Homes For Sale in Kissimmee 34758 - 358 homes

Remarks: Welcome to this stunning 3-bedroom, 2-bathroom home tucked away in the peaceful and private Regency section of Poinciana, with comfortable living in a fantastic location.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Soumia Radi (407-360-6622)

Remarks: Under contract-accepting backup offers. Welcome home to 1111 Chichester Ct, a move-in-ready gem nestled on a spacious corner lot in the heart of Kissimmee. This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blend of modern upgrades and comfortable Florida living. Property Highlights: Worry-Free Living: Enjoy peace of mind with a 8 year old roof, HVAC and Water Heater replaced in May of 2024 ensuring efficiency and reliability for years to come. Open Concept Design: The heart of the home features a bright and airy open floor plan, ideal for entertaining friends or relaxing with family. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere for any occasion. Outdoor Space: Situated on a generous corner lot, there is plenty of room for outdoor activities, gardening, or creating your own backyard oasis. Community & Value: Experience unbeatable value with a low monthly HOA fee that truly works for you. Your membership includes high-speed internet and premium cable services, significantly reducing your monthly utility bills. Prime Location: Convenience is at your doorstep! This home is perfectly positioned for easy commuting and weekend fun: Major Highways: Just minutes from Cypress Parkway, providing a straight shot to the Poinciana Parkway, I-4, and the Florida Turnpike. Local Amenities: Close proximity to the Poinciana Medical Center, diverse shopping at the Promenade at Sunset Walk, and a variety of local dining options. Parks & Recreation: Enjoy nearby Shingle Creek Regional Park for hiking and paddling, or take a short drive to the world-famous Walt Disney World Resort and other Central Florida attractions.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Felipe Apude (321-695-8140)

Remarks: Welcome to this move-in-ready 3-bedroom, 2-bathroom home with a 2-car garage and over 1,200 sq. ft. of living space, located in the sought-after Poinciana Villages community. With a low monthly HOA fee and a host of neighborhood amenities, this home delivers both value and comfort. From the moment you arrive, you’ll notice the well-maintained landscaping with a beautiful palm tree that adds to the home’s great curb appeal. Step inside to a spacious living room that flows easily into the dining area, where sliding glass doors open to a back patio, extending your living space outdoors. The kitchen features stainless steel appliances, shaker-style cabinetry, and a pass-through window that connects to the dining room—perfect for entertaining or casual meals. The primary bedroom offers a private ensuite bathroom with a single vanity and a subway-tiled shower/tub combo, ideal for relaxing at the end of the day. A sliding glass door provides direct access to the outside patio area. The home offers two additional bedrooms, each with walk-in closets, and a guest bathroom with a matching single vanity and subway-tiled shower/tub. Heading back to the dining area and through the sliding glass door, you'll come upon the large patio area that overlooks the large fenced-in backyard, offering plenty of space for outdoor gatherings or weekend BBQs! Living in Poinciana Villages means access to a wide range of amenities, including a community pool, playgrounds, basketball court, fitness center, pickleball and racquetball courts, tennis courts, and 11 neighborhood parks. The association also includes cable and internet in the assessment fees for added convenience. Centrally located near award-winning restaurants, abundant shopping, and major highways, this home provides easy access to both coasts and Central Florida’s world-famous attractions. Schedule your private showing today to make this house your home!

Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)

Listing Agent: Wayne Mottley (407-741-3804)

Remarks: MOVE-IN READY! 4 Bedroom, 2 Bath home located in the highly desirable Poinciana Villages community! Enter the home to a split bedroom floor plan featuring a formal living/dining area and a spacious kitchen that opens up to the family room. The primary bedroom is complete with a walk-in closet and en suite bathroom with a dual sink vanity and walk-in shower. There are 3 additional bedrooms and a guest bathroom with a bathtub. This property features a spacious backyard with plenty of room for a lounge set, dining area, BBQ grill, garden, and more. Recent updates include FRESH INTERIOR PAINT AND BRAND NEW CARPET! BRAND NEW WATER HEATER 2026 - NEW ROOF 2023. Located minutes from public schools, community amenities, and Poinciana Towne Center, offering a variety of grocery stores and dining. The Association of Poinciana Villages features several parks & playgrounds, a fitness center, an aquatic center, and resort-style pools. HOA Monthly Fee includes Cable TV + Internet!

Listing is courtesy of: THE REALTY MEDICS (321-947-7653)

Listing Agent: Nicole Shweky (954-895-0603)

Remarks: Brand-new custom home in Kissimmee offering over 2,200 sq ft of thoughtfully designed living space. This 3-bedroom residence features an open-concept layout with soaring 14-ft ceilings and integrated LED lighting, creating a bright and spacious feel throughout. The custom kitchen serves as the centerpiece, showcasing high-quality cabinetry and a clean, modern design that flows seamlessly into the main living area. The living room is enhanced by two oversized sliding glass doors that open to a 30-ft partially enclosed lanai, providing a true indoor-outdoor living experience. This expansive outdoor space is ideal for entertaining and includes future-ready features such as space for an outdoor kitchen and a dedicated pool bathroom with exterior access. The primary suite offers a private retreat with two large walk-in closets and a spacious spa-style bathroom complete with dual vanities, a custom walk-in shower, and a separate soaking tub. Secondary bedrooms are well-sized and positioned for comfort and privacy. Built with attention to detail and modern finishes throughout, this home combines functionality, style, and future outdoor potential. Move-in ready new construction—be the first to enjoy everything this home has to offer. Schedule your private showing today.

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

Listing Agent: Juliet Gomez (305-609-0205)

Remarks: Discover your own private retreat in the heart of Poinciana! This beautifully maintained 3-bedroom, 2-bath pool home with a brand-new roof and floor offers nearly 1,900 sq. ft. of comfortable living space on a generous 0.21-acre lot. Inside, you’ll find an inviting open floor plan, tile flooring throughout, a bright kitchen with abundant cabinetry, and a spacious living area ideal for entertaining. The split bedroom layout provides excellent privacy, while the screened-in pool and outdoor deck give you a peaceful setting for both relaxation and gatherings. Additional highlights include a detached 2-car garage, a fully chain-link fenced backyard, and no CDD fees. Nestled on a quiet cul-de-sac with desirable north-facing frontage, this home is just minutes from schools, parks, and shopping. Located within the Association of Poinciana Villages, the community features a low monthly HOA. Don’t miss this move-in-ready home with incredible potential—schedule your showing today!

Listing is courtesy of: LAND & HOME ASSET LLC (407-417-1629)

Listing Agent: Amy Rivers (407-417-1629)

Remarks: Beautifull Townhouses or village 2 bedroom, 2-bathroom all floors carpet and tile, laundry with washer and dryer, beautiful pool, A/c was change in 2023, big porch enclosure with widows and storage closed can use other family. Ideal to investment have tenant rented in 1425.00 monthly. master bedroom with walk in closet. The HOA include insurance of maintenance outside and roof, pool, private mailbox, club house, tennis and basketball play. Parking assigned with stickers. Have refrigerator range, dishwasher, disposal and washer and dryer.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Jose Lozada (407-744-2904)

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: 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: 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: 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: 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: 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: 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: Under contract-accepting backup offers. One or more photos has been virtually staged- !! Acquire this asset and have nearly HALF — or more — of the MORTGAGE COVERED from day one. This 2021-built side-by-side duplex in Kissimmee is the kind of opportunity that does not come around often — two fully independent units, one smart acquisition, and an immediate path to building real wealth through real estate. Each unit offers 3 bedrooms, 2 bathrooms, and approximately 1325 square feet of modern living space, mirroring each other in layout and finish. Proven rental history at $1,850 a unit with a combined $3,700 a month in gross rental income — the numbers are not speculative, they are proven. For the owner-occupant, the strategy is simple — live in one side, collect rent from the other, and let a tenant offset the mortgage while equity builds every single month. For the pure investor, both units rent with ease in one of Central Florida's most in-demand rental markets, with a tenant base that is deep and consistent. Monthly HOA covers cable and internet! Built in 2021, this is not a value-add play that requires budget and patience — it is a turnkey, low-maintenance asset with modern systems, modern finishes, and none of the deferred maintenance risk that comes with older inventory. What is here is clean, current, and ready. Kissimmee's rental demand continues to outpace supply. Single-family rentals and multi-family assets in this corridor hold strong occupancy and strong rents. This duplex sits right in the middle of that demand — and it is priced to move. The mortgage gets paid. The equity grows. The decision is easy.

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

Listing Agent: Corinne Defilippis (941-807-7961)

Remarks: Back on the market - Seller's are OFFERING $4,000 TOWARDS THE BUYER'S CLOSING COSTS for a full price offer. Stunning WATER VIEW HOME on a big lot with a great CURB appeal originally made by Maronda Homes. This home qualifies for a 100% financed USDA loan! NEW ROOF 2024, AC 2021, New FLOORS 2024, NEW BATHROOM 2024, NEWER WATER HEATER 2020. Enjoy the comfort in your OVERSIZED MASTER BEDROOM that is complete with a PRIVATE BONUS ROOM that could be used as an office, home gym, library, or perhaps another walk-in closet. The kitchen is large and ready to host some guests or you can bring guests outside onto the large patio deck for some evening time fun. FLEX BONUS ROOM downstairs that has so much potential or could be a 5th bedroom. The Sunrail train station is about a mile down the street from the neighborhood. One or more photos have been digitally staged.

Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)

Listing Agent: Steven Tsukamoto (407-625-1027)

Remarks: $$$$$$ SELLER IS WILLING TO CONTRIBUITE WITH YOUR CLOSING COST $$$$$$$ Discover this beautifully maintained 3-bedroom, 2-bath residence situated on a premium fenced lot with no rear neighbors—the perfect blend of privacy and comfort. Nestled within a peaceful conservation area, this home offers exceptional outdoor space and serene views. Inside, you’ll find an upgraded kitchen with elegant cabinetry, modern flooring, and fresh interior paint that gives the home a move-in-ready appeal. The owner’s suite features a private bathroom and walk-in closet, while the additional bedrooms provide versatile space for family, guests, or a home office. Roof and A/C 2017, ensuring comfort and efficiency for years to come. The spacious two-car garage with its own exterior access and its large driveway adds convenience and functionality. Homes like this—offering space, upgrades, and location—are perfects for a first-time homebuyer or Investor. Don’t miss your chance! Schedule your private showing today before this opportunity is gone!

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Luis Perez (689-465-5870)

Remarks: Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. 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: Under Construction. This new four-bedroom Walsh provides single-story living with a seamless open layout, perfect for modern lifestyles. Three secondary bedrooms share a private hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining nook and family room. A nearby covered patio encourages simple indoor-outdoor living, while a luxurious owner’s suite is nestled into a private rear corner 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: Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. 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)