Kissimmee Single Family Homes For Sale - 2029 homes

Remarks: Under Construction. This new three-bedroom Frey offers convenient single-story living. Two secondary bedrooms are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. A lavish owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Aggressively Priced for fast sale! Skip the startup phase — walk into an active booking calendar for 2026 - reservations already on the books with existing management. Proven rental performance indicates the potential to gross up to $120,000 annually.* On a street named for stories, this home was designed for creating them. This popular Santiago model sits on an enviable corner lot in Storey Lake Resort and offers 8 bedrooms, 5 bathrooms, and an expansive 4,303 sq. ft. of living space. Located just minutes from Walt Disney World and the heart of Orlando’s imagination, the home blends contemporary architecture with inviting curb appeal, highlighted by a brick paver driveway and sleek stone accents. Professionally furnished to a high standard, each room includes thoughtful details and enchanting touches that give the home its unique character. The first floor opens into a bright, connected living space where the kitchen, dining, and lounge areas flow seamlessly together. The kitchen features modern white cabinetry, a large center island, and stainless steel appliances—ideal for morning coffee, shared meals, and relaxing together after days at the parks. Stylish, upgraded light fixtures throughout the home add warmth and a sense of intentional design. Slide open the doors to the private screened pool and spa, where sparkling water and a covered lanai invite slow afternoons, easy conversation, and evenings that drift effortlessly into night. The primary suite on the first floor offers a peaceful retreat with a soaking tub, walk-in shower, and dual vanities. A second bedroom downstairs adds comfort and convenience for guests, while the interactive game room delivers nonstop entertainment with a pool table, foosball, air hockey, gaming console, TV, and lounge chairs. Upstairs, the home celebrates imagination. A Disney Princess room, a Mickey room, and an Avengers room bring joy and surprise to every stay—spaces guests remember long after they leave. The remaining bedrooms are designed for comfort and rest. A loft lounge provides a second gathering space, and the media room has been transformed into a true cinema experience with theater-style seating. Location is everything, and here, fun is never far away. Walt Disney World is approximately 4.5 miles from the front door, making it easy to visit for a morning, an afternoon, or a full day. Universal Studios is around 11 miles, offering effortless access without planning an entire day around travel. Storey Lake Resort completes the experience with world-class amenities, including resort pools, a water park with double slides and lazy river, a Tiki Bar & Grille, canoe and kayak rentals, miniature golf, volleyball and sports courts, and a fitness center—creating a setting where days can be lively, restful, or anything in between. Professionally furnished and already highly appealing to guests, this home performs beautifully as a high-demand short-term rental and offers a wonderful place to enjoy when it’s your turn to stay. This isn’t just an investment opportunity—it’s a place where memories gather, stories grow, and every visit feels touched with a bit of magic. View today. CHECK OUT THE LIFESTYLE VIDEO CONTAINED IN THIS LISTING. *All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Susan Benante, Llc (407-259-6211)

Remarks: TURN KEY RENTAL HOME!! Feast your eyes on this beautiful 10-bedroom THEMED mansion in beautiful SOLARA resort!! Tastefully decorated and well maintained by current owners! This home has proven rental history and has already been fully optimized to standout in the rental market with multiple THEMED ROOMS including an incredible WRECK-IT RALPH ARCADE THEMED GARAGE conversion complete with a mini split AC unit so the garage can be used even in the hotter times of the year!! In addition to the garage arcade, this home has multiple themed rooms including HARRY POTTER, MICKEY MOUSE, STAR WARS, FROZEN, & MINIONS! It’s no surprise that this home is already a TOP PRODUCER from a rental standpoint! This fully furnished home is ready for a new owner. SOLARA RESORT checks every box from an amenity standpoint with a zero-entry pool, Flow Rider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, basketball court, soccer field, and volleyball! Location is excellent being less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. This fully furnished home is truly TURNKEY as the association takes care of all the general maintenance of the exterior. This home has been geared up to standout in the short-term rental market and will hit the ground running for the new owner! Don't miss your chance and start making memories that will last a lifetime!! Make this you primary, second home, or investment property as this home comes with future bookings as well!

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

Listing Agent: Brandon Ramirez (407-489-0159)

Remarks: Spacious - UPDATED 3-bedroom, 2-bathroom home with freshly painted interior and exterior. The home boasts new luxury vinyl flooring in all bedrooms, dining room, and living room, complemented by ceramic tile throughout the remaining areas. The primary suite offers a large walk-in closet plus a secondary closet for added storage. Its ensuite bathroom features a jetted jacuzzi tub, dual sinks, and a separate walk-in shower. A generous family room flows seamlessly into the large kitchen, perfect for entertaining. Step outside to a large back porch overlooking an oversized yard. Conveniently located near new shopping centers with Sprouts, Crunch Fitness, TJ Maxx, Ross, Walmart, restaurants, and more. Easy access to a major highway just a few miles away.

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

Listing Agent: Mark Peters (407-552-1499)

Remarks: Wow! Nice, well maintained 3-bedroom, 2-bath home in sought after Kissimmee Heights community! This block home features tile floors throughout, updated kitchen, stainless appliances, and a great layout! Under 5 miles to Hunters Creek, dining, and shopping options ... and less than 25 minutes from Disney! Come see this home while it lasts!

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

Listing Agent: Erik Mcginnis (407-948-6518)

Remarks: One or more photo(s) has been virtually staged. Beautiful 2-story home featuring 4 bedrooms and 2.5 bathrooms with a spacious 2-car garage. The main level offers a formal dining room, open floor plan, a kitchen bar, pantry, and a bright breakfast area. The primary suite includes a double vanity along with a separate tub and shower. Plenty of space throughout for comfortable living and entertaining.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Raquel Littlejohn (470-279-6333)

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)