Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: Discover this six-unit apartment building nestled in the heart of historic Kissimmee, originally built in 1920. This maintained property offers a rare chance to own a piece of downtown's vibrant landscape - an unbeatable location within walking distance to the Osceola Courthouse, premier dining, shopping, Lake Tohopekaliga & a only a short drive to Disney. The property features three spacious 2-bedroom, 1-bathroom units and three cozy 1-bedroom, 1-bathroom units, providing a versatile rental mix to attract a diverse tenant base. Each unit has been well cared for, ensuring steady occupancy and reliable income. Enjoy the benefits of a large paver parking lot, complemented by shade trees that create a welcoming environment for tenants & visitors alike. The historic charm combined with modern upkeep makes this property an ideal addition to any investment portfolio. This is a once-in-a-lifetime opportunity to acquire a prime downtown Kissimmee asset in an excellent location so don't wait!

Listing is courtesy of: KELLER WILLIAMS SPACE COAST (321-450-5600)

Listing Agent: Richard Lemon (321-288-5506)

Remarks: HOME MUST SELL BY THE END OF THE MONTH! OWNERS SUPER MOTIVATED! Step into effortless living in this beautifully designed 4-bedroom, 2-bathroom, 2-car garage, one-story home located in the highly sought-after Kindred community. With over 1,900 square feet of open-concept living space, this home features a beautiful chef's kitchen with a large center island, beautiful backsplash, spacious pantry, and plenty of cabinet storage space. The dining area steals the show with a designer 3D accent wall - a true statement piece at the center of the home! There are gorgeous adjustable custom shades in the living room and dining room and the same shades in the primary suite also have a blackout shade for the perfect deep sleep or afternoon cat nap! The spacious primary suite offers an en-suite bathroom with dual sinks, a walk-in shower, and a huge walk-in closet. The three additional bedrooms and full bathroom are located on the other side of the home for added privacy and provide flexibility for guests, home office, or a growing family. Enjoy extra square footage with a bonus Florida sunroom that brings in natural light and provides the perfect flex space—ideal for a morning coffee, playroom, or an office. Out back, relax in your fully fenced backyard complete with patio paver area paver sidewalks that wrap around the back and sides of the home. Such a perfect spot for entertaining, grilling, or just soaking in the Florida sunshine. This home is also equipped with energy-saving solar panels, lots of bright recessed lighting, storage closets throughout, spacious Laundry room off kitchen, and an added door in the front hallway for additional privacy for guest bedrooms. As a resident of the Kindred community, you'll have access to an abundance of amenities including resort-style pools, pickleball and tennis courts, fitness centers, playgrounds, dog park, walking and biking trails, picnic areas, and lush open spaces. The beautiful resort-style community pool is perfect for lounging or swimming laps, while the playground provides a fun and safe space to play. Located in a prime area in Central Florida, this home offers the perfect blend of tranquility and convenience. You’ll be just minutes away from shopping, dining, entertainment, schools, hospitals, Orlando International Airport and major highways, with easy access to all the world-renowned attractions of Central Florida, including Walt Disney World, Universal Studios, and SeaWorld. Whether you’re relaxing at home or exploring everything the area has to offer, this property provides the ideal setting for comfortable, modern living. This home is also conveniently located approximately 17 miles from Lake Nona and Medical City, 4 miles from NeoCity, 23 miles from Walt Disney World, 21 miles from Universal Studios Florida, and 16 miles from SeaWorld Orlando. A brand-new K-8 school is scheduled to open within the community in 2025, offering added convenience for residents. Don’t miss the opportunity to own this incredible home in the vibrant Kindred Community!

Listing is courtesy of: 444 REALTY GROUP LLC (813-318-1721)

Listing Agent: Danielle Angel (813-318-1721)

Remarks: Step into this impeccably maintained 2 bed/2.5 bath townhome, offered FULLY FURNISHED and nestled within the renowned gates of Regal Oaks! Perfectly situated just steps from Old Town and Fun Spot Park, you are also only minutes away from the magic of Walt Disney World. Designed with both comfort and investment in mind, the interior boasts a seamless open-concept main floor. The spacious living and dining areas flow beautifully into a fully equipped kitchen, complete with granite countertops, stainless steel appliances and durable ceramic tile flooring. Retreat upstairs to two oversized bedrooms, each featuring its own private bathroom, highlighted by a primary suite that features a relaxing garden tub and a separate walk-in shower. Regal Oaks provides a true resort lifestyle, featuring a thrilling water park, tropical pool, clubhouse and on-site dining. Because this community is zoned for short-term rentals, it is an ideal choice for an income-producing Airbnb or a private vacation getaway. Providing close proximity to Disney and easy access to Universal, Epic Universe, SeaWorld and Orlando’s world-class attractions, this property represents unbeatable value in the heart of Kissimmee. Don’t miss out, schedule your private tour today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Carlinhos Fregonezi (407-764-0576)

Remarks: Welcome to this beautifully upgraded two-story pool home!!! New Roof Oct 2025, this homes is offering spacious living, stylish finishes, and the perfect Florida outdoor lifestyle. From the moment you enter, you’ll notice the soaring ceilings, abundant natural light, and open layout designed for both everyday living and entertaining. The main living areas feature oversized tile flooring, while the bedrooms and staircase showcase rich wood-look flooring for added warmth and character. The kitchen is well-appointed with granite countertops, stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living and dining areas. The spacious primary suite provides a relaxing retreat with a large bedroom, soaking tub, separate shower, and plenty of room to unwind. Step outside to your own private backyard oasis featuring a screened-in pool and spa, dramatic rock-style waterfall accents, expansive paver deck, covered lanai, and fenced yard—ideal for entertaining, relaxing, or enjoying the Florida sunshine year-round. This home combines comfort, function, and resort-style outdoor living in one impressive package. Conveniently located near shopping, dining, major roadways, and area attractions.

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

Listing Agent: Marcelo Machado (321-939-3748)

Remarks: Beautiful 4-bedroom, 3-bathroom house located in the quiet, gated community of Crystal Cove. This house has an open floor plan with the living and dining rooms facing the screened pool and conservation area. The property has two suites and is filled with both tile and laminate flooring throughout the house. The kitchen comes with a nook and contains granite countertops. The community features a clubhouse, gym, playground, and a community pool. There are many well rated schools nearby. The community is located close to main roads and is within 10 minutes drive of a range of shop, restaurants, and supermarkets. This community is zoned for the use of primary residence and/or short or long term rentals. There is already a long term lease in place. Perfect for investors. THIS IS A MUST SEE PROPERTY.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Marta Rocha (407-797-4470)

Remarks: Absolutely stunning! This 6 bedroom 5 bathroom FURNISHED pool & spa home is located in the much sought after Storey Lake Resort. This gorgeous home features plenty of space, an open floor plan and a Large Bonus room upstairs. Storey Lake has world class amenities including a Lazy River, Tiki Bar/Grille, Canoe/Kayak Rental, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. Amazing Investment Opportunity. Awesome booking history. Best location in the Desirable Storey Lake Resort, 10 mins from Disney 10 mins from International drive, 25 mins to the Orlando Airport. Furniture included. This revenue producing vacation home can be yours today.

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

Listing Agent: Charles Hwang (407-730-3100)

Remarks: FURNISHED--MOVE RIGHT IN! Discover your perfect retreat in beautiful Osceola County, Florida near to Disney World | Beautiful 3-Bedroom condo within Gated Community of SUN LAKE CONDO and fully furnished 3-bedroom, 2-bathroom, is located in the highly sought-after Kissimmee area. Thoughtfully designed for both comfort and style, it features a smart floor plan and elegant finishes throughout. Interior Features: * Open-concept living and dining area and near to the back of the condo, sliding glass doors leading to a private balcony, perfect for enjoying peaceful views * Fully equipped kitchen with appliances, cabinetry, and decorative backsplash * Three generously sized bedrooms with large windows for abundant natural light and spacious closets * Two full bathrooms offering comfort and functionality Included: * Community Amenities: * Resort-style swimming pool * Full fitness center * spa and tennis courts. LOCATION Highlights: * Gated community with 24-hour security * Close to Formosa Gardens Village where you have popular local dining like Giordano’s Pizza, Adega Gaucha Brazilian Steakhouse … Entertainment, boutique shopping, walking and biking paths around the entire city, Crush Yard-Pickleball Bar & Lounge and so much more. This condo is priced to sell.* Just minutes from Margaritaville, off Hwy 192, Island H2O Water Park, and all the excitement Central Florida has to offer in the Walt Disney World area. This unit is a great fit for permanent residence. Schedule your private showing today!

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

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

Remarks: This stunning, fully furnished townhouse features 3 bedrooms and 2 bathrooms, making it an ideal choice for both comfortable living and a vacation home. Perfect for investment, this property is situated in the highly sought-after resort community of West Lucaya, a gated enclave just minutes from Disney Parks. Conveniently located near Orlando International Airport, this community offers easy access to a variety of restaurants, shops, supermarkets, and more. Residents can enjoy an exceptional range of amenities, including a swimming pool, fitness center, bar, playground, and additional facilities. Positioned right next to the clubhouse, this townhouse also allows for short-term rentals. Don’t miss out on this chance to own a piece of paradise—schedule your visit today!

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

Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)

Remarks: ***Seller motivated*** $9,500.00 Price Reduction! Welcome to Parkview at Lakeshore, a family-friendly community known for its exceptional amenities and serene atmosphere. Residents enjoy access to scenic bike trails, fitness centers, a waterfront park, community pool, tennis courts, and sidewalks throughout. This neighborhood offers a peaceful retreat in the heart of the city, with convenient access to major roadways and nearby shopping and dining. This fully renovated, modern residence features four spacious bedrooms, two bathrooms, and a versatile office/den that can easily be converted into a fifth bedroom. Additional highlights include a formal dining room or bonus space and an expansive great room with an open-concept layout—ideal for both everyday living and entertaining. The oversized two-car garage provides ample room for a workbench and additional storage. The home has been thoughtfully updated with brand-new kitchen cabinetry, a wine cooler, upgraded bathrooms, new flooring throughout, and a stylish TV feature wall with an elegant electric fireplace. The exterior showcases upscale architectural details, including columns and a charming front terrace that enhance the home’s distinctive curb appeal. Recent upgrades include a whole-house water filtration and softening system, a brand-new roof, and a new HVAC unit for added comfort and efficiency. Designed for Florida living, the backyard features a modern in-ground pool with a fountain, a beautifully paved deck area, a fire pit, and a projector setup for outdoor entertainment. The fully enclosed pool area offers privacy and year-round enjoyment—perfect for relaxing or hosting gatherings. Schedule your private showing today and discover the place you’ll be proud to call home.

Listing is courtesy of: PRIVILEGE REAL ESTATE & INVESTMENTS INC (407-791-4909)

Listing Agent: Oscar Isaac (321-697-2109)

Remarks: Welcome to this well located unit in the desirable Gables Lakes community of Kissimmee, Florida. This property offers a comfortable and functional layout, ideal for those seeking convenience, accessibility, and a welcoming residential atmosphere. Situated in a gated community, the home provides a peaceful setting while being just minutes from major highways, shopping centers, dining, and entertainment. Residents enjoy close proximity to The Loop, schools, medical facilities, and popular attractions, making it an excellent choice for homeowners or renters alike. The community features well maintained grounds and amenities that enhance everyday living, offering both comfort and security. Whether you’re looking for a primary residence or an investment opportunity, this property delivers location, value, and lifestyle appeal.

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

Listing Agent: Xiomara Pichardo (401-837-0460)

Remarks: Step into the ultimate vacation lifestyle at 7541 Marker Ave, an impressive 8-bedroom, 7-bathroom fully furnished home on a desirable corner lot in the prestigious, gated Encore at Reunion Resort. Designed for unforgettable getaways and maximum rental income, this turnkey property features a private pool and spa for sunny Florida days, plus a garage-turned-game room that’s a hit with guests of all ages. Every inch of this home blends comfort with entertainment, making it a top choice for vacationers. Just minutes from Walt Disney World, Universal, world-class shopping, and premier dining, the location couldn’t be better. Encore at Reunion offers unmatched resort-style amenities, including a thrilling water park with splash zones and slides, a resort pool, fitness center, tennis and basketball courts, on-site dining, concierge service, and complimentary theme park shuttles. Whether you're building a dream vacation portfolio or looking for a high-performing investment, this home is your gateway to endless fun and strong returns.

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

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

Remarks: Welcome to 331 Pendant Court, an exceptional 8-bedroom, 7-bathroom fully furnished vacation home located in the prestigious gated community of Encore at Reunion. This turnkey property is designed for effortless enjoyment and investment, featuring a private pool and spa for ultimate relaxation, and a converted garage game room that adds fun for all ages. Just minutes from Disney, Universal, world-class golf, and endless shopping and dining, the location couldn't be more ideal. Inside, you'll find stylish, spacious living areas perfect for large families or groups, with upscale finishes and modern decor throughout. As part of Encore Resort, owners and guests enjoy access to top-tier amenities including a thrilling water park with slides and splash zones, on-site dining, a fitness center, sports courts, concierge services, and complimentary shuttle service to theme parks. Whether you're looking for a luxurious family escape or a high-performing rental property, 331 Pendant Court offers the perfect blend of comfort, convenience, and income potential.

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

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

Remarks: Discover the perfect blend of comfort, fun, and investment potential at 7613 Brookhurst Lane, an impressive 8-bedroom, 7-bathroom fully furnished home nestled in the gated Encore at Reunion Resort. Designed for unforgettable getaways, this spacious property features a screened-in private pool and spa, plus a converted garage game room that adds extra excitement for guests of all ages. Just minutes from Orlando’s world-renowned theme parks, shopping hotspots, and dining destinations, the location is as ideal as the home itself. Encore at Reunion offers resort-style amenities including a full-service clubhouse, on-site restaurants, fitness center, sports courts, and its signature water park with splash zones and thrilling slides. Whether you're looking to create lasting vacation memories or capitalize on a high-demand short-term rental opportunity, this home delivers the best of both worlds in a vibrant, family-friendly setting.

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

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

Remarks: This luxurious 8-bed, 7-bath fully furnished home at 350 Pendant Court in Encore at Reunion is a dream come true for vacationers and investors alike! Enjoy your own private pool and spa, and a garage that's been transformed into a fantastic game room for endless entertainment. As a resident of Encore at Reunion, you'll have access to incredible amenities, including a thrilling water park with towering slides, a state-of-the-art fitness center, delicious dining options, and sports courts for some friendly competition. Plus, you're just moments away from Central Florida's world-famous attractions, premier shopping destinations, and a diverse range of restaurants. Don't miss this opportunity to own a slice of paradise!

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

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

Remarks: Step into vacation living at its finest with 551 Lasso Drive, a vibrant 8-bedroom, 7-bathroom fully furnished home tucked inside the exclusive, gated Encore at Reunion community. Designed for fun and relaxation, this spacious getaway boasts a private pool and spa, plus a garage-turned-game room that brings entertainment to a whole new level. Just a short drive from Central Florida’s world-famous theme parks, shopping hotspots, and top dining, the location is unbeatable for guests and owners alike. Encore at Reunion elevates the resort lifestyle with a full-service clubhouse, thrilling water park with twisting slides, splash zones, poolside cabanas, fitness center, on-site dining, and even complimentary theme park transportation. Whether you're looking for a high-performing investment or a personal escape with room for everyone, this home is the perfect blend of comfort, excitement, and opportunity.

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

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

Remarks: Turnkey, income-producing opportunity just minutes from Disney! Welcome to this fully furnished 2-bedroom, 2-bath condo located in the highly desirable, short-term rental–approved community of Runaway Beach Club in Kissimmee. This well-designed unit features a bright, open layout with high vaulted ceilings, chair rail accents, and in-unit laundry for added convenience. The split-bedroom floor plan offers privacy for guests, and both bedrooms include spacious walk-in closets. The living area is ideal for hosting, with two queen pull-out sofas to comfortably accommodate additional guests. No carpet—all porcelain tile, recent flooring updates add a modern, low-maintenance touch. Perfect as a vacation home, second residence, or income-producing property, this community allows flexible rental options including daily, weekly, monthly, or long-term stays (Airbnb/VRBO friendly). Runaway Beach Club is a gated, pet-friendly community offering resort-style amenities such as tropical pools, spa, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic lagoon dock. Owners and guests also enjoy access to nearby Calypso Cay amenities, including water slides, mini golf, zip line, rope course, and more. Conveniently located near Disney, Osceola Parkway, and Hwy 192, with easy access to shopping, dining, and major attractions. No CDD fees. Whether you're looking for a turnkey investment or a personal getaway, this property offers excellent value and flexibility. Room sizes are approximate and should be independently verified.

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

Listing Agent: Valentina Axelsson Ogden (407-342-2288)

Remarks: Modern Top-Floor End Unit in Melia Celebration Hotel – A Vacation Retreat and Investment Opportunity! Welcome to this fully furnished, top-floor 2-bedroom, 2-bathroom end unit in the highly sought-after Melia Celebration Hotel. With a spacious split floor plan and premium upgrades, this light-filled condo offers privacy and tranquility, enhanced by its position at the quiet end of the building, away from pool noise. The unit boasts two private balconies, including one attached to the master suite. Each bedroom features king beds, flat-screen TVs, and the master has en-suite bathroom access. The living area includes a sleeper sofa, dining space, and sliding glass doors leading to the balcony. The modern kitchen, equipped with stone countertops, a full-size microwave, refrigerator, cooktop, and dishwasher, is perfect for extended stays or guest convenience. This property is more than a retreat, it's a prime investment. With a strong short-term rental history it offers a reliable and lucrative income stream. The Melia offers an exceptional array of amenities, including a 360° infinity pool with zero-entry and a hot tub, poolside dining, a bar, a dog park, volleyball courts, picnic areas, and a mini soccer field. Pet-friendly and designed for families, this property caters to a variety of guests, enhancing its rental and vacation appeal. Conveniently located minutes from Walt Disney World, SeaWorld, Universal Studios, and Orlando International Airport, this condo also provides the charm of Celebration, a Disney-designed community known for its vibrant downtown, walking trails, and events. Whether you're seeking a luxurious vacation home or a high-performing investment, this top-floor end unit offers unmatched style, comfort, and profitability. Secure this rare opportunity!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Sean Flatley (609-208-8204)

Remarks: Beautiful vacation home, fully furnished, featuring a private pool and lake view, perfect for personal use or as a strong investment opportunity in Bellavida Resort. This spacious townhome offers 4 bedrooms and 3 bathrooms, located within a gated community that allows short-term rentals. Residents and guests enjoy access to excellent amenities, including a clubhouse with lobby and information desk, game room, playground, sand volleyball court, fitness center, and a resort-style pool with jacuzzi. Conveniently located within walking distance to Walmart, providing easy access to shopping and daily essentials. A great opportunity for vacation use or income-generating rental in one of the most sought-after resort communities in the area.

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

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

Remarks: WELCOME HOME! This beautiful move in ready 4-bedroom, 3-bathroom home features 2,091 square feet of living area with 2,734 total square feet under roof. Interior features include: entrance foyer leading to a very spacious kitchen with island and breakfast bar, walk-in pantry, solid surface countertops, stainless steel appliances large dining area and great/living room. The primary bedroom features a walk in closet, ensuite bathroom with a large shower, dual vanity and private water closet. The other 3 bedrooms have carpet and built in closets. The home also has an inside utility room. Relax on the back covered patio and take in the view of your beautiful water pond. The living room is filled with natural light and features a sliding glass door that opens to the patio and a fully fenced backyard. The two-car garage features a garage door opener. This amazing home is ready for immediate occupancy. Call today for a home preview.

Listing is courtesy of: PREFERRED REAL ESTATE (407-791-3116)

Listing Agent: Bruce Clark (407-791-3116)

Remarks: TURNKEY LUXURY STR INVESTMENT | 10BR / 10BA | SLEEPS 24 | 10 MINUTES TO DISNEY High-performing short-term rental located in Reunion West / Encore Club—just 10 minutes to Walt Disney World and a 2-minute walk to the clubhouse. Fully furnished, professionally designed, and optimized for large-group bookings and strong occupancy. Key Investment Highlights • 10 Bedrooms / 10 Bathrooms | Sleeps up to 24 guests • Turnkey & furniture included – immediate rental readiness • Large-group optimized layout = higher ADR & occupancy • Open floor plan with 16-seat dining + 4 bar stools • Commercial-style capacity kitchen with 2 French-door refrigerators • Two washer/dryer sets (each floor) for fast turnovers • Upstairs loft ideal for games / entertainment space • Private pool & spa with new pool heater (2025) and child safety fence • Major updates: new laminate flooring (2025), epoxy garage floor (2025), exterior paint (2024) • Gas tankless water heater and gas pool/spa for peak-season reliability • Low-maintenance HOA includes cable, high-speed internet, trash, pool service, lawn care, and 24-hour guard-gated security • Resort amenities drive demand: The resort area is the #1 in Disney area with water park, clubhouse, fitness center, restaurant, concierge, sports courts, and Disney shuttle Ideal for investors seeking a scalable, high-occupancy luxury STR asset in one of Central Florida’s strongest tourism corridors.

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)