Kissimmee Homes For Sale & Real Estate - 3273 homes

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: 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: 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: 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)

Remarks: Prime location in the heart of Kissimmee’s tourist corridor. This property at 2909 Theme St, located in Reflections at Storey Lake, is just minutes from US-192, Disney, and Orlando’s top attractions, with immediate access to restaurants, shopping centers, supermarkets, and entertainment. This is one of the most desirable areas for both homeowners and long-term rental investors due to its high and consistent demand. The townhome is practically like new. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, it offers a modern open-concept design and has been exceptionally well maintained, making it truly move-in ready with no renovations needed. Enjoy resort-style community amenities, and as an added bonus, the HOA covers Spectrum Internet and TV. Furniture is negotiable, making this an ideal opportunity whether you’re looking for a primary residence or a turnkey investment property ready to generate income. Prime location + like-new condition + strong rental demand = a smart investment. ?? Schedule your private showing today.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Esther Atencio (321-314-9374)

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: Short Sale. Back to the market. Seller very motivated. Lender needs approval of offer. Welcome to a truly exceptional home nestled in the sought-after 24 hr gated community of Lake Marion. This is a Prime Investment Opportunity in a Resort-Style Community, this beautifully maintained 4-bedroom, 3-bath, pool, with 1,616 Sqft Living space, offers the ideal combination of steady rental potential, low maintenance, and strong long-term value. Residents and guests enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, playground, and basketball and tennis courts—all impeccably maintained within a gated setting. These amenities help support strong occupancy rates and competitive rental pricing. With its Central Florida location, move-in-ready condition, and year-round demand, this property presents an exceptional opportunity for investors looking to expand their portfolio with a reliable, highly rentable property. Close to Parks, shopping, restaurants and new all the new developments of the area. Easy to show. Bring your buyers!

Listing is courtesy of: GLOBAL BROKERS RLTY OF FLORIDA (407-512-1270)

Listing Agent: Luis Cancel (407-615-0866)

Remarks: One or more photo(s) has been virtually staged. SELLER MOTIVATED. Special Financing Available! Includes a seller-paid rate buy down incentive with an estimated 5.25% fixed interest rate (6.57% APR) for qualified buyers. Flexible Living or Investment Opportunity in Kissimmee. Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Yeidy Frias Medina (321-732-2455)

Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)

Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Under contract-accepting backup offers. Fully remodeled and move-in ready! This beautiful 4 bedroom, 3 bathroom home features a private mother-in-law suite — perfect for extended family, guests, or rental income. The home has been completely updated with brand-new quartz countertops, modern shaker cabinets, and fully renovated bathrooms throughout, offering a fresh and contemporary feel. Enjoy an open and functional layout with stylish finishes, upgraded kitchen, and spacious living areas designed for comfort and convenience. The separate in-law suite provides flexibility and privacy, making this property ideal for multi-generational living or investment opportunities. Conveniently located near major highways, shopping, dining, and just a short drive to world-famous theme parks, Orlando International Airport, and top Central Florida attractions. Don’t miss this beautifully upgraded home in a prime Kissimmee location — schedule your showing today!

Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)

Listing Agent: Annay Hernandez (727-777-4222)

Remarks: MODEL HOME! Welcome to Hawks Run, a quiet St. Cloud community featuring a beautifully designed home inspired by the Noir Collection. This residence offers a covered patio, creating the perfect backdrop for relaxing mornings and evenings. Inside, the open-concept layout showcases quartz countertops, 42" kitchen cabinets, and luxury vinyl plank flooring throughout the main living areas, blending style with everyday functionality. Thoughtful finishes and natural light enhance the home’s warm, inviting feel. Conveniently located just 37 minutes from Orlando International Airport, 33 minutes from world-famous theme parks, and 30 minutes from Celebration, Hawks Run provides easy access to top destinations while remaining tucked away in a serene community served by great schools. This home delivers the ideal balance of comfort, convenience, and tranquil Florida living.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: Positioned on a canal-front lot in Kissimmee, this 3-bedroom, 2-bathroom home blends modern updates and waterfront living into one impressive package. From the moment you step inside, you’ll notice the abundance of natural light and open-concept layout designed for both everyday living and entertaining. The spacious living room centers around a stunning fireplace feature wall and flows seamlessly into the dining area and beautifully updated kitchen. The kitchen showcases white shaker cabinetry, stone countertops, stainless steel appliances, sleek modern fixtures, tile backsplash, and a wraparound bar-style counter with seating and built-in microwave storage. Oversized windows and glass doors throughout the home frame peaceful water views and create a bright, airy atmosphere. The primary suite offers spacious proportions and an updated ensuite bathroom featuring dual vanities, stone counters, and a large glass-enclosed walk-in shower. Additional bedrooms are generously sized and continue the home’s clean, modern aesthetic with consistent tile flooring throughout. Stepping outside, you’ll appreciate the oversized screened-in patio overlooking the backyard and canal — the perfect setup for relaxing, entertaining, or enjoying Florida outdoor living year-round. The property also features direct canal access with a private boat dock structure, offering endless potential for waterfront enjoyment. Situated on nearly a quarter-acre lot with mature trees and a 2-car garage, this property combines privacy, functionality, and location just minutes from shopping, dining, major roadways, golf, and Central Florida attractions including Disney. No HOA.

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Steve Pugh (407-846-0940)

Remarks: Can you say CASH COW?? Unbelievable investment opportunity in the highly sought after WINDSOR HILLS COMMUNITY!! This property has proven rental history well over $50,000 annually!! Why not supplement your income with this PROVEN income producing slice of heaven situated just 5 minutes from Disney? Windsor Hills amenities are hard to beat with their newly updated waterpark including a zero entry pool, splash zone, lazy river, water slides, and cabanas not to mention their game room, theater room, fitness center, and restaurant / grill within the club house and behind a 24 hour manned gate! This 3 bedroom, 3 bathroom pool property has recently been refurbished with all new stone counter tops, all new cabinetry (bathrooms as well as kitchen), new lighting and ceiling fans, new bedding and furniture, new water heater for the pool, new washing machine, all new stainless steel appliances, and professionally painted Disney themed rooms! The best part about this home is that it is located within a 5 minute walk to all of the amenities so there is no need to get back into your car...just take a short stroll to the clubhouse and pool area to relax and enjoy! Home is also available for LONGTERM LEASE PURCHASE!!

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

Listing Agent: Kristy Kennedy (407-222-3373)

Remarks: The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment space and convenient access to resort amenities are what make this home a must-see. Continue reading to learn more about the space and features offered in this one-story retreat. The open-concept layout and wide-stretched entertainment space are what make the Crescent unique. Connected to the family room, the spacious kitchen features a walk-in pantry, stunning quartz countertops and a kitchen island. Plenty of natural light enters through the home’s many windows and through the sliding doors that lead to the covered patio, where outdoor entertainment awaits! All who enter will fall in love with the eye-catching details found in this dream home. As part of our CompleteHome Plus™ package, included features come with the home at no extra cost to you! Stainless steel Whirlpool® appliances, including the refrigerator, stove, microwave and dishwasher come installed and are ready for immediate use in the chef-ready kitchen.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome to 2135 Water Mania Ct, a beautifully maintained fully furnished 2-bedroom, 2-bath townhouse located in the highly desirable Fantasy World Resort. This spacious two-story villa offers an open-concept layout with comfortable living and dining areas, a fully equipped kitchen, living room with sofa-bed and a screened patio perfect for relaxing after a day at the parks. The home features stylish furnishings, washer and dryer, ample parking, and resort-style living just minutes from Walt Disney World, shopping, dining, and major attractions. Ideal as a primary residence, second home, vacation home, or short-term rental investment, the community offers exceptional amenities including a lazy river, water slides, resort-style pools, splash pad, fitness center, tennis courts, mini golf, playground, and 24-hour security. Enjoy the perfect combination of comfort, convenience, and income-producing potential in the heart of Kissimmee.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Under contract-accepting backup offers. A rare opportunity part of historic Downtown Kissimmee with NO HOA. This charming well kept 2 bedroom 2 bath property is on a fully fenced lot with a huge extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. NO HOA! Great starter home that checks all the boxes. Roof was replaced in 2019 and air conditioning unit was replaced in 2025. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Toho's scenic waterfront, Kissimmee Lakefront Park, restaurants, Broadway Pizza, boutiques, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, bus depot and Sun Rail access for easy commuting. Easy access to Disney, major roads and highways, the Turnpike and the hospital is just a few block away. Opportunities like this in Downtown Kissimmee don’t come around often so HURRY before it's gone!

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

Listing Agent: Lucy Rivera (407-922-1953)