Kissimmee Homes For Sale & Real Estate - 2608 homes

Remarks: Under contract-accepting backup offers. ENCORE AT REUNION | TURNKEY LUXURY VACATION ESTATE WITH PROVEN INCOME — Built in 2018 and zoned for short-term rentals, this exceptional fully furnished 12-bedroom, 12.5-bathroom estate offers over 6,351 square feet of refined living space in one of Central Florida’s most sought-after resort communities and is located just 15 minutes from Walt Disney World, placing world-famous attractions, dining, and entertainment within effortless reach. A grand porte-cochère entry and circular driveway create an impressive arrival, leading into expansive open living and entertaining areas featuring a dramatic great room, formal dining area, and a chef-inspired kitchen with granite countertops, built-in double ovens, convection oven, oversized island with sink, sprawling breakfast bar, and elegant tile flooring—perfectly designed for hosting large groups. Entertainment continues with a private in-home theater and a spacious game room complete with wet bar and wine refrigerator, while the second-floor covered terrace overlooks the private pool and peaceful green space, delivering the ultimate Florida resort lifestyle with seamless indoor-outdoor living. The thoughtfully designed bedroom layout provides comfort, privacy, and flexibility for large gatherings, vacation guests, or multi-generational living, and high-quality furnishings and décor create a cohesive, upscale experience throughout the residence. Beyond its beauty, this property is a powerful income-producing investment, generating nearly $125,000 in short-term rental revenue in 2025 with approximately $95,000 in secured future bookings already in place for 2026, providing immediate cash flow from day one and flexible use as a vacation rental, long-term rental, or spacious primary or secondary residence. Located within the Encore Club at Reunion, residents and guests enjoy world-class resort amenities including a clubhouse, concierge service, fitness center, basketball courts, marketplace, lounge, resort shuttle transportation, on-site dining, and an incredible community water park featuring thrilling slides, splash zones, cabanas, and resort-style pools, all complemented by proximity to championship golf courses, premium outlets, and Orlando International Airport for convenient travel access. All furniture, electronics, kitchenware, décor, art, linens, and household items convey, making this a rare, fully operational, and truly turnkey luxury investment opportunity ideally positioned for both immediate enjoyment and long-term appreciation in one of Central Florida’s premier vacation destinations. Book your showing today to secure this opportunity!

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

Listing Agent: Alice Adkins (407-710-7770)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom condo villa located in the gated community of Bella Vista Condominiums in Kissimmee. Offering 1,246 sq.ft. of heated living space, this property features a functional two-story layout with the kitchen, living area, and primary bedroom on the first floor, and bedrooms 2 and 3 on the second floor. The unit provides comfortable living spaces with good natural light throughout. Residents enjoy access to community amenities including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, with easy access to local attractions and Orlando. Schedule your showing today!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Welcome to resort-style living in the highly sought-after gated community of Bellalago! This beautifully maintained lakefront home offers the perfect blend of comfort, privacy, and Florida lifestyle. This spacious home features generous living areas filled with natural light, a well-appointed kitchen perfect for entertaining, and well-sized bedrooms throughout. Upstairs Bonus Room with Walk-In Closet and Full Bathroom — ideal as a private 5th Bedroom, guest suite, in-law space, or media room. The Den has been converted into a HUGE custom Walk-In Closet, providing exceptional storage and organization. Enjoy peaceful water views from your backyard, with rights to build your own private boat dock — and the pavers to the dock area are already installed for you! This is a truly Move-In Ready Home! Bellalago offers 24-hour guard-gated security, resort-style pools, fitness center, tennis courts, walking trails, and private lake access to Lake Tohopekaliga. Conveniently located near shopping, dining, and major highways.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Giselle Crestani Dimitratos (718-350-0350)

Remarks: Beautiful 2 bedroom 2 bathroom POOL COTTAGE with FULLY FENCED YARD located at Margaritaville Resort. Just moments away from Walt Disney World, and FULLY FURNISHED with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, private balcony off of the upstairs bedroom, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious metal fenced backyard to soak up the sun in your private, heated pool, or head upstairs to the balcony to watch the beautiful Florida sunsets with a glimpse of the Disney fireworks. This property can be used as a full time residence, second home, short term or long term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

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

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Step into this beautiful home located in the exclusive Waterview Estates community. This spacious residence features 3 bedrooms, 2 full bathrooms, and tile flooring throughout the main living areas. The oversized primary suite is a true retreat, offering a luxurious shower, and a custom walk-in closet with built-in shelving. The heart of the home is the chef's kitchen, boasting a large island, pendant and recessed lighting, and an open layout that flows seamlessly into the living and dining areas, perfect for family gatherings and entertaining. A bonus flex room offers endless possibilities as a 4th bedroom, office, studio, or game room. Step outside the dining room to a screened-in back porch and enjoy peaceful conservation views. Solar panels are paid off in full for a lower electric bill. A must see before it gone!

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Miguel Rivera (716-602-9489)

Remarks: Discover comfort and space at 442 Big Black Place in Kissimmee, a charming 4-bedroom, 2-bath home designed for easy living. This inviting property features a bright open-concept layout that seamlessly connects the kitchen, dining room, and living room, creating the perfect setting for everyday living and entertaining. The spacious bedrooms offer flexibility for family, guests, or a home office, while the functional floor plan provides both comfort and convenience. Whether you're hosting gatherings, enjoying quiet evenings at home, or simply appreciating the flow of an open living space, this home delivers a warm and welcoming atmosphere in a great location. Don’t miss your opportunity—schedule your showing today and see everything this home has to offer! The home is being sold in As Is condition.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: A truly rare offering on Fable Street, Storey Lake’s most limited collection of single-family homes. Set within Phase 3, this location is defined by its scale and setting, offering larger homesites, open water views, and a level of privacy rarely available within the resort. Situated on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, layout, and setting. The property has already been professionally inspected by the owner and is presented in pristine condition. The floor plan offers open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. Positioned on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, thoughtful upgrades, and overall presentation. The property has already been professionally inspected by the owner and is maintained in pristine condition. The floor plan includes open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. The home features a fully equipped kitchen, designed for both owner use and short-term rental efficiency, along with an EV charger, adding convenience and long-term value. All bedrooms are finished with custom wallpaper, creating a cohesive, elevated design throughout the home, while every closet has been custom built, offering optimized storage and a level of finish rarely found in comparable properties. A key highlight is the fully custom-built summer kitchen, designed as a true extension of the living and entertaining areas. With built-in grill and prep stations, premium finishes, and direct access to the private pool, this outdoor space significantly elevates the guest experience and clearly distinguishes the property from standard offerings within the community. Fable Street benefits from private access through a 24-hour manned gate and convenient proximity to Storey Lake’s main clubhouse and resort amenities, including a lazy river, water slides, tiki bar, fitness center, mini-golf, splash park, and multiple sports courts. Located just minutes from Disney and a short drive to Orlando’s major attractions, dining, and shopping.

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

Listing Agent: Jenny Mahet, Pa (973-722-2894)

Remarks: Under contract-accepting backup offers. Seller willing to contribute $5,000 towards buyers closing costs! FHA buyers welcome. This 3 bedroom, 2 full bathroom, one story townhome is located just 17 miles from the attractions and only 9 miles from the Orlando airport. Situated on one of the best lots in the community, enjoy pond views from the fully screened in and covered back patio. This home futures a newer roof (2021), newer electrical panel (2022), AC (2018) a freshly painted interior (2025) and no carpet (all tile!). The property boasts a fully equipped kitchen and an indoor washer and dryer that covey! What stands out about this property compared to the others in the same community? It's a true 3 bedroom unit. It has TWO designated parking spots. The owner installed a reverse osmosis filtration system in the kitchen, as well as added a dishwasher. And let's not forget that desirable pond view ! Back inside, the primary suite is tucked at the rear of the home, with its own en-suite bathroom that has a handicap accessible shower. The two additional bedrooms share a full bathroom that features a shower/tub combination. This property is the epitome of low maintenance, as the HOA maintains the lawn and exterior, all for a low monthly HOA amount of less than $125/ month. There is a community swimming pool, which is the perfect place to cool off during those hot Florida days. This property is ideal for those seeking a primary residence, or for investors seeking a long term rental near the attractions. Be sure to check this one out before it's too late!

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

Listing Agent: Jennifer Christ (407-474-7823)

Remarks: Come see this Move-in ready and beautifully maintained home featuring a brand-new roof (replaced April 2025), solar panels, and newer water heater. Ceramic flooring runs throughout the main living areas, with wood flooring in all bedrooms. The kitchen offers solid wood cabinets, granite countertops, and a full suite of new Frigidaire appliances. French doors lead to a private backyard oasis featuring a saltwater pool with jets and vinyl privacy fencing. The garage includes a finished epoxy floor for a clean, polished look. Panels will be paid in full by the sellers at closing and the HVAC system will be replaced with a brand-new unit prior to closing for added peace of mind. Enjoy dramatically reduced electric bills thanks to the solar system. A true turnkey home combining warmth, efficiency, and style.

Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)

Listing Agent: Dave Silva, Jr (407-962-7321)

Remarks: Welcome home to this beautifully refreshed 3-bedroom, 2-bath residence located in a desirable Kissimmee community. This move-in-ready home has just been updated with fresh interior paint, brand new carpet in the bonus room and secondary bedroom, and new baseboards, giving the home a clean, modern feel throughout. The kitchen features brand new, state-of-the-art Frigidaire stainless steel appliances and opens to the main living areas, making it perfect for both everyday living and entertaining. The spacious bonus room offers flexible space ideal for a second living area, home office, media room, or playroom. Outside, over $3,100 in recent landscaping improvements have transformed the yard, including professional tree clearing to create a more open, usable outdoor space. This well-designed split layout provides comfortable bedroom separation, generous living areas, and excellent natural light. Conveniently located near major roadways, shopping, dining, and area attractions. A move-in-ready home with recent upgrades already completed.

Listing is courtesy of: CHRISTOPHER SCOTT REALTY GROUP (770-374-0953)

Listing Agent: Scott Savage (770-374-0953)

Remarks: Under contract-accepting backup offers. Come take a look at this well maintained townhouse near "The Loop" This 2 story townhouse features three bedrooms and two and a half Bathroom which offers 1747 square feet of living space. The kitchen is equipped with 42" cabinets and stainless steel appliances. First floor has ceramic tiles throughout. All bedrooms are upstairs, the master bathroom offers a walk-in shower and double sinks. All bedrooms have carpet and the laundry is on the second floor. This home is located in Cypress Ridge Community at the north of Kissimmee, the community features resort style swimming pool, playground, cabana and walking trail. The Location is very convenient. Easy access to SR417 and Turnpike. Walt Disney World is just a short drive away, " the Loop" Shopping and Entertainment Complex is just 2 miles north and the Orlando International Airport is just 20 minutes away.

Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)

Listing Agent: Kevin Song (407-234-8430)

Remarks: Location, location! Don't miss this opportunity to live in Tapestry community First time buyers ,investors Spectacular 4/3 with a beautiful landscaping exclusively designed for the property, it is located in one of the best areas of Kissimmee, with good access to I4, Osceola pkwy, 417, 528 and turnpike, access to everything you need for your daily living. It is a 24 hour guarded gate community with excellent amenities In addition, the house has a covered and completely fenced patio to generate privacy in your patio and your parties. Don't miss out on this opportunity.

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

Listing Agent: Juan Oberto (407-810-3694)

Remarks: Located within the boutique 55+ gated community of Four Seasons at Orlando, 2051 Flora Pass Place offers a thoughtfully designed 3-bedroom, 2-bath residence in a private setting with no rear neighbors. This single-story home features an open-concept layout that seamlessly connects the kitchen, dining, and main living areas—creating an ideal environment for everyday comfort and effortless entertaining. This home is located on one of the few streets in the community where you can park on the side of the street because there is not much traffic on Flora Pass. The kitchen showcases Italian-imported pendant lighting, 42-inch upper cabinetry, and quartz countertops that extend throughout the space. The upgraded laundry room enhances functionality with five upper cabinets, three lower cabinets, a stainless steel sink, and additional quartz workspace for storage and organization. Abundant natural light fills the home, enhancing its airy feel while maintaining a comfortable atmosphere. The rear of the property opens to a quiet backdrop without neighboring homes directly behind, offering added privacy. Four Seasons at Orlando is a gated active adult community of approximately 530 homes located alongside the renowned Hilton Mystic Dunes Resort & Golf Club. Residents enjoy access to a 12,000-square-foot clubhouse featuring gathering rooms, a fitness center, movement studio, arts and crafts room, billiards, and a resort-style outdoor pool. Outdoor amenities include pickleball, tennis, and bocce courts, along with access to the adjacent 18-hole championship golf course and on-site dining at Kenzie’s Restaurant & Bar. A full-time lifestyle director coordinates year-round events, clubs, and classes, providing opportunities for recreation, social engagement, and community connection. Ideally positioned near SR-429 and I-4, the community offers convenient access to dining, shopping, medical facilities, and world-class attractions. Walt Disney World Resort is just minutes away, while Orlando International Airport is approximately 30 minutes by car—making travel simple for seasonal residents and international homeowners alike. Whether used as a full-time residence or seasonal retreat, this property offers low-maintenance living within a well-appointed, amenity-rich community in the heart of Central Florida. Schedule your private showing today.

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Jennifer Wade (407-394-9342)

Remarks: ** LOCATION * LOCATION ** Recently updated 3-bedroom, 2-bath property located in a desirable guard-gated resort-style community in Kissimmee. This well-maintained property features new laminate flooring throughout, ceramic tile in the bathrooms, new kitchen cabinets and countertops, and fresh interior paint throughout, creating a clean and move-in ready interior. Additional recent improvements include a new A/C system and new water heater, providing added value and peace of mind for the next owner. The functional layout includes comfortable living spaces, well-sized bedrooms, and a bright interior that works well as a primary residence, vacation property, or investment property. The community enjoys a strategic location with convenient access to Disney area attractions, Osceola Parkway, US-192, shopping, dining, and entertainment, making daily living and commuting simple while keeping Central Florida’s top destinations within easy reach. Residents and guests also enjoy resort-style amenities including a pool, fitness center, clubhouse, playground, sports courts, and 24-hour guard-gated entry. Recently updated, well-located, and ready for its next owner—schedule your private showing today and see why this property stands out in the Kissimmee market.

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

Listing Agent: Jose Aguilar Colina (407-508-6692)

Remarks: Welcome to this charming 2-bedroom, 1.5-bath townhome in a strategic Kissimmee location, just minutes from The Loop. Enjoy low HOA and NO CDD, keeping monthly costs more manageable. Inside, you’ll find a bright living area, a fully equipped kitchen with modern appliances, and a stylish blend of flooring, including modern laminate flooring in the bedrooms. Step outside to your private rear porch—perfect for morning coffee or relaxing evenings. Conveniently close to shopping, dining, and entertainment, with Disney approx. 17 miles away and Universal approx. 19 miles. Schedule your showing today—this one won’t last!

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

Listing Agent: Jose Aguilar Colina (407-508-6692)

Remarks: Under contract-accepting backup offers. Price has been lowered on one the best-looking properties in the neighborhood. Pride of ownership shows in this affordable and upgraded single story,two-bedroom townhome. One of the nicest properties in the entire neighborhood and with a spectacular waterview from the rear enclosed and screened porch. If you are looking for a central, quiet and affordable neighborhood with a community pool and low HOA, you have stumbled onto the perfect property. This property is turn-key at this price. You will be amazed of how well the space was utilized in its design. Perfect for a couple, or smaller family. Schedule your viewing today.

Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)

Listing Agent: Kelvis Melo (407-715-0437)

Remarks: NEW PRICE ! Welcome to the Encore Club at Reunion West! This 5-star, guard-gated resort community offers everything you need for the ultimate vacation getaway. With a transferable membership and rental management, this home makes vacation rentals simple for your family or investor partners. The open kitchen includes stone countertops, wood cabinets, stainless steel appliances, and flows seamlessly into the spacious living room. Sliding doors lead to a private, heated pool and spa with a covered patio and grill for relaxing and entertaining. Downstairs, there’s one bedroom and a common full bath; upstairs, you’ll find three en-suite bedrooms, another bedroom, and a large loft for a game room or extra living space. The Encore Club amenities include almost 10 acres of waterpark, pool, spa, fitness center, sports courts, kid’s club, restaurant, bars, bike rentals, and concierge services. Plus, the HOA covers pool maintenance, cable, internet, trash, landscaping, and security. 5 miles from Disney - 15 from Universal

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

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

Remarks: Welcome to this beautifully maintained 'Salina Model' 2-bedroom, 2-bath home located in the highly sought-after Solivita 55+ gated community. Built in 2024, this nearly new residence offers 1,364 square feet of thoughtfully designed living space with a desirable open-concept layout. The spacious kitchen seamlessly flows into the dining and great room, making it perfect for both everyday living and entertaining. Features include modern appliances, ample cabinetry, and elegant finishes throughout. The primary suite offers comfort and privacy with a well-appointed en-suite bath, while the second bedroom is ideal for guests or a home office. Enjoy Florida living at its finest with a covered lanai overlooking a peaceful water view—perfect for morning coffee or evening relaxation. Additional highlights include a 2-car garage, interior laundry room, tile flooring, and energy-efficient construction. Located within the award-winning Solivita community, residents enjoy resort-style amenities including pools, fitness centers, golf courses, walking trails, and a vibrant social lifestyle. Don’t miss this opportunity to own a move-in ready home in one of Central Florida’s premier active adult communities!

Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)

Listing Agent: Christine Kim (407-257-7856)

Remarks: Welcome to this beautifully updated 3 bed/3bth condo, offering both comfort and modern style. This Spacious Condo offers stunning wood flooring throughout, creating a warm and cohesive living space. The kitchen has been thoughtfully updated, Making it perfect for both everyday living and entertaining. All bathrooms have also been tastefully renovated providing a fresh and modern feel. With a well-designed layout, generous living areas, and stylish upgrades throughout, this condo is truly move-in- ready. Whether you are looking for a primary residence or an investment opportunity, this home offers exceptional value and convenience. The Images community includes great amenities such as tennis courts, playground, clubhouse with fitness room, and community pool to keep you entertained. This community is conveniently located close to the theme parks, Disney Springs, and the Premium Outlet, and easy access to I-4, Osceola Pkwy, and 417 toward the Orlando International airport! Schedule your showing today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Faneeza Mohamed (321-438-7843)