Kissimmee Single Family Homes For Sale - 2027 homes

Remarks: A must see!!! Great location!!! No HOA!!! Beautifully maintained property with 3 bedrooms 2 baths with ample room for the growing family, fenced in backyard. Located in a nice established neighborhood near schools, commerce and area recreation. Do not miss the opportunity to own a beautiful home without the rules and regulations of an association. Scheduled your viewing today.

Listing is courtesy of: LATIN CONNECTION REALTY GROUP (407-344-5510)

Listing Agent: Claudia Martinez (407-729-8027)

Remarks: Feast your eyes on this Stunning 5BR/3BA pool home in the sought-after Gated Ashley Cove community. Here you can enjoy 2,896 sq ft of luxury. The home offers a desirable 3-way split-bedroom plan, a Formal living room with a wood-burning fireplace, a formal dining room, and a spacious family room. For those who work from home, there's a separate office with built-in shelving. The kitchen is well-appointed with beautiful granite countertops, a center island, and crown-molded cabinetry. Eat at the comfortable breakfast bar, the dinette, or the dining room. The master retreat boasts a tray ceiling, two walk-in closets, a garden tub, a separate shower, dual vanities, and a set of french doors that lead out to the covered lanai and screened pool. The spacious pool deck, adorned with beautiful brick pavers, is ideal for relaxing and entertaining. The new roof (2023) and AC (2025) provide peace of mind for years to come. Other improvements include: hot water heater (2020), exterior paint (2026), new light fixtures (2022), pool re-screen (2025), and newer appliances (2023 & 2026). The 12 ft ceiling and the 4 sets of french doors give this home a beautiful open appeal. The pre-wired surround sound speakers convey. This home is move-in ready and waiting for its next owner. All appliances convey. Minutes to Lake Toho, attractions, shopping, hospitals, and expressways.

Listing is courtesy of: FLORIDA REAL ESTATE PROPERTIES LLC (407-951-7810)

Listing Agent: Joyce Sanders (407-234-4680)

Remarks: This is the kind of home multigenerational buyers wait for. Tucked at the end of a quiet cul-de-sac shared with just one other home, 1980 Summer Ct sits on over half an acre and offers a rare setup designed for living together without giving up privacy, comfort, or independence. With two full kitchens, two laundry areas, two separate two-car garages, and three full baths, this property functions beautifully for extended families, in-laws, adult children, long-term guests, or anyone needing flexible living under one roof. A spacious shared living room creates a natural central gathering space, while the home splits into two distinct wings. One side features two bedrooms, two full baths, a full kitchen, its own family room, and access to the oversized screened lanai and fully fenced backyard. The other side offers a spacious primary suite with ensuite bath, a separate family room, a second full kitchen with pantry, and its own attached two-car garage. A paid-off solar system adds even more value from day one, helping keep electric costs down. With no HOA, plenty of room to spread out, and a location near East Lake Toho, Kissimmee Lakefront Park, Shingle Creek Regional Park, Downtown Kissimmee, St. Cloud, and the theme parks, this is a rare opportunity for buyers who need space, flexibility, and a home that truly supports the way modern families live.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Shawn Layton (321-514-8055)

Remarks: Under contract-accepting backup offers. Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Jim Mcquade (407-906-6508)

Remarks: Move-in ready four-bedroom, 2.5-bathroom home in the quiet Eagle Lake community. This residence features a thoughtfully designed two-story layout that balances formal and casual living. Upon entry, you are greeted by a formal dining room that flows seamlessly into an expansive open-concept kitchen. The kitchen is a standout, boasting elegant granite countertops, stainless-steel appliances, and ample workspace for meal preparation and entertaining. The primary suite is conveniently located on the ground floor, offering a private retreat with an attached ensuite bathroom featuring dual sinks, a large walk-in closet, a separate standing shower, and a relaxing soaking garden tub. Upstairs, you will find the remaining generously sized bedrooms and a versatile flex space at the top of the stairs—an ideal spot for a reading nook. Conveniently located near major roadways, shopping, dining, and everyday amenities Schedule your showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 2,164 sq ft of comfortable living space. The home features a well-designed layout with generous living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Welcome to Solivita, an award winning 55+ gated community in Central Florida known for its vibrant, resort-style lifestyle. This stunning 2024 Salina model showcases thoughtfully designed living with high end finishes throughout. From the inviting screened in front porch to the bright, open concept layout, this home is perfect for both everyday living and entertaining. The kitchen features beautiful Corian countertops, soft close cabinetry with pull out shelving, and stainless steel appliances. The living and dining areas flow seamlessly to the screened lanai with upgraded tile flooring creating the perfect space to relax and unwind. Enjoy the convenience of no carpet throughout, along with upgrades like under cabinet lighting, electric blinds, a full house water filtration system, and a laundry room with sink and designer backsplash. Ideally located just a short golf cart ride from the Village Center, you’ll have easy access to dining, entertainment, and year round events. Solivita offers an unmatched lifestyle with championship golf courses, multiple indoor and outdoor pools, state of the art fitness centers with classes, and a wide variety of amenities including tennis, pickleball, baseball field, billiards room, and gardening spaces with classes for residents to enjoy. With over 250 clubs, art studios, on site dining, and live entertainment, there’s truly something for everyone! Enjoy beautifully maintained grounds, 24/7 gated security, and HOA covered fiber optic internet and cable. Just outside the community, Poinciana Plaza offers convenient shopping and dining options. Experience low maintenance living in a home that truly has it all - schedule your private showing today!

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

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Beautifully updated home in the desirable Fortune Lakes community featuring spacious living areas and a private mother-in-law suite perfect for guests, multigenerational living, a home office, or potential rental income. Recent upgrades include a new roof (2022), fully renovated kitchen (2025), newly built mother-in-law suite (2025), and updated bathrooms. Conveniently located near shopping, dining, schools, and major highways. Seller is very motivated and offering $5,000 toward buyer’s closing costs! Perfect opportunity for homeowners or investors.

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

Listing Agent: Angel Ramirez (407-967-5368)

Remarks: Paid off solar panels to offset the rising cost of living. This home is perfect for the starting family. Nestled in the beautiful Storey Creek subdivision in Campbell Kissimmee. Walking distance from a elementary and middle school. This 3 bedroom 2 bath + bonus room home features a split open floorplan with updated kitchen and bathrooms for a seamless stress free move in transition. The subdivision includes a beautiful resort style pool, volley ball, tennis and basketball courts a rentable clubhouse, fully equipped gym, dog parks, walking trails and wooded areas, ensuring there is always something to do. Best of all the lawn is maintained by the HOA for a stress free, easy living experience. Schedule your in person tour now!l

Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)

Listing Agent: John Guimaraes Beghini (321-225-2781)

Remarks: What's Special: Larger Lot | Pond View | Close to Amenity | Gourmet Kitchen. New Construction – Ready Now! Built by America’s Most Trusted Home Builder. Welcome to the Ambra at 5659 Nevis Terrace in Esplanade at Westview! This thoughtfully designed home blends style and comfort with features inspired by today’s homeowners. The open-concept layout brings together the great room, a gourmet kitchen with a large central island, and a beautiful view of the lanai. Two private primary suites make this home truly special, each offering generous walk-in closets and spa-like baths with walk-in showers. Additional Highlights Include: gourmet kitchen, primary suite bay window, 8' interior doors, and quartz countertops. MLS#O6359446 - Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest!

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Under contract-accepting backup offers. Welcome home to 1895 Spring Shower Circle where comfort meet charm. This well sought after 55+ neighborhood offers the perfect blend of modern living and timeless appeal. Features 2 bedrooms 2 full bathroom and a flex room that can be used as a third bedroom, office or den. This inviting home greets you with a beautiful yard and a warm welcoming entrance. Step inside to discover a bright open concept layout filled with natural light, a spacious living area and thoughtful finishes throughout. Whether you are entertaining in the stylish kitchen, relaxing in the cozy family room or just enjoying quiet morning on the covered patios, every space is designed for effortless living. This house was built in 2023 and the owner invested in lots of upgrades to make this home the gem it is today, such as the beautiful back splash and high cabinets in the kitchen, easy to clean diamond cut tiles for the common areas, covered patio, unique ceiling fans in every rooms, outdoor lighting, and a pest control plan than any buyer can continue if desired. The master bedroom features a spacious walk-in closet and built in shower bench in its bathroom. The bedrooms are generously sized with plenty of storage. This home is as functional as it is beautiful, not to mention the lovely pool, tennis court, dog park club house and state of the art gym. It is located within close proximity to Famous Downtown Kissimmee, access to the Turnpike, Disney and Orlando International Airport. Don't miss out on this opportunity to own a piece of this comfort and community. THE SELLER IS EXTREMELY MOTIVATED. Schedule your showing today and lets make a deal!! PLEASE NOTE , a refrigerator is included in the sale, however the refrigerator currently in the home will be replaced with a new refrigerator prior to closing.

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

Listing Agent: Claudette Banton Dennis (347-876-1091)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully maintained two-story pool home located in one of Kissimmee’s most desirable gated communities. From the moment you arrive, this stunning residence impresses with its elegant curb appeal, soaring ceilings, abundant natural light, and thoughtfully designed spaces throughout. This spacious home features 5 bedrooms, 3.5 bathrooms, a versatile loft, plus formal living and dining rooms, offering the perfect balance of comfort, style, and functionality for everyday living and entertaining. The heart of the home is the spacious kitchen, complete with a center island, brand-new stainless-steel appliances, ample cabinetry, and a large walk-in pantry. Overlooking the main living area, the layout creates a warm and inviting atmosphere while still maintaining distinct living spaces for added comfort and privacy. The formal dining room provides the perfect setting for gatherings and special occasions, while the formal living room adds an elegant and flexible space ideal for entertaining or relaxing. The primary suite is conveniently located on the first floor, providing a private retreat with comfort and convenience. Upstairs, you’ll find four generously sized bedrooms, all featuring walk-in closets, along with a spacious loft ideal for a media room, home office, playroom, or additional living area. Step outside to your private screened-in pool area, the perfect space to relax, entertain, and enjoy Florida living year-round. Residents of the highly sought-after Stonefield community enjoy resort-style amenities including a beautiful clubhouse, community pool, fitness center, tennis court, and recreational areas. Ideally located near The Loop shopping center, dining, major highways, theme parks, and all that Central Florida has to offer. This exceptional home offers the perfect combination of space, elegance, comfort, and lifestyle. A true must-see!

Listing is courtesy of: TOP 7 REALTY LLC (407-334-8082)

Listing Agent: Audrey Torres (407-730-1862)

Remarks: Beautiful 4-bedroom, 3.5-bath pool home located in the highly desirable community of Remington. This spacious residence features an open floor plan, vaulted ceilings, formal living and dining areas, and a private screened pool perfect for entertaining and relaxing. The first-floor primary suite offers direct pool access and beautiful water views. Conveniently located near top-rated schools, shopping centers, supermarkets, restaurants, major highways, Orlando International Airport, and just a short drive to Walt Disney World Resort attractions. Enjoy resort-style community amenities including golf, clubhouse, fitness center, tennis courts, playgrounds, walking trails, and gated security. A perfect opportunity for families, vacation living, or investment in Central Florida.

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

Listing Agent: Angel Ramirez (407-967-5368)

Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: PRICE IMPROVEMENT! Welcome to this move-in ready, pristine 3-bedroom, 2-bath home built in 2022, offering modern comfort, privacy, and exceptional value. This home is meticulously maintained and shows like new, featuring an open-concept layout filled with natural light, a spacious kitchen, and a functional design perfect for both everyday living and entertaining. Enjoy added privacy with a fully fenced backyard, ideal for relaxing, pets, or future outdoor upgrades. The home also includes all appliances, making your move completely seamless. Upgrades throughout and newer construction mean lower maintenance and peace of mind. Benefit from a low HOA that includes internet, helping keep your monthly expenses predictable and affordable. Located in a quiet, safe community with convenient access to shopping, dining, and major roadways. Investor-friendly — long-term rentals allowed, making this a great opportunity for both homeowners and investors. Seller is highly motivated — priced to sell and open to strong offers. Don’t miss this opportunity to own a turnkey home with privacy, upgrades, and real monthly value

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

Listing Agent: Nisreen Wahieb (407-414-3881)

Remarks: Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Monica Gallo (407-520-9579)

Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath home located in the desirable Poinciana community. This well-maintained property features a spacious and functional floor plan with a bright living area and an open dining space. The kitchen offers ample cabinetry and counter space, perfect for everyday living. Enjoy a generous backyard with plenty of room for outdoor activities and entertaining. Conveniently located near schools, theme parks, shopping centers, and dining. Ideal for first-time buyers, families, or investors.

Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)

Listing Agent: Liz Morales (813-317-8187)

Remarks: One or more photo(s) has been virtually staged. Welcome to 206 Redwood Bark Trail, a spacious 4-bedroom, 3-bath home in the peaceful community of Poinciana, set on a large lot with a serene lake view and a generous yard perfect for relaxing or entertaining. The home has been freshly repainted inside and features porcelain tile flooring throughout, creating a clean modern feel, while major updates include a brand new AC system with both interior and exterior units replaced, a brand new water heater, new insulation, and a roof from 2017. Inside, you’ll find a bright and open layout with plenty of space for living, dining, and entertaining. Located on a roundabout for added privacy and less traffic, the community offers parks, a clubhouse, fitness center, tennis courts, and a pool, with convenient access to shopping, schools, Poinciana Medical Center, Lakes Plaza, and major roadways. Seller is offering a $5,000 concession toward buyer closing costs. Schedule your showing today.

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

Listing Agent: Christloudjy Cardichon (407-591-8372)

Remarks: Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The turnkey home is being sold fully furnished and features tasteful upgrades throughout including stainless steel appliances and solid stone countertops in the open plan kitchen. There are two ensuite primary bedrooms and two further bedrooms featuring two twin beds in each room. Ceramic tiling is featured throughout the main living spaces and in the bathrooms while the bedrooms are carpeted. At the rear of the property through any of the numerous sliding glass doors is a covered lanai, block paved deck and the south-facing screened in pool & spa, perfect for soaking up the Florida sun all day long! The 2-car garage is currently being used as an air conditioned games room equipped with a pool table, an arcade style video game, a table Foosball game, an air hockey table and a television. The roof is constructed using tiles as opposed to the more common asphalt shingles, alleviating any concerns about replacement or insurance worries. The resort offers many amenities for you to enjoy such as 24 hour gated manned entry point, a large zero-entry lagoon-style heated pool with water slides, tennis courts, fitness center, movie theater, sundry shop and cafe, and much more! Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! This home is being sold fully furnished and is ready to live in or can continue to be used as an income producing short term rental property. As a very popular rental property on VRBO, a full rental history is available upon request.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Iain Robinson (407-334-3804)

Remarks: Under contract-accepting backup offers. Luxury Lakefront Dream Home with Boat Dock, Pool, Sunset Views, and So Much More. Experience luxury lakefront living in the small gated enclave of Regal Cove on West Lake Toho. This modern 5+BR/3BA/3 Car Garage home seamlessly blends soothing coastal style with modern luxury upgrades throughout. All day and as the sun goes down over the lake, enjoy entertaining in this spacious open floor plan featuring soaring ceilings, huge gourmet kitchen, large screened patio deck and oversized swimming pool. The kitchen boasts sub zero refrigerator & freezer, custom wood floor to ceiling cabinetry, convection oven and cooktop, wine fridge, ice maker and two islands. The enormous primary suite features a solarium style sitting room with panoramic views of the lake, large walk-in glamorous dressing room, and modern ensuite bathroom with two separate vanity sink areas and large rain shower. This multi-story home features an elevator, as well as an ensuite bedroom on the first level making it easy to navigate with a focus on accessibility. This home is unique in that it has a “basement” level in addition to the 3,864 heated sqft spread over three stories. In the basement you’ll find a game room, a theater area, and storage area but you can configure it in many different ways. On the main level, in addition to the entertaining spaces, there is also a bedroom with ensuite bathroom, and another room currently set up as the home office. On the second floor, you’ll find the primary suite, the laundry room and a loft area. The third floor offers another bathroom, two extra large kingsize bedrooms and a third smaller bedroom, with no closet. This space would be perfect for guests, computer room, office, meditation room, art space, work out room or a variety of creative uses. The sheer size of this home and the use of open as well as private spaces allow for any potential home buyer to configure the home to reflect their individual lifestyle. The home is move in ready and waiting for you! The lot is located on the cul de sac of a tree lined street of custom homes and is situated on 0.81 acres with a large west facing lake frontage on the boatable West Lake Toho, a roughly 23,000 acre fresh water lake known for trophy bass fishing and tournaments. The covered powered dock and lift make hopping on your boat for a sunset cruise or a fishing expedition hassle free. On the property you’ll appreciate the long circular drive, three car garage with one pass through stall, Tesla electric car charging station, the custom half-court basketball court and generous front and rear yards, Schedule today for a private viewing of this rare gem on the Kissimmee Chain of Lakes. Ideally located near the Florida Turnpike, Orlando International Airport, theme parks, NeoCity and Lake Nona Medical City. Home may or may not have surveillance security on the premises. Check out the 3-D virtual tours linked.

Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)

Listing Agent: Breeze Mcintee (727-643-2146)