Homes for Sale Near Kissimmee Middle in Kissimmee - 306 homes

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: 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: HUGE PRICE REDUCTION! Welcome to this inviting and well-maintained home located in the heart of Kissimmee. Offering a functional layout with spacious living areas, this property blends comfort, convenience, and everyday practicality. Natural light flows through the home, creating a warm and welcoming atmosphere perfect for both relaxing and entertaining. The generous backyard provides endless possibilities — ideal for gatherings, gardening, or creating your own outdoor retreat. With no HOA, you’ll enjoy flexibility and freedom rarely found in today’s market. Centrally located near shopping, dining, schools, and major highways, this home offers easy access to everything Kissimmee has to offer while still providing a sense of privacy and calm. Whether you’re a first-time buyer, growing household, or investor, this property represents a solid opportunity and a place ready to create new memories. Schedule your private showing today — homes like this don’t last.

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

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Welcome to 2518 Empress Drive, a fully upgraded, luxury-inspired residence located within the highly desirable gated community of Tapestry in Kissimmee. Built in 2020 and extensively enhanced with high-end finishes and custom outdoor living upgrades, this exceptional 4-bedroom, 2.5-bath home delivers the lifestyle, design, and presentation typically associated with significantly higher-priced properties. Positioned on a premium corner lot, the home immediately impresses with its modern elevation, expansive paver driveway, and oversized 3-car garage. Inside, the open-concept layout showcases elevated contemporary finishes, oversized tile flooring, upgraded lighting, designer accent walls, and expansive living spaces thoughtfully designed for both everyday comfort and upscale entertaining. The true showpiece of the property is the spectacular resort-style backyard, representing approximately $200,000 in custom improvements and curated outdoor enhancements. Designed to rival luxury vacation retreats, the outdoor living experience features a heated saltwater pool with modern architectural lines, premium hardscaping, artificial turf accents, custom lounge areas, covered lanai, pergola, summer kitchen, wood-paneled ceiling detail, integrated entertainment space, and multiple gathering areas designed for seamless indoor-outdoor living year-round. The gourmet kitchen overlooks the main living and outdoor entertaining areas, creating an ideal setting for hosting guests while maintaining functionality and flow. Upstairs, the spacious primary suite offers a private retreat complete with a beautifully upgraded bathroom and oversized custom walk-in closet. Additional bedrooms provide flexibility for family, guests, office space, or lifestyle needs. Every detail of this home has been thoughtfully designed to create a polished, move-in-ready experience that blends modern elegance with resort-style comfort. Residents of Tapestry enjoy access to resort-inspired community amenities including a clubhouse, fitness center, community pool, parks, and recreational areas, all conveniently located near premier shopping, dining, major highways, and Central Florida attractions. This is a rare opportunity to own a highly upgraded, entertainer-focused home offering luxury presentation, exceptional outdoor living, and turnkey sophistication without the million-dollar price tag. Schedule your private showing today via Showingtime.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Tom Vitale (407-922-9934)

Remarks: Welcome home to this beautifully designed, low maintenance townhouse that perfectly balances style and convenience. Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee, the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks. Do not miss the opportunity, SCHEDULE YOUR VISIT TODAY!!!

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

Listing Agent: Alexandra Cana (407-364-3578)

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: Under contract-accepting backup offers. This fully furnished, 2BD/2BA, fourth-floor condo in Storey Lake is the definition of a turnkey revenue play. Just 14 minutes from Disney, this unit is already a high-performing Airbnb with strong occupancy and glowing guest reviews — no ramp-up period, no setup costs, no guesswork. Inside, you get a bright, modern, open layout with stylish furnishings, a private balcony, and a full, ready-to-host setup from day one. Whether you’re optimizing for nightly rate, extended stays, or personal use between bookings, this layout and location hit every mark. Storey Lake is a resort powerhouse with everything guests look for: multiple pools, a lazy river, splash pad, full gym, on-site restaurant + bar, and recreation that keeps guests onsite (and rebooking). That’s the kind of amenity package that drives repeat stays and pushes occupancy even in off-peak seasons. Prime location. Proven income. Zero setup. Whether you hold it as a cash-flowing short-term rental, use it as your own vacation landing pad, or both — this one is built to perform.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-250-9237)

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: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.

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

Listing Agent: Shawn Layton (321-514-8055)

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: Dream townhome alert! This gorgeous 4BR/3BA (including 2 ensuites) unit in San Vitorino Cir, Kissimmee offers 1,470 sq ft of bright, open living space perfect for entertaining and relaxing. With a recently remodeled owner's suite and a recently replaced AC unit and boiler. Enjoy your morning coffee on the small patio / varanda, and experience the comfort of move-in ready Florida living. The community features 3 sparkling pools, a full clubhouse, and plenty of amenities for fun and fitness. Prime location near highways, shopping, dining, and schools— don’t wait, your new home awaits!

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

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: One or more photo(s) has been virtually staged. move-in ready 3-bedroom, 2-bath home with stunning pond views located in the quiet gated community of Brighton Landings in Kissimmee. This bright and spacious home features a desirable split floor plan, open living and dining areas, stainless steel appliances upgraded in 2024, ceiling fans throughout, and sliding glass doors leading to a large, fully fenced backyard overlooking the water. The primary suite offers peaceful pond views and a walk-in closet, creating a relaxing private retreat. Recent upgrades include a NEW ROOF(July 2023), water heater replacement (April 2024), fresh interior paint, and a fully aluminum fenced backyard installed in 2023. The home also features a spacious 2-car garage, extended driveway, and beautifully landscaped exterior with palm trees and lush greenery. Residents of Brighton Landings enjoy resort-style community amenities, including a swimming pool, volleyball court, and playgrounds. Conveniently located near shopping, restaurants, schools, the new train station, and just minutes from Disney attractions and major highways. Schedule your private showing today!

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

Listing Agent: Mohamed Filali, Sr (407-233-6089)

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)