Kissimmee Single Family Homes For Sale - 2027 homes

Remarks: Under contract-accepting backup offers. Tile roof. Direct lakefront. Screened pool. Behind the gates at Villa Sol. The home sits on the water side of an interior street, with a tropical front yard layered in palms and ferns. Double glass doors open into a volume-ceiling great room where arched passageways and a wall of glass pull your eye straight back to the lake. The layout is built around the view. A formal living room with French doors opens to the lanai. The dining room sits beside it with its own water sightline. The kitchen flows into a second living area anchored by a stacked-stone corner fireplace and bay windows over the breakfast nook. Granite counters, stone tile backsplash, stainless appliances including an inductive stove, rich wood cabinetry, and a large peninsula with a breakfast bar. The primary suite occupies its own wing at the back of the home. Vaulted ceiling, hardwood floors, French doors to the pool, two walk-in closets built out with custom shelving. The ensuite has a soaking tub set into a bay window, frameless glass walk-in shower, dual sinks, and a separate vanity station. Three secondary bedrooms sit on the opposite side, one positioned directly on the water. Outside is where this property earns its keep. The spacious covered lanai overlooks the screened in pool and water views beyond. The perfect place to relax. No rear neighbors. Just sky, water, and trees. Villa Sol is a gated Mediterranean community on East Lake Toho with a resort clubhouse, fitness center, community pool, tennis and basketball courts, walking trails, and a private lake boat ramp. HOA includes cable, internet, and lawn care. 30 minutes from Disney, close to Lake Nona and Medical City, under 15 to OIA, with quick access to the Turnpike and 417.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: SPACIOUS POOL HOME ON CUL-DE-SAC STREET. New roof (2021) and A/C (2019) PLUS HEATED POOL installed in 2016 and 2-car garage. This 4-bedroom, 3-bathroom home also offers the flexibility of a potential 5th bedroom (no closet), perfect for growing needs. Step inside to soaring ceilings in the family room, filling the space with natural light, and enjoy seamless indoor-outdoor living with two sets of sliding glass doors leading to the pool area. Working from home? The downstairs office provides the perfect setup and can easily be converted into a fifth bedroom. The home boasts a customized entryway, an inviting upstairs loft, and an open layout ideal for entertaining. The upstairs primary suite features dual walk-in closets, separate vanities, a relaxing garden tub, and a walk-in shower. Step outside to your backyard oasis with a custom-designed heated pool complete with a sun shelf, waterfall, jets, and heat pump. Located on a quiet cul-de-sac with no through traffic, this home offers both privacy and convenience—perfect for comfortable Florida living! CALL TODAY TO SCHEDULE YOUR SHOWING!!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready, three-bedroom, two-bathroom home located in the desirable Buenaventura Lakes Unit 03 community. The residence features an inviting layout highlighted by tall ceilings in the living room, creating a bright and airy atmosphere that flows seamlessly through the main living areas. The kitchen is beautifully updated with sleek granite countertops and stainless steel appliances, serving as the functional and stylish heart of the home. Designed for comfort, the primary bedroom includes a large walk-in closet providing ample storage. Conveniently located near a variety of shopping, dining, and entertainment options, this property provides easy access to major highways and everything Kissimmee has to offer. Schedule your private showing today!

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

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

Remarks: Under contract-accepting backup offers. 4 bed, 2 bath home with NO HOA! Includes a private in-law suite/studio with separate entrance—perfect for guests or rental income. Roof replaced in 2021, providing peace of mind for years to come. Spacious yard with endless possibilities for entertaining, expansion, or storing your toys. Conveniently located near shopping, dining, major roads, and near Central Florida’s world-famous attractions. A rare opportunity offering flexibility, space, and income potential!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Kenia Aliaga Gorrin (786-484-3593)

Remarks: Discover exceptional value in Storey Creek! This nearly-new 4-bedroom, 2-bath home (1,843 sq ft), built in 2021, offers modern upgrades, a spacious open layout, and an outstanding investment opportunity in one of Kissimmee’s fastest-growing communities. The kitchen features stainless-steel appliances, while the primary suite includes a walk-in closet for everyday convenience. This property is currently tenant-occupied with a lease in place through 3/31/2027, making it an excellent opportunity for investors seeking immediate rental income and long-term potential. Step outside to a comfortable patio ideal for relaxing or entertaining, along with a generous two-car garage and low-maintenance yard. With a monthly HOA of only $168, residents enjoy resort-style amenities including a clubhouse, swimming pool, fitness center, playground, and sports courts. Conveniently located near shopping, dining, top-rated schools, major highways, and Central Florida attractions. Seller motivated — flexible on closing date and buyer incentive available. Don’t miss this income-producing opportunity in sought-after Storey Creek.

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

Listing Agent: Edgar Otero (407-780-9317)

Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Syed Shah (754-265-9514)

Remarks: Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.

Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)

Listing Agent: Bertrand Bouchenot (407-850-9707)

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)