Kissimmee Homes For Sale & Real Estate - 2508 homes

Remarks: Featuring a private Margaritaville-branded SPA and priced below market for a prompt sale, this desirable two-story cottage offers the ultimate resort lifestyle in the heart of Margaritaville Resort, just 5 minutes from Disney. This impeccably maintained, turn-key property includes Margaritaville Resort-approved furnishings such as furniture, blinds, drapes, TVs, artwork, décor, linens, dishes, and all housewares. The spacious open floorplan offers 4 bedrooms, each with its own en suite bathroom, high-end wood-look tile floors throughout, quartz countertops, elegant wood stairs, a private owner's closet, high ceilings, a WiFi thermostat controlled from your smartphone, and a video doorbell. Outdoor living is enhanced by a lanai and generous extended paver patio, the private spa, and both front and rear covered balconies, with inviting curb appeal in the front and tranquil tropical garden views from the rear. Located within a guard-gated resort community, residents and guests enjoy access to two expansive resort-style pools, a water park with slides and splash areas, multiple on-site restaurants and bars, live entertainment, a state-of-the-art fitness center, a full-service spa, playground areas, scenic walking trails, retail shops, and convenient access to Sunset Walk with its vibrant dining, shopping, and entertainment. Low-maintenance living includes exterior maintenance, grounds care, and lawn service, allowing you to fully embrace the Margaritaville lifestyle in this exceptional property.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: Under contract-accepting backup offers. Short-term rental–approved townhome ideally located in a prime Kissimmee location. Just minutes from Walt Disney World, major attractions, shopping, dining, and with easy access to I-4 and SR-417, this property offers exceptional appeal for investors and vacation homeowners. The main living level features an open-concept design centered around a modern kitchen with updated cabinetry, quality countertops, and contemporary appliances. Offered fully furnished with well-maintained, high-quality furniture, thoughtfully selected to enhance comfort, durability, and guest experience. Bedrooms are arranged across multiple levels, providing privacy and functionality for short-term stays. Located within a well-maintained community offering pool, clubhouse, and recreational amenities, this turnkey townhome stands out for its location, presentation, and strong rental demand.

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

Listing Agent: Anica Beara (407-534-4414)

Remarks: Under contract-accepting backup offers. This townhome is in excellent condition and fully move-in ready, offering strong appeal from day one. It features a functional 3/2.5 layout paired with a convenient two-car garage for added versatility. The interior presents a clean, well-maintained feel throughout. Priced to sell, this property delivers exceptional value in today’s market

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Priced to Sell! Motivated Seller! Stunning 6BD/4.5BA villa, professionally designed, truly a gem at this price! Fully furnished and ready to generate attractive short-term rental income. Enjoy a private pool, modern layout, and access to Solara Resort’s top-tier amenities, heated pool, surf simulator, gym, bar & grill, and more. HOA includes internet, landscaping, and full access to resort perks.

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

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

Remarks: Beautifully maintained 3-bedroom, 2-bath home in the vibrant downtown Kissimmee area. Featuring a generous kitchen with abundant storage, a spacious family room, and a charming living room with custom built-ins. The classic front porch provides the perfect space to unwind and enjoy the Florida breeze. Ideally located near restaurants, parks, and entertainment—this home is a true gem!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Fernando Homs (407-873-9370)

Remarks: If you are looking for a cozy and well maintained home in Kissimmee, make sure to check out this 2 bedroom, 2 baths condo. Very well kept and is upgraded with luxury vinyl flooring, newer AC unit (2023) and all systems maintained and working. 938 sq ft of quiet enjoyment and very quaint living. The home offers a screened porch with a serene view and also has additional storage room inside the patio. The home is in close proximity to the Loop's excellent shopping and dining plazas, major roads and theme parks. Call for more information today!

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

Listing Agent: Tania Graeff (407-797-0607)

Remarks: Welcome to 4306 Hidden Meadow Dr, a beautifully remodeled gem nestled in the charming Cypress Shadows community of Kissimmee. NEW Roof in 2025 NEW Stove and Fridge in 2025 NEW A/C in 2023 Offering 3 bedrooms, 2 bathrooms, and 1,680 sq ft with all of the major things replaced recently. Perfect house to move right in and begin upgrading around you. Step inside to discover a fresh, inviting interior featuring nearly-new carpeting underfoot and newly painted walls bathed in natural light—creating a bright and welcoming ambiance throughout. The open-concept layout, while perfect for everyday life, also sets the stage for entertaining or cozy family time. Situated on a generous 5,750 sq ft lot, the home offers a spacious backyard that's ideal for alfresco living or weekend play. Highlights at a Glance: Gently updated interior with new paint and carpeting Functional, flowing floor plan that enhances livability Sizeable lot with outdoor potential Located in the sought-after Cypress Shadows neighborhood, known for its inviting charm and convenient access to local amenities This move-in-ready home provides a rare opportunity—whether you're an investor eyeing rental potential or a homeowner seeking a comfortable, relaxed Florida lifestyle. Schedule your tour today and imagine life at Hidden Meadow Drive!

Listing is courtesy of: FLORIDA REAL ESTATE CENTER LLC (352-241-7000)

Listing Agent: Dj Wilson, Jr. (352-241-7000)

Remarks: What's Special: Larger Lot | Deep Lot | Deep Backyard | Covered Patio | Loft. New Construction - Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Santa Rosa at 5801 Portico Place in Westview! The open-concept layout connects the kitchen, dining area, and two story great room to create a bright and inviting space, enhanced by upgraded lighting that adds warmth and visual interest. A stainless steel undermount kitchen sink adds a polished touch to the heart of the home. The private primary suite offers a relaxing retreat and features a well-appointed primary bathroom with dual sinks, a spacious shower, and a generous walk-in closet. Secondary bedrooms are well sized and conveniently located near shared living spaces, while the covered lanai extends the living area outdoors—perfect for relaxing or gathering with friends. At Westview, enjoy mornings surrounded by nature with protected wetlands, forested uplands, trails, ponds, and open space. Located near Poinciana Parkway in Kissimmee, you're close to Lake Toho, Lakefront Park, Old Town, and Disney. The Hub offers planned amenities including a fitness studio, rock wall, sports courts, pet park, and a resort-style pool. Additional Highlights Include: covered lanai. Photos are for representative purposes only. MLS#O6394755

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Central FL Dream Home with Resort Amenities! Welcome to one of the original model homes in the highly desirable Eagle Lake community. This 4 Bed, 3 Bath home is ready for its next family, featuring an ideal open-concept layout and a massive 2nd-floor bonus room. The kitchen boasts upgraded 42" cabinets, and the home features a convenient first-floor full bath and bedroom. As a resident, you'll enjoy a vacation-like lifestyle with two pools, a clubhouse, basketball/tennis courts, a soccer field, and the beautiful 64-acre bald eagle preserve. Excellent location minutes from The Loop and major attractions!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sara Nicholas, Pa (407-864-1745)

Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: Under Construction. The popular one-story Cali floorplan offers 4-bedrooms, 2-bathrooms, a 2-car garage with 1,882 sq ft of living space. The open layout connects the living room, dining area, and kitchen, ideal for entertaining. The kitchen boasts quartz countertops, stainless-steel appliances, a walk in pantry and a spacious island. The four spacious bedrooms gives flexibility for various lifestyles. The primary suite located in the rear of the home features a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry room is convenient to all bedrooms. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: This Beautifully renovated 3BD/2BA Condo, in a highly desired Flora Ridge gated community, features Brand New Appliances (3-Door French Door Refrigerator, Range, Over-the-Range Microwave, Dishwasher, Washer and Dryer), Brand New Granite Countertops with Brand New Undermount Sinks in Kitchen and Washrooms, Brand New Luxury Vinyl in the Master Bedroom with Walk-In Closet and Very Large Master Bathroom with Double-Sinks and Standing Shower, Newer flooring throughout, Newer Ceramic Tiles in Kitchen, Bathrooms and Laundry, Decently sized Bedrooms with plenty of natural light, Very Large Living Room and Dining Area as well as Fresh Paint throughout. Nice sized Balcony to enjoy your BBQs. Very well maintained Gated Community. Easy access to The LOOP, all the amenities, restaurants, shopping and medical facilities. ~20-25 mins from Disney, Universal and Orlando International Airport (MCO). Priced right and Ready to Move In, so hurry before it’s gone.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Noman Syed (856-577-8083)

Remarks: Welcome to this inviting and cozy 3-bedroom, 2-bathroom home nestled in the growing community of Kissimme. This property offers a warm and comfortable layout that makes it easy to feel at home from the moment you walk in. The living spaces are designed for everyday comfort, with a kitchen that opens to the main area—perfect for sharing meals, quiet evenings, or casual gatherings. The primary bedroom features its own en-suite bathroom, while the additional bedrooms provide flexible space for guests, a home office, or hobbies. Step outside to a backyard with room to relax, unwind, or create your own outdoor retreat. Whether enjoying a quiet morning or winding down at the end of the day, this space offers plenty of potential. Leased solar panels are in place and will be assumed by the new owner, offering potential energy efficiency benefits. The HOA includes cable and internet services, and there is no CDD fee. Conveniently located near shopping, dining, parks, and major roadways, this home offers a blend of comfort, practicality, and opportunity in an area that continues to grow.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Cristina Mejias (239-258-9262)

Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases. To make ownership seamless, the property is offered fully furnished, creating a true turnkey opportunity. A walk-through tour is available upon request.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Under contract-accepting backup offers. Fabulous 3 Bedroom townhome with Serene Pond Views in Regal Oaks Welcome to your peaceful retreat in the highly sought-after Regal Oaks Resort, just minutes from Central Florida’s premier attractions! This 3-bedroom, 2.5-bathroom townhome offers the perfect blend of comfort, convenience, and resort-style living. Step outside to your private screened lanai and enjoy tranquil views of the southern community pond, where you can relax and unwind in complete serenity after a day of adventure. Inside, you’ll find a spacious open-concept living area, a well-equipped kitchen, and comfortable bedrooms ideal for family and guests. The primary suite includes an en-suite bathroom with large walk in shower and views overlooking the water. Located within the gated Regal Oaks community, residents and guests enjoy resort amenities such as a large pool with water slides, a clubhouse, restaurant, fitness center, and tennis courts — all just moments from world-class dining, shopping, and entertainment. Whether you’re looking for a vacation getaway, investment property, or full-time residence, this Regal Oaks townhome offers the ideal Florida lifestyle — peaceful, private, and perfectly positioned near all the magic. Key Features: 3 Bedrooms | 2.5 Bathrooms Peaceful water views backing onto the community pond Screened lanai and private jacuzzi tub Resort-style amenities in a gated community

Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)

Listing Agent: Paula Casey (689-288-5163)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. 4 bedroom, 3 bathroom pool home offering exceptional flexibility for short term rental, long term rental, or primary residence. Located just minutes from Disney Parks and major Central Florida attractions, this property is ideal for vacation rental investors, Airbnb hosts, second home buyers, or full time residents looking for a home in a high demand area near Orlando’s theme parks. The interior features updated flooring throughout and a spacious layout designed for comfortable living and entertaining. Sliding doors open to the backyard where you will find a screened private pool, creating the perfect setting to relax, host guests, and enjoy beautiful Florida sunset views in the evenings. The fully fenced backyard with no rear neighbors provides privacy and space for outdoor enjoyment while taking in the peaceful sunset backdrop. Recent updates include a newer pool heater and newer hot water heater, adding value and convenience. The roof is approximately 10 years old. Residents enjoy walkable access to pickleball courts, a playground, and a putting green, along with a very low and non-invasive HOA. Conveniently located with easy access to I-4 and 429, this home is approximately 15–20 minutes from Walt Disney World, with quick access to shopping, dining, golf, and entertainment, making it a strong opportunity for Disney vacation rental income, investment property potential, or full time Florida living.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Stunning WATER VIEW HOME on a big lot with a great CURB appeal originally made by Maronda Homes. This home qualifies for a 100% financed USDA loan! NEW ROOF 2024, AC 2021, New FLOORS 2024, NEW BATHROOM 2024, NEWER WATER HEATER 2020. Enjoy the comfort in your OVERSIZED MASTER BEDROOM that is complete with a PRIVATE BONUS ROOM that could be used as an office, home gym, library, or perhaps another walk-in closet. The kitchen is large and ready to host some guests or you can bring guests outside onto the large patio deck for some evening time fun. FLEX BONUS ROOM downstairs that has so much potential or could be a 5th bedroom. The Sunrail train station is about a mile down the street from the neighborhood.

Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)

Listing Agent: Steven Tsukamoto (407-625-1027)

Remarks: Under contract-accepting backup offers. Welcome to this elegant 3,340 SqFt, two story gated waterfront community pool home w/ 5 bedrooms, 4 bathrooms, plus a bonus room with a 3 car garage, upgraded wood cabinets w/ wine rack and crown molding; gourmet kitchen w/ stainless steel appliances; ceramic tile throughout main rooms; lanai view canal linking to Lake Toho.The community includes a state of the art club house, board walks, tennis and basketball courts, and walking & hiking trails. The crown jewel of the community has access to Lake Tohopekaliga (LAKE TOHO) which contains board walks and gazebos where you can enjoy a family stroll or take part in fishing or boating. There is also a water jet pool with lights that will shine at night.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maria Batista (321-208-4649)

Remarks: Welcome to this charming home in Benita Park Kissimmee, Florida! Great for first-time home buyers. This property offers a perfect blend of comfort, convenience, and many possibilities. There are 3 good-sized bedrooms, plus a versatile 4th room ideal for another bedroom, office, or study space. Enjoy the convenience of an adjoining Jack & Jill bathroom, offering flexibility and privacy. Experience the comfort of an inviting layout designed for modern living. The home has vinyl wood finish flooring throughout the home, offering durability and aesthetic appeal. Enjoy the large yard (0.16 acre) with afternoon cookouts also providing ample space for various outdoor activities and entertainment. Enjoy the freedom and flexibility of homeownership without the constraints of an HOA. Benefit from the NEWER ROOF (2019), AC (10 yrs old) works great, updated electrical with Alumicons in the entire home, and plumbing systems also updated, updated kitchen and bathrooms, recently painted and windows replaced, ensuring peace of mind and efficiency. It is located in a desirable area of Kissimmee Benita Park which is close to all amenities, schools, attractions, shopping, dining, entertainment, and major highways for easy commuting less than 15 min to all major attractions (Disney, Universal, downtown Disney, and more. Don't miss the chance to make this inviting property your own and enjoy the convenience and comfort it has!

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

Listing Agent: Richard Garzon (321-239-2273)