Homes For Sale in Kissimmee 34747 - 606 homes

Remarks: One or more photo(s) has been virtually staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!

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

Listing Agent: Adriana Lima (407-617-9986)

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: Experience the Ultimate Retreat at Encore Reunion. Fully furnished 5 bed 5 bath pool home is nestled within tranquil Encore at Reunion .This community features world class amenities , resort-style water park, multiple pools , fitness center , on-site dining & sports courts. Home has a spacious open floor plan stylish furnishings and family room opens up to the pool area where you can relax and enjoy the tranquil setting. Central Florida's world famous attractions are just moments away.

Listing is courtesy of: CHOICE INTERNATIONAL REALTY INC (407-376-4687)

Listing Agent: Craig Race (407-376-4687)

Remarks: Under contract-accepting backup offers. Welcome to 8851 Geneve Ct in Kissimmee, a fully furnished, turn-key vacation home located in the highly sought-after Windsor at Westside Resort, one of Central Florida’s premier short-term rental communities near Walt Disney World Resort. This income-producing property offers the perfect blend of investment potential and resort-style living. Situated within a gated resort community, residents and guests enjoy world-class amenities including a lazy river, resort-style pool, clubhouse, fitness center, restaurant, playground, and multiple sports courts. The HOA provides exceptional value, covering basic internet and cable, landscaping for the common areas surrounding the unit, daily valet trash service, and full access to the resort’s amenities, including a kids splash pool area, lazy river, basketball and tennis courts, soccer field, volleyball courts, and an additional clubhouse located in Phase 3 of the resort. Security and guest access are well managed with 24/7 guard-gated entry across three guardhouses located throughout the community, additional guards during heavy check-in times, and overnight security rovers. Owners and guests also benefit from the MyQ gate access system, which provides proxy cards for owners and temporary access cards for guests for seamless entry. Ideally located just minutes from Disney and Orlando’s top attractions, with convenient access to U.S. Route 192, State Road 429, and Interstate 4, the home is surrounded by popular shopping, dining, and entertainment options that attract visitors year-round. Being sold completely furnished, this property is move-in ready*and ideal for buyers seeking a vacation home near Disney or a high-performing short-term rental property in Kissimmee’s thriving resort market.

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

Listing Agent: Sofia Lovinsky (407-376-1845)

Remarks: Welcome to 711 Centervale Drive in the heart of Celebration! This charming residence offers a perfect blend of comfort and style with spacious living areas, an inviting layout designed for everyday living and entertaining, and a private primary suite with a walk-in closet. Enjoy the convenience of an attached garage and extra storage, making daily living even easier. Ideally situated just minutes from Celebration’s vibrant downtown and close to Disney, this home provides easy access to world-class dining, shopping, golf, and entertainment. Residents enjoy a lifestyle filled with community pools, parks, walking trails, and top-rated schools, all within a beautifully designed master-planned community. With its prime location and timeless appeal, this property is a rare opportunity to experience the best of Central Florida living...... HOA WILL BE LOWERED FOR THE UPCOMING NEW YEAR ..PLEASE CALL FOR INFORMATION

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

Listing Agent: Ana Roman Rios (413-275-6565)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

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

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

Remarks: Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy with lazy river, water slides, tennis, pickleball, fitness center, Restaurants, and Three Championship Signature golf courses—designed by Arnold Palmer, Jack Nicklaus and Tom Watson. Tremendous opportunity to own and invest in the number one Resort in Orlando Florida. From the Resort, take the Disney shuttle which is just minutes away for endless memories that last lifetimes.. Come see what we have at Whitemarsh Cove in Reunion Resort.

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

Listing Agent: Tj Cosgrove (407-873-7011)

Remarks: SPECTACTULAR and SPACIOUS WATERFRONT Cottage at Margaritaville Resort Orlando in Premium Resort Location! This Home Features a PRIVATE POOL AND SPA, 5 Bedrooms, 5 Full Baths and 2 Half Baths with a A RARE PIE SHAPED LOT, HUGE SIDE YARD and Upgraded TILE Roof! Kitchen has a Large Island with Seating, Quartz Counter Tops, Tons of Counter Space and Cabinets. Dining Area has French Doors that Lead to the Patio with Pavers and Fenced in Pool Area with Sweeping Water Views. The Second Floor has Three Suites with One Bedroom Having Access to a Balcony. Laundry Closet with Side by Side High Capacity Washer and Dryer. The Third Floor has the Primary Suite with Balcony Access, Loft with Dry Bar and Seating Area and the 5th En Suite Bedroom. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

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

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: 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: 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)