Homes For Sale in Kissimmee 34747 - 518 homes

Remarks: Welcome to 2657 Oneida Loop in the sought-after Indian Creek subdivision where the magic doesn't end at the park gates. This open, inviting 4-bedroom, 3-bathroom pool home puts you just 5 minutes from Walt Disney World, meaning the happiest place on earth is practically in your backyard. Whether you're dreaming of back-to-back park days or strong rental returns, this beautifully updated home delivers the full package. Step inside and feel the ease of a bright, open floor plan that's made for making memories. The living spaces flow effortlessly out to your private screened pool and fully fenced backyard the perfect spot to unwind after a day chasing magic, or to simply soak in that signature Florida sunshine. The updates are extensive so you can move in — or rent it out — without lifting a finger: stunning new tile flooring (2022), updated bathroom vanities (2022), freshly renovated guest bath (2026), newly painted interior (2025), and a new HVAC system (2023) keep everything feeling fresh and modern. The pool shines with a new pump and heater (both 2023) for year-round enjoyment, while a new roof (2020) and water heater (2019) give you solid peace of mind on the big-ticket items. Currently thriving as a short-term rental, this home has built an impressive track record with high occupancy and strong revenue — and it's completely turnkey. Sold fully furnished, the next owner steps right into a well-oiled machine in one of the most in-demand vacation rental markets in the world. Minutes to Disney, Universal, world-famous dining, shopping, and every Central Florida attraction imaginable - guests keep coming back, and once you visit, you'll understand why. This is the one that feels like a fairy tale and performs like a business.

Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)

Listing Agent: Terri Cristaldi (407-340-3522)

Remarks: Seller is offering up to $7500 in Closing Cost Contribution or Rate Buy down!! Welcome to this updated 3-bedroom, 2.5-bath end-unit townhome in a sought-after gated community. The open-concept first floor features tile flooring throughout the kitchen, dining, and living areas. The spacious living room opens to a private concrete patio with side privacy fencing and no rear neighbors, offering peaceful greenspace views—ideal for relaxing or entertaining. All bedrooms are located upstairs, including the primary suite with a tub/shower combination and a secondary full bath serving bedrooms two and three. The second floor and stairs showcase brand-new laminate flooring. Recent updates include fresh interior paint, new blinds, new dishwasher, new dryer, A/C (2025), and hot water heater (2025). The HOA includes access to a community pool and playground, exterior maintenance, basic cable, internet, and trash service. Move-in ready and conveniently located—schedule your private showing today.

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

Listing Agent: Beverly Amerman (609-381-2153)

Remarks: NEW ROOF 2025 • Welcome to your new home or investment opportunity in the highly desired gated Legacy Dunes community! Perfect as a primary residence or income-producing property, this 1-BEDROOM, 1-BATHROOM TOP-FLOOR UNIT allows SHORT-TERM OR LONG-TERM RENTALS, making it ideally positioned for Central Florida’s thriving market. This is one of the 2 units for sale by seller. There is a tenant in place paying $1,350/month through 04/30/2026, offering immediate rental income for investors. The open floor plan provides low-maintenance living with modern style, and the reasonable condo fee includes water, valet trash service, pest control, high-speed Wi-Fi, and access to all community amenities. The spacious bedroom features a walk-in closet and ensuite bathroom for comfort and functionality. The bright and practical kitchen opens to the living and dining area and includes a refrigerator, dishwasher, range, and a washer and dryer conveniently located in a dedicated closet, along with a counter bar perfect for casual dining. Enjoy resort-style amenities that make Legacy Dunes stand out: two sparkling pools (one with splash pad), fitness center, game room, tennis and basketball courts, sand volleyball, playground, BBQ areas, and more, all within a secure gated community. Ideally located just minutes from Disney Parks, FL-429, I-4, SeaWorld, shopping, dining, and entertainment, this condo blends comfort, convenience, and strong investment potential. Schedule your showing today and experience the Legacy Dunes lifestyle for yourself!

Listing is courtesy of: ORLANDO EXPERT REALTY LLC (321-274-6991)

Listing Agent: Virginia Silberstein (321-274-6991)

Remarks: Epic 6-Bedroom Vacation Retreat in Windsor at Westside – Your Dream Getaway Awaits! Get ready to experience the ultimate Orlando escape! This jaw-dropping 6-bedroom, 5-bathroom luxury vacation home in the upscale Windsor at Westside Resort is your ticket to unforgettable memories with family and friends. Just minutes from world-famous theme parks like Disney, Universal Studios, SeaWorld, and Legoland, this home is all about location, comfort, and nonstop fun. Step inside and be wowed by a modern, stylish interior that’s spacious, fully furnished, and ready to impress. With room for everyone, from large families to big groups, this home is made for gathering—whether you're sharing a meal in the sleek, fully-equipped kitchen or kicking back in the open-concept living area after a day of adventure. But the real magic happens outside! Take a dip in your private pool and spa, dine alfresco under the covered lanai, or soak up the sun in total comfort. This outdoor oasis is perfect for lounging, entertaining, or just enjoying the Florida vibes. This home is steps away from the Windsor at Westside community, you’ll have exclusive access to top-tier resort amenities: A massive 10,000 sq. ft. clubhouse Zero-entry resort pool, lazy river, waterslide & kid's splash zone Free game room & high-energy play center Tu Casa Bar & Lounge with poolside cocktails and bites Whether you want to relax, recharge, or stay active, this resort has it all. This stunning home is turnkey and move-in ready, sold fully furnished—just bring your suitcase! It’s the perfect choice for a vacation home, short-term rental investment, or both. Prime location. Elite amenities. Endless fun. Don't let this rare opportunity slip away—schedule your private showing today and make this dream retreat yours! All information is believed to be accurate but should be independently verified by buyers and their agents.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Jeff Friedman (407-719-0135)

Remarks: Beautiful end-unit Townhome located in a gated Community just 2.5 miles from Walt Disney World, and minutes from major highways I4 and Hwy 192 offering easy access to shopping, dining, attractions, resorts, and Walmart. This is the largest 3 bedroom 2 bath townhome in Crestwynd Bay that was offered by KB Homes. Perfect for both primary homeowners or investors. This unit is zoned for A rated Celebration School and can be used for primary, long term, or short term rental, which makes this the ideal place to call home or your home away from home. The flooring consists of tile in the wet areas and laminate first floor while the second floor carpet throughout. The kitchen offers 42 inch cabinets including hardware and crown molding. Marble kitchen countertops with matching color appliances. The open-concept living room flows seamlessly into the kitchen, creating an ideal space for entertaining. All bedrooms are located on the second floor a spacious primary suite with jacuzzi tub and shower combo. Community amenities include a pool and playground. schedule your private showing now. the seller will give credit to the buyer for the closing cost.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)

Listing Agent: Jimmy Elkhatib (407-446-2573)

Remarks: This fully furnished 5-bedroom, 4.5-bath townhouse is located in the Windsor at Westside community. Features include a modern kitchen with granite countertops and stainless steel appliances, open concept living and dining areas, loft upstairs, and laundry room with cabinets. The property offers a heated, screened private pool, a one-car garage with alley access, and central air conditioning. Windsor at Westside amenities include clubhouse, lazy river, pools, sports courts, playground, arcade room, poolside bar and restaurant, and 24-hour security. HOA fees cover maintenance. Conveniently located near schools, shopping, and major highways.

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: Under contract-accepting backup offers. Welcome to 1028 Karen Ridge Ct, a 3-bedroom, 2-bathroom single-story pool home situated on a quiet cul-de-sac in the Indian Ridge community of west Kissimmee. Set on approximately 0.26 acres with open green space behind, this concrete block and stucco home offers 1,604 heated square feet of thoughtfully laid-out living space with a screened in-ground pool, in-ground spa, and pool deck — all built in 1991 and updated with a NEW ROOF (2023) and NEW WATER HEATER (2024). As you arrive at the covered front porch and step through the front door, you are greeted by a clean, light-filled foyer with decorative wall accents that set a welcoming tone for the rest of the home. A few steps in, vaulted ceilings open up above the main living room, where wood-look flooring, a modern ceiling fan, and a wall-mounted television setup create an immediately comfortable gathering space. Natural light pours in from the rear, drawing your eye directly to the sliding glass doors and the screen-enclosed pool visible beyond. The dining area sits adjacent to the living room in an open arrangement, and from here a decorative arched pass-through leads into the eat-in kitchen. The kitchen features white cabinetry, generous counter space, a stainless steel refrigerator, tile backsplash, and a pendant chandelier above the casual dining area — a space that functions equally well for everyday meals or entertaining. A door off the kitchen leads to the dedicated interior laundry room, keeping that function neatly separated from the main living areas. The split-bedroom floor plan places the primary suite privately on one side of the home. The primary bedroom offers wood-look flooring, a window with a direct view of the screened pool area, and access to the ensuite bathroom, which includes a dual-sink vanity with cabinetry, a walk-in glass-enclosed shower with tile surround, and a separate water closet door for added privacy. A walk-in closet is also accessible from the primary suite hallway. On the opposite side of the home, two additional bedrooms share a full bathroom that features a tub and shower combination, a large round wall mirror, a modern light fixture, and a window for natural ventilation — a clean, updated space well-suited for guests or household members. Step outside through the sliding glass doors and the screened lanai extends the living space immediately. The in-ground pool and in-ground spa are positioned on an ample concrete pool deck with room for seating, and the full screen enclosure keeps the space usable year-round. The backyard beyond the screen looks out onto open green space, providing an added sense of privacy and depth. Additional features include ceiling fans throughout, an attached 2-car finished garage (462 sf), covered front porch, public water, septic system, and community amenities through the Indian Ridge HOA including a neighborhood pool, playground, tennis and basketball courts, and sidewalks. Located minutes from US-192, major shopping, dining, and Central Florida attractions. Schedule a private showing to walk the home in person.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Under contract-accepting backup offers. Stunning 10bedroom, 10 bath luxury home in Reunion West just minutes from Disney! Step inside this residence at 220 Clawson Way and discover 4,707 sq ft of beautifully designed living space, offered fully furnished and move-in ready. With upgraded finishes throughout, a sleek modern kitchen, spacious gathering areas, and a private resort-style pool and spa, this property is perfect for both family enjoyment and high-income short-term rental opportunities. Located directly across from the Encore Club’s world class amenities, including a waterpark, clubhouse, fitness center, and dining this home combines lifestyle and investment value in one. Whether you’re looking for a full-time residence, vacation retreat, or income-producing investment, this spectacular Reunion West home checks every box. Don’t miss your chance to own a 10 bedroom resort home just minutes from Walt Disney World!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Gisele Abrantes Trautman (407-747-1518)

Remarks: New Improved asking price! Beautifully maintained one-story home featuring the award-winning Aria floor plan in Murano at Westside. This all-concrete block home offers an open-concept layout with a spacious kitchen overlooking the living and dining areas and a covered, screened lanai — perfect for entertaining. Enjoy a large backyard with peaceful pond views and no rear neighbors. The kitchen includes upgraded stainless steel appliances, island with seating, water purification system, and ample cabinetry. The private primary suite features dual vanities and a walk-in shower, while two additional bedrooms share a full bath. Additional highlights include a dedicated laundry room, partially owned solar panels for energy efficiency, and updated flooring in the bedrooms. Community amenities include a pool, playground, and sports court, all just minutes from Walt Disney World, dining, shopping, and major attractions. Schedule your private tour today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Kohlinger (407-421-9188)

Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Christine Silva (315-420-2964)

Remarks: Owning at Margaritaville Resort Orlando isn’t just buying real estate — it’s buying freedom. When you’re here, the clock stops, the vibe takes over, and life slips into island time. Fully furnished and turn-key ready, this 2-bed, 2-bath townhome with bonus room is your ticket to live the good life — or let it pay you back while you’re away. Bright, open, and breezy, the main level serves up a seamless flow from the kitchen to the living room to the water views beyond. The kitchen nails that effortless vacation-home feel with quartz countertops, stainless appliances, and a big center island that begs for coffee in the morning and cocktails by night. Step onto the patio, breathe in the stillness, and remember what it feels like to actually unwind. Upstairs, two stylish bedrooms and a flexible bonus space keep guests comfortable and happy — because you know they’ll be visiting. But the real story here? It’s the lifestyle you can’t replicate anywhere else. Poolside cabanas, live music, craft cocktails, spa days, water slides — all steps from your front door. Fins Up Beach Club brings the island energy, St. Somewhere Spa melts the stress, Promenade at Sunset Walk brings the food, shopping, and nightlife, and Island H2O Live! Water Park keeps the fun rolling. Even when you skip the theme parks, you’ve got your own built-in vacation city right here. Whether you’re escaping for a long weekend or cashing in on high-demand rentals, life here pays dividends — in profit and peace of mind. Because in a world that runs on deadlines and devices, Margaritaville gives you something rarer: permission to exhale, turn up the music, and let every day feel like the weekend.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

Remarks: Experience resort-style living in this beautifully updated 4-bedroom, 3-bath home, located in the highly desirable Windsor Palms Resort, just minutes from Disney. This turnkey property is fully furnished with stylish décor and offers a bright open layout, modern finishes, and well-appointed bedrooms, including two en-suites. Enjoy your private screened-in pool and covered lanai, perfect for relaxing or entertaining. Currently operating as a successful short-term rental, this home is an excellent investment opportunity with strong demand on multiple platforms. Windsor Palms offers premier amenities including a clubhouse, fitness center, movie theater, community pool, sports courts, and 24/7 gated security. Ideal as a vacation home, income property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Welcome home to the ultimate Main Street address in the very heart of "The Town That Disney Built." Located directly in the center of the action, this charming 1-bedroom, 1-bathroom condo on the second floor of the block offers a front-row seat to Celebration's vibrant community. The interior features a functional open layout, providing a sophisticated yet cozy retreat designed for comfortable, everyday living. Step out your front door and instantly immerse yourself in true small-town walkability, where cozy cafes, local restaurants, and charming boutique shops are just an elevator ride away. Living right on Market Street means you are effortlessly connected to the neighborhood's lively energy, with immediate access to year-round town events, local art festivals, and the famous Sunday Farmers Market. Beyond the bustling town square, residents enjoy exclusive access to scenic lakes, community pools, and miles of beautifully maintained nature boardwalks and biking trails. Offering everyday conveniences right outside your window and Walt Disney World just minutes away, this is a rare opportunity to plant your roots right on Main Street and experience the true magic of full-time living in Celebration.

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

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

Remarks: Welcome to Caribe Cove Resort, a gated resort-style community just minutes from Walt Disney World and Orlando’s top attractions. This beautiful first-floor 3-bedroom, 2-bath condominium offers a spacious open floor plan with a private screened balcony overlooking lush conservation views. The master suite features a walk-in closet, en-suite bath with dual vanities, soaking tub, and separate shower. Two additional bedrooms provide plenty of space for family or guests. The fully equipped kitchen with breakfast bar opens to the dining and living areas, perfect for entertaining. Residents and guests enjoy resort-style amenities including a clubhouse, fitness center, heated pool and spa, walking paths, and 24-hour gated security. HOA fees cover cable, internet, water, and exterior maintenance for carefree living. This unit is ideal as a vacation home, short-term rental investment, or primary residence. Caribe Cove is located near theme parks, shopping, dining, and major highways, offering convenience and strong rental demand. Don’t miss this opportunity to own a piece of paradise in Kissimmee!

Listing is courtesy of: WELCOME HOME REALTY GROUP LLC (305-904-4866)

Listing Agent: Consuelo Vilar (305-904-4866)

Remarks: Discover comfort and convenience in this beautifully updated 4-bedroom, 3-bath home located in the sought-after Emerald Island Resort, just minutes from Disney. This turnkey property comes fully furnished with tasteful décor and features a bright open layout, modern finishes, and spacious bedrooms, including multiple en-suites. Enjoy your private screened-in pool and covered lanai, ideal for relaxation or guest entertainment. Currently operating as a successful short-term rental, this property offers strong occupancy and income potential across multiple platforms. Emerald Island is a premium gated community offering resort-style amenities including a clubhouse, fitness center, community pool and spa, walking trails, sports courts, and 24/7 security. Perfect as a vacation home, investment property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Beautifully maintained 4-bedroom, 3-bath home offering a spacious layout, modern updates, and a bright open-concept living area. This property features a private screened-in pool, well-appointed bedrooms, and a functional split-floor plan ideal for comfort and privacy. Perfect as a primary residence, vacation home, or investment property, with close proximity to major attractions, dining, and shopping. Move-in ready and located in a desirable community with resort-style amenities.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience refined resort-style living in this fully remodeled six-bedroom, four-bath luxury pool home located within the exclusive gated community of Windsor Resort. This exceptional residence features a new roof, modern contemporary design, high-end finishes, spacious open interiors, and brand-new premium appliances throughout. Offered fully furnished, this property provides a true turnkey opportunity. Currently operating as a successful short-term rental across multiple platforms, it offers outstanding income potential with no rental restrictions. Ideally situated just 2.5 miles from Walt Disney World and minutes from world-class dining, shopping, and entertainment. Perfect for use as a primary residence, vacation retreat, or investment property.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views.Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can easily serve as a third bedroom. The extended rear paver patio lanai provides the perfect space for outdoor living and entertaining and includes a gas grill for your convenience.Inside, you’ll find luxury vinyl flooring, crown molding, tray ceilings in the living room and primary bedroom, hurricane-impact windows, and a tankless water heater. The upgraded kitchen boasts soft-close cabinetry, stainless steel appliances, gas cooktop, custom tile backsplash, designer lighting, quartz countertops, and a center island with breakfast bar.Additional highlights include a well-appointed laundry room with built-in cabinetry and sink.Four Seasons offers exceptional resort-style living with an active lifestyle and abundant amenities, including a clubhouse, two large swimming pools with lap lane, ballroom, game room, card room, full kitchen, coffee bar lounge, fitness center, and tennis, pickleball, and bocce ball courts. Residents also enjoy access to the Mystic Dunes Golf Course and on-site restaurant.Conveniently located near Walt Disney World, major theme parks, and Margaritaville, this home offers easy access to dining, shopping, and live entertainment.Don’t miss this opportunity to enjoy luxury, comfort, and an active lifestyle in one of the area’s premier 55+ communities.

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Harold Olson (407-738-6600)

Remarks: TRANSFERABLE REUNION MEMBERSHIP AVAILABLE! Make sure to check out the Virtual Tours and 3D Videos Come experience this beautifully updated, fully furnished 4-bedroom home located in the highly desirable Patriots Landing neighborhood of Reunion Resort. Professionally decorated with thoughtful details throughout, this property is turn-key and ready for short-term rental, a private vacation retreat, or full-time living. As you approach the home, you'll immediately notice the spacious corner lot and charming wraparound porch, perfect for enjoying the Florida lifestyle. Inside, the main floor features a large bedroom that can serve as a primary suite, making it ideal for guests or anyone who prefers to avoid stairs. The open-concept kitchen overlooks the expansive living and dining area, creating the perfect space for entertaining. The kitchen has been updated with new appliances and is designed for both style and functionality. Upstairs, you’ll find newly updated flooring throughout the second level, along with two guest bedrooms, including one featuring professionally designed beach-themed bunk beds that guests will love. The spacious primary suite is also located on the second floor and includes a private ensuite bathroom with a relaxing soaking tub and a separate large shower. Step outside through the French doors on the main level to your private pool and spa oasis, the perfect place to relax, entertain, and soak up the Florida sunshine. This home has numerous updates throughout and is a must-see in person. Reunion Resort, a prestigious 2,300-acre luxury community, offers an incredible array of amenities for every lifestyle. Residents and guests enjoy three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, along with the world headquarters of the Leadbetter Golf Academy, making it a true golfer’s paradise. Located just minutes from Walt Disney World and Orlando’s world-famous attractions, and within easy driving distance of Florida’s beautiful beaches, Reunion offers the perfect blend of luxury, entertainment, and relaxation. The resort also features a water park, 12 community pools, two golf pro shops, hydro-grid clay tennis courts, pickleball courts, and miniature golf. Experience the luxury resort lifestyle you’ve been searching for at this exceptional Reunion property. Schedule your private tour today—this opportunity won’t last long!

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Harold Olson (407-738-6600)