, FL 34746, a charming and well-maintained condo ideal as a primary residence, vacation home, or investment opportunity. This spacious 3-bedroom, 2-bathroom villa-style condo offers 1,136 sq ft of heated living space and 1,221 sq ft total area, featuring a comfortable one-story layout built in 2000 with a heating/cooling pack A/C system. The unit provides a functional floor plan with great natural light and inviting living areas that make it perfect for both personal use and rental potential. - Located in a highly desirable area of Kissimmee, the property is just minutes from Walt Disney World and other major theme parks, as well as shopping centers, restaurants, golf courses, and everyday conveniences. It offers easy access to US-192, I-4, and other major highways, making commuting and exploring Central Florida effortless. Its proximity to Orlando International Airport adds even more convenience for homeowners and short-term rental investors. - Don’t miss this opportunity to own a well-located condo in the heart of Central Florida, close to world-famous attractions and everything the area has to offer. Schedule your showing today!

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

Listing Agent: Viviana Arias (407-223-1608)

Remarks: 100% Financing possible! HUGE PRICE REDUCTION! Are you looking for the perfect townhome ? If you are, then look no further than this beautiful center-unit that enjoys a peaceful nature reserve view from the back porch. This spacious home offers 3 bedrooms and two full and one half baths. On the first floor you will enjoy beautiful ceramic floors in the spacious great room along with the kitchen and half bath. The kitchen has a nice size pantry, good cabinet spaces, Stainless Steel Appliances, Granite Counter Tops and best of all it is conveniently located right by the back door leading to the garage, making it very easy for bringing in the groceries. On the second floor, the Owner's Suite features a spacious walk-in closet and its ensuite bathroom offers a large walk in shower, double sinks with a Granite Top, a private Water Closet and a linen closet. Also on the second floor are the two additional bedrooms, the secondary bathroom and the laundry closet. Window blinds and all appliances convey with the sale. Cypress Cay is a beautiful townhome community in the heart of Kissimmee, with energy efficient features, built-in Smart Home Technology and HOA amenities that include a pool & cabana, a playground, half-court basketball court, dog park, walking trails and a fiber network providing up to 1 Gigabit internet speed. Welcome Home to this beautiful, like new home that is located directly across the street from the Community's Amenities mentioned above! The community's location offers convenient access to I-4, the 417 Highway that provides quick access to the Orlando International Airport and the shopping Center at the Loop is just minutes away. Cypress Cay is also very close to Disney, Old Town, Sea World and Universal. Closing costs available! Call to schedule your private viewing today!

Listing is courtesy of: THE KLR GROUP LLC (407-814-3293)

Listing Agent: Claudia Devieux (305-417-1594)

Remarks: Welcome to this stunning 4-bedroom, 2.5-bath Smart Home offering 2,158 square feet of thoughtfully designed living space in the highly desirable, 24-hour guard-gated community of Tapestry in Kissimmee. The exterior was professionally repainted in November 2025, enhancing the home's curb appeal and giving it a fresh, modern look. The gourmet kitchen serves as the heart of the home, featuring upgraded cabinetry, quartz countertops, stainless steel appliances, and a brand-new Samsung Bespoke refrigerator, all overlooking the spacious living and dining areas. The spacious primary suite located on the first floor offers dual vanities, an oversized walk-in shower, and a generous walk-in closet. Upstairs, a versatile loft provides the perfect space for a media room, home office, playroom, or additional living area. Three additional bedrooms and an oversized bathroom with dual vanities provide plenty of space for family, guests, or a dedicated workspace. The home has been meticulously maintained, making it truly move-in ready. The outdoor living space is designed for entertaining, featuring a screened lanai, beautiful privacy fence, and an expansive paved backyard that's perfect for BBQs, outdoor gatherings, or simply relaxing. Additional features include smart home technology, a dedicated laundry room, and a 2-car garage. Residents of Tapestry enjoy an exceptional lifestyle with 24-hour guard-gated security and resort-style amenities, including a clubhouse, state-of-the-art fitness center, community pool, splash park, sports fields, walking trails, playgrounds, dog park, BBQ pavilion, and a ballroom with a catering kitchen. Perfectly situated just 5 minutes from The Loop, 10 minutes from Downtown Kissimmee, 15 minutes from Orlando International Airport, and approximately 20 minutes from Walt Disney World, with convenient access to Osceola Parkway, Florida's Turnpike, SR 417, and John Young Parkway. Shopping, dining, hospitals, schools, and entertainment are all just moments away. Experience the perfect combination of luxury, convenience and resort-style living. Schedule your private showing today. *This property qualifies for a closing cost credit of up to $7,200 through the Seller’s preferred lender.*

Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)

Listing Agent: Jessie Nemeh (407-739-3661)

Remarks: Under contract-accepting backup offers. Welcome home to this beautiful 2-bedroom, 2-bath property featuring a spacious living/great room, formal dining area, and a gorgeous kitchen complete with a breakfast bar—perfect for entertaining or everyday living. Enjoy laminate flooring throughout for easy maintenance and a modern touch. The primary suite offers a relaxing garden tub and separate shower for added comfort. Step outside to screened front and back porches, with sliding glass doors leading to a private back patio overlooking a peaceful preserve with no rear neighbors. Located in a gated community with 24/7 security, residents enjoy resort-style amenities including two heated outdoor pools, a hot tub, brand-new shuffleboard courts, playground, clubhouse with fitness center, basketball and tennis courts, plus private lake access. Conveniently located near the Disney attractions while tucked away from the hustle and bustle, offering the perfect balance of convenience and tranquility.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Mary Clevenger (407-870-8388)

Remarks: Water VIEW with peaceful back yard ! Stunning fully furnished home located in one of Kissimmee’s most desirable SHORT-TERM RENTAL communities. This beautifully designed property offers a spacious open-concept layout, modern finishes, and a turnkey opportunity for both investors and homeowners. The home features a bright and inviting living area, a contemporary kitchen with stainless steel appliances and a large island, and multiple well-appointed bedrooms—perfect for accommodating guests or large groups. Sold fully furnished, this property is ready for immediate use or rental from day one. Located just minutes from Orlando’s world-renowned theme parks, shopping, dining, and entertainment, this home is ideally positioned for short-term rental success. The community offers resort-style amenities, making it even more attractive for vacation guests. If you’re looking for a VACATION HOME, this is an exceptional opportunity to own in a high-demand area.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Allan Kardosh (407-499-4466)

Remarks: Lowest price 4/3.1 in Venetian Bay is now available for YOU to purchase! Corner unit with a primary bedroom on the 1st floor! Venetian Bay allows for short & long term rentals or even a primary property, you get to decide what you do with your property. You will be next to highways, parks, shopping, dining, and much more! The community offers a 24/7 guard gate, pools, lake, & fitness center! Schedule your tour today!

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

Listing Agent: Tia Billis (407-409-4304)

Remarks: Discover the ultimate vacation retreat at 481 Lasso Drive, an impressive 8-bedroom, 7-bathroom home located in the prestigious gated resort community of Encore at Reunion. Offered fully furnished, this exceptional property is move-in and rental-ready, making it an outstanding opportunity for both investors and those seeking a luxurious second home. Priced to sell significantly below its recent appraised value, this home presents an incredible opportunity to own one of the best values in Encore at Reunion. Designed for unforgettable stays, the home features a private pool and spa, along with a garage converted into an exciting game room, creating the perfect environment for entertaining guests and making lasting memories. With expansive living areas and accommodations for large groups, it's ideally suited as a high-performing short-term rental or an exceptional private vacation home. Located just minutes from Walt Disney World, Universal Orlando, premier shopping, championship golf courses, and outstanding dining, this home offers unmatched convenience. Owners and guests enjoy access to Encore at Reunion's world-class resort amenities, including a full-service clubhouse, water park with thrilling slides and splash zones, poolside cabanas, state-of-the-art fitness center, on-site dining, and complimentary transportation to the theme parks. Whether you're looking to expand your investment portfolio or own a spectacular vacation retreat, 481 Lasso Drive offers luxury, entertainment, and exceptional value in one of Central Florida's most sought-after resort communities.

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

Listing Agent: Ron Cardenas (863-877-7064)

Remarks: Unique 3 Bed and 2 Bath home set on a full 1-acre homesite, this unique property offers the rare combination of privacy, space, and functionality in the heart of Kissimmee. The expansive grounds provide room to spread out, add future improvements, or simply enjoy the open land that’s increasingly hard to find in the area. A standout feature of the property is the large, detached garage,(1200 sq/ft) designed for versatility and serious utility. The structure includes: A dedicated office, ideal for business operations, creative work, or administrative tasks Multi-vehicle capacity, with room for several cars, equipment, or recreational vehicles Wide-open workshop space, perfect for automotive projects, fabrication, woodworking, or hobby use This setup makes the property especially appealing for contractors, mechanics, collectors, small business owners, or anyone who needs a functional workspace at home. The location offers a quiet residential feel while still being close to major roadways, shopping, and the Lake Nona and Buenaventura Lakes corridors.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Richie O'Dea (407-925-8013)

Remarks: Virtually Staged. BEAUTIFUL SPACIOUS HOME in the highly desirable Poinciana community. Great location. Step into your new home that features a kitchen with generous counter space, open shelving and recessed lighting. The high ceilings and open concept layout are perfect for entertaining. This home also has a NEW ROOF (2025) and NEW HVAC (2025). The spacious primary suite features a luxurious bathroom with dual vanities, garden tub and separate shower. The home also has a flexible loft space that is perfect for a home gym, office or relaxing lounging area. This home sits in the highly desirable Poinciana community which features multiple parks, community pools, recreation centers, sports fields, walking trails and much more! It is in an excellent location with convenient access to major highways, shopping centers, restaurants, and everything Kissimmee and Orlando have to offer. Schedule a showing now before it is too late!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jerry Miller (407-480-9633)

Remarks: One-story home featuring 3 bedrooms, 2 bathrooms, and a 2-car garage in Poinciana. This home offers an open floor plan with a spacious living room overlooking the backyard, complete with a ceiling fan and two-tone paint. The kitchen features open concept to the living area, making it perfect for entertaining guests. Enjoy a fenced backyard with serene conservation views—ideal for relaxing, outdoor cooking, and gatherings with friends and family. Conveniently located just minutes from major shopping, dining, Walmart, Publix, Poinciana Medical Center, and approximately 35 minutes from Disney attractions. Schedule your showing today!

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)

Listing Agent: Jonuel Martinez Torres (813-406-3091)

Remarks: Built in 2022, this move in ready 4/2 features an open floor plan, spacious living area, and modern kitchen with stainless steel appliances. The private primary suite offers dual vanities, a soaking tub, and separate shower. Enjoy a large backyard, neutral finishes throughout, and an attached 2-car garage. Conveniently located near schools, shopping, and dining. Easy to show!

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

Listing Agent: William Figueroa (305-662-1502)

Remarks: Spacious two-story home featuring 4 bedrooms and 2.5 bathrooms with tile and wood flooring throughout most of the house. Enjoy relaxing and entertaining in your private screened-enclosed pool with jacuzzi, perfect for gatherings with family and friends. The oversized patio with gate to the street, offers plenty of space to park your boat or RV. Major updates include an A/C system and water heater that are just a little over 1 year old. Close to Orlando International Airport, mayor highways and Theme Parks. May qualify for a 203K FHA Loan.

Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)

Listing Agent: Adrian Santiago, Sr (321-239-3628)

Remarks: Under contract-accepting backup offers. Welcome to your ideal Florida retreat or TURN-KEY SHORT TERM RENTAL investment opportunity! This beautiful FULLY FURNISHED 4-bedroom, 3-full bath townhome is located in the GATED COMMUNITY of West Lucaya Village just 10 minutes from Walt Disney World, offering the ideal combination of all the comforts of home, plus a convenient location, and income producing potential. The OPEN CONCEPT FLOOR PLAN creates a bright and inviting living space, ideal for busy mornings or relaxing after a long day of enjoying nearby attractions. Charming French doors open up to a covered side porch and being a corner unit the natural light is plentiful. The well appointed kitchen features STAINLESS STEEL APPLIANCES & GRANITE COUNTERTOPS and flows seamlessly into the living and dining areas, making it perfect for gatherings with family or entertaining guests. Designed for flexibility, this home features your choice of TWO PRIMARY SUITES (one up and one down!), each with a PRIVATE EN-SUITE BATHROOM and WALK-IN CLOSET, providing comfort and privacy for owners and guests alike. A convenient second-floor laundry closet includes the washer and dryer, which will convey with the property. Two additional bedrooms on the second floor share a third full bath. West Lucaya Village offers owners and residents a RESORT STYLE COMMUNITY POOL, spa, covered outdoor grilling area, playground, basketball court, and a clubhouse with a FITNESS CENTER, additional games and even an ON-SITE SALON. Whether you are looking for a low maintenance primary residence, vacation home, or income-producing property, this townhome offers exceptional versatility. Both short-term and long-term rentals are permitted, making it an outstanding investment opportunity! Zoned for top-rated WESTSIDE K-8 and Celebration High School, and ideally situated near world-class RESORT AREAS, theme parks, GOLF COURSES, shopping, dining, and entertainment, you will enjoy easy access to everything Central Florida has to offer while living in a secure, gated community. Don't miss your chance to own this MOVE-IN READY, fully furnished home in one of the area's most desirable locations!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: This beautifully furnished 2-bedroom, 2-bathroom ground-floor condo in the popular Storey Lake Resort is the perfect opportunity for investors or vacation home buyers. Just minutes from Disney, Universal, and Orlando’s top attractions, it’s ideally located for high occupancy and strong rental income. Inside, you'll find an open layout with tile floors throughout (no carpet), a modern kitchen with quartz countertops, stainless steel appliances, and a large center island. The guest bedroom fits multiple beds, and a private patio with no rear neighbors offers added peace and quiet. Enjoy the ease of ground-floor access—no elevator needed and parking just steps away. Storey Lake offers unbeatable resort-style amenities, including pools, lazy river, splash pad, tiki bar, fitness center, clubhouse, restaurants, and 24/7 security. This condo is turnkey and rental-ready, making it a standout in today’s competitive market. Don’t miss your chance to own a high-performing vacation rental or personal retreat in the heart of Central Florida.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: John Silva (407-420-7908)

Remarks: Welcome to 2401 Avian Loop where comfort, security, and lifestyle come together in one beautiful home! This well-maintained property offers 3 bedrooms plus a dedicated office/flex space, giving you the versatility you need for a home office, playroom, or additional guest area. The spacious layout is filled with natural light, creating a warm and inviting atmosphere throughout. The kitchen is both stylish and functional, featuring granite countertops and ample cabinetry — perfect for everyday cooking and entertaining. Step outside and enjoy Florida living at its best with a screened-in lanai, ideal for relaxing evenings without the worry of insects. The fully fenced backyard provides privacy and space for pets, gatherings, or simply enjoying the outdoors. Located in a highly desirable gated community, residents enjoy 24-hour manned security, multiple secured entrances and exits for added convenience, and exceptional amenities including a resort-style pool, Gym and scenic walking trails — offering both recreation and peace of mind. Conveniently situated near major highways, shopping, dining, and attractions, this home offers easy access to everything Central Florida has to offer. Whether you’re searching for your next primary residence or a smart investment opportunity, this move-in ready home is ready to welcome its new owners!

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

Listing Agent: Lorena Correa (407-415-9170)