Kissimmee/Celebration Homes with Gated Amenities

Kissimmee/Celebration Homes with Gated Amenities

Welcome to the enchanting region of Kissimmee and Celebration, Florida—where charming neighborhoods meet the magic of Central Florida! Nestled in Osceola County, Kissimmee is renowned for its vibrant atmosphere, rich history, and proximity to world-famous attractions such as Walt Disney World and Universal Studios. Just a stone's throw away, the picturesque town of Celebration offers a unique blend of small-town charm and modern conveniences, featuring tree-lined streets, delightful shops, and community events that foster a true sense of belonging.

For those seeking a serene living environment with added security, homes with gated amenities in Kissimmee and Celebration are an ideal choice. These exclusive communities offer not just safety but also a wealth of luxurious features and recreational facilities. Picture yourself unwinding by a sparkling pool, enjoying a game of tennis, or taking leisurely strolls through beautifully landscaped gardens—all within the comfort of your gated neighborhood.

The real estate market in this region boasts a diverse array of properties, from elegant single-family homes to stylish townhouses, catering to various lifestyles and budgets. Gated communities often provide additional perks such as fitness centers, clubhouses, and organized social activities, ensuring that residents can enjoy a vibrant lifestyle while feeling secure.

Embrace the enchanting lifestyle that Kissimmee and Celebration have to offer. With their warm climate, welcoming communities, and exceptional amenities, your dream home awaits in this magical corner of Florida! Explore the possibilities today and discover why so many choose to call this captivating region home.

Newest Kissimmee/Celebration Homes with Gated Amenities

$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$335,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 1 SubDv. ⋅ 34747 Zip Code
INVESTOR ALERT! TURNKEY! Welcome to 7602 Cabana Ct, located inside Reunion Resort in Florida. This ground-floor, three-bedroom, three-bathroom condo is sold fully furnished, fully equipped, and move-in ready for a new owner or vacation rental guests. The property features an ACTIVE GOLD MEMBERSHIP and comes with an established rental history along with future guest bookings already scheduled, giving you an active rental setup from day one. INTERIOR FEATURES: Fresh interior paint was completed throughout the home in June 2023. Custom plantation shutters are installed on every window, providing a clean look, light control, and easy care with no curtains to wash. The living area features power-reclining sofas purchased in Fall 2023, paired with newer furniture, modern decor, and clean linens throughout. KITCHEN AND DINING: The kitchen is well equipped with modern major appliances, all replaced recently including the refrigerator in June 2023, dishwasher in January 2024, stove in May 2024, and garbage disposal in July 2024. Generous cabinet space and a practical layout make daily cooking and guest hosting easy. BATHROOM UPGRADES: All three bathrooms feature functional, high-quality updates including updated plumbing fixtures and new toilets installed in June 2023, custom mold- and mildew-resistant master bathroom glass doors installed by Dixie Shower Doors in Fall 2023, and quiet LED exhaust fan and light combinations installed in the primary and main bathrooms. An extra matching fan and light kit is stored in the owner storage closet next to the front door, ready for the Jack-and-Jill bathroom when needed in the future. STORAGE AND UTILITIES: Storage is maximized throughout with custom closet builds in all three bedrooms. Outside, right next to the front entry door, you will find a dedicated locked storage closet featuring built-in shelving and interior lighting—ideal for owner lock-off supplies. MAJOR HOME SYSTEMS: The HVAC system was replaced in August 2021 and is currently covered under a service contract. An Ecobee smart thermostat is installed, allowing remote temperature settings from your phone app. The water heater was replaced in June 2023 and is currently under warranty and a service contract. SECURITY AND CONVENIENCE: A full Ring security system is installed and included. It features a battery backup power system, a front video doorbell, and a back porch security camera. The front doorbell camera clear view covers the entry and owner storage closet door for added security while away. THE RESORT LOCATION: Reunion Resort is known for world-class golf courses, a water park, swimming pools, on-site dining, and close distance to Central Florida attractions. Having the active Gold Membership on this property allows access to these resort amenities for owners and authorized guests. Whether you want a fully setup vacation rental asset, a personal getaway, or a turnkey full-time home in Reunion, this spacious 3/3 unit offers recent updates across every major system and low-maintenance living. Schedule your private showing today to tour 7602 Cabana Ct, Unit 101.

7602 Cabana Court Unit 101, Kissimmee
$640,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully designed 5 bedroom, 5.5-bath home offering nearly 3,000 square feet of living space in one of Central Florida's premier resort communities just minutes from Walt Disney World. A paver driveway and covered front entry create an inviting first impression as you step inside the bright, open floor plan designed for both everyday living and unforgettable vacations. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, where a large center island, abundant cabinetry, generous counter space, and breakfast bar seating create the perfect gathering place for family and guests. Large windows fill the home with natural light while maintaining an open, welcoming feel throughout. The thoughtfully designed layout features multiple bedroom suites, offering privacy and flexibility for large families, multi-generational living, or vacation guests. Upstairs, the spacious primary suite serves as a relaxing retreat with a walk-in closet and private ensuite bath, while the additional bedrooms are generously sized to comfortably accommodate everyone. Whether you're hosting weekend visitors or extended stays, this floor plan offers room for everyone to spread out and enjoy. Step outside to your own private backyard oasis featuring a screened lanai, sparkling pool, relaxing spa, and expansive paver patio—ideal for enjoying Florida's year-round sunshine, entertaining guests, or unwinding after a day at the nearby theme parks. Located within the gated Encore Resort at Reunion, owners and guests enjoy exceptional resort amenities including a water park with thrilling slides, resort-style swimming pools, splash areas, fitness center, sports courts, on-site dining, concierge services, and recreational activities. The location places you just minutes from Walt Disney World Resort, Disney Springs, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and convenient access to I-4, SR-429, and US-192, making travel throughout Central Florida quick and convenient. Whether you're searching for a full-time residence, vacation getaway, or short-term rental investment where permitted, this home offers the space, location, and resort lifestyle today's buyers are looking for. Don't miss the opportunity to own in one of the Orlando area's most sought-after vacation resort communities.

7685 Fairfax Drive, Kissimmee
$2,099,000
8 Beds ⋅ 10 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an extraordinary luxury residence nestled within the prestigious gated community of Reunion Resort, one of Central Florida's most sought-after destinations. Offering over 6,245 square feet of impeccably designed living space, this exceptional eight-bedroom, eight full bathroom and two half bathroom home has lovingly been upgraded, redecorated & renovated. This home combines elegant accommodation with world-class entertainment, making it the perfect primary residence, vacation home, or high-performing investment property. Designed for both relaxation and entertaining, the heart of the home is a stunning open-plan living area complemented by a fully equipped gourmet kitchen featuring premium appliances, an oversized breakfast bar with seating for six, and a spacious dining area accommodating twelve guests—ideal for hosting family gatherings and special occasions. The thoughtfully designed floor plan offers three luxurious primary suites on the ground floor, providing convenience and privacy, while the second floor features three additional king bedrooms and two spectacular themed children's rooms, which both have elaborate custom-built bunks that creates an unforgettable experience for younger guests. Entertainment has been taken to another level throughout the home. Enjoy movie nights in the private cinema with a large projection screen and ten reclining theatre chairs, challenge family and friends in the dedicated arcade featuring Skee-Ball, Air Hockey, Batman and Transformers arcade games, or unwind in the spacious loft games room complete with shuffleboard, foosball, arcade gaming, PlayStation 5 and Xbox. Step outside to your own private resort-style oasis over looking the golf course, where a sparkling swimming pool with a spillover spa is surrounded by expansive outdoor living spaces. Enjoy alfresco dining from the fully equipped summer kitchen, relax beneath the covered lanai, soak up the Florida sunshine on one of the loungers, or entertain family or friends with the outdoor pool and ping pong table. Practicality meets luxury with two fully equipped laundry rooms, each featuring full-size washers and dryers, ensuring effortless accommodation for large families and guests. Located within the award-winning Reunion Resort, owners and guests enjoy access to an exceptional range of luxury amenities, including three championship golf courses designed by legendary golfers, a spectacular water park, tennis courts, a state-of-the-art fitness centre, multiple restaurants, and an on-site Starbucks. The resort is just minutes from Walt Disney World and offers convenient access to Orlando's renowned attractions, shopping, dining, and Orlando International Airport. This remarkable home offers an exceptional opportunity to own one of Reunion Resort's premier luxury residences, combining sophisticated design, outstanding entertainment amenities, and an unrivaled resort lifestyle in one of Florida's most desirable communities. This property has membership enabling future owners to carry it over to access all of the 3 championship golf courses, the huge water park with a lazy river, tennis courts, amazing gym, and multiple restaurants. Please call me today to schedule a viewing.

7846 Palmilla Court, Reunion
$249,000
4 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Fully furnished and showcasing breathtaking pond views from the private screened-in balcony, this beautifully updated 4-bedroom, 2-bathroom condo is located on the third floor of the highly sought-after Legacy Dunes Resort. Enjoy no upstairs neighbors, soaring high ceilings, and one of the community's most desirable locations, offering the perfect blend of privacy, comfort, and resort-style living. Step inside to a bright, open floor plan featuring travertine tile throughout with brand new upgraded carpet in all closets, a bright living and dining area, and a beautifully upgraded kitchen with granite countertops, stainless steel appliances, including a brand-new dishwasher, and abundant cabinetry. Both bathrooms have been tastefully updated with modern vanities, while the interior laundry room with washer and dryer adds everyday convenience. Recent improvements include a new roof 2025 and a newer A/C system, providing added value and peace of mind. Whether you're searching for a primary residence, vacation home, or income-producing investment, this property offers endless possibilities. Legacy Dunes allows both short-term and long-term rentals, making it an exceptional opportunity for homeowners and investors alike. Residents enjoy outstanding resort-style amenities including two swimming pools, a renovated clubhouse, fitness center, tennis, pickleball, basketball and volleyball courts, BBQ and picnic areas, walking trails, playground, game room, and gated entry. The condo fee includes water, high-speed Wi-Fi, valet trash service, pest control, and exterior maintenance. Perfectly situated in the heart of the Four Corners/Kissimmee area, you're just minutes from Walt Disney World, championship golf, shopping, dining, major highways, and all of Central Florida's world-famous attractions. Rarely available, top-floor units with panoramic pond views, high ceilings, and no upstairs neighbors are among the most desirable units in Legacy Dunes. Schedule your private showing today!

8811 Dunes Court Unit 308, Kissimmee
$575,000
8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
$326,500
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this stunning 4-bedroom, 3-bathroom home located in the highly desirable Kissimmee area! Offering a spacious and thoughtfully designed layout, this property is perfect as a primary residence, vacation home, or investment opportunity. Step inside to find bright and open living spaces filled with natural light, creating a warm and inviting atmosphere for both everyday living and entertaining. The modern kitchen features ample cabinetry, generous counter space, and a seamless flow into the dining and family areas. The spacious primary suite provides a private retreat with an en-suite bathroom, while the additional bedrooms and bathrooms offer comfort and flexibility for family and guests. Enjoy outdoor living with a private backyard/patio area, ideal for relaxing or hosting gatherings. Conveniently located near major highways, shopping centers, restaurants, golf courses, entertainment, and other everyday amenities, this home combines comfort, style, and an excellent location. Whether you're looking for your next home or a fantastic investment property, this is an opportunity you won’t want to miss. Schedule your private showing today!

8956 California Palm Road, Kissimmee
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