Homes for Sale Near Kissimmee Middle in Kissimmee - 293 homes

Remarks: Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the front, this professionally curated home delivers a true resort-style experience just minutes from Disney, world-class dining, shopping, and Orlando’s premier attractions. Designed for both elegance and functionality, the home showcases expansive open-concept living spaces enhanced by sleek tile flooring throughout all common areas — completely free of carpet in the main living spaces for a refined aesthetic and easy maintenance. The chef-inspired kitchen seamlessly flows into the oversized dining and gathering areas, creating the ideal setting for entertaining large groups and luxury vacation stays. Every detail of this residence has been thoughtfully elevated, from the designer lighting and upscale finishes to the spectacular themed entertainment spaces that set this property apart from the competition. Multiple immersive themed bedrooms create unforgettable guest experiences, while the custom game rooms and private theater-style entertainment areas offer resort-level amenities rarely found in comparable properties. The beautifully designed themed suites provide both visual impact and strong guest appeal, making this home exceptionally attractive for high-performing vacation rental income. Step outside to your private screened pool and outdoor living area, offering the perfect Florida retreat for relaxation and entertaining year-round. Whether utilized as a primary residence, second home, or income-producing investment property, this exceptional home combines luxury, location, and proven vacation-rental desirability in one of Central Florida’s premier resort communities.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Welcome to this spacious beautifully maintained 3-bedroom, 2-bath condo located on the second floor in the desirable Flora Ridge community. Step inside to discover a bright open-concept living and dining area filled with natural light, perfect for both relaxing and entertaining. The kitchen offers ample cabinet space and a functional layout that flows seamlessly into the main living area. The split-bedroom floor plan provides privacy, with a comfortable primary suite that includes a walk-in closet and an en-suite. Step outside to your private screened-in balcony an ideal spot to enjoy your morning coffee or unwind in the evening while taking in peaceful surroundings. Additional highlights include in-unit laundry room, generous storage, community amenities and access to your unit with a building elevator. Conveniently located approximately 1 mile away from shopping, dining, major highways, and local attractions, this condo offers both comfort and convenience in a gated community setting. Measurements are an approximate.

Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)

Listing Agent: Nereida Padilla (617-304-1798)

Remarks: Price to Sell! Beautiful second-floor condo with elevator access located in a desirable gated community. This spacious unit features 3 bedrooms and 2 bathrooms with a split floor plan for added privacy. Enjoy a bright living and dining area that opens to a private balcony through elegant French doors, perfect for relaxing or entertaining. Residents enjoy the amenities, including a pool , walking trails, and a pet-friendly environment. Prime location!!! Walking distance to shopping, dining, entertainment, theaters, and schools, with easy access to major highways.

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Discover this beautiful maintained 2 bedroom, 2 bathroom townhouse located in the highly sought-after Fantasy World Resort. Perfectly situated just minutes from Central Florida's world-famous theme parks, this property offers an exceptional opportunity for both investors and vacation homeowners. This fully furnished unit is currently operating successfully as an Airbnb rental, making it an ideal income producing property from day one. The townhouse features an open layout, modern amenities, and a welcoming atmosphere that guest love. Resort-styles amenities include: Lazy river, tennis and basketball, dog park, fitness center, 24 hour security and much more! Located in the heart of Kissimmee, you'll enjoy unparalleled access to theme parks, shopping outlets, restaurants, and more.

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

Listing Agent: Denice Davila Diaz (407-202-0114)

Remarks: Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer concessions if made in an offer ** Welcome to Encantada Resort, where style, comfort, and convenience come together just 5 miles from the gates of your favorite Disney parks! This FULLY FURNISHED, TURN-KEY townhome is ready to impress with its NEW, UPGRADED FURNITURE and TRANSFERABLE BOOKINGS – a true income producing opportunity or perfect personal getaway. Inside, the OPEN CONCEPT MAIN FLOOR features easy-care tile, a modern well equipped kitchen, spacious living and dining areas, and sliding glass doors leading to your PRIVATE SCREENED PATIO complete with a hot tub for the ideal spot to unwind after a day at the parks. A convenient half bath is located on the main level, while both bedrooms upstairs feature EN-SUITE BATHS for comfort and privacy. Thoughtfully decorated with fresh, modern touches and plenty of natural light, this home also includes a laundry room for added ease. Encantada offers a wealth of RESORT STYLE AMENITIES, including two heated pools, a fitness center, restaurant/bar, playground, walking trails, clubhouse with billiards and darts, and complimentary Wi-Fi throughout. With GATED ACCESS and a prime Kissimmee location, you will have everything you need for relaxation and recreation just minutes from world-class attractions. Whether you are looking for a vacation retreat or an investment opportunity, this property delivers exceptional value and a resort lifestyle that keeps guests coming back again and again. Call today for more information and schedule a tour!

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

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

Remarks: Turn-key opportunity in the highly sought-after Storey Lake Resort! This fully furnished and beautifully equipped 2-bedroom, 2-bathroom condo is rental-ready and well-suited for short-term rental use or as a vacation home. A standout feature of this unit is its Disney-themed bedrooms, featuring Star Wars and Mickey Mouse designs that create a fun and memorable experience for guests of all ages. The themed décor adds a unique touch that is highly appealing in the short-term rental market. This unit has also been a consistently rented property within the current property management program. The thoughtfully designed open-concept layout offers a bright and welcoming space. The modern kitchen comes fully equipped with appliances, cookware, and utensils. A versatile nook with an additional sofa bed provides flexibility for use and accommodations, while a dedicated desk area is ideal for remote work or extended stays. Step out onto the private balcony and enjoy the lake views, a perfect setting for relaxing after a day out. Located on the top floor, this unit offers added privacy with no upstairs neighbors. Conveniently located just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando’s main attractions, Storey Lake Resort is a popular destination for visitors. The community offers a variety of amenities including a resort-style pool, lazy river, water slides, splash pad, fitness center, sports courts, and more. Whether you are looking for a vacation home or a property suitable for short-term rental use, this condo offers a great combination of location, features, and convenience.

Listing is courtesy of: INTERINVESTMENTS REALTY, INC. (305-220-1101)

Listing Agent: Emilio Cardenal, Jr. (305-220-1101)

Remarks: Discover your dream retreat in this beautifully furnished 2-bedroom, 2-bathroom condo located in the desirable Runaway Beach Club community. Featuring a spacious master bedroom complete with an ensuite bathroom, this condo is perfect for both personal enjoyment and short-term rental opportunities. Enjoy breathtaking lake views and a serene atmosphere in this secure, quiet community. Take advantage of a wealth of amenities, including a sparkling pool, fitness center, BBQ area, and high-speed internet access, ensuring a lifestyle of comfort and convenience. With its prime location just minutes from major theme parks, shopping, and dining, this condo is an ideal investment for anyone looking to combine leisure with the potential for rental income. Don't miss out on this incredible opportunity – schedule your private viewing today!

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Welcome to your perfect getaway! This beautifully furnished 2-bedroom, 2-bath condo offers an inviting retreat and is ideal for both short-term rentals and permanent living. Nestled in building 2 with open parking, this is the closest to the community pool and amenities, this corner unit features a stunning wooded view from the screened porch, providing a serene backdrop for relaxation. The master bedroom includes a private balcony perfect for sipping morning coffee, as well as a luxurious ensuite bathroom complete with double sinks, a soaking tub, and a separate shower. The open-concept kitchen seamlessly connects to the living area and dining room, creating an inviting space for entertaining friends and family. Step out onto the screened balcony and soak up the warm Florida weather while enjoying the tranquil surroundings. The Caribe Cove resort enhances your living experience with a host of amenities, including a community pool, hot tub, fitness center, arcade room, clubhouse, and more. Conveniently located near popular attractions, shopping, dining, golf courses, and supermarkets, this condo is perfectly situated for both relaxation and adventure. Don’t miss the opportunity to make this stunning unit your own or capitalize on its rental potential. Discover the idyllic lifestyle that awaits you at Caribe Cove!

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Updated first-floor condo offering 2 bedrooms and 2 bathrooms with bright white walls and no carpet throughout—creating a clean, modern feel from the moment you walk in. The open kitchen features a convenient breakfast bar, separate dining area, and a spacious pantry for added storage. A split floor plan provides privacy, with generously sized bedrooms and updated bathrooms that include custom sink spouts and upgraded bathtubs. Step outside to your screened-in patio—perfect for enjoying Florida living year-round without the bugs. Washer and dryer hookups are available, just bring your own units! This move-in ready home is located in the desirable Arbors of Sendera community, where residents enjoy amenities including a pool, fitness center, clubhouse, and playground. Ideally situated off Columbia Ave and Hoagland Blvd in Kissimmee, you’ll love the convenience of being close proximity to shopping, dining, schools, and public transportation, with easy access to major highways. Just minutes from The Loop and a short drive to Orlando. Don’t miss your opportunity to make this beautifully updated condo your next home!

Listing is courtesy of: ACKLEY LEGACY PROPERTIES, LLC (407-730-3555)

Listing Agent: Kristen Chowdhury (407-721-3829)

Remarks: Welcome to this beautifully furnished 3-bedroom, 2-bathroom condo located in the tranquil and gated community of Caribe Cove. Offering the perfect blend of luxury and comfort, this spacious condo is ideal for both personal enjoyment and investment, with short-term rentals allowed. The open-concept living area features large windows that fill the space with natural light, creating a warm and inviting atmosphere. The modern kitchen is equipped with contemporary appliances, sleek cabinetry, and ample counter space—perfect for entertaining or everyday living. Step out onto your private balcony to enjoy your morning coffee or unwind with peaceful sunset views. Each bedroom offers generous space and privacy, while the master suite includes an en-suite bathroom for added convenience. Residents enjoy access to top-tier amenities including a resort-style swimming pool, fitness center, and beautifully landscaped grounds. Located just minutes from theme parks, shopping, dining, and entertainment, this condo combines serene living with unbeatable accessibility.

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Under contract-accepting backup offers. Opportunity is knocking at Terra Condo’s in Kissimmee! This FIRST FLOOR ~ END-UNIT condo is being sold FURNISHED, and is priced so you can bring your vision and make it your own. Whether you are ready to modernize with fresh finishes or lean into a bit of its vintage charm, the possibilities are wide open here. With just a little TLC, this light and bright space can truly shine! A covered front entry welcomes you inside to a nice layout featuring dedicated living and dining spaces that feel open yet defined. Natural light pours in thanks to the end-unit location, giving the home an airy feel throughout. The galley-style kitchen offers a generous amount of cabinet and counter space, providing a functional layout that is ready for your personal touch. Off the dining area, sliding glass doors lead to a SCREENED LANAI complete with a convenient STORAGE closet – perfect for enjoying Florida’s year-round weather. Located in a GATED ACCESS, all owner-occupied community, Terra Condo offers amenities designed for easy living, including a COMMUNITY POOL and clubhouse, with water, sewer, and trash included in the HOA. The location puts you close to shopping, dining, local lakes, area resorts, and world-famous theme parks, making it ideal as a primary residence or seasonal getaway! If you have been looking for an affordable first-floor condo in Kissimmee with room to add value and personalize, this is your chance. Bring your ideas and unlock the potential! **Seller may consider buyer concessions if made in an offer**

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

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

Remarks: NO CARPET throughout the home!! Bathrooms renovated in April 2026. A/C (2025). FULLY FURNISHED & MOVE-IN READY! Discover this magical 4-bedroom, 3-bathroom home on Shine Dr in WEST LUCAYA VILLAGE, perfectly positioned just 10 miles from Magic Kingdom and conveniently LOCATED DIRECTLY ACROSS FROM THE CLUBHOUSE AND LEISURE FACILITIES! This exceptional property comes COMPLETELY FURNISHED and features enchanting Disney and Harry Potter themed bedrooms that will captivate guests and family alike. ZONED FOR SHORT TERM RENTAL - This property is legally approved for vacation rentals, making it an excellent income-producing investment opportunity! enjoy beautiful, easy-to-maintain flooring perfect for Florida living and vacation rental operations. Located in WEST LUCAYA VILLAGE on the highly desirable US-192 corridor in Kissimmee, this home provides unbeatable convenience to all Central Florida attractions while being nestled in a resort-style community. The HOA fee of $575 includes HIGH-SPEED INTERNET and CABLE TV. RESORT-STYLE AMENITIES include a stunning clubhouse with sparkling pool, fully equipped fitness center, and playground - perfect for family entertainment and enhancing rental guest experience. EXCEPTIONAL SHORT TERM RENTAL OPPORTUNITY - The magical themed rooms, prime Disney-area location, and resort amenities make this property ideal for generating strong rental income. Whether you're seeking a primary residence, vacation home, or investment property, this turnkey gem offers immediate enjoyment and proven income potential. Don't miss this chance to own a piece of the magic - schedule your showing today!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Frederico Hexsel (407-745-8841)

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: 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: 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: Beautiful vacation home, fully furnished, featuring a private pool and lake view, perfect for personal use or as a strong investment opportunity in Bellavida Resort. This spacious townhome offers 4 bedrooms and 3 bathrooms, located within a gated community that allows short-term rentals. Residents and guests enjoy access to excellent amenities, including a clubhouse with lobby and information desk, game room, playground, sand volleyball court, fitness center, and a resort-style pool with jacuzzi. Conveniently located within walking distance to Walmart, providing easy access to shopping and daily essentials. A great opportunity for vacation use or income-generating rental in one of the most sought-after resort communities in the area.

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: Beautifully appointed modern corner residence located in the heart of Kissimmee, featuring a private patio with pergola that serves as a seamless extension of the home’s living space. Positioned on a corner lot, the property offers additional natural light, enhanced curb appeal, and a sense of openness that distinguishes it within the community. Designed with both functionality and comfort in mind, the open-concept floor plan showcases spacious living and dining areas complemented by abundant natural light. The contemporary kitchen offers clean lines, ample cabinetry, and a layout that integrates effortlessly with the main living area — ideal for entertaining or everyday living. The outdoor patio with pergola is a defining feature of the property. This thoughtfully designed covered space creates a refined yet comfortable setting for outdoor dining, social gatherings, or quiet evenings. The pergola enhances the architectural appeal while providing shade and usability throughout the year. The primary suite offers a private and spacious retreat, while additional bedrooms provide flexibility for guests, a home office, or evolving lifestyle needs. Strategically located near major highways including FL-417, US-192, and John Young Parkway, with convenient access to shopping, dining, and Orlando’s key destinations. A well-balanced opportunity offering design, location, and functional outdoor living — suitable as a primary residence or investment property.

Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)

Listing Agent: Macarena Jimenez (407-943-4558)

Remarks: Corner townhome just minutes from Disney! Great for first-time homebuyers and also ideal for snowbirds, vacation home, or Airbnb investors. This end-unit features 9’4” ceilings, an open-concept layout, and a kitchen with 42” cabinets, crown molding, granite countertops, and stainless-steel appliances (all included). Enjoy a private rear patio for relaxing or entertaining. Upstairs offers 3 bedrooms, 2 baths, a laundry room with washer/dryer, and a primary suite with granite counters and shower. Don’t miss this move-in ready opportunity.

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

Listing Agent: Abdallah Fawaz (407-790-5014)