Kissimmee Homes For Sale & Real Estate - 3298 homes

Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The cream kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Welcome to your dream home! This stunning 3-bedroom, 2-bathroom residence combines modern design with everyday comfort in a bright, open-concept layout. Step into the heart of the home, a spacious kitchen featuring tall white cabinets, elegant quartz countertops, a walk-in pantry, and ample storage throughout. Perfect for both entertaining and daily living, the open layout flows seamlessly into the dining and living areas, creating a warm and inviting atmosphere. The primary suite offers a relaxing retreat complete with a walk-in closet, while the additional bedrooms also feature generous closet space for maximum convenience. Enjoy outdoor living year-round on your covered back patio or unwind on the charming front porch. A Wi-Fi–enabled garage door opener, lush front yard landscaping, and premium finishes throughout make this brand-new home move-in ready. This home perfectly blends modern features with timeless comfort — ready for you to make it your own!

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

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

Remarks: Price Adjusted! Seller Motivated. Townhome featuring tile flooring throughout and a bright, open floor plan designed for easy living and entertaining. The spacious layout flows seamlessly between living, dining, and kitchen areas, creating an inviting atmosphere. Located in a well-maintained community with desirable amenities and convenient access to shopping, dining, and major roadways, this home offers comfort, functionality, and a great location.

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

Listing Agent: Franklin Mateo (407-476-3660)

Remarks: Short Sale. This spacious 3-bedroom, 2-bathroom residence offers modern design, ample living area, and the perfect blend of comfort and style. The open-concept floor plan features a bright and airy living area, ideal for family gatherings and entertaining guests. The kitchen is equipped with stainless steel appliances, granite countertops, and plenty of cabinet space. Step outside to the spacious backyard, offering plenty of room for outdoor activities, gardening, or simply relaxing in the Florida sunshine. Whether you're hosting a BBQ or enjoying a quiet evening, this expansive yard is perfect for it all. Close to shops and easy access to Highways, hospital, restaurants.

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

Listing Agent: Franklin Mateo (407-476-3660)

Remarks: Priced to sell! This beautifully maintained 3-bedroom, 2-bathroom top-floor condo is offered fully furnished and zoned for short-term rental, making it an ideal investment or personal getaway. Lovingly used as a family vacation home, it has no rental history and has been exceptionally well cared for. A brand-new AC system will be installed prior to closing for added peace of mind. NEW AC/Smart thermostat just installed!! Located in the highly sought-after, gated community of Windsor Hills, you’re just minutes from Walt Disney World and Universal Studios Florida. Windsor Hills offers a true resort-style experience with world-class amenities, including a lagoon-style pool, water park, movie theater, fitness center, game room, on-site convenience store, bar, and more. Schedule your private showing today—this one won’t last!

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

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

Remarks: Wow! Nice, well maintained 3-bedroom, 2-bath home in sought after Kissimmee Heights community! This block home features tile floors throughout, updated kitchen, stainless appliances, and a great layout! Under 5 miles to Hunters Creek, dining, and shopping options ... and less than 25 minutes from Disney! Come see this home while it lasts!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erik Mcginnis (407-948-6518)

Remarks: Come and enjoy the perfect home with the perfect lifestyle minutes walking distance from the Heart of it all. Beautifully located at the desirable new Tohoqua subdivision. From the welcoming front porch to the bright & open floor plan, enjoy the walk through your spacious living/dining room which is just perfect for entertaining friends or just relaxing with family. Decorative arches and niches add character and elegance to your future home. The large architectural open kitchen with island, 42" cabinets and eat-in nook, combined with family room and partially covered lanai will give you lots of room to stretch out and relax throughout the whole home. Community amenities currently include a Residents Club, resort-style pool, Clubhouse, Fitness Center, tennis courts, playground, and 5 miles worth of trails through Twin Oaks Conservation Area, the Florida National Scenic Trail and, for canoers and kayakers, access to the Saint Cloud Canal. There is a new high school and a K-8 school planned to be built within the community as well as a Village Center which will have shops, restaurants, health care and medical offices, and more. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends, family and grandkids. Tohoqua is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. State-of-the-art technology in Tohoqua will ensure that your family and business are connected to the latest and best tech options. - Bank funded Rent-to-Own program available. Call today.

Listing is courtesy of: CHAMPIONS REALTY AND INVESTMENT INC (407-429-4907)

Listing Agent: George Gomez (407-361-7441)

Remarks: PRICE REDUCTION!!! Immerse yourself in this spectacular 6 bedroom, 5 bathroom Storey Lake Resort vacation home nestled in the world’s theme park capital! Offering dual primary suites and boasting striking curb appeal, this haven is accentuated with modern style, stone facade, and a welcoming paver driveway. This fully furnished retreat is brimming with upgrades, updates, and custom features, ready to delight guests and maximize your ROI. Step inside to discover a kitchen catered to the home chef, with stainless steel appliances, chic subway tile backsplash, and a versatile center island complemented by an adjacent remote work station. Host guests in the elegant dining room crowned by a modern chandelier, or relax in the living room featuring a custom accent wall and sliding glass doors that reveal a private oasis. The outdoor living space is an entertainer's dream, featuring a covered patio ideal for grilling and a screened lanai housing a pristine swimming pool. Comfort is king, with a convenient first floor bedroom and bathroom arrangement, ensuring accessibility for multigenerational stays. Fun awaits in the converted one car garage, now a stunning game room with custom murals of DC superheroes and LED lights framing the pool table. The adjacent laundry room with dual washers and dryers make guest turnover a breeze. Upstairs, the loft serves as the hangout spot for movie nights, featuring a custom movie poster wall accented with LEDs. The expansive main primary suite features a walk in closet and en suite bath with dual vanities, a glass door shower, and separate bathtub. The other primary suite provides a beach themed retreat promising relaxation, featuring an en suite bath with dual sinks and a glass door shower. The themed bedrooms include Mickey Mouse and a LEGO themed room that ignites the imagination with a custom mural, LED lights, and giant lego pieces. The final bedroom features two beds, and all bedrooms are located directly next to bathrooms for ultimate convenience and comfort. Storey Lake provides the ultimate Florida lifestyle in a premier gated sanctuary located just minutes from Disney World, Universal Orlando, and SeaWorld. Whether you’re racing down exhilarating water slides, drifting along the lazy river, or exploring the water by kayak, the resort style amenities offer endless adventure. Between two clubhouses, tiki bars, and a state-of-the-art fitness center, guests will find the perfect balance of high energy fun and poolside relaxation. When you aren’t enjoying a round of mini golf or a game of volleyball, retreat to a private cabana or gather around the fire pits for an evening under the stars. From the splash pad and zero entry pools to the world class shopping and dining right outside your door, every detail is designed for an unforgettable escape! Perfectly positioned minutes from all the major attractions, this vacation haven delivers both guest enjoyment and investor satisfaction. View the 3D virtual tour and schedule a showing today to take the first step toward owning a piece of paradise!

Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)

Listing Agent: Brad Rogers (407-617-6757)

Remarks: Step into a world of high-yield luxury and Disney-area magic with this premier top-floor, 3-bedroom, 2-bathroom sanctuary at the legendary Windsor Hills Resort! Fully furnished and reimagined at the start of 2026, this gem offers a turnkey experience for modern buyers. Standout features added this year include new quartz kitchen countertops, new appliances (stove & fridge), and new bathroom counters, vanity sinks, and faucets, complemented by newly resurfaced bathtubs, shower stalls, and surrounding tiles. The interior shines with luxury vinyl flooring in all bedrooms, new ceiling fans in the living room and master, and a complete furniture refresh featuring a new sofa, coffee table, and a 55" Samsung Smart TV in the living area. Each bedroom is optimized for comfort, from the master’s new desk and 50" Samsung TV to the second bedroom’s queen-size bed and the third bedroom’s new twin-over-double bunk bed. For the savvy investor, this property is a certified powerhouse, boasting a 2025 gross Airbnb income of $43,300. Managed with ease via a Schlage smart lock and Nest thermostat, the condo sits within a resort offering a lagoon-style pool, water park, fitness center, and cinema, all just minutes from Central Florida’s world-class attractions, dining, and shopping. Don’t just buy any property; own a proven, high-performance vacation home!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: HUGE PRICE REDUCTION: NEW ROOF INSTALLED IN 2023! Welcome to 130 Westmoreland Circle, nestled within the highly sought-after golf and resort-style community of Remington in Osceola County. Remington is one of the area’s most established and desirable neighborhoods, offering a vibrant lifestyle paired with exceptional amenities. Home to more than 1,700 residences, the community features a picturesque clubhouse, an 18-hole golf course with practice ranges, a bar and grill serving comfort favorites, a community pool, recreation center, baseball and soccer fields, basketball and tennis courts, a sand volleyball court, and scenic walking and fitness trails. Situated on an expansive corner lot, this beautiful two-story home offers 4 bedrooms, 3.5 bathrooms, a spacious loft, and a 2-car garage. The thoughtfully designed layout includes a first-floor primary suite, complete with an oversized ensuite bath featuring dual vanities, a garden tub, separate shower, private water closet, and a large walk-in closet. Abundant natural light fills the home, creating a warm and inviting atmosphere throughout. Step through the double front doors into an elegant formal living and dining area. The open-concept kitchen flows seamlessly into the spacious family room, where sliding glass doors lead to the enclosed pool and deck area. A covered patio provides the perfect setting for outdoor dining, entertaining, or simply relaxing in the shade. The first floor also includes a convenient half bath and laundry room. Upstairs, you’ll find a generous loft space ideal for a home office, media room, or play area, with the potential to easily convert into a fifth bedroom. Three additional bedrooms and 2 full bathrooms WITH BEDROOM 2 having their own private full bath, complete the second level. Conveniently located near the Florida Turnpike, US-192, East Lakeshore Boulevard, Orlando International Airport, as well as shopping and dining destinations, this home offers both comfort and accessibility. Schedule your private showing today and discover everything this exceptional home has for you!

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAG (352-240-1133)

Listing Agent: Carolyn Mahoney (407-404-3871)

Remarks: Townhome available and ready to move in, featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage, located in the gated community of Flora Ridge, conveniently near the Loop. The welcoming entry opens to a well-appointed kitchen with breakfast bar, seamlessly flowing into the open-concept living room and dining area—perfect for everyday living and entertaining. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a built-in workstation ideal for remote work or study. Enjoy close proximity to Shopping, Schools, Dining, and more. Schedule your private showing today!

Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)

Listing Agent: Rich Canelon (407-341-4035)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

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

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Stunning Fully Furnished Corner Townhouse in Prime Kissimmee Location Discover this beautiful two-story townhouse located in the heart of Kissimmee, offering the perfect blend of comfort, style, and convenience. This fully furnished home is move-in ready, making it an ideal opportunity for homeowners or investors alike. Featuring 5 spacious bedrooms, the primary suite stands out with its generous walk-in closet, while the additional bedrooms are equipped with built-in closets, providing ample storage throughout. With 4 full bathrooms, this home ensures comfort and privacy for family members and guests. The open floor plan creates a seamless flow between the expansive living room and dining area, perfect for entertaining or relaxing in style. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and included appliances, making it ready for everyday living or hosting gatherings. As a desirable corner unit, this townhouse offers enhanced privacy and additional natural light, setting it apart from the rest. Its prime location places you near major roads for easy commuting and close to highly rated schools, adding even more value to this exceptional property. This is a rare opportunity to own a fully furnished, spacious corner townhouse in one of Kissimmee’s most convenient and sought-after areas.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Vanessa Albuquerque (407-936-4881)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.

Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)

Listing Agent: Edgar Gonzalez (407-319-4113)

Remarks: NO HOA – 3BR/2BA with Bonus Room, Large Carport & Detached Garage! Tucked in the established Country Green area, this move-in ready 2005 manufactured home sits on a quarter-acre (approx. 85’ x 132’) lot and features a covered carport 39'8" x 12'1" plus a detached garage—perfect for extra storage, hobbies, or a workshop. Inside you’ll find easy single-level living with tile floors throughout, an open living/dining area, and a kitchen with good prep space. The split layout includes a spacious primary bedroom (14'0" x 13'11") with an en-suite bath, a generous second bedroom (10'6" x 13'11"), and a third room (5'0" x 8'0") ideal for a nursery or home office. A flexible bonus room (11'11" x 12'1") off the carport adds great utility for a gym, studio, or playroom. Outside, enjoy the fully fenced yard, shade trees, and covered porches—perfect for pets, play, and weekend projects. Fantastic location close to restaurants, supermarkets, Downtown Kissimmee, and Kissimmee Gateway Airport with quick access to US-192, John Young Pkwy, and the Turnpike. Public records indicate 3 beds/2 baths and 924 sf; buyer to verify all measurements, room count, and uses shown on the floor plan. Flood Zone X per FEMA (generally outside special flood-hazard areas). Come see it today! all measurements are approximate.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Vacant and motivated to sell! The seller is offering a $3,000 credit to buyer at closing to put toward a kitchen refresh, perfect for updating appliances or adding personal touches for full priced offers. The seller has an assumable FHA mortgage with a low interest rate. This well-maintained 3-bedroom, 2-bath home features vaulted ceilings and a spacious open living area that flows seamlessly into the dining and kitchen spaces. The primary suite includes dual closets and a private bathroom. The fully fenced backyard offers a quiet, low-maintenance outdoor space with room to entertain or unwind. A water softener is already installed, adding to the home’s everyday comfort. The low $90 monthly HOA fee includes Spectrum cable and high-speed internet, providing excellent value and convenience. Located near shopping, dining, and major roads, this home is move-in ready and packed with practical features. Don’t miss your chance to own a great home with strong value and added incentives!

Listing is courtesy of: JAMES F. HURST II, BROKER (407-383-4561)

Listing Agent: Evan Fischer (407-928-1562)

Remarks: This impressive 4-bedroom, 3.5-bath home offers over 2,900 sq. ft. of thoughtfully designed living space, including a private junior suite—perfect for guests or multi-generational living. Pass through french style entry door and step inside to find your formal living and dining areas. Continue and it will lead you into a bright, open layout with a generously sized family room and cozy breakfast nook. The kitchen is grand, both functional and stylish, featuring leather-look granite countertops, dual sinks, and a walk-in pantry. A convenient half bath, laundry closet, and a charming under-stair playroom add to the home’s versatility. Upstairs the ginormous owner’s suite is a true retreat with his and hers walk-in closets plus an additional storage closet and a relaxing garden bath. The junior suite offers its own walk-in closet and upgraded bathroom with a walk-in shower, while two additional bedrooms share an updated bath. Both baths has been upgraded (2022 & 2024) to walk in shower with frameless glass enclosure, rain shower heads, and beautiful tiles throughout. The loft is spacious and offers flexibility to be used as an office, game room, or potential 5th bedroom. The backyard is grand and fully fenced (2023), where family can play and enjoy outdoors together. Enjoy peace of mind with major updates already completed: roof and exterior stone veneer (2019), water softener (2023), gutters (2023), two AC units (2024 & 2025) and double-pane windows (2026). Tile and laminate flooring throughout offer easy maintenance. Located in quiet community of Blackstone Landing, this property is zoned for A grade high school, close to shopping, dining, medical offices and major attractions, with Sunrail Station is only 4 minutes drive. Great neighbors and beautiful backyard sunset are included! This home blends space, function, and modern updates. It has been lovingly taken care of and is now ready to housed its next owner.

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

Listing Agent: Herny Mendez (407-595-1041)

Remarks: From the moment you step into this beautifully maintained home, you will be captivated by the warm ambiance created by the arched architectural accents allowing the natural Florida sunshine to filter throughout. Gleaming ceramic tile flows seamlessly throughout the entire home, setting the tone for effortless style and easy maintenance. To your right, a dedicated dining room offers an elegant space for hosted meals and gatherings. To your left, a formal living room provides a refined setting to welcome guests or unwind in quiet comfort. Continue forward into the heart of the home — the kitchen, opens directly into the family room with generous space for everyday living, creating a warm, connected flow between cooking and gathering. The eat-in kitchen is designed for both daily meals and casual conversations, making it the natural hub of the home. A sliding glass door extends the living space into the covered, screened-in lanai offering easy access to a backyard perfect for recreation, grilling, or simply soaking in the Florida sunshine. Walk past the kitchen and the spacious primary bedroom awaits on your right. This private retreat is thoughtfully separated from the secondary bedrooms in a desirable split floor plan. Inside, you will find an ample walk-in closet and an en suite bathroom designed for everyday convenience. Three additional bedrooms situated on the opposite side of the family room are perfectly positioned for privacy. Each bedroom is equipped with a ceiling fan and generous closet space, providing excellent versatility for family, guests, or a dedicated home office. With a layout designed for practicality, this home delivers the ideal blend of comfort and convenience. The attached two car garage provides easy, covered access, rain or shine. Located close to shopping, dining, schools, hospitals, medical offices, parks, recreational facilities, and major roadways, it provides seamless access to everything Central Florida has to offer. A must-see for buyers seeking move-in-ready primary home, vacation home, or investment property with spacious bedrooms, modern essentials, and inviting indoor-outdoor living.

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

Listing Agent: Mark Peters (407-552-1499)