Kissimmee Homes For Sale & Real Estate - 3186 homes

Remarks: Under contract-accepting backup offers. Introducing an exceptional and beautifully maintained 5-bedroom, 4 full bath, and 2 half bath residence, ideally situated on a quiet cul-de-sac, offering both privacy and a serene setting. This home seamlessly blends elegance, comfort, and resort-style living. Thoughtfully designed with both functionality and sophistication in mind, this expansive property offers a rare opportunity for multi-generational living with a fully equipped attached in-law suite featuring its own private entrance, full kitchen, washer and dryer, and both a full and half bath. From the moment you enter, you are greeted by soaring ceilings, abundant natural light, and refined architectural details that create a warm yet grand ambiance. The heart of the home is a beautifully appointed gourmet kitchen, complete with a spacious island, sleek marble countertops, stainless steel appliances, and a generous pantry—perfect for both everyday living and upscale entertaining. Upstairs, a versatile loft overlooks the outdoor deck and provides the ideal space for a media room, office, or additional living area, enhanced by custom built-in shelving. The home also features a cozy wood-burning fireplace, adding charm and character to the living space. One of the bedrooms includes a built-in Murphy bed, making it an ideal and flexible space for a home office or guest room. Step outside to your private backyard retreat featuring a sparkling pool and spa with approximately 24,000 gallons of water, complemented by tranquil pond views that create a serene, picturesque setting. A convenient pool bath enhances the outdoor experience, making this home ideal for entertaining. Additional premium features include a roof approximately five years old, multiple newer AC units (including one less than a year old) for optimal efficiency, porcelain tile flooring, two water heaters, and a functional laundry chute for added convenience. The garage offers a dedicated workshop area, perfect for hobbies, storage, or projects. This home is the perfect blend of space, luxury, and thoughtful design—offering an elevated lifestyle in a truly stunning setting

Listing is courtesy of: LAWYERS REAL ESTATE (321-951-7077)

Listing Agent: Jimletta Vareene-Thomas (407-758-2555)

Remarks: Vacant and motivated to sell! The seller is offering a $3,000 credit to buyer at closing to put toward a kitchen refresh, perfect for updating appliances or adding personal touches for full priced offers. The seller has an assumable FHA mortgage with a low interest rate. This well-maintained 3-bedroom, 2-bath home features vaulted ceilings and a spacious open living area that flows seamlessly into the dining and kitchen spaces. The primary suite includes dual closets and a private bathroom. The fully fenced backyard offers a quiet, low-maintenance outdoor space with room to entertain or unwind. A water softener is already installed, adding to the home’s everyday comfort. The low $90 monthly HOA fee includes Spectrum cable and high-speed internet, providing excellent value and convenience. Located near shopping, dining, and major roads, this home is move-in ready and packed with practical features. Don’t miss your chance to own a great home with strong value and added incentives!

Listing is courtesy of: JAMES F. HURST II, BROKER (407-383-4561)

Listing Agent: Evan Fischer (407-928-1562)

Remarks: Welcome to this beautifully updated beach-themed oasis, a fully renovated and furnished STR home located in the heart of Kissimmee. This property underwent a complete renovation in 2022, featuring a modernized kitchen with updated cabinetry, countertops, and appliances, along with new flooring and fresh interior paint throughout. Major capital improvements include a new roof (2022) and a recently resurfaced private pool (2025), offering peace of mind and long-term value. Designed for both comfort and functionality, each bedroom features its own dedicated full bathroom, providing privacy and convenience for guests—an setup for STR and multi-family use. The home also includes a converted garage game room equipped with ping pong, foosball, and arcade games, creating a fun and engaging entertainment space that enhances guest experience and rental appeal. The open-concept layout flows seamlessly to a screened-in lanai and private pool area, delivering the indoor-outdoor living experience for entertaining or relaxing after a day at nearby attractions. Located just minutes from Walt Disney World, shopping, dining, and major highways, this home is perfectly positioned for both strong STR income potential and long-term appreciation. The HOA provides exceptional value, including lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable, and a 24/7 manned guard gate for added security and convenience. Residents and guests enjoy access to a resort-style amenity package, including a large clubhouse, tropical community pool with water park slide and zero-entry access, open-air lounge, convenience store, fitness center, movie theater, billiards/game room, table tennis, lighted basketball and tennis courts, sand volleyball court, putting green, RV/boat parking area, and multiple playgrounds.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Seller may consider buyer concessions if made in an offer ~ Welcome to opportunity in the GUARD GATED ~ RESORT COMMUNITY of Windsor at Westside – a FULLY FURNISHED ~ TURN KEY 5-bedroom, 4.5-bath PRIVATE POOL townhome that books well as a short-term rental and is ready to generate income from day one! Thoughtfully designed and tastefully decorated, this home feels light, bright, fresh, and truly move-in ready. TILE FLOORS flow throughout the main living areas, complemented by crown molding that elevates the OPEN CONCEPT living and dining spaces. The modern kitchen is both functional and stylish, featuring STAINLESS STEEL APPLIANCES, a tiled backsplash, ample cabinet and counter space, recessed lighting, pantry storage, and a large ISLAND with bar seating under pendant lighting – perfectly positioned to overlook the living and dining areas, making staying connected and entertaining effortless. A built-in drop zone at the foyer adds convenience for guests arriving and departing, while the covered front entry enhances curb appeal. The flexible floor plan includes a MAIN FLOOR BEDROOM & FULL BATH – ideal for multi-generational stays or guests who prefer first-floor accommodations. Upstairs, you will find the generous PRIMARY SUITE, a secondary en-suite bedroom with its own private bath, and additional well-appointed bedrooms and bathrooms designed with comfort and functionality in mind. Step outside to your COVERED PAVER LANAI and PRIVATE SCREENED POOL – a must-have for today’s vacation rental guests – complete with a convenient poolside half bath. Whether guests are soaking up the Florida sunshine poolside or floating the lazy river at the clubhouse, this property delivers the FULL RESORT EXPERIENCE. In addition to your private pool, Windsor at Westside offers a stunning community pool, clubhouse, fitness center, restaurant, game room, and one of the area’s most sought-after lazy rivers – amenities that consistently attract repeat bookings. The 1-car garage adds storage and owner convenience, while the LOW MAINTENANCE townhome lifestyle makes this an easy choice for investors or vacation home/second-home buyers alike. Located just minutes from world-famous theme parks, championship golf courses, premier shopping and dining, and with easy access to US-27 and 192, Windsor at Westside remains one of Kissimmee’s sought-after short-term rental communities. If you have been searching for a well-performing, fully furnished, income-producing vacation home in a true resort-style community – this is the one! Call today for more information and schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: OPPORTUNITY! AMAZING TOWNHOME IN STOREY LAKE, with PRIVATE POOL, fully FURNISHED, very well located, near the new Club in the Cove area. Storey Lake is a very complete community with a great location, close to Disney`s Parks, and close to restaurants, shops, Outlet and 30 minutes from the Airport. (Some new pictures will be posted soon)

Listing is courtesy of: AMG INTERNATIONAL REALTY (305-761-2655)

Listing Agent: Maria Luiza Ferreira Drummond (305-988-0100)

Remarks: What's Special: Deep Backyard | Covered Patio | High Ceilings. New Construction - Ready Now! Built by America’s Most Trusted Homebuilder. Welcome to the Captiva at 5794 Portico Place in Aden North at Westview! Step through the front porch into an inviting foyer with a half bath and laundry across from the garage entry. Continue to the designer kitchen with pantry and L-shaped counters overlooking the dining area and great room, where soaring two-story ceilings create an airy feel. From here, access the sunny lanai for outdoor dining. The tucked-away primary suite offers a spa-inspired bath and walk-in closet, while upstairs features three bedrooms—one with ensuite—and a shared full bath. At Aden North at Westview, enjoy protected wetlands, forested uplands, and miles of trails. Located near Poinciana Parkway, you’re close to Lake Toho, Kissimmee Lakefront Park, and Walt Disney World. The Hub amenity center offers a fitness studio, rock climbing wall, sports courts, pet park, and resort-style pool. Additional Highlights Include: Bedroom 4 in place of loft, and covered lanai. Photos are for representative purposes only. MLS#O6352091

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

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

Remarks: This beautiful townhome offers resort-style living within the Kindred community. The property features new flooring upstairs and has been freshly painted. Upgraded tile covers both the first and second floors, complemented by granite countertops in the kitchen. An oversized driveway and attached single-car garage provide ample parking. Residents of the neighborhood enjoy exceptional amenities, including a beach-entry pool, splash pad, fitness center, tennis court, multiple tot lots, clubhouse, walking trails, and additional features. The home is conveniently located near Route 192 and the Turnpike, minutes from downtown Kissimmee, Neo City, Lake Nona/Medical City, and Orlando International Airport.

Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)

Listing Agent: Javier Angulo (407-394-6607)

Remarks: Discover this fully furnished and recently renovated 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms. The home features a beautifully updated kitchen with new cabinets and countertops, luxury vinyl flooring in the main living area, and a functional split floor plan with the primary suite separate from the additional bedrooms. Tasteful décor throughout makes this condo truly turnkey for personal use or short-term rental. Windsor Palms offers a full range of resort amenities, including a swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional perks—such as table tennis, BBQ picnic areas, and scenic walking paths—provide endless ways to enjoy the Florida lifestyle. Ideally located just minutes from Disney World and close to major highways, this property ensures quick access to Orlando’s attractions, as well as nearby dining and shopping options. Don’t miss the chance to own a beautifully updated condo in one of the area’s most desirable resort communities. Schedule your showing today.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: This breathtaking, renovated 4-bedroom, 3-bath pool home spans an impressive 2,331 square feet of thoughtfully designed living space. Located on the corner of a quiet cul-de-sac. This pool home perfectly blends elegance, comfort, and functionality. From the moment you enter, you'll be impressed by the spacious foyer that opens to a formal living and dining area that leads into the family room and kitchen. The large modern stylish kitchen showcases a designed to impress and perform. Featuring brand-new cabinetry, sleek quartz countertops, stainless steel appliances, and plenty of space for cooking and entertaining. Discover the expansive primary suite a true sanctuary that offers privacy and stunning views of the pool, lanai, and pond. This beautifully designed space is perfect for unwinding after a long day. Indulge in the luxurious primary bath that delivers a true oasis feel, complete with a freestanding soaking tub, a brand-new Shower for a refreshing experience, stunning quartz countertops paired with modern cabinets. While each bathroom showcases brand-new custom tile showers, modern vanities, and quartz countertops that feel straight out of a design magazine. All four bedrooms offer comfortable, usable space and functionality. The fourth bedroom conveniently located at the rear of the home with its own bath, with an entrance that provides ideal privacy for guests or in-laws. The home includes an indoor laundry room for added convenience. Step into your own private paradise with a large, covered lanai overlooking the newly resurfaced pool and tranquil pond offers the perfect setting for outdoor living and entertaining. The home's location offers convenient access to major highways, shopping, dining, and is minutes from Orlando International Airport. This move-in-ready home combines elegance, practicality, and the best of Florida living.

Listing is courtesy of: LARIMAR REALTY (407-483-1600)

Listing Agent: Betty Pena (407-460-1218)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom single-family home located in the Poinciana community of Kissimmee. This property features an updated kitchen with modern finishes and ample cabinet space, offering a functional and comfortable space for everyday living. The home includes a flexible bonus room that may be used as an office, den, or guest area (buyer to verify permitted use). The layout provides defined living and dining areas designed for practicality and convenience. Situated on a generously sized lot, the property offers space for outdoor use and future possibilities. Conveniently located near schools, shopping centers, and major roadways. Must see in person Appointment require.

Listing is courtesy of: POPULAR REAL ESTATE (562-753-1950)

Listing Agent: Rick Morales (562-753-1950)

Remarks: This gorgeous home is your perfect investment opportunity located in the luxurious Award Winning Community of Terra Verde Resort , This fully furnished 5 bedrooms ,3 baths pool home, is a high income producing with strong short term rental performance and consistent occupancy. Step into a spacious interior, with exceptional blend of elegance, privacy and comfort, where natural light fills every corner and meticulously designed living spaces creates perfect balance between style and functionality. Enjoy the best of Florida living, where sunny days are spent relaxing by your private pool with jacuzzi and gorgeous views to a nature reserve. Recent updates include a beautiful refreshed pool area, new flooring in the master and guest bedrooms a new tv in the guest bedroom, fresh interior paint in the master bedroom, newly painted exterior pool deck and new AC compressor, new water heater 2024, new pool heater 2026, new washing machine adding comfort, style and value to this exceptional property! Terra Verde Resort is one of most beautiful gated resorts in Central Florida, with numerous awards winning amenities, such clubhouse with concierge, fitness center , basketball, tennis court, volleyball, spa , hot tub ,and swimming pool,Tiki bar , miniature golf and much more! The HOA includes all the amenities, cable, lawn care, internet, trash pickup and 24 hours gate security. It’s just a few minutes from Disney and others great theme parks, close to Orlando International Airport and many stores, supermarkets and pharmacies and just 90 minutes to East and West beaches! Don’t miss this opportunity to own this beautiful high producing vacation home.Submit your offers today!

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Christiane Wahl (407-252-1722)

Remarks: Updated 3-bedroom, 2-bath home in Windward Cay offering flexibility for a variety of uses. Recent improvements include a 2021 roof, hurricane-impact windows and sliding glass door (2021), A/C (2023), water heater (2023), gutters (2024), and new vinyl flooring (2025). Solar panels installed in 2023 (to be paid off at closing). The remodeled kitchen features granite countertops, wood cabinetry, and stainless steel appliances. Additional features include a fireplace, smart lock system, Ring doorbell, security cameras, and MyQ garage door opener. Located near I-4, Reunion, Champions Gate, shopping, dining, and less than 7 miles from Walt Disney World. Community permits short-term rentals, offering added flexibility. Schedule your showing today.

Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)

Listing Agent: Geoffrey Lopez, Ii (407-873-5870)

Remarks: Welcome to this well kept 4 bedroom, 2.5 bath, two story home built with solid block construction on both levels for added durability and peace of mind. Tucked away in a boutique community with low HOA, this home offers privacy you'll appreciate. Enjoy a fully fenced backyard with no rear neighbors, backing up to conservation and private land the perfect setting to relax or entertain. Location is a major win here right on the border of St. Cloud and Lake Nona, giving you quick access to Orlando’s top conveniences. You’re just minutes from great schools, major supermarkets, hospitals, and Orlando International Airport, making everyday living easy and efficient. If you’ve been looking for a move in ready home in a prime, fast growing area, this one checks all the boxes. Perfect timing to settle in for the summer.

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

Listing Agent: Mike Perez (407-433-0101)

Remarks: Discover this charming pool home in the heart of Kissimmee, perfectly positioned on a large lot with no HOA restrictions. The spacious layout offers bright living areas that flow seamlessly, creating an inviting space for both everyday living and entertaining. Step outside to your private backyard retreat where a sparkling pool and ample yard space make it easy to enjoy Florida living year-round. The home features comfortable bedrooms and functional living spaces designed for flexibility and comfort. With plenty of outdoor room for gatherings, pets, or future possibilities, this property offers the freedom you’ve been looking for. Conveniently located near shopping, dining, major roadways, and local attractions, this move-in ready home blends space, convenience, and lifestyle.

Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)

Listing Agent: Victoria Gibs (407-680-8924)

Remarks: Under contract-accepting backup offers. Opportunity knocks at 498 Prestwick Place! This home is priced to sell and ready for your personal touch—perfect for buyers looking to create value or secure an affordable entry into homeownership. With solid bones and a functional layout, a little TLC can go a long way. Whether you're an investor or a savvy buyer, this is your chance to transform potential into profit. Don’t miss out—opportunities like this move fast!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Angel Ayala (407-443-3026)

Remarks: Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. “Sold As-Is and now offered at an improved price, presenting an exceptional opportunity to own this move-in ready home.” Price recently reduced! Move-in ready and beautifully maintained 4-bedroom, 2-bath home located in a beautiful neighborhood. This inviting residence has been freshly painted and features updated bathroom cabinetry, creating a clean and modern feel throughout the home. The thoughtfully designed floor plan offers comfortable living spaces that are perfect for both everyday living and entertaining. The property has been well cared for and is ready for its next owners to make it their own. Residents enjoy access to wonderful community amenities including a clubhouse, swimming pool, and sports areas—perfect for an active and social lifestyle. Conveniently located near shopping, dining, schools, and everyday conveniences, this home offers both comfort and accessibility. This property is being sold as-is and presents a fantastic opportunity at a newly reduced price. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Rana Al Jallad (321-999-4937)

Remarks: Price reduced! Seller motivated. Spacious 5 bedroom 3 bath home located in The Oaks. Features a freshly painted exterior and a functional layout ideal for everyday living. Located near shopping center, dining and major roadways. Easy access to local amenities.

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

Listing Agent: Katya Rivera Torres (407-967-8823)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. One of the three units in this building was just renovated! No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0380. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0355. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)