Kissimmee Single Family Homes For Sale - 2020 homes

Remarks: Experience resort-style living in this beautifully updated 4-bedroom, 3-bath home, located in the highly desirable Windsor Palms Resort, just minutes from Disney. This turnkey property is fully furnished with stylish décor and offers a bright open layout, modern finishes, and well-appointed bedrooms, including two en-suites. Enjoy your private screened-in pool and covered lanai, perfect for relaxing or entertaining. Currently operating as a successful short-term rental, this home is an excellent investment opportunity with strong demand on multiple platforms. Windsor Palms offers premier amenities including a clubhouse, fitness center, movie theater, community pool, sports courts, and 24/7 gated security. Ideal as a vacation home, income property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Under contract-accepting backup offers. Welcome to this spacious 5-bedroom, 3-bathroom home located in the desirable gated community of Brighton Lakes in Kissimmee. This well-maintained home offers the perfect combination of comfort, functionality, and Florida outdoor living. Step inside to a bright and open floor plan featuring generous living spaces, abundant natural light, and plenty of room for entertaining and everyday living. The kitchen offers ample cabinetry and counter space, making it ideal for preparing meals and gathering with family and friends. With five spacious bedrooms and three full bathrooms, this home provides flexibility for guests, a home office, or multi-generational living. Enjoy your own private backyard oasis with a screened-in pool and fully fenced backyard, perfect for relaxing, and entertaining. Additional highlights include a two-car garage, spacious primary suite, and multiple living and dining areas designed for comfortable living. The home also features solar panels that will be fully paid off by the seller at closing with a full asking price, allowing the new owner to enjoy energy efficiency and potential savings with no remaining balance. Residents of Brighton Lakes enjoy excellent community amenities including a clubhouse, resort-style pool, fitness center, playgrounds, tennis and basketball courts, and scenic walking areas. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this home offers the ideal blend of space, privacy, and community living.

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

Listing Agent: Rafael Ortiz Pena (407-371-8773)

Remarks: Discover comfort and convenience in this beautifully updated 4-bedroom, 3-bath home located in the sought-after Emerald Island Resort, just minutes from Disney. This turnkey property comes fully furnished with tasteful décor and features a bright open layout, modern finishes, and spacious bedrooms, including multiple en-suites. Enjoy your private screened-in pool and covered lanai, ideal for relaxation or guest entertainment. Currently operating as a successful short-term rental, this property offers strong occupancy and income potential across multiple platforms. Emerald Island is a premium gated community offering resort-style amenities including a clubhouse, fitness center, community pool and spa, walking trails, sports courts, and 24/7 security. Perfect as a vacation home, investment property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience refined resort-style living in this fully remodeled six-bedroom, four-bath luxury pool home located within the exclusive gated community of Windsor Resort. This exceptional residence features a new roof, modern contemporary design, high-end finishes, spacious open interiors, and brand-new premium appliances throughout. Offered fully furnished, this property provides a true turnkey opportunity. Currently operating as a successful short-term rental across multiple platforms, it offers outstanding income potential with no rental restrictions. Ideally situated just 2.5 miles from Walt Disney World and minutes from world-class dining, shopping, and entertainment. Perfect for use as a primary residence, vacation retreat, or investment property.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Beautifully furnished home is located on a Coner lot & conservation area in Storey Lake resort. Community offers amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. Short/term rental

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

Listing Agent: Aria Pedroso (321-284-9197)

Remarks: Completely renovated and move-in ready! This home showcases stunning polished porcelain ceramic floors 24' x 48' throughout, an open floor plan with a fully remodeled kitchen equipped with all-new stainless steel appliances, modern cabinetry, and countertops. Bright, bright floorplan and contemporary finishes for effortless, low-maintenance living. Upgraded fixtures and thoughtful design deliver modern comfort and style. Home features an above-ground pool with a deck, ideal for outdoor entertaining and relaxation. Great potential for gatherings and enjoying the Florida lifestyle, and easy to maintain. Ideal for buyers seeking a turnkey condition in a convenient neighborhood.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Miguel Osorio (321-240-5554)

Remarks: A rare opportunity to own a fully furnished turnkey pool home in one of Orlando’s most desirable resort communities, perfectly positioned for personal use, vacation living, or exceptional short-term rental income. This beautifully appointed 5-bedroom, 5-bathroom home offers the ideal blend of comfort, style, and versatility. The spacious open-concept layout features a modern kitchen, elegant finishes, and inviting living and dining areas designed for both entertaining and everyday enjoyment. Each bedroom is tastefully furnished to provide a comfortable and relaxing retreat for owners and guests alike. Step outside to your own private screened-in pool, perfect for enjoying the Florida sunshine after a day at the parks or hosting family and friends. Located in a short-term rental approved resort-style community, residents and guests enjoy access to outstanding amenities and a prime Central Florida location just 21 minutes from Walt Disney World and only 30 minutes from Universal Studios. Whether you are seeking a primary residence, vacation getaway, or turnkey income-producing investment, this property is ready to impress. Offered fully furnished and move-in/rent-ready, it presents an exceptional opportunity in one of Orlando’s strongest and most sought-after vacation rental markets.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Laercio Xavier (321-353-4477)

Remarks: 5 Bedroom 4 Bath Vacation Dream home in Indian Creek. A MUST SEE!! Close to the parks and shopping. Can be used for your vacations and also be rented out Short Term. Fully equipped for your Vacation Rentals Home some recent updates Exterior Paint 11/2025, New pool Heater 2/2024, Dishwasher & pool Pump 10/2023, Garbage disposal 7/2022, new roof 1/2022, New AC 11/2019 All furnishings included, Flat screened TV's Stove, Refrigerator, Washer & Dryer and Landscaping. any bookings available will convey!! Be sure to put this on your list to view!

Listing is courtesy of: ROYAL REALTY PROPERTIES (407-595-7306)

Listing Agent: Steve Farah (407-595-7306)

Remarks: SELLER IS OFFERING A $10,000.00 BUYER CLOSING COST CONTRIBUTION—an incredible opportunity to step into resort-style living with added savings! Welcome to 1989 Spring Shower Circle, a beautifully appointed 3-bedroom, 2-bath residence nestled within TOHOQUA RESERVE one of Kissimmee’s premier 55+ communities! This GATED community is nearing completion, offering the perfect balance of a fresh, newer neighborhood feel without the disruption of long-term construction. Designed with both comfort and style in mind, this thoughtfully crafted home features a versatile flex room—perfect for a private office, creative studio, or cozy den. At the heart of the home, the chef-inspired kitchen impresses with a sprawling island, abundant cabinetry, gleaming quartz countertops, stainless steel appliances, and a generous walk-in pantry—ideal for both entertaining and everyday living. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a light-filled, inviting space perfect for gatherings or quiet evenings at home. The spacious primary suite offers a peaceful retreat, complete with a well-appointed en-suite bath and an oversized walk-in closet. Secondary bedrooms provide comfortable accommodations for guests or additional living flexibility. Step outside your front door and embrace a lifestyle that goes far beyond the home. This vibrant, amenity-rich ACTIVE ADULT community is designed for connection and activity, featuring a stunning clubhouse, resort-style pool and spa, fire pits, state-of-the-art fitness center, scenic walking trails, and a variety of recreational options including pickleball, tennis, bocce ball courts, and a dog park. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool. Ideally located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. This home delivers the perfect balance of peaceful, established living and everyday convenience.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Jean Scott (407-759-5320)

Remarks: Property Sold AS-IS, House will not be finished, Home located in Poinciana Villages. Great Lay-out, 3 Bedroom/2bathroom and over 1500 SQFT.

Listing is courtesy of: HOLLOMAN GORDON REALTY, INC. (407-296-0995)

Listing Agent: Cathy Spohr (407-267-7018)

Remarks: Under contract-accepting backup offers. Check out this fully furnished 9 Bed, Pool/Jacuzzi Spa Home with a relaxing water view in the highly sought after area of Bella Vida, a luxury vacation home resort community, just minutes of Disney and other major theme parks, restaurants, shopping centers, hospitals, gas stations, major highways and toll roads to get to your destination quickly! Enjoy many amenities such as a resort pool/spa, playground, basketball/volleyball court, clubhouse with a high end fitness center, game room, and movie room! The home is filled with upgrades such as hard flooring throughout the 1st and 2nd floor, quartz countertops in kitchen and in bathrooms, stainless steel appliances, and more! Furthermore, all carpets have been recently replaced with vinyl flooring! This is a great opportunity for a homeowner to take advantage as a primary home or for a turnkey investment, or both! The home is equipped with 2 Master Suites with Walk In Closet on each floor with dual sinks, this property will not last!, 7 Bath, 3 suites with their private bathroom. Includes a game room on the 1st floor for the entire family to enjoy. Relax in the back of the ho

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

Listing Agent: Junwei Gao (971-269-8702)

Remarks: Welcome to Eagle Pointe, where comfort, convenience, and Florida living come together. This spacious 4-bedroom, 3-bath home offers over 2,300 sq ft of well-designed living space and sits in one of Kissimmee’s most desirable short-term-rental-approved communities—just minutes from Disney, shopping, dining, and major attractions. Step inside to an inviting open layout with generous natural light, a blend of tile and carpet flooring, and multiple living and dining areas ideal for families or guests. The kitchen features ample counter space, a full appliance package, and direct access to the main living area, making it perfect for entertaining. The home offers four well-sized bedrooms, including a comfortable primary suite with its own private bath. With three full bathrooms, the floorplan easily accommodates larger groups, extended family, or high-occupancy vacation rental use. Outside, the property sits on a low-maintenance lot within a quiet, established neighborhood known for its walkability and proximity to Kissimmee’s resort corridor. Eagle Pointe offers a peaceful residential feel while remaining close to everything that draws visitors to Central Florida. Whether you’re seeking a primary residence, a second home, or a proven investment opportunity, this property delivers flexibility, space, and an unbeatable location.

Listing is courtesy of: EVERGREEN REAL ESTATE SERVICES (800-406-4140)

Listing Agent: Daniel Young (407-361-6236)

Remarks: Welcome to the epitome of modern living in our stunning 1670 Model! This exceptional home is move-in ready, inviting you to experience unparalleled sophistication from the moment you step through the impressive 8 ft front door. Revel in the seamless flow of this open-concept, split bedroom floor plan. Indulge your culinary senses in the kitchen, where quartz countertops grace solid wood cabinets with soft-close doors and drawers. The expansive, two-toned gray island steals the spotlight, complemented by designer LED pendant lights that add an extra layer of sophistication. A full stainless steel appliance package and ample counter space make this kitchen a haven for culinary enthusiasts. Get ready to be captivated by the master suite, featuring a spacious bedroom with an inviting LED-illuminated tray ceiling, a walk-in shower, and a double vanity with quartz countertops. Every detail in this home exudes luxury, with all the extras already included. No need to worry about upgrades – they're all here, sparing you the hassle and cost. Showings are available by appointment only, ensuring a personalized experience. Please note that the photos provided are for illustrative purposes, offering a glimpse into the exemplary finishes and floor plan of this remarkable home. Your dream home awaits – make it yours!

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Fernanda Cri Da Silva (407-625-7244)

Remarks: Beautiful and impeccably maintained 9-bedroom, 6.5-bath home located in the sought-after Solara Resort. Built in 2020 and never used for short-term rental, this stunning property is fully furnished and professionally decorated with high-end finishes throughout, including custom wallpaper, stainless steel and glass staircase railing, and fireplaces in both the living room and the primary suite. The gourmet kitchen flows into an open-concept living and dining area, perfect for entertaining. Step outside to a covered lanai with a full summer kitchen and built-in draft beer tap, overlooking a screened-in private pool. Enjoy access to world-class resort amenities including clubhouse, water park, fitness center, and 24/7 security. This is a rare opportunity for a primary residence, second home, or top-tier investment—move-in ready and in pristine condition.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Pedro Vieira Neto (407-865-1672)

Remarks: Stunning 3-bedroom, 3-full bathroom COTTAGE located in the heart of the highly desirable Margaritaville Resort! This immaculately kept, highly sought-after floorplan is currently operating as an active short-term vacation rental and is located just moments away from the major theme parks. Sold FULLY FURNISHED with Margaritaville's signature furniture package and turnkey decor, this spacious cottage features three beautifully appointed bedrooms and three full bathrooms, including a private balcony off the upstairs bedroom. Enjoy premium finishes throughout, such as high-end wood-look tile, upgraded quartz countertops, wooden stairs, an oversized private owner's closet, and high ceilings. Step out onto your private backyard patio to relax and soak up the Florida sun, or head upstairs to the balcony to take in the beautiful sunsets and catch a glimpse of the Disney fireworks. Offering incredible flexibility, this property can be used as a full-time residence, second home, or a continued income-producing short-term/long-term rental. This world-class, resort-style community features large swimming pools, multiple restaurants and bars, a fitness center, a full-service spa, and lush walking trails, all just a short walk to the vibrant dining, shopping, and entertainment at Sunset Walk! Enjoy truly low-maintenance resort living: the HOA includes fully maintained grounds, home exterior maintenance, lawn care, and 24/7 manned and roaming gated security.

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

Listing Agent: Carl Yang (813-334-4266)

Remarks: Priced as the best value for this 6-bedroom model, excellent turnkey investment opportunity, Private Pool, Spa, Themed Rooms & Game Room! Start generating immediate returns with this spectacular 6-bedroom, 5-bath fully furnished vacation home located in the 24-hour guard-gated Encore Resort at Reunion, just minutes from Walt Disney World. Thoughtfully decorated and designed for both comfort and entertainment, the home offers over 3,000 square feet of interior living space, a spacious open-concept floor plan, sleek modern finishes, and two luxurious primary suites, one conveniently located on the first floor and another upstairs with a private en-suite bath. The kitchen is equipped with upgraded cabinetry and premium countertops, seamlessly flowing into the main living areas, ideal for hosting and entertaining. Each bedroom is tastefully furnished with premium mattresses, hotel-quality linens, and plush towels, comfortably accommodating up to 14 guests. Step outside to your private oasis featuring a large heated pool, Jacuzzi, and oversized deck, perfect for entertaining or relaxing under the Florida sun. Encore Resort amenities are second to none and include an on-site water park with thrilling slides, resort-style pools, clubhouse, fitness center, tennis and sports courts, playgrounds, on-site dining, concierge services, and more. The property is ideally located approximately 5 miles from Disney Parks, with easy access to Universal Studios, SeaWorld, world-class golf courses, shopping, and dining. Whether you’re seeking a luxury vacation retreat, a primary residence, or a profitable investment property, this home offers exceptional value, style, and earning potential. Schedule your private showing today.

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

Listing Agent: Daniela Patton (407-219-1068)

Remarks: One or more photo(s) has been virtually staged. PRICE REDUCTION ON THIS GREAT WATER and CONSERVATION VIEW HOME! Seller will give $5,000 cash credit for closing cost and Credit for a NEW Roof! Welcome to this exceptional 2-bedroom, 2.5-bath home located on a quiet cul-de-sac near the Palms Resort Amenities Center. This highly desirable Coconut Grove model offers the perfect blend of privacy, space, and Florida charm—complete with tranquil water and conservation views. Step through the arched courtyard entry and into the screened porch, where a beautiful leaded glass door opens into a light-filled, open-concept living space. The chef’s kitchen features abundant counter and cabinet space, along with a cozy breakfast nook that frames serene backyard views. The spacious living and dining areas flow effortlessly into the Florida room, ideal for relaxing or entertaining. The primary suite is generously sized and features walk-in closets, an en-suite bath with split vanities, a soaking tub, and a separate shower with built-in seat. The guest bedroom and bath are thoughtfully positioned on the opposite side of the home, providing privacy for visitors. Enjoy the outdoors year-round on the oversized screened and covered lanai, offering peaceful, private views of the water and conservation beyond. Additional highlights include: Den/study or flex space. Lush, custom landscaping for outstanding curb appeal. 2-car garage with extra storage space, and a convenient half bath for guests. This beautiful home combines comfort, functionality, and a premier location. Solivita is renowned for its vibrant 55+ community, offering an array of activities and amenities tailored to active adults. Whether you’re enjoying a round of golf, engaging in fitness classes, or simply strolling along scenic walking paths, this neighborhood promotes an active and fulfilling lifestyle with over 200 clubs, sports, and activities to choose from. Enjoy the community’s clubhouse, softball field, 14 swimming pools, an indoor walking track, and much more. Every day offers something new to explore and enjoy! This home also features easy access to nearby shops, dining, and health care, offering the perfect balance of privacy and lifestyle.

Listing is courtesy of: PELLEGO, LLC (561-414-4614)

Listing Agent: Stan Wilson (850-496-3424)

Remarks: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Our new construction two-story Whitestone home features our Craftsman C1 exterior, 4 bedrooms, 3 full bathrooms, a powder room, an open-concept kitchen, café and gathering room, an open flex room, a spacious loft, a covered lanai, and a 2-car garage. Upon entry, you are greeted by the open flex room and powder room. The stunning foyer continues past the laundry room towards the kitchen, gathering room and café - which overlook the covered lanai and bathe your home in natural light. Your gourmet kitchen features a corner walk-in pantry, a large center island, stainless-steel Whirlpool appliances – including Dana Stone Gray cabinets with quartz countertops, and pendant lighting pre-wiring. The owner’s suite is located on the main level of your home and features an en suite bathroom with a walk-in closet, a private water closet, a spa-like walk-in shower, and a Blanco Matrix quartz-topped dual sink vanity. Upstairs you'll find your spacious loft, three bedrooms, and 2 full baths – one bathroom is attached as an en suite. This Whitestone home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Experience the ultimate in Florida luxury at 262 Marcello Blvd, a stunning, fully furnished 12-bedroom, 11.5-bathroom estate located in the prestigious gated community of BellaVida Resort. Designed to captivate, this property is a short-term rental powerhouse and a dream for large families alike. The interior boasts an array of expertly themed rooms, including immersive Mario, Star Wars, Mickey, Comics, and Encanto spaces, plus a Harry Potter room complete with a custom bed slide. Entertainment is endless with a private theater room and a professionally converted garage game room, while the screened-in lanai features a sparkling private pool and hot tub for soaking in the sunshine.Beyond the doorstep, BellaVida Resort offers world-class amenities, including a 6,700-square-foot clubhouse, resort-style pool, fitness center, basketball and volleyball courts, and a scenic 15-acre lake with walking trails. This prime location puts you minutes from Walt Disney World, Universal Studios, and top-tier dining and shopping along the US-192 corridor. Whether you are an investor looking for a high-yield vacation rental, a primary buyer seeking a spacious sanctuary, or a second-home owner wanting a slice of the magic, this turnkey property offers the perfect blend of location, luxury, and themed excitement

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

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