Homes for Sale Near Kissimmee Middle in Kissimmee - 306 homes

Remarks: INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: Under contract-accepting backup offers. INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: INCOME PRODUCING ASSET! Just discontinued from a successful property management program due to limited showing availability while fully booked, this is your opportunity to own a FRESHLY REMODELED, FULLY FURNISHED 6-BEDROOM, 6.5-BATH luxury residence OFFERED BELOW APPRAISED VALUE. Whether you are searching for a PRIMARY RESIDENCE, SECOND HOME, or a HIGH-PERFORMING SHORT-TERM RENTAL INVESTMENT, this property offers exceptional versatility in one of Central Florida’s MOST SOUGHT-AFTER RESORT COMMUNITIES. Step inside to discover an OPEN-CONCEPT floor plan featuring a GOURMET KITCHEN with stainless steel appliances, an expansive family room, and a spacious upstairs great room ideal for entertainment and gatherings. Outdoors, enjoy your PRIVATE SCREENED AND HEATED POOL, creating the perfect setting for year-round relaxation or hosting guests. Ideally located just minutes from DISNEY THEME PARKS, The Loop, Medieval Times, and Gatorland, this home combines RESORT-STYLE LIVING with OUTSTANDING INVESTMENT POTENTIAL and long-term appreciation. The HOA includes cable TV, HIGH-SPEED WI-FI, and lawn maintenance, while residents enjoy PREMIUM COMMUNITY AMENITIES including a resort-style pool with cabanas, fitness center, and scenic walking trails. This TURNKEY FLORIDA RETREAT offers the perfect blend of luxury, lifestyle, and value. Schedule your private showing today.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Investor special opportunity at 2460 Summerfield Way in Kissimmee. This 2-story townhouse offers immediate rental income with a tenant already in place paying $1,500 per month on a year-long lease, making it a turnkey addition to any investment portfolio. The property features 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. The main level includes the shared living and dining areas, along with a conveniently located kitchen and half bath for guests. Upstairs, both bedrooms offer access to full bathrooms, creating a practical setup for residents, roommates, guests, or even a home office configuration. The patio provides additional usable outdoor space for seating, dining, or relaxing while remaining low maintenance. Investors will appreciate the major system updates already completed, including a new roof in 2024, a water heater that is only 1 year old, and an HVAC system replaced in 2022. These improvements help minimize near-term maintenance concerns and add long-term value to the property. Located in Kissimmee, the home offers convenient access to shopping, dining, schools, parks, major roads, and Central Florida attractions. The neighborhood provides a residential setting with everyday essentials nearby, making it an appealing option for both tenants and long-term investors seeking convenience and steady rental potential.

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

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

Remarks: Beautiful and well-maintained single-family home located in a gated community in the heart of Kissimmee, Florida. This stunning property offers 3 bedrooms, a bonus room, 2 bathrooms, and a spacious 2-car garage. The home features 2 A/C units that are approximately one 1/2 year old, smart thermostats for energy efficiency and comfort, a central vacuum system, and a modern wall-mounted water heater. The interior doors and front door have also been freshly painted, giving the home a clean and updated appearance. Inside, you will find an open floor plan with vaulted ceilings and ceramic tile flooring throughout the home. The spacious family room and dining room combination create the perfect setting for entertaining and everyday living. The open kitchen includes an island with electrical outlets, a range hood, a bar, a wine rack, and stainless steel appliances. The bonus room can easily be used as a nursery, office, guest room, or additional bedroom. The primary bathroom features a double vanity, a walk-in closet, and a separate shower. Skylights provide beautiful natural lighting throughout the bathrooms and living areas. Step outside to your screened patio and enjoy breathtaking pond views with a relaxing fountain backdrop, peacecul outdoor setting perfect for morning coffee or evening relaxation. The backyard is surrounded by beautiful palm views, bringing the best of Florida living right to your backyard. Community amenities include a resort-style pool, basketball courts, a tennis court, a playground, and beautifully maintained common areas. Conveniently located just 15-20 minutes from Disney World, Disney Springs, SeaWorld, Universal Studios, International Drive, Downtown Orlando, and Orlando International Airport. Easy access to the Florida Turnpike, plus proximity to schools, shopping centers, restaurants, and hospitals. Schedule your private showing today and experience everything this beautiful home.

Listing is courtesy of: SIGNATURE BROKERS REALTY LLC (407-595-6820)

Listing Agent: Mickie Rodriguez (407-949-4902)

Remarks: Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances, flowing seamlessly into the inviting living and dining areas. Step through the sliding glass doors to a covered patio and private splash pool—perfect for relaxing and entertaining. The community offers incredible amenities including a resort-style pool, lazy river, water slides, splash park, kayak rentals, mini golf, and sand volleyball courts. Guests also enjoy access to a fully equipped fitness center with extended hours and an outdoor Tiki bar serving drinks, food, and ice cream. Whether you're looking for a full-time residence or a vacation rental investment, this home provides the ultimate Florida retreat—just minutes from Disney, Universal, SeaWorld, shopping, dining, and more. Schedule your private showing today!

Listing is courtesy of: MARKLE MANAGEMENT (954-465-4719)

Listing Agent: Madelynn Markle (954-465-4719)

Remarks: Experience modern living at its finest in this 3-bedroom, 2.5-bathroom townhome, combining luxurious design, top-tier amenities, and an unbeatable location. Nestled in a peaceful, movie-like conservation lot with gorgeous views, this home offers tranquility while being just minutes away from world-famous attractions like Disney World and Universal Studios. Features You'll Love: - Modern Prestige Design Package. Sleek Espresso Dark cabinets, elegant granite countertops, and premium finishes throughout. - Fully Equipped with Top-of-the-Line Appliances. Outfitted with stainless steel brand-new Whirlpool appliances that elevate the functionality and style of the kitchen. Brand new Whirlpool washer & dryer included for ultimate convenience and comfort. - Ample Parking. Includes a two-car garage and a driveway space to accommodate additional family vehicles. - Bright & Spacious Layout. The open-concept first floor features a thoughtfully designed kitchen, powder room, and a gathering room with sliding glass doors leading to a private patio, perfect for entertaining or relaxing. - Peaceful Upstairs Retreat: Includes a luxurious owner's suite with a spacious walk-in closet and an exclusive bathroom featuring a shower box and two independent sinks. Additionally, there are two versatile bedrooms ideal for family, guests, or a home office. - HOA Includes High-Speed Internet, Cable TV, Lawn Services, and Waste Collection. Community Amenities: - Resort-Style Pool & Cabana - Walking Trails - Beautiful Conservation Views - Half-Court Basketball Court - Dog Park - Playground Prime Location: - Located less than 10 minutes to Disney World and just 20 minutes to Universal Studios. - 5 minutes to The Loop and Kissimmee Old Town, perfect for dining, shopping, and entertainment. - 6 miles from Disney Springs, offering world-class restaurants and attractions. - Minutes from major highways: I-4, Apopka Vineland, Osceola Parkway, 417, and I-Drive. Great opportunity for investors!

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Iris Martinez (786-357-4313)

Remarks: Welcome to this spacious 3-bedroom + Office/smaller bedroom and 2-bathroom home offering privacy and tranquility with no rear neighbors and a stunning nature view from the screened-in patio. The interior features tile flooring throughout the main living areas, with cozy carpet in guest bedrooms. The Primary bedroom has luxury vinyl flooring. The kitchen has been tastefully updated, providing both style and functionality. The lanai has been extended and paved making it perfect for entertaining outdoors. Located in a man-gated community, residents enjoy top-notch security and access to resort-style amenities, including a community pool, fitness center, playground, and walking trails. Conveniently situated near major highways, shopping, and dining, this home combines comfort, convenience, and a peaceful setting. Owner Motivated

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Lorena Correa (407-415-9170)

Remarks: Welcome to this beautifully designed two-story home offering the perfect blend of comfort, style, and functionality. The first floor features a spacious flex room, ideal for a home office, complete with built-in shelving for added organization and charm. Just beyond the entry, the upgraded kitchen impresses with 42-inch cabinetry, granite countertops, stainless steel appliances, and a large center island—a perfect gathering spot for family and friends. The kitchen opens seamlessly to the family room, highlighted by a striking custom stone electric fireplace that adds warmth and elegance to the heart of the home. Off of the rear entry garage is the mud room ideal to keep the home clutter free from everyday items. All bedrooms are thoughtfully located on the second floor, along with a versatile loft that can serve as a media room, playroom, or additional workspace. The primary suite is a true retreat with tray ceilings and features an ensuite bathroom with marble countertops, dual sinks and two spacious walk-in closets. The home’s exterior offers both style and convenience with a rear-entry garage and a paved driveway that enhances the property’s curb appeal. Enjoy resort-style living in a 24-hour manned, gated community offering premium amenities, including an infinity pool, clubhouse, dog park, and multiple playgrounds. Ideally located just minutes from The Loop shopping center, the Florida Turnpike, SR 417, and world-famous theme parks, this home provides unmatched convenience and access to all that Central Florida has to provide.

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

Listing Agent: Jeannie Torres (407-414-3132)

Remarks: NEW PRICE REDUCTION*** Fully furnished and turnkey-ready, this stylish 3-bedroom, 2.5-bath townhome in the gated Emerald Island Resort is just 3 miles from Disney and close to dining, shopping, and entertainment. With 1,291 sq ft of space, the home features granite countertops, tile and laminate flooring, a private balcony off the primary bedroom, and a peaceful conservation view. Guests enjoy access to resort-style amenities, including a heated pool, hot tub, sauna, gym, tiki bar, tennis, mini golf, nature trails, and 24/7 security. Perfect for families or investors, this active short-term rental sleeps up to 8 and requires no special HOA approval.

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

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

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: Water View! 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 back, 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 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 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: Exceptional 2 story townhome with private screened in pool and water view. This 5-bedroom 4-bathroom end unit home in located in the highly sought after guard gated resort community of Paradise Palms Resort. The property with 2 bedrooms on the first floor and 3 bedrooms upstairs comes FULLY FURNISHED allowing for vacations, short term rental, rental investment and even calling it HOME. You and your guests can enjoy the amazing resort amenities which are numerous. A clubhouse with over 9000 square feet, free movie theatre, arcade center, TIKI Bar and Grille, and fitness center. A large resort style swimming pool complete with cascading waterfall, slides and spa. A sundries shop, tennis, basketball, volleyball courts and a playground. HOA fee includes 24-hour manned security gate, exterior home maintenance, cable tv, internet, community pool, lawncare, private road and trash removal. Located just off Westside Blvd just south of highway 192 this property is close to major roads with lots of shopping and restaurants. Minutes from Disney World and close to other attractions, theme parks, and water parks.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Joel Albert (407-435-7478)

Remarks: One or more photo(s) has been virtually staged. Welcome to the heart of Kissimmee living! This stunning 5-bedroom pool home offers the perfect blend of comfort, functionality, lifestyle, and long-term value. Featuring 2 bedrooms on the first floor, including the spacious primary suite, this property is ideal for multigenerational living, a primary residence, vacation home, or savvy investors seeking a prime Central Florida opportunity. Designed with an open-concept layout, the home showcases laminate and ceramic flooring throughout with NO carpet, creating a modern and low-maintenance living environment. Step outside to your private screened pool and backyard retreat overlooking a peaceful conservation area with NO rear neighbors the perfect setting to relax and enjoy Florida living year-round. A standout feature of this property is the FULLY PAID solar panel system, which will transfer to the new owner at closing. According to the seller, recent electric bills have averaged approximately $60/month, offering exceptional energy efficiency and potential long-term utility savings a rare advantage in today’s market. Located just minutes from US-192, shopping, restaurants, entertainment, and Central Florida’s world-famous attractions, this property is perfectly positioned for convenience, lifestyle, and accessibility. Whether you're looking to elevate your everyday living experience or secure a high-demand property near Kissimmee’s vibrant growth corridor, this home delivers exceptional versatility and value. Schedule your private showing today and experience the lifestyle, location, and savings this unique property.

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

Listing Agent: Yuliescar Mendoza (321-402-6564)

Remarks: One or more photo(s) has been virtually staged. Beautiful and spacious first-floor corner condo featuring 3 bedrooms, 2 bathrooms, and a versatile office/den, located in the desirable gated community of Flora Ridge in Kissimmee. This recently fully painted, immaculately clean, move-in ready residence offers an open and functional layout with abundant natural light, spacious living and dining areas, and a screened balcony perfect for relaxing. The kitchen offers ample cabinet and storage space. The primary bedroom features an en-suite bathroom with dual sinks, a private toilet area, and a walk-in closet located within the primary bathroom. Tile flooring throughout the entire residence provides elegance, comfort, and easy maintenance. Flora Ridge offers gated access, a community pool, and walking paths. Conveniently located near restaurants, shopping centers, schools, major highways, Orlando International Airport, and Central Florida attractions. Ideal as a primary residence, second home, or investment opportunity.

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

Listing Agent: Priscilla Rivera (407-504-7154)

Remarks: Priced to sell! Exceptional Investment Opportunity! This stunning, fully furnished and professionally themed vacation home in the sought-after Veranda Palms community generated over $150,000 in gross rental income last year—with future bookings already in place that can seamlessly transfer to the new owner if continuing with the current management company. The seller has invested close to $300,000 in luxury designer furnishings, high-end upgrades, and custom décor, making this property truly one-of-a-kind within the community. Boasting 12 bedrooms and 11.5 bathrooms, including two spacious master suites (one on each floor), this home is built for comfort, functionality, and a true resort-style experience. The gourmet kitchen is equipped with two microwaves, two refrigerators, two dishwashers, dual sinks, and upgraded tile finishes on both the backsplash and island. The open-concept living area has been thoughtfully expanded by enclosing the California room, and the home is loaded with upscale features including: Custom LED lighting, Accent walls and large format tile downstairs, Wood flooring upstairs, Designer light fixtures throughout, Six bathrooms upgraded with sleek, glass-enclosed showers and custom wallpaper, Hidden LED mood lighting integrated into baseboards across common areas on both floors. Entertainment is elevated with a private theater room, complete with a 120” screen, HD projector, starry ceiling, and reclining theater seating—ideal for unforgettable movie nights. Step outside to your private backyard retreat, featuring a heated pool, spa, and lounge area. With no rear neighbors and privacy film on the pool screen, this outdoor space is perfect for quiet relaxation or entertaining guests. Located just minutes from Disney parks, premium outlets, and top community amenities, and with low HOA fees and no CDD, this beautifully upgraded, turnkey income-producing property is the ideal short-term rental investment.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Step into a bright and spacious second-floor lakeside retreat where every evening ends with breathtaking sunset views. Featuring three bedrooms, two bathrooms, and thoughtfully selected décor, this home is designed to elevate your vacation experience, all while being just 10–15 minutes from Disney and minutes from top outlets, dining, cafés, attractions, and the airport. From the moment you arrive, you’re welcomed into a peaceful setting that feels both refined and relaxing. The apartment showcases stunning lake views that fill the space with natural light throughout the day, transitioning into warm golden hues at sunset. It’s the perfect environment to unwind after a full day of exploring Orlando. The open layout is designed with both comfort and connection in mind. Large windows frame the water, creating a seamless blend between indoor living and the serene outdoors. The interior combines modern elegance with a cozy atmosphere, offering a space that feels stylish yet inviting. Each of the three bedrooms serves as a private retreat, complete with comfortable bedding and ample storage to ensure a restful stay. The two well-appointed bathrooms provide convenience and ease, ideal for families or groups getting ready for a day out or winding down in the evening. Perfectly located, this home keeps you close to everything while offering a quiet escape from the busy tourist areas. Disney is just minutes away, along with premium shopping, a variety of restaurants, and local attractions. The airport is also easily accessible, making your travel experience smooth from start to finish. Guests consistently highlight this property’s exceptional lake views, unforgettable sunsets, and welcoming ambiance. With a strong investment track record, it stands out as a true home away from home, offering the perfect balance of location, comfort, and tranquility for an unforgettable stay.

Listing is courtesy of: JMC REALTY (786-229-0922)

Listing Agent: Kaio Carioca (407-285-9722)

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)