Kissimmee Single Family Homes For Sale - 2020 homes

Remarks: Welcome to refined Florida living in the sought after Four Seasons Orlando 55 plus community. This beautifully upgraded single family home offers 2,360 square feet of thoughtfully designed space, combining comfort, function, and lifestyle in one of Central Florida’s most desirable active adult neighborhoods. The sought-after Dominica model showcases a thoughtfully designed floor plan features 2 spacious bedrooms, 2.5 baths, and a dedicated office with a closet that can easily function as a 3rd bedroom. A private guest suite with its own full bath creates an ideal setup for visitors, while the expanded primary suite delivers a true retreat with a bump out design, 2 walk in closets with custom built ins, and a fully upgraded primary bath. The bath showcases dual sinks, granite countertops and a large walk in shower with a repositioned rain head for a spa like experience. The kitchen is both stylish and functional, equipped with GE Profile appliances, enhanced lighting, added outlets, and a reworked pantry featuring custom shelving for exceptional storage. The laundry room has been fully built out with cabinetry and additional storage, and fans have been added throughout the home for comfort and energy efficiency. The dedicated office is a standout feature, offering wall to wall built ins and a large desk, perfect for working from home or managing hobbies. The garage has also been enhanced with added shelving and a separate storage area. Outdoor living is where this home truly shines. Seamless corner glass sliders open to your private outdoor oasis. Enjoy a large covered patio with ceiling fans and a fully equipped summer kitchen featuring a gas grill, 2 burners, refrigerator, sink, and generous storage. The outdoor kitchen alone represents an estimated $17,000 investment. The pavers have been sealed and re sanded adding both beauty and longevity. The interior shows extremely well, with systems in good working order. Furniture is negotiable, and TVs can remain with the home. Jimmy Buffett and Disney themed memorabilia and media do not convey. Located close to the clubhouse and community amenities, this home offers a lifestyle focused on leisure, connection, and comfort. Four Seasons Orlando continues to see steady buyer interest that supports both value and opportunity. Residents of Four Seasons at Orlando enjoy an exceptional lifestyle with 24-hour guarded entry, a 13,000-square-foot clubhouse, two resort-style pools, spa, fitness center, tennis, pickleball, and bocce courts. HOA fees include exterior landscaping, allowing for truly maintenance-free living. This home is ideal for a buyer seeking a turnkey lifestyle with meaningful upgrades, strong indoor and outdoor living spaces, and the unique energy of a resort style 55 plus community. All of this just minutes from Walt Disney World® and Central Florida’s premier dining, shopping, and entertainment destinations. Luxury, leisure, and location, perfectly combined in one extraordinary home. Reach out today to schedule your private showing!

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Under contract-accepting backup offers. Discover an incredible opportunity for residential living, a vacation getaway, or a short-term rental investment, located just minutes from Disney, Magic Kingdom, Celebration, Universal Studios, and SeaWorld. This beautifully updated single-story home features an open-concept layout with a spacious kitchen that flows seamlessly into the family room and dining area which is perfect for entertaining. The kitchen is a showstopper, boasting quartz countertops, a large island with an oversized deep sink, and custom 35” cabinetry. Both bathrooms have been completely renovated with modern finishes. The primary suite offers private access to the pool through sliding glass doors and includes new tile throughout, a large walk-in closet, and a luxurious en-suite bathroom with updated vanities, lighting, and a state-of-the-art steam shower. The second bathroom features new tile, a rain shower head, and a jetted whirlpool tub. Step outside to your private Florida oasis. The covered, screened-in lanai overlooks a sparkling pool and a spacious, fully fenced backyard. Enjoy new screens, fresh sod, a brand-new (never used) 8x10 storage shed, and a charming gazebo—perfect for relaxing or entertaining guests. Additional upgrades include new tile flooring throughout the home, a new roof (2023), and a PVC vinyl privacy fence (2023). Nestled in a quiet neighborhood with no HOA, this home offers both tranquility and unbeatable proximity to Orlando’s top attractions.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Jeffery Reupert (321-287-0697)

Remarks: Your dream vacation rental — fully loaded and already cash-flowing. Being built in 2022, you will be fall in love with this low maintenance home. This 6-bed, 5-bath stunner in Solara Resort checks every box: fully furnished, professionally designed, and packed with future bookings that transfer at closing. Inside: double-height ceilings, an open-concept layout, a sleek chef’s kitchen, game loft, office, and large bedrooms that guests rave about. Outside: private heated pool, spa, and covered lanai. Located minutes from Disney, Solara is a top-tier short-term rental community with a full water park, resort-style pool, clubhouse, restaurant, tiki bar, gym, spa, arcade, sports courts, and more. Whether you're an investor or buying your own escape, this is the rare property that delivers luxury and passive income from day one.

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Michael Gangemi (406-564-6160)

Remarks: This property is located in one of the nicest Subdivision in Kissimmee Area. Seller's Mortgage is assumable with 3.5% interest rate. Roof is less than 4 months old.

Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)

Listing Agent: Neree Augustin (407-697-7020)

Remarks: Experience resort-style living in this stunning 5-bedroom, 5.5-bath cottage located in the highly sought-after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home offers exceptional privacy along with its own private pool and heated spa, creating the ideal setting for relaxation or entertaining. This beautifully designed two-story floor plan comes fully furnished, with every detail thoughtfully selected to create a light, airy, coastal atmosphere. Soft mint and pastel yellow tones, wood-plank tile flooring, and energy-efficient stainless steel appliances all come together to provide both style and function. Natural light fills the home, enhancing the bright “beach breeze” ambiance throughout. The layout features two bedrooms on the first floor and three bedrooms upstairs, including a spacious primary suite. Each of the three second-floor bedrooms boasts its own en-suite bathroom, ensuring comfort and convenience for guests. The two upstairs guest rooms offer private balconies, while the primary suite also enjoys access to outdoor space for peaceful moments of retreat. A dedicated half-bath off the lanai adds extra ease for poolside living. Located within Margaritaville Resort, residents and guests enjoy world-class amenities and a prime location with quick access to major highways, shopping, dining, and—best of all—the Disney parks. Whether you're seeking a high-performing short-term rental investment or a beautiful place to call home long-term, this cottage embodies the ultimate laid-back Florida lifestyle.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Troy Boss (315-335-4622)

Remarks: Under contract-accepting backup offers. Turnkey, fully furnished 6-bedroom, 6-bathroom two-story property located in the highly desirable Encore Resort at Reunion. Built in 2018, this home offers 3,317 sq ft of well-designed living space, including a primary bedroom on the first floor, making it ideal for short-term rental or personal use. The property features a private pool, movie theater, and game room, providing excellent entertainment options for guests. Conveniently situated just minutes from Walt Disney World and major attractions, and within a short distance to the community pool and resort-style water park. The HOA monthly fee includes landscaping, irrigation water, cable, internet, pest control, valet trash service, bulk trash removal, security patrol and gated access, as well as pool service, including weekly cleaning and chemical checks. This property is move-in ready and set up for immediate income production, making it an excellent opportunity for investors seeking a short-term rental in a prime location. Sold furnished.

Listing is courtesy of: ANCHOR REAL ESTATE (305-794-7901)

Listing Agent: Alexandra Gomez Lattuf Llc (786-477-2426)

Remarks: Under contract-accepting backup offers. Welcome home to one of the most desirable properties in Tohoqua! Perfectly positioned on a premium corner lot overlooking the pond, this beautifully maintained residence offers privacy, space, and stunning views with no rear neighbors and an oversized, fully fenced backyard that’s hard to find in the community. Built in 2019 and truly move-in ready, this home stands out with thoughtful upgrades and modern finishes throughout. Enjoy incredibly low electric bills thanks to FULLY PAID-OFF SOLAR PANELS, with the current owner averaging $50 or LESS every month. One of the most unique features of this home is the attached 1-bedroom, 1-bathroom in-law suite, tucked away in its own private wing. Complete with a living area and wet bar, it’s the perfect setup for multigenerational living, guests, or even a private retreat for yourself. Inside, you’ll find a spacious and functional layout with 5 bedrooms and 4.5 bathrooms, including an upstairs loft and a dedicated office on the main floor. The entire second level has been upgraded with brand new luxury vinyl flooring, no more carpet, along with fresh interior paint for a clean feel. The kitchen is both stylish and practical, featuring contemporary finishes and ample space for cooking and entertaining. Located in one of Kissimmee’s most sought-after master-planned communities, Tohoqua offers top-tier amenities and is zoned for highly rated, newer schools. This is the kind of home that checks every box: space, upgrades, location, and versatility. Schedule your showing today!

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

Listing Agent: Elliott Hunt (770-355-9149)

Remarks: Under Construction. Welcome to your dream home! This exquisite brand-new construction offers a perfect blend of modern luxury and comfortable living, featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located in the vibrant community of Kissimmee, this residence is just minutes away from world-renowned attractions, shopping, and dining. Enjoy an open concept living area that seamlessly connects the kitchen, dining, and family rooms, ideal for entertaining and family gatherings. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, a large island, and ample cabinet space, making it a culinary paradise. The four bedrooms are generously sized, perfect for family and guests, with no carpeting and large windows that invite natural light. The three bathrooms feature contemporary fixtures, stylish tile work, and premium finishes, providing a spa-like experience at home. Step outside to your private backyard, perfect for outdoor gatherings, barbecues, or simply enjoying Florida's beautiful weather. This home is built with the latest energy-efficient technology, ensuring comfort while saving on utility bills. Nestled in a family-friendly neighborhood, this home offers easy access to top-rated schools, parks, and recreational facilities. Plus, with major highways nearby, the hustle and bustle of Orlando is just a short drive away. Don’t miss the chance to own this beautiful new construction home in Kissimmee. Schedule your showing today and step into a lifestyle of elegance and convenience!

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

Listing Agent: Elmy Peralta (407-785-4621)

Remarks: Location! Location! Location! This property is located within the Coralwood neighborhood of Buenaventura Lakes. The home has an option to be sold with all furniture and appliances, including washing machine and dryer. The property has a new roof installed in 2014, the property has ceramic floors throughout the entire home. This home is 1395 living sf under central air conditioning. This home is move in ready today for you to call it a vacation home, investment property or your Home Sweet Home. The location is in close proximity shopping and restaurants, it is a warm inviting property in a convenient location. Come enjoy what your new home has for YOU! Call now to schedule a showing!

Listing is courtesy of: BILLY NEIL & MIKE HANSEN RLTY (386-439-9352)

Listing Agent: Gregory Kong (386-931-6004)

Remarks: Beautiful 5-bedroom, 3 full and 2 half bathroom home with over 2,500 sq ft of living space, ideal for short-term rental or primary residence. Features include a spacious open floor plan with high ceilings and formal living and dining areas, a large great room with high ceilings and beautiful fixtures, and a bright kitchen with new refrigerator, ample cabinetry, and eat-in space. The oversized primary suite offers dual walk-in closets and a bathroom with dual sinks, garden tub, and separate shower. Additional highlights include newer tile flooring,master suite balcony over looking pool and conservation, upgraded bathrooms, 2017 A/C, loft area perfect for office or flex space, and a converted garage game room. Enjoy a private pool with large lanai, perfect for outdoor living. Low HOA of $175/month and no CDD. Conveniently located near major attractions, shopping, and 15 minutes from Disney. Short Term Rental allowed.

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

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

Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Under contract-accepting backup offers. MOVE-IN READY! Rare opportunity for first-time buyers or investors, perfectly suited for both long-term living and short-term rental income. Located on a corner lot in the highly desirable Indian Point community, this well-maintained screened pool home stands out with very low HOA fees and access to great amenities including a clubhouse, community pool, playground, and tennis courts. The location is a major highlight, just under 20 minutes to Disney, and less than 35 minutes to Universal Studios and Orlando International Airport, with quick access to HWY 192, plus nearby shopping, dining, hospitals, and entertainment. Inside, the home offers vaulted ceilings, tile flooring in the main areas, no carpet,  neutral paint, and an abundance of natural light through large windows and sliding doors, creating a bright, open, and low-maintenance space. The private screened pool adds strong lifestyle and rental appeal, making this home an excellent option as a primary residence, vacation home, or income-producing property in the heart of Central Florida.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully cared-for 3-bedroom, 2-bath home offering a warm and inviting layout with an open floor plan, luxury vinyl plank in the living area, tile in the kitchen, and soft carpet in the bedrooms. Enjoy mornings on the cozy front porch and evenings on the updated back patio, complete with a 10x10 retractable overhang, new stepping stones, and a bird feeder for a peaceful outdoor escape. The kitchen opens seamlessly to the living and dining areas—perfect for everyday living and entertaining. Recent updates include a NEW ROOF (Dec 2023), HVAC (June 2020), and Custom Hurricane Panels stored in the garage for your convenience. You’ll also love the fresh landscaping in both front and back yards. The HOA offers fantastic amenities like Olympic-size swimming pools, basketball courts, a clubhouse, and a playground—something for everyone to enjoy! Conveniently located just 5 miles from the nearest hospital and only 18 minutes from the brand-new Poinciana Lakes Plaza, this move-in ready home truly has it all.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Yvette Hernandez (407-307-5408)

Remarks: This well-maintained property offers 3 bedrooms, 2 full bathrooms, and a spacious 2-car garage. The home includes a fully equipped laundry area with washer and dryer for your convenience. Enjoy a large, fully fenced backyard, perfect for outdoor living and added privacy. Rent includes high-speed internet and cable TV. Move-in ready and available today.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Augusto Osorio (407-343-8578)

Remarks: This elegant estate home is located in Kissimmee with close proximity to Central Florida business and Orlando communities with an astounding 5.47 total acres of land surrounding the actually developed almost 2 acres. This is privacy and land at an affordable price. The breathtaking tree-lined private drive creates eager anticipation for the primary residence. This is a compound for the large family or extended family. Not to be disappointed, you are welcomed via a circular driveway entrance with abundant parking for the family with multiple automobiles or guest parking. You enter through the beautiful double mahogany door to the stunning home with large open rooms including, foyer, dining, den, oversized pool, and tremendous fourth bedroom or game room. The kitchen is equipped with high-end appliances and gorgeous wood cabinetry. The additional 1 bedroom 1 bath detached guesthouse with kitchenette overlooks the stunning wooded and greenbelt views. This home has million dollar-type upgrades at a very affordable price. 3 a/c systems, radio/intercom system throughout, Anderson windows are double paned and insulated, lush landscaping, tiled roof, outside screened lanai with views of a magnificent natural wooded landscape. Additional amenities are 10-12 foot ceilings, crown molding, dual water heaters, fully tiled home, new skylights, remodeled laundry room, new stainless steel oven, dishwasher, refrigerator, custom blinds, RV electrical hookup by garage/guest apartment. Gorgeous, private retreat.

Listing is courtesy of: LISTED SIMPLY (800-995-5879)

Listing Agent: Sinan Zakaria (800-995-5879)

Remarks: Spacious 5-bedroom, 5.5-bathroom pool home located just 8 miles from Walt Disney World. This open-concept property features a modern kitchen equipped with stainless steel appliances, granite countertops, and a large island overlooking the dining and living areas. The floor plan includes a convenient primary suite on the main level. Upstairs, you will find additional well-appointed en-suite bedrooms, including themed rooms and a master suite. The exterior offers a private, fully screened-in patio with swimming pool. Significant features include high-speed Wi-Fi capability, a dedicated laundry room with full-sized washer and dryer, and keyless entry for seamless access. Situated in a luxury community with easy access to I-4, 192, and local dining, shopping, and grocery stores including Publix and Walmart. Excellent opportunity for a second home, or short-term rental investment. Sold fully furnished and move-in ready.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Alessandra Dale (407-729-6936)

Remarks: Short Sale. Positioned within the highly desirable Bellalago community, this 4-bedroom, 3.5-bathroom lakefront property presents a compelling investment opportunity in a strong short- and long-term rental market. Offering 3,123 sq. ft. of living space, the home features an open-concept layout, high ceilings, and ample natural light—attributes consistently sought after by today’s renters and buyers. The property sits on a premium lot with direct lake access and expansive water views, enhancing both its rental appeal and long-term value potential. The kitchen is equipped with granite countertops, stainless steel appliances, and a large island, aligning with modern tenant expectations. The primary suite includes a spacious walk-in closet and a well-appointed ensuite bath, contributing to overall desirability and occupancy potential. Outdoor features such as a screened-in lanai provide added lifestyle value, while the Bellalago community offers resort-style amenities including pools, fitness centers, and walking trails—key drivers for tenant retention and premium rental pricing. With its combination of location, layout, and amenities, this property is well-positioned for investors seeking consistent cash flow, appreciation potential, and broad market appeal.

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

Listing Agent: Mark Bowen (561-763-2940)

Remarks: One or more photo(s) has been virtually staged. Welcome to Tohoqua ~ where almost new construction meets RESORT STYLE LIVING in one of Osceola County’s fastest-growing communities! BUILT IN 2024 and in pristine condition, this spacious single-story 4-bedroom, 3-full bath home still carries the 1/2/5/10 builder warranty for added peace of mind. Thoughtfully UPGRADED with ethernet wiring to every room and a whole-home WATER SOFTENER/FILTRATION SYSTEM, this property blends modern convenience with easy, everyday living! Stepping inside, you will immediately notice the high ceilings, fresh neutral color palette, and TILE FLOORS throughout the main living areas, with carpet reserved for the bedrooms. The OPEN CONCEPT living and dining areas create a bright, welcoming space that feels practically brand new. At the heart of the home, the kitchen is a true showpiece – featuring timeless shaker-style cabinetry, sleek countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a large ISLAND with bar seating under pendant lighting. Completely open to the main living areas, it is designed for both entertaining and everyday functionality. The 3-WAY SPLIT FLOOR PLAN offers exceptional privacy – tucked at the back of the home, the PRIMARY SUITE feels like a retreat with a generous WALK-IN CLOSET, a well-appointed en-suite bath, and direct access to the laundry room for added convenience. Secondary bedrooms are thoughtfully positioned on opposite sides of the home, perfect for guests, multi-generational living, or a dedicated home office. A mud room area with a built-in desk/study station adds even more flexibility for work or school from home. Enjoy Florida living outdoors with a large COVERED FRONT PORCH, a SCREENED LANAI, and a nicely sized yard offering room to relax, play, or personalize your outdoor space. Located just 5 miles from the SunRail station and Downtown Kissimmee, and ideally positioned off Neptune Road with quick access to the Florida Turnpike and US-192, you are just minutes from Lake Toho, East Lake Toho, golf courses, shopping, dining, local attractions, world-famous theme parks, and the Orlando International Airport. Whether you are looking for a full-time residence or a lock-and-leave vacation home, the location checks every box! Life in Tohoqua means access to resort-style amenities including a clubhouse, community pool, sports courts, playground, gathering areas, walking trails, and proximity to the beautiful Twin Oaks Conservation Area. Fishing, lakes, and outdoor recreation are at your fingertips, and all within a thoughtfully designed newer community in a high-ranking school district. Light, bright, fresh, MOVE-IN READY – and built for the way you live today – this Tohoqua home delivers modern comfort, smart design, and the best of Central Florida living all in one. Welcome Home! **Seller may consider buyer concessions if made in an offer**

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: BRAND NEW ROOF & SKYLIGHTS MARCH 2026 (transferable warranty), BRAND NEW EXTERIOR SHERWIN WILLIAMS PAINT 2026, REMODELED KITCHEN 2022........A/C REPLACED 2021, WHOLE HOME HAS BEEN REPIPED, UPDATED WINDOWS, NEWER LAMINATE FLOORING. Ceiling fans, spare closet, marble window sills, all appliances will stay......gutters, storage room, 1-car garage, front glass door, FENCED-IN BACKYARD, & a covered front porch are all EXTRAS. The Owner's Suite is OVERSIZED, has a WALK-IN CLOSET, a private bath, & SIT-DOWN VANITY. Our 2nd bedroom also has a WALK-IN CLOSET and its bath can be private OR accessed by the living room. UPDATED LED LIGHT in the kitchen, newer cabinets, closet pantry, a disposal, appliances are 3-4 years old, & the portable COFFEE BAR STATION WILL STAY. Regular PEST CONTROL has been scheduled......the garage has shelving, a utility sink, & a pedestrian door to the sideyard. We have a PHENOMENAL FLORIDA ROOM......perfect for an office, a second den space, kid's play area, crafts station, & there is ALSO A 3RD BEDROOM within it. Our backyard is large enough for a garden, a swingset, & it abuts a large water channel so no rear neighbors to crowd your privacy. NO HOA, NO CDD, NO SOLAR OR SOLAR LOANS, NO HISTORY OF ANY FLOOD ISSUES, SOLID BLOCK CONSTRUCTION, perfect for first-time buyers, snowbirds, or investors. We are #readyforshowings!!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Jennifer Davis, Pa (407-361-1072)

Remarks: 7 bed / 6.5 bath Pool & Spa home in Gated Community. Sold fully Furnished. Ideal as a Primary Residence, Vacation Home or Investment Property (short-term rentals allowed). Spacious open floor plan with Vaulted Ceilings and lots of Natural Light. 5 bedrooms have En-Suite bathrooms, room 6 & 7 share Jack & Jill bath. There is also a half bath accessible directly from the pool area, as well as an Outdoor Shower. Large patio and screened-in heated Pool & Spa with Color Changing LED Lights are perfect for relaxation. Air Conditioned Game Room (converted garage) adds to the fun. Home is conveniently located just minutes from theme parks, attractions, shopping and dining with easy access to main roads. Freshly Painted Interior, New Roof (7/2023), A/C (10/2021). Come see it and make it yours today!

Listing is courtesy of: HOME SWEET FLORIDA REAL ESTATE (321-200-4647)

Listing Agent: Kasia Lambert (321-200-4647)