Homes for Sale Near Kissimmee Middle in Kissimmee - 293 homes

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

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

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

Remarks: Welcome to a turn-key opportunity in the highly sought-after Villas at Seven Dwarfs, where location, flexibility, and comfort come together. Great 4 Bedroom, 3 Bathroom Townhome in Villas at Seven Dwarfs. Step into this freshly painted and stylish, short distance to all the great amenities, one of Kissimmee’s premier short-term rental communities. This property is perfectly designed for investors seeking a turn-key vacation rental near Orlando’s world-class attractions and families wanting to live at ease by all the wonderful attractions. New smoke detectors. The kitchen, dining, and living areas flow seamlessly together.**Brand-new Washer & Dryer,**New HVAC system,**New Hot Water Heater for reliable year-round comfort. The spacious layout features a welcoming open-concept living area, a first-floor primary suite for added guest convenience features a large garden tub, and three additional bedrooms (one being a second primary bedroom option) that comfortably accommodates larger groups. In the hallway upstairs, a sink area tucked away. With its tasteful upgrades and resort-style finishes, this home is truly rental-ready. Guests will love the community amenities, including a resort-style pool, clubhouse, tiki bar, fitness center, playground, tennis and basketball courts, and more. Just minutes from Walt Disney World, Universal Studios, and premium shopping and dining, this location ensures strong occupancy and repeat bookings. Whether you’re looking to maximize income potential or add a fully updated property to your short-term rental portfolio, this townhome is the ideal investment. Call today to view your private tour!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)

Listing Agent: Sherry Feck (720-980-0725)

Remarks: Welcome to 320 Ballo Drive in BellaVida Resort, where space, comfort, and resort style living come together in a beautifully designed 6 bedroom, 4 bathroom pool home with tranquil water views. Built in 2019 and offering nearly 2,900 square feet, this two story residence stands out with a layout that feels both spacious and functional, making it equally appealing as a primary residence, vacation home, or income producing investment. From the moment you enter, the home opens into a bright and inviting main living area designed for gathering, with generous living and dining spaces that flow seamlessly into the kitchen. Here, you will find rich solid wood cabinetry, solid surface countertops, stainless steel appliances, pantry storage, and a large island with bar seating that anchors the heart of the home. Oversized sliding glass doors draw your eye straight to the screened pool and water view, creating the kind of indoor outdoor connection buyers love. The first floor primary suite offers a private retreat with a spacious bedroom, natural light, and an en suite bath with dual sinks, an extended vanity, and glass enclosed shower. A second first floor bedroom and nearby full bath add flexibility for guests or multigenerational living. Upstairs, the home continues to impress with four additional bedrooms, two full bathrooms, a dedicated laundry room, and a large loft that is more than just bonus space. It is a true second living area, ideal for a media room, game room, or lounge. Outside, the screened pool area is a standout feature. With an expansive deck, room to relax and entertain, and peaceful water views stretching beyond the enclosure, the backyard setting feels open, bright, and made for enjoying Florida living. BellaVida Resort adds even more value with its gated entrance, clubhouse, resort style pool, fitness center, basketball and volleyball courts, walking trails, and scenic lake, all in a location close to shopping, dining, and the attractions along US 192. This is the kind of home that delivers size, versatility, and lifestyle all in one.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Peter Luu (321-917-7864)

Remarks: Under contract-accepting backup offers. Welcome to the beautifully decorated Gardenia Floor plan, a designed 3-bedroom, 2-bath single-family home offering 1,706 square feet of thoughtful living space in the highly sought-after, guard-gated Tapestry community in Kissimmee. This isn’t just a home it’s a lifestyle. Step inside to an open, airy layout perfect for modern living. From cozy family nights to weekend entertaining, every square foot is optimized for comfort and flow. With three spacious bedrooms and sleek, contemporary finishes, the Gardenia model is the ideal blend of function and flair. Live like you're on vacation every day with access to a Zero-entry resort-style pool & cabana lounges, Splash pad & play spaces, State-of-the-art fitness center with yoga & movement studio, a Grand ballroom & catering kitchen for hosting unforgettable events, an Open-air veranda for sunset relaxation. Lots of Sports fields, BBQ pavilions, dog park, and walking and biking trails. And it’s all nestled in a 24-hour guard-gated community, minutes from Orlando's top attractions, major highways, the airport, shopping, dining, and great schools. Whether you’re looking for your primary residence, second home, or investment opportunity, this Gardenia beauty is your gateway to elevated living in Central Florida. Homes like this don’t just go on the market they go viral. Schedule your private tour before it’s gone!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: Turnkey, fully furnished, and beautifully themed 6-bedroom, 4.5-bath pool home located in the highly sought-after gated resort community of Emerald Island. Zoned for short-term rentals and less than 15 minutes from Walt Disney World, this property offers an exceptional opportunity as a vacation home, investment property, or personal retreat. The spacious floor plan features a first-floor primary suite, formal living and dining rooms, a large family room overlooking the pool, an updated kitchen with modern finishes, a half bath, and a laundry room. Upstairs, you'll find additional bedrooms, multiple en-suite accommodations, and a versatile loft area ideal for guests, gaming, or workspace. Designed with the vacation rental market in mind, the home showcases upgraded interiors, beautifully remodeled themed bedrooms, and well-maintained furnishings that create a memorable guest experience. Recent improvements include fresh interior paint, new laminate flooring upstairs, a 2023 roof, and a 2020 HVAC system. Emerald Island Resort offers 24-hour gated security, a resort-style pool and spa, clubhouse, tiki bar, fitness center, sauna, tennis courts, playgrounds, and walking trails. HOA services include landscaping, pest control, valet trash service, and complimentary internet and Wi-Fi. Conveniently located near Disney, shopping, dining, water parks, Orlando International Airport, and major highways, this move-in-ready home is perfectly positioned for both enjoyment and income potential. Equal Opportunity Housing.

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

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

Remarks: Under contract-accepting backup offers. Virtually Staged. Bienvenido a casa! Una casa comoda con un efficiency que tiene su propia entrada. NO HOA, a NEWER ROOF and NEW WINDOWS, Studio/Efficiency/Mother in law Suite – this versatile single story Orange Gardens home is an opportunity you don’t want to miss! The flexible layout of 4-bedrooms and 2-baths opens the door to multi-generational living, rental income, or a private work-from-home setup. Set on a spacious .19 ACRE LOT in an established community just off US-192, this home delivers easy access to shopping, dining, area lakes, resort destinations, and is just minutes to Walt Disney World Resort. Front and rear porches overlook generous yard space with plenty of room to relax, entertain, or expand. Inside, you will find TERRAZZO FLOORING throughout and a light-filled layout featuring OPEN LIVING & DINING spaces that flow easily into a galley-style kitchen complete with a fresh neutral palette, solid surface countertops, and ample cabinet storage. Just off the main living area is a light filled FLEX/OFFICE space, ideal for remote work, hobbies, or additional living space. The main portion of the home offers three bedrooms situated on one side, sharing a full bath for a functional and traditional layout. What truly sets this home apart is the BONUS/EFFICIENCY/IN-LAW SUITE with a PRIVATE ENTRANCE off the kitchen, WALK-IN CLOSET, and FULL BATH – perfect for extended family, guests, or income-producing potential. Whether you are looking for a first home to make your own or a smart investment property in a high-demand location near Disney and Central Florida attractions, this home checks all the boxes with space, flexibility, and location. Call today to schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Welcome to this exceptional former builder model home in the desirable Avilla community. This beautifully maintained 4-bedroom, 3-bath residence offers 3,410 heated square feet of thoughtfully designed living space on a spacious 0.21-acre homesite. The open floor plan features a gourmet kitchen with granite countertops, stainless steel appliances, custom cabinetry, and a large center island. The luxurious primary suite includes a spa-like bath and an oversized custom walk-in closet. Enjoy Florida living at its finest with a private screened pool, expansive pool deck, and fully equipped outdoor summer kitchen, perfect for entertaining. Originally purchased as the builder's final model home, the property showcases premium upgrades and exceptional craftsmanship throughout. Seller intends to convey the property substantially furnished, excluding personal belongings and décor. Conveniently located near shopping, dining, major highways, and Orlando's world-famous attractions. Schedule your private showing today!

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

Listing Agent: Elias Pedro Vieira Manna (407-201-2693)

Remarks: This beautifully furnished 2-bedroom, 2-bathroom ground-floor condo in the popular Storey Lake Resort is the perfect opportunity for investors or vacation home buyers. Just minutes from Disney, Universal, and Orlando’s top attractions, it’s ideally located for high occupancy and strong rental income. Inside, you'll find an open layout with tile floors throughout (no carpet), a modern kitchen with quartz countertops, stainless steel appliances, and a large center island. The guest bedroom fits multiple beds, and a private patio with no rear neighbors offers added peace and quiet. Enjoy the ease of ground-floor access—no elevator needed and parking just steps away. Storey Lake offers unbeatable resort-style amenities, including pools, lazy river, splash pad, tiki bar, fitness center, clubhouse, restaurants, and 24/7 security. This condo is turnkey and rental-ready, making it a standout in today’s competitive market. Don’t miss your chance to own a high-performing vacation rental or personal retreat in the heart of Central Florida.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: John Silva (407-420-7908)

Remarks: This beautifully furnished 2-bedroom, 2-bathroom ground-floor condo in the popular Storey Lake Resort is the perfect opportunity for investors or vacation home buyers. Just minutes from Disney, Universal, and Orlando’s top attractions, it’s ideally located for high occupancy and strong rental income. Inside, you'll find an open layout with tile floors throughout (no carpet), a modern kitchen with quartz countertops, stainless steel appliances, and a large center island. The guest bedroom fits multiple beds, and a private patio with no rear neighbors offers added peace and quiet. Enjoy the ease of ground-floor access—no elevator needed and parking just steps away. Storey Lake offers unbeatable resort-style amenities, including pools, lazy river, splash pad, tiki bar, fitness center, clubhouse, restaurants, and 24/7 security. This condo is turnkey and rental-ready, making it a standout in today’s competitive market. Don’t miss your chance to own a high-performing vacation rental or personal retreat in the heart of Central Florida.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: John Silva (407-420-7908)

Remarks: Virtually Staged. Are you looking for a fully furnished, short term rental investment? This is a No Brainer!! 3 Bedrooms and 2 Bath Condo including all the appliances! Screened balcony with view of the pond. Pet Free Gated Community and within 15 minutes to Disney! Amenities include a large outdoor pool with hot tub pa, a fitness center, 4000 square foot club house and activity center, internet/computer room, movie theater, basketball and tennis courts, Playground and site manager available during the weekdays. Location is always important in real estate, this Community is centrally located and just walking distance to bus stop, local restaurants and grocery stores, within the proximity of popular shopping malls, and popular brand restaurants. Whether you are searching for a vacation home, short term rental, or primary residence, this is the perfect choice for you. Some photos have been virtually staged

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Natashia Lozano (407-702-0707)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and location. Inside, you’ll find multiple living spaces including a formal living room, dining room, and a spacious family room—ideal for both everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. The primary suite features a large bathroom complete with a soaking tub and separate walk-in shower, providing a relaxing retreat. Step outside to your private backyard oasis with a screened-in pool and fully fenced PVC yard—perfect for enjoying Florida living year-round. Additional updates include a newer AC system installed in 2023 for added peace of mind. Located in the desirable Cranes Cove community, residents enjoy low HOA fees and access to a community pool. Just minutes from The Loop shopping center, you’ll have convenient access to restaurants, movie theaters, shopping, and more. Plus, you’re a short drive to Disney and all that Central Florida has to offer. Whether you’re looking for a primary residence, investment property, or vacation home, this one truly checks all the boxes.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Dominick Florio (321-377-4045)