Homes for Sale Near Kissimmee Middle in Kissimmee - 284 homes

Remarks: Welcome to a premium turnkey short-term rental investment at 2729 Bookmark Drive, Kissimmee, located within the highly desirable Cove at Story Lake community. This fully furnished vacation home is the perfect blend of luxury, comfort, and income-producing potential in one of Central Florida’s most sought-after resort destinations. Designed for both investors and vacation homeowners, this exceptional property features spacious open-concept living areas, modern finishes, a fully equipped gourmet kitchen, beautifully decorated bedrooms, and a private screened pool area ideal for relaxation and entertainment. Every detail has been carefully curated to maximize guest experience, repeat bookings, and strong rental performance from day one. Residents and guests enjoy access to world-class resort-style amenities including multiple pools, lazy river, waterslides, splash pad, fitness center, mini golf, tiki bar, sports courts, and an impressive clubhouse experience that keeps visitors coming back year after year. Perfectly positioned just minutes from Walt Disney World, Universal Orlando, SeaWorld, premium shopping, dining, and Orlando International Airport, this property unmatched convenience and high demand within the thriving short-term rental market. Whether you are seeking passive income, portfolio expansion, or a luxury second home, this turnkey opportunity delivers exceptional value, prime location, and outstanding ROI potential in the heart of Central Florida.

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

Listing Agent: Paola Castellano (407-452-2732)

Remarks: Wonderful unit located in a perfect community with amenities including clubhouse, gym, tennis court and swimming pools. Great location! Just Minutes to Disney World, Universal Studios, Sea World and Orlando International Airport. Near to local transportation, schools and The Loop Mall with 70 Stores, 15 Restaurants and Regal Cinema 16. Unit is located on the ground floor for better privacy. Each of the 2 spacious bedrooms has a bath & walk in closet, . Fully Equipped. All Appliances Included The unit also has a laundry room (washer and dryer included). Don´t miss the opportunity!

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Alicia Casal (407-401-7447)

Remarks: Under contract-accepting backup offers. PRIME LOCATION & Fully Furnished with EVERYTHING included BELOW MARKET VALUE!! FRESHLY PAINTED Interior and recently Professionally Deep Cleaned including the upstairs Carpets Steam Cleaned! Welcoming all Investors, Snowbirds, Vacationers, and Disney fanatics! Use it while on vacation and collect high income when you're not using it! Healthy income-producing property generating rental income in one of the best communities in Kissimmee known for Short Term rentals. The sellers will transfer future bookings to the new owner if using as an investment. Welcome to this wildly popular 24 hour GATED Storey Lake resort community to showcase this stunning 4 bedrooms and 3 full bathrooms Townhome with a PRIVATE POOL that is fully screened in for privacy. This gorgeous pool townhome boasts a modern and open layout floor plan with plenty of space and natural lighting throughout. Also equipped with elegant light fixtures and ceiling fans throughout to keep the home nice and cool with the air circulation. Host and entertain your guests and find your inner chef in this upgraded gourmet kitchen providing both class and elegance. The kitchen is equipped with top of the line stainless steel appliances, granite stone countertops, tile backsplash, 42" cabinets, and a huge and inviting island that offers additional seating and counter prep space. The primary bedroom provides plenty of space to provide more comfort, and the guest bedrooms are themed to keep guests entertained and in magical spirits. The master and 2 guest bathrooms all have matching granite stone countertops. Designed for ultimate relaxation and entertainment, step out back for some fresh air and therapy to enjoy your well maintained private screened in-ground pool with nice outdoor furnishings, an outdoor gas grill to barbecue and a shaded lanai area to keep you cozy and out of the Florida sun. The Storey Lake resort-style community has SO much to offer to keep the fun and amenities going, including a resort-style pool and lazy river, an interactive kid zone splash pad park with two waterslides, a Clubhouse featuring a Tiki Bar/Grille, a private sand beach with canoe/kayak rentals, a boardwalk, picnic area with a fire pit, private cabanas, a community dock, tennis/basketball courts, and a sand volleyball court. The fitness center offers state-of-the-art equipment and is open for extended hours, and the community includes 24 hour security. Disney World is just a short 5 miles west, Disney Springs is 3 miles north, the popular shopping mall known as The LOOP is just 2.5 miles east. A short 15 mile distance from the Orlando International Airport, and within 15-20 miles of Universal Studios & Sea World, and many more attractions. Also close to world-class restaurants, shopping, supermarkets, hospitals/pharmacies, major roads and highways. Experience the epitome of luxury living and create cherished priceless memories with family and friends in this exceptional Storey Lake pool townhome resort providing you with the ULTIMATE Vacation Home Ownership Experience near Disney!

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to this well-maintained Eastham II floor plan located in the gated community of Storey Lake. This 4-bedroom residence offers a functional split-bedroom layout with spacious living areas and multiple full bathrooms designed for privacy and convenience. The main living area features an open-concept kitchen, dining, and living room combination with abundant natural light. The kitchen includes professionally painted cabinetry with soft-close upgrades, stainless steel appliances, a custom pantry, granite countertops, and a large quartz center island with seating for up to 4 people. The adjacent dining area offers flexible use as a formal dining space, home office, or additional living area. The primary suite is privately positioned toward the rear of the home and features luxury vinyl flooring, a tray ceiling, walk-in closet, and an en-suite bathroom with dual vanities, garden tub, and separate walk-in shower. A secondary access point to the laundry room adds practical functionality. Outdoor features include a covered patio area overlooking a fenced backyard with no rear neighbors. The extended brick paver patio includes a motorized retractable awning and vertical screen, providing additional usable outdoor living space. Please note, there is no screened patio/enclosure. Additional features include a 2-car garage with ceiling-mounted storage, whole-house water filtration system, and HVAC updates, with the interior unit replaced in 2023 and exterior unit replaced in 2020. Storey Lake offers gated access and community amenities including a pool, fitness center, parks, and recreational areas. The property is conveniently located near major highways, shopping, dining, and Central Florida attractions.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Jose Santana Feliciano (407-760-9090)

Remarks: PREMIER LAKE VIEW RESORT HOME - TOP RATED COMMUNITY! THIS IS IT! Your premier opportunity for a high-performing investment or luxury second home in the highly sought-after, guard-gated Terra Verde Club. Recognized as one of the top-rated short-term rental resorts in the area, this property offers unmatched amenities and location appeal. This home boasts a truly desirable location with peaceful LAKE views and NO REAR NEIGHBORS, guaranteeing superior privacy and tranquility—a massive selling point for renters and owners alike! Enjoy morning coffee or evening drinks on the patio, soaking up the Florida sunshine. The Terra Verde Club sets the gold standard for resort living! Amenities include a massive resort-sized swimming pool/sunning beach, outdoor Tiki bar, full fitness center, spa services, sauna, large communal hot tub, hammocks beneath the palms, video arcade, climbing rock, and a stocked fishing lake. Clubhouse, business center, and sundry shop also on site. Home features an optimal floor plan with open-concept living, dining, and kitchen downstairs. Upstairs, you will find the spacious master suite along with two other well-appointed bedrooms. Unbeatable central location! Minutes from all major shopping, dining, malls, and the famed theme parks, ensuring high guest satisfaction and occupancy rates. Don't settle for less! This is the definitive, best option available in the community. Call today for details and showing appointments!

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Alisson Fernandes (321-314-3313)

Remarks: Welcome to 3156 Wet N Wild Dr, a beautifully maintained fully furnished corner-unit townhome located in the highly sought-after Fantasy World Resort in the heart of Kissimmee. This spacious property comfortably sleeps up to 6 guests and features an open-concept floor plan with inviting living and dining areas, a fully equipped kitchen, generous bedrooms, and a private screened patio perfect for relaxing or entertaining. As a desirable corner unit, the home offers added privacy, extra natural light, and a spacious feel ideal for vacation living. Whether you are looking for a primary residence, vacation getaway, or short-term rental investment, this property offers incredible flexibility and income-producing potential. More pictures coming soon! Fantasy World Resort features outstanding resort-style amenities including a lazy river, water slides, heated pools, splash pad, fitness center, tennis courts, mini golf, playground, clubhouse, 24-hour security, and electric car charging stations for added convenience. Conveniently located just minutes from Walt Disney World, Universal Studios, shopping, dining, and major highways, this is the perfect opportunity to own in one of Central Florida’s premier vacation communities.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

Remarks: Prime location in the heart of Kissimmee’s tourist corridor. This property at 2909 Theme St, located in Reflections at Storey Lake, is just minutes from US-192, Disney, and Orlando’s top attractions, with immediate access to restaurants, shopping centers, supermarkets, and entertainment. This is one of the most desirable areas for both homeowners and long-term rental investors due to its high and consistent demand. The townhome is practically like new. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, it offers a modern open-concept design and has been exceptionally well maintained, making it truly move-in ready with no renovations needed. Enjoy resort-style community amenities, and as an added bonus, the HOA covers Spectrum Internet and TV. Furniture is negotiable, making this an ideal opportunity whether you’re looking for a primary residence or a turnkey investment property ready to generate income. Prime location + like-new condition + strong rental demand = a smart investment. ?? Schedule your private showing today.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Esther Atencio (321-314-9374)

Remarks: PRICE IMPROVEMENT! LOCATION LOCATION LOCATION!! Top Orlando attractions! Stay close to Disney, Universal Parks, Outlets, I-Drive. TURNKEY INVESTMENT OPPORTUNITY! Welcome to this high demand SEVEN DWARFS CONDO 24-7 GUARD GATED COMMUNITY offers RESORT STYLE amenities, included: tennis and basketball courts, beach-tennis, large community pool and spa, playground, club house, game room, fitness center, Tiki Bar, picinic areas, paddle-boats, scenic walking areas, car wash, and lots of spaces to relaxing. This beautiful and well maintained townhouse included a living and dining combo area, fully equipped modern kitchen, washer and dryer combo, 3 spacious bedrooms (PRIMARY BEDROOM DOWNSTAIRS) and 2 full bath. NEW A/C, NEW dryer and washer, NEW fridge, NEW stove. Community is zoned for SHORT-TERM vacation rentals, LONG-TERM rentals, or even as your PRIMARY residence. STRESS FREE: HOA FEE COVERS master building insurance, exterior painting and maintenance, cable, internet, pest control, roof, and common areas. THAT IS THE HOUSE YOU ARE LOOKING FOR! Available FULLY FURNISHED! Start generating income immediately! Schedule your visit today!

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

Listing Agent: Vania Machado (321-333-9290)

Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)

Remarks: Welcome to 2135 Water Mania Ct, a beautifully maintained fully furnished 2-bedroom, 2-bath townhouse located in the highly desirable Fantasy World Resort. This spacious two-story villa offers an open-concept layout with comfortable living and dining areas, a fully equipped kitchen, living room with sofa-bed and a screened patio perfect for relaxing after a day at the parks. The home features stylish furnishings, washer and dryer, ample parking, and resort-style living just minutes from Walt Disney World, shopping, dining, and major attractions. Ideal as a primary residence, second home, vacation home, or short-term rental investment, the community offers exceptional amenities including a lazy river, water slides, resort-style pools, splash pad, fitness center, tennis courts, mini golf, playground, and 24-hour security. Enjoy the perfect combination of comfort, convenience, and income-producing potential in the heart of Kissimmee.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

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: 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: Under contract-accepting backup offers. One of the largest floorplans in Flora Ridge, offering over 1,600 sq ft of flexible living space in a gated community just minutes from The Loop, Osceola Parkway, and under 10 miles to Disney. This 3-bedroom, 2-bath condo is ideally positioned on the 3rd floor with elevator access and features a versatile bonus space off the primary suite—perfect for a home office, nursery, or potential 4th bedroom. The split floorplan creates privacy while still feeling open and functional. Inside, the home has been thoughtfully upgraded with modern finishes throughout. The kitchen stands out with upgraded cabinetry, stainless steel appliances, stone countertops, recessed lighting, and a custom Ambrosia Maple butcher block. Additional upgrades include a remodeled walk-in pantry, laminate flooring throughout, Alexa-enabled smart lighting and thermostat, USB outlets, and a sleek floating entertainment system in the living room. Custom Elfa closet systems and built-in dining banquette seating add both style and storage. Updated with high-performance vinyl replacement windows, featuring durable double-pane glass for improved energy efficiency, insulation, and noise reduction. Standard double-hung design allows for easy operation and maintenance. Step outside to a screened-in balcony, ideal for enjoying fresh air year-round. The unit also includes a ventless washer and dryer, allowing flexibility in placement, along with ceiling fans in every room. The exterior of this community was renovated with new balcony, paint and screens added. Additional highlights include a newer AC, covered parking spaces, and ample guest parking. Offsite security guard access.

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

Listing Agent: Meagan Waddell (321-945-0008)

Remarks: Welcome to one of the most compelling luxury investment opportunities in Story Lake—where upscale design, prime location, resort amenities, and exceptional income potential come together to deliver robust returns on investment. Here, ROI meets luxury, making this offering stand out for both personal enjoyment and strategic financial gain. This stunning 7-bedroom residence creates a bold first impression. It sits on a premium lot with no direct rear neighbors and offers a tranquil view of the pond. The property is fully furnished & professionally decorated, completely turnkey and ready for immediate enjoyment or rental. The thoughtfully designed interior features rectangular tile flooring throughout the first floor in the foyer, kitchen, baths, dining & living areas, and laundry room. A well appointed home chef’s kitchen offers grey subway tile backsplash, Extended cabinetry with crown molding, grey stainless steel appliances, a spacious pantry, massive center island, and upgraded pendant lighting. The adjacent dining room is elegantly furnished for entertaining and large group stays. The living room is professionally decorated to impress. It features a stunning polished porcelain tile accent wall behind the TV, high-end furnishings, and large sliding glass doors that open directly to the pool area. The first floor also includes: A guest suite with an adjacent full bath & quartz vanity, A dedicated owner’s storage closet, and a spacious laundry room equipped with a washer & two dryers. The garage has been converted into a game & media room, complete with a media projector & comfortable seating, dedicated split HVAC system, popcorn machine, and video games. Upstairs, you’ll find 6 additional bedrooms & 4 full baths; all professionally decorated with premium themed décor elevating the guest experience. Each bedroom is equipped with its own flatscreen TV, enhancing the experience. The rear primary suite offers a view of the pool & wooded area. It features a luxurious ensuite bath with a soaking tub, a separate walk-in shower, a quartz double vanity, a private water closet, and a big walk-in closet. Second-floor highlights include a Princess-themed room, a Mickey Mouse-themed room, and a Toy Story-themed room. There are also two additional spacious bedrooms at the front of the home, including a second primary suite with double queen beds, dual sinks, & a large walk-in shower. Step outside to your private retreat. Enjoy a heated pool and spa, plus a grill and added seating. Resort-Style Amenities allow Owners & guests to enjoy access to one of the most sought-after amenity packages in the area. Offerings include a resort-style clubhouse & community center, an expansive pool complex with a lazy river, water slides, and a splash pad, outdoor entertainment areas for guests and gatherings, a fitness center, jogging trails, a game room, and a theater. For an additional fee, guests can also enjoy: a Mini golf course, Kayak rentals & lake access, Ice cream shop, and a Full-service bar. In addition, the HOA provides basic lawn maintenance & includes basic cable + high-speed internet. These amenities enhance guest satisfaction, occupancy rates, and overall rental performance. From an investment perspective, this home excels: 7-bedroom capacity maximizes occupancy; water view and no rear neighbors drive premium bookings; high-end themed décor supports stronger nightly rates and guest retention; turnkey condition means immediate income potential.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: David Dorman (407-948-8295)