Kissimmee Homes for Sale

Kissimmee Homes for Sale

Welcome to Kissimmee, Florida—a vibrant city where the magic of Central Florida comes to life! Nestled just south of Orlando, Kissimmee is renowned for its proximity to world-famous attractions, including Walt Disney World, Universal Studios, and a wealth of outdoor adventures. With its warm climate, friendly community, and rich cultural heritage, Kissimmee is not just a destination for tourists; it’s a thriving place to call home.

Kissimmee boasts a diverse real estate market, offering a wide array of homes for sale that cater to every lifestyle and budget. Whether you’re seeking a charming single-family home, a modern townhouse, or a luxurious waterfront property, you’ll find it all in this enchanting city. Many neighborhoods feature beautifully landscaped streets, community parks, and amenities that foster a sense of belonging.

For families, Kissimmee is an ideal choice with its excellent schools, family-friendly activities, and safe neighborhoods. Nature lovers will appreciate the nearby lakes, parks, and nature reserves, perfect for hiking, fishing, or simply enjoying the great outdoors.

Investing in a home in Kissimmee means embracing a lifestyle filled with sunshine, adventure, and community spirit. With homes for sale at varying price points, now is the perfect time to explore what this charming city has to offer. Experience the unique blend of fun, relaxation, and opportunity that Kissimmee provides—your dream home awaits!

Newest Kissimmee Homes for Sale

7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 5a SubDv. ⋅ 34747 Zip Code

Superb opportunity in a sought-after 24-hour guard-gated community! This spacious 7-bedroom, 5.5-bath pool home is approved for short-term rental use and offers outstanding income potential. Features include a newly remodeled kitchen with modern soft-close cabinetry, quartz countertops, SS appliances, spacious living and dining areas, and accommodations for large groups. The private screened heated pool has been recently upgraded with new WiFi controlled pool equipment for worry-free enjoyment. Ideally located just minutes from Walt Disney World, first-class attractions, shopping, dining, golf, and major entertainment venues. Whether you’re seeking a vacation home, investment property, or both, this well-maintained home delivers the perfect combination of location, comfort, and rental appeal. The HOA includes resort-style amenities, community pool, clubhouse sauna, volleyball, tennis, pickleball, mini golf, grass cutting, trees trimming, internet, cable and trash service. A rare opportunity in one of Central Florida’s most desirable vacation rental markets!

8667 La Isla Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Indian Ridge Unit 01 SubDv. ⋅ 34747 Zip Code

Just minutes from the magic of Disney (only 4 miles away!), this beautifully updated 3-bedroom, 2-bathroom home offers the perfect blend of comfort and opportunity. Step outside to your private, fenced backyard oasis with a screened and covered patio and a newly renovated pool, all overlooking a serene, open park-like setting. Inside, the thoughtful split floorplan provides privacy for all, while the renovated kitchen with crisp white cabinetry adds a fresh, modern touch. Laminate flooring runs throughout every bedroom — no carpet anywhere! Major updates are already done for you: a roof from 2020 and a septic tank replaced in 2019, giving you true peace of mind. Whether you're searching for your forever home, a smart investment, or a vacation getaway, this property checks every box, especially with short-term rentals allowed in the community. Don't miss this rare opportunity so close to the theme parks!

1085 Indian Ridge Trl E, Kissimmee

6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code

TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Casa Bella SubDv. ⋅ 34746 Zip Code

WELCOME HOME! Beautifully upgraded 4-bedroom, 2-bath, 2,168 sq. ft. KB Home with a 2-car garage, premium conservation lot, no CDD, and HOA $194.72 per quarter. This open-concept home features porcelain tile throughout, an upgraded kitchen with a microwave vented to the exterior, quartz island, granite finishes, upgraded to stage 3 Maple wood cabinetry, water filtration, 2 newer refrigerators and standup freezer. The spacious primary suite offers privacy, while upgraded bathrooms with extended granite countertops, sound and thermal insulation, illuminated closets, ceiling fans, Wi-Fi garage opener, and custom garage shelving add comfort and convenience. Enjoy your own screened Florida oasis with an 8,000-gallon, approximately 5-foot-deep gunite pool featuring automatic cleaning, lighting, and Wi-Fi controls. The screened patio includes a ceiling fan, lighting, hurricane screening, and a remote-controlled electric awning. The beautifully landscaped yard includes new St. Augustine grass, river rock, full fencing with critter-resistant netting, permanent landscape lighting, Wi-Fi-controlled irrigation, and exterior Nest cameras. Remote-controlled hurricane screens provide additional protection. Energy-efficient features include a 10.92 kW solar system with Enphase microinverters and a stated 25-year warranty. The home also includes Massey termite protection with in-ground bait stations. This home truly has so much to offer! Please refer to the MLS attachments for a detailed list of upgrades. Manuals and warranties will be provided upon request. Don’t miss this opportunity to own an exceptionally upgraded Florida home with a private pool, conservation views, and extensive features. Schedule your private showing today!

4521 Casablanca Avenue, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Murano At Westside Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to this beautiful single family 3 bedrooms, 2 bathrooms located in the highly desirable Kissimmee area. This well maintained residence offers a bright and functional open floor plan, spacious living and dining areas, and a comfortable layout designed for both everyday living and entertaining. The kitchen provides ample cabinet and counter space, while the primary suite offers a private retreat with an en-suite bathroom and generous closet space. Ideally situated near world-famous attractions, shopping, dining, schools, and major highways, this home offers exceptional convenience for homeowners and investors alike. Whether you're looking for a primary residence, or an investment opportunity, this property is a must see. Schedule your private showing today and discover everything this wonderful home!!!

9009 Pinales Way, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Southwood Estates SubDv. ⋅ 34746 Zip Code

Private 2-Acre Custom Home in Southwood Estates — No HOA! Welcome to your own private retreat in Southwood Estates, a small, desirable development of custom-built homes with no HOA. Situated on 2 fully fenced acres, this 4-bedroom, 2-bath home offers privacy, space, and an abundance of thoughtfully designed features. A private security gate and wooded setting create a peaceful atmosphere while still providing convenient access to everyday amenities. The home is designed for both comfortable living and entertaining, featuring a spacious Florida room with a built-in wet bar and JennAir grill, perfect for gatherings year-round. Step outside to the covered, screened lanai, complete with a 4-person ThermoSpas hot tub, where you can relax and enjoy the tranquil surroundings. The primary suite offers dual walk-in closets and a separate dressing area outside the primary bathroom. Bedroom 2 features built-in shelving, while Bedroom 3 includes a built-in desk, upper and lower cabinets, and file drawers, making it ideal for a home office. A bonus room attached to Bedroom 3 provides even more flexibility for an office, hobby room, guest space, or additional living area. Storage is abundant throughout the home, with many closets, an inside utility room with sink and cabinets, and an oversized 2-car garage. The property also includes multiple outbuildings. A separate workshop features a vinyl-tiled floor, built-in vacuum system, work table, tool cabinet, drill press, and table saw. The workshop equipment is available for purchase separately or may be negotiable with a full-price contract. Two additional storage sheds—one metal and one wood—provide even more space for tools, equipment, and outdoor storage. If you’re looking for acreage, privacy, no HOA, abundant storage, and a home designed for both everyday living and entertaining, this unique Southwood Estates property is a must-see!

3385 Woodberry Court, Kissimmee

7 Beds ⋅ 7 Baths ⋅ Wyndham Pointe SubDv. ⋅ 34747 Zip Code

WELCOME TO 8027 ACADIA ESTATES CT! Incredible opportunity to own a 7 BEDROOM, 6.5 BATHROOM POOL HOME in the highly desirable GATED COMMUNITY OF ACADIA ESTATES, ideally located in the heart of Kissimmee’s world-famous vacation corridor! Offering approximately 2,705 SQ FT, this spacious two-story home features an exceptional bedroom and bathroom configuration with plenty of room and privacy for family, guests and vacationers. The open floor plan connects the living, dining and kitchen areas, creating a comfortable space for gathering and entertaining. Step outside and enjoy your own private Florida retreat with a SCREENED POOL AND SPA, covered lanai and plenty of room to relax year-round. One of the property’s biggest advantages is its flexibility: SHORT-TERM RENTALS ARE ALLOWED, making this an outstanding option for investors looking for a vacation rental near Orlando’s major attractions, while also being perfectly suited as a primary residence or second home. Located in a smaller gated community just minutes from WALT DISNEY WORLD, Sunset Walk, Margaritaville, restaurants, shopping, golf and entertainment, the location is difficult to beat. The property is being offered WITHOUT FURNITURE; HOWEVER, EXISTING FURNISHINGS MAY BE NEGOTIATED SEPARATELY, providing additional flexibility for buyers interested in a more turnkey setup. With 7 BEDROOMS, 6.5 BATHROOMS, A PRIVATE POOL & SPA, SHORT-TERM RENTAL FLEXIBILITY AND A PRIME LOCATION NEAR DISNEY, this home offers an exceptional combination of space, versatility and investment potential. SCHEDULE YOUR PRIVATE SHOWING TODAY!

8027 Acadia Estates Court, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Pleasant Hill Heights Unit 2 SubDv. ⋅ 34746 Zip Code

Rare Opportunity – No HOA on Over an Acre! Enjoy the perfect combination of privacy, space, and convenience with this beautifully upgraded home situated on over one acre in a quiet neighborhood. Offering approximately 2,901 square feet of living space, plus an impressive 2,037-square-foot detached garage/workshop, this property is ideal for those who need room for vehicles, boats, RVs, recreational equipment, or a home-based business. The additional detached building also includes a private office/in-law suite, providing exceptional flexibility for multigenerational living, guest accommodations, or a dedicated workspace. Inside, you'll find gorgeous wood flooring, an upgraded kitchen, and quality finishes throughout the home, creating a warm and inviting atmosphere that's perfect for everyday living and entertaining. The main home features a durable tile roof, while the detached garage/workshop is topped with a shingle roof. Conveniently located just minutes from shopping, dining, and everyday amenities, this property offers the freedom of no HOA, abundant parking, and endless possibilities—all while enjoying the peace and tranquility of a spacious country-style setting with city conveniences nearby. If you've been searching for room to spread out without sacrificing location, this exceptional property is a must-see!

2749 S Stewart Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Westview Pod B Neighborhood 5 Ph 1 SubDv. ⋅ 34758 Zip Code

Come see this bright and inviting 3-bedroom, 2-bathroom home recently built in 2025 in Kissimmee. This move-in-ready residence blends modern design with everyday comfort, offering an easy, low-maintenance lifestyle just minutes from local shopping, dining, and major roadways. Step onto the covered front porch, an inviting spot for morning coffee, and through the front door into a bright, open-concept living space. The main living and dining areas feature a stylish tray ceiling that adds architectural interest, along with large windows that fill the rooms with natural light. Durable tile flooring runs throughout the main living areas, making cleanup a breeze. The kitchen is a true centerpiece, featuring crisp white cabinetry, sleek stainless-steel appliances, a tile backsplash, and a spacious island with bar seating, perfect for casual meals or entertaining guests. The adjacent dining area comfortably fits a full-size table, and the open flow into the living room makes this home ideal for gatherings with friends and family. The living room invites you through sliding glass doors to the backyard, creating a seamless indoor-outdoor connection. The primary suite offers a peaceful retreat with plush carpet, a ceiling fan, and plenty of natural light, while the second and third bedrooms provide flexible space for guests, family, or a home office. A dedicated large laundry room offers space for a full-size washer and dryer plus built-in shelving for extra storage. The two-car garage offers ample space for parking and storage, and the water softener conveys with the home for added value Outside, the home showcases attractive curb appeal with a paver driveway and walkway, stone accents at the entry, and a well-manicured lawn. Behind the home, unwind on the enclosed, covered lanai overlooking a large backyard and peaceful water view, a perfect spot to relax any time of the day. This home is part of Lennar at Esplanade, a new master-planned community in Kissimmee that welcomes pets, making it a great fit for owners with furry companions. Residents enjoy access to a community pool and clubhouse, a fitness center, dog park plus courts for tennis, pickleball and bocce ball, along with a spa for relaxing after a day of activity. The neighborhood sits close to Highway 17, putting the greater Orlando area within easy reach, and outdoor lovers will appreciate being a short drive from area lakes and nature trails for hiking and exploring, such as the Lake Marion Creek Wildlife Management area. Whether you're a first-time buyer, growing family, or investor, this property checks all the boxes: modern finishes, thoughtful design, and a location that puts you close to everything Central Florida has to offer. With green and energy-efficient construction plus thoughtful finishes throughout, this home offers the comfort of new construction without the wait. Come see the possibilities and make this house your own. Don't miss your chance to own this nearly new home. Schedule your private showing today!

4536 Ochos Rios Place, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Pine Island Villas At Bvl SubDv. ⋅ 34743 Zip Code

Welcome home, perfectly situated in the quiet, established community of Pine Island Villas in Kissimmee! Unbeatable location meets everyday convenience in this charming home. Positioned just off Buenaventura Boulevard with quick access to Osceola Parkway and Florida’s Turnpike, commuting across Central Florida is a breeze. Enjoy the convenience of being just minutes from local shopping plazas, dining options, top-rated medical centers, and essential services, all while remaining a short drive from Central Florida’s world-famous attractions and Orlando International Airport. Upgrades on this home are: Roof 2015 by HOA, HVAC unit 2018, Water Heater 2025, French doors and Sliding doors on 2021, exhaust vent 2023. Designed for easy, low-maintenance living, this property features a functional, light-filled layout ideal for a primary residence or a long-term investment. Don't miss this opportunity to enjoy comfort, connectivity, and peace of mind in a wonderful Kissimmee neighborhood. Schedule your private tour today!

49 Pine Island Circle, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code

Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph1 SubDv. ⋅ 34747 Zip Code

Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee

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