Homes For Sale in Kissimmee 34758 - 346 homes

Remarks: Turnkey duplex opportunity with over 2,000 square feet of living space. Each unit offers 2 bedrooms, 2 bathrooms, and a enclosed patio. No rear neighbors. Newer AC and Roof. Both units are currently leased on annually leased. Income producing on day 1 of ownership. Located in an established residential area close to schools, parks, shopping, and everyday conveniences, this duplex is a great fit for investors looking to expand their portfolio or buyers searching for a solid multi-family opportunity with long-term upside. Schedule your private showing today.

Listing is courtesy of: FIRST & MAIN REAL ESTATE SERVICES LLC (352-213-6862)

Listing Agent: Yong Oh (352-213-6862)

Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath home located at 766 Madeira Ct in Kissimmee, offering 1,293 sqft of well-designed living space with a functional layout that maximizes comfort and efficiency. This property features a one-car attached garage, a bright living area, and a practical kitchen that flows seamlessly into the dining space—ideal for everyday living and entertaining. The bedrooms are well-proportioned, and the primary suite includes its own private bath for added convenience. Situated in a convenient location with access to shopping, dining, and major roadways, this home presents a great opportunity for homeowners or investors alike—schedule your showing today and see the potential for yourself.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: This property is located in a very desirable community which is close to many great schools like Poinciana High School, Reedy Creek Elementary, Horizon Middle School and the new Valencia College as well as a newly built Sun-Rail Station, many shops and restaurants, and the theme parks. This home would be perfect for any type of buyer whether it be for a primary residence or an investment property. Exterior & Interior paint done in 2021. Roof and windows replaced in 2020. AC unit replaced in 2017. Kitchen and bathrooms were remodeled couple years ago. Pool resurface and re-screen was done in 2026.

Listing is courtesy of: IPANEMA REALTY LLC (321-662-2348)

Listing Agent: Sandra Pereira (321-662-2348)

Remarks: Beautifully Maintained 4-Bedroom Home Near Orlando – Move-In Ready! Experience nearly new living in this beautifully maintained four-bedroom, two-bathroom home, thoughtfully designed with comfort and style in mind. The open-concept layout seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. The modern kitchen features granite countertops, 42-inch cabinets, and well-maintained appliances, offering both functionality and elegance. The spacious master suite serves as a true retreat, complete with a luxurious ensuite bathroom featuring a separate soaking tub, walk-in shower, and two generous walk-in closets. Built just a few years ago, this home includes a recently installed roof and HVAC system (within the past three years), providing peace of mind and long-term value. Enjoy all the benefits of new construction—without the cost or the wait. Nestled in a friendly, welcoming community, the home is ideally located: 30–35 minutes to Disney World, 15–20 minutes to I-4, 40–45 minutes to Orlando International Airport. This exceptional property is priced for a swift sale—don’t miss your chance to own a like-new home in a prime Central Florida location!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Delaindse Leon (407-791-7595)

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: 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: 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: Welcome to 2917 Evans Way in Doral Woods! This beautiful 3BD/2BTH home with a Flex Room that can easily serve as a 4th bedroom or home office also features a 2 car garage and sits on one of the largest lots in the neighborhood at .42 acres. With plenty of room to expand or build a pool, the possibilities are endless. Located in a quiet community, this well-maintained, move in ready home features a roof replaced in 2018, A/C and Condenser approximately 2 years old, and a septic system professionally drained and serviced in 2026. Interior updates include new Corian kitchen countertops, a new sink, gas range, and newly installed wood look tile flooring throughout the main living areas, with carpet in the bedrooms for added comfort. The guest bathroom offers convenient direct access to the covered patio, making it ideal for future pool plans. Enjoy relaxing outdoors under the covered patio surrounded by lush trees and greenery, creating a peaceful and private retreat. Best of all, there's no HOA approval required & no CDD fees.

Listing is courtesy of: REAL ESTATE EMPIRE GROUP, INC. (305-592-1588)

Listing Agent: Carrie Castro, Pa (786-338-1050)

Remarks: This Poinciana townhouse offers an open floor plan, featuring three bedrooms, two full baths, and a convenient half bath, and the indoor washer and dryer room conveniently located on the first floor. The kitchen has upgraded cabinets and countertop, with the eating space in the kitchen for casual dining, also in the Living room there is great room for more formal dining. All three bedrooms, with bedroom 2 and 3 sharing a full bathroom, the primary has its own private bathroom and walk in closet are located in the second floor. the private patio adds privacy of outdoor enjoyment, ideal for relaxing or entertaining it also has outdoor storage, along with community clubhouse, pool and playground. The monthly community HOA that covers exterior maintenance and lawn care, and master association fee that provides internet and cable services. This unit With easy access to major roadways, shopping, dining, and near by many other amenitiesSeaWorld. This versatile property is an excellent choice for a primary residence, second home, or investment opportunity. With 100% financing available and a motivated seller, this home offers exceptional value in a prime location. ?? Don’t wait—schedule your private showing today and make this move-in ready home yours!

Listing is courtesy of: EARTHLINK REALTY GROUP INC (407-402-6704)

Listing Agent: Jose Paradas (407-402-6704)

Remarks: Make this very spacious 4 bedrooms two and a half bathrooms 2 story home yours today! This beauty has a bonus room on the first floor suitable for guest and over-sized bedrooms on the second floor. The first floor has ceramic tiles throughout, with vinyl floors on the first floor. Freshly painted inside and outside this very desirable home has a new air condition unit, new siding and new vinyl fencing for your privacy. Quiet private back yard suitable for relaxing and grilling.

Listing is courtesy of: SANTIAGO & VAZQUEZ REAL ESTATE LLC (787-212-7073)

Listing Agent: Wajid Mohammed (787-212-7073)

Remarks: Under contract-accepting backup offers. Exceptional 7 Bedroom, 4 Bathroom POOL HOME situated on a beautiful POND LOT! This home has received many updates including NEW HVAC 2022, NEW WINDOWS 2022, NEW WATER HEATER 2025, NEW POOL HEATER 2025, and NEW POOL PUMP 2026. This beautiful home would make a great primary residence or short term rental. Enter the home and discover a large living area with TOWERING CEILINGS, formal dining room, and views of the gorgeous pool and lake. The kitchen has been updated with trendy colors, granite countertops, and high-end stainless steel appliances. The first floor features two guest bedrooms with a guest bathroom nearby, as well as an additional guest bathroom near the garage entry. Four guest bedrooms are situated around a COZY LOFT AREA on the second floor, with a guest bathroom conveniently located nearby. The primary suite is very spacious and boasts pond views, two walk-in closets and a large bathroom with dual vanities, shower, and separate garden tub. The garage features an electric car charger and a pool table that can convey with the sale, the entry is located near the kitchen, great for convenient entry. Perhaps the best part of the house is the screened pool with stunning views of the pond. Paired with the FULLY FENCED back yard, the outdoor living is second to none! Schedule your private showing today!

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Zachary Lay Llc (407-988-6342)