Homes for Sale Near Kissimmee Middle in Kissimmee - 307 homes

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)

Remarks: Discover this beautifully upgraded 3-bedroom, 2.5-bath townhome located in one of Central Florida’s most sought-after gated communities. Formerly the builder’s model home, this residence showcases premium finishes throughout, including granite countertops, stainless steel appliances, and elegant wall and ceiling trim details. The open-concept main level offers a seamless flow between the kitchen, dining area, and spacious living room, creating an ideal setting for both everyday living and entertaining. A well-appointed half bath on the first floor adds convenience for guests. Upstairs, the primary suite provides a comfortable retreat with a walk-in closet and an ensuite bathroom featuring dual vanities and quartz countertops. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet complete the second floor. Residents enjoy access to resort-style amenities, including a community pool, fitness center, dog park, playground, and a unique hedge maze. Ideally located just minutes from Walt Disney World, Lake Buena Vista, The Loop, and Orlando International Airport, with easy access to Osceola Parkway, I-4, and SR 417. Shopping, dining, and daily conveniences such as Target are all nearby.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Xiaoyu Su (352-216-1257)

Remarks: Welcome to this stunning corner-unit townhome in the desirable, gated community of Cypress Ridge! Built in 2020, this beautiful property features 3 bedrooms, 2.5 bathrooms, and 1,771 sq. ft. of modern, open-concept living space. Being a premium corner lot, the home is flooded with natural light. The sleek kitchen boasts a large granite island and stainless steel appliances, flowing seamlessly into the bright living area. Step outside through the sliding doors to enjoy a serene pond view right from your backyard. Upstairs, the spacious primary suite offers a private retreat with dual vanities and a premium glass shower. Conveniently located in Kissimmee, you'll enjoy quick access to the FL Turnpike and Osceola Pkwy, keeping you minutes away from shopping, dining, and world-class attractions. Schedule your private showing today!

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

Listing Agent: Clarisse Sousa (407-873-0458)

Remarks: Are you looking for the perfect townhome ? If you are, then look no further than this beautiful center-unit that enjoys a peaceful nature reserve view from the back porch. This spacious home offers 3 bedrooms and two full and one half baths. On the first floor you will enjoy beautiful ceramic floors in the spacious great room along with the kitchen and half bath. The kitchen has a nice size pantry, good cabinet spaces, Stainless Steel Appliances, Granite Counter Tops and best of all it is conveniently located right by the back door leading to the garage, making it very easy for bringing in the groceries. On the second floor, the Owner's Suite features a spacious walk-in closet and its ensuite bathroom offers a large walk in shower, double sinks with a Granite Top, a private Water Closet and a linen closet. Also on the second floor are the two additional bedrooms, the secondary bathroom and the laundry closet. Window blinds and all appliances convey with the sale. Cypress Cay is a beautiful townhome community in the heart of Kissimmee, with energy efficient features, built-in Smart Home Technology and HOA amenities that include a pool & cabana, a playground, half-court basketball court, dog park, walking trails and a fiber network providing up to 1 Gigabit internet speed. Welcome Home to this beautiful, like new home that is located directly across the street from the Community's Amenities mentioned above! The community's location offers convenient access to I-4, the 417 Highway that provides quick access to the Orlando International Airport and the shopping Center at the Loop is just minutes away. Cypress Cay is also very close to Disney, Old Town, Sea World and Universal. Closing costs available! Call to schedule your private viewing today!

Listing is courtesy of: THE KLR GROUP LLC (407-814-3293)

Listing Agent: Claudia Devieux (305-417-1594)

Remarks: PRICE IMPROVEMENT! LOCATION LOCATION LOCATION!! Top Orlando attractions! Stay close to Disney, Universal Parks, Outlets, I-Drive. TURNKEY INVESTMENT OPPORTUNITY! Welcome to this high demand SEVEN DWARFS CONDO 24-7 GUARD GATED COMMUNITY offers RESORT STYLE amenities, included: tennis and basketball courts, beach-tennis, large community pool and spa, playground, club house, game room, fitness center, Tiki Bar, picinic areas, paddle-boats, scenic walking areas, car wash, and lots of spaces to relaxing. This beautiful and well maintained townhouse included a living and dining combo area, fully equipped modern kitchen, washer and dryer combo, 3 spacious bedrooms (PRIMARY BEDROOM DOWNSTAIRS) and 2 full bath. NEW A/C, NEW dryer and washer, NEW fridge, NEW stove. Community is zoned for SHORT-TERM vacation rentals, LONG-TERM rentals, or even as your PRIMARY residence. STRESS FREE: HOA FEE COVERS master building insurance, exterior painting and maintenance, cable, internet, pest control, roof, and common areas. THAT IS THE HOUSE YOU ARE LOOKING FOR! Available FULLY FURNISHED! Start generating income immediately! Schedule your visit today!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Vania Machado (321-333-9290)

Remarks: PRICE IMPROVEMENT - 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)