Homes For Sale in Kissimmee 34747 - 657 homes

Remarks: STUNNING FULLY FURNISHED 4 BEDROOM, 4.5 BATH COTTAGE WITH PRIVATE HEATED POOL & SPA AT MARGARITAVILLE RESORT ORLANDO! This exceptional home offers FRONT BALCONIES ON BOTH THE SECOND AND THIRD FLOORS. Step inside to a bright, open-concept living space designed for comfort and entertaining. The spacious living room flows seamlessly into the kitchen, showcasing QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous prep space. "WOOD" TILE FLOORING and CEILING FANS throughout. The first floor includes a HALF BATH and HIGH-CAPACITY WASHER AND DRYER. Upstairs, each bedroom is thoughtfully designed with its own bathroom. Enjoy true indoor-outdoor living with direct access to the PAVED PATIO, where your PRIVATE HEATED POOL AND SPA. MRO Approved furniture and housewares package INCLUDED in the list price. That means high-end furnishings, blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more. Enjoy access to a one-of-a-kind resort lifestyle with multiple pools, restaurants, bars, live music, fitness center, on-site water park, retail shops, and more. And the location? Just minutes from Walt Disney World and Central Florida’s world-famous attractions.

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Maria Bandarra (407-414-4592)

Remarks: Great investment opportunity. This property is currently leased for $2,500 per month through March 3, 2027, providing immediate rental income for the new owner. Own a one-of-a-kind 4-bedroom townhouse located in one of the most well-known resort communities in the Disney area of Orlando. The home features one large bedroom on the ground floor and three bedrooms upstairs, including the primary suite. It offers tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a spacious private pool area—perfect for entertaining and family gatherings. Residents and guests enjoy access to resort-style amenities, including a large pool with a slide, two jacuzzi tubs, a children’s splash area, bar, restaurant, movie theater, and game room. Do not miss this opportunity to invest in a high-demand vacation and rental community.

Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)

Listing Agent: Igor Alves (407-453-6663)

Remarks: Welcome to 331 Pendant Court, an exceptional 8-bedroom, 7-bathroom fully furnished vacation home located in the prestigious gated community of Encore at Reunion. This turnkey property is designed for effortless enjoyment and investment, featuring a private pool and spa for ultimate relaxation, and a converted garage game room that adds fun for all ages. Just minutes from Disney, Universal, world-class golf, and endless shopping and dining, the location couldn't be more ideal. Inside, you'll find stylish, spacious living areas perfect for large families or groups, with upscale finishes and modern decor throughout. As part of Encore Resort, owners and guests enjoy access to top-tier amenities including a thrilling water park with slides and splash zones, on-site dining, a fitness center, sports courts, concierge services, and complimentary shuttle service to theme parks. Whether you're looking for a luxurious family escape or a high-performing rental property, 331 Pendant Court offers the perfect blend of comfort, convenience, and income potential.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: PRICE REDUCED! BACK ON THE MARKET! Fully furnished (Turn Key) 4-bed, 2.5-bath home with BRAND NEW KITCHEN CABINETS (August 2025), NEW ROOF (May 2024) EXTRA BLOWN-IN INSULATION in the attic (August 2025), fresh exterior paint (June 2024), and new water heater (June 2025). Enjoy a private heated pool with serene pond views and no rear neighbors — all with no HOA restrictions. Good for SHORT TERM RENTALS! • Open floor plan with natural light • Downstairs master suite with walk-in closet and en-suite bath with tub and separate shower stall • Enclosed pool area perfect for relaxing or entertaining • Just 6 miles from Disney, near shopping, dining, hospitals, pharmacies, Margaritaville Resort, H2O water park, and entertainment • Short-term rental allowed — great investment opportunity! • Move-in ready — just bring your suitcase. Schedule your showing today before it’s gone!

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

Listing Agent: Alex Macherione (407-592-2148)

Remarks: BACK ON THE MARKET! Great investment opportunity, FULLY-furnished, stainless steel appliances, granite countertops. Located in the gated community of Villas at Island Club, this beautifully maintained second-floor condo offers the perfect Florida living, just minutes from Disney, and all major attractions! Zoned short term making it a lucrative investment. Contact us today to schedule your private tour!

Listing is courtesy of: ELITE REALTY, LLC (407-572-9936)

Listing Agent: Roselin Diaz (407-572-9936)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated top-floor condominium in the sought-after gated resort community of Caribe Cove, just minutes from Disney and Central Florida’s world-famous attractions. This spacious 3-bedroom residence is a highly successful short-term rental. Offering 1,700 sq ft features remodeled flooring throughout, creating a fresh and modern living space. The unit additionally comprises a new dishwasher (2026), a new HVAC (December 2025), and a washer and dryer installed in 2024, thereby enhancing convenience for owners and guests. Roofs were replaced by the Homeowners Association a few years ago. Located on the top floor, the condo enjoys enhanced privacy, quieter living, and elevated views of the natural surroundings. One of the most desirable features of this property is the stunning private balcony overlooking the lake and surrounding wooded conservation area, offering a peaceful setting with beautiful natural views, relaxation, and exceptional privacy rarely found in vacation communities. The property is currently operating as a highly successful short-term rental with an excellent booking history, making it an outstanding income-producing investment opportunity. The HOA includes phone, cable, and water, simplifying ownership and reducing monthly utility expenses. Caribe Cove offers resort-style amenities, including a heated saltwater pool overlooking the lagoon, spa, fitness center, sauna, clubhouse, game room, BBQ areas, and 24-hour gated security, creating an ideal environment for vacation guests and residents alike. Furniture is optional and may be negotiated with an above-asking-price offer, which could make the investment fully turnkey. Whether you're looking for a vacation retreat, income-producing rental property, or second home near Disney, this residence offers the perfect combination of location, privacy, resort amenities, and proven rental performance.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Doris Ochoa (305-989-7540)

Remarks: EXCEPTIONAL VALUE OPPORTUNITY IN ENCORE AT REUNION -$50,000 SELLER CONCESSION OFFERED. This expansive 11-BEDROOM, 13-BATH resort-style estate, one of the LARGEST floor plans in Encore, presents a rare chance to acquire a HIGH CAPACITY luxury short-term rental at rock-bottom pricing, complete with CONCESSION to enhance presentation, personalize theming, and accelerate future returns. Designed to accommodate up to 33 guests, the home shows projected gross revenue potential of approximately $148,000 annually once themed and optimized, making it a standout opportunity for investors seeking scale, flexibility, and long-term profitability in a PREMIER DISNEY-AREA resort community. The concession allows the next owner to customize finishes, refresh paint, elevate curb appeal, and create a memorable guest experience - a true blank canvas advantage rarely available at this price point. No structural or functional work is required, just light cosmetic updates to unlock full earning potential. Beyond the investment upside, the home is designed to comfortably accommodate up to 33 guests, featuring 10 bedrooms with full ensuite baths, including THREE SPACIOUS PRIMARY SUITES; a private downstairs primary with dual walk-in closets and two additional primaries upstairs, each with access to the screened balcony. From the second floor, enjoy VIEWS OF DISNEY FIREWORKS and KENNEDY SPACE CENTER ROCKET LAUNCHES adding a truly magical touch for owners and guests alike. The heart of the home is a gourmet kitchen built for ENTERTAINING LARGE GROUPS, complete with GRANITE COUNTERTOPS, 42” shaker-style cabinetry, expansive breakfast bar seating, TWO STAINLESS STEEL REFRIGERATORS, TWO STAINLESS STEEL DISHWASHERS, a coffee bar, and a LARGE WALK IN PANTRY. The home is sold FULLY FURNISHED and the kitchen comes fully stocked with essentials. Entertainment options abound with a DEDICATED THEATER ROOM featuring stadium-style reclining seating, PROJECTION SCREEN, and projector, as well as an UPSTAIRS LOFT ENTERTAINMENT ZONE with pool table. HARDWOOD FLOORING on the stairs and second floor adds warmth and durability, while ceiling fans throughout enhance comfort. TWO LAUNDRY ROOMS upstairs and down add comfort and durability for high-occupancy stays. Outdoor living is equally impressive, highlighted by a LARGE PAVER PATIO, HEATED POOL AND HOT TUB, FENCED IN BACKYARD with tropical landscaping, and a covered lanai with outdoor grill, perfect for gatherings under the Florida sun. A BRAND NEW PROFESSIONAL GRADE OUTDOOR DINING TABLE AND CHAIRS complete the space. Additional features include three owner’s closets, tankless water heaters, dual A/C systems, a paver driveway, and ample closet space throughout. Located just a short walk from Encore’s exclusive amenities, you’ll enjoy access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball, and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and complimentary transportation to Disney, Universal and Seaworld. The HOA covers internet, cable, landscaping, irrigation, pest control, community maintenance, and 24-hour manned security-simplifying ownership while maximizing returns. INVESTOR READY. HIGH CAPACITY. CUSTOMIZATION FORWARD. Opportunities to acquire a home of this size, with this level of concession and upside, are rare in Encore. THIS VALUE DRIVEN OFFERING WILL NOT LAST - schedule your private showing today.

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

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Location, Location, Location! Beautifully renovated 2BR/2BA condo in the heart of Downtown Celebration! This rare two-story unit features kitchen and living areas on the main level, and both bedrooms and bathrooms upstairs for added privacy. Recent updates include new flooring, new interior lighting, and new glass shower enclosures in both bathrooms. The condo is being offered furnished and can be sold with or without furniture, depending on the buyer’s preference. Just steps away from Celebration's vibrant shops, restaurants, and community events. Enjoy access to walking trails, community pools, tennis courts, a public golf course, and a top-rated K-8 school. Move-in ready and perfect as a primary residence, second home, or investment opportunity. Don’t miss this chance to live the Celebration lifestyle!

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Presenting the builder’s showcase home, featuring the very best of the Four Seasons at Orlando 55+ community. This former model is perched along hole #17 (par 3) of the Mystic Dunes Golf Course and stands supreme for its long list of upgrades and has been barely lived in. This Dominica model features 3 bedrooms (or 2 bedrooms plus den), custom-built wine bar, spectacular chef’s kitchen with giant island, gas cooktop, GE Profile oven and Advantium oven/microwave, glass tile backsplash, and custom cabinetry. The owner’s suite offers a sanctuary of its own with bright windows, porch entry door, tray ceiling, double vanities, and walk in glass-framed shower with multiple-headed jets. Collapsing sliding glass doors open to reveal a brick paver patio with gazebo, gas fire pit, fully fenced yard, and an unobstructed view of the golf course. Plumbing is already in place to create a summer kitchen of your dreams. This home is one of the few available homes featuring longer lasting and highly upgraded luxury tile roofing vs shingles. Plus, a three-car tandem parking garage, with a just-completed and beautiful concrete flooring coating. Four Seasons is a 55+ resort-style community offering 24-hour guarded gated access, a 13,000 square foot clubhouse, two in-ground pools, hot tub, and fitness center, plus tennis, pickleball, and bocce ball courts. Enjoy the carefree lifestyle as all exterior landscaping is included in the HOA fees. Located just minutes from Walt Disney World® and all of Central Florida’s famed attractions. (Note: Exterior & community aerial photos show damage from the recent hard freeze in the area; green and lush landscaping will return very soon!)

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Rob Rahter (407-497-4526)

Remarks: Price Improvement! Experience resort-style living at its finest in this beautiful first-floor condo, perfectly positioned at the front of the community for effortless access and ultimate convenience. Whether you’re looking for a full-time residence, a lucrative short-term rental, or a peaceful vacation escape, this turnkey property offers the ideal blend of comfort, location, and opportunity. Step inside to find a bright, open-concept living space that flows seamlessly to your private screened-in lanai, the perfect spot to relax with morning coffee or unwind after a day at the parks. As a first-floor unit, enjoy easy entry with no stairs, a rare and highly desirable feature for both owners and guests. Situated just 15 minutes from Walt Disney World and within easy reach of Universal Studios, Margaritaville, Sunset Walk, and world-class golf courses, this condo places you in the heart of Central Florida’s most sought-after attractions. Dining, shopping, and entertainment options are all nearby, yet the community itself offers a peaceful, gated retreat surrounded by lush landscaping and nature views. Residents and guests enjoy resort amenities including a sparkling pool, relaxing hot tub, sauna, fitness center, clubhouse, and 24-hour security. The HOA covers water, cable, internet, and sewer, making it completely worry-free living. Whether you’re seeking to build your investment portfolio or enjoy the Florida lifestyle for yourself, this first-floor condo offers the perfect combination of accessibility, value, and tranquility just moments from the magic of Orlando

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

Listing Agent: Ej Jimenez (407-743-6394)

Remarks: Experience Elegance & Extravagance at Sunset Lakes Whether you’re searching for a dream vacation getaway or your next primary residence, this stunning home truly has it all. Featuring 6 bedrooms (including 2 luxurious master suites) and 4 full bathrooms, there’s plenty of space for family, friends, or even in-laws—this residence feels like a private 5-star retreat. The upstairs master suite offers a private balcony, perfect for sipping your morning coffee or unwinding with a glass of wine at sunset. The spa-inspired bathroom includes a garden tub, separate shower, and dual sinks. Inside, you’ll find a home designed with comfort and style in mind: ceramic tile flooring, tasteful furnishings, ceiling fans, and smart TVs in nearly every room. The gourmet kitchen boasts upgraded cabinetry, granite countertops, stylish backsplash, and Bosch/Samsung stainless steel appliances, along with a breakfast bar, dinette, and double-size pantry. Step outside to your own tropical paradise. The oversized swimming pool with expansive deck and covered lanai is perfect for relaxing or entertaining. For cooler days, an electric pool heater is available. Indoors, enjoy the game room with pool table for hours of fun. Additional features include: 119-gallon solar-assisted electric hot water heater Triple-glazed windows and doors for energy efficiency Termite Bond in place Magnificent water and wildlife views from multiple living spaces Nestled in Sunset Lakes, a small gated community, this property combines peace and privacy with unbeatable convenience. You’ll be just minutes from shopping, dining, and attractions: Disney’s Main Gate, Margaritaville & H2O Waterpark, Universal, SeaWorld, championship golf courses, and more—all just a short drive away. This isn’t just a home—it’s a lifestyle of luxury, comfort, and convenience. 2024 Occupancy 69%, 22% Owner/ 2025 Occupancy 64%, 16% Owner (Income Info in attachments)

Listing is courtesy of: FIRST INTERNATIONAL REAL ESTAT (407-932-3400)

Listing Agent: Connie Culbertson (407-932-3400)

Remarks: Excellent investment!!! Amazing Vacation home completely furnished. Located in the most desirable Vacations Resort of SOLARA. Excellent opportunity to own a vacation home completely furnished and decorated. Your investment property boasts 6 bedrooms, 4.5 bathrooms, and a PRIVATE HEATED POOL. The open plan living/dining/kitchen area is filled with tasteful details and luxurious finishes that are truly an entertainer's dream. Imagine the dinner parties you could host in this space! An on-site restaurant and tiki bar to a zero-entry splash pad, pool, pool bar, fitness center, basketball court, soccer field, volleyball court, gaming stations, sports simulator, yoga lawn, playground, splash pad, waterslides. Close to Commercial area " Margaritaville blvd", Supermarkets, Pharmacies, 12 miles to Disney Parks and 22 miles to Universal Studios, Sea world.

Listing is courtesy of: RELATED GENERAL REALTY, LLC. (305-932-6365)

Listing Agent: Julio Ospina, Pa (786-316-3500)

Remarks: PRICE IMPROVEMENT!! LOCATION LOCATION LOCATION, beautiful, luxurious short-term rental townhome located just MINUTES from Disney parks!! This home offers all in-suite bedrooms and a private patio. This is a 4 bedroom, 4.5 bathroom townhome, with individual bathrooms plus a 1/2 bath—many upgrades such as granite countertops and premium carpeting. The home is beautifully decorated full of upgrades. Save on costs using a tankless water heater and natural gas appliances. Private patio. Luxury finishes and an open floor plan complement today's contemporary lifestyles. Summerville resort has an amazing location just minutes away from shops, Disney Theme Parks, and restaurants. Zoned for short-term rentals. In good condition currently rented with several bookings for short term rental.

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

Listing Agent: Juan Delgado (407-744-4469)

Remarks: Under contract-accepting backup offers. The Galleria Palms condo-hotel in Kissimmee, FL is turning heads for good reason. Income statement for 2025 attached Key Investment Highlights • Location Perks: Just 7 minutes from Disney World and Universal Studios, with complimentary shuttle service to major theme parks. • Turn-Key Ready: Fully remodeled units with over $17,000 in upgrades including: o Two queen beds o Luxury vinyl flooring (no carpet!) o Granite vanity, dual sinks, wet bar o Flat screen TV, microwave, mini-fridge, coffee maker • Amenities: Daily hot breakfast, swimming pool, sun deck, and full-time property management. • Ownership Terms: Owners can stay up to 14 days per visit, with multiple visits allowed. The unit remains in the onsite rental program, ensuring passive income.

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Resort-Style Investment Property Near Disney This fully furnished 5-bedroom, 4.5-bathroom property is an excellent short-term rental investment opportunity, located just 25 minutes from Disney World. Designed to comfortably accommodate up to 10 guests, the home features a king master suite, two queen suites (including one on the ground floor), and two themed bedrooms — one with a castle theme featuring knights and dragons, and another inspired by the magical world of Encanto. The home includes open living spaces, a fully equipped kitchen with stainless steel appliances and granite countertops, as well as in-home laundry. Guests will enjoy the private pool and a dedicated game room with air hockey and foosball for entertainment. Residents and guests also have access to exceptional resort amenities, including a clubhouse, pool and lazy river, jacuzzi, fitness center, and basketball and volleyball courts. Conveniently located near shopping, dining, and everyday essentials, this property is a great opportunity for a short-term rental investment.

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: *** INCOME POTENTIAL *** VACATION HOME FULLY FURNISHED. In Excellent condition and beautifully decorated this 5 Bedroom Townhome with a splash pool has all you need for spending great moments in the Orlando Area or renting it out when not using it. It offers great income potential. Windsor at Westside is a vacation rental community with resort-style amenities featuring a fitness center, a mini market, a restaurant, and bar, a large community pool with a lazy river, a water playground, a playground, a soccer field, sports courts, and a sand volleyball court. 24-hour manned Gated security. Shows beautifully.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: Turnkey - Great Investment Opportunity. This luxury townhome boasts five bedrooms, all with individual bathrooms plus a full additional bath. Many upgrades, such as granite countertops and premium carpeting. The home is beautifully decorated and is sold furnished. Save on costs using tankless water heaters and natural gas appliances. Private patio with private conservation views. Luxury finishes and an open floor plan are designed to complement today's contemporary lifestyles. Summerville resort has a fantastic location just minutes away from shops, Theme Parks, and restaurants. Zoned for short-term rentals. In very good condition. The property comes with a summer kitchen and a hot tub.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: Welcome to 8917 Coconut Breeze Dr, a fully furnished vacation home located in the highly desirable Solara Resort community. Ideally situated just 20 minutes from Walt Disney World Resort and about 30 minutes from Universal Studios and the new Epic Universe, this property offers the perfect blend of convenience, comfort, and investment potential. This spacious 6-bedroom, 4-bathroom home comfortably accommodates many guests and features themed rooms designed to create a memorable vacation experience. The open-concept kitchen and dining area flow seamlessly to the private pool and patio, ideal for enjoying Florida’s sunshine. Upstairs, a large loft entertainment area includes air hockey, foosball, and gaming space, with five additional bedrooms featuring fun themes such as Star Wars, Space, and Racing. Located in the gated Solara Resort community, residents and guests enjoy resort-style amenities including pools with beach entry, fitness center, clubhouse, sports fields, playgrounds, walking trails, and on-site dining and shops.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Alejandro Azuero, Pa (647-402-3660)

Remarks: Discover the perfect blend of comfort, resort-style living, and unbeatable location in this beautifully maintained 3-bedroom, 2.5-bath home located in a secure gated community just 15 minutes from Disney. This inviting two-story home features a bright, open layout ideal for relaxing, entertaining, or enjoying the Florida lifestyle year-round. This community truly stands out with a full suite of resort amenities including multiple sparkling pools, a mini-golf course, playgrounds, walk-up tiki bars, on-site mini restaurants, and a fully equipped fitness center. Enjoy the convenience of a clubhouse with social spaces, perfect for gatherings or vacation-style relaxation without ever leaving the neighborhood. Whether you're seeking a primary residence, vacation retreat, or investment opportunity, the location offers unmatched accessibility to theme parks, dining, shopping, golf, and major highways. OWNER IS MOTIVATED Don’t miss this chance to own in one of Central Florida’s most desirable in High Market area and amenity-rich communities.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Kaylian Ocasio (689-269-4658)