Homes for Sale Near Kissimmee Middle in Kissimmee - 90 homes

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: This beautiful 3-bedroom, 2-bathroom home with a spacious 2-car garage is located in the highly sought-after gated community of Stonefield in Kissimmee. Designed for both comfort and convenience, this well-maintained property offers a bright and open floor plan, perfect for modern living. The home features generous living spaces with tile, a functional kitchen ideal for entertaining, and a private primary suite with ample closet space. The additional bedrooms are perfect for family, guests, or a home office. Residents of Stonefield enjoy access to a variety of resort-style amenities, including a sparkling community pool, fully equipped fitness center, tennis courts, and a playground. The gated entrance provides added peace of mind, while the community’s prime location offers easy access to theme parks, major highways, airport and walking distance to the Loop shopping plaza. Whether you're looking for a primary residence or an investment opportunity, this home offers the perfect blend of comfort, style, and community living. New Roof 2018. Schedule your showing today.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Blanca Hernandez, Llc (407-493-9895)

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: This 1-bedroom, 1-bathroom condo is in excellent condition and features a private balcony, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay. This is an investment property. The HOA fee includes water, sewer, Wi-Fi, trash, and pest control.

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

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: WOW! Highly Convenient First-Floor Condo in Prime Kissimmee Location! This exclusive first-floor condominium offers a functional and well-designed layout, perfect for comfortable living or investment. Upon entry, you are welcomed by a bright and inviting living area featuring large windows that fill the space with natural light and open to a private balcony with peaceful green views, ideal for relaxing or enjoying outdoor dining. The fully equipped kitchen boasts stainless steal appliances, spacious cabinetry, Tile in the kitchen, Livingroom, and hardwood style tile flooring in the bedrooms, seamlessly blending style, and functionality “NO CARPET”. Every detail of this home has been thoughtfully designed to support a relaxed and comfortable lifestyle. Community amenities include private parking, 24-hour security, a clubhouse, and a resort-style swimming pool. Enjoy the convenience of an urban lifestyle while maintaining the tranquility of open views and well-maintained surroundings. Strategically located in the heart of Kissimmee, just minutes from US-192, with easy access to shopping, dining, entertainment, and transportation. A short drive to The Loop Mall and close to Central Florida’s best restaurants and attractions. This versatile property is ideal as a primary residence, second home, or investment opportunity. A must-see first-floor unit—schedule your private tour today!

Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)

Listing Agent: Ernani Sena (774-258-0635)

Remarks: Attention Investors & Vacation Home Buyers! Welcome to resort-style living with exceptional income potential at the highly sought-after Storey Lake Resort in Kissimmee—just minutes from Orlando’s world-famous attractions. This beautifully upgraded, fully furnished 2-bedroom, 2-bath luxury condominium offers 1,287 sq. ft. of thoughtfully designed space and is completely turnkey and Airbnb-ready. Located on the third floor with elevator access, this inviting residence features elegant tile flooring throughout the main living areas and plush carpeting in the bedrooms, creating the perfect blend of comfort and sophistication. The modern, open kitchen showcases granite countertops, crisp white cabinetry, and premium black and stainless-steel appliances, ideal for entertaining guests or hosting vacation renters. An additional storage unit adds valuable convenience. Prime Location That Drives Demand Only 10 minutes from Walt Disney World Easy access to Osceola Parkway, Florida Turnpike, and I-4 Strategically positioned to avoid heavy traffic corridors Outstanding Investment Opportunity Short-term rentals allowed (1–7-day minimum) Perfect as a vacation home, second residence, or income-producing Airbnb Resort units are consistently in high demand and frequently booked World-Class Resort Amenities Enjoy access to Storey Lake’s renowned amenities, including Spectacular clubhouse Resort-style pool & lazy river, Splash pad & water park, Full-service tiki bar with food & beverages, Kayaking Lake Miniature golf and more. This is a great opportunity to own a turnkey property in one of Kissimmee’s most popular and profitable resort communities. Please contact us at least 24 hours in advance to schedule a showing and confirm availability. Appointment Only. Selling As-Is with the right to inspect. All measurements, room sizes, and HOA info are approximate and not guaranteed; any information contained herein critical to the buyer's decision to purchase must be verified by the buyer. The seller has multiple reservations on Airbnb and Vrbo, and the new buyer must honor those reservations until September 2026.

Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)

Listing Agent: Eric Ortiz, P.A (407-758-0005)

Remarks: Prime opportunity in a highly desirable location! Conveniently located just minutes from Old Town, major entertainment, and top hospitals—and only 20 minutes from Walt Disney World—this home is perfectly positioned for strong rental demand. Recent upgrades include a brand-new roof, updated electrical, new flooring, and a newly installed fence, providing peace of mind and low maintenance for years to come.Whether you’re looking to make this your primary residence or add a performing asset to your investment portfolio, this property delivers both value and versatility. Don’t miss this incredible opportunity!

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

Listing Agent: Amanda Little (407-720-9728)

Remarks: An incredible opportunity—seller is open to offers. Don’t wait… bring your offer before someone else does. NOW OFFERED AT $555,000 IMMACULATE & MOVE-IN READY! Welcome to this stunning Antigua model located in the gated community of Tapestry with 24-hour live security guards at the entrance. This beautifully upgraded home offers the perfect blend of elegance, comfort, and functionality. Featuring 3 bedrooms on the first floor, a versatile bonus/flex room, and an upstairs loft, along with 3 full bathrooms and 1 half bath, this home is designed for both everyday living and entertaining. One of the secondary bathrooms on the first floor is a convenient Jack & Jill bathroom, ideal for shared use between bedrooms. The primary suite is conveniently located on the first floor and offers direct access to the backyard, dual vanities, a soaking tub, and a walk-in shower. The flex room is ideal for a home office, playroom, or additional living space. Upstairs, you’ll find a spacious loft with its own full bathroom (walk-in shower, no tub), perfect for guests, a private retreat, or an entertainment area. Step into an open and bright floor plan featuring a chef-inspired kitchen with quartz countertops, stainless steel appliances, 42-inch cabinets, and a large center island that serves as the heart of the home. Enjoy peaceful conservation views with no rear neighbors, plus a screened lanai, pergola-covered patio, and a fully fenced backyard—ideal for relaxing or entertaining. Additional features include a tile roof, 2-car garage, interior laundry room, and low HOA. Residents of Tapestry enjoy resort-style amenities including a luxury pool, fitness center, clubhouse, walking trails, playgrounds, and high-speed fiber optic internet throughout the community. Prime location just minutes from Disney, The Loop, dining, shopping, and major highways. Schedule your private showing today.

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

Listing Agent: Sol Peinado (407-486-5259)

Remarks: Welcome to this beautifully designed 3-bedroom, 2-bathroom home, thoughtfully upgraded to give both comfort and style. The kitchen features quality cabinetry, tile flooring, and essential appliances, creating a functional and inviting space for everyday living. The home boasts a spacious open-concept layout, Spacious back yard and water views perfect for entertaining and family gatherings. Ideally located near schools, parks, shopping, and dining, with convenient access to Poinciana Parkway, this property provides both comfort and accessibility in a growing, vibrant community.

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Carlos Ledo (407-394-4681)

Remarks: One or more photo(s) has been virtually staged. This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.

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

Listing Agent: Brigitte Elzarki (321-231-4999)

Remarks: One or more photo(s) has been virtually staged. Extensively updated and designed for flexibility, this spacious 6-bedroom, 4-bath pool home in Liberty Village delivers modern comfort, smart upgrades, and strong long-term value. Nearly every aspect of the home has been improved, making it a true move-in-ready opportunity for full-time living, multi-generational households, or short-term rental use. The interior features durable luxury vinyl plank flooring, granite countertops throughout, and updated lighting and ceiling fans in every room. The kitchen has been thoughtfully redesigned with substantially increased cabinetry, a custom buffet for added storage and serving space, and a Bosch dishwasher—creating a layout that’s both practical and polished. Wired with Cat 6 internet in every room, the home easily supports remote work, streaming, and smart-home technology. Two primary suites—one on the main level and one upstairs—which offers exceptional flexibility for extended family or guests. Outside, the screened-in pool has been recently resurfaced, with updated cage screening and tranquil water views that set the tone for relaxed mornings and evenings. Additional improvements include a newer roof, impact windows, fresh interior and exterior paint, and a garage equipped with an electric vehicle charger. With a low HOA, short-term rental zoning, and close proximity to Disney, Universal, shopping, and dining, this home checks every box for lifestyle, convenience, and investment potential.

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

Listing Agent: Nick Carroll (407-486-5593)

Remarks: Beautiful 4-bedroom, 2-bath home located in a desirable gated community, offering comfort and privacy. This property features a private screened pool, perfect for entertaining or relaxing year-round. The functional layout provides ample living space with great natural light throughout. Enjoy the convenience of a secure community while being close to shopping, dining, and major roadways. A great opportunity to own a pool home in a sought-after neighborhood—schedule your showing today.

Listing is courtesy of: MILA REALTY (407-569-8899)

Listing Agent: Steven Tavarez (407-509-0447)

Remarks: Under contract-accepting backup offers. Prime opportunity in a highly desirable Central Florida location! This 2-bedroom, 2-bath property offers the rare advantage of an optional HOA, providing flexibility to suit your lifestyle. For those who choose to participate, enjoy impressive community amenities including a huge resort-style pool, tennis courts, basketball courts, and a playground. Whether you're seeking a primary residence, vacation getaway, or investment opportunity, this home is conveniently located near major attractions, highways, dining, shopping and entertainment. Short term rental is allowed.

Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)

Listing Agent: Julian Torres, Jr (407-361-7546)

Remarks: **2801 Oakwater Dr, Kissimmee, FL 34747 – New Listing For Sale** Priced to impress, this stunning 3-bedroom, 2-bathroom condo is perfectly situated in the sought-after resort community of Oakwater in Kissimmee, FL — just minutes from world-class attractions, shopping, and dining. Step inside this 1,465 sq ft end unit where lush tropical landscaping frames your walkway and sets the tone for resort-style living. The contemporary kitchen features granite counters, a breakfast bar, and ample cabinetry with all appliances included. A smart split bedroom plan places the primary bedroom in the back for ultimate privacy, complete with a serene water view, two closets, and an ensuite bath with shower. Two secondary bedrooms are tucked along the hallway, offering comfortable space for family or guests. A convenient laundry closet in the back includes a washer and dryer, while the attached garage and lanai storage closet provide extra room for your belongings. Relax on your lanai and soak in beautiful lake views right from home. Oakwater delivers an incredible lineup of amenities — a clubhouse with fitness center and game room, a play area, tennis courts, and a gorgeous heated resort-style pool overlooking the lake. Cable TV and internet are included in your dues, and exterior maintenance is handled by the community association. This secure, gated community offers peace of mind and convenience in one package. This home is immaculate and move-in ready. Schedule your private showing today!

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

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

Remarks: One or more photo(s) has been virtually staged. BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH!!Lovely 2 bed, 2 bath third floor condo with vaulted ceilings. BRAND NEW WATER HEATER installed March 2026, BRAND NEW AC installed in May 2025. SHORT TERM RENTAL ALLOWED!! New refrigerator 2024. Washer, dryer included in inside utility room and tile throughout. Live in a Resort community situated around two lakes. The Community has a clubhouse with fitness center, two resort-style pools and lighted tennis courts. Minutes away from Disney, Universal & Seaworld, centrally located for Kissimmee and Orlando

Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)

Listing Agent: Lindsy Holland (321-900-2389)

Remarks: Welcome to this stunning 5-bedroom, 4-bathroom townhome in the highly desirable Paradise Palms Resort in Kissimmee, just minutes from Disney and Orlando’s top attractions. This beautifully updated home features a modern open-concept layout with sleek, contemporary flooring throughout the main living areas and a fully equipped kitchen boasting granite countertops, stainless steel appliances, and a breakfast bar perfect for casual dining or entertaining. The home is fully furnished and thoughtfully designed with two spacious primary suites, one on each level, offering privacy and flexibility for guests or extended family. Each bedroom is tastefully decorated with a clean, modern aesthetic and ample storage. Step outside to your private screened-in lanai with a heated splash pool, ideal for relaxing after a day at the parks or enjoying Florida’s year-round sunshine. Located in the gated Paradise Palms Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, spa, fitness center, movie theater, tennis courts, arcade, and clubhouse with concierge services. Whether you're looking for a vacation rental investment, a second home, or a primary residence, this townhome offers the perfect blend of modern comfort, style, and unbeatable location.

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

Listing Agent: Paul Donovan (407-785-7070)

Remarks: Beautiful and well-maintained 4-bedroom, 2.5-bath single-family home located in the highly desirable Storey Lake community, in the heart of Kissimmee. This home features a bright and spacious layout with a large great room filled with natural light from multiple windows, creating an inviting and open atmosphere. Upstairs, you will find a spacious loft that offers incredible flexibility and can be used as a home office, TV room, game room, or additional living space to fit your needs. The bedrooms are generously sized, offering comfort and functionality, and the entire home features no carpet throughout and all appliances included. The primary suite includes a spacious walk-in closet, and all bathrooms feature glass shower enclosures. Step outside to a fully fenced backyard with plenty of space for outdoor enjoyment, play, or entertaining, along with a covered patio perfect for relaxing year-round. The home also includes a 2-car garage for added convenience. Storey Lake offers resort-style amenities including a state-of-the-art clubhouse, fitness center, resort-style swimming pool, dog park, and playground, and is conveniently located within walking distance to shopping and just minutes from Walt Disney World, Universal Orlando, SeaWorld, and major highways. Schedule your private showing today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ricardo Castillo Molina (407-624-9270)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: VA ASSUMABLE MORTGAGE AT 5% and you don't have to be a Veteran to qualify. Plus no closing costs when you assume the loan. Big-ticket updates include a new Carrier A/C and furnace (2024), roof (2018), pool heater (2025), GFI/electrical outlets with USB ports (2024) over $30K in value. Welcome home to your Disney-area retreat, nestled just 15 minutes (14 miles) from the magic of Disney Parks in the serene Cumbrian Lakes community, where this move-in-ready 5-bedroom, 5-bathroom gem boasts 2,636 sqft of modern elegance with large rooms, high vaulted ceilings, and a stunning nature preserve-facing backyard—perfect as a family sanctuary, vacation home, or lucrative short-term rental (allowed!), proven to rent well with future bookings already in place. Originally the builder’s model home, this residence sits on a premium lot with rear conservation views and features an extended paver driveway for added curb appeal. Recently upgraded and fully furnished, it features fresh paint inside and out, luxury vinyl flooring, keyless entry, an inside security system, a spacious living room with a beautiful entertainment center and new TV, a dining room with a grand table, and an expansive kitchen with stainless steel fridge, electric range, dishwasher, and eat-in area. New screens in the pool cage, new TV’s throughout, complemented by a large laundry/mud room with washer and dryer plus a 2-car garage with opener. The luxurious layout offers two bedrooms on the first floor, including a master suite, 1 full bath, and a half bath, with three bedrooms upstairs, including a second master with a shower, jacuzzi, and his/her closets, plus 1 full bath. Step outside to your private outdoor oasis featuring a fully screened-in pool area with a new grab bar, child safety fence, half bath, and outdoor shower—ideal for guests or family fun. Whether it’s your dream home-away-from-home or forever family residence, don’t miss out—schedule your showing today! (disclaimer; buyer must qualify for the mortgage and verify the rate and closing costs)

Listing is courtesy of: FREEMAN REALTY SOLUTIONS LLC (833-571-1700)

Listing Agent: Eric Freeman (904-894-8606)

Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai, complemented by a newer stove (2023) and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Thursday, April 17, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)