Homes for Sale Near Kissimmee Middle in Kissimmee - 308 homes

Remarks: A beautifully furnished 4-bedroom, 3-bathroom pool home with two ensuite bedrooms, set within a guard-gated resort community, offering a tranquil wooded view and a highly sought-after south-facing pool deck bathed in sun all day. From the moment you step inside, the home’s open layout, high ceilings, and abundant natural light create an inviting and spacious feel. At the front of the home, a formal living and dining area with decorative shelving provides a welcoming first impression, while the main living space unfolds toward the rear with a seamless flow between the kitchen, casual dining area, and family room—ideal for both relaxing and entertaining. The remodeled kitchen features granite countertops, modern cabinetry, and a counter-height breakfast bar, all designed to connect effortlessly with the main living areas. Large sliding glass doors from the family room open up to the outdoor space, blending indoor and outdoor living. The primary suite is generously sized and positioned to enjoy views of the pool and conservation. It includes a large closet and a remodeled ensuite bathroom with granite counters, a modern rectangular sink, a separate shower, and a spacious corner soaking tub. A second bedroom also offers its own ensuite bathroom, providing flexibility for guests or strong short-term rental appeal. Two additional themed twin bedrooms share a third updated bathroom, also finished with granite counters and contemporary fixtures. Throughout the home, ceramic tile flooring runs through the main living areas, complemented by laminate wood flooring in the bedrooms, offering both style and durability. Step outside to a spacious south-facing pool deck designed for all-day sunshine—an especially desirable feature for short-term rentals. The outdoor area includes multiple seating spaces, lounge chairs, and a private pool with a bubbling hot tub, all overlooking a peaceful wooded conservation backdrop. The setting is both private and relaxing, with ample deck space for enjoying Florida living year-round. This home is fully furnished and turn-key, making it an excellent opportunity for personal use, a second home, or an income-producing vacation rental. Recent updates provide added confidence and peace of mind, including a roof replaced in 2019, an AC system approximately 5 years old, an electric pool heater installed just 2 years ago, and a washer and dryer also replaced within the last 2 years—helping ensure the home is as functional as it is well presented. Located within Terra Verde Resort, a well-established, guard-gated community known for its amenities, residents and guests enjoy access to a lakefront clubhouse, resort-style pool, fitness center, playground, game room, and sports courts, all just 12 houses down from the property. The location offers outstanding convenience—just minutes to US-192 with its wide array of shopping, dining, and entertainment options. Walt Disney World is only 4 miles away, Universal Studios Florida 35 minutes, and Orlando International Airport is just 25 minutes, making travel and day trips effortless. A standout opportunity in a high-demand resort community—fully furnished, ideally positioned, and ready to perform from day one.

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

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

Remarks: Upgraded 2025 well Maintain 2 bedroom , 2 baths condo on the first floor tile all around no carpet ,new granite counter tops, new dishwasher & garbage disposal, replace ac unit feb 2025, new internal paint all over, new bathroom shower & finally new windows where install. Definitely condo will be perfect for a starting family or investor, short term leases are not allow. Well maintain condo in a tourist local prime subdivision community in celebration (blossom park villas condo)., close to all theme parks about 13 minutes, close to restaurant & entertainment surroundings areas. Local highways to commute 417,I4,turnpike & 192. etc. Property offers outstanding amenities like small park ,pool & jacuzzi gym & green walking areas.

Listing is courtesy of: MARRERO'S HOMES REALTY (407-310-1678)

Listing Agent: Maria Marrero (407-310-1678)

Remarks: Check out this fantastic pool home with a 3 car garage, perfectly tucked away in a quiet neighborhood yet close to everything Kissimmee has to provide. From the moment you step inside, you’ll love the floor plan with a direct view to the gorgeous pool! Ceramic tile flooring flows through the main living areas ideal for both everyday living and entertaining, while plush carpet in the bedrooms adds comfort underfoot. The floor plan includes an eat-in kitchen, family room, formal dining room, formal living room, and outdoor living space. The primary suite has 2 closets, sliding doors to the pool area, and its own ensuite bathroom with double vanities and step-in shower. Step through sliding glass doors to the covered lanai, the perfect place to unwind with a good book, host friends, or watch your family play in the fenced backyard that offers space to play or simply relax in the Florida sunshine. Step into your own private paradise with a resort-style backyard designed for both relaxation and entertaining. The stunning resort style pool area is surrounded by lush tropical landscaping that creates a peaceful, vacation-like setting right at home. Premium turf adds beauty and functionality with a clean, manicured look year-round while minimizing maintenance and mud. Whether you’re hosting friends, enjoying family time, or unwinding after a long day, this outdoor oasis offers the perfect blend of luxury, comfort, and low-maintenance living. Recent updates and upgrades include a New roof, New Hot Water 2026, New AC, New fresh paint, New bathroom sinks and plumbing fixtures, Kitchen cabinet refresh, Premium turf in the backyard, New pool pump, and much more! You’ll appreciate the convenience of a fantastic central location - close to shopping, dining, schools, and medical facilities! Don’t miss the chance to make this Kissimmee home your own. Schedule your private showing today and start living the lifestyle you’ve been waiting for!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Christina Moore (863-430-8517)

Remarks: Welcome to 2516 Nouveau Way — a beautifully maintained 4-bedroom, 3-bathroom home located in a gated community just minutes from The Loop, shopping, dining, entertainment, major highways and Disney Parks. This spacious home features an open-concept layout filled with natural light and a desirable private-entry guest bedroom with full bathroom access, perfect for extended family, guests, or added privacy and flexibility. Designed for both comfortable everyday living and entertaining, this home offers the ideal blend of space, convenience, and location in the heart of Central Florida.

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

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Fully Furnished - Bookings in place - The perfect Florida retreat or a high-performing short-term rental opportunity, this beautifully maintained, fully furnished 4-bedroom, 3-bath pool home checks all the boxes. Nestled within the sought-after 24-hour guard-gated Lake Berkley Resort, you'll enjoy resort-style amenities while being just minutes from shopping, dining, and Central Florida's world-famous theme parks. This single-story home features an open-concept layout with formal living and dining areas flowing into a spacious kitchen, breakfast nook, and family room overlooking pond and pool views. Floor plan includes a spacious primary suite, a second bedroom with its own private bath, and a fully permitted game room that's sure to entertain guests of all ages. Recent updates renovated master bathroom, vinyl flooring , roof replaced in 2018, and fresh interior and exterior paint. Lake Berkley Resort offers an impressive collection of amenities, including a clubhouse with heated pool, hot tub, splash area, tennis court, walking trail around the lake, fishing dock, playground, and barbecue areas. Whether you're seeking a turn-key vacation home, a full-time residence, or an established short-term rental in a prime location, this property offers the perfect blend of relaxation, convenience, and investment potential. HOA includes trash valley pick up and landscaping. Low HOAs for resort community. Ask for your tour or for more details today!

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

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Welcome to The Hamlets, a highly desirable gated community in Kissimmee! This spacious two-story home offers 5 bedrooms, 3 bathrooms, and 2,239 square feet of well-designed living space. Featuring tile and luxury vinyl plank flooring throughout, you'll enjoy the convenience of No carpet anywhere in the home. The open-concept kitchen is perfect for entertaining, showcasing raised-panel cabinetry, crown molding, pendant lighting, a large breakfast bar, and a brand-new refrigerator. The flexible floor plan provides generous living areas and a bright Florida room, offering additional space for relaxation, work, or family gatherings. Venture outside to your private screened-in pool complete with a resident safety fence and a fully fenced backyard, creating the perfect setting for enjoying Florida's year-round sunshine. Major updates provide peace of mind, including a 2019 roof, newer AC system, and newer water heater. Ideally located just minutes from Disney, world-class shopping, dining, entertainment, and major highways, this move-in-ready home combines comfort, convenience, and value. Schedule your private showing today!

Listing is courtesy of: SOUTHERN PRESTIGE REALTY INC (407-614-3873)

Listing Agent: Ali Yche (407-968-2328)

Remarks: Single Family for Sale corner property in the community of STOREY Creek! The two-story home's layout includes five bedrooms, two and a half baths, and a two-car garage. This beautiful well-maintained home provides an open floor plan with living room, dining area, and kitchen with island & pantry. The Owner's Suite features a large walk-in shower and a spacious walk-in closet located on the first floor. The second floor includes four bedrooms, one bath, and a loft. Upgrades include ceiling fans in each bedroom(s), Chandelier in great room, Shark coating in the garage, one side of property is fenced, security cameras, and ring doorbell. STORREY Creek amenities are in a great location with easy access to major Florida highways, such as SR 535, I-4, and US 192. Amenities include a fully equipped fitness center, a clubhouse, a resort-style swimming pool, tennis courts, and a playground. Easy access to nearby shopping, dining, and entertainment.

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

Listing Agent: Alicia Lopez (321-247-1057)

Remarks: Turn-Key Short-Term Rental Opportunity! Rare 5-Bedroom Corner Lot Townhome in Orlando Welcome to this exceptional 5-bedroom, 3-bath townhome offering approximately 1,800 sq. ft. of living space in one of Orlando’s most desirable short-term rental communities. This rare corner-lot floor plan is one of the few in the community featuring upgraded laminate flooring throughout — completely carpet-free and move-in ready! Located in a county-zoned community that officially permits daily short-term rentals, this property is ideal as a vacation home, income-producing investment property, or primary residence. Prime Location in Orlando’s Tourist Corridor: Only 5.5 miles to Walt Disney World Resort Approximately 6 miles to Orlando International Premium Outlets About 10 miles to Orange County Convention Center Walking distance to Sam's Club, Walmart, and Dollar Tree Home Features: 5 bedrooms / 3 full bathrooms Convenient first-floor guest bedroom with full bath Fresh interior paint in modern neutral tones New laminate flooring throughout — no carpet Newly upgraded kitchen and bathroom countertops (sparkling quartz) Spacious screened patio with private spa No rear neighbors for enhanced privacy Accommodates up to 12 guests for vacation rental use Community Amenities: Heated resort-style pool and spa Clubhouse with movie theater BBQ grilling area and playground Gated entrance for added privacy and security Whether you are searching for a high-performing Airbnb investment near Disney or a spacious family getaway home, this rare 5-bedroom townhome offers outstanding value, flexibility, and location in the heart of Orlando’s vacation destination area.

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)

Remarks: Price Reduced. Excellent opportunity for buyers and investors. Location, Location, Location! Beautiful 3-bedroom, 2-bath fully furnished townhome in Lucaya Village Resort, Kissimmee, FL — just minutes from Walt Disney World and Orlando’s top attractions. This move-in-ready home features an open floor plan, modern kitchen with stainless steel appliances, and a spacious master suite with private bath conveniently located on the first floor, offering comfort, privacy, and easy access to the main living areas Enjoy resort-style amenities, including a heated pool, fitness center, clubhouse, playground, and 24-hour gated security. Perfect as a vacation home, short-term rental investment, or primary residence. Located near shopping, dining, and major highways.

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

Listing Agent: Rahman Pesciotta (305-733-2080)

Remarks: Cypress Cay is a beautiful new townhome community in the heart of Kissimmee, featuring spacious townhomes with open-concept home designs, 1-2 car garages, energy efficient features, built-in Smart Home Technology and water & conservation views. Unbeatable community and HOA amenities include a pool & cabana, playground, half-court basketball court, dog park, walking trails and a fiber network providing up to 1 Gigabit internet speed. This ideal location offers convenient access to I-4, 417, Osceola Parkway, International Drive, Apopka Vineland Road, The Loop, Disney, Old Town, and SeaWorld - all just minutes away. Homes are selling quickly so contact us today!

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

Listing Agent: Brian Vento (305-725-9359)

Remarks: recently exterior painted. Beautiful updated townhouse at Sterling at Stonefield. This lovely 3 bedroom 2 bathroom with screened in patio and a 2 car garage townhome is a corner unit. It has been tastefully upgraded to please the future tenants. The townhome features ceramic tile throughout, new kitchen cabinets with stainless steel appliances and quartz countertop. The bathroom vanities have been upgraded with bronze faucets sand quartz countertops. The master has a spacious walk in closet and upgraded bathroom with a standup shower. No yard to mow since the HOA takes care of the trimming. The community is gated and has a fantastic clubhouse with pool and tennis. Come live in style close to the Loop!

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)

Remarks: Under contract-accepting backup offers. Welcome to your next top-performing short-term rental in the heart of Central Florida's most sought-after resort community, Storey Lake Resort! This stunning LAKEFRONT 4 bedrooms/3 bathrooms townhome puts investors and vacationers alike just minutes from Walt Disney World, SeaWorld, Universal Studios, and Orlando's world-class dining and shopping. Nestled within this 24-hour gated resort, owners enjoy the flexibility to rent short-term year-round, making this a true income-generating machine. The resort's Hideaway Clubhouse delivers a full vacation experience with two water slides, a lazy river, splash zone, resort-style pools, oversized hot tub, Tiki Bar, fitness center, mini-golf, kayak rentals, beach volleyball, game room. HOA includes cable TV and internet, pool maintenance, grounds care, insurance, trash, and 24-hour guard. Whether you're expanding your STR portfolio or seeking a personal vacation retreat with income potential, this is the opportunity you've been waiting for. Turnkey, fully furnished and move-in ready. Just add guests and start earning! Schedule your visit now!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Patricia Fraga Alvares, Pa (407-219-6229)

Remarks: Excellent opportunity to own a beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Berkley Resort community. Approved for short-term rentals, this property offers exceptional income-producing potential in one of Central Florida’s most sought-after vacation rental markets. Residents and guests enjoy resort-style amenities including two swimming pools, splash pad, fitness center, tennis and basketball courts, beach volleyball, scenic lake access, and 24-hour gated security. Ideally located just minutes from Walt Disney World, major attractions, shopping, dining, and Orlando's main transportation corridors, this property is perfect as a vacation home, investment property, or primary residence.

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

Listing Agent: Keegan Siegfried (813-670-7226)

Remarks: Excellent opportunity to own a beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Berkley Resort community. Approved for short-term rentals, this property offers exceptional income-producing potential in one of Central Florida’s most sought-after vacation rental markets. Residents and guests enjoy resort-style amenities including two swimming pools, splash pad, fitness center, tennis and basketball courts, beach volleyball, scenic lake access, and 24-hour gated security. Ideally located just minutes from Walt Disney World, major attractions, shopping, dining, and Orlando's main transportation corridors, this property is perfect as a vacation home, investment property, or primary residence.

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

Listing Agent: Keegan Siegfried (813-670-7226)

Remarks: Welcome to this fully furnished 4-bedroom, 3-bathroom townhome located in the highly desirable 24-hour guard-gated community of Venetian Bay Villages. Whether you're looking for a primary residence, a vacation home, or an investment opportunity, this property offers incredible potential in one of Kissimmee's most convenient locations. The home is being sold fully furnished, providing a great starting point for personal use or future rental income. The functional floor plan offers spacious living areas, a well-equipped kitchen, and comfortable accommodations for family and guests. Venetian Bay Villages features outstanding resort-style amenities, including multiple swimming pools, a clubhouse, fitness center, tennis, basketball and volleyball courts, playgrounds, picnic areas, scenic walking paths, and beautifully maintained common areas. Ideally located just minutes from Walt Disney World, Universal Orlando, SeaWorld, The Loop shopping and dining, Orlando International Airport, major highways, and countless Central Florida attractions. Seller is motivated and welcomes offers. Don't miss this excellent opportunity to own a property with tremendous potential in one of Kissimmee's most sought-after gated communities

Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)

Listing Agent: Alexandra Mateu (321-332-8039)

Remarks: Welcome to this stunning 5-bedroom, 5-bathroom home, where comfort, style, and adventure come together in one exceptional property. Designed with both relaxation and entertaining in mind, this spacious home features an open-concept kitchen that flows seamlessly into the inviting family room and out to a covered patio. Perfect for hosting gatherings or enjoying Florida’s beautiful weather. Upstairs, you’ll find two luxurious owner’s suites along with a cozy loft area, offering ample space for rest and privacy. Every detail of this home is crafted to create unforgettable experiences for family and guests alike. Located in the highly sought-after Storey Lake Resort, residents and guests enjoy access to resort-style amenities including a sparkling pool, golf, fitness center, and clubhouse. Just 12 minutes from Walt Disney World Resort, this property is perfectly positioned in a prime short-term rental community, making it an outstanding investment opportunity or dream vacation home.

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

Listing Agent: Nayi Torres (407-720-9585)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home offering space, comfort, and an unbeatable location in the heart of Kissimmee. This property is a rare find featuring a 4-bedroom layout with a heated pool and spa on an oversized lot, combined with exceptional curb appeal thanks to its beautifully refreshed landscaping and freshly painted exterior (2024). The large, spacious driveway provides ample room for multiple vehicles. Step inside to an open and airy floor plan with soaring cathedral ceilings that enhance the sense of space and natural light throughout. The centrally located kitchen is ideal for both everyday living and entertaining, featuring ample counter space, a breakfast bar, and a dining nook perfectly positioned by the sliding glass doors offering beautiful views of the pool and backyard. The primary suite is a true retreat, offering dual walk-in closets, a linen closet, and a spacious bathroom with dual sinks and a relaxing jacuzzi tub with jets. Enjoy Florida living at its best in your private backyard oasis situated on an oversized, fully fenced backyard with a mango and an orange tree. The large screened-in patio and heated pool with spa create the perfect setting for entertaining or unwinding year-round. Additional highlights include NO HOA, a roof replaced in 2022, a newer pool pump, a newer pool heat pump, and a well-maintained interior ready for its next owner. Ideally located just minutes from major highways, shopping, dining, and everyday conveniences. Only 5 minutes to Historic Downtown Kissimmee and within 30 minutes to Orlando International Airport and Central Florida’s world-famous attractions. This home offers the perfect combination of space, location, and lifestyle. Don’t miss the opportunity to make it yours! Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Dania Khreiche (407-456-1553)

Remarks: Imagine owning a vacation home just minutes from Walt Disney World, where unforgettable family memories and investment potential come together in one incredible opportunity. Located in the highly sought-after Oakwater Resort, this fully furnished 3-bedroom, 2-bath condo is turnkey and ready to enjoy from day one. Spend your mornings overlooking the peaceful lake from your private balcony and your afternoons enjoying resort-style amenities including a pool, spa, fitness center, playground, clubhouse, and sports courts. Whether you're looking for a successful short-term rental, vacation retreat, or full-time residence, this property offers exceptional flexibility. The open floor plan, updated flooring, stainless steel appliances, and private garage make ownership easy, while the location places you minutes from Disney, dining, shopping, golf, and entertainment. Oakwater Resort's prime location helps drive strong year-round rental demand, creating an excellent opportunity for consistent monthly income and revenue potential.

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: Jabir Ahmed (407-738-3538)