Kissimmee Homes for Sale

Kissimmee Homes for Sale

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of the Sunshine State with a warm, welcoming community. Nestled just south of Orlando, Kissimmee is renowned for its proximity to world-famous attractions like Walt Disney World, Universal Studios, and SeaWorld, making it a prime destination for families and tourists alike. Beyond the theme parks, Kissimmee boasts a rich tapestry of natural beauty, with stunning lakes, lush parks, and scenic walking trails that invite outdoor enthusiasts to explore.

Kissimmee is not just a playground for visitors; it’s also a fantastic place to call home. The real estate market here is thriving, offering a diverse array of homes for sale that cater to every lifestyle and budget. Whether you’re searching for a cozy single-family home, a modern townhouse, or a luxurious waterfront property, Kissimmee has something for everyone. Many neighborhoods feature family-friendly amenities, including community pools, playgrounds, and proximity to highly-rated schools, making it an ideal choice for growing families.

The charm of Kissimmee extends beyond its homes; the city is rich in cultural experiences, with a variety of dining options, shopping centers, and vibrant local events throughout the year. Whether you’re savoring delicious local cuisine or enjoying a fun-filled day at the nearby attractions, you’ll find that Kissimmee offers an unparalleled quality of life.

Explore the homes for sale in Kissimmee today and discover the perfect place to start your next chapter in this enchanting city!

Newest Kissimmee Homes for Sale

$474,900
4 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to 1466 Woodmont Boulevard, a beautifully upgraded two-story home in the Cypress Hammock master-planned community in Kissimmee, FL. Built in 2024, this homes sits on a pond view lot with a stunning view and has 4-bedroom, 2.5-bath and a 2-car garage. The open first floor pairs a combined living and dining area in large ceramic tile with a kitchen featuring granite counters, shaker cabinetry, subway tile backsplash, stainless appliances, walk-in pantry and an island that sits up to four people. A dedicated home office sits just off the main living space, finished with custom built-in desks, cabinetry, and designer accent walls, an ideal setup for remote work. There's also a conveniently located half bath that serves the first floor. Sliding doors open to the covered lanai and fenced yard overlooking the water. Upstairs, a spacious bonus loft opens at the top of the stairs and works beautifully as a media room, playroom, or second gathering space. The primary suite offers luxury vinyl plank (LVP) flooring, an en-suite bath with a dual-sink granite vanity, and a professionally built-in, walk-in closet complete with custom shelving, drawers, and integrated lighting. Three more bedrooms with an additional bathroom complete the second floor. Additional features include a covered rear lanai, a fully fenced backyard with black aluminum picket fencing along the water to keep the view open, a paver driveway, and an interior laundry room with washer and dryer included. Cypress Hammock residents enjoy resort-style amenities including a community pool with water slide, playground, pavilion, and a dock overlooking the lake. All backed by a low monthly HOA and NO CDD. Easy access to Poinciana Boulevard and US-192 puts supermarkets, everyday shopping, and a wide range of restaurants within minutes, including the dining and shopping options of the Old Town entertainment district. Walt Disney World is approximately 9 miles away, with Orlando International Airport about 20 miles east. Don't miss out and schedule your showing today!

1466 Woodmont Boulevard, Kissimmee
$875,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
First floor primary bedroom plus upstairs ensuite in desirable Artisan Park. This charming 4-bedroom, 3.5-bath Coastal-style with 2,587 square feet of living space, this home features double front porches and a floor plan designed for comfortable everyday living. The primary suite is conveniently located downstairs, while three additional bedrooms are upstairs, including one with a private bathroom. As you enter the home, you're greeted by a separate dining room and living room, creating a welcoming and traditional entry space. As you continue toward the back of the home, the layout opens into the kitchen and family room, creating a comfortable gathering space for everyday living. The backyard patio provides a great spot for outdoor dining and entertaining, or simply relaxing and enjoying the Florida weather. The home also features fully owned solar panels. Residents of Artisan Park have exclusive access to the private clubhouse, featuring a restaurant and bar, fitness center, and resort-style pool, along with a variety of social events held throughout the month.

1114 Tapestry Drive, Celebration
$290,000
2 Beds ⋅ 2 Baths ⋅ Pebble Creek SubDv. ⋅ 34744 Zip Code
Welcome to 1374 Boulder Dr, a well-maintained 2-bedroom, 2-bath home offering 1,063 sq. ft. of comfortable living space in the desirable Pebble Creek area of Kissimmee. Whether you are a first-time homebuyer looking for an affordable place to call home or an investor searching for a great opportunity in a convenient Central Florida location, this property offers excellent potential. Built in 1984 with continuous footing construction, the home features a 2024 HVAC system, 2017 roof, and 2017 water heater. Its ready to move in, minimalist style provides a blank canvas ready for you to personalize and make your own. Best of all NO HOA and NO CDD! Enjoy an excellent location just approximately 5 minutes from Walmart near Osceola Parkway and Michigan Avenue, Florida’s Turnpike, and Valencia College, with convenient access to shopping, dining, schools, and major roadways. A great combination of location, affordability, flexibility, and investment potential. schedule your showing today!

1374 Boulder Drive, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Emerald Pointe SubDv. ⋅ 34743 Zip Code
A fresh new look, a peaceful backyard and a location that keeps everyday conveniences within easy reach—2350 Topaz Trail brings it all together. Newly painted inside and out, this move-in-ready 3-bedroom, 2-bath home is located in the desirable Lakeside community. Great investment opportunity as well. The bright, open floor plan features tile flooring throughout and a split-bedroom design that provides added privacy. The spacious primary suite offers a walk-in closet and private bath with dual sinks, a garden tub and separate shower. The kitchen comes complete with appliances, while a new washer and dryer, Nest thermostat and gutters add everyday comfort and convenience. Outside, the vinyl-fenced backyard features a patio and overlooks a peaceful conservation area—creating a private setting for relaxing, entertaining or enjoying the Florida sunshine. A beautiful pond directly across the street further enhances the home’s inviting surroundings. Additional highlights include a 2018 roof and two-car garage. Conveniently located near shopping and dining at The Loop, grocery stores, medical facilities, Osceola Parkway and the Florida Turnpike, with easy access to Orlando International Airport, Lake Nona and Central Florida’s attractions. Reasonably priced to sell quickly, this home offers an excellent combination of condition, location and value.

2350 Topaz Trail, Kissimmee
$450,000
4 Beds ⋅ 3 Baths ⋅ Lindfields Unit 4 SubDv. ⋅ 34747 Zip Code
Welcome to 2791 Picadilly Circle, Kissimmee, FL — a beautifully updated 4-bedroom, 2.5-bath pool home offering the perfect combination of modern upgrades, generous living space, privacy, and the Florida lifestyle. From the moment you step inside, you’ll appreciate the bright, open floor plan and thoughtfully upgraded interior. At the heart of the home is the updated gourmet kitchen, designed to impress with stylish finishes and an inviting layout perfect for everything from everyday meals to entertaining family and friends. The bathrooms have also been tastefully updated and upgraded, giving the home a fresh, modern feel throughout. With four spacious bedrooms and 2.5 baths, there’s plenty of room to spread out. The versatile living areas provide flexibility for entertaining, working from home, family gatherings, or simply relaxing at the end of the day. Step outside and discover your own private Florida retreat. The fully fenced backyard features a sparkling swimming pool and plenty of space to relax, entertain, barbecue, or soak up the Florida sunshine. Whether hosting weekend gatherings or enjoying a quiet afternoon poolside, this outdoor space is designed to be enjoyed year-round. Conveniently located in the heart of Kissimmee, 2791 Picadilly Circle puts you just minutes from shopping, dining, schools, major roadways, Orlando-area attractions, and everything Central Florida has to offer. Updated gourmet kitchen. Upgraded bathrooms. Four spacious bedrooms. Private fenced backyard. Sparkling pool. Prime Kissimmee location. This home checks all the boxes and is ready for its next owner. Schedule your private showing today and experience everything 2791 Picadilly Circle has to offer!

2791 Picadilly Circle, Kissimmee
$724,900
6 Beds ⋅ 9 Baths ⋅ Bellavida Ph 2c SubDv. ⋅ 34746 Zip Code
Experience resort-style living in this massive pool home, perfect for large families or short-term guests. The chef’s kitchen is built for entertaining, boasting an oversized stone island, dual refrigerators, and dual dishwashers. Melt into the open-concept layout that flows straight out to your private, screened pool deck. With dual primary suites (one on each floor) and a massive upstairs loft, everyone gets their own space. Enjoy 24/7 guard-gated security, premium community amenities, and a prime location minutes from Disney, championship golf, and top Central Florida dining.

222 Marcello Boulevard, Kissimmee
$330,000
3 Beds ⋅ 3 Baths ⋅ E L Lesleys SubDv. ⋅ 34741 Zip Code
Great opportunity for investors or handy buyers! This 5-bedroom, 4-bathroom home features a huge covered patio and offers 1,720 SF of living space in a centrally located Kissimmee neighborhood. The layout includes a galley kitchen with ample storage open to the dining area, a built-in fireplace, and a bonus Florida room for extra living space. The primary bedroom opens via French doors to the patio — great bones and great potential once updated. Home needs TLC throughout; priced accordingly for buyers ready to bring their vision (and toolbox). Large fenced backyard offers room to expand or add value. Close to major roads, shopping, and dining. Sold strictly AS-IS, seller making no repairs. Buyer/buyer's agent to independently verify all information. Cash or renovation financing preferred — schedule your showing and see the potential today!

711 S Emory Avenue, Kissimmee
$1,700,000
5 Beds ⋅ 4 Baths ⋅ Lasseters SubDv. ⋅ 34744 Zip Code
Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market. Beyond the private wrought-iron gates off Neptune Road, this 1.5-acre estate offers the privacy and freedom of no HOA, allowing you to keep your boat just steps from the water and your RV on its own dedicated pad with electrical hookup. From the sparkling saltwater pool and tranquil koi pond with cascading waterfall to the countless custom features throughout the property, this is a home that truly must be experienced in person. Built with durable concrete block construction and topped with a newer roof, the residence features a timeless blend of hardwood and tile flooring. The heart of the home is a chef’s kitchen designed for both everyday living and entertaining, complete with custom wood cabinetry, a premium Viking vent hood over a six-burner gas cooktop, and sunset views of Lake Toho from the kitchen sink. The outdoor living spaces are equally impressive. Positioned between the pool area and the lakeshore, the custom outdoor kitchen is an entertainer’s dream, featuring a full brick wood-fired oven, brick rotisserie, brick smoker, and expansive concrete cooking area—perfect for hosting everything from intimate family dinners to large gatherings. The spacious primary suite occupies its own private wing of the home and showcases an entire wall of windows framing spectacular lake views. The en-suite bath includes a relaxing garden tub, separate walk-in shower, generous walk-in closet, and ample space to create your own private retreat. The main residence also offers three additional bedrooms, a dedicated office with a closet that could serve as a fifth bedroom, and thoughtfully designed living spaces throughout. Adding even more versatility is the detached guest house, complete with its own private driveway and rear entrance. Featuring an open-concept living and kitchen area, separate bedroom, full bath, and its own HVAC system, it’s ideal for extended family, guests, a private office, or potential rental opportunities. Despite its peaceful, estate-like setting, this exceptional property is conveniently located just minutes from the rapidly growing NeoCity technology district, Osceola Heritage Park, the Florida Turnpike for easy access throughout Central Florida, as well as the Kissimmee and Amtrak SunRail stations for a convenient alternative to highway commuting. This location is also great for the them park enthusiasts, with over 15 major Disney, Universal, and SeaWorld parks combined within a short drive. For the avid boater/fisherman, you will be delighted to know that your boat- parked on your own dock (with a boat lift)- here on Lake Toho is a part of the Chain-of-Lakes, allowing you to travel through lakes all over Florida, and even to the Atlantic or Gulf of Mexico. Lake Toho also hosts several professional bass fishing tournaments each year. Whether you’re searching for a private waterfront retreat, an entertainer’s paradise, or a place where you can truly enjoy the Florida lifestyle, this one-of-a-kind Lake Toho estate offers an opportunity that’s rarely available.

807 Neptune Road, Kissimmee
$535,000
4 Beds ⋅ 3 Baths ⋅ Enclave At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Beautifully and completely renovated 4-bedroom, 2.5-bath single-family home in the desirable Enclave at Tapestry community in Kissimmee! This spacious two-story residence features 2,694 sq. ft. of living space and has been thoughtfully upgraded throughout with modern finishes and a fresh, contemporary feel. The main level provides generous living and entertaining areas, while the second floor features spacious bedrooms and a versatile layout for family, guests, or a home office. Enjoy the added benefit of fully paid-off solar panels, providing energy-efficient living with no solar loan to assume. The property also features a 2-car garage, covered and open porch areas, and a generous 6,756 sq. ft. lot. Built in 2017 and extensively renovated, this home combines modern comfort, functionality, and energy efficiency. Conveniently located near major highways, shopping, dining, entertainment, and Central Florida's world-famous attractions. A fantastic opportunity to own a beautifully updated home in a prime Kissimmee location!

3430 Canvas Street, Kissimmee
$679,000
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee
$540,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school.

5676 Nevis Terrace, Kissimmee
$299,900
4 Beds ⋅ 2 Baths ⋅ Peppertree At Cyp Wds U1 SubDv. ⋅ 34758 Zip Code
Short Sale. This exceptional 4-bedroom, 2-bathroom single-story home is in pristine, move-in ready condition, offering effortless, stairs-free living paired with the convenience of an attached 2-car garage. The interior is dramatically highlighted by striking cathedral and vaulted ceilings that enhance the natural light and create an open, expansive atmosphere throughout the living spaces. At the heart of the home, the impressive kitchen comes fully outfitted with elegant granite countertops and a sleek suite of stainless steel appliances, offering a stylish, high-performing hub for all your daily culinary and entertaining needs. Spotlessly prepared and meticulously maintained from top to bottom, this turnkey residence is completely ready for a stress-free transition into a comfortable lifestyle.

414 Spice Court, Kissimmee
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