Kissimmee Homes For Sale & Real Estate - 3388 homes

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: Charming 3-Bedroom, 2-Bath Home in Growing Poinciana! Don't miss this beautifully maintained home featuring 3 bedrooms and 2 full bathrooms, perfectly located in one of Poinciana?s fastest-growing communities. Enjoy peace of mind with a brand-new roof (July 2025), newer AC, and newer water heater. Step inside to find tile flooring throughout the entire home, offering durability, easy maintenance. This move-in-ready gem offers a fully fenced backyard, perfect for pets, play, or outdoor entertaining. Conveniently situated just minutes from the new shopping plaza with major retailers, restaurants, and a fitness center, plus close to the library, post office, and other everyday essentials. With Disney and other world-famous theme parks just 40 minutes away, this home is ideal for first-time buyers, investors, or anyone looking for a great Central Florida location. Schedule your private showing today this one won't last

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Sammy Nakhleh (407-360-4435)

Remarks: Stunning 2-bedroom, 2-bath condominium with 1-car garage! This beautifully maintained home offers a bright and airy open-concept design, perfect for both everyday living and entertaining, ideally located next to the community clubhouse, offering easy access to amenities and enhancing your lifestyle. Enjoy two spacious master suites, each featuring its own walk-in closet, providing comfort, privacy, and flexibility. Elegant laminate flooring flows seamlessly throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a gas stove, perfect for those who love to cook, and features recent upgrades including a brand-new refrigerator (2025), new microwave (2025), and new garbage disposal (2025). The A/C unit was replaced in 2019. Additional highlights include a convenient inside laundry room and a well-designed layout that maximizes both space and functionality. This move-in ready condo offers the perfect combination of style, comfort, and low-maintenance living—a true must-see!

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

Listing Agent: Reyna Quezada (407-780-0426)

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: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Junior Montero (407-234-2334)

Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.

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

Listing Agent: Antonio Nouer (407-837-6981)

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)

Remarks: Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!

Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)

Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)

Remarks: Tucked Away Gated Estate Near Lake Toho & NeoCity – Luxury, Privacy & Strategic Location!Welcome to your private oasis outside the city limits! Nestled in a quiet, low-traffic enclave in the back of a highly desirable gated community, this stunning 4-bedroom, 3-full-bath estate spans 3,015 sq. ft. of pure luxury. Situated on a rare, oversized lot (approx. 1/3 to 1/2 acre) framed by a majestic canopy of mature oaks, this home offers unparalleled peace and privacy. While you are tucked away adjacent to the pastures and world-class bass fishing of Lake Tohopekaliga, you are strategically located just minutes from the Florida Turnpike entrance for an effortless commute to Orlando, and a short drive to NeoCity, Central Florida’s premier technology and innovation hub.The Interior:Pass through the grand entryway to discover soaring, very high ceilings and an abundance of natural light framed by elegant plantation shutters. The floor plan completely eliminates carpet, showcasing premium ceramic tile and luxury vinyl laminate flooring throughout. The gourmet kitchen and all three full baths feature gorgeous granite countertops. Retreat to the massive master suite, complete with a spa-like bath featuring a deep Jacuzzi soaking tub. Above the 3-car garage (which boasts a professionally finished floor), a versatile bonus room awaits—perfect for a private home office, media room, or guest suite.The Outdoor Oasis:Step through the sliders into your massive, fully screened pool lanai. The custom pool is a true tropical retreat, featuring an integrated spa with dual heating systems: gas heat for rapid spa warming and solar heat for eco-friendly, year-round pool enjoyment. The sprawling backyard offers total seclusion, bordered by a peaceful landscape that feels worlds away from the hustle and bustle.Mechanical Peace of Mind:Forget about hidden costs—this home is fully updated and built for efficiency:Newer RoofNewer HVAC (Still under warranty!)Newer Hot Water HeaterEnjoy the ultimate Central Florida lifestyle in a peaceful, low-traffic neighborhood, combining pastoral tranquility with immediate access to major highways and booming tech hubs. Schedule your private tour today!

Listing is courtesy of: ROYAL REALTY REAL ESTATE, LLC (407-892-0123)

Listing Agent: David Good Ii, X (407-791-0120)

Remarks: This stunning two-story townhome offers the perfect blend of comfort, convenience, and lifestyle. Featuring three spacious bedrooms, two and a half bathrooms, and an open great room designed for entertaining, this home truly has it all. Step through the covered entry into a welcoming dining area that flows beautifully into the rest of the living space. The first floor also includes a cozy lanai for relaxing outdoors and a convenient one-car garage. Upstairs, you’ll find a large master suite with its own private bathroom and a generous walk-in closet. Two additional bedrooms and a dedicated laundry room provide everything you need for easy living. The HOA takes care of cable, internet, and phone, adding incredible value! And the amenities? They make every day feel like a vacation:Resort-style pool, Fitness center, Dog park, Playground with slides, Hedge maze — fun for all ages!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Fernanda Silva (321-314-5779)