Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: Priced to sell! This stunning home sits in the third and newest phase of the sought-after Windsor at Westside Resort, with also a Private Heated Pool. Featuring 5 bedrooms and 4 bathrooms, it offers the perfect blend of fun and relaxation. One bedroom and bathroom are conveniently located on the first floor, while the remaining 4 bedrooms—including some with fun themed designs—are upstairs, just off the family room. The resort amenities include heated pools, a heated jacuzzi, a heated lazy river, and a full tiki bar at the pool complex. Whether you’re looking for a turnkey short-term rental investment or a second home to call your own, this property is zoned for both.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Caroline De Castro Marcellini (561-319-9009)

Remarks: Huge Price Reduction! Seller Says Sell Now! Seller will give a $5,000 cash closing credit to buyers! Welcome to this popular 2020 Siena model, perfectly positioned on a quiet cul-de-sac, offering exceptional privacy, custom landscaping, and tranquil water views. This beautifully maintained home also features paid solar panels, keeping electric bills under $33 per month and qualifying the property for new-home insurance discounts—a rare and valuable benefit. Inside, the spacious 3-bedroom, 2.5-bath floor plan includes a versatile den/study, ideal for a home office, hobby room, or cozy reading space. The open-concept design flows effortlessly, making the home equally suited for everyday comfort and entertaining. A screened front entry and elegant leaded glass door welcome you into the bright great room, highlighted by a tray ceiling and solar tubes that fill the space with natural light. The gourmet kitchen is a standout, featuring an eat-at bar, granite countertops, tile back splash, cook top, double ovens, and a large walk-in pantry—perfect for both casual meals and hosting gatherings. The extra-large primary suite offers a peaceful retreat with lighted crown molding and two walk-in closets. The en-suite bath includes a spacious walk-in shower and dual sinks for added comfort and convenience. Two additional guest bedrooms, each with walk-in closets, provide ample space for family and visitors. A well-appointed laundry room with custom cabinetry and a utility sink adds to the home’s thoughtful design. The 2-car garage plus golf cart garage offers abundant storage. Step out to the screened lanai and enjoy stunning sunset views over the water—an ideal setting for morning coffee or evening relaxation. Furniture is optional.With its prime location, energy efficiency, and elegant finishes throughout, this exceptional home offers both luxury and smart living and truly captures the Solivita lifestyle—don’t miss it! Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully equipped fitness center, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, shopping, dining, and a brand-new shopping center—featuring Sprouts, Outback and other popular retailers—offering the perfect balance of privacy, convenience, and an active lifestyle

Listing is courtesy of: PELLEGO, LLC (561-414-4614)

Listing Agent: Stan Wilson (850-496-3424)

Remarks: Beautiful fully furnished townhouse located in the highly sought-after resort-style community of Windsor at Westside. This 2-story property features an open-concept floor plan, modern kitchen, and spacious living areas designed for comfort and entertainment. Perfect as a primary residence, vacation home, or short-term rental investment. The home offers excellent income potential and is fully equipped for immediate use. Windsor at Westside is a gated resort community offering world-class amenities including a clubhouse, resort-style pool, fitness center, tiki bar, and more. Conveniently located near Disney, major attractions, restaurants, and shopping.

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!

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

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an electric fireplace and French doors overlooking the pool and mature tree views. The gourmet kitchen is a showpiece with a waterfall island, drop-down range system, top-tier appliances, custom cabinetry, built-in double oven/microwave, wine cooler, and coffee station. A true chef’s delight, it’s designed for hosting family and friends with ease. The primary suite, located on the first floor, offers a stunning walk-in closet and a spa-like bathroom with a freestanding soaking tub, double vanities, separate water closet, and an oversized double-head shower. Upstairs, you’ll find four additional bedrooms with a sleek glass panel railing system, a bonus storage room, and two beautifully renovated Jack & Jill bathrooms. Adding incredible flexibility, a three-car garage with extended roofline includes a private full apartment above the garage with a bedroom, bathroom, kitchen, and living/dining area. Perfect as a guest house, or secondary suite. Outdoor living shines with two covered patio areas, French impact windows, and the expansive screened pool deck. With only $400/Quarter HOA fees, Regal Cove provides an upscale yet affordable lifestyle, ideally located near Lake Tohopekaliga with a public boat ramp less than a minute away. You’ll also enjoy easy access to the FL Turnpike, Publix, Walmart, and all of Kissimmee’s conveniences. This is a rare opportunity to own a modern, custom-renovated pool home with an in-law suite in one of Kissimmee’s most desirable gated communities. Schedule your private showing today and experience the perfect blend of country charm and modern luxury.

Listing is courtesy of: FIERCE REALTY (407-758-5179)

Listing Agent: Rachel Coolidge (207-522-0838)

Remarks: Virtually Staged. New Roof March 2026! Welcome to this move-in-ready model offering a stunning wooded view! Built in 2006, this beautifully upgraded home features 1,507 square feet of living space, including 2 bedrooms, 2 bathrooms, a private study, and a 2 car garage. Meticulously maintained, the home truly shows like a model and includes open-concept kitchen, dining, and gathering areas, all perfectly positioned to capture the views. The gorgeous kitchen boasts quartz countertops, tile backsplash, stainless steel appliances, Luxury Vinyl flooring extends throughout the home, additional recessed lighting, and upgraded baseboards for a polished finish. A secondary bedroom and full bathroom provide comfort for guests, while the primary suite is privately tucked away at the rear of the home, offering a peaceful retreat complete. Located within walking distance to the Village Center, this home is part of the highly sought-after Solivita community, known for its exceptional resort-style amenities. Residents enjoy 14 heated outdoor pools, an indoor pool and walking track, state-of-the-art fitness centers, pickleball courts, lighted tennis courts, golf, over 250 clubs, three community restaurants, and weekly farmers markets every Monday and Friday. Conveniently situated just 30 minutes from Disney and Orlando’s top attractions, with Publix, Aldi, and Super Walmart only minutes outside the main gate. Directly across from the Solivita main entrance is the new Poinciana Lakes Plaza, featuring an outstanding selection of shopping and dining including Sprouts Grocery, Ross, TJ Maxx, ULTA Beauty, Burlington, Rack Room Shoes, Petco, Hair Cuttery, Outback, 5 Guys, First Watch, urgent care, dental offices, and TD Bank. This exceptional home delivers comfort and convenience—don’t miss your opportunity to make it yours!

Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)

Listing Agent: Sarah Bouton (407-446-6707)

Remarks: Welcome to Encantada Resort. Situated just minutes from Disney, Universal Studios and Central Florida's attractions, this FULLY FURNISHED, updated 2-bedroom, 2.5-bath townhome offers proven income opportunity. The first floor features an updated kitchen, spacious living and dining area, a half bath and a laundry room. Sliding glass doors open to a screened lanai where a hot tub awaits after a long day out. Upstairs, both bedrooms are generously sized, each complete with it's own en-suite bathroom, walk in closet and TV. This home is being sold FULLY FURNISHED and boasts of a strong rental history, making it a great opportunity for short-term or long-term rentals for investors or anyone seeking a turnkey vacation home.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Rita Johnson (407-923-6071)

Remarks: Welcome to 3471 Dovetail Avenue, a beautifully maintained home offering comfort, space, and convenience in the heart of Orlando. This residence features a functional open layout designed for everyday living and entertaining, with natural light throughout and well-proportioned living areas that create a warm and inviting feel. The kitchen flows seamlessly into the main living space, making it ideal for hosting or family gatherings. Bedrooms are generously sized, offering privacy and comfort, while the primary suite provides a relaxing retreat at the end of the day. Step outside to enjoy a private outdoor space perfect for relaxing, entertaining, or future customization. Located in a desirable area close to shopping, dining, major highways, and schools, this home offers both lifestyle and convenience. Additional highlights: Well-maintained and move-in ready Functional floor plan with great flow Strong location with easy access to major Orlando corridors Ideal for both homeowners and investors Seller Incentive: Seller may consider contributing toward buyer closing costs with an acceptable offer.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Huda Khokhar (262-226-7528)

Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ayrys Torres (407-227-5046)

Remarks: Welcome to a fantastic investment opportunity in a prime location! This property is situated close to schools, shopping centers, restaurants, retail stores, and hospitals, ensuring convenience at every turn. The main home features 3 bedrooms and 2 baths, along with two separate efficiency units, each with its own bedroom, kitchen, and private entrance—making it perfect for maximizing rental income. Whether you’re an investor seeking great returns or a first-time homebuyer looking for a property with income potential, this home offers immense possibilities. Don’t miss out—schedule your private showing today!

Listing is courtesy of: C&D INTERNATIONAL REAL ESTATE (305-305-2021)

Listing Agent: Jesmy Hernandez (407-493-8589)

Remarks: Short Sale. SHORT SALE – Welcome to this beautifully maintained 2-bedroom, 2.5-bath home located in the highly sought-after Margaritaville Resort Orlando community. Offered fully furnished, this property is ideal as a primary residence, second home, short-term vacation rental, or long-term investment property. This charming two-story home features inviting coastal-inspired architecture, bright and airy living spaces, and a functional floor plan designed for comfortable living and exceptional rental performance. The private rear patio provides the perfect space for outdoor dining, relaxation, and enjoying Florida’s year-round sunshine. One of Margaritaville Resort Orlando’s most desirable floor plans, this immaculately maintained home has a strong rental history and is located just minutes from Central Florida’s world-famous attractions. Residents and guests enjoy access to outstanding resort-style amenities, including multiple swimming pools, a fitness center, full-service spa, water park access, on-site restaurants and bars, and scenic walking trails throughout the community. The home is also within walking distance of Sunset Walk, a vibrant entertainment district featuring live music, boutique shopping, family-friendly attractions, and an impressive selection of restaurants and nightlife. Low-maintenance resort living includes exterior home maintenance, landscaping, lawn care, and 24/7 gated security with both staffed and roaming patrols. Ideally located just minutes from Walt Disney World Resort, including Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom, with easy access to Universal Orlando Resort, SeaWorld Orlando, and ICON Park. This is a rare opportunity to own a turnkey home in one of Orlando’s premier resort communities.

Listing is courtesy of: MORGAN PROPERTY SOLUTIONS INC (407-982-7097)

Listing Agent: Migdalia Maldonado (407-925-6999)

Remarks: Investor Alert! High-Income Producing Property in Premier Vacation Resort! Welcome to this beautifully furnished 6-bedroom, 4.5-bath home located in the exclusive Solara Resort, just minutes from Walt Disney World, Universal Studios, and Orlando’s top destinations. This home is a proven income generator, producing over $62,000 in gross revenue in just 1.5 years, with additional income potential of $66,600 annually at only 60% occupancy (AirDNA data). Whether you're looking to capitalize on short-term rentals or extend into mid-term stays through platforms like Furnished Finder, this home offers a turnkey investment opportunity with reliable returns. Thoughtfully designed to deliver comfort and performance, this home comes fully furnished with a high-end package, making it immediately ready to rent. The layout includes spacious living areas, a large open-concept kitchen, and multiple entertainment zones—ideal for families and groups. Outside, enjoy the heated private pool and hot tub, perfect for relaxing under the Florida sun or hosting BBQs in a serene, fenced-in backyard. Guests will enjoy an unbeatable experience with access to Solara Resort’s resort-style amenities, including a grand clubhouse, heated resort pool, restaurant/bar, coffee lounge, surf simulator, fitness center, sundry shop, playgrounds, full-sized basketball and soccer fields, sand volleyball court, game room with virtual sports simulators, poolside cabanas, and more. The community is gated and secure, offering peace of mind and luxury in one of Orlando’s most desired STR-approved areas. Solara's strategic location also offers easy access to Disney Springs, SeaWorld, International Drive, major highways, shopping, dining, and is within driving distance to Florida’s world-famous beaches—making it highly attractive to domestic and international vacationers. This is more than a vacation home—it’s a smart, income-producing asset in one of Central Florida’s top-performing short-term rental communities. Major Price Improvement – Don’t Miss This Opportunity!Schedule your private showing today and take the next step in growing your investment portfolio.

Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)

Listing Agent: Gilberto Imery (561-927-5412)

Remarks: FURNISHED TURNKEY UNIT - Welcome to 3308 Tranquil Trail, Kissimmee, FL 34787 — a fully furnished, newer construction home that’s the perfect turn-key short term rental investment or primary residence. Ideally located just minutes from Orlando International Airport (MCO), Walt Disney World, Universal Studios, and International Drive, this property offers unbeatable access to Central Florida’s top attractions. With modern finishes and an open-concept layout, this home is move-in ready and offers flexibility for short-term rentals, long-term leasing, or full-time living. Whether you’re looking to invest or settle down, this property is ready to meet your needs!

Listing is courtesy of: PREMIER BROKERS INTERNATIONAL (561-855-6179)

Listing Agent: Gabriela Santiago (515-554-8713)

Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath residence offering both comfort and privacy! Freshly painted on the exterior, this home features great curb appeal with mature landscaping and a charming covered front porch perfect for relaxing. Step inside to find an open and spacious split floor plan with tile flooring throughout the main living areas and abundant natural light. The kitchen is designed for both function and entertaining, featuring granite countertops, stainless steel appliances, dark wood cabinetry, breakfast bar seating, and plenty of prep space. The private primary suite offers dual vanities, a garden tub, separate walk-in shower, and a walk-in closet. Additional bedrooms provide flexibility for family, guests, or a home office, while the large interior laundry room adds extra convenience. The oversized dining area flows seamlessly to the screened lanai where you can enjoy peaceful preserve views with no rear neighbors. Nature lovers will appreciate the eagle’s nest located along the backyard tree line, offering a unique opportunity for bird watching right from your own backyard. Conveniently located near shopping, dining, schools, and major roadways. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Christina Laidley (954-579-3742)

Remarks: INVESTORS, A GREAT OPPORTUNITY! This three bedroom, two bath condo with assigned parking and community pool. Open floor plan with great room flowing into kitchen. Make The Villas at Somerset your new home. Property is located off of Poinciana Blvd and US 192. Minutes from Disney and all Central Florida Attractions.

Listing is courtesy of: A+ HOME RENTALS LLC (407-557-8929)

Listing Agent: Evelia Ibrahim (407-694-3487)

Remarks: Under contract-accepting backup offers. Terra Verde Resort | Private Screened Courtyard with Hot Tub | Steps to Community Pool & Amenities | Zoned for Short-Term Rental | Welcome to this recently updated, fully furnished three-bedroom, two and a half bath, two-story townhome located in the guard-gated resort community of Terra Verde. Enjoy your own private screened-in courtyard featuring a relaxing hot tub, all within close proximity to the community pool and resort-style amenities. Terra Verde offers, a zero entry pool, spa, fitness center, Tiki bar, tennis, movie theater, miniature golf, beach volley ball, basketball court and a fishing lake. This home is zoned for short-term rental and currently operates as an active Airbnb, offering revenue potential to help offset the cost of vacation-home ownership. Recent updates completed in 2025 include new flooring throughout the home. Additional 2024 improvements include a new hot tub with updated electrical panel, granite countertops in the kitchen and baths, plus a new washer, dryer, and dishwasher. In 2023, the AC unit and all toilets were replaced. Conveniently located just 7.2 miles from the Walt Disney World Resort, the property is close to shopping, restaurants, outlet malls, major attractions, and the airport, making it ideal as a vacation getaway, investment opportunity, or residence.

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

Listing Agent: Michael Prendergast (813-362-4837)

Remarks: Experience luxury living in the premier gated community of Tapestry! This stunning residence at 3020 Cardillino Way offers the perfect blend of modern elegance and resort-style comfort. From the moment you arrive, you’ll be captivated by the curb appeal and meticulously maintained surroundings. Inside, the home features a spacious, open-concept floor plan designed for contemporary living, boasting abundant natural light and high-end finishes throughout. The gourmet kitchen serves as the heart of the home, flowing effortlessly into the expansive living and dining areas—ideal for hosting family and friends. Living in Tapestry means more than just a beautiful home; it’s a lifestyle. Residents enjoy exclusive access to world-class amenities, including a zero-entry sparkling pool, a splash pad, a state-of-the-art fitness center, a grand clubhouse, dog parks, and scenic walking trails. Strategically located just minutes from The Loop, you’ll have premier shopping, dining, and entertainment right at your doorstep. With quick access to the Florida Turnpike and Osceola Parkway, you are perfectly positioned for a short commute to Orlando International Airport and all major theme parks. Whether you are looking for a forever home or a high-end investment, this property is a must - see. Schedule your private tour today and start living the Tapestry lifestyle!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Don’t miss this excellent investment opportunity in the heart of Kissimmee. This well-maintained duplex features two separate units, each offering 2 bedrooms and 1 bathroom, situated on a fully fenced corner lot with private entrances. Zoned T4-O, this property provides excellent flexibility and long-term investment potential. Conveniently located just a few blocks from Downtown Kissimmee, with easy access to shops, restaurants, and the beautiful Kissimmee Lakefront Park. The property is also close to the intermodal Lynx bus station and SunRail, making transportation easy for tenants. Ideal for investors seeking immediate rental income or owner-occupants looking to live in one unit and rent the other. This is a must-see opportunity at this price point.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Emiliana Puche Espinoza (407-561-8864)

Remarks: BEST VIEW OF THE WATER PARK AND LAKE! Boasting one of the most coveted views in the resort, welcome to Unit 3220 The Grove Resort & Water Park! This expansive 2-bedroom, 2-bathroom residence offers a "Superior View" that sets it apart, providing breathtaking panoramas of the Surfari Water Park and the lush Florida landscape from your oversized, private screened-in balcony. This rare corner-style layout is fully furnished and designed for luxury, featuring a gourmet kitchen with quartz countertops and a spacious living area that comfortably hosts the whole family. As an owner, you and your guests enjoy VIP access to world-class amenities, including a flow-rider surf simulator, dual water slides, a 695-foot lazy river, and multiple heated pools. Located just minutes from the Walt Disney World Western Way entrance, this turnkey property is managed by a professional on-site team, maximizing its potential as a high-performing short-term rental. Experience the perfect blend of serenity and excitement with the best views The Grove has.

Listing is courtesy of: WELCOME HOME REALTY GROUP LLC (305-904-4866)

Listing Agent: Consuelo Vilar (305-904-4866)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and location. Inside, you’ll find multiple living spaces including a formal living room, dining room, and a spacious family room—ideal for both everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. The primary suite features a large bathroom complete with a soaking tub and separate walk-in shower, providing a relaxing retreat. Step outside to your private backyard oasis with a screened-in pool and fully fenced PVC yard—perfect for enjoying Florida living year-round. Additional updates include a newer AC system installed in 2023 for added peace of mind. Located in the desirable Cranes Cove community, residents enjoy low HOA fees and access to a community pool. Just minutes from The Loop shopping center, you’ll have convenient access to restaurants, movie theaters, shopping, and more. Plus, you’re a short drive to Disney and all that Central Florida has to offer. Whether you’re looking for a primary residence, investment property, or vacation home, this one truly checks all the boxes.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Dominick Florio (321-377-4045)