Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main floor features two generously sized bedrooms, including a primary suite with direct access to the private pool. Upstairs, you'll find five additional themed bedrooms—Harry Potter, Frozen, and Star Wars—plus a large loft that has been transformed into a movie room, perfect for family entertainment. Step outside to enjoy your own screened-in private pool and spa, complete with a child safety fence, offering the ideal setting for relaxation and fun. Residents and guests enjoy full access to world-class amenities, including a lazy river, splash pad, resort-style pools, tennis courts, fitness center, arcade, on-site restaurant, and a clubhouse—all secured with 24-hour gated entry. Conveniently located off US Hwy 192 and Toll Road 429, Windsor at Westside offers quick access to shopping, dining, and the “secret” west entrance to Disney via Western Way. Whether you're searching for a vacation retreat, or a high-performing investment property, this home is move-in ready and offers exceptional value in one of Central Florida’s premier resort communities. Don’t miss your opportunity to own a piece of the magic!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Welcome to this extraordinary 8-bedroom luxury home located in the highly sought-after Storey Lake Resort in Kissimmee. Fully furnished and professionally themed throughout, this residence delivers a true turnkey experience for vacation rental investors and families seeking an exceptional second home just minutes from Walt Disney World. The main floor centers around an expansive open-concept layout with a beautifully appointed living room, spacious dining area for large groups, and a gourmet kitchen featuring quartz countertops, stainless steel appliances, 42-inch cabinetry, and an oversized island with seating for six. One elegant king bedrooms are conveniently located on the first level, offering comfort and privacy for multi-generational groups. Sliding doors open to a private screened outdoor oasis complete with a heated pool, spa, covered patio, outdoor dining, and sun loungers — the perfect place to enjoy Florida living. The upper level elevates the guest experience with an impressive Avengers-style entertainment loft and multiple themed bedrooms thoughtfully designed to delight every age group, including Frozen, Star Wars, Harry Potter, Minecraft, and more. Additional king bedrooms and tastefully decorated suites ensure ample space and comfort for large parties. Every room boasts coordinated décor, premium bedding, and smart TVs. The home also features a full Avengers-themed game room equipped with pool table, air hockey, gaming area, and vibrant mural work. This residence has been meticulously maintained and curated to maximize guest enjoyment and convenience, offering a seamless transition for short-term rental use or immediate personal enjoyment. Storey Lake is one of Central Florida’s most desirable resort communities, offering gated access and world-class amenities including multiple pools, lazy river, water slides, splash park, fitness center, tiki bar, sports courts, and mini-golf. Ideally located minutes from Disney, Universal, shopping, dining, and major highways. A rare opportunity to acquire a fully turnkey 8-bedroom resort home in a premier community with outstanding rental appeal and no setup required.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Discover this extraordinary, designer-furnished home in the world-class Storey Lake Resort in Kissimmee. Just an 8-minute walk to The Bronson Club, this 2021-built property offers a picturesque backyard overlooking a serene lake—providing beautiful, open views rarely found in the community. Fully turnkey and professionally styled, this luxury home boasts an exceptional interior design portfolio, making it ideal as a high-performing short-term rental or a premium vacation retreat just minutes from Walt Disney World. Step inside to an open-concept living space filled with modern décor, elegant accent walls, and abundant natural light. The chef’s kitchen features quartz countertops, stainless steel appliances, 42-inch cabinets, and a spacious island with seating for six, seamlessly flowing into a large dining area perfect for gatherings. Entertainment is elevated on every level. The multifunction room on the first floor has been transformed into an immersive Super Mario–themed game room featuring a pool table, air hockey, gaming station, and lounge seating. Upstairs, a superhero-themed media loft delivers the ultimate movie and gaming experience, perfect for guests of all ages. Themed bedrooms create a standout guest experience and boost booking appeal, showcasing beautifully designed Frozen, Harry Potter, Star Wars, and Minecraft rooms. Multiple king suites and tastefully decorated bedrooms provide premium bedding, coordinated furnishings, smart TVs, and warm, welcoming color palettes. The outdoor area provides the quintessential Florida lifestyle, featuring a private screened-in pool and spa, covered lanai, outdoor dining area, and sun deck. Located in one of Central Florida’s premier vacation destinations, this home includes access to world-class amenities: resort-style pools, lazy river, water slides, splash park, fitness center, tiki bar, sand volleyball, mini golf, kayak rentals, and more. Minutes from Disney, major highways, shopping, and dining.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Great Opportunity! Beautiful Townhome - Perfect for your Vacation! Welcome to your dream vacation home in the heart of West Lucaya Village! This stunning townhome, located in a resort-style gated community, offers everything you need for an unforgettable vacation. Fully furnished and accommodating up to 6 guests, this property is ideal for families and friends looking for the ultimate vacation experience. Property Features: 3 bedrooms, 2 bathrooms Comfortable open-concept living space Fully equipped kitchen, with granite countertops and cabinets Cozy family room for relaxing evenings Spacious master suite with private bathroom and two additional bedrooms Resort-style amenities: pool, spa, clubhouse, fitness center, playground, BBQ area and more Secure gated community for your peace of mind Just 5 minutes from Disney parks Approximately 30 minutes from Universal parks Just minutes from restaurants and shopping centers

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

Listing Agent: Ana Cavero Pasco (321-438-9489)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story pool home located in the heart of Kissimmee—ideal as a primary residence, vacation home, or income-producing short-term rental. Perfectly positioned with tranquil lake view, this home offers the best of Florida living. Step inside to a bright, open floor plan designed for comfort and easy entertaining. The living spaces flow seamlessly to the outdoor area with both family room and primary bedroom sliders opening directly to the pool area, where you’ll find a private screened-in pool with covered lanai overlooking the water—an inviting setting for relaxing or hosting guests year-round. The home features three well-sized bedrooms, including a comfortable primary with en suite bathroom, and a further full bathroom. The single-story layout adds convenience and broad appeal for both homeowners and guests. Located in a community, this property offers flexibility and strong potential for short-term rental use, making it an attractive opportunity for investors seeking income in the high-demand Central Florida vacation market. Families will also appreciate the nearby schools, including Central Avenue Elementary, Kissimmee Middle School, and Poinciana High School, all within a short drive. Conveniently situated near shopping, dining, major highways, and world-famous attractions, this home combines peaceful waterfront living with easy access to everything Kissimmee and the surrounding areas have available. Whether you’re looking to generate rental income or settle into a relaxing lakeside home, this property is a fantastic opportunity.

Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)

Listing Agent: Darren Coxon (863-438-7458)

Remarks: LOCATION! CONVENIENCE! SECURITY! Move-in ready and updated 4-bedroom, 3-bath townhouse in Venetian Bay Villages is ideal as a primary home, vacation retreat, or income-producing investment. The spacious layout features a first-floor master suite with a jetted tub, updated kitchen and baths, and a 2018 roof. Enjoy 24/7 guard-gated security and resort-style amenities, including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Perfectly located just minutes from Disney, Universal, shopping, dining, and major highways, this turnkey property offers unmatched comfort, convenience, and value. Property is being sold fully furnished. Zoned for short-term rental, perfect as an Airbnb investment or primary residence.

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

Listing Agent: Evelyn Lopez Correa (787-475-2292)

Remarks: Wake up to serene lake views from your own private oasis within the Tapestry gated community. This 4-bedroom, 2.5-bath home combines modern elegance with the spacious outdoor living you've been dreaming about—an oversized lot provides room to entertain, expand, or simply breathe. Inside, discover a stunning loft for a home office, creative studio, or retreat space. Step onto your screened patio and unwind overlooking the lake—your personal sanctuary in the Florida sun. Master bedroom with two walk-in closets as well as a beautiful lake view. Minutes from world-class dining, premium shopping, and theme parks, yet tucked away in a peaceful neighborhood that feels like an escape.

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

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

Remarks: Exceptional investment opportunity in the highly sought-after Runaway Beach Club. This beautifully maintained 2-bedroom, 2-bathroom first-floor corner unit offers an ideal blend of comfort, style, and resort-style appeal in one of Kissimmee’s most strategically located communities. Designed to attract today’s vacation traveler, the unit features a bright open layout, crown molding, built-in details, in-unit laundry, a covered patio, and walk-in closets in both bedrooms, creating a functional and inviting space for short-term stays, personal use, or extended visits. Runaway Beach Club offers the lifestyle and amenities that drive guest appeal, including tropical pools and spa, tiki bar, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic dock overlooking the lagoon. As an added value, guests also enjoy access to Calypso Cay Castaway Cove Adventure Park amenities, including heated pools, water slides, mini golf, zip line, rope course, and more. Ideally located just minutes from Disney, Osceola Parkway, and Hwy 192, this property presents a rare opportunity to own in a high-demand area with excellent appeal as a vacation retreat, second home, or income-producing asset. Schedule your private showing today and discover the value of resort-style ownership in the heart of Central Florida.

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

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

Remarks: Price Improvement! Amazing opportunity to own this Like NEW and FULLY FURNISHED single family pool home! The Community has No CDD! Built in 2021, This FULLY FURNISHED 8 bedroom, 5 bathroom home with upgraded POOL & HOT TUB. This floor plan also offers double master bedrooms, two laundry rooms, one downstairs and one upstairs, two fridges and two dish washers. It also has a loft as a bonus room upstairs. This home sits on a great lot, backs up to a park view, no rear neighbor. The home includes many upgrades such as the extend covered lanai, oversized pool and jacuzzi, an outdoor shower, wood plank extended tile all throughout the living room and kitchen. Selling fully furnished with modern high end furniture and decorations. The lot is very close by the model home and walkable distance to the club house. Getting ready for this summer for you and your family's summer vacation here in Orlando staying at your own short term rental property, the property is within 15mins to Disney World. Sam's club, Target, Starbucks and other shopping center such as Publix Plaza and restaurants and gas stations are conveniently located right outside of the community. This beautiful 8-bed 5bath like new home is very well centrally located minutes from Disney, major shopping centers, fine dining, roads, and more. and It is loaded with many upgrades such as the extended covered Lanai, upgrades size pool and jacuzzi, outdoor shower, It offers privacy for the homeowner or guest. Call for a showing today!

Listing is courtesy of: SUNSHINE GROUP USA, INC (321-394-5749)

Listing Agent: Ping Song (407-969-3567)

Remarks: Tenant occupied. Showings by appointment only. Minimum 24-hour notice required. Please do not disturb tenants. Welcome to this well-maintained 2 bedrooms, 2 bathrooms, Pond view, condo located in the desirable gated community of Blossom Park Villas in Kissimmee, just minutes from Disney, shopping, dining, golf courses, major highways, and Orlando’s top attractions. This community offers a convenient and attractive lifestyle with amenities that may include a community pool, fitness center, clubhouse, and beautifully maintained grounds. The spacious unit features an open and functional floor plan with comfortable living and dining areas, perfect for full-time living, vacation use, or investment opportunities. The kitchen offers ample cabinetry and counter space, while the bedrooms provide generous natural light and comfortable accommodations. Enjoy a private balcony/patio area ideal for relaxing after a long day. Whether you are looking for a primary residence, vacation property, or investment opportunity, this condo offers excellent location and value in one of Central Florida’s most convenient areas. Schedule your private showing today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: James Song (407-405-3140)

Remarks: One or more photo(s) has been virtually staged. *** PRICE REDUCED!!! **** WELCOME HOME to this beautifully maintained 2-bedroom, 2-bath SECOND-FLOOR condo in the sought-after gated Lake Marion Golf Resort! This spacious unit offers an open and inviting layout with a generous kitchen featuring STAINLESS STEEL APPLIANCES, a bright living and dining room combination, and an interior laundry area for added convenience. The split-bedroom floor plan provides privacy, while the spacious primary suite features an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy Florida living from your private SCREENED LANAI with NO REAR NEIGHBORS, offering a peaceful and private setting to relax and unwind. The community pool, playground, and resort amenities are just a short WALK from the unit, adding everyday convenience and lifestyle appeal. This condo also includes an ASSIGNED PARKING SPACE and additional parking for your guests! Lake Marion Golf Resort offers two heated pools, spa, clubhouse, fitness area, playground, tennis, basketball, and shuffleboard courts. Conveniently located near shopping, dining, hospital, schools, and major roadways. Ideal as a primary residence, vacation home, or investment opportunity. Schedule your private showing today!

Listing is courtesy of: WATSON REALTY CORP (352-624-9300)

Listing Agent: Lalita Neil (407-334-5009)

Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Under contract-accepting backup offers. Welcome to your ideal getaway or investment opportunity in the heart of Kissimmee! This well-appointed condo-tel features two full beds and an updated bathroom, offering a comfortable and inviting retreat for guests or owners alike and provides the perfect blend of convenience and vacation-style living. Ideally located near Kissimmee’s popular dining, entertainment, and shopping destinations, this property offers easy access to everything the area has to offer, including world-famous attractions. The community amenities enhance the experience with a swimming pool, on-site laundry facilities, and shared common areas. Whether you’re seeking a low-maintenance vacation home or a great income-producing investment, this condo-tel is an exceptional opportunity in a prime location.

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.

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

Listing Agent: Rebecca Readus (423-414-5019)

Remarks: Located in the sought-after Tapestry community, this beautiful 3-bedroom, 2.5-bath townhome offers a spacious and inviting layout with numerous upgrades throughout. The open-concept design features a large kitchen with granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connected to the dining and living areas—ideal for entertaining and everyday living. High ceilings enhance the natural light and create an airy feel throughout the home. All bedrooms are located upstairs, including the primary suite, along with two additional bedrooms and a conveniently positioned laundry room. The bedrooms are generously sized and offer plenty of storage space and large windows. All appliances are included. Conveniently situated near major roads, shopping, dining, and everyday conveniences. A great opportunity to own in one of the area’s most desirable communities!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: Welcome to 7950 Sea Pearl Circle, a beautifully upgraded 5-bedroom, 4-bath retreat tucked behind the gates of Formosa Gardens — one of Kissimmee's premier gated communities, with the rare flexibility to be enjoyed as a primary residence, second home, or short-term rental. Just minutes from Walt Disney World and set on an oversized half-acre corner lot, this nearly 3,200-square-foot Florida-style home offers space, privacy, and resort living in equal measure. In a market where most vacation-home communities require a car for everything, Formosa Gardens offers the rare luxury of walkable access to dining, shopping, and entertainment — a feature that's nearly impossible to replicate nearby. Major-ticket items are already handled — new roof (2022), new HVAC system (2023), new pool heater (2023), and new carpet throughout (2023). Smart thermostats and exterior security cameras let you monitor and control the home from anywhere via an app. Inside, an open floor plan with soaring ceilings flows from the kitchen and living areas to a primary suite on the main floor, with additional bedrooms upstairs. The standout feature is the fully air-conditioned and heated game room — the year-round entertainment hub guests and families rave about. Step outside to your private heated pool and spa with a screen enclosure, surrounded by deck space built for Florida sunshine. This is a true turnkey opportunity: all furniture, televisions, and games convey — ready to move in, enjoy as your getaway, or book from day one. Formosa Gardens' flexible use policy makes this home equally suited for a family looking for a forever home with resort amenities, a second-home buyer wanting a Disney-area escape, or an investor seeking an income-producing rental. Whatever your vision, 7950 Sea Pearl is move-in ready and waiting for its next chapter.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: This beautiful 2nd floor 3BR/2 bath, Fully furnished, this condo is a great get-away for you AND can immediately be rented on AirBNB or VRBO. Located within Runaway Beach Club, this resort style condo community offers a resort style pool, fitness center, splash pad, basketball court, clubhouse, business center, beautifully landscaped gardens, picnic areas and BBQ grills. Runaway Beach also has access to Calypso Cay/Holiday Inn Express which additionally includes 3 fantastic pools, kid's slides, basketball, rock climbing, a zip line and a Starbucks! Convenient location near all major Orlando attractions with excellent shopping and dining nearby, as well as easy access to the highway. Disney is just 5 miles away, and Sea World/Universal Studios are 10 miles. In unit laundry closet with washer & dryer. Condo fee includes: multi-site recreation/pool access, must see it. building exterior & grounds maintenance, water, trash, cable, wireless internet, pool maintenance, & common area insurance.

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

Listing Agent: Alexa Burgos (407-401-3590)