Kissimmee/Celebration Real Estate

Kissimmee/Celebration Real Estate

Welcome to Kissimmee and Celebration, two enchanting communities nestled in the heart of Osceola County, Florida. Known for their vibrant atmosphere and rich cultural heritage, these areas offer an unparalleled blend of excitement and tranquility, making them ideal for families, retirees, and anyone looking to embrace the Florida lifestyle.

Kissimmee, a city steeped in history, is renowned for its close proximity to world-famous attractions such as Walt Disney World Resort and Universal Studios. With its picturesque lakes and lush landscapes, outdoor enthusiasts can indulge in a myriad of recreational activities, from fishing and boating to hiking and biking. The city boasts a lively downtown area filled with charming shops, delectable dining options, and a bustling farmer's market that showcases the best of local produce and crafts.

Just a stone's throw away lies Celebration, a master-planned community that captures the essence of small-town charm. Originally developed by The Walt Disney Company, Celebration features beautiful tree-lined streets, stunning architecture, and a strong sense of community. Residents enjoy access to well-maintained parks, scenic walking trails, and a vibrant town center that hosts seasonal events and festivals throughout the year.

Both Kissimmee and Celebration offer a diverse range of real estate options, from cozy single-family homes to luxurious waterfront properties. With a warm climate year-round, friendly neighborhoods, and an abundance of entertainment and leisure activities, this region is a perfect place to call home. Discover the magic of Kissimmee and Celebration, where every day feels like a vacation!

Newest Listings in Kissimmee/Celebration

$275,000
3 Beds ⋅ 2 Baths ⋅ Heritage Crossing Condo Ph 12 SubDv. ⋅ 34747 Zip Code
Welcome to your ideal resort-style sanctuary with Golf view on two private balconies ideal spots to take in Florida sunsets located in the gated community of Heritage Crossing at Reunion, on the desirable 1st floor, this fully remodeled 3-bedroom, 2-bathroom ground-level condominium offers an open floor plan with elevated finishes throughout. Step inside to find brand-new luxury vinyl flooring across the entire home with zero carpet, elegant crown molding, fresh interior paint, and stone countertops. The primary suite serves as a true retreat featuring a completely updated primary bathroom with custom, top-tier finishes, a lavish soaking tub, and a modern separate shower. Enjoy complete peace of mind and maximum energy efficiency thanks to the brand-new A/C system recently replaced in 2026. This turnkey unit features no minimum lease period, making it fully Airbnb and short-term rental ready. Residents and guests enjoy 24-hour guarded gate security, community pools, a clubhouse, fitness center, park, playground, and tennis courts. Optional Reunion Resort membership transfers available to grant full access to 3 world-class championship golf courses, a 5-acre waterpark, pickleball, and additional resort amenities. Bring all offers to own in one of Kissimmee's premier resort destinations!

7655 Heritage Crossing Way Unit 102, Kissimmee
$399,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 3a & 3b SubDv. ⋅ 34747 Zip Code
Beautiful fully furnished 3-bedroom, 2.5-bath condominium located in Spectrum at Reunion. This 1,491 sq ft residence offers a spacious open-concept layout, a well-appointed kitchen, comfortable living and dining areas, and is being sold turnkey with furniture, furnishings, window treatments, decorative items, and kitchen appliances currently in the unit. Enjoy the resort-style lifestyle of Reunion with access to community amenities including gated access, fitness center, pool, playground, tennis courts, restaurant options, sidewalks, and golf community surroundings. Conveniently located near Walt Disney World, shopping, dining, and major Central Florida attractions. The community offers short-term rental flexibility subject to current HOA, management, county, and licensing requirements. Excellent opportunity as a vacation home, second home, or investment property. Buyer to independently verify all HOA fees, rental restrictions, licensing requirements, CDD, amenities, measurements, and community rules.

7770 Sandy Ridge Drive Unit 113, Kissimmee
$2,500,000
7 Beds ⋅ 10 Baths ⋅ Reunion West Fairways 17 & 18 SubDv. ⋅ 34747 Zip Code
Exceptional luxury, privacy, and rental appeal await in Reunion Resort’s prestigious Bear’s Den Club. Set on a rare oversized homesite with no rear neighbors and a private park directly behind the property, this fully furnished seven-bedroom residence offers one of the most desirable settings in the community. Professionally designed for unforgettable guest experiences, the home features immersive custom-themed bedrooms, multiple king suites, two creative bunk rooms, a state-of-the-art home theater, a spacious loft with billiards, and a dedicated arcade. The open-concept living area flows seamlessly outdoors to a private pool and spa, covered dining area, and fully equipped summer kitchen—perfect for entertaining and enjoying the Florida sunshine. Located just minutes from Walt Disney World and Orlando’s premier attractions, Bear’s Den offers access to Reunion Resort’s world-class golf courses, dining, tennis, water park, fitness center, and concierge services. An active Reunion Club membership is available, providing immediate access to the resort’s extensive amenities. Whether you’re looking for a luxury vacation retreat or a standout investment property designed to accommodate large groups, this home delivers an exceptional combination of location, entertainment, privacy, and resort living. Be sure to view the video tour!

1063 Jack Nicklaus Court, Kissimmee
$699,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Private Wooded Lot | 8 Bedrooms | 6 Bathrooms | Pool & Spa | Fully Furnished Discover the perfect blend of comfort, privacy, and resort-style living in this beautifully furnished 8-bedroom, 6-bathroom home located in the sought-after Windsor at Westside community. Set on an oversized lot with no rear neighbors, the property enjoys a peaceful wooded backdrop that creates a private and relaxing atmosphere. The expansive screened-in lanai is ideal for enjoying the Florida lifestyle, featuring a heated private pool and spa with plenty of deck space for lounging, outdoor dining, and entertaining. The tranquil wooded setting provides a beautiful backdrop for relaxing mornings and evenings by the pool. Inside, the home offers a spacious open-concept floor plan with plenty of room for large groups and vacation guests. The well-appointed kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and a large center island with seating. The adjoining dining area comfortably accommodates up to 12 guests, making it ideal for shared meals and gatherings. The first-floor primary suite offers a private retreat with two walk-in closets and a spacious en-suite bathroom featuring a soaking tub and separate walk-in shower. The bathroom also provides convenient direct access to the pool area. A separate queen bedroom with luxury vinyl plank flooring is also located on the first floor. A generously sized laundry room is conveniently located near the two-car garage, which has been converted into an additional game and entertainment area, providing even more space for recreation and relaxation. Upstairs, the home features two additional primary suites, each with a private en-suite bathroom and walk-in shower, along with several additional bedrooms. The themed bedrooms, including Disney and Star Wars-inspired rooms, add a distinctive vacation atmosphere throughout the home. The oversized loft is another major highlight, offering a dedicated entertainment area complete with a built-in wet bar and a variety of games. It provides an excellent space to gather, relax, and enjoy time together between outings. Windsor at Westside is one of Central Florida's popular resort communities, offering an impressive selection of amenities including a clubhouse, resort-style pool, lazy river, bar and restaurant, game room, and additional recreational facilities. With its oversized private lot, wooded rear view, heated pool and spa, 8 bedrooms, 6 bathrooms, multiple entertainment areas, and full furnishings, this property is an excellent opportunity for a vacation rental investment, second home, or Florida retreat. Schedule your private showing today and experience everything this exceptional Windsor at Westside home has to provide.

8879 Qin Loop, Kissimmee
$320,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Luxury living in the heart of Reunion. Unit 407 at Reunion Grande is a fully furnished lock-and-leave condo with Club Membership available. Steps from 7593 Chophouse, Eleven rooftop lounge, and the Sushi Bar in the lobby — the energy that makes Reunion Grande the heartbeat of the resort. From your private balcony, watch Disney paint the sky with fireworks each evening — a view that makes every night memorable. This unit is fully furnished and easy to show. Schedule a showing of 407 before this opportunity is gone.

7593 Gathering Drive Unit 407, Kissimmee
$549,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished and turnkey 6-bedroom, 4.5-bath vacation home located in the highly desirable gated Solara Resort community in Kissimmee! Built in 2020 and offering 2,987 square feet of living space, this spacious two-story property is thoughtfully designed for both comfortable family living and memorable vacation stays. Step inside to an inviting open-concept floor plan featuring spacious living and dining areas, a large kitchen with stone countertops, stainless-steel appliances, ample cabinetry, and a convenient eat-in area. The main-floor primary suite provides added privacy and convenience, while the additional bedrooms provide plenty of space for family and guests. This house also features crown molding, ceramic tile and carpet flooring, window treatments, walk-in closets, a dedicated laundry area with washer and dryer, and multiple entertainment spaces. One of the highlights is the private outdoor oasis! Enjoy Florida living year-round with a screened-in, heated private pool and in-ground spa, surrounded by a child-safety fence and complemented by convenient outdoor bathroom access. The fenced backyard provides a relaxing setting for enjoying the Florida sunshine, entertaining guests, or unwinding after a day at the area's world-famous attractions. The property is located within Solara Resort, a gated resort-style community offering an impressive collection of amenities, including a grand clubhouse, resort-style heated pool, fitness center, restaurant/ bar, coffee lounge, playgrounds, basketball and tennis courts, soccer field, sand volleyball, walking trails, recreational areas, spa/hot tub, game room and additional entertainment facilities. The community also provides 24-hour guarded security, internet, cable TV, recreational facilities, grounds/structure maintenance, sewer and trash services as part of the association services, subject to HOA terms and conditions. Located in the heart of the Kissimmee vacation corridor, this home offers convenient access to Walt Disney World, Disney Springs, Universal Orlando, SeaWorld, International Drive, major highways, shopping, dining, and entertainment. The community's resort-style amenities and proximity to Orlando's major attractions make this property particularly appealing as a primary residence, second home, vacation property, or investment opportunity. Don't miss this opportunity to own a spacious, fully furnished vacation-style home with a private pool and spa in one of Central Florida's sought-after resort communities. Schedule your private showing today!

8937 Amelia Downs Trail, Kissimmee
$610,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
PRIME SHORT-TERM RENTAL INVESTMENT — STEPS FROM THE CLUBHOUSE! CORNER LOT! This is the kind of location and amenity package that short term rental guests search for and book again and again. Immerse yourself in luxury with this fully professionally furnished home (included). Fully professionally furnished and turnkey, this home is ready to generate income from day one. Get ready to be captivated by its charm and countless features! Situated on an impressive corner lot, this property offers an unparalleled proximity to the magnificent clubhouse. Perched on a premium corner lot just steps from the multimillion-dollar clubhouse, this property gives every guest instant access to resort-caliber amenities that set your listing apart: a sprawling soccer field, playground, multiple pools, an on-site restaurant, a state-of-the-art gym overlooking a shimmering pool and pond, a cozy communal bonfire area, and — the ultimate guest magnet — a SURF SIMULATOR guests won't find anywhere else nearby.

9001 Egret Mills Terrace, Kissimmee
$595,000
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 6 SubDv. ⋅ 34747 Zip Code
Windsor Hills Resort – Turnkey Short-Term Rental Investment or Dream Vacation Retreat. Looking for a proven income-producing short-term rental or your own private slice of Orlando magic. This fully furnished Windsor Hills Resort home checks every box for investors and vacation-home buyers alike — turnkey, upscale, and ready to generate returns from day one. The bright, open-concept living area brings together the kitchen, dining, and family room, creating an ideal space for gathering with family and friends. Large sliding doors open to the private screened lanai and pool area, filling the home with natural light and enhancing indoor-outdoor living. The kitchen features stainless steel appliances, granite countertops, bar seating, and ample cabinetry—perfect for casual meals or hosting. The thoughtful layout makes entertaining easy and enjoyable. The first floor also includes a themed game room complete with air hockey, foosball, pool table, arcade games, and comfortable seating, providing fun for all ages. This home is move-in or rental ready, making it an excellent primary residence, vacation home, or income-producing property. Don’t miss this opportunity to own a beautifully maintained Solara Resort home with exceptional features and strong appeal. Schedule your showing today.

7745 Teascone Boulevard, Kissimmee
$515,000
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
4-Suite Villa at Magic Village Views The Ultimate Disney-Adjacent Investment & Vacation Oasis Step into elevated resort living with this fully furnished villa located inside the gated community of Magic Village Views. Situated less than 2 miles from Disney’s Animal Kingdom and close to Orlando’s top dining and entertainment districts, this residence offers an exceptional blend of modern sophistication, effortless comfort, and turnkey rental potential. The Home Designed with a clean, contemporary aesthetic, this spacious 4-bedroom, 4.5-bathroom "Columbia" floor plan is built for high-end relaxation and entertaining. Bright interior spaces and premium finishes set the tone throughout. 4 Private En-Suites: Each bedroom serves as its own quiet retreat, featuring a private, spa-inspired bathroom for ultimate guest convenience. Open-Concept Living: Soaring floor-to-ceiling windows flood the main living area with natural light, seamlessly connecting the indoor lounge to the outdoor patio. Gourmet Kitchen: Fully equipped with stainless steel appliances, sleek cabinetry, quartz counter space, and a breakfast bar for casual dining. Covered Patio: A private outdoor patio space perfect for morning coffee, lounging in the Florida sun, or unwinding after a day at the parks. Resort Amenities Owners and guests enjoy access to "The Magic Way" service—a full-service resort ecosystem with top-tier amenities: On-Site Dining: Enjoy elevated fusion cuisine right in the community at Japa Sushi. Resort-Style Pool: Large heated swimming pool, hot tub, and expansive sun deck open year-round. Active Recreation: Fully equipped fitness center, tennis court, and beach volleyball court. Concierge & Guest Services: Front desk service, park ticket assistance, and an activity room. Peace of Mind: 24-hour manned security gate and professional on-site property management. The Opportunity Ideal as a private retreat or a revenue-generating vacation property, this villa combines a prime Orlando location with high-demand resort features. Elevate your portfolio with a turnkey asset in one of the region's top destination communities. Schedule your private showing today and step into the Orlando resort lifestyle!

7521 Brooklyn Drive, Kissimmee
$515,000
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
Spacious & Elegant 4-Suite Villa at Magic Village Views Luxury Resort Living Under 2 Miles from Disney Discover the perfect blend of high-end resort living and proven short-term rental performance with this fully furnished residence in the prestigious, gated Magic Village Views community. Located at 7544 Brooklyn Dr, this villa is positioned just minutes from Disney’s Animal Kingdom and Orlando’s premier entertainment corridors. The Residence Featuring the sought-after Columbia floor plan, this impeccably maintained property is designed for effortless hosting and maximum guest comfort: 4 Private En-Suites: Flexible multi-suite layout featuring 1 full suite on the main level and 3 full suites upstairs, plus an additional main-floor half bath for guests. Covered Summer Kitchen: Outdoor patio with a built-in BBQ station, ideal for outdoor dining. Modern Design & Upgrades: Open-concept living room with floor-to-ceiling windows, a fully equipped gourmet kitchen with stainless steel appliances, premium furnishings, and complete starter-to-finish amenities. Guest Capacity: Generously accommodates up to 10 guests. World-Class Resort Amenities On-Site Dining: Acclaimed Japa Sushi restaurant located right inside the community. Recreation & Wellness: Heated resort-style pool, hot tub, fitness center, tennis court, and beach volleyball court. Concierge & Guest Services: 24-hour manned security gate, front desk assistance, kids' playroom, and on-site property management. The Opportunity Whether configured as a personal vacation getaway or an income-generating vacation rental, this property delivers a turnkey solution in one of Central Florida's highest-demand tourism corridors. Contact today to schedule a private walkthrough or to request rental history details!

7544 Brooklyn Drive, Kissimmee
$419,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code
ONE OF THE CLOSEST TOWNHOMES TO THE CLUBHOUSE! Located directly across the street, this exceptional 3-bedroom, 3-bathroom townhome offers one of the most convenient locations within the highly sought-after Windsor Hills Resort. Guests can enjoy a quick and easy walk to the clubhouse and resort amenities—an especially desirable feature for vacation rental guests. Welcome to a beautifully furnished vacation home just minutes from Walt Disney World! From the moment you step inside, you'll find a home designed to create a memorable Disney vacation experience. The spacious living room features a fun Disney-inspired theme, while the Toy Story-themed bedroom is sure to be a favorite among younger guests. The first-floor primary suite adds even more character with an exciting Incredibles theme. The open-concept kitchen, dining, and living area creates a comfortable gathering space for families to relax and spend time together after a day at the parks. A first-floor bedroom with a private bathroom provides added convenience and accessibility, while the upstairs ensuite bedroom offers additional privacy for guests. Durable flooring throughout the home eliminates carpet maintenance, making it especially well suited for a short-term rental. Step outside to the private screened-in lanai and enjoy the south-facing heated private pool, an ideal spot to relax and soak up the Florida sunshine year-round. As a guest or owner at Windsor Hills Resort, you'll have access to an impressive collection of resort-style amenities, including a lagoon-style pool, water park, water slides, movie theater, fitness center, arcade/game room, sports courts, playgrounds, onsite convenience store, bar and grill, and more. And the location is hard to beat. You're just minutes from Walt Disney World, with convenient access to Universal Orlando, shopping, restaurants, and countless Central Florida attractions. Whether you're looking for a vacation home, second home, or short-term rental investment, this property combines one of the best locations within Windsor Hills, themed interiors, a private south-facing pool, and strong guest appeal. Don't miss the opportunity to own one of the closest townhomes to the Windsor Hills clubhouse! Schedule your private showing today.

2592 Maneshaw Lane, Kissimmee
$4,300,000
7 Beds ⋅ 9 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Welcome to 1196 Castle Pines Court, an exceptional fully furnished 7-bedroom, 7-full-bath, 2-half-bath golf-front residence located within the exclusive gated Reunion Resort. Completely remodeled in 2025, this impressive home offers approximately 6,900 square feet of air-conditioned living space and 8,971 total square feet, combining sophisticated contemporary design with incredible spaces for entertaining. The newly redesigned kitchen showcases custom cabinetry, a walk-in pantry and a brand-new DACOR appliance package, opening seamlessly to the home’s expansive living areas. The main living room makes a dramatic statement with a large-format porcelain feature wall, custom millwork and electric fireplace. Throughout the home, the 2025 renovation continues with beautifully remodeled bathrooms featuring large-format porcelain tile, custom floating vanities with integrated sinks and sensor lighting, along with custom closets and elevated architectural finishes. A striking custom entryway features detailed millwork, large-format slabs and smoked-gray glass railing. Designed for entertaining on every level, the home features a dedicated Control4 theater with custom millwork and padded wall treatments, under-counter refrigerator and snack bar. A separate bonus room is ready for an arcade or gaming space, while the second-floor loft offers an additional sitting and TV area with billiard table. Outdoors, enjoy a private resort-style pool, expansive entertaining areas and a summer kitchen, all overlooking the 5th hole of Reunion’s Jack Nicklaus Signature Golf Course. The home is also equipped with a Culligan HANS whole-home reverse-osmosis system and is being offered fully furnished. Located within the gated Reunion Resort, residents and guests can enjoy an extensive collection of resort amenities, including championship golf, multiple dining options, tennis, miniature golf, water-park attractions and a lazy river. The home currently has an active Reunion membership. With its extensive 2025 renovation, designer finishes, entertainment spaces, golf-course setting and turnkey furnishings, 1196 Castle Pines Court offers a distinctive opportunity to experience the Reunion Resort lifestyle.

1196 Castle Pines Court, Kissimmee
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