Kissimmee Single Family Homes For Sale - 2027 homes

Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Abraham Mendez (631-926-2632)

Remarks: After a period of strong bookings and consistent guest demand, this exceptional investment opportunity becomes available starting 03/03/2026. Inside one of Orlando's Premier Resort communities, this stunning 6-bedroom, 5.5-bath estate is designed for the family that wants it all, and the investor who knows exactly what that's worth. Walt Disney World, Universal Orlando, and SeaWorld are minutes away. This four en-suite bedrooms mean every guest, every family member, every long-term tenant has their own sanctuary. The open-concept kitchen, granite countertops, stainless steel appliances, seamless flow into the family room and breakfast nook was built for mornings that matter and evenings worth remembering. Step outside. A screened pool and covered lanai create a private outdoor space that works in every season, for every occasion. The converted garage adds dimension, game room, media lounge, creative space, home office. It adapts to whoever walks through the door. Community amenities include a 6,700 sq ft clubhouse, zero-entry pool and spa, cyber café, basketball and volleyball courts. This is not just a property. It is a decision that keeps paying you back in memories, in income, and in freedom.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Lorena Hilel (561-409-9408)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Welcome to your next lucrative investment, dream vacation home, or spacious primary residence at the phenomenal 1628 Nassau Point Trail, located within the highly sought-after Solara Resort. This magnificent, fully furnished property boasts an incredible 9 bedrooms and 6.5 bathrooms, offering unparalleled space and privacy for large families or high-demand short-term rental groups. Step into a world of dedicated entertainment with a private, screened-in pool and spa, unique themed bedrooms to delight all ages, a dedicated loft/game area for competitive fun, and a separate, private theater room for epic movie nights! This home is a turnkey masterpiece designed for maximum enjoyment and income potential. Beyond your private retreat, Solara Resort offers an 18-acre amenity complex that transforms every day into a vacation. Dive into the excitement with the FlowRider® surf simulator, relax at the resort-style grand pool, or enjoy the splash pad, tiki bar, and on-site dining at the Solstice Bar & Grille. Active residents and guests will love the fitness center, basketball court, beach volleyball court, and soccer field within this secure, gated community. With a prime location just minutes from Central Florida's world-famous attractions, including Disney World, and endless dining and shopping options, 1628 Nassau Point Trail delivers the perfect blend of luxury, leisure, and location for any discerning buyer. Producing an average of almost $110,000 in rental revenue every year since 2021 with Villatel.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: If you are looking for a home that provides Tranquility and an Oasis outdoor living space this is the home for you. This home is located in the prestige gated community of Avilla. Enter into the formal Living Room and Dinning Room which flows directly into a remodeled kitchen with granite counter tops, stainless steel appliances, a family room with a fireplace and a breakfast nook. The home offers 4 bedrooms and 3 full bathrooms with the spacious Master Bedroom having it's own private access to the pool area. The outdoor living area consist of a pool and spa which is complimented by a screened in lanai with an outdoor kitchen and grill for family gatherings and entertainment. Upgrades include a shed in the back, additional closets in the home, cabinets and sink in the laundry room and LVP flooring. The three car garage is equipped with a pull down ladder for additional storage space. Centrally located near the Loop Shopping Center, restaurants and most of the theme parks. The following items do not convey: Foyer and Dining Room chandeliers, Water Filtration System, ADT Surveillance Cameras and Door Bell, Mini Fridge and Washer and Dryer.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Esmelida Torres (773-882-3033)

Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.

Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)

Listing Agent: Abby Baker (386-864-3154)

Remarks: Discover Resort-style living in this spacious 2 story, 5-Bed, 3.5-Bath Pool home on a waterfront lot in the peaceful Cumbrian Lakes Resort community, located on a Cul-De-Sac and just minutes from Walt Disney World, Orlando's theme parks, and world-class shopping. This move-in-ready property features an open-concept layout with high ceilings, wood-look laminate floors, and stunning water views.The kitchen offers white cabinetry and a breakfast bar seating. The main level includes a formal dining room, office/den, and half bath. Upstairs, the primary suite, private balcony overlooking the water, boasts dual closets and an en-suite bath with garden tub and walk-in shower. Four additional bedrooms (two with en-suites) provide flexibility for family or guests.Outside, relax in the covered lanai with a private screened pool and serene water views. Perfect for primary residence or income-producing short- or long-term rental. Schedule your showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Damaris Oliva (321-300-6520)

Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Step inside this beautifully pool home, featuring gorgeous tile throughout, and enjoy stunning pond views from your own backyard oasis. Located in the highly desirable Crescent Lakes community—zoned for short-term rental or full-time residential living—this well-maintained property offers exceptional flexibility and value. This home features 4 spacious bedrooms and 2 full bathrooms. The screened-in, covered patio overlooks the sparkling pool perfect for relaxation and entertaining. The kitchen is equipped with all major appliances—range, over-the-range microwave, dishwasher, disposal, and refrigerator. A separate utility room with washer and dryer provides convenient access to the attached 2-car garage. Crescent Lakes is known for its peaceful atmosphere, beautifully maintained landscaping, and lighted walking paths perfect for morning jogs or evening strolls. Community amenities include a park, tennis court, two playgrounds, basketball area, picnic spaces, and dedicated 24/7 security patrol. Ideally located near schools, and just minutes from multiple shopping and dining options, restaurants, banks, the post office, and the library. Enjoy quick access—approximately 20 minutes—to major theme parks, golf courses, and local nightlife. Whether you're looking for a primary residence, a long-term rental investment, or a short-term vacation property, this home offers the perfect blend of comfort, convenience, and opportunity. Do not miss out on this opportunity, make the decision to leave that cold weather behind and call me now - let's make that dream of endless sunny days, a reality!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Pedro Ali (407-319-2318)

Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath pool home in the desirable Poinciana Village offering 1,823 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the soaring vaulted ceilings and bright, open layout that seamlessly connects the living room, dining area, kitchen, and family room, creating the perfect setting for both everyday living and entertaining. The spacious kitchen is a standout feature with stainless steel appliances, a large center island with built-in range, breakfast bar seating, and an abundance of cabinet and counter space. The split-bedroom floor plan provides added privacy, while the primary suite serves as a relaxing retreat complete with a walk-in closet and an en-suite bathroom featuring a soaking tub and separate shower. Step outside and discover the true heart of the home. The oversized screened lanai and sparkling in-ground pool create an inviting outdoor oasis perfect for relaxing or hosting gatherings year-round. Beyond the lanai, the fully fenced backyard includes a custom-built covered entertainment area with built-in seating, ideal for grilling, dining, and enjoying the outdoors. Conveniently located near grocery stores, healthcare facilities, shopping, dining, and major highways, this home offers easy access for commuting while keeping everyday essentials close by. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Cinthia Gonsales (407-534-0971)

Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Amazing home with Mother in law suite attached included! Live on one side and Airbnb the other unit or use the whole home. Choose all your options on this custom Pre construction 4 bedroom 3 and half bathroom home called “The BellaFlex ” model from Queen Homes, a luxury custom home builder., this home has an open floor plan and includes a mother in law suite with a second laundry, kitchenet, and a second ac unit with a separate entrance, includes 10 foot ceilings, granite countertops, 42 inch cabinets with crown molding, porcelain tile in the whole house, upgraded Foam insulation, 10 foot tile covered showers and much more. Financing available with only 3.5% downpayment with a construction to perm loan . Amazing location minutes from 192 and 535 rd. The community is amazing which features private gate security with guard, community pool, club house, gym and theather, also the community allows for short term and long term rentals. Call us to day to visit our model to choose all your finishes and colors.

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

Listing Agent: Yuri Gomez, Pa (877-366-2213)

Remarks: Priced to sell! This fully furnished 6 bedroom, 4.5 bathroom vacation home is already operating and generating short term rental income, featuring three themed bedrooms, a loft with a large projector screen for movie nights, and a private outdoor retreat with a pool and spacious patio for entertaining with no rear neighbors, creating the perfect setup to attract bookings and memorable guest experiences. Inside, the home offers a spacious open concept layout that connects the living room, dining area, and kitchen, creating an ideal gathering space for families and large groups. The kitchen is fully equipped with stainless steel appliances, granite countertops, a tiled backsplash, and espresso cabinetry, making it both stylish and functional for extended stays. Ceramic tile flooring throughout the main living areas on the first floor provides durability and easy maintenance, ideal for vacation rental use. The first floor features a primary bedroom with direct access to the pool area and a private en suite bathroom complete with a soaking tub and walk in shower. The garage has been converted into a game room with a pool table and foosball table, providing an additional entertainment space that guests love. Upstairs you will find an additional en suite bedroom, four more beautifully furnished bedrooms, and two additional bathrooms. The loft area creates the perfect gathering space and is highlighted by a large projector screen, making it ideal for movie nights, game days, or relaxing after a day at the parks. Step outside to enjoy the covered patio and private pool area, perfect for entertaining or unwinding in the Florida sunshine. With no rear neighbors, the backyard offers added privacy rarely found in vacation homes. Located just minutes from Central Florida’s world famous attractions, shopping, and dining, owners and guests also enjoy access to resort style amenities including a clubhouse, fitness center, resort pool with lazy river, bar, and game room, all within the highly desirable Windsor at Westside Resort. Book your private showing today.

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Brian Hamaoui (407-760-0975)

Remarks: Welcome to 7792 Somersworth Drive in Reunion Resort—a stunning 5-bedroom, 3.5-bath Verona model built in 2023 and offered fully furnished, with the rare flexibility to be used as a short-term rental, long-term rental, or primary residence. Perfectly positioned on an oversized conservation homesite, this premium lot offers peaceful Florida nature views and added privacy—an ideal backdrop for relaxing or entertaining. The extended covered lanai is perfect for grilling and unwinding as you soak in the sunshine before heading out to explore everything Central Florida has to offer. Inside, the thoughtfully designed floorplan features a downstairs primary suite and four additional bedrooms upstairs, making it ideal for larger groups, multi-family stays, or owners seeking space and comfort. Built with numerous upgrades and modern finishes, this home is truly move-in or rent-ready from day one. Located within Reunion, one of Florida’s most sought-after vacation communities, owners and guests enjoy access to championship golf courses, resort pools, water parks, dining, and the iconic rooftop bar atop the Reunion hotel—all just minutes from Walt Disney World, Universal Studios, and the heart of the Orlando tourism corridor. Whether you’re looking for a high-performing vacation rental, a second home, or a primary residence with resort-style living, 7792 Somersworth Drive stands out as one of the best newer construction opportunities in Reunion. Schedule your showing today and see why this home checks every box for lifestyle, location, and investment potential. Sold Fully furnished.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Justin Pekarek (407-808-3695)

Remarks: MASSIVE $17,000 PRICE REDUCTION! Rare opportunity alert! Own this stunning 6-bedroom, 5-bathroom masterpiece in the exclusive Paradise Palms Resort for an incredible new price. This 3,291 sq. ft. sanctuary is fully furnished and features the ultimate Kissimmee luxury: NO REAR NEIGHBORS. While others are cramped, you’ll enjoy total privacy just minutes from Disney. From the lagoon-style grotto pool and Tiki Bar to the private cinema, this is the ultimate turn-key investment or dream getaway. At this new price point, it won’t last. VIEWING WINDOW: May 5th-9th, May 17th-28th

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Jason Burke (352-267-7349)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. **Discover PEACEFUL LIVING in this move-in-ready 3-bedroom, 2-bathroom single-story home, offering over 1,800 SQUARE FEET of comfortable space in a QUIET, RURAL setting away from the hustle and bustle. Set in a safe, serene neighborhood with a LOW HOA, this home features a welcoming front LANAI-STYLE PORCH that opens to a light-filled foyer with VAULTED CEILINGS. Inside, you'll find a thoughtful layout that includes both a separate Living Room and Dining Room, offering FLEXIBLE SPACES for entertaining, relaxing, or hosting special gatherings. The split floor plan ensures privacy, with the Primary Suite on one side of the home, boasting a WALK-IN CLOSET and an en suite bath with dual sinks, a GARDEN TUB, and a separate shower. On the opposite side, two additional bedrooms share a full bath, ideal for family or guests.The heart of the home is a SPACIOUS KITCHEN with vaulted ceilings, wood cabinetry, stone countertops, a breakfast bar, and a generous pantry, all flowing seamlessly into the open Family Room. WOOD-LOOK LAMINATE flooring enhances the main living areas and Primary Suite, combining durability with style. Step through sliding glass doors to the screened back porch, where a HOT TUB invites relaxation as you take in the peaceful surroundings. The 2-car garage adds convenience, and the community offers desirable AMENITIES including a pool, community center, fitness facility, parks, and year-round events.While this home offers a QUIET ESCAPE, you’re still close to everything you need—local shopping, schools, dining, and recreation. For nature enthusiasts, you're less than 5 minutes from hiking trails at BELLINI PRESERVE, or enjoy an easy 30-minute drive to DISNEY parks, and QUICK ACCESS to other major Central Florida attractions and highways, making this the perfect blend of tranquility and convenience. Don’t miss the opportunity to make this Florida retreat your own!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: huge,huge lot close to hospital 4-bedroom, 2-bath home on a large lot! Features a covered entry and a spacious floor plan with over 2,200 heated sq/ft. Includes a living/dining combo, eat-in kitchen, and family room with built-in entertainment center. Inside laundry, walk-in closet, and tub/shower combo in the master suite. Enjoy cookouts on the covered back patio. 2-car garage. Conveniently located near schools, shopping, dining, banks, and major roads.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Freddy Figueroa (407-729-1838)

Remarks: PRICE IMPROVEMENT! Experience the best of Florida living in this beautifully maintained pool home featuring a one-of-a-kind custom pool design, updated 2024 exterior paint, and nearly 1,900 square feet of inviting living space surrounded by a true tropical oasis setting. This move-in-ready gem offers the freedom of No HOA living while being just minutes from world-famous theme parks, shopping, dining, and entertainment. Imagine waking up to your own slice of paradise just 15 minutes from Walt Disney World. Imagine picking fresh pineapples from your garden, enjoying sunny afternoons poolside, and ending each day in the privacy and tranquility of one of the areas most established and desirable neighborhoods. Designed for both comfort and entertaining, this warm and welcoming home offers 1,840 square feet of living space — noticeably larger than many comparable 3- or 4-bedroom homes in the area. Built in 1991, the residence features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage. The oversized primary suite serves as a true retreat, complete with direct access to the pool area and a spacious en-suite bath. Multiple living spaces provide flexibility for everyday living and entertaining, including a formal living and dining great room, family room, and an eat-in kitchen. Thoughtful updates include fresh exterior paint completed in 2024 and newly painted pool patio surfaces in 2026. With NO HOA or CDD, you’ll enjoy the flexibility to make this property your own — whether as a primary residence, vacation getaway, second home, or income-producing Airbnb opportunity. Step outside into your private tropical escape, where a custom designed Africa-like shaped pool creates a stunning focal point for unforgettable gatherings and peaceful evenings under the stars. The expansive painted pool deck, elegant paver walkways, mature landscaping, and multiple outdoor entertaining areas create a setting that feels both relaxing and secluded. Pineapple plants throughout the property add a charming tropical touch that perfectly captures the Florida lifestyle. This home has been lovingly maintained with major updates already completed, including a full roof replacement in 2017 (inspected in 2024), water heater (2020), professionally serviced A/C in September 2025, new pool pump (2024), and brand-new LG refrigerator (2025). More than just a home, this is a place to relax, entertain, invest, and create lasting memories, all while enjoying the comfort, privacy, and convenience of a prime Central Florida location. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Back on the market after TOM to allow refurbishing. Seller will provide $3,000.00 carpet allowance. Beautifull and spacious 4Bed/3Bath home has a BRAND-NEW ROOF installed 10/2025!!! Freshley painted. New bathroom and laundry room floors. The home features a spacious layout. Entering through the front door you are welcomed by high ceilings that enhance the spacious feel throughout, making this 2300+ sq ft home a very specious retreat and a great space for a large or growing family. The fourth ensuite bedroom is tuck away on the opposite side of the home, making it prefect for a mother-in-law suite. Home is vacant. Take advantage of the amazing HOA amenities including multiple parks, playgrounds, and a pool. your monthly HOA fee includes Cable TV and Internet. Just 10 minutes from Poinciana Lakes Plaza where you'll find a variety of shopping & dining options as well as a Gym, Banks, Doctors offices, Dentist offices and Hospital. Close to Highways, Supercenter, supermarkets including Aldi's Publix and Sprouts Specialty Organic Grocery Store. All measurements are approximate and should be verified by the buyer prior to purchase.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Carbeth Golding (407-729-9103)

Remarks: Welcome to this Immaculate, freshly painted home. Energy efficient, modern construction, built in 2022 with Impact windows. Step inside to a bright & open layout designed for both comfort & functionality. The desirable split bedroom floor plan provides added privacy, with the primary suite set apart from the secondary bedrooms, perfect for families, guests, or a home office setup. The home features a modern kitchen layout & spacious living areas ideal for everyday living & entertaining. Natural light fills the space, creating a warm and inviting atmosphere throughout. This home is just a short drive from Amusement Parks & Orlando’s top attractions! Disney World parks, Universal Studios, Water Parks etc. making it perfect for both primary residents & investors. Enjoy easy access to shopping, dining, schools & major highways. Property sitting on an oversized lot. Perfect canvas for designing your outdoor space, pool, backyard... **SEE BROKERS REMARKS

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Claudia Beron (954-297-8488)