Homes For Sale in Kissimmee 34747 - 643 homes

Remarks: Townhome located at a Gated Resort Style Community near the theme parks!. This beautiful townhome has 2 bedrooms/2.5 bathrooms and a private spa. Clubhouse with a Business Center, 2 outdoor pools, hot tubs, fitness center, restaurant/ lounge & playground. There is a 24-hour security patrol. Internet & Cable included. Located minutes from all major roadways, including 192, I-4, and 429. Situated in the heart of the entertainment with minutes to Walt Disney World, Universal Studios, Sea World, Margaritaville, restaurants, and shops.

Listing is courtesy of: TRIMARCHI REALTY CORP (407-709-3426)

Listing Agent: Constantino Trimarchi (407-709-3426)

Remarks: Make your Disney dreams come true – own your piece of The Hub today! Welcome to your dream home in The Hub, Kissimmee's premier gated community, just moments away from the Disney magic! This exquisite townhouse offers not just a place to live, but a lifestyle to embrace. With 3 beautifully designed suites, each with its own bathroom, privacy and comfort are at the forefront. The smart home system allows you to control your environment effortlessly, from lighting to security, creating the perfect ambiance for any occasion. Relax and unwind in your private pool, or stay active and fit in the well-appointed gym. Need to work from home? Your smart office space is ready to help you achieve peak productivity.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

Remarks: Experience true resort-style living in this stunning 4-bedroom, 4.5-bath luxury villa located in the gorgeous Magic Village Resort, just 5 minutes from Walt Disney World. This fully furnished property offers an elegant open-concept layout with a gourmet kitchen, high-end finishes, and spacious living and dining areas designed for comfort and sophistication. Each bedroom is a private suite with its own full bathroom. Enjoy outdoor living with a private balcony and a summer kitchen, perfect for entertaining family and guests. Magic Village offers five-star hotel amenities, including a resort-style pool, fitness center, restaurant, concierge, and 24-hour security—ideal for personal use or as a high-income short-term rental investment. This villa combines luxury, location, and convenience in one of the most exclusive communities near Disney. The unit has never been used for vacation rentals, it is for family use, therefore, it is in impeccable conditions.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

Remarks: Welcome to 2022 Majorca Drive, a highly desirable 4-bedroom, 3.5-bathroom townhome located in the Windsor at Westside Resort. Positioned in the preferred Phase 1 of the community, this home sits close to the clubhouse, resort-style lagoon pool, lazy river, bar & lounge, and a full range of premium amenities—an exceptional location that vacation guests consistently look for when booking their stay. Whether used as a personal getaway or an income-producing property, this townhome delivers the perfect combination of comfort, convenience, and resort-style living. Inside, the open-concept layout is ideal for entertaining, featuring a well-equipped kitchen with granite countertops, stainless steel appliances. A convenient outdoor half bathroom enhances the pool area—an extra feature that guests truly appreciate. Each bedroom is thoughtfully furnished to create a relaxing and welcoming atmosphere, making it ideal for vacation stays. Currently operating as a successful full-time short-term rental, the property is fully turnkey and ready to generate income immediately, or to be enjoyed as your own retreat near Orlando’s world-renowned attractions. Windsor at Westside is recognized as one of Central Florida’s premier resort communities. Residents and guests have access to a 10,000 sq. ft. clubhouse, a lagoon-style pool with lazy river and waterslide, fitness center, arcade, volleyball court, poolside Tu Casa bar & lounge, and 24-hour gated security. Ideally located just minutes from Walt Disney World, this property presents a rare opportunity to own one of the best-positioned townhomes in a highly desirable vacation community—offering strong rental potential, excellent guest appeal, and unmatched access to resort amenities. All information provided, including room measurements, is considered reliable but not guaranteed. Buyers and agents are advised to verify all details independently.

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

Listing Agent: Alexandre Zapparoli (321-444-8701)

Remarks: UNIQUE MODEL | ONLY ONE IN COMMUNITY | SHORT-TERM RENTAL Exceptional corner townhouse in Magic Village, now offered at an improved price. This unit features a one-of-a-kind floor plan, exclusive to this home within the community. The upstairs primary suite is truly unique: in addition to large windows overlooking the park, it features an additional large interior window overlooking the living room, creating an open, bright, and architecturally distinctive space not found in any other townhouse in the community. The primary bedroom also includes a high-end, custom-quality closet. The property has never been rented and is in impeccable, like-new condition, with furniture barely used. Thoughtful upgrades include elegant furnishings, spacious closets, double windows enhancing natural light, and a Nest security system (cameras & thermostat). This stunning 4-bedroom, 4.5-bath townhouse offers high ceilings, a brand-new summer kitchen, open-concept living area, full-size laundry room, and an excellent layout designed for comfort and functionality. Located in a luxury gated community just 7 minutes from Disney, Magic Village allows short-term rentals and offers concierge services, 24-hour clubhouse, resort-style pool, fitness center, playroom, housekeeping services, and an on-site restaurant. Ideal as a primary residence, vacation home, or high-demand investment property in one of Orlando’s most sought-after communities.

Listing is courtesy of: AVAL REALTY LLC (305-399-0871)

Listing Agent: Antonio Valentino (305-399-0871)

Remarks: Welcome to this stunning 5-bedroom, 4-bathroom townhome in the highly desirable Paradise Palms Resort in Kissimmee, just minutes from Disney and Orlando’s top attractions. This beautifully updated home features a modern open-concept layout with sleek, contemporary flooring throughout the main living areas and a fully equipped kitchen boasting granite countertops, stainless steel appliances, and a breakfast bar perfect for casual dining or entertaining. The home is fully furnished and thoughtfully designed with two spacious primary suites, one on each level, offering privacy and flexibility for guests or extended family. Each bedroom is tastefully decorated with a clean, modern aesthetic and ample storage. Step outside to your private screened-in lanai with a heated splash pool, ideal for relaxing after a day at the parks or enjoying Florida’s year-round sunshine. Located in the gated Paradise Palms Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, spa, fitness center, movie theater, tennis courts, arcade, and clubhouse with concierge services. Whether you're looking for a vacation rental investment, a second home, or a primary residence, this townhome offers the perfect blend of modern comfort, style, and unbeatable location.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: One or more photo(s) has been virtually staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!

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

Listing Agent: Adriana Lima (407-617-9986)

Remarks: Epic 6-Bedroom Vacation Retreat in Windsor at Westside – Your Dream Getaway Awaits! Get ready to experience the ultimate Orlando escape! This jaw-dropping 6-bedroom, 5-bathroom luxury vacation home in the upscale Windsor at Westside Resort is your ticket to unforgettable memories with family and friends. Just minutes from world-famous theme parks like Disney, Universal Studios, SeaWorld, and Legoland, this home is all about location, comfort, and nonstop fun. Step inside and be wowed by a modern, stylish interior that’s spacious, fully furnished, and ready to impress. With room for everyone, from large families to big groups, this home is made for gathering—whether you're sharing a meal in the sleek, fully-equipped kitchen or kicking back in the open-concept living area after a day of adventure. But the real magic happens outside! Take a dip in your private pool and spa, dine alfresco under the covered lanai, or soak up the sun in total comfort. This outdoor oasis is perfect for lounging, entertaining, or just enjoying the Florida vibes. This home is steps away from the Windsor at Westside community, you’ll have exclusive access to top-tier resort amenities: A massive 10,000 sq. ft. clubhouse Zero-entry resort pool, lazy river, waterslide & kid's splash zone Free game room & high-energy play center Tu Casa Bar & Lounge with poolside cocktails and bites Whether you want to relax, recharge, or stay active, this resort has it all. This stunning home is turnkey and move-in ready, sold fully furnished—just bring your suitcase! It’s the perfect choice for a vacation home, short-term rental investment, or both. Prime location. Elite amenities. Endless fun. Don't let this rare opportunity slip away—schedule your private showing today and make this dream retreat yours! All information is believed to be accurate but should be independently verified by buyers and their agents.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Jeff Friedman (407-719-0135)

Remarks: Experience the Ultimate Retreat at Encore Reunion. Fully furnished 5 bed 5 bath pool home is nestled within tranquil Encore at Reunion .This community features world class amenities , resort-style water park, multiple pools , fitness center , on-site dining & sports courts. Home has a spacious open floor plan stylish furnishings and family room opens up to the pool area where you can relax and enjoy the tranquil setting. Central Florida's world famous attractions are just moments away.

Listing is courtesy of: CHOICE INTERNATIONAL REALTY INC (407-376-4687)

Listing Agent: Craig Race (407-376-4687)

Remarks: Under contract-accepting backup offers. Welcome to 8851 Geneve Ct in Kissimmee, a fully furnished, turn-key vacation home located in the highly sought-after Windsor at Westside Resort, one of Central Florida’s premier short-term rental communities near Walt Disney World Resort. This income-producing property offers the perfect blend of investment potential and resort-style living. Situated within a gated resort community, residents and guests enjoy world-class amenities including a lazy river, resort-style pool, clubhouse, fitness center, restaurant, playground, and multiple sports courts. The HOA provides exceptional value, covering basic internet and cable, landscaping for the common areas surrounding the unit, daily valet trash service, and full access to the resort’s amenities, including a kids splash pool area, lazy river, basketball and tennis courts, soccer field, volleyball courts, and an additional clubhouse located in Phase 3 of the resort. Security and guest access are well managed with 24/7 guard-gated entry across three guardhouses located throughout the community, additional guards during heavy check-in times, and overnight security rovers. Owners and guests also benefit from the MyQ gate access system, which provides proxy cards for owners and temporary access cards for guests for seamless entry. Ideally located just minutes from Disney and Orlando’s top attractions, with convenient access to U.S. Route 192, State Road 429, and Interstate 4, the home is surrounded by popular shopping, dining, and entertainment options that attract visitors year-round. Being sold completely furnished, this property is move-in ready*and ideal for buyers seeking a vacation home near Disney or a high-performing short-term rental property in Kissimmee’s thriving resort market.

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

Listing Agent: Sofia Lovinsky (407-376-1845)

Remarks: Welcome to 711 Centervale Drive in the heart of Celebration! This charming residence offers a perfect blend of comfort and style with spacious living areas, an inviting layout designed for everyday living and entertaining, and a private primary suite with a walk-in closet. Enjoy the convenience of an attached garage and extra storage, making daily living even easier. Ideally situated just minutes from Celebration’s vibrant downtown and close to Disney, this home provides easy access to world-class dining, shopping, golf, and entertainment. Residents enjoy a lifestyle filled with community pools, parks, walking trails, and top-rated schools, all within a beautifully designed master-planned community. With its prime location and timeless appeal, this property is a rare opportunity to experience the best of Central Florida living...... HOA WILL BE LOWERED FOR THE UPCOMING NEW YEAR ..PLEASE CALL FOR INFORMATION

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

Listing Agent: Ana Roman Rios (413-275-6565)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy with lazy river, water slides, tennis, pickleball, fitness center, Restaurants, and Three Championship Signature golf courses—designed by Arnold Palmer, Jack Nicklaus and Tom Watson. Tremendous opportunity to own and invest in the number one Resort in Orlando Florida. From the Resort, take the Disney shuttle which is just minutes away for endless memories that last lifetimes.. Come see what we have at Whitemarsh Cove in Reunion Resort.

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

Listing Agent: Tj Cosgrove (407-873-7011)

Remarks: SPECTACTULAR and SPACIOUS WATERFRONT Cottage at Margaritaville Resort Orlando in Premium Resort Location! This Home Features a PRIVATE POOL AND SPA, 5 Bedrooms, 5 Full Baths and 2 Half Baths with a A RARE PIE SHAPED LOT, HUGE SIDE YARD and Upgraded TILE Roof! Kitchen has a Large Island with Seating, Quartz Counter Tops, Tons of Counter Space and Cabinets. Dining Area has French Doors that Lead to the Patio with Pavers and Fenced in Pool Area with Sweeping Water Views. The Second Floor has Three Suites with One Bedroom Having Access to a Balcony. Laundry Closet with Side by Side High Capacity Washer and Dryer. The Third Floor has the Primary Suite with Balcony Access, Loft with Dry Bar and Seating Area and the 5th En Suite Bedroom. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

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

Remarks: NEW ROOF 2025 • Welcome to your new home or investment opportunity in the highly desired gated Legacy Dunes community! Perfect as a primary residence or income-producing property, this 1-BEDROOM, 1-BATHROOM TOP-FLOOR UNIT allows SHORT-TERM OR LONG-TERM RENTALS, making it ideally positioned for Central Florida’s thriving market. This is one of the 2 units for sale by seller. There is a tenant in place paying $1,350/month through 04/30/2026, offering immediate rental income for investors. The open floor plan provides low-maintenance living with modern style, and the reasonable condo fee includes water, valet trash service, pest control, high-speed Wi-Fi, and access to all community amenities. The spacious bedroom features a walk-in closet and ensuite bathroom for comfort and functionality. The bright and practical kitchen opens to the living and dining area and includes a refrigerator, dishwasher, range, and a washer and dryer conveniently located in a dedicated closet, along with a counter bar perfect for casual dining. Enjoy resort-style amenities that make Legacy Dunes stand out: two sparkling pools (one with splash pad), fitness center, game room, tennis and basketball courts, sand volleyball, playground, BBQ areas, and more, all within a secure gated community. Ideally located just minutes from Disney Parks, FL-429, I-4, SeaWorld, shopping, dining, and entertainment, this condo blends comfort, convenience, and strong investment potential. Schedule your showing today and experience the Legacy Dunes lifestyle for yourself!

Listing is courtesy of: ORLANDO EXPERT REALTY LLC (321-274-6991)

Listing Agent: Virginia Silberstein (321-274-6991)

Remarks: Beautiful end-unit Townhome located in a gated Community just 2.5 miles from Walt Disney World, and minutes from major highways I4 and Hwy 192 offering easy access to shopping, dining, attractions, resorts, and Walmart. This is the largest 3 bedroom 2 bath townhome in Crestwynd Bay that was offered by KB Homes. Perfect for both primary homeowners or investors. This unit is zoned for A rated Celebration School and can be used for primary, long term, or short term rental, which makes this the ideal place to call home or your home away from home. The flooring consists of tile in the wet areas and laminate first floor while the second floor carpet throughout. The kitchen offers 42 inch cabinets including hardware and crown molding. Marble kitchen countertops with matching color appliances. The open-concept living room flows seamlessly into the kitchen, creating an ideal space for entertaining. All bedrooms are located on the second floor a spacious primary suite with jacuzzi tub and shower combo. Community amenities include a pool and playground. schedule your private showing now. the seller will give credit to the buyer for the closing cost.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)

Listing Agent: Jimmy Elkhatib (407-446-2573)

Remarks: Under contract-accepting backup offers. Stunning 10bedroom, 10 bath luxury home in Reunion West just minutes from Disney! Step inside this residence at 220 Clawson Way and discover 4,707 sq ft of beautifully designed living space, offered fully furnished and move-in ready. With upgraded finishes throughout, a sleek modern kitchen, spacious gathering areas, and a private resort-style pool and spa, this property is perfect for both family enjoyment and high-income short-term rental opportunities. Located directly across from the Encore Club’s world class amenities, including a waterpark, clubhouse, fitness center, and dining this home combines lifestyle and investment value in one. Whether you’re looking for a full-time residence, vacation retreat, or income-producing investment, this spectacular Reunion West home checks every box. Don’t miss your chance to own a 10 bedroom resort home just minutes from Walt Disney World!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Gisele Abrantes Trautman (407-747-1518)

Remarks: New Improved asking price! Beautifully maintained one-story home featuring the award-winning Aria floor plan in Murano at Westside. This all-concrete block home offers an open-concept layout with a spacious kitchen overlooking the living and dining areas and a covered, screened lanai — perfect for entertaining. Enjoy a large backyard with peaceful pond views and no rear neighbors. The kitchen includes upgraded stainless steel appliances, island with seating, water purification system, and ample cabinetry. The private primary suite features dual vanities and a walk-in shower, while two additional bedrooms share a full bath. Additional highlights include a dedicated laundry room, partially owned solar panels for energy efficiency, and updated flooring in the bedrooms. Community amenities include a pool, playground, and sports court, all just minutes from Walt Disney World, dining, shopping, and major attractions. Schedule your private tour today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Kohlinger (407-421-9188)

Remarks: Owning at Margaritaville Resort Orlando isn’t just buying real estate — it’s buying freedom. When you’re here, the clock stops, the vibe takes over, and life slips into island time. Fully furnished and turn-key ready, this 2-bed, 2-bath townhome with bonus room is your ticket to live the good life — or let it pay you back while you’re away. Bright, open, and breezy, the main level serves up a seamless flow from the kitchen to the living room to the water views beyond. The kitchen nails that effortless vacation-home feel with quartz countertops, stainless appliances, and a big center island that begs for coffee in the morning and cocktails by night. Step onto the patio, breathe in the stillness, and remember what it feels like to actually unwind. Upstairs, two stylish bedrooms and a flexible bonus space keep guests comfortable and happy — because you know they’ll be visiting. But the real story here? It’s the lifestyle you can’t replicate anywhere else. Poolside cabanas, live music, craft cocktails, spa days, water slides — all steps from your front door. Fins Up Beach Club brings the island energy, St. Somewhere Spa melts the stress, Promenade at Sunset Walk brings the food, shopping, and nightlife, and Island H2O Live! Water Park keeps the fun rolling. Even when you skip the theme parks, you’ve got your own built-in vacation city right here. Whether you’re escaping for a long weekend or cashing in on high-demand rentals, life here pays dividends — in profit and peace of mind. Because in a world that runs on deadlines and devices, Margaritaville gives you something rarer: permission to exhale, turn up the music, and let every day feel like the weekend.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

Remarks: Experience resort-style living in this beautifully updated 4-bedroom, 3-bath home, located in the highly desirable Windsor Palms Resort, just minutes from Disney. This turnkey property is fully furnished with stylish décor and offers a bright open layout, modern finishes, and well-appointed bedrooms, including two en-suites. Enjoy your private screened-in pool and covered lanai, perfect for relaxing or entertaining. Currently operating as a successful short-term rental, this home is an excellent investment opportunity with strong demand on multiple platforms. Windsor Palms offers premier amenities including a clubhouse, fitness center, movie theater, community pool, sports courts, and 24/7 gated security. Ideal as a vacation home, income property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)