Kissimmee Homes For Sale & Real Estate - 2370 homes

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: One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Regan Jackson (407-421-1420)

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)

Remarks: Welcome to this Stunning lakefront pool home with direct water access and a private boat dock, located in the highly sought-after, gated, resort-style community of Bellalago in Kissimmee, Florida—just 30 minutes from Walt Disney World and major attractions. This beautifully designed Spanish Mediterranean residence offers approximately 3,700 total square feet, featuring 4 bedrooms, a versatile flex room, and a spacious 3-car side-entry garage. From the moment you arrive, you’ll be impressed by the oversized driveway with elegant red pavers and the home’s striking curb appeal. Inside, the open-concept layout provides both functionality and comfort, with well-defined living spaces enhanced by tile flooring, recessed lighting, and a split-bedroom design for added privacy. The upgraded kitchen is equipped with stainless steel appliances, including double wall ovens, cooktop, microwave, and refrigerator, along with granite countertops, a large center island, 42-inch cabinetry with crown molding, and under-cabinet lighting—perfect for everyday living and entertaining. The expansive primary suite features tray ceilings, dual walk-in closets, and beautiful views of the pool, lake, and surrounding nature preserve. The en-suite bath includes dual vanities with granite countertops, a walk-in shower, and a relaxing jacuzzi tub. Bedrooms two and three share a convenient Jack-and-Jill bathroom, while a private guest suite toward the rear offers its own bedroom and bath—ideal for visitors. Step outside to your private outdoor retreat, complete with a heated pool powered by solar panels, an oversized sun deck, and a covered lanai with motorized sunshades and integrated audio system. Enjoy peaceful lake views, breathtaking sunsets, and direct access to boating or fishing right from your backyard. Residents of Bellalago enjoy a true resort lifestyle with 24-hour security, fitness centers, tennis and basketball courts, an on-site restaurant, and access to a charter school. This exceptional property offers the perfect blend of luxury, comfort, and waterfront living. Contact us today to request a private video tour—this home won’t last

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

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

Remarks: One or more photo(s) has been virtually staged. Move-in ready 3-bedroom, 2-bath home with a versatile bonus room in Kissimmee! Built in 2018, this well-maintained property offers over 1,600 sq ft of open living space with split bedrooms for privacy. The modern kitchen features updated appliances, ample cabinet storage, and a large pantry. The spacious primary suite includes a walk-in closet and dual vanity bath, while two additional bedrooms and a bonus room with French doors provide flexibility for family, guests, or a home office. Enjoy Florida living in your fully fenced backyard with no rear neighbors. A 10x30 covered screened porch is perfect for outdoor relaxation, and the powered shed with windows offers endless possibilities—ideal for a she shed, man cave, or private office. Less than a mile away, Poinciana Community Park provides a wide range of recreational facilities, including a 0.75-mile paved walking path, playground, baseball fields, cricket pitch, and basketball courts. The park also features multipurpose fields, a rentable pavilion for events, and a dog park with separate areas for large and small dogs, agility equipment, water fountains, and shaded areas for owners. Additional highlights include a 2-car garage, stone front accents, sprinkler system, and a large 9,696 sq ft lot. Conveniently located near shopping, dining, schools, and major highways, this home combines comfort, convenience, and a variety of nearby amenities. Features: 3 Bedrooms | 2 Baths | Bonus Room | 2-Car Garage | Powered Shed | Screened Porch | Large Fenced Yard | Resort-Style Amenities Nearby

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Claudia Villarroel (407-952-4779)

Remarks: Property to be sold AS-Is only. Owner motivated.

Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)

Listing Agent: Mara Rodriguez (407-556-4315)

Remarks: This property qualifies for a $5,000 Chase Homebuyer Program incentive.Welcome to this beautiful 3-bedroom, 2-bathroom townhouse located in a desirable gated community CYPRESS LAKES. This home features an open floor plan with ceramic tile flooring throughout, a spacious living and dining area, and a well-appointed kitchen with ample cabinetry and counter space. Enjoy the screened rear porch with additional storage, perfect for relaxing and enjoying the Florida lifestyle. The primary suite includes a private en-suite bathroom, and all bedrooms offer comfortable space. Additional features include a newer roof (2018), assigned parking, and access to the community pool. Conveniently located near major highways, Orlando International Airport, VA Hospital, Nemours Hospital, NeoCity, shopping, and dining. Schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Veronica Caceres (407-431-1266)

Remarks: Welcome to your Florida lifestyle upgrade in this stunning 4-bedroom, 3.5-bath pool home located in the desirable Shingle Creek Reserve golf course community near the north end of Lake Toho. This two-story residence offers excellent curb appeal with manicured landscaping, a covered front porch, and inviting walkways. Inside, you’ll find upgraded flooring, tray ceilings, crown molding, and abundant natural light throughout. The spacious family room flows into a gourmet kitchen featuring granite countertops, 42” cabinets, stainless steel appliances, custom backsplash, butler’s pantry, and an eat-in bar with pendant lighting. A casual dining area overlooks the screened pool, while formal living and dining spaces provide flexibility for entertaining, a home office, or additional living areas. The first-floor owner’s suite offers privacy and comfort with dual vanities, a frameless glass shower, and a separate water closet. Upstairs includes additional bedrooms, bathrooms, and a versatile loft space. Step outside through sliding doors to enjoy the screened-in pool and spa with a paver deck, perfect for year-round Florida living. Community amenities include access to The Oaks National Golf Course, tennis courts, parks, and playgrounds, with convenient proximity to shopping, dining, and major roadways.

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

Listing Agent: Carolina Marte De Los Santos (689-239-4079)

Remarks: Under contract-accepting backup offers. Price Reduced !!! Exceptional Value . move in ready, prime location, motivated seller-bring offers before this oppurtunity disappears !!! This beautiful townhome is a smart choice for anyone looking for space, comfort, and value. It offers 3 bedrooms, 2.5 bathrooms, and a large 2,043 square feet of living space. The home is in great condition and has been recently repainted, giving it a fresh, clean look. All appliances are included, so you can move in with ease. The open floor plan makes the home feel bright and roomy, with plenty of space to relax, work, or entertain guests. There is also lots of potential to make it your own style. Located in a growing area near Valencia College Poinciana Campus, this home is close to schools, shopping, and daily needs. Best of all, it is the lowest priced home in the community, making it an amazing deal. Don’t miss this opportunity—homes like this sell fast. Come see it today and imagine your future here!

Listing is courtesy of: GOLDEN PALMS REALTY OF FLORIDA (407-944-4822)

Listing Agent: Ben Robles, Jr. (321-437-9939)

Remarks: Located in the guard-gated community of Tapestry, this home offers a spacious and functional layout with 5 bedrooms and 4.5 bathrooms. It features multiple living areas, generously sized bedrooms, and a well-designed floor plan. The first floor includes one bedroom with a full bathroom, in addition to a convenient half bath. Upstairs, you’ll find four bedrooms—two with private bathrooms (including the primary suite) and two that share a full bath. Ideally situated just steps from the clubhouse and its resort-style amenities, the property also features two separate garages. Residents enjoy access to a community pool, fitness center, and beautifully maintained common areas. Buyers and/or buyer’s agents are responsible for verifying all information and measurements.

Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)

Listing Agent: Dulce Andonie (571-471-0237)