Homes for Sale Near West Side in Kissimmee - 137 homes

Remarks: Resort style living! Perfect for primary residence and an investment opportunity. This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area. This 24 hour guard gated resort provides a fabulous water park, 10,000 sq.ft. Clubhouse with Fitness Center, Resort-style heated Pool with Lazy River, Tiki Bar & Spa, Volleyball Court & Multi-Purpose Sports Courts. The home features 4 bedrooms 3 and half bathrooms, open floor plan, it is very new and furnished with modern comfort in mind. A guest bedroom with a full bathroom is located on the first floor. Upstairs you will find the remaining bedrooms, including a Harry Potter themed room. The rooms are arranged around a central large loft area, that is ideal for everyone to relax and play games. The technology in the home is all new, with 6 TVs, a Sony Playstation 4, DVD player and of course Free and Fast WiFi and free local and long distance calling to the USA and Canada. Lounge outside, at your own private pool, enjoy a relaxing conversation, a swim or just enjoy the south facing pool. We are also steps away from the club house, which has everything from a large pool, cabanas, lazy river, game arcade, cafe & bar, and gym. This is a perfect investment or residential opportunity. The home is currently on a short term rental program and has a great potential! Rental history available by request. Call and schedule your private tour today or enjoy a virtual walk through with our Matter port tour!

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

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

Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!

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

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.

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

Listing Agent: Ayrys Torres (407-227-5046)

Remarks: FURNISHED TURNKEY UNIT - Welcome to 3308 Tranquil Trail, Kissimmee, FL 34787 — a fully furnished, newer construction home that’s the perfect turn-key short term rental investment or primary residence. Ideally located just minutes from Orlando International Airport (MCO), Walt Disney World, Universal Studios, and International Drive, this property offers unbeatable access to Central Florida’s top attractions. With modern finishes and an open-concept layout, this home is move-in ready and offers flexibility for short-term rentals, long-term leasing, or full-time living. Whether you’re looking to invest or settle down, this property is ready to meet your needs!

Listing is courtesy of: PREMIER BROKERS INTERNATIONAL (561-855-6179)

Listing Agent: Gabriela Santiago (515-554-8713)

Remarks: Under contract-accepting backup offers. Welcome to this fully furnished 3-bedroom, 3-bathroom townhome nestled in the gated community of Crestwynd Bay. This move-in-ready home offers a durable tile roof, a private concrete patio, and the rare bonus of no rear neighbors—just peaceful green conservation views for added privacy and tranquility. Inside, you'll find a spacious layout perfect for personal use or short-term rental. The HOA includes exterior maintenance, basic cable, internet, trash service, and access to community amenities like a pool and playground. Ideally located just minutes from Walmart, Disney World, and major resorts, with quick access to I-4, Osceola Parkway, Highway 192, and the 429 toll road, this home offers both comfort and convenience. Whether you're seeking a primary residence, vacation retreat, or investment property, this townhome delivers value and location in one.

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

Listing Agent: Naf Zaman (407-580-5483)

Remarks: Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.

Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)

Listing Agent: Mirta Sucena (786-367-7307)

Remarks: Booked from June 16 to Junly 20! Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: James Song (407-405-3140)

Remarks: Step into the lap this modern luxury property situated in a corner lot and right in front the ClubHouse. Experience the best of both worlds at the Magic Village Yards Community. Your dream vacation home with a hotel concept! Located just minutes away from Magic Kingdom and other parks, this innovative townhome offers the perfect blend of comfort and convenience for those seeking the ultimate theme park experience. Boasting a professional design and high-end furnishings, this property is an investor's dream with the potential for significant net income through short-term rentals. With all the bells and whistles included, such as flat-screen TVs, hotel quality beds and linens, and top-of-the-line utensils, this turnkey investment is ready for you to start earning from day one. With 4 spacious bedrooms and 4.5 baths, including two master bedrooms, this townhome is perfect for families or groups of friends. The laundry room with full-size washer and dryer adds to the convenience and ease of living. The living room is a sight to behold with its 2-story ceiling, sliding glass doors, and beautiful balcony connected to the second floor master retreat. The built-in kitchen top with a sink and grill outside is a paradise for cooking enthusiasts and provides an ideal space for entertaining your guests.The community amenities are equally impressive, with Concierge services, 24h Clubhouse, Fitness Center, house cleaning service, and charming restaurant on-site. These luxuries make it a desirable place to stay for short-term renters, ensuring maximum occupancy and high rental returns. Don't miss out on the opportunity to own this exceptional investment property that combines luxury living with the potential for net income through short-term rentals. Book your private showing today and experience the full potential of this stunning townhome

Listing is courtesy of: GLASSTONE GROUP INC (321-490-3001)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Welcome to this exceptional 8-bedroom, 8-bathroom home located in the highly desirable Reunion Resort community. Built in 2017, this beautifully appointed property offers the perfect blend of luxury, comfort, and resort-style living. Featuring an open-concept floor plan, the home showcases a modern gourmet kitchen with stainless steel appliances, seamlessly flowing into the spacious living and dining areas—ideal for entertaining. Each bedroom includes its own ensuite bathroom, providing ultimate privacy and convenience for residents and guests alike. Step outside to your private patio and pool area, perfect for relaxing and enjoying the Florida sunshine. Additional features include a garage-converted game room, adding extra entertainment value. Situated within a gated community with 24-hour security, residents enjoy access to world-class amenities, including multiple resort-style pools, a clubhouse, championship golf courses, a water park, fitness center, tennis courts, and on-site dining. Conveniently located just minutes from Disney, shopping, and dining, this property is ideal as a primary residence, vacation home, or a high-performing short-term rental investment. Schedule your private showing today and experience the best of resort living

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: An excellent opportunity. Beautiful and well-maintained fully furnished 5-bedroom, 4.5-bath townhome located in the sought-after Solara Resort community. This spacious property features a large primary suite and a guest suite, offering comfort and privacy for both owners and guests. The open-concept first floor showcases a modern kitchen with a large island overlooking the dining area and family room, creating the perfect space for entertaining. The home also includes a private screened-in pool with a convenient pool bath, ideal for enjoying the Florida lifestyle. A washer and dryer are included and conveniently located on the second floor. Ideally situated just minutes from Walt Disney World theme parks, the property offers easy access to the US-192 corridor, major shopping centers, restaurants, and entertainment options. Solara Resort features exceptional amenities, including a resort-style clubhouse, pool, fitness center, restaurant, and sports courts, all within a short distance.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: This beautifully maintained vacation home in the luxurious Magic Village Resort is an excellent opportunity for short-term rentals when not in personal use. Located in a gated community just minutes from major theme parks, shopping, and dining, it offers the perfect setting for enjoying time with family and friends, combining resort-style amenities with the privacy of a home. The property features a gourmet kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry. Just off the family room, you’ll find a patio with an outdoor barbecue area, and dining space—ideal for entertaining. Upstairs, there are three spacious bedrooms and a private balcony, perfect for relaxing and unwinding. The home is fully furnished and professionally decorated, making it truly move-in or rental ready. This is a great opportunity at an attractive price point.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Under contract-accepting backup offers. Exceptionally well maintained and beautifully designed, this spacious residence features four bedrooms and four bathrooms in the highly desirable gated community of Magic Village Yards. The home offers an open-concept floor plan with high ceilings, a gourmet kitchen with an oversized island and breakfast nook. The home features a primary bedroom suite conveniently located on the first floor, while three additional bedrooms upstairs provide comfort and privacy for family and guests. As a corner unit, the property offers extra space and enhanced privacy, along with a barbecue area perfect for outdoor gatherings and fun activities. Ideally located just minutes from Walt Disney World, major attractions, exceptional dining, and premier shopping, this home is perfect as a vacation retreat or investment property. Schedule your private showing today!

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Excellent investment opportunity in the highly desirable Magic Village community! This fully furnished corner townhome features 4 bedrooms, 4 full en-suite bathrooms plus a half bath, offering a spacious and functional two-story layout. High ceilings enhance the open living area, complemented by a large family room, modern kitchen with stone countertops, and covered lanai. From the upstairs balcony, you can enjoy the Disney fireworks every evening due to the home’s close proximity to the parks Located within a gated, resort-style community with concierge services, clubhouse, 24-hour security, swimming pool, fitness center, playground, Short-term rental approved, making this property ideal for vacation rental income when not in personal use. Prime location just minutes from Walt Disney World, major theme parks, shopping, dining and world-class attractions.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Beautiful 5-bedroom, 5-bathroom pool home in a prime location—just minutes from Disney! Fully furnished and move-in ready, this spacious retreat comfort, style, and flexibility for personal use or short-term rental. Enjoy a private screened-in pool with no rear neighbors and plenty of room to relax or entertain. Located in a sought-after resort community with top-tier amenities, including a clubhouse, pool, gym, and 24-hour security. Don’t miss this incredible opportunity—perfect as a vacation getaway, investment property, or forever home!

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Under contract-accepting backup offers. Price to Sell, less than 2 years old, a beautiful and well-appointed 3-bedroom, 3-bath home located in the heart of Kissimmee, FL! This exceptional property offers the perfect combination of comfort, style, and convenience—ideal as a primary residence, vacation home, or investment opportunity. The home features a spacious and functional layout filled with natural light, an open living and dining area perfect for entertaining, and a well-equipped kitchen with ample storage. Each bedroom is generously sized, including a private primary suite, while three full bathrooms provide maximum comfort and flexibility for family members and guests. Enjoy Florida living with a private outdoor space ideal for relaxing or hosting gatherings. Conveniently located just minutes from world-renowned theme parks, shopping, dining, major highways, and entertainment, this property offers both lifestyle and strong rental potential. Whether you’re looking for a place to call home or a smart investment in one of Central Florida’s most desirable markets, this property is a must-see. Schedule your private showing today—this opportunity won’t last!

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

Listing Agent: Mulcy Tenorio (407-403-8229)

Remarks: Welcome to 7721 Fairfax Dr, Kissimmee, a stunning fully furnished 8-bedroom, 6.5-bath luxury home located in the gated Encore Resort at Reunion, just minutes from Disney and Orlando’s top attractions. Designed for both relaxation and entertainment, this turnkey residence features an open floor plan with a gourmet kitchen, spacious living areas, a themed game and movie room, and beautifully decorated bedrooms throughout. Step outside to enjoy your private heated pool and spa, extended lanai, and a custom-built outdoor mini golf putting area, perfect for family fun and guest entertainment. As part of Encore Resort, owners and guests enjoy access to world-class amenities including a water park, clubhouse, restaurant, fitness center, and concierge services. Whether for personal enjoyment or as a high-income short-term rental, this home offers the perfect blend of lifestyle and investment, all future bookings are included in the sale, making it a truly turnkey opportunity.

Listing is courtesy of: GENSTONE REALTY (407-237-0905)

Listing Agent: Hafid Boujidi (407-729-3894)

Remarks: Under contract-accepting backup offers. This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL and LONG TERM RENTAL, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Sandra Velasquez (407-718-6244)

Remarks: **BACK ON THE MARKET DUE TO BUYER'S DEFAULT!**WELL-BOOKED SHORT TERM RENTAL PROPERTY! This TURNKEY, FULLY FURNISHED 5-bedroom, 4-bath pool home is a high-performing short-term rental located in the sought-after NO HOA / NO CDD community of Indian Creek. Professionally decorated and designed for guest appeal, the home features a flexible, semi-open floor plan with durable tile flooring throughout and modern finishes—ideal for low-maintenance ownership. The layout is perfectly suited for rental success, offering multiple bedroom suites and excellent privacy. A front guest bedroom and nearby full bath provide convenience for early arrivals, while two additional bedrooms share a full bath on one wing of the home. A private en-suite bedroom with direct pool access adds strong guest appeal, and the spacious primary suite—separate from other bedrooms—features dual vanities, a soaking tub, glass-enclosed shower, two walk-in closets, and private access to the pool. The kitchen is fully equipped with modern cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and dinette, flowing seamlessly into the dining and main living areas filled with natural light—perfect for hosting larger groups. Sliding doors open to a screened-in pool and lanai, set within a fully fenced backyard, creating a resort-style outdoor space guests love. Located just minutes from Disney and major theme parks, shopping, dining, and entertainment, this home benefits from consistent demand and easy access to major roadways. With no rental restrictions, no HOA fees, and no CDD, this property is an exceptional opportunity for investors seeking a ready-to-go Airbnb or short-term rental with STRONG INCOME POTENTIAL in the heart of Central Florida. ROOF 2020, Gas Hot Water Heater 2026. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: MUST SEE! Assumable low interest adjustable loan may be possible. Own a piece of paradise with this stunning, fully furnished waterfront townhome in the premier guard-gated resort of Paradise Palms! This 1,900+ sq. ft. retreat is a versatile powerhouse, perfect as a turnkey Airbnb, a high-performing long-term rental, or your own private personal residence. Meticulously maintained, the home features a newer AC system, elegant LVP flooring in the Master, crown molding, and designer accent walls. Guests and family will love the immersive Star Wars and Mickey Mouse themed rooms, while the chef-inspired kitchen boasts granite counters, stainless appliances, and solid wood cabinetry. Step through the spacious family room to your private heated pool and deck, where you can lounge and dine overlooking serene water views. Perfectly situated just a short walk from world-class amenities—including a movie theater, tiki bar, and resort pool—and only minutes from Disney, water parks, and premier dining. The HOA offers total peace of mind, covering cable, internet, lawn care, and 24-hour guarded security. Don’t miss this incredible investment opportunity—schedule your showing today!

Listing is courtesy of: TOP ORLANDO REALTY (407-284-1213)

Listing Agent: Alex Galitsky (321-277-2904)

Remarks: Under contract-accepting backup offers. Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Marina Kloppel, Pa (858-382-7499)