Kissimmee Homes For Sale & Real Estate - 2028 homes

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: 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 beautifully upgraded 4-bedroom, 3-bathroom home located in the highly desirable Tapestry community in Kissimmee! This spacious residence offers a versatile layout featuring a huge bonus room—perfect for a home office, additional family room, or even a 5th bedroom to suit your needs. Step inside and enjoy an abundance of natural light flowing through oversized doorways, creating an open and inviting atmosphere throughout. The expansive kitchen is a true centerpiece, boasting oversized countertops, ample workspace, and a cozy eat-in area—ideal for both everyday living and entertaining. Unwind in your screened-in back patio overlooking a scenic wooded area with no rear neighbors—perfect for enjoying your morning coffee in peace and privacy. Situated in a gated, guard-secured community, Tapestry offers resort-style amenities including a clubhouse, fitness center, and sparkling swimming pool. Conveniently located just minutes from shopping, dining, and entertainment at the Loop, this home combines comfort, flexibility, and prime location. Don’t miss your opportunity to own in one of Kissimmee’s most sought-after communities!

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

Listing Agent: Andre Campbell (407-431-1181)

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: 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: 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: $5,000 Price Adjustment! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.

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

Listing Agent: Vinnie Warren (407-516-9612)

Remarks: One or more photo(s) has been virtually staged. Exquisitely maintained and beautifully upgraded, this 2,528 sq ft home is ideally situated on a premium oversized homesite with an exceptional tranquil pond and golf course views. Designed for both everyday living and entertaining, the open-concept floor plan features 2 bedrooms, 2 baths, a spacious private study/den, and an oversized 2-car garage. Enjoy true Florida living in the expansive Florida room and the large covered, screened lanai-perfectly positioned to capture the serene water and golf course views. Inside, tile flooring extends throughout the main living areas, complemented by elegant crown molding and abundant natural light. The well-appointed kitchen is the centerpiece of the home, featuring granite countertops and backsplash, ample prep space, and upgraded cabinetry! It opens seamlessly to the great room and dining area, creating an ideal setting for entertaining or relaxing while enjoying the peaceful views. Updates include New Roof 2024, Central Vacuum System, plantation shutters and a new HVAC system installed in 2025, offering added comfort and peace of mind. Located within the award-winning 55+ community of Solivita, residents enjoy resort-style amenities including 14 community pools, 2 championship golf courses, 3 on-site restaurants, over 250 social clubs, a vibrant village center, and more than 4,200 acres of beautifully maintained grounds. HOA dues include lawn care, irrigation water, highspeed internet and cable service — delivering true maintenance-free living.

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

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

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: Discover the charm of 107 Herring Way, a property that boasts a kitchen with an accent backsplash and a kitchen island for your culinary adventures. The primary bathroom is a haven of relaxation with double sinks, a separate tub, and shower for your convenience. Step outside to a covered patio, perfect for entertaining or simply enjoying a quiet moment. The property also features a in-ground pool, ideal for cooling off on hot summer days. A fenced-in backyard provides a secure outdoor space. The home has been refreshed with fresh exterior and interior paint, giving it a clean, modern look. Experience the comfort and style of this beautifully maintained property. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to 1045 James Dr, a home that boasts a kitchen equipped with all stainless steel appliances. The primary bathroom is a haven of relaxation with a separate tub and shower, and the convenience of double sinks. Step outside to enjoy the covered patio, perfect for entertaining or simply enjoying a quiet evening. The fenced in backyard provides privacy and a space for outdoor activities. The home has been recently updated with fresh interior and exterior paint, giving it a modern and clean look. Additionally, partial flooring replacement has been done, enhancing the overall aesthetic of the home. This property is ready for you to make it your own. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to your dream home located at 200 Garnet Ave, where the living room immediately sets a warm, relaxing tone with soothing colors and an easy flow for everyday life. The kitchen elevates daily cooking with sleek stainless steel appliances, a central island that streamlines prep, and a generous walk-in pantry to keep everything organized. The bedrooms offer a peaceful retreat, with the primary highlighted by a spacious walk-in closet to simplify storage. The bathrooms feel fresh and refined, and the primary boasts double sinks that make morning routines effortless. Though additional flex spaces aren’t detailed, the layout supports comfortable living throughout. Outside, a covered patio invites quiet moments and casual meals in the open air, extending the home’s calm ambiance. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to this beautiful property that boasts a neutral color paint scheme throughout, creating a calming and inviting atmosphere. The kitchen is a chef's dream, equipped with all stainless steel appliances The primary bathroom is a haven of relaxation with double sinks. Step outside to enjoy the patio, perfect for outdoor dining or simply enjoying a quiet moment. This property is a true gem, offering a blend of comfort and convenience. Don't miss out on this opportunity to make this house your home. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to a truly rare opportunity—an exceptional private estate set on over 5 acres, with no HOA, just minutes from ChampionsGate and a short drive to Disney. Properties like this are seldom available, offering a unique blend of peaceful country living and unbeatable convenience in one of Central Florida’s most desirable locations. Tucked away down a private road and secured by an electronic gate, this home delivers the privacy, space, and freedom that are increasingly hard to find. With well water and septic already in place, you’ll also enjoy lower ongoing costs—an added benefit for those seeking both lifestyle and value. The setting is nothing short of special. A beautifully restored and stocked pond greets you on arrival, complete with a dock, fountain, and an abundance of wildlife including birds, Tilapia, and Koi carp. Whether you’re enjoying quiet mornings by the water or evenings around the firepit, this property offers a sense of calm and connection to nature that is hard to replicate. Despite its peaceful setting, the location is exceptionally convenient. Approximately 15–20 minutes from Walt Disney World, 30 minutes to Orlando Airport, easy access to I-4 for travel to both Orlando and Tampa. The home itself has been thoughtfully updated and impeccably maintained, with a new roof (2025), fresh exterior paint (2025), decorative shutters, and a gas water heater. Inside, the layout is both spacious and inviting, designed for comfortable everyday living and effortless entertaining. A large wraparound screened porch with tile flooring and ceiling fans extends your living space outdoors—perfect for dining, relaxing, or unwinding in the hot tub while overlooking your private grounds. The main living area features soaring cathedral ceilings, a wood-burning fireplace, and dual aspect French doors that open to the porch, creating a light-filled and welcoming atmosphere. The open-plan kitchen and dining space is centered around a large island, complete with a gas stove, built-in storage, and bar area—ideal for hosting family and friends. The home offers four generously sized bedrooms, including two ensuite rooms on the ground floor. The primary suite is a true retreat, featuring a custom walk-in closet and a spacious bathroom with double vanities, an oversized shower, and a private sauna. A second ensuite bedroom opens directly onto the porch and hot tub, offering guests their own private escape. Upstairs, a galleried landing overlooks the main living space and provides a flexible area for a study or additional lounge. Two further bedrooms, a guest bathroom, and a fully equipped theatre room with custom seating and surround sound complete the second floor. Beyond the main home, the property continues to impress. A separate 32 x 15 air-conditioned outbuilding is perfectly suited as a home office or games room, offering ideal separation for work or leisure. A large barn ( 45ft x 46ft) with power, two bathrooms, and EV/RV charging capability provides exceptional versatility—whether for personal use, business needs, or income generation through vehicle, RV, or boat storage. An additional parking area further enhances its income potential. This is more than just a home—it’s a lifestyle property offering space, flexibility, privacy, and income potential, all within minutes of world-class amenities. Opportunities like this are incredibly rare. If you’ve been searching for something truly special, this is it.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Nikki Ansons (321-522-9063)