Kissimmee Single Family Homes For Sale - 2021 homes

Remarks: **Discover a beautiful 3-bed, 2-bath home featuring an in-ground screened pool and a spacious 2-car garage. You truly need to see it to appreciate it—this property is move-in ready and perfectly located near everything you could want: airport, supermarkets, pharmacies, restaurants, churches, highways, Disney, and more. A wonderful home in an exceptional neighborhood. Information in the MLS is intended to be accurate but not guaranteed. * Square footage, room sizes, and lot size should be independently verified. *

Listing is courtesy of: TOP SAVING REALTY (407-846-0573)

Listing Agent: Sonya Dietsch (407-666-4515)

Remarks: Come check out YOUR new home with a NEW METAL ROOF! A charming Home in the HEART of Kissimmee. This three bedroom has so much character and a beautiful fully remodeled kitchen made for gathering. All new laminate flooring in common areas make this modern home look fresh and clean. The enclosed back porch adds square footage as well as any Baker’s dream with a baking area that includes a double oven. The garage features a separate storage room with a washer and dryer. The large backyard provides a lot of space for entertainment and/or privacy. Make your appointment today to come check it out.

Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)

Listing Agent: Rey Andrade (863-669-8767)

Remarks: Stunning 2-Story Lakefront Home in Bellalago! This beautifully maintained home offers the perfect blend of comfort, space, and breathtaking views. The primary suite is conveniently located on the first floor, while the second level features two additional bedrooms and a versatile loft—ideal as a third living space, play area, or home office. At the front of the home, you'll find an inviting formal living and dining area, perfect for entertaining. Toward the back, enjoy a spacious family room that flows seamlessly into the island kitchen, complete with a breakfast bar and plenty of cabinetry. A huge indoor laundry room adds everyday convenience. The primary suite is a true retreat, boasting a relaxing Roman tub, separate shower stall, and his-and-hers walk-in closets. Don’t miss your chance to call this lakefront beauty home—schedule a showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Mary Clevenger (407-870-8388)

Remarks: Under contract-accepting backup offers. Welcome Home ... This well maintained home features three bedrooms and two full bathrooms with 1,278 square feet of living area and 1,965 total square feet under roof. You will love the open layout concept, split plan, large primary suite with a walk in closet. The living room features a wood burning fireplace. Relax on the back covered patio or take a plunge in the sparkling swimming pool. The entire backyard patio is screen enclosed. NO rear neighbors! The back yard also has a beautiful vinyl privacy fence. Ceramic Tile throughout the entire home makes for easy cleaning. This home is block construction with stucco and brick/stone accents. THE ROOF WAS JUST REPLACED IN 2025. THE HOME ALSO HAS NEW PLUMBING PIPES. Move in condition. Call today for a preview of the amazing home.

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

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

Remarks: Welcome to 1673 Barberry Lane, a beautifully upgraded Cali model located in the heart of Kissimmee, FL, offering over $80,000 in thoughtful upgrades and designed for both comfortable living and income-producing potential. This home stands out from the moment you arrive, combining modern enhancements, functional design, and premium features throughout. Whether you’re looking for a primary residence, second home, or Airbnb opportunity, this property checks all the boxes. Step inside to a well-maintained and inviting interior featuring ceiling fans in every room with independent controls, upgraded chandelier lighting in the kitchen and dining areas, and an expanded pantry with added shelving for extra storage and convenience. The kitchen is equipped with a newer dishwasher that includes a transferable warranty, adding peace of mind for the next owner. One of the most unique features of this home is the upgraded garage space, which has been transformed into a versatile and functional area. It includes its own independently controlled HVAC system (2024), epoxy-coated flooring, added storage shelving, and a custom sliding privacy screen—perfect for a home gym, workspace, or additional flex space. The home’s HVAC system has been recently serviced (March 2026) and includes an extended transferable warranty with approximately 7 years remaining, along with a built-in UV air purification system designed to help reduce bacteria, mold, and airborne contaminants—an incredible value and added comfort feature. Step outside to your private outdoor retreat, where attention to detail continues. The property features a fully fenced yard, a complete gutter system, and a full concrete walkway surrounding the home. The highlight is the extended screened-in lanai with pavers (16’ x 20’), completed in 2024, featuring an insulated covered roof, ceiling fans, motion-detection lighting, and a dedicated outlet for outdoor cooking or entertaining. A translucent Florida glass enclosure adds additional weather protection while still allowing natural light to flow through. Located in a growing area of Kissimmee with convenient access to shopping, dining, schools, and major roadways, this home offers both lifestyle and long-term value. If you’re looking for a move-in-ready property with extensive upgrades, flexible living space, and strong potential, 1673 Barberry Lane is a must-see. Schedule your private showing today and experience the difference for yourself.

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

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

Remarks: Experience Resort-Style Living at Reunion! Whether choosing to use this as your own home, vacation home, or investment property, the opportunity is there! This versatile Verona floor plan is fully furnished and move-in ready. This stunning home offers 5-bedrooms, 3.5-baths. It features an open-concept layout with 9-ft ceilings, the home includes a first-floor primary suite, a spacious bonus loft, and a versatile entertainment room. The kitchen boasts quartz countertops, 42” upper-wood cabinets, and stainless steel Whirlpool® appliances. Upstairs, you’ll find four additional bedrooms, two full bathrooms, and a generous loft area that’s perfect as a second living space—a great spot for kids to hang out, play games, or enjoy movie nights. Additional highlights include a covered front porch and patio, Wi-Fi-enabled garage, and professional front landscaping. Located in Reunion Village near Champions Gate, enjoy exclusive access to Encore Resort amenities: a 10-acre water park, fitness center, arcade, courts, playgrounds, pools, and on-site dining. HOA perks include lawn care, irrigation, pest and termite control, pressure washing, high-speed internet, and cable. Just minutes from theme parks, dining, and shopping. Schedule your private tour today!!!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Experience the best of Florida lakefront living! Situated on a rare, private gated peninsula, this 4,600+ sq. ft. estate home offers panoramic water views from nearly every room. The timeless brick architecture and classic front porch welcome you into a light-filled sanctuary featuring newly installed bamboo flooring. The impressive chef’s kitchen features a center cooktop island, built-in oven, stainless steel appliances, and crown molding throughout. Unwind with the first-floor primary retreat, a spa-like en-suite with a jetted tub, separate shower, dual closets, and breathtaking water views. Upstairs, you'll find French doors to the expansive balcony and a versatile bonus wing with a second fireplace, offering the perfect setting for a game room, home gym, or multi-generational suite. Step outside to your private dock with a boat lift and enjoy the sounds of birds from the nearby bird sanctuary. Explore the world-class Bass fishing on Lake Toho, part of the Kissimmee Chain of Lakes. Lake Toho is one of the premier fishing lakes in Florida, and is home to many fishing and boat clubs, including Major League Fishing. Lake Toho is also recognized by the Audubon Society and eBird as prime habitat for bird watching, with over 180 species of birds. Notable improvements include: A/C replacements (downstairs 2023, upstairs 2019), water heater (2020), roof replacement (2017), and Exterior paint (2023) Ideally located minutes from Orlando’s theme parks and with easy access to the Florida Turnpike, this home offers secluded luxury with effortless connectivity to nearby dining and entertainment venues. Homes of this caliber are a rare opportunity. Schedule your private tour today!

Listing is courtesy of: CORNERSTONE TRUST, LLC (407-810-0322)

Listing Agent: Josie Kassem (407-810-0322)

Remarks: CURRENTLY LEASED WITH GREAT TENANTS FOR $3,900 PER MONTH THROUGH 12/4/26! LEASE CAN BE ASSIGNED TO NEW BUYER! GORGEOUS 1990-A Model 3-Story Cottage For Sale at Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. All Bedrooms Feature En-Suite Bathrooms. Kitchen has QUARTZ Countertops and Door Leading to Large Paved Patio with Shell Pathways, Palm Trees and Tropical Foliage. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, Built-in Closet Shelving, TANKLESS WATER HEATER, FULL SIZE W/D and Half Bathroom on First Floor. First Floor has Spacious Living Room Area and Kitchen. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: MOST SOUGHT AFTER FLOOR PLAN IN ALL OF MARGARITAVILLE RESORT ORLANDO! THESE RARELY COME UP AND THIS IS THE ONLY ONE OF IT'S KIND ON MARKET! Beautifully furnished corner-lot 1818-A cottage featuring 3 bedrooms and 3.5 bathrooms in one of Central Florida’s premier resort communities. Ideal as a full-time residence, second home, or income-producing vacation rental. Each bedroom offers a private EN-SUITE BATH with DUAL SINKS, providing comfort and privacy for owners and guests alike. The SPACIOUS second-floor loft creates an additional living area with access to a private balcony overlooking the lush tropical backyard and patio. The open-concept kitchen is appointed with upgraded appliances, quartz countertops, and an ISLAND with seating, flowing seamlessly into the bright dining area surrounded by windows. French doors from the living room lead to a charming paver patio and beautifully landscaped yard with winding sand and shell pathways through tropical foliage. Additional highlights include wood-look tile flooring throughout, ceiling fans in all rooms, side-by-side washer and dryer, and an upgraded TILE ROOF. Furniture and Housewares are included in the list price, along with blinds, drapery, TVs, artwork, kitchenware, dishware, linens, and décor. Located within the one-of-a-kind Margaritaville Resort Orlando with resort pools, fitness center, spa, water park, dining, shopping, entertainment, and the vibrant Promenade at Sunset Walk, all just minutes from Walt Disney World and Orlando’s top attractions. This is more than a home, it’s a vacation-inspired lifestyle where every day feels like a getaway.

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: English

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

Listing Agent: Evelyn Galindez (407-300-1696)

Remarks: LOCATION, LOCATION! OPPORTUNITY! Amazing home at STOREY LAKE, with 5 bedrooms and 5 bathrooms, FULLY FURNISHED, with screen covered pool and heated spa. With an investment of $2500, the garage has been transformed in an amazing game room. This house stays 15 minutes from Disney's Parks, 10 minutes from Walmart, close to many restaurants, Outlets, and 30 min from the airport. INVESTORS, it has already many bookings for the next two months!

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

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: BACK TO MARKET! MUST SELL! Palatial Estate on 35 Acres w/ Massive Warehouse & Development Approval! A once-in-a-lifetime offering! This is not just land; it's a magnificent 5-bedroom, 5.5-bathroom mansion situated on a massive 35 acre compound, complete with a commercial warehouse. Experience unparalleled luxury, privacy, and limitless potential. The Luxurious Residence: Boasting a commanding 5,044 sq ft under air, this home is designed for grand-scale living and entertaining. With 5 bedrooms and 5.5 bathrooms, it offers ample space for family and guests. Modern Comfort & Style: While details are to be discovered, homes of this caliber often feature gourmet kitchens, expansive living areas, home theaters, game rooms, and resort-style pools—all possible in this incredible setting. Ultimate Privacy & Legacy Living: Enjoy the rare combination of a luxurious, move-in ready estate with the privacy and scale of your own 35-acre kingdom. The Income & Development. Assets: Colossal Commercial Warehouse (~8,000 sq ft): A business owner's dream. This clear-span facility with high ceilings, phase power is perfect for any enterprise, storage, or as a world-class private workshop. Generate significant income or pursue your passion project. Unrivaled Scale & Flexibility: With 35 acres, the options are endless. Keep it as a legendary private compound, develop a portion, or build a mixed-use legacy project. Short-term rentals are approved for future builds. Prime Location & No HOA: Total freedom just minutes from Disney, major highways, and all Kissimmee amenities. The property is paved, fenced, and has multiple access points. This is more than a property; it's a legacy. A statement. A universe of possibilities. Contact us for a private showing of the estate and full development portfolio. Confidentiality assured. Currently use as Airbnb, all furnitures are included. Please schedule a showing with listing agent.

Listing is courtesy of: U KEY REALTY (407-937-8888)

Listing Agent: Yukey Hoo (407-937-8888)

Remarks: One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac – Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard — ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don’t miss your chance to own this move-in-ready gem — schedule your private tour today! Photos are of a model home that is very similar. Not actual home.

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller relocating—bring your offers! Welcome to 2631 Captains Ct, a beautifully maintained 4-bedroom, 3.5-bath waterfront home tucked away on a quiet cul-de-sac in the highly desirable gated community of Bellalago. With a brand new tile roof (2023), private boat dock (2021), and sweeping lake views, this home is a standout for anyone seeking true Florida waterfront living. Step inside through updated double glass entry doors (2022) and you’re greeted by a bright, open layout that effortlessly blends formal and casual living spaces—perfect for both entertaining and everyday comfort. The chef’s kitchen features Samsung stainless steel appliances, quartz countertops, a large island with bar seating, a walk-in pantry, and ample cabinetry. The first-floor primary suite offers a private retreat with dual walk-in closets and a spa-like bathroom complete with double vanities, a soaking tub, and a tiled shower. A secondary bedroom with its own en-suite bath on the main level is ideal for guests or multi-generational living. Upstairs, you’ll find a spacious bonus/media room, two additional bedrooms, a full bath, and a convenient laundry chute—giving you flexibility for work, play, or hosting. Enjoy peaceful mornings and relaxing evenings on the covered, screened lanai overlooking the water. Additional updates include two new A/C units and a full exterior repaint (2025). The 3-car garage with built-in storage, extended paver driveway, and manicured landscaping add to the home’s strong curb appeal. Living in Bellalago means enjoying a true resort-style lifestyle along the shores of Lake Tohopekaliga, just about 21 miles from Walt Disney World. Residents have access to three pools, scenic walking trails, two fitness centers, a fishing pier, and an on-site restaurant, Flip Flops Restaurant. The community also features pickleball, tennis, basketball, beach volleyball, a kids’ water park, dog park, and picnic areas. Boating enthusiasts will appreciate the private boat launch and lift, offering direct access to Lake Toho. This is your opportunity to enjoy peaceful waterfront living with luxury amenities and everyday convenience. Schedule your private showing today and see why Bellalago continues to be one of Central Florida’s most sought-after communities.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: David Hartigan (407-955-1156)

Remarks: PRICE IMPROVEMENT. Welcome to this beautiful 2-story home in Stepping Stone, where you and your family will enjoy one of the best communities in Kissimmee. This home features 5 spacious bedrooms, 3 bathrooms, and a stunning lake view. This 5-year-new property is perfect for families, investors, or Disney enthusiasts. The first-floor features one bedroom, one bathroom, bonus/ flex room, living area, combined kitchen, and dining. On the second floor are the other four bedrooms, a small loft, laundry room, and two bathrooms. There is a community pool, playground, and walking trails. This home is in close proximity to Disney, shopping, and dining. It is a very peaceful and quiet place. You will feel like you are the only one living there because it's very quiet. This home has it all, plus beautiful views from both upstairs and downstairs of the lake. Home has a bonus- SOLAR PANELS. The only thing missing is YOU! What are you waiting for? Call for a showing today!!

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Carbeth Golding (407-729-9103)

Remarks: Discover this beautifully renovated home, perfect for living or investing, 2 Bedrooms | 1 Bath, Spacious Living & Dining Room. Brand-new kitchen with granite countertops, Fresh interior & exterior paint. Charming front & Back porch to enjoy your mornings. Elegant pavers! New metal roof! NO HOA! Prime opportunity in Kissimmee? Ideal for first-time buyers or investors. Schedule your private showing today! Wheel Chair Ramp, Dead-End. Community Allow 1 RV at the property!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Paola Almonte (407-968-7511)

Remarks: TURNKEY SHORT-TERM RENTAL with lucrative income record! RARE, PREMIUM Cul-de-Sac Gem: 3BR/2BA, 1,550 sq ft home in Reunion Village. Neighborhood amenities include 2 fabulous water parks, 3 championship golf courses, fitness centers, arcade game room, 7 pools, and 7 on-site restaurants. Your private Encore Club boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Located just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. This home sits on a premium, 6,057 sqf lot at the end of a private cul-de-sac with only two other neighbors and a yard that backs onto a protected conservation area—excellent for building your dream outdoor paradise. No rear neighbors, no thru-traffic, just pure relaxation. There is no yard work to worry about; landscaping and lawn care are done for you so you have time to enjoy the nearby activities. This upgraded home features quartz on all surfaces; white 42” kitchen cabinets; a beautiful island; walk-in pantry, GE kitchen appliances; and includes a washer and dryer. The property is fully furnished with HD TVs in every room, making it turn-key ready or available for immediate short-term rentals. Two of the backyard photos are staged, to show the potential of landscaping.

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: This charming single-family home is in a peaceful neighborhood, perfect for those seeking a comfortable and inviting living space. This well-maintained residence features 3 bedrooms and 2 bathrooms, offering ample space for family and guests. The interior boasts a spacious open floor plan with plenty of natural light, creating a warm and welcoming atmosphere. The living and dining areas flow seamlessly, providing a versatile space for various activities. Outside, the property offers a well-manicured yard with a screened front porch to sit and relax and watch the morning sun rise. Located in Kissimmee, this home is conveniently situated near schools, shopping centers, parks, and other local attractions, providing a perfect blend of suburban tranquility and accessibility to urban amenities. Whether you are a growing family or someone looking to settle in a friendly community, 2419 Willow Tree Ln is a wonderful place to call home.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Stephanie Florez (407-810-5874)

Remarks: Property to be sold AS-Is only. Owner motivated.

Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)

Listing Agent: Mara Rodriguez (407-556-4315)

Remarks: Turnkey and ready to move in! This 2023 single-family home sits on a quiet cul-de-sac in Poinciana, offering 3 bedrooms, 2 bathrooms, and 1,248 sq ft of living space on a 0.22-acre lot (9,736 sq ft / 905 sq m) with no rear neighbors. The open floor plan features a modern kitchen with stainless steel appliances, spacious living and dining areas, and a split layout for privacy. The primary suite includes a walk-in closet and private bath. Additional highlights include a 2-car garage with storage cabinets and leased solar panels for energy efficiency. The Poinciana HOA is just $90/month and covers Spectrum high-speed internet. Only about 30 minutes from Disney theme parks, with easy access to US-17/92, Poinciana Parkway, and I-4 for a convenient commute to Orlando, Kissimmee, and major attractions.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Alexa Monasterio Flores (786-915-9294)