Homes For Sale in Kissimmee 34747 - 643 homes

Remarks: Rare end-unit with direct water views in the highly sought-after gated community of Encantada. This beautifully maintained 4-bedroom, 3-bathroom townhome offers a premium location within the community, just steps from the clubhouse and resort amenities. As an end-unit, the home benefits from additional windows, more natural light, and enhanced privacy compared to interior units. From your private screened-in pool area, enjoy tranquil water views and peaceful sunrises — a rare and highly desirable feature in Encantada. The open-concept floor plan seamlessly connects the spacious living and dining areas to the kitchen, creating an ideal layout for entertaining or accommodating vacation guests. A downstairs bedroom with en-suite bathroom provides flexibility and convenience, along with a washer and dryer closet on the main level. Upstairs you’ll find the primary suite with en-suite bathroom and walk-in shower, plus two additional bedrooms and a full bathroom, comfortably accommodating larger families or rental groups. Recent upgrades include a newer pool heater, newer pool pump, newer carpets, and newer washer and dryer, offering added value and peace of mind. Whether you’re seeking a primary residence, second home, or income-producing short-term rental property near Disney, this home delivers on location, layout, and lifestyle. Encantada offers resort-style amenities including community pools, hot tubs, updated fitness center, playground, business center, game room, and a newly renovated clubhouse, all just minutes from Disney, Universal, shopping, dining, and major highways. End-units with direct water views rarely become available—schedule your private showing today.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: Beautiful Townhome for Sale! Welcome to this Pristine 3-bedroom, 2.5-bathroom townhome featuring a spacious layout and thoughtful design. The first floor boasts elegant ceramic tile flooring, while the second floor offers cozy carpeting throughout. An attached 1-car garage provides added convenience. Upstairs, you’ll find the laundry area for easy access and functionality. Located in a desirable community close to shopping centers, hospitals, restaurants, Disney World, and a variety of outdoor activities. Enjoy quick access to major roadways including US-192, I-4, Highway 27, and SR-429. The Orlando International Airport is also just a short drive away. No CDD Fees! Don't miss out on this fantastic opportunity—schedule your showing today!

Listing is courtesy of: REILE REALTY CORP (321-299-5123)

Listing Agent: Reina Mendez (321-299-5123)

Remarks: Welcome to your new oasis in the beautiful resort community of Windsor Hills! This delightful 3-bedroom, 2-bathroom fully furnished condo offers a perfect blend of comfort and style, all wrapped up in 1,246 square feet of inviting living space. Step inside and feel instantly at home in the open and airy living area, where natural light streams in, creating a warm and welcoming atmosphere. Inside, the open-concept layout is filled with natural light and enhanced by a split-bedroom floor plan that creates privacy and comfort for owners and guests alike. The kitchen has been thoughtfully upgraded with quartz countertops, polished marble tile, stainless steel appliances, and ample counter space for all your culinary adventures. The private primary suite features an en-suite bath and walk-in closet. Two additional guest bedrooms offer flexible sleeping arrangements, including a queen bedroom and a trundle room that converts to two twin beds, making the unit ideal for families. The second bathroom is thoughtfully designed to serve these spaces with ease and is equipped with a tub and shower combo. Major upgrades include a brand new 2026 Rheem water heater with transferable 6-year warranty, AC replaced in 2023, and in 2017 the kitchen appliances, countertops, flooring, lighting, and in-unit laundry were also upgraded. One of the standout features of this unit is its lovely balcony, perfect for sipping your morning coffee or unwinding after a long day. **Building & Community Features** Positioned on the third floor of an elevator-served building, you’ll love the convenient parking and proximity to the community’s resort amenities—highlighted by a giant water park with three-story slides, an interactive splash zone, a lagoon-style zero-entry pool, hot tub, and tiki bar. Add in the 24-hour guard-gated security., fitness center, playground, 32-seat movie theater, putting green, arcade, convenience store, cybercafé, tennis, basketball, and volleyball courts, and you've got everything you need to enjoy your vacation. Oversized vehicle access and RV parking is also available. Location is ideal—just two miles from Disney World and only a short drive from Universal Studios, SeaWorld, world-class shopping, and fine dining. Quick access to major airports, US-192, I-4, and SR-429. Windsor Hills is zoned for short-term rentals, providing the opportunity for immediate cash flow. Whether purchased as a vacation home, income-producing short-term rental, or hybrid personal-use property, this community delivers proven demand, and turnkey convenience in one package. Don't miss this rare opportunity to own a piece of paradise in one of Orlando's most coveted resort communities. Schedule your private tour today and step into your next chapter!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Ferris Kassar (407-284-8384)

Remarks: This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL, LONG TERM, and OWNER-OCCUPIED, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Sandra Velasquez (407-718-6244)

Remarks: Welcome to Paradise. Margaritaville Orlando 3 Bedroom 3 Bath Villa Turnkey Ready for your Personal Vacation Home or Short Term Rental investment property. The Villa showcases an MRO approved City Furniture/Housewares Package ($35K Included), ceiling fans, upgraded appliances, sleek QUARTZ countertops, and beautiful 'wood 'ceramic tile flooring. A high-capacity washer and dryer conveniently located on the second floor. Resort features multiple pools, a state-of-the-art gym, H2O on-site water park, Sunset Walk Restaurants, bars, live music, retail, and more! Terrific location just minutes from DISNEY with free shuttle to the Disney, Universal and Sea World Parks. Furniture/Housewares Package included in list price. Don't Delay !

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Brian Webber (407-399-1408)

Remarks: One or more photo(s) has been virtually staged. New roof installed in 2025 and new water heater installed 2021! Located in the desirable neighborhood of Rolling Hills Estates at Formosa Gardens, just a few miles from Disney World, this spacious 5-bedroom, 3.5-bathroom home offers over 2,600 sq.ft. of well-designed living space ideal for families, whether as a vacation home, investment property or primary residence. The primary suite is located on the first floor and features luxury vinyl plank flooring, a walk-in closet, ensuite bathroom, and direct access to the screened-in pool area—perfect for relaxing mornings or evening swims. Additional bedrooms are upstairs with ceiling fans, generous closet space, and great natural light. The kitchen boasts updated white cabinetry, stainless steel appliances, and ample storage and counter space. Tile flooring runs throughout the home, complemented by vaulted ceilings and abundant natural light in the living spaces. Bathrooms have been updated with white cabinetry, overhead lighting, and a mix of double and single vanities. Outdoor enjoyment is effortless with a screened-in pool, covered sitting area, and stone wall along the back of the property for added privacy. A two-car electric garage provides convenience, and the home’s location offers easy access to major highways, shopping, dining, entertainment and schools.

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

Listing Agent: Carlos German (888-883-8509)

Remarks: One or more photo(s) has been virtually staged. EXPERIENCE THE CELEBRATION LIFESTYLE Live the lifestyle everyone is looking for in Celebration. This beautifully maintained 3-bedroom, 2.5-bath town home, built in 2021, offers the perfect blend of modern comfort, style, and an unbeatable location—just minutes from Disney and within one of the most charming and walkable communities in Central Florida. Step into a bright, open-concept living space designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring quartz countertops, stainless steel appliances, a gas stove, and elegant cabinetry, all seamlessly connected to the living and dining areas. Upstairs, you’ll find spacious bedrooms, including a serene primary suite, along with the convenience of an upstairs laundry room. Enjoy your private paved patio—perfect for relaxing evenings or hosting guests—and the added benefit of a 2-car garage. Located in the highly desirable Island Village, residents enjoy resort-style amenities including a pool, fitness center, scenic walking trails, and beautifully designed green spaces. - Walkable community with restaurants, shops, and parks - Minutes from Walt Disney World - Move-in ready and low-maintenance living This is more than just a home—it’s a lifestyle. Schedule your private showing today.

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

Listing Agent: Antonio Spagnolo (407-914-0227)

Remarks: THE BEST ACQUISITION OPPORTUNITY IN ENCORE AT REUNION RESORT – A RARE OPPORTUNITY YOU CAN’T MISS! Priced to sell, this home offers the lowest price per square foot at Encore, making it one of the strongest values in the community. 2025 revenue came in just shy of $100k, with current confirmed bookings indicating a projected minimum 50% YoY revenue growth for 2026. As of today (01/26), confirmed bookings for 2026 already represent approximately 70% of total 2025 revenue, while occupying only 31% of the 2026 calendar, leaving substantial availability and meaningful upside potential. This is a rare opportunity to acquire a proven short-term rental at a best-in-class price, supported by established income and strong growth visibility. This fully furnished home offers 2 master suites, 2 king en-suites, and multiple guest bedrooms, comfortably accommodating large groups. Interior amenities include hotel-grade mattresses, premium linens, 50" 4K TVs, a PlayStation console, and dedicated poker and game rooms. Outdoor features include a private heated pool and spa with no rear neighbors, along with ample outdoor seating and dining space; highly desirable features within the rental market. Located in Encore at Reunion Resort, the community offers 24/7 manned gated security and access to resort-style amenities, including a private water park, sports courts, and recreational facilities, all just minutes from Disney. Don’t just take our word for it… Come see the magic yourself!

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 2 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 1 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: Beautifully updated condo featuring modern finishes and abundant natural light. This well-maintained residence offers an open and functional layout with elegant dark wood flooring throughout the main living areas. The kitchen showcases stylish cabinetry, stainless steel appliances, contemporary hardware, and striking stone countertops with a large undermount sink and modern faucet. The spacious primary bedroom includes large windows for natural light and a generous walk-in closet with custom shelving. The bathroom has been tastefully updated with marble tile, a frameless glass walk-in shower, and modern fixtures. A versatile den/office with French doors provides additional living space and can easily function as a guest room, home office, or potential second bedroom. Enjoy indoor-outdoor living with French doors leading to a private balcony, perfect for relaxing or entertaining. The community features beautifully maintained grounds with mature trees and attractive architecture, along with resort-style amenities including a swimming pool, fitness center, tennis courts, playgrounds, and scenic walking and biking trails. Located just minutes from Downtown Celebration, a charming town center built around a picturesque lake and offering numerous restaurants, cafés, shops, and year-round community events. The area is known for highly rated schools and offers convenient access to Walt Disney World and the greater Orlando area, making it ideal for both full-time living and investment. HOA/CONDO FEES REDUCTION!!!

Listing is courtesy of: CHOICE ONE REALTY LLC (407-973-5800)

Listing Agent: Mariia Senkovskaya (850-960-2364)

Remarks: Under contract-accepting backup offers. (Previously off market due to several weeks of rentals) Bring an offer today!! Welcome to your own slice of vacation paradise at one of the areas BEST communities, Windsor Palms! Just a few miles from Disney’s gates, this gorgeous 4 bedroom FULLY FURNISHED villa puts you right in the middle of all the magic. Step inside this home and you’ll find a bright, open Florida floor plan, with 4 bedrooms and 2 full baths, and ready for you and your guests. The garage doubles as a game room with a pool table, ping pong, air hockey, darts, and more — perfect for a little friendly competition. After the parks, float around in your own private, screened-in, HEATED pool or soak up the Florida sunshine from a comfy lounge chair. The Windsor Palms community is one of Orlando’s most sought-after resorts, loaded with amenities. The resort clubhouse comes with a fitness center, movie theater, and convenience shop, plus a sparkling heated pool, hot tub, and splash pad….and a pool side tiki bar and restaurant. Sports lovers can hit the tennis, basketball, or volleyball courts, or enjoy on the playground. Want something more laid-back? Fire up a barbecue or enjoy a picnic under the palms. The best part? This home already has bookings in place — a true turnkey vacation oasis just waiting for you! Hope to see you real soon!!

Listing is courtesy of: HOMETOWN REALTY GROUP INC (407-628-4663)

Listing Agent: Meredith Mahn (321-438-5566)

Remarks: Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in the community! Recently transformed by its discerning owner, this unit features brand-new flooring, state-of-the-art appliances, and elegant quartz finishes—sparing no expense to elevate its allure. Tastefully furnished and thoughtfully themed, this meticulously maintained condo stands out in the short-term rental market, offering a seamless opportunity for its new owner.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Michael Bouchard (407-443-1284)

Remarks: PRICE IMPROVEMENT - This standout 7-bedroom, 6.5-bath Turnkey, Fully Furnished, Income-Generating Short-Term Rental Home in Solara Resort is the kind of property that checks every box for high-performing vacation rentals and unforgettable stays. Spanning 3,533 square feet, the layout is both impressive and intentional, featuring two private primary suites, one on the main level and one upstairs, offering flexibility, privacy, and broad rental appeal. From the moment you step inside, the open-concept design sets the tone. The kitchen, dining, and living areas flow together effortlessly, creating a bright, social space designed for entertaining. The kitchen is a showstopper with a large center island, stainless steel appliances, and a pantry, all positioned to overlook the living room. Sliding glass doors lead directly to the outdoor living space, blending indoor and outdoor living with ease. Tile flooring anchors the main living areas, while carpeted bedrooms provide comfortable retreats. Each primary suite includes an en suite bathroom with dual sinks and a walk-in shower. The additional bedrooms are creatively themed, a major draw for short-term rental guests. Outside, the screened-in lanai delivers resort vibes with a heated pool and spa, perfect for day or night enjoyment. Located in the gated Solara Resort, owners and guests enjoy top-tier amenities including a fitness center, resort pool with water slide, basketball court, playground, market, and more. Location is everything, and this one delivers. Less than 10 miles from Disney and close to dining, shopping, and entertainment, this home is perfectly positioned to thrive as an Airbnb, vacation home, or income-producing investment while still offering the comfort and space of a true residence. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Alejandra Nicholson Pa (786-660-0340)

Remarks: NEW PRICE!! This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views. Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can easily serve as a third bedroom. The extended rear paver patio lanai provides the perfect space for outdoor living and entertaining and includes a gas grill for your convenience. Inside, you’ll find luxury vinyl flooring, crown molding, tray ceilings in the living room and primary bedroom, hurricane-impact windows, and a tankless water heater. The upgraded kitchen boasts soft-close cabinetry, stainless steel appliances, gas cooktop, custom tile backsplash, designer lighting, quartz countertops, and a center island with breakfast bar.Additional highlights include a well-appointed laundry room with built-in cabinetry and sink.Four Seasons offers exceptional resort-style living with an active lifestyle and abundant amenities, including a clubhouse, two large swimming pools with lap lane, ballroom, game room, card room, full kitchen, coffee bar lounge, fitness center, and tennis, pickleball, and bocce ball courts. Residents also enjoy access to the Mystic Dunes Golf Course and on-site restaurant.Conveniently located near Walt Disney World, major theme parks, and Margaritaville, this home offers easy access to dining, shopping, and live entertainment.Don’t miss this opportunity to enjoy luxury, comfort, and an active lifestyle in one of the area’s premier 55+ communities.

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Harold Olson (407-738-6600)