Homes For Sale in Kissimmee 34747 - 846 homes

Remarks: Experience the perfect blend of comfort, convenience, and investment potential with this beautifully furnished 2-bedroom, 2-bathroom first-floor condo in the highly desirable Secret Lake Resort. This fully turnkey property is move-in ready and ideal for both homeowners and savvy investors. Enjoy the flexibility of short-term, long-term, or Airbnb rentals, maximizing your income opportunities in one of the area’s most sought-after communities. Located just minutes from Disney World, major highways, top-rated restaurants, world-class shopping, and thrilling water parks, this condo offers unbeatable accessibility to all that Central Florida has to offer. Don’t miss your chance to own this exceptional property—schedule your private showing today and start living (or investing in) the Florida lifestyle you’ve always dreamed of!

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

Listing Agent: Amanda France (321-418-4493)

Remarks: TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)

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

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

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

Remarks: Spacious 5-bedroom, 5.5-bathroom pool home located just 8 miles from Walt Disney World. This open-concept property features a modern kitchen equipped with stainless steel appliances, granite countertops, and a large island overlooking the dining and living areas. The floor plan includes a convenient primary suite on the main level. Upstairs, you will find additional well-appointed en-suite bedrooms, including themed rooms and a master suite. The exterior offers a private, fully screened-in patio with swimming pool. Significant features include high-speed Wi-Fi capability, a dedicated laundry room with full-sized washer and dryer, and keyless entry for seamless access. Situated in a luxury community with easy access to I-4, 192, and local dining, shopping, and grocery stores including Publix and Walmart. Excellent opportunity for a second home, or short-term rental investment. Sold fully furnished and move-in ready.

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

Listing Agent: Alessandra Dale (407-729-6936)

Remarks: 7 bed / 6.5 bath Pool & Spa home in Gated Community. Sold fully Furnished. Ideal as a Primary Residence, Vacation Home or Investment Property (short-term rentals allowed). Spacious open floor plan with Vaulted Ceilings and lots of Natural Light. 5 bedrooms have En-Suite bathrooms, room 6 & 7 share Jack & Jill bath. There is also a half bath accessible directly from the pool area, as well as an Outdoor Shower. Large patio and screened-in heated Pool & Spa with Color Changing LED Lights are perfect for relaxation. Air Conditioned Game Room (converted garage) adds to the fun. Home is conveniently located just minutes from theme parks, attractions, shopping and dining with easy access to main roads. Freshly Painted Interior, New Roof (7/2023), A/C (10/2021). Come see it and make it yours today!

Listing is courtesy of: HOME SWEET FLORIDA REAL ESTATE (321-200-4647)

Listing Agent: Kasia Lambert (321-200-4647)

Remarks: The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Shawn Huang (512-804-9960)

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

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

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

Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter

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

Listing Agent: Neal Lovell (407-466-1529)

Remarks: Skip the wait and move straight into luxury! This 2BR/2BA home is located inside the gated community Four Seasons at Orlando. Features include a stunning open floor plan, and a owner’s retreat. As part of this premier 55+ community, you’ll enjoy a 12,000 sq ft clubhouse, resort pools, pickleball, tennis, bocce, and golf at Mystic Dunes Resort. Local Perk: You’re less than 10 minutes from AdventHealth Celebration and just a short drive to the world-class freshwater fishing at Lake Tohopekaliga. Live where others vacation—minutes from Disney, championship golf, and upscale dining. Schedule your tour today!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Anthony Ullio (321-578-2379)

Remarks: Seller Financing available. The most Luxurious Short Term NEW BuILD IN KISSIMMEE- 5-Bedroom Modern Townhome with Private Pool – Fully Furnished and STR-Ready near Disney! Welcome to this brand-new luxury townhouse located in one of the most sought-after short-term rental communities just minutes from the Disney Parks! This high-end 5-bedroom, 4-bathroom residence is professionally decorated and comes fully furnished, offering a turn-key investment opportunity or a dream vacation retreat.Designed with style and comfort in mind, the home features an open-concept layout, sleek modern finishes, and a private screened-in pool – perfect for relaxing after a day of adventure. Every detail has been thoughtfully curated to impress guests and maximize rental income. The community is packed with resort-style amenities, including an upcoming on-site restaurant and a state-of-the-art clubhouse with pool, fitness center, and more – creating a true destination experience. Whether you're looking to capitalize on Central Florida’s booming STR market or enjoy your own getaway near the magic, this property checks every box. Schedule your showing today and step into effortless ownership!

Listing is courtesy of: SUMMERHILL REALTY GROUP LLC (407-963-8083)

Listing Agent: Bruno Iarussi (954-643-4831)

Remarks: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Fernando Peralta (267-474-7628)

Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Lizzy Byrne (863-585-8266)

Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.

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

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

Remarks: Welcome to your dream Florida getaway at 8491 Oasis Key Cove, nestled in the prestigious, guard-gated Emerald Island Resort. This expansive 7-bedroom, 4.5-bathroom residence comes fully furnished, offering a seamless transition for primary residents, vacation home seekers, or savvy investors looking for a high-performing short-term rental. The home is perfectly positioned on a quiet cul-de-sac with no rear neighbors, providing a private sanctuary for you to enjoy the screened-in pool and spa. Inside, the spacious floor plan and high ceilings create an inviting atmosphere, designed specifically for comfort and effortless entertaining. Beyond your private oasis, Emerald Island Resort offers a wealth of world-class amenities, including a luxury clubhouse, a fitness center with a sauna, a poolside Tiki bar, tennis and basketball courts, sand volleyball, mini-golf, and scenic nature trails. You are just minutes away from the magic of Walt Disney World, as well as premier Central Florida dining, shopping, and major attractions. As an added incentive for serious buyers, the Seller will offer a $20,000 credit with a full-price offer—the perfect opportunity to customize your new home or offset closing costs.

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

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

Remarks: Under contract-accepting backup offers. Welcome to a stunning, move-in-ready gated residence nestled in a charming, all-age community where majestic oak trees create an intertwining canopy over the paved road. This beautiful 3-bedroom, 2-bathroom home offers the unique advantage of short-term rentals or Airbnb, providing an excellent opportunity for supplemental income. Enter the foyer and appreciate the open-concept flow from the dining area to the spacious living room, followed by an open kitchen perfectly suited for effortless entertaining. The master suite provides a peaceful escape, complete with a private bath featuring dual vanity sinks. Beyond the interior, your private sanctuary awaits a spectacular 12×28 swimming pool, recently resurfaced five years ago, is ready for year-round enjoyment thanks to the dedicated heat pump and high-quality Pentair equipment, all enclosed by a large1707 sq ft screen structure. Major expenses are already handled, ensuring true peace of mind with a brand new AC replaced in 2023 and a new roof installed in 2021. The property is backed by mature trees, creating a quiet, private backyard retreat. Complete with a two-car garage, this home truly combines investment potential with the ideal Florida lifestyle. Schedule your showing today and make this exceptional house your new home.

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

Listing Agent: Lisa Dobbs (407-202-0271)

Remarks: Welcome to Windsor Hills, one of Central Florida’s most sought-after resort communities just minutes from Walt Disney World. This fully furnished 3-bedroom, 2-bathroom condo offers well-designed living space and a rare ownership history, used only by the owners for 3 to 4 weeks per year and never rented out, giving the interior an exceptionally well-kept feel. Positioned just one block from the clubhouse and water park, the location offers one of the best balances in the community: close enough for an easy walk to the amenities, yet far enough to maintain quiet enjoyment inside the unit. Inside, the open-concept layout features a split-bedroom floor plan that creates privacy and comfort for both owners and guests. Natural light fills the main living area, while the upgraded kitchen offers quartz countertops, polished marble tile, stainless steel appliances, and generous prep space. The private primary suite includes an en-suite bath and walk-in closet. Two additional guest bedrooms provide flexible sleeping arrangements, including one queen bedroom and a trundle room that converts into two twin beds, ideal for family use or short-term guest stays. The second bathroom includes a tub and shower combination. Notable upgrades & updates that took place in 2026 include a new Rheem water heater with transferable warranty, new carpets in the bedrooms, new almond colored, engineered hardwood flooring, a fresh coat of interior paint and the AC system was replaced in 2023. The private balcony adds valuable outdoor living space and offers a comfortable setting for morning coffee or evening relaxation. Positioned on the third floor of an elevator-served building, this condo benefits from being above flood level and one floor below roof leak level as well. You’ll love the convenient parking and proximity to the community’s resort amenities - highlighted by a giant water park with three-story slides, an interactive splash zone, a lagoon-style zero-entry pool, hot tub, and tiki bar. Add in the 24-hour guard-gated security., fitness center, playground, 32-seat movie theater, putting green, arcade, convenience store, cybercafé, tennis, basketball, and volleyball courts, and you've got everything you need to enjoy your vacation within the same community your vacationing in. Oversized vehicle access and RV parking is also available. Windsor Hills remains one of the most recognized short-term rental communities, located approximately two miles away from Disney World, with convenient access to Universal Studios, SeaWorld, major airports, and highways US-192, I-4, SR-429. This community is zoned for short-term rentals, providing the opportunity for immediate cash flow, and the condo already comes with everything needed to rent it out after closing. Whether purchased as a vacation property, income-producing short-term rental, or hybrid personal-use property, this community delivers proven demand, and turnkey convenience in one package. Don't miss this rare opportunity to own a piece of paradise in one of the most coveted resort communities. Schedule your private showing today!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Ferris Kassar (407-284-8384)

Remarks: Turnkey 3-bedroom, 3-bathroom townhome in Windsor Palms, just minutes from Walt Disney World Resort and ideally located off US Highway 192. This is the closest townhome to the clubhouse, set in a prime position with a south-facing private pool overlooking a large green area so no immediate rear neighbors. The layout includes a first-floor bedroom with ensuite, plus an upstairs primary suite with ensuite and walk-in closet. A fully equipped kitchen, additional guest pantry, and full-size washer/dryer make it ideal for short-term rental. Impeccably maintained current owner has invested over $40K in upgrades including A/C (2021), pool heater (2018), water heater (2021), and pool pump (2024). Proven short-term rental with a 5-year average of 259 booked days each year (not counting owners personal use) and future reservations in place for 2026 and 2027. Seller will assist with a seamless transition including systems and repeat guest database. Windsor Palms offers manned, gated access and resort-style amenities including clubhouse, pool, fitness center, tennis courts, and more— if you are looking for an outstanding investment or second home opportunity – you found it!

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: Under contract-accepting backup offers. Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities, including a large swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional features such as table tennis, BBQ picnic areas, and scenic walking paths offer plenty of options for relaxation and recreation. With quick access to major highways, you're minutes from Orlando’s world-class attractions, dining, and shopping. This is a great opportunity to own in one of the area’s most desirable resort communities. Schedule your showing today and see everything Windsor Palms has to offer.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Welcome to your dream home near Disney! This stunning 6-bedroom, 4.5-bathroom residence offers the perfect blend of comfort, space, and style. From the moment you step inside, you’ll notice it looks brand new and attention to detail throughout. The home features a spacious open-concept layout, a well-appointed kitchen with modern finishes, and multiple themed bedrooms that add a unique and playful touch, which is perfect for family and guests. Step outside to your own private oasis: a cozy yet inviting pool, ideal for relaxing after a fun day at the nearby theme parks. Whether you're looking for a primary residence, vacation home, or investment property, this home has it all. Located in a nice area with convenient access to shopping, dining, and major attractions, this is one you don’t want to miss!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Vivian Branco (305-469-0729)

Remarks: FULLY FURNISHED | TURNKEY INVESTMENT | RESORT-STYLE COMMUNITY Welcome to this beautiful two-story home located in the highly desirable resort-style community of Windsor at Westside. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property is move-in ready and perfectly suited as a primary residence, vacation home, or income-producing short-term rental. The home offers a bright and open layout, with a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connecting to the formal dining area and multiple living spaces—ideal for entertaining family and guests. Large sliding glass doors lead to a private screened-in pool area, providing a relaxing outdoor retreat with added comfort and privacy. Residents and guests enjoy access to outstanding resort-style amenities, including a spectacular pool with lazy river and waterslide, a fully equipped clubhouse with lounge areas, a tiki bar by the pool, fitness center, game room and arcade, as well as sports courts for tennis, basketball, and volleyball, plus a soccer field and playground. The community also features a scenic lake with a pier, a convenience store, and 24-hour gated security. Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Disney Springs, the property is surrounded by a wide variety of shopping, dining, and entertainment options. This is a fantastic opportunity to own a fully equipped home in one of the most sought-after vacation communities in the area. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Pizzamiglio (508-364-4606)