Kissimmee Single Family Homes For Sale - 2064 homes

Remarks: Under contract-accepting backup offers. Short Sale. Don't Miss out on this SHORTSALE Will not last- Schedule your appointment for this 1 story home, nestled in a welcoming small-town community of Kissimmee off Boggy Creek Road minutes from Lake Nona, Medical City, VA hospital & Boxi Park. Once you step inside this beautiful home you will discover sleek tile flooring throughout, offering both durability and timeless style across every room. Enjoy the large Kitchen, great for holiday cooking and gatherings! The primary Master Bedroom has its private bathroom retreat, thoughtfully designed with a separate tub and shower perfect for unwinding in a soothing soak. The other two rooms are on the same side of the Master Bedroom, the guest bath also fully upgraded for your guest. Half of the garage has been upgraded with an extra efficiency that can be used for visitors, music studio or private office. Once you enter the large back yard its all surrounded with modern vinyl fencing to provide a secure and private oasis for family summer gatherings all while requiring minimal upkeep also enjoy the above ground pool. This community provides the convenience of walking or riding your bikes to the community school and pool. Please reffer to the attachement regarding SHORTSALE TERMS. Home is video monitored.

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

Listing Agent: Joel Rivera (407-756-3212)

Remarks: STUNNING FULLY FURNISHED 4 BEDROOM, 4.5 BATH COTTAGE WITH PRIVATE HEATED POOL & SPA AT MARGARITAVILLE RESORT ORLANDO! This exceptional home offers FRONT BALCONIES ON BOTH THE SECOND AND THIRD FLOORS. Step inside to a bright, open-concept living space designed for comfort and entertaining. The spacious living room flows seamlessly into the kitchen, showcasing QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous prep space. "WOOD" TILE FLOORING and CEILING FANS throughout. The first floor includes a HALF BATH and HIGH-CAPACITY WASHER AND DRYER. Upstairs, each bedroom is thoughtfully designed with its own bathroom. Enjoy true indoor-outdoor living with direct access to the PAVED PATIO, where your PRIVATE HEATED POOL AND SPA. MRO Approved furniture and housewares INCLUDED in the list price. That means high-end furnishings, blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more. Enjoy access to a one-of-a-kind resort lifestyle with multiple pools, restaurants, bars, live music, fitness center, on-site water park, retail shops, and more. And the location? Just minutes from Walt Disney World and Central Florida’s world-famous attractions.

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Short Sale. Short sale in process Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.

Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)

Listing Agent: Nelson Benavides (407-334-4330)

Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.

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

Listing Agent: Priscila Triska (321-354-5459)

Remarks: Welcome to 4347 Sunny Creek Place, Kissimmee, FL — Where Modern Comfort Meets Historic Charm! Discover this beautiful Annapolis model by Lennar, featuring 3 bedrooms, 2 bathrooms, and an open-concept floor plan ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and a spacious island—perfect for family time or entertaining guests. The primary bedroom offers a private retreat with its own bathroom and a large walk-in closet, while the additional bedrooms provide flexible space for an office or guests. Located in the exclusive Storey Creek community, residents enjoy a resort-style lifestyle with a modern fitness center, swimming pool, playground, tennis and basketball courts, soccer fields, walking trails, and a dog park. Plus, Storey Creek offers convenient access to shopping, dining, and major highways for an easy commute to Orlando’s attractions. Situated in the heart of Kissimmee—a city rich in history, culture, and classic Florida charm—this home offers the best of both worlds: the tranquility of suburban living and the excitement of being just minutes from vibrant Downtown Kissimmee, scenic Lake Tohopekaliga, and the area’s most iconic destinations. 4347 Sunny Creek Place is not just a home—it’s a lifestyle, where community, comfort, and the warm character of Kissimmee come together in perfect harmony.

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Melvin Tellez Ariza (407-413-1529)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kymberly Mccreary (859-248-1142)

Remarks: Under contract-accepting backup offers. ***Motivated seller! Offering $10K buyer credit at closing—use it toward a new roof, closing costs, or rate buy-down.*** Stunning 6-Bedroom Pool Home in Trafalgar Village – Fully Furnished & Turnkey -No Rear Neighbors for extra privacy! Welcome to this beautifully maintained 6-bedroom, 5-bathroom home located in the highly sought-after Trafalgar Village Resort—a gated, guard-monitored community offering top-tier amenities and resort-style living. Whether you're looking for a lucrative short-term rental investment or a spacious primary residence, this home checks all the boxes. Step inside and discover a thoughtfully designed layout with 2 bedrooms conveniently located on the main floor, ideal for guests or multigenerational living. The open-concept living and dining areas flow seamlessly into a fully equipped kitchen, making it perfect for entertaining or relaxing after a day at the parks. No rear neighbours for extra privacy Owner will contribute $10K. Outside, enjoy your own private screened-in pool and hot tub, creating a serene retreat with plenty of space for lounging in the Florida sun. A single-car garage adds storage and convenience, while the home is being sold fully furnished—move-in or rental-ready from day one. Trafalgar Village amenities include: Expansive Clubhouse, Resort-style Community Pool & Spa, Fitness Center, Playground, Walking Trails & Sidewalks, Deed-restricted for peace of mind, 24/7 Gated Security with Guard, Community Mailbox Center This home has a strong rental history and excellent potential for continued short-term rental success or as a comfortable full-time residence. Located just a short drive from shopping, dining, and major attractions, the location is as convenient as it is peaceful. Don’t miss this opportunity to own a versatile and income-producing property in one of Kissimmee’s most desirable resort communities!

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Jagdeep Dhamrait (416-450-7436)

Remarks: Short Sale. Located in the highly desirable Bellalago community, this stunning 2022-built home offers 5 bedrooms and 4 full bathrooms with a spacious, functional layout. The first floor features a formal dining room, a flexible office/den/game room, and an open kitchen, dining, family room combo perfect for entertaining, plus a convenient downstairs bedroom and full bath. The kitchen is equipped with stainless steel appliances, quartz countertops, and 42" cabinets. Upstairs, enjoy an open loft area, laundry room, three additional bedrooms, and a luxurious primary suite with a private balcony, walk-in shower, soaking tub, dual sinks, and an oversized walk-in closet. The fully fenced backyard offers added privacy with no rear neighbors. In addition to this luxurious home, Bellalago is a resort style guard gate community with unparalleled amenities and stunning natural surroundings. You'll have a breathtaking pool, water slide, water park, fitness center, clubhouse, walking and bike trails, dog park, volleyball, tennis and basketball courts, a fishing pear and water access to Lake Tohopekaliga via boat ramps and boat lifts. All this minutes from restaurants and shops.

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Kavita Uttamchandani (239-691-2289)

Remarks: In the beautiful and well maintained community of Bellalago you have this amazing house with a lot to give. Enjoy the 3436 SqSf of this 2 story home. As soon as you enter the house will be welcoming you with a great layout. On the first floor you have the formal dining room, one bedroom with a full bathroom, the open concept with the kitchen and family room combo, a lanai where you can enjoy the views to the conservation area. On the second floor there are 4 bedrooms including the master bedroom that has a custom huge shower with a bath tub that you must see. This house has 5 bedrooms and 4 bathrooms. The patio is already fenced. Don't wait and make the appointment today. Don't look forward and make your appointment today for a showing.

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

Listing Agent: Esther Garcia (407-994-8963)

Remarks: ***UNFURNISHED*** Welcome to your ideal Florida retreat! Perfectly situated just 13 minutes from the vibrant Lake Nona West shopping district and only 19 minutes from Orlando International Airport, this beautifully maintained home offers both convenience and comfort in one exceptional package. Step inside to discover a spacious open-concept layout designed for modern living. This residence features 3 generously sized bedrooms and 2 well-appointed bathrooms, with every bedroom offering its own walk-in closet for ample storage. The expansive great room seamlessly blends the kitchen, dining, and family areas—perfect for entertaining or everyday relaxation. For more formal occasions, enjoy a separate dining room and an elegant living room adorned with tray ceilings, adding a refined architectural touch. The primary suite serves as a private retreat, complete with a luxurious garden tub in the master bathroom. Additional highlights include a 2-car garage, a dedicated laundry area, and a covered lanai ideal for enjoying Florida’s year-round sunshine. The beautifully landscaped front and backyard provide inviting outdoor spaces for gatherings, play, or quiet moments. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers the perfect blend of style, space, and location.

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

Listing Agent: Arlene Lora Alcantara (786-525-5852)

Remarks: Exceptional, stunning Marco mediterranean model property in celebration island’s village build in 2023, offers 3816 square feet’s of very conformable living, 6 bedrooms 4 baths, a rare combination of features that's rare to find in today's market. The open-concept first floor sets the tone with soaring features, abundant natural light, and a chef's kitchen designed to impress. A waterfall-edge island, LPV flooring throughout the first floor, cabinetry, gas range, stainless hood, farmhouse sink, natural lighting elevates the heart of the home. The primary suite is a true retreat, featuring dual sinks, an oversized shower, dual closets with custom built-ins. A fully equipped garage apartment above the 2-car garage offers exceptional flexibility, whether for guests, multigenerational living, or additional rental income. It includes 1 bedroom, 1 full bathroom, a living area, full kitchen, and in-unit laundry. All of this is tucked inside the world-renowned town of Celebration, walking distance to new shops, restaurants, and a K-8 school, celebration high school, with miles of scenic trails, water lakes, pocket parks, community events, a dog park, and just 10 minutes from Walt Disney World. Homes like this don't come around often, look at the 3D VIDEO and Schedule your private showing today.

Listing is courtesy of: PREMIUM REALTY ADVISORS LLC (407-864-2245)

Listing Agent: Hssina Abdaym (407-361-8105)

Remarks: Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this spacious villa is ideal for large families, vacation groups, or short-term rental investment opportunities. The home features an inviting open-concept layout with generous living spaces on both levels, providing plenty of room for everyone to gather and unwind. The upstairs loft offers an additional entertainment area complete with a large TV, comfortable seating, and ample space for movie nights or game days. Step outside to your private west-facing screened lanai where you can enjoy sunny Florida afternoons by the sparkling pool and spa, lounge poolside, or relax under the covered patio while taking in peaceful views. The equipped kitchen includes a breakfast bar, abundant cabinetry, and things needed for meal preparation. Bedroom accommodations include: First-floor primary suite with king bed and private ensuite bath Additional half bath on the main floor Second-floor king suite with ensuite bath Second-floor queen suite with ensuite bath One queen bedroom Two bedrooms with twin beds One bunk room featuring a twin-over-full bunk bed Shared full bathrooms conveniently located between secondary bedrooms All bedrooms include TVs and generous storage space Residents and guests of Windsor at Westside enjoy access to outstanding resort-style amenities, including a lazy river, water slide, resort pool, tiki bar, clubhouse, fitness center, arcade, sports courts, and hot tubs. Conveniently located near Disney World, Universal Studios, SeaWorld, championship golf courses, shopping outlets, dining, and entertainment. Measurements are approximate and should be independently verified. Some furniture has been updated

Listing is courtesy of: CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC (407-334-7497)

Listing Agent: Helen Lei (407-371-1225)

Remarks: Welcome to 2956 Salted Rim Road, a stunning 2 bedroom, 2 bathroom cottage located in the heart of Margaritaville Resort! This immaculately kept, highly sought after floorplan, rents extremely well and is just moments away from the theme parks. Fully furnished with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, POLLYWOOD balcony furniture off the upstairs bedroom, BOSE IN CEILING SURROUND SOUND, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious back patio to relax in your private oasis, or head upstairs to the balcony to watch the beautiful Florida sunsets. This property can be used as a full time residence, second home, short term or long term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Over 1/4 acre and back yard is large enough to add a playground, gardens, pool, playhouse, or recreation toys. This large backyard offers many options. Roof replaced in 2023 and new AC installed in 2025. No dishwasher, microwave, garbage disposal, and NO HOA! The primary bedroom and en suite are located on the opposite side of the other bedrooms and bathroom. This location is near many area attractions , with a 2 car garage and driveway space for additional parking.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Cheryl Foster

Remarks: One or more photo(s) has been virtually staged. Step into this beautifully updated residence at 2425 Maracaibo Dr, Kissimmee, FL 34746, where privacy, luxury, and functionality come together in one exceptional property. Backing to tranquil conservation with no rear neighbors and protected views that will never be built on, this home offers the peaceful Florida lifestyle you’ve been searching for. Completely remodeled in the main areas of this beautiful home, this standout home showcases modern upgrades throughout, including fresh interior and exterior paint, beautifully renovated living spaces, updated bathrooms, and a redesigned primary suite bath that delivers a true spa-like experience. From the moment you walk in, you’ll notice the pride of ownership and attention to detail that make this property feel truly move-in ready. Offering expansive square footage and a spacious 3-car garage, this home is designed for both comfort and convenience. Enjoy Florida living at its finest with a stunning private pool and recently resurfaced pool area (2022), perfect for entertaining guests or relaxing while overlooking the serene conservation views from your backyard porch. Major high-ticket improvements provide peace of mind for years to come, including:New roof (less than 1 year old)Water heater replaced in 2022 One A/C unit replaced in 2020 Second A/C unit professionally rebuilt Pool resurfaced in 2022. A versatile office space featuring a built-in Murphy bed adds incredible flexibility—ideal for a guest suite, home office, media room, gym, or multi-purpose flex space tailored to your lifestyle. Located within the sought-after Brighton Lakes community, residents enjoy low HOA fees and resort-style amenities including a clubhouse, community pool, fitness center, basketball courts, tennis courts, playgrounds, and more. Perfectly positioned in the heart of Kissimmee, this home offers convenient access to major highways, Orlando International Airport, and Central Florida’s world-famous attractions including Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, along with endless shopping, dining, and entertainment options. This is a rare opportunity to own a private, fully upgraded home with conservation views, flexible living spaces, and unbeatable access to everything Kissimmee and Orlando have. A truly special property ready to elevate your next chapter.

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Nelson Valdez Rodriguez (407-837-2742)

Remarks: WELCOME TO 2891 AVIAN LOOP! Beautiful single-story home located in the highly desirable gated community of Tapestry, known for its security and excellent amenities for the entire family. This property offers 4 bedrooms and 2.5 bathrooms, including a Jack and Jill bathroom, with an open-concept design and is in excellent condition. The kitchen features quartz countertops and all appliances included, seamlessly integrated into the main living area. The pantry and laundry room are spacious and functional, with shelving and a utility sink for added convenience. The exterior offers a screened-in lanai and a 12-foot sliding glass door that creates a perfect indoor-outdoor flow. Upgrades include ceiling fans, modern light fixtures, wood-style blinds, a split AC unit in the garage, tankless water heater, hurricane shutters, recessed exterior lighting, and a sealed driveway. The garage features a practical and functional storage system. The home also includes a security camera system. Location, location, location! Conveniently located near theme parks, The Loop, restaurants, and major highways. Gated community with controlled access and amenities for the entire family. Don’t miss the opportunity to see the home you’ve always dreamed of!

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

Listing Agent: Adriana Cornejo (407-655-8585)

Remarks: PRICE ADJUSTMENT $399,990!!!!POOL HOME, MANY UPGRADES WELCOME HOME!! BEAUTIFUL 4 BEDROOM 2 BATHROOMS POOL HOME OVER 1900 sqft. 2 CAR GARAGE IN THE VERY DESIRABLE COMMUNITY OF BLACKSTONE LANDING. NO REAR NEIGHBORS!! It features a SALTWATER HEATED POOL; THE SOLAR PANELS WERE REPLACED IN 2023 and are PAID IN FULL, NEW POOL WATER PUMP. WATER SOFTNER - NEW ROOF INSTALLED IN 2018, EXTERIOR PAINTED IN 2020, 50 gal. HOT WATER HEATER INSTALLED IN 2021. GUTTERS, manicured landscaping. This spacious home offers ample space for relaxing with family and friends. The floors are tiled in the kitchen, family room and main entryway. The bedrooms SHOW CASE laminate wood like flooring. The updated kitchen offers lots of cabinet storage and granite counter tops. The breakfast nook is perfect for breakfast morning with family and friends. ALL THE APPLIANCES ARE INCLUDED AS WELL AS THE WASHER AND DRYER.

Listing is courtesy of: ZEA REALTY & ASSOCIATES (407-931-6511)

Listing Agent: Miriam Cruz (646-591-1429)

Remarks: Beautifully maintained home featuring major upgrades and energy-efficient enhancements. The property boasts a metal roof installed in 2019 and a brand-new A/C system (2025), offering peace of mind for years to come. The pool has been resurfaced and includes an electric pool heater, perfect for year-round enjoyment, all within a fully fenced backyard for added privacy. Significant investment has been made with solar panels which will be paid off by the seller. Appliances are in excellent condition and many are newer, including a washer (2025), dryer, stove (2021), and refrigerator (2025) with water filtration system. Appliances may be transferable under warranty for added buyer benefit. This property is a great combination of functionality, efficiency, and outdoor enjoyment—ideal for buyers looking for long-term value and low-maintenance living

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

Listing Agent: Jennifer Recio (917-891-2028)

Remarks: Welcome to your new home, a beautifully designed residence with BRAND NEW ROOF, situated within a SECURE GATED COMMUNITY with NO CDD FEES. This exceptional property boasts impressive curb appeal and meticulous attention to detail. Upon entry, you'll notice the high ceilings that create a sense of grandeur and elegance. The spacious family room flows effortlessly into the kitchen, making it an ideal space for entertaining. The kitchen is equipped with ample counter space, 42" raised panel cabinets, and a state-of-the-art security system, catering to the needs of culinary enthusiasts. The home's layout is designed to accommodate social gatherings, featuring a large family room perfect for family and friends to enjoy. The master suite offers a tranquil retreat, complete with a new luxurious shower. In addition to the aforementioned upgrades, the installation of the NEW ROOF was on 02/15/2026. Conveniently located near Lake Nona Medical Center, Orlando International Airport, UCF, VA Hospital, and major highways (417 & 528), this home provides an ideal balance of convenience and community living. The gated community offers a range of amenities, including a community pool, cabana, and play area, making it an excellent choice for families and individuals alike. This property is zoned for top-rated schools, including East Lake Elementary, Narcoossee Middle, and Tohopekaliga High. Don't miss this opportunity to make this stunning residence yours. Schedule your showing today!

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-730-8737)

Listing Agent: Steve Pascucci (407-709-8895)