Homes for Sale Near Kissimmee Middle in Kissimmee - 281 homes

Remarks: Welcome to 2801 Oakwater Dr, Kissimmee, FL 34747 - This 3-bedroom, 2-bathroom end-unit condo with a 1-car garage is located in the gated Oakwater community, just minutes from Walt Disney World, major attractions, shopping, dining, and Central Florida highways. This 1,465 sq ft condo features a split-bedroom floor plan with the primary suite positioned at the rear for added privacy, including water views, dual closets, and an ensuite bath with shower. The kitchen includes granite countertops, breakfast bar seating, ample cabinetry, and all appliances. The open living and dining areas provide access to a private lanai overlooking the lake. Additional features include an interior laundry closet with washer and dryer, attached garage, and exterior storage. The end-unit location provides added natural light and privacy. Oakwater offers resort-style amenities including a clubhouse, fitness center, game room, community pool, tennis courts, and playground. HOA includes cable TV, internet, and exterior maintenance. This property may be suitable as a primary residence, second home, or investment opportunity. Buyers should verify leasing restrictions and HOA guidelines. Schedule your showing today.

Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)

Listing Agent: Scot Hartwell (407-791-8466)

Remarks: Under contract-accepting backup offers. 4BR/3BA townhome in gated Club Cortile, just minutes to Disney, Orlando International Airport, shopping, dining, and major attractions! This spacious property features a versatile layout with a main-floor bedroom and full bath, ideal for guests or flexible use. Enjoy a well-designed kitchen, open dining area, and a relaxing lake fountain view that adds to the overall appeal. Upstairs includes a comfortable primary suite with walk-in closet and ensuite bath, along with additional bedrooms to accommodate families or larger groups making it a strong option for personal use or rental potential. Located in a resort-style community, residents and guests enjoy access to a heated pool, hot tub, fitness center, clubhouse, and tennis courts that can easily be enjoyed by pickleball enthusiasts, a growing favorite among vacationers. Positioned in a high-demand area near all major attractions, this property offers the opportunity to furnish to your style and maximize its potential as a vacation home or income-producing rental.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Asmaa Filali (407-443-5425)

Remarks: Beautifully appointed and fully furnished, this 4-bedroom, 3-bathroom townhouse is located within the highly desirable gated resort community of Storey Lake. Zoned for short-term rentals, this property offers an exceptional opportunity for both personal use and investment. The home features an open-concept floor plan designed for comfort and functionality. The upgraded kitchen showcases stainless steel appliances, quartz countertops, and a stylish tile backsplash, seamlessly flowing into the spacious living and dining areas — perfect for entertaining or relaxing after a day at the parks. The property is tastefully decorated and turnkey, offering a welcoming and refined atmosphere for owners and guests alike. Step outside to enjoy your private screened-in pool, ideal for relaxing and enjoying Florida’s beautiful weather. Storey Lake Resort offers outstanding resort-style amenities, including a clubhouse with a resort pool, lazy river, water slides, splash park, heated spa, poolside bar and grill, tennis courts, sand volleyball court, basketball courts, cabanas, movie theater, bar/restaurant, and a fully equipped fitness center. Ideally located just minutes from Disney Springs, Walt Disney World Parks, shopping, dining, and major attractions, this property provides both luxury and convenience in one of Central Florida’s most sought-after vacation communities.

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

Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)

Remarks: Opportunity is knocking with this stunning property nestled within the highly sought-after Stonefield community in Hunter’s Creek. This is a rare chance to own a spacious, updated townhome with an ASSUMABLE FHA LOAN at an incredible 3.375 interest rate, a true game changer in today’s market! But wait that’s not all! This 2-bedroom, 2-bath home with a 1-car garage features three additional flex rooms, offering incredible versatility for your lifestyle. Whether you need a private home office, formal dining room, cozy den, or guest suite, this floor plan easily adapts to your needs. Enjoy the perks of modern living and energy efficiency with a paid off solar energy system providing substantial savings, plus a newer 2021 energy-efficient A/C unit. Inside, you’ll find tile and laminate flooring throughout, appliances and an interior laundry room with washer & dryer included along with built-in cabinetry for convenient storage. The primary suite offers abundant natural light, a spacious walk-in closet, private ensuite bathroom featuring double vanities and an oversized walk-in linen closet. Upstairs, you’ll discover two large bonus rooms perfect for an office, studio, guest quarters or extra storage that many homes lack. The second bedroom is located on the main floor across from the updated second bathroom, which, like the primary, features stone countertops and modern finishes. Stylish lighting fixtures throughout the home add a contemporary touch, making this property truly move-in ready. Residents of Stonefield enjoy a secure gated community with resort-style amenities, including resort style pool, clubhouse, fitness center, tennis courts, fishing dock and walking / biking trails surrounded by exotic landscaping. Located just 15 minutes from Disney, Universal, Orlando’s top attractions, 20 minutes from Orlando International Airport, hospitals, schools, medical offices, markets and steps from The Loop’s dining with plenty of shopping for everyday needs. This home perfectly blends convenience, comfort and lifestyle. Live a life of ease, style and abundance of opportunity.

Listing is courtesy of: LPT REALTY LLC (386-204-6398)

Listing Agent: Scarlett Napolitano (407-808-6757)

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: Unmissable Opportunity! Beautiful 2-Story Home for Sale in the Best of Kissimmee – Storey Lake Community! Ideal for investment or for those looking for a high-quality home, this incredible property is also perfect for short-term rentals. Fully furnished, it features 5 bedrooms and 5 full bathrooms, including two spacious owner’s suites, offering plenty of comfort and privacy. The spacious living room, with high ceilings and an open-concept design, connects seamlessly to the gourmet kitchen and dining area, creating the perfect environment for socializing. Sliding doors lead directly to the outdoor space, where you’ll find a wonderful private pool and great spa, a gourmet area with barbecue, table, and lounge chairs. The home also offers two balconies — one at the entrance, ideal for relaxing, and another overlooking the pool, perfect for enjoying outdoor moments with family and friends. The kitchen is a true highlight, equipped with state-of-the-art appliances, high-end countertops, and elegant wooden cabinetry, bringing both practicality and sophistication. A separate, fully equipped laundry room adds even more convenience. The bedrooms feature themed décor, plush carpets, and large walk-in closets, ensuring comfort and style. Upstairs, you’ll find a cozy loft, while the garage has been transformed into a fantastic game room, providing endless fun without leaving home. Located in a resort-style community, residents enjoy access to a pool, gym, playground, walking trails, and many other amenities. The location is unbeatable — close to the best schools, Disney parks, supermarkets, restaurants, outlets, and more. Don’t miss the chance to own this unique property that combines comfort, convenience, and a prime location. Schedule your visit today!

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

Listing Agent: Viviane Rocha (407-558-1180)

Remarks: Welcome to your vacation lifestyle! This stunning 3-bedroom, 2-bathroom, two-story condo is located in the highly desirable Venetian Villages resort community. Perfect for either a primary residence or a lucrative short-term rental investment. Property Highlights Two-Story Layout: Enter into a bright, open-concept living room/dinette combo. Modern Kitchen: Features granite countertops and brand-new appliances, overlooking the main living area for easy entertaining. First-Floor Primary: The primary bedroom is conveniently located on the main floor with an ensuite bathroom (shower-tub combo). Convenient Laundry: Includes a new, full-size stackable washer/dryer set on the first floor. Upstairs Bedrooms: The second floor offers two additional bedrooms and a shared full bathroom, plus a dedicated owners' storage closet in the hall. Community Features Enjoy an amazing array of resort-style amenities including a sparkling pool, tennis courts, basketball courts, and a volleyball court. The community's location and amenities are ideal for buyers seeking a peaceful, vacation-like setting or investors looking for a prime rental property. Don't miss out on this excellent opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Millie Alicea (407-929-1646)

Remarks: **BEAUTIFUL TOWNHOME 5 BED / 4 BATH Very well decorated. Located in a corner lot in one of the most desirable short-term rental resort communities with 5 bedrooms and 4 bathrooms, open floor plan, the kitchen is fully equipped and features 42" modern gray cabinets, brushed stainless steel appliances, all connected to the cozy living and dining room. The sliding door will lead to an extended covered patio area and a splash pool, where the deck offers plenty of room to relax. The Clubhouse offers a resort-style pool and lazy river, two water slides, and a splash park. Kayak rentals a 9-hole mini golf course, and sand volleyball courts for fun and entertainment are available. The fitness center is well equipped and is open for extended hours for our guests. There is an outdoor Tiki bar where you can order your favorite drink, food, or ice-cream. Whether using this home for your full-time residence or vacation home investment, this community and home will take you on a relaxing retreat, Perfectly located just minutes from Disney Parks, Vineland Premium Outlet, The Loop Mall, SeaWorld, Universal Studios, Walmart, Target, Lake Buena Vista Factory Stores, Gas Stations, Restaurants, and much more. Call now and set up a showing.

Listing is courtesy of: KAZA REAL ESTATE LLC (407-723-8230)

Listing Agent: Eddie Ferrei Ferreira (407-272-0113)

Remarks: Welcome to this exceptional townhome located in the desirable Townhomes of Flora Ridge community of Kissimmee, Florida. The interior features beautiful tile flooring throughout and is designed for easy, low-maintenance living. The open floor plan is well planned out and feels larger than it is. The first floor includes a spacious kitchen that perfectly blends comfort and style. The primary bedroom is on the second floor, serving as a relaxing retreat highlighted by a spacious bathroom and a walk in closet. For your comfort in any season, the home is equipped with central air conditioning and ceiling fans. The staircase comes with a handicap accessible elevator. Outside, this residence boasts stucco construction and includes a one-car attached garage for added convenience and security. Residents will benefit from the well-maintained nature of the community. The property is near Flora Ridge Elementary, Kissimmee Middle, and the Osceola County School for the Arts. The community has a pool as well as a walking path around a beautiful lake.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Nicholas Feinsod (407-607-7485)

Remarks: Short term rentals allowed! 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)

Remarks: Fully Furnished 5-Bedroom Townhome – Short & Long-Term Rental Allowed | Prime Kissimmee Location. Beautifully updated and move-in ready, this 5-bedroom, 3-bathroom townhome is located in a gated community just minutes from Disney, Old Town, Fun Spot, restaurants, and Walmart. The home features a smart and functional layout with one bedroom and a full bathroom on the first floor, perfect for guests or convenience. Upstairs, you’ll find the spacious primary suite along with additional bedrooms, including themed rooms. Recently refreshed and professionally updated, the property includes brand-new bedding throughout, new TVs, new living room furniture, dining table, rugs, wall décor, lighting fixtures, curtains, and decorative accents — all thoughtfully selected to create a stylish and welcoming environment. Sold fully furnished and turnkey, this home is ideal as a primary residence, vacation home, or income-producing property. Short-term and long-term rentals are allowed, offering excellent flexibility and investment potential. Located in a quiet, well-maintained gated community with low HOA fees. Don’t miss this opportunity to own a fully equipped, income-ready property in one of Central Florida’s most desirable locations.

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom townhome located in the desirable Compass Bay community, just minutes from Walt Disney World, shopping, dining, and major highways. Built in 2018, this spacious residence offers a functional open floor plan with a modern kitchen featuring cabinetry, granite countertops, and stainless steel appliances, seamlessly connecting to the living and dining areas, perfect for entertaining or everyday living. The property features a private patio area, ideal for relaxing after a long day, and generous bedroom sizes, including a comfortable primary suite. Compass Bay is a sought-after community that allows both short-term and long-term rentals, making this home an excellent opportunity for investors, vacation home buyers, or primary residents. PS: The property is being offered fully furnished Residents enjoy access to community amenities including a pool, playground, and well-maintained common areas. With low HOA fees and a prime location in the heart of Kissimmee’s tourism corridor, this property offers both convenience and flexibility. Don’t miss this opportunity to own in a highly desirable short-term rental–friendly community. Schedule your private showing today.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Ana Gazzara (321-682-9775)

Remarks: Location, location, location! Investors and buyer's delight. This ground floor apartment with screen in porch offers 2 bedrooms and 1 bathroom with lovely tiles all around. Gorgeous stone counter tops, washer and dryer, a very sunny and open space for your enjoyment. A great gated community with basketball course, gym, club House and pool. Plenty of parking and easy access to all the supermarkets, stores, restaurants and parks. Call to schedule a private showing today.

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)

Listing Agent: Britzeida Pichardo (347-549-7568)

Remarks: **PRICE REDUCTION** Owner offering $5000 towards buyer's Closing Cost. Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home located in the desirable Preserve at Tapestry community. Built in 2015, this two-story residence offers over 3,500 sq. ft. of living space designed with comfort, elegance, and functionality in mind. Step into the heart of the home – a gourmet kitchen featuring premium cabinetry, granite countertops, stainless steel appliances, a center island, and a walk-in pantry, ideal for home chefs and entertaining. The open-concept layout flows seamlessly into the dining and living areas, providing an inviting space for family and guests.The luxurious master suite includes a spa-inspired bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms are generously sized with access to full bathrooms, perfect for a growing family or multigenerational living.Situated on a spacious lot, the property offers a private backyard with room for outdoor living or a future pool. Community amenities include gated access, parks, and walking trails. Roof Replaced in 2024. Unbeatable location just minutes from The Loop Mall, Orlando International Airport, and all major Central Florida attractions, including Walt Disney World and Universal Studios.Don’t miss this opportunity to own a move-in ready home in one of Kissimmee’s most convenient and vibrant neighborhoods!

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Ruben Salvatella (407-530-5006)

Remarks: Welcome to the beautiful community of Indian Wells. This home offers 3 bedrooms and 2 bathrooms in the main home, but also has an attached in-law suite that offers a bedroom, full bathroom, and family room. It has a door that leads into the main home, but also has a private sliding glass door entrance from the rear of the home. The home has vinyl wood flooring throughout most of the living area, and offers a spacious living room. The back yard overlooks the beautiful pond loaded with fish, ducks, and wonderful natrue views. The HOA is voluntary in Indian Wells, but if joined for only $125 annually, you have access to a swimming pool, basketball court, tennis court, and playground area. The community is located nearby the theme parks and plenty of shopping and dining options. Both short and long-term rental options are allowed, making it a great potential investment as well.

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Beautiful 4-bedroom, 3-bathroom house located in the quiet, gated community of Crystal Cove. This house has an open floor plan with the living and dining rooms facing the screened pool and conservation area. The property has two suites and is filled with both tile and laminate flooring throughout the house. The kitchen comes with a nook and contains granite countertops. The community features a clubhouse, gym, playground, and a community pool. There are many well rated schools nearby. The community is located close to main roads and is within 10 minutes drive of a range of shop, restaurants, and supermarkets. This community is zoned for the use of primary residence and/or short or long term rentals. There is already a long term lease in place. Perfect for investors. THIS IS A MUST SEE PROPERTY.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Marta Rocha (407-797-4470)

Remarks: Welcome to the community of Indian Wells. Conveniently located near the theme parks and shopping, this neighborhood has so much to offer. with an optional HOA of just $125/annually, you can get access to the communities pool, tennis court, basketball court, and playground. The home was originally a 3 bedroom, but part of the living room has been converted into a 4th bedroom that shares a bathroom with the primary bedroom. Enjoy the beautiful pond view out of the back yard. With no lease restrictions in this community, this home could make an excellent investment or a primary residence.

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Turnkey, income-producing opportunity just minutes from Disney! Welcome to this fully furnished 2-bedroom, 2-bath condo located in the highly desirable, short-term rental–approved community of Runaway Beach Club in Kissimmee. This well-designed unit features a bright, open layout with high vaulted ceilings, chair rail accents, and in-unit laundry for added convenience. The split-bedroom floor plan offers privacy for guests, and both bedrooms include spacious walk-in closets. The living area is ideal for hosting, with two queen pull-out sofas to comfortably accommodate additional guests. No carpet—all porcelain tile, recent flooring updates add a modern, low-maintenance touch. Perfect as a vacation home, second residence, or income-producing property, this community allows flexible rental options including daily, weekly, monthly, or long-term stays (Airbnb/VRBO friendly). Runaway Beach Club is a gated, pet-friendly community offering resort-style amenities such as tropical pools, spa, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic lagoon dock. Owners and guests also enjoy access to nearby Calypso Cay amenities, including water slides, mini golf, zip line, rope course, and more. Conveniently located near Disney, Osceola Parkway, and Hwy 192, with easy access to shopping, dining, and major attractions. No CDD fees. Whether you're looking for a turnkey investment or a personal getaway, this property offers excellent value and flexibility. Room sizes are approximate and should be independently verified.

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

Listing Agent: Valentina Axelsson Ogden (407-342-2288)

Remarks: Welcome to this beautifully maintained single-story end-unit villa, offering effortless living in a peaceful community setting. This 3-bedroom, 2-bath home features a desirable split floor plan, providing privacy and comfort for every member of the household. Abundant natural light fills the open-concept living and dining areas, creating a warm and inviting space ideal for everyday living or entertaining. The functional kitchen is equipped with stainless steel appliances, ample cabinetry, and a practical layout perfect for cooking and hosting. The spacious primary suite includes a private bath and generous closet space, while the additional bedrooms are well-appointed for guests, family, or a home office. Tile flooring in the main areas and luxury vinyl plank flooring in key spaces ensure both durability and style, and the washer and dryer are included for added convenience. Relax outdoors in the screened-in lanai overlooking a surprisingly spacious backyard, offering room for gardening, play, pets, or peaceful relaxation. Enjoy low-maintenance living with access to community amenities including a sparkling pool and playground. Located just minutes from The Loop, you’ll enjoy close proximity to premium shopping, dining, entertainment, and major highways, making commuting and daily errands a breeze. This villa offers the perfect blend of comfort, convenience, and low-stress living—ready for you to move right in.

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

Listing Agent: Charisse Elliott (321-461-5055)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Located on a quiet street in the heart of Kissimmee, 1903 Brown Street offers a versatile layout and inviting outdoor spaces designed for modern Florida living. This 4-bedroom, 2-bath home features 1,892 heated square feet and an open-concept floor plan that allows the main living areas to flow naturally—ideal for both everyday living and entertaining. In addition to the primary living space, the home includes an oversized garage, a dedicated gym area, and a separate man cave or second living room, providing flexibility for fitness, hobbies, or additional entertaining space. These bonus areas make the home especially well-suited for work-from-home lifestyles, multi-generational living, or those seeking extra functional square footage beyond the bedrooms. Step outside to a private, fully fenced backyard featuring a screened-in pool, perfect for year-round enjoyment, along with a storage shed for added convenience. Centrally located just minutes from shopping, dining, schools, and major roadways, this home offers easy access to Orlando attractions, theme parks, and commuter routes.

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

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