Homes For Sale in Kissimmee 34747 - 640 homes

Remarks: Welcome to your DREAM VACATION HOME in the highly sought-after, Airbnb-friendly resort community of Windsor at Westside. This property comes with strong rental history and over $40,000 in updates to the home which were just done in 2024! This exceptional vacation home stands out for several reason. The prime location of this property, stunning water views, and numerous recent upgrades. Ideally situated just steps from the clubhouse, gym, pool, and restaurant, convenience is at your doorstep. Enjoy water views from the front of the home and multiple rooms inside. Unlike many other short-term rentals on the market this home was recently updated. Recent upgrades include all-new appliances, new luxury flooring, furniture, linens, and more—providing a move-in-ready retreat where all the work has already been done for you! This stunning, FULLY FURNISHED property is perfectly located just 20 minutes from Disney World, 30 minutes from Orlando International Airport, and less than an hour from Florida’s renowned beaches, offering the ultimate convenience for vacationers. This luxurious 3,142 sf, 6-bedroom, 4.5-bathroom home with private pool and hot tub is designed to impress, featuring two master suites and a spacious floor plan. Inside, you'll find a beautifully decorated living space, complemented by an open-concept kitchen equipped with brand new stainless-steel appliances, espresso 42” cabinets, granite countertops, and a recently updated, marble accented island and kitchen floor. Additional updates to the home include stunning, luxury vinyl flooring throughout all bedrooms and the entire upstairs loft, making maintenance a breeze. Carpet, which is only found on the stairs, was also just replaced this year. Other improvements include fresh paint, all new furnishings, linens, flatware, light fixtures, smart televisions, security cameras, Nest thermostats, Schlage locks, and led lights ensuring this home is TURNKEY and ready for guests! The first-floor master suite offers a spacious ensuite with a tub and walk-in shower. Upstairs, the second master suite provides additional privacy, while two themed bedrooms add extra charm and appeal. The expansive loft features a new 85-inch smart TV and a fridge, creating the perfect space for movie nights and relaxation. Step outside to a well-appointed patio with new outdoor furniture, pool alarm for safety, privacy screens for additional relaxation, and a newly added remote-controlled pool heater. Windsor at Westside's features a 10,000 square-foot clubhouse offering a video arcade room, zero-entry heated pool and spa, lazy river, poolside cabanas, tiki bar and restaurant, state-of-the-art fitness center, storefront, and more. You'll also enjoy on-site volleyball, basketball & multi-sport courts, a soccer field, and playground. Included in the HOA dues are landscaping maintenance, internet, cable, pest control, daily valet trash service, and manned security. Windsor at Westside offers a carefree lifestyle that makes this property the ultimate investment opportunity. Seller has also established a great relationship with the booking and property managers making this transition a breeze! Don’t miss the chance to own this incredible vacation home. Schedule you're showing today and start living the Florida dream! Make sure to clink on the Virtual Tour Links for a video of the property as well as a Zillow 3-D Tour!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Lisa Mahjoub (321-217-9965)

Remarks: Turnkey 3-Bedroom Home Near Disney – Fully Furnished! Located in the desirable, guard-gated Windsor Palms Resort community, this well-kept 3-bedroom, 2-bath pool home residence is just minutes from Walt Disney World and major attractions. Offered fully furnished and ready for immediate occupancy, the home is ideal as a full-time residence, vacation retreat, or income-producing property with both short-term and long-term rental options. Residents and guests enjoy access to outstanding resort amenities, including a clubhouse, community pool, fitness center, and more. A fantastic opportunity for personal use or investment in one of the area’s most popular resort communities. Additional Updates: Roof replaced March 2019; HVAC replaced February 2021. This home is truly ready to be moved in!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Contact today for your next appointment.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Sergio Palmero (718-915-8957)

Remarks: Fantastic spacious fully. furnished 5-Bedroom Town Home in the exciting resort of Windsor at Westside. Nestled in one of the newest resorts in the area near Disney, this beautifully maintained 5-bedroom, 4.5-bathroom town home offers the perfect blend of modern comfort, elegance, and fun decorated kids rooms. Built in 2017 and spanning 2,263 square feet, the property features an open-concept living area, a gourmet kitchen equipped with stainless steel appliances, granite countertops, and a large island ideal for entertaining. Outside, enjoy a private backyard oasis - a spacious deck with a private pool, BBQ, seating area and outdoor TV, perfect for outdoor gatherings. Garage has been converted to a fun fully loaded game room. Conveniently located just minutes from Disney, Universal and other entertainment areas, and schools, this home is ideal for an income generating opportunities, as well as second home or a permanent residence. The stunning 10,000 sq ft Club house features reception desk, Community Pool, Lazy River, Splash zone, Fitness Center, Tiki Bar and Restaurant, Youth activities Center and Arcade room, Security gates manned 24/7. Call and schedule your private tour today!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Stani Delcheva (407-405-6815)

Remarks: Unleash the ultimate Florida vacation experience at 2610 Sunrise Shores Drive! This exquisite, fully furnished 4-bedroom, 5.5-bathroom townhome in Summerville Resort is your personal oasis, featuring a patio with a grill, perfect for sizzling barbecues and sun-kissed gatherings. Dive into pure relaxation with the community pool just steps away, and indulge in resort-style amenities like a clubhouse, fitness center, and playground. Beyond the resort, Central Florida's magic awaits, with world-class attractions, gourmet dining, and irresistible shopping at your fingertips. This isn't just a vacation home; it's your gateway to unforgettable memories and a smart investment in paradise!

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

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

Remarks: HUGE PRICE ADJUSTMENT! MOTIVATED SELLER! PRICED TO SELL! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Soleil community, with no rear neighbors, perfectly located near Orlando's top attractions and zoned for the prestigious Celebration High School. Spanning over 2,000 square feet, this residence offers the ideal combination of modern design, comfort, and functionality. The open floor plan is bathed in natural light, creating a warm and inviting ambiance. The spacious living area flows seamlessly into the beautifully designed kitchen, complete with stainless steel appliances and ample counter space—perfect for entertaining or family gatherings. Enjoy the convenience of living just minutes from world-class shopping, dining, and entertainment options, while also relishing the tranquility of this exceptional community. Whether you're searching for a primary residence, a vacation retreat, or an investment property, this home checks all the boxes. Don’t miss this rare opportunity to own a piece of paradise in Kissimmee. Ready to make this dream home yours? Schedule your private showing today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Antonio Luca Cardoso Desmarais (407-782-7217)

Remarks: Beautiful second-floor condo featuring 2 bedrooms and 2 bathrooms, designed for comfort and easy living. The home OFFERS NEW LAMINATE FLOORING THROUGHOUT, NEW PAINT, making maintenance simple and practical. NEW DOBLE PANNEL WINDOWS great for energy efficiency. The kitchen is equipped with STEIN STEEL appliances NEW STOVE AND DISH WASHER, provides a functional layout perfect for everyday living. Move-in ready. Conveniently located just minutes from Celebration, AdventHealth Celebration Hospital, and only 15 minutes from Walt Disney World, placing you close to world-class entertainment, dining, and shopping. community amenities, including: Saltwater swimming pool, Fitness center, Playground, Clubhouse for gatherings and events Excellent access to major highways 417, I-4, and 192, plus nearby shopping centers, outlets, restaurants, and entertainment. Only 40 minutes from Orlando International Airport HOA INCLUDES WATER, PEST CONTROL GROUND MAINTENANCE, adding extra convenience and value. This property offers the perfect combination of location, comfort, and lifestyle in one of the most desirable areas of Central Florida.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Claudia Bonilla Pa (407-754-5700)

Remarks: INVESTOR'S DREAM VACATION TOWNHOUSE STYLE TURN KEY DEAL!!! FAIRLY NEW. MINUTES FROM DISNEY WORLD AND ALL OTHERS PARKS IN CENTRAL FLORIDA. WITH HIGH DEMAND OF TOURISTS; ALL BOOKING ARE TRANSFERABLE TO THE NEW OWNER; FULLY FURNISHED AND PROFESSIONAL DECORATED, PRIVATE POOL AND CLUB HOUSE POOL. EXCELENT OPPORTUNITY FOR THOSE FAMILIES WHO LOVES FLORIDA VACATION TO OWN IT. 2025 AVERAGE REVENUE OVER $8,200 PER MONTH; HURRY, WON'T LAST LONG!!!

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)

Listing Agent: Larry Ataide (407-717-0230)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully decorated and fully furnished 3-bedroom condo, ideally located on the 3rd floor with convenient elevator access in the highly sought-after Windsor Hills Resort community. Just minutes from Walt Disney World, Universal Studios, and other world-class Orlando attractions, this spacious home offers the perfect retreat after a fun-filled day. Step inside to find a bright and airy floor plan with plenty of natural light, tasteful décor, and themed touches throughout. Whether you're looking for a primary residence, a vacation getaway, or an investment property for short-term rentals, this home is ready to go—sold fully furnished and move-in ready! Pride of ownership shines throughout—this condo has been meticulously maintained. Newer AC. Located in the highly desirable gated community of Windsor Hills, it is only minutes from Central Florida's world-renowned Walt Disney World theme parks and Universal Studios. Windsor Hills has everything you’re looking for in a resort with a superb location and world-class amenities, including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. Don’t miss this rare opportunity to own a piece of paradise in one of Central Florida’s most desirable vacation communities. Schedule your private showing today before it’s gone!

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

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

Remarks: JUST REDUCED!!! Immediate income producing opportunity with tenant in place paying $1,700 monthly. Centrally located 3BD/3BTH townhome in a gated Kissimmee community just minutes from Disney and Orlando’s top attractions. Smart, flexible layout featuring a first floor bedroom and full bath, plus 2 upstairs bedrooms including a private primary suite. Enjoy a private patio with **no rear neighbors** for added privacy and outdoor relaxation. HOA covers lawn care, exterior maintenance, and roof for added convenience. Community amenities include pool, clubhouse, and playground. Ideal for investors seeking strong rental potential in a high demand location.

Listing is courtesy of: REAL ESTATE EMPIRE GROUP, INC. (305-592-1588)

Listing Agent: Carrie Castro, Pa (786-338-1050)

Remarks: REDUCED $30,000 This stunning and beautifully decorated 6 bedroom home with a stunning blend of tasteful decorated design for the adults and amazing theme rooms. The Grand Living allows for comfortable lounging and opens into the Large Kitchen with Granite counters, 42 inch expresso cabinets, an island with seating for 5 along with a dining area with seating for 8. The home has lots of natural light from the windows and sliders from the living and dining area. The large paver covered lanai opens to a heated pool and spa with screen in enclosure for maximum enjoyment of the outdoors. From the pool is a separate entrance into a bath and leading to a wet bar to keep the party going. Downstairs is a Master Bedroom and Bath which has a stall shower, walk in closet and dual sinks and a Toy Story Themed room with 2 twin beds. Upstairs is a large loft area with seating, tv, pub table, sofas and pool table for additional space for enjoying your vacation. Also located on the second floor is another Master Bedroom with Master bath, a Minion Themed bedroom with 2 twin beds, a bedroom with queen bed with jack and jill bath with dual sinks and tub shower combination. The 6th bedroom is has a king bed and hallway bath with tub shower combination. The laundry is also located on the 2nd floor. The home offers all the comforts and space for maximum enjoyment and is located 1 block to the most amazing Grand Clubhouse with Water complex complete with Splash Pad, Wave Simulator, Ice Cream Shop, Sundries Store, Bar and Grill, tween/teen hangout area for making friends and Fitness Center. The community also has basketball courts, tennis and soccer fields. Located 8 miles from Disney and a short drive to Universal and Sea World. Conveniently located to shopping, restaurants and outlet stores, this home is in a prime location. HOA includes basic cable, internet, trash, grounds maintenance and 24 hour guard gate. Bookings and management are in place.

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

Listing Agent: Beverly Amerman (609-381-2153)

Remarks: This fully furnished firs-floor unit is a fantastic investment opportunity, located 5 miles from Disney and near Universal Studios and SeaWorld. Kitchen features new cabinets, a microwave, dishwasher, refrigerator, granite kitchen countertops. The bathroom boasts a large walk-in shower. The HOA fee covers essentials such as electricity, cable, internet, water, building exterior, roof, and maintenance of common areas. Guests can enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, sun deck and laundry facilities. This turnkey-ready condo allows for immediate short-term rentals. Call today to schedule a private showing. All measurements are approximate and should be verified by the buyer.

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

Listing Agent: Natalie Pacienza (407-310-8162)

Remarks: Discover your dream getaway in the stunning Emerald Island Resort! This townhouse is located behind the main security gate, only a few steps from the clubhouse. There are 3 spacious bedrooms and 2.5 bathrooms. The open-concept design seamlessly connects the living room, kitchen, and dining area, all enhanced by high ceilings creating a bright and airy ambiance. This beautifully appointed, updated townhouse is being sold fully furnished, making it a perfect turnkey investment, (zoned for short term rental), primary or second home opportunity! Enjoy the resort's amenities, including two community pools, a clubhouse with indoor/outdoor tiki bar, tennis, pickleball, basketball, and volleyball courts, mini golf, sauna, exercise room, and a serene nature/walking path. HOA fee includes high speed fiber optic internet (500 mbps up/down) digital cable TV, daily trash pickup, all landscaping, use of amenities, 24/7 gated security, maintenance of exterior of property. Ideally situated less than 5 miles from Walt Disney World and less than a mile to Margaritaville restaurants and shopping area, this property offers the perfect blend of luxury and convenience. This will not be on the market long, so schedule your showing today and don’t miss out on this great opportunity!!

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

Listing Agent: Bridgette Young (802-353-3809)

Remarks: Exceptionally furnished and designed to stand out, this 4-bedroom, 3-bath end-unit townhome with a private pool is a rare find within a guard-gated resort community. Set on a desirable corner location with mature, shady trees and a classic barrel tile roof, this townhome offers both curb appeal and privacy. Inside, the layout is ideal for hosting guests or enjoying extended stays, with tile flooring throughout the main level and laminate wood flooring upstairs for a clean, cohesive look. The kitchen features granite countertops, stainless steel appliances, and crisp white cabinetry, opening seamlessly to the dining and living areas. Oversized sliding glass doors flood the space with natural light and lead directly to the expansive, screened patio—home to a notably large private pool and extended deck, a standout feature rarely found in townhome living and a major draw for rental guests. A first-floor bedroom with an ensuite bathroom provides a convenient option for those who prefer not to use stairs, while a tucked-away laundry closet adds everyday practicality. Upstairs, the primary bedroom includes an ensuite bathroom and generous closet space, joined by two additional bedrooms and a full bathroom. Thoughtful theming enhances the secondary bedrooms, including a Star Wars–inspired room and a Tinker Bell–themed room, creating memorable spaces that photograph beautifully and elevate marketing appeal. Encantada is a guard-gated, resort-style community where the HOA covers many major ownership expenses typically paid separately elsewhere. Included are scheduled roof replacements, exterior stucco and building repairs, full structural building insurance, 24-hour manned gate security, and bulk high-speed internet, cable TV with multiple HBO channels, and home phone service. Residents and guests also enjoy a staffed clubhouse with fitness center and café, a zero-entry heated pool, a large main pool, two spas, scenic lake with aerating fountain, covered fishing pier, playground, professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding. Ideally located just minutes from US-192 shopping and dining, approximately 15 minutes to Disney parks, 30 minutes to Universal Studios, and about 30 minutes to Orlando International Airport, this property offers comfort, functionality, and proven appeal in one of Central Florida’s most sought-after resort communities.

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

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: Step into sophistication with this fully furnished 8-bedroom, 6.5-bathroom residence with pool, spa, and plenty of space for entertaining. Designed with elegance and comfort in mind, this home offers everything from spacious living areas to world-class amenities within the resort. Enjoy access to a spa, restaurant, state-of-the-art fitness center, resort pool, and thrilling water park. Located just minutes from Orlando’s world-famous theme parks. Whether you’re searching for the perfect primary residence, vacation retreat, or a lucrative investment through short-term or long-term rentals, this property delivers endless potential. Don’t miss the opportunity to own this exceptional property. Schedule your private showing today!

Listing is courtesy of: DOUGLAS ELLIMAN (305-695-6070)

Listing Agent: Pedro Germano (321-277-1595)

Remarks: FULLY FURNISHED Vacation Townhouse, 4bed/3bath, located in one of the most popular Resorts for short term rentals, just minutes from Disney. The community amenities include; a large clubhouse with a convenience store and coffee shop, fitness room, 50 seat cinema with daily show times, tennis court, volley ball, tropical lagoon pool and several spas, kid's pool and play area for the little ones, Arcade & game room, internet library, meeting room, concierge and front desk service.

Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)

Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)

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 (855-450-0442)

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

Remarks: One or more photo(s) has been virtually staged. Great opportunity to invest or live in Kissimmee. Charming 3-bedroom, 2-bathroom home with a fully screened-in pool, located less than 15 minutes from Orlando’s world-famous theme parks, in a highly desirable area close to shopping, restaurants, and major highways. Perfect to live in or to generate income as a vacation rental or long-term investment property. It offers a spacious layout, functional design, and a peaceful environment ideal for enjoying with family. The sellers are highly motivated — don’t miss this excellent opportunity and schedule your showing today before it’s gone. ¡Hablamos español!

Listing is courtesy of: OCALA KEY REALTY ,INC (352-304-5268)

Listing Agent: Aleida Tamayo (352-573-9189)

Remarks: Imagine walking to the adjacent building for breakfast and either spending the day in the Margaritaville area or taking the short drive to one of Orlando's theme parks. The Oasis Beach Club is right out the door at your building. Its beautiful pool, cafe and sundeck is a great way to relax. And you have a short walk within the Margaritaville area to restaurants, shopping and the Island H20 Water Park. The water park, also known as "Island H20 Live!", has a lazy river and a wave pool.

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

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

Remarks: Amazing Townhouse at, just minutes away from DISNEY WOLD PARK ATTRACTIONS, GATED COMMUNITY, NESTLED IN A PREMIUM LOCATION! 3 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS throughout all common living and wet areas and MASTER SUITE on main level, for privacy and accessibility. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS-STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The MASTER SUITE features spacious BATHROOM with granite counters, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAYROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED. Walking distance from US192, close to shops, restaurants, groceries and attractions. Don't miss the chance to make this magical haven yours. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Kissimmee, FL. **Call today to schedule a showing*. Ready quick move-in!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jacky Montes Mays (321-746-2608)