Kissimmee Single Family Homes For Sale - 2131 homes

Remarks: This property is a unique find for a buyer with a vision, offering a rare blend of convenience and botanical charm. Built in 1964 and situated on just over 0.98 acres, this home is perfectly positioned on Neptune Road—placing you right between the hearts of Saint Cloud and Kissimmee. Commuters will love being just two miles from the Florida Turnpike, providing easy access to Orlando and the coast. The lot itself is a private sanctuary, featuring a convenient looped driveway with two entrances and a lush landscape teeming with life. From the beauty of Golden Chain trees and Rain Lilies to a literal "food forest" of avocado, pineapple, guava, and papaya, the outdoor space is an incredible canvas for gardeners or those seeking a peaceful retreat. Inside, the home offers a spacious layout that is ready for your personal touch. Entry begins through a screened front porch leading into a massive living and dining combo that offers access to the enclosed area that was once a green house through multiple sliding glass doors. The kitchen features newer Ikea cabinets, and solid counter tops. Beyond the main living area, you'll find a family room that opens to an enclosed lanai and a bonus room and access the backyard. The main floor hosts the primary suite featuring a private bathroom en-suite with walk-in shower, as well as 2 additional bedrooms and another full bathroom with shower/tub combo. Adding to the property's potential is a separate upstairs area with its own private entrance, featuring a large living area and its own full bathroom. While the home requires some TLC and updates, the "bones" of the property—including the one-car garage with ample storage and an additional room with two access doors to the front and side yards - allows for endless possibilities. If you are looking for a project with great "roots" in a prime location, come take a look and imagine the potential this mini-estate holds!

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

Listing Agent: Kristin Bearce (407-361-6853)

Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom pool home located in the desirable Brighton Lakes community. This residence offers a perfect blend of comfort, functionality, and Florida living at its finest. Step inside to find a bright and open floor plan featuring spacious living areas with abundant natural light and elegant finishes throughout. The updated kitchen showcases modern cabinetry, sleek countertops, stainless steel appliances, and a stylish backsplash, creating an inviting space for both everyday living and entertaining. The adjoining dining area overlooks the backyard, enhancing the home’s airy feel. The primary suite offers a private retreat with a generously sized layout and an en-suite bathroom featuring dual vanities, a soaking tub, and a separate glass-enclosed shower. Additional bedrooms are well-appointed, providing flexibility for guests, family, or a home office. Enjoy year-round outdoor living in the screened-in lanai with a private pool, perfect for relaxing or hosting gatherings while enjoying serene views and added privacy. The covered patio area provides ample space for outdoor dining and lounging. Situated in a gated community with convenient access to shopping, dining, major highways, and Central Florida attractions, this home presents an exceptional opportunity for both primary residence and investment.

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

Listing Agent: Franklin Mateo (407-476-3660)

Remarks: Absolutely stunning 9-bedroom, 6.5-bath home, recently remodeled and finely decorated by professional designers. Every detail has been thoughtfully updated, from themed bedrooms with modern touches to a spectacular loft featuring a private home theater. The garage has been transformed into an amazing game room, perfect for family fun and entertaining. Situated just steps from the Club House, this home offers spacious living areas, luxurious finishes, and a versatile floorplan ideal for large families, vacation stays, or short-term rental opportunities. Don’t miss the chance to experience this one-of-a-kind property in a prime Kissimmee location!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.

Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)

Listing Agent: Susan Koptieff (407-334-7770)

Remarks: Beautiful 3-Bedroom Home in a Gated Community – Available September 2026 Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering comfort, style, and exceptional outdoor living. From the inviting front porch to the impressive rear screened lanai, every detail has been designed for relaxed Florida living. Inside, you'll find a bright and welcoming interior enhanced by large windows that fill the home with natural light, ceiling fans, and laminate flooring in select areas. The spacious living area seamlessly connects to the outdoor space through sliding glass doors, creating the perfect setting for entertaining and enjoying Florida's indoor-outdoor lifestyle. The kitchen features wood cabinetry, a cozy breakfast nook, and comes fully equipped with appliances, offering both functionality and style for everyday living. The primary suite is a private retreat showcasing elegant crown molding, a tray ceiling, and dual walk-in closets. The en-suite bathroom offers dual vanities and a spacious glass-enclosed shower. The secondary bedroom also features a walk-in closet, providing additional storage and convenience. Step outside and enjoy the ultimate Florida lifestyle. The screened lanai features a beautifully designed summer kitchen complete with a built-in grill, granite countertops, sink, and generous space for outdoor dining and entertaining. The backyard offers plenty of room to add a future swimming pool. Recent improvements provide peace of mind and added value, including a new roof, new air-conditioning system, fresh exterior paint, screen enclosure, and new paver installation. Located in a desirable gated community, residents enjoy access to a community pool, playground, sidewalks, and beautifully maintained common areas. Conveniently situated near shopping, dining, schools, major highways, and Orlando's world-famous attractions. This home will be available starting September 2026.

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

Listing Agent: Nicole De Antonis (201-245-2802)

Remarks: Don’t miss this amazing opportunity to buy this beautifully 7 bedroom 5 1/2 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake & pier, zero-entry resortstyle pool complete with a waterslide, lazy river, and Kid's water playground, fitness center, volleyball courts, a sundry shop, and a video arcade. This is an ideal location it offers easy access to Disney World® attractions and many others theme parks in the areas. This home sleep up to 14 comfortably and features an open concept floor plan with a large living area. With plenty space spread out for entertaining and relax throughout entire house. The first floor Master Bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances. Heated pool and spa to enjoy it at any time of the day. Don't miss this great opportunity

Listing is courtesy of: DOUBLE PINES REALTY, LLC (954-756-1835)

Listing Agent: Richard Lee (954-756-1835)

Remarks: The Magical Estate is a 5 bedroom (all en-suite), 3,200 sq foot treasure that features countless activities for all ages! The private pool/spa and spacious pool deck include plenty of lounge chairs and countless games and activities. This includes pool basketball, cornhole, and larger-than-life ConnectFour! The outdoor kitchen and oversized dining/seating include an outdoor TV, the on-site Las Vegas-themed casino, and a lounge for adults featuring poker and token-based slots. the state-of-the-art arcade and game room, the next-level wizard, and superhero-themed rooms including 3 different commercial playground quality slides, and an unparalleled pop art collection that fills the walls, are just a few of the features that set this home apart! There’s even an on-site laundry room with brand-new machines for your convenience. The large Master bedroom includes an oversized soaking tub and overlooks the crystal-clear swimming pool, as well as a nature preserve from its private balcony; the Hollywood-themed room brings comfort, class, and glamour to the most discerning of guests. The edgy character room includes luxury design and contemporary vibes infused with unique pop-art interpretations of the world’s most famous mouse; the superhero room includes custom-built bunk beds, a tube slide, mind-blowing wall murals, and an authentic 7-foot tall superhero statue; and the wizard room includes a custom-build castle bunk-bed set-up, double slides out of the top bunks, epic wall murals, custom lighting and more! The amazing game room includes basketball, air hockey, side-by-side racers, a multi-cade, and multiple video game consoles. Given the large home and the limitless features, this is a fantasy land for travelers of all ages. Golfers on an adult-only golf trip and/or those in search of a quiet, luxurious getaway will enjoy just as much as 2-3 families traveling together with their kids in search of a fantasy land of activities. The Magical Estate is your home away from home!

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

Listing Agent: Mark Sayad (407-770-9990)

Remarks: NO HOA! NO CDD! Short and Long Term Allowed! Excellent Location! Located just minutes from the major highways! This 3 bed/2 bathroom offering vaulted ceilings, and a screen enclosed, in-ground pool. Formal living and dining rooms are great for entertaining. The upgraded kitchen offers granite countertops, backsplash, stainless steel appliances and lots of cabinets space, as well as spacious dinette area . Perfectly for those seeking a full time residence or investment property. This is the one you’ve been waiting! Schedule your private showing today!

Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)

Listing Agent: Cassius De Moura (407-989-0007)

Remarks: The new-construction Verona plan was crafted to surpass your expectations. All who enter will fall in love with its spacious layout and features, including all new kitchen appliances and multiple walk-in closets. When it comes to finding the perfect home, the Verona is sure to be the home that ends your search. A master bedroom on the first floor serves as an extra level of privacy for homeowners. Here, the spacious retreat hosts its own full bathroom with double sinks and a sizable walk-in closet with plenty of storage space. Homeowners will appreciate the amount of space offered in each bedroom, including the secondary bedrooms located on the second floor. With four secondary bedrooms, one of which has its own walk-in closet, and two full bathrooms on the second floor, growing families have all the space they could need or want, plus more. Best of all, the bonus loft on the second story can be used as a game room, home office or anything you wish!

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

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

Remarks: Discover the charm and functionality of The Poinsett, a thoughtfully designed two-story home offering space, comfort, and style. The main floor features an open layout that connects the large kitchen, dining area, and living room—perfect for both everyday routines and entertaining guests. The kitchen showcases quartz countertops, modern appliances, and an expansive island ideal for meal prep or casual dining. Upstairs, a spacious loft provides flexible living space suited for a home office, playroom, or media area. The primary suite serves as a private retreat, complete with an impressive walk-in closet and a well-appointed ensuite bath with dual vanities and contemporary finishes. Three additional bedrooms provide plenty of room for family or guests. Enjoy the outdoors from the covered back patio, and take advantage of the two-car garage for parking and extra storage.

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

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

Remarks: NO HOA! You won't want to skip viewing this well maintained 4-bedroom 2-bathroom home. Not many home come up for sale in this sought after community of Kings Point. The mature oak trees and landscaping throughout the neighborhood. The home itself sits on a large lot. As you enter through the front door you will admire the stone wood burning fire place in the formal living space. The double doors lead to the primary bedroom with a dream en suite bathroom. You will find a walk-in shower and separate tub, double vanity, and designated make up vanity. The sky light provides natural light with an amazing walk-in closet. Three other bedrooms with easy to clean laminate flooring. The kitchen provides ample storage and an island. Enjoy your morning coffee or tea on the spacious screened in back porch. The back yard offers endless possibilities install a pool for those hot Florida days, plenty of room for family/friend gatherings, storage for the toys. The back yard is completely enclosed by a vinyl fenced for extra privacy. The roof was replaced in 2018. Hot water heater is 3 yrs old, AC is 2026, blown insulation in attic, sprinkler system. Don't wait to schedule a private showing.

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

Listing Agent: Tiffany Greer (407-709-0582)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Cypress Hammock community of Kissimmee, offering 1,639 square feet of thoughtfully designed living space. From the moment you step inside, you'll appreciate the open-concept floor plan that seamlessly connects the living room, dining area, and kitchen, creating an inviting space for everyday living and entertaining. The spacious living room is highlighted by elegant tray ceilings and a stunning three-panel sliding glass door that fills the home with natural light and provides easy access to the outdoor living area. The well-appointed kitchen features stainless steel appliances, a beautiful tile backsplash, a center island with breakfast bar seating, and a stylish range hood that serves as a striking focal point. Designed with a desirable split-bedroom layout, the private primary suite offers a large walk-in closet and an en-suite bathroom complete with dual vanities and a walk-in shower. Two additional bedrooms and a full bath provide flexibility for guests, hobbies, or a home office. Step outside to the screened lanai overlooking a spacious and private backyard, perfect for relaxing or enjoying Florida's beautiful weather year-round. Residents of Cypress Hammock enjoy an impressive array of community amenities, including a resort-style pool with a water slide, playground, recreational activities, pavilion, and a dock overlooking the lake. Ideally located, you'll enjoy the tranquility of suburban living while remaining close to Disney, Universal Studios, shopping, dining, and entertainment. With convenient access to major highways, commuting and exploring Central Florida is effortless. Don't miss the opportunity to make this exceptional home your own! 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: Seller is motivated and willing to contribute up to 10k toward the buyer’s closing costs! This move-in ready home in Kissimmee features 3 bedrooms and 2 bathrooms, along with a new roof installed in 2020 for added peace of mind. The spacious layout offers both a formal living room and a separate family room, ideal for everyday living and entertaining. The open-concept kitchen flows seamlessly into the family room, creating a warm and inviting space for gatherings. Relax on the covered porch and enjoy Florida living with no rear neighbors for added privacy. Conveniently located near restaurants, Valencia College, hospitals, and major highways, this home offers both comfort and accessibility. Residents can enjoy a playground directly across the street, as well as resort-style community amenities including a pool, splash pad, tennis courts, and water access to Lake Tohopekaliga. Just 30 minutes from Walt Disney World Resort, this home combines convenience, recreation, and entertainment in one exceptional location. Schedule your showing today!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Tyrone Mclean (718-629-7219)

Remarks: Welcome to this beautifully maintained and move-in ready home located in the sought-after Cypress Hammock community in Kissimmee. Offering a spacious and versatile floor plan, this home features 4 bedrooms, 2.5 bathrooms, and a large loft, providing plenty of room for comfortable living, working from home, or entertaining guests. The first floor boasts an open-concept design with a formal dining room and a bright family room that flows seamlessly into the kitchen. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space, making it the perfect gathering place. Also located on the first floor is a spacious primary suite featuring a walk-in closet, dual vanities, and a separate shower. Upstairs, you'll find additional bedrooms and a generous loft area that can easily serve as a second living space, media room, playroom, or home office. Residents of Cypress Hammock enjoy access to outstanding community amenities, including a clubhouse, resort-style swimming pool, playground, open recreation fields, scenic lakes, walking trails, sidewalks, and community gathering areas. Conveniently located near the Poinciana SunRail Station, shopping, dining, schools, and everyday conveniences, this home also offers easy access to US-17/92, US-192, Interstate 4, Orlando International Airport, and world-famous attractions. Don't miss this opportunity to own a spacious home in one of Kissimmee's most desirable communities.

Listing is courtesy of: ODRY VARGAS REALTY GROUP (407-413-5892)

Listing Agent: Odry Vargas (407-413-5892)

Remarks: Expect to be impressed by this turn-key, impeccably maintained 1,923 sq ft home designed for modern living! The bright, wide-open floor plan seamlessly connects a spacious great room to a spectacular kitchen, fully equipped with premium quartz countertops, 42-inch upper cabinets, and a massive center island perfect for entertaining. Enjoy a completely carpet-free interior featuring elegant ceramic tile throughout the first floor and durable, stylish vinyl flooring spanning the entire second level. Upstairs, convenience meets luxury with a dedicated laundry room and a private primary retreat complete with a massive walk-in closet and a spa-like walk-in shower. Incredible exterior upgrades include a premium paver driveway professionally extended to comfortably accommodate three vehicles. Situated in a highly desirable, well-maintained community boasting resort-style amenities including a sparkling pool, playground, and dog park and all with NO CDD fees! Strategically located just minutes from Osceola Parkway, FL-417, Lake Nona and Orlando International Airport, offering an effortless commute to theme parks, dining, and shopping. Schedule your private tour today!

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

Listing Agent: Steven Alvarez (407-383-7139)

Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Magdalena Danos, Pll (407-760-9286)

Remarks: MOTIVATED SELLER! Beautiful single-family home with NO HOA in Kissimmee, FL. This well-maintained property features 4 bedrooms, 2 bathrooms, and 1,866 sq ft of living space. Enjoy a remodeled kitchen with stainless steel appliances, modern finishes, and ample cabinet space. The home offers porcelain tile and luxury vinyl flooring throughout (no carpet), plus a versatile bonus room perfect for an office or flex space. Situated on an oversized 10,000+ sq ft lot with a 2-car garage and plenty of room for RV or boat parking. Conveniently located near major highways, shopping, schools, Lake Nona Medical City, and Orlando International Airport. Schedule your private showing today.

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

Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)

Remarks: Don't miss your chance to be the fortunate new owner of this beautiful and spacious 5 Bedroom, 3 1/2 Bathroom, 3 car Garage home in Brighton Lakes!!! The owner has decided to sell this former rental property. They have thoughtfully replaced all the Kitchen appliances with NEW Stainless Steel appliances. The house was also painted inside including the walls, doors and trim. The home has a very functional floor plan, including a Primary Suite downstairs. Upstairs are 4 additional Bedrooms. It is located on a large corner lot of a Cul-de-Sac. The Brighton Lakes Community has a Pool, Clubhouse, Tennis Court(s), Playground.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Jim Wright (407-474-2241)

Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)