Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of Florida’s natural beauty with the excitement of world-renowned attractions. Nestled just south of Orlando, Kissimmee is a haven for families, retirees, and everyone in between, offering a unique lifestyle that combines community spirit with endless recreational opportunities.

Kissimmee is known for its picturesque landscapes, featuring lush parks, serene lakes, and scenic trails, making it an ideal spot for outdoor enthusiasts. The city is also just a stone's throw away from iconic destinations such as Walt Disney World, Universal Studios, and the stunning beaches of the Atlantic Coast. With a rich tapestry of cultural experiences, dining options, and shopping venues, residents enjoy a dynamic lifestyle that caters to all preferences.

For those seeking a secure and luxurious living environment, Kissimmee boasts an array of homes with gated amenities. These exclusive communities offer not only peace of mind but also a sense of belonging. Imagine coming home to a beautifully designed property nestled within a gated enclave, where you can enjoy resort-style amenities such as swimming pools, fitness centers, and clubhouses—all within the comfort of your neighborhood.

Whether you’re looking for a family-friendly environment or a tranquil retreat, Kissimmee's gated communities provide the perfect backdrop for your dream home. Experience the charm of this enchanting city, where every day feels like a vacation, and your home is your sanctuary. Explore the possibilities in Kissimmee today, and embrace a lifestyle that truly has it all!

Newest Kissimmee Homes with Gated Amenities

1805 Lee Janzen Drive, Kissimmee
$550,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee
7608 Cabana Court Unit 303, Reunion
$284,900
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Ph 2 Condo SubDv. ⋅ 34747 Zip Code
***Platinum Membership Available***Location Location. Best priced condo in Reunion. Enjoy the peace and tranquility of your very own private home on the third floor located on 14th hole of the Watson course. This spacious 3-bedroom, 3 bath condo is located in Villas South of Reunion Resort and can be used as your very own primary residence or vacation home. Your new condo is just steps away from a spectacular Cabana Court pool. A/C is 2017. Water Heater is 2016. Newer Washer and Dryer. Reunion Resort offers 3 signature golf courses, tennis center, state of the art water park with lazy river, 12 community pools, 5 restaurant areas, playgrounds, organized activities and so much more. The resorts proximity to all of the major theme parks, especially Disney World, being just 6 miles away, makes this vacation community a top choice for visitors of all ages.Please note any property without a Resort membership may not be able to use any of the resort amenities.

7608 Cabana Court Unit 303, Reunion
2540 Folio Way, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Tapestry SubDv. ⋅ 34741 Zip Code
This is the one you’ve been waiting for. Beautifully updated, move-in ready, and offered at an exceptional value, this stunning Iris model by Mattamy Homes is located inside the highly sought-after, 24-hour guard-gated Tapestry community in Kissimmee. Built in 2016 and offering 1,824 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath PLUS A FLEX ROOM, perfect for a Home Office home delivers the space, style, location, and resort-inspired lifestyle buyers are looking for in Central Florida. FRESHLY PAINTED INSIDE AND OUT, the home feels bright, modern, and ready for its next owner. Step inside to an open and inviting floor plan filled with natural light, elegant tile flooring, and a seamless flow between the main living, dining, and kitchen areas perfect for entertaining, family gatherings, or simply enjoying everyday life. At the heart of the home is a beautiful contemporary kitchen featuring gorgeous cabinetry, quartz countertops, a stylish tile backsplash, stainless steel appliances, and a spacious center island. Whether you're preparing dinner, hosting friends, or enjoying your morning coffee, this kitchen combines functionality with the clean, modern look today’s buyers want. The spacious primary suite offers a private retreat with two walk-in closets and a well-appointed ensuite bathroom featuring dual vanities, a walk-in shower, and a relaxing garden tub. Two additional bedrooms provide flexibility for family, guests, or whatever best fits your lifestyle. And the lifestyle doesn’t stop at your front door. Living in Tapestry feels like having a resort in your own neighborhood. Residents enjoy a zero-entry resort-style pool, splash pad, clubhouse, state-of-the-art fitness center, yoga and movement studio, sports fields, playgrounds, BBQ areas, dog park, and scenic walking and biking trails—all within a secure, 24-hour guard-gated community. The location makes this home even more attractive. It is just a few steps away from Renaissance Charter School at Tapestry, serving grades K–8, and just minutes from The Loop shopping center, restaurants, entertainment, major highways, Orlando International Airport, and Walt Disney World Resort. This prime location puts schools, shopping, dining, and some of Central Florida’s most popular destinations within easy reach. Whether you're searching for your primary residence, a Florida second home, or an investment opportunity, this property stands out for its condition, location, amenities, security, and exceptional value in today’s market. Opportunities like this in Tapestry don’t come around often. Schedule your private showing today and see why this home deserves to be at the top of your list. ***SOME PHOTOS WITH FURNITURE HAVE BEEN VIRTUALLY STAGED FOR ILLUSTRATIVE PURPOSES ONLY, PROPERTY OFFERED UNFURNISHED***

2540 Folio Way, Kissimmee
2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee
1200 Wynstone Way, Reunion
$1,710,000
7 Beds ⋅ 6 Baths ⋅ Reunion West Village 03b SubDv. ⋅ 34747 Zip Code
Discover an exceptional 7-bedroom, 6-bath custom home in one of the most private and sought-after locations within Reunion Resort. From the impressive private driveway and covered entrance, double front doors open to a stunning foyer filled with natural light, elegant fixtures, mirrored accents, and views extending through to the pool area. Designed for both luxury living and entertaining, the home features spacious accommodations throughout, a formal dining room, and an expansive open living area with windows and patio doors spanning the entire rear of the home, creating an effortless connection between the interior and the beautifully landscaped outdoor space. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, gas range, double ovens, center island, breakfast bar, and a charming breakfast nook with bay windows overlooking the pool and surrounding garden views. Step outside to your private, fully enclosed pool area featuring a generous covered patio, sparkling pool and spa, and a summer kitchen—perfect for relaxing or entertaining family and guests. Entertainment is a major highlight, with a dedicated theater room featuring seating for 10, plus a fully equipped game room with pool table and foosball. Each of the seven bedrooms is generously sized, including a memorable themed Harry Potter bedroom that is sure to be a favorite with guests. Located within the prestigious gated community of Reunion Resort and with a transferable Reunion Resort membership, residents can enjoy access to an array of resort amenities, including three championship golf courses, water park, restaurants, and more. The property is also conveniently located minutes from Walt Disney World. Offered fully furnished this property is an attractive turnkey opportunity for those seeking a luxury vacation home, investment property, or both. Schedule your private showing today!

1200 Wynstone Way, Reunion
4622 Cabalerro Trail, Kissimmee
$355,900
3 Beds ⋅ 2 Baths ⋅ Brighton Landings Ph 1 SubDv. ⋅ 34758 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath home in the gated community of Brighton Landings, featuring beautiful lake views and a peaceful setting. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, while the open living and dining areas create a welcoming space for everyday living and entertaining. The spacious primary suite featuring a large walk-in closet. Sliding glass doors open to the large, fully fenced backyard, where you can relax and enjoy the peace and quiet from your own private outdoor space. Major updates include a NEW ROOF (2022), NEW HVAC (2022), NEW STORM WINDOWS/DOOR (9/2026). The property also offers a spacious 2-car garage, beautifully landscaped exterior and lush greenery. Residents of Brighton Landings enjoy resort style amenities, including a community swimming pool, volleyball court, and playgrounds. Conveniently located near shopping, restaurants, schools, major highways, and just minutes from Disney attractions. Don't miss the opportunity to own a move-in-ready home with beautiful lake views in a desirable. Schedule your private showing today!

4622 Cabalerro Trail, Kissimmee
7904 Spectrum Drive, Kissimmee
$385,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Ph 2 SubDv. ⋅ 34747 Zip Code
EXPERIENCE THE ULTIMATE REUNION RESORT LIFESTYLE! STUNNING WATER VIEWS, WORLD-CLASS AMENITIES & EXCEPTIONAL INVESTMENT POTENTIAL! Welcome to 7904 Spectrum Drive, a beautifully designed 2024-built END-UNIT TOWNHOME in the prestigious, guard-gated Reunion Resort community, where luxury, recreation, and convenience come together in one extraordinary destination! Offering 3 spacious bedrooms, 2.5 bathrooms, 1,670 square feet of thoughtfully designed living space, and an attached one-car garage, this impressive residence features high ceilings, abundant natural light, and an inviting open-concept floor plan that seamlessly connects the living, dining, and kitchen areas; perfect for entertaining or relaxing after a day of enjoying Central Florida's attractions. The well-appointed kitchen features solid wood cabinetry, ample storage, and a full appliance package, while the second floor offers a comfortable primary suite, two additional bedrooms, and a convenient laundry closet with a washer and dryer. Enjoy tranquil water views and the added appeal of a desirable end-unit location, creating an inviting setting for both everyday living and vacation escapes. THE REUNION RESORT LIFESTYLE IS TRULY EXCEPTIONAL! Residents enjoy access to an unparalleled collection of world-class amenities, including THREE CHAMPIONSHIP GOLF COURSES designed by legends Jack Nicklaus, Arnold Palmer, and Tom Watson; a spectacular 5-ACRE WATER PARK featuring a lazy river; SEVEN SWIMMING POOLS; a fitness center; tennis center; pickleball courts; miniature golf; and an impressive selection of on-site restaurants and dining experiences. Whether you're an avid golfer, enjoy relaxing poolside, or love an active resort lifestyle, Reunion offers something for everyone! LOCATION IS EVERYTHING! Just approximately 10 minutes from Walt Disney World and 20 minutes from Universal Orlando Resort, this exceptional property places you near world-famous theme parks, shopping, dining, entertainment, and championship golf, with convenient access to I-4, SR 417, and SR 429. FLEXIBILITY MEETS OPPORTUNITY! Whether you're seeking a PRIMARY RESIDENCE, a LONG-TERM RENTAL INVESTMENT, or a SHORT-TERM VACATION RENTAL, this versatile property offers exciting possibilities for personal enjoyment and potential income generation. With its modern construction, desirable water views, extensive resort amenities, and outstanding location in one of Central Florida's premier vacation destinations, this gorgeous townhome presents an exceptional opportunity to own a piece of the Florida resort lifestyle. DON'T JUST VACATION IN PARADISE—OWN IT! SCHEDULE YOUR PRIVATE SHOWING TODAY!

7904 Spectrum Drive, Kissimmee
2938 Salted Rim Road, Kissimmee
$598,000
4 Beds ⋅ 5 Baths ⋅ Rolling Oaks Ph 6b SubDv. ⋅ 34747 Zip Code
Welcome to Paradise! This beautifully furnished 4-bedroom, 4.5-bath luxury home is located in Margaritaville Resort Orlando. With a spacious, light-filled open-concept design, the home showcases a stylish tropical resort-style setting, elegant furnishings and a fully equipped kitchen with stainless steel appliances. The primary suite and additional bedrooms provide comfortable accommodations for residents and guests, while private balconies and a fully fenced yard provide inviting spaces to relax and enjoy the Florida lifestyle. Conveniently located just minutes from Orlando’s world-famous attractions, restaurants, shopping and entertainment. Whether you’re looking for a short-term rental, vacation home, or full-time residence, this beautiful property presents an exceptional opportunity in one of Orlando’s sought-after resort communities.

2938 Salted Rim Road, Kissimmee
8930 Shine Drive, Kissimmee
$289,000
3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
Townhouse with 3 bedrooms and 2 bathrooms in West Lucaya Village, minutes from Disney, Margaritaville Resort and Sunset Walk. The property is delivered in excellent condition, fully furnished with very good quality furniture - ready both to move in and to continue operating as a short-term rental, with active and current STR license. Kitchen with stainless steel appliances and granite countertop, open-plan living/dining room, large bedrooms with good finishes. The community has a pool, clubhouse and gym. Built in 2018 and very well maintained. An ideal opportunity for both investors and those looking for their next home minutes from the parks.

8930 Shine Drive, Kissimmee
2985 Buccaneer Palm Road, Kissimmee
$522,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 3a SubDv. ⋅ 34747 Zip Code
Minutes from Walt Disney World Resort and Disney’s Animal Kingdom, this fully furnished 5-bedroom, 5-bath vacation home in the gated Paradise Palms Resort offers an exceptional combination of location, comfort, and resort-style amenities. The community is also convenient to Lake Davenport, restaurants, shopping, and major roadways including US-192 and FL-429. With no rear neighbors, the home features an open-concept layout, a fully equipped kitchen with quality cabinetry and stone countertops, and sliding doors opening to a spacious outdoor living area. Enjoy a private heated, covered pool and spa for year-round relaxation. Paradise Palms offers an impressive clubhouse with a large resort pool, waterslide, waterfall, fitness center, movie theater, tennis and basketball courts, game room, playground, and tiki bar. An excellent opportunity for a vacation home, short-term rental, second home, or primary residence.

2985 Buccaneer Palm Road, Kissimmee
2501 Hassonite Street, Kissimmee
$290,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Spacious 3-bedroom, 2.5-bath townhouse for rent in the heart of Kissimmee. This well-maintained home offers a bright, comfortable interior with a functional layout that separates the living and private areas, giving everyone room to relax and gather. Unbeatable location: supermarkets and pharmacies are directly across the street, and major highways are minutes away for easy commutes to Orlando, the theme parks, shopping, dining, and employment centers. A move-in-ready rental with comfort and convenience in a central Kissimmee location. Schedule your showing today!From Florida’s Turnpike, take Exit 244 to US-192 E. Turn onto Amber Pointe Blvd, enter the gated community, then turn onto Hassonite St. Property is located at 2501 Hassonite St.

2501 Hassonite Street, Kissimmee
2500 Avian Loop, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome to 2500 Avian Loop, a spacious 4-bedroom, 2.5-bath home located in the desirable Tapestry community of Kissimmee. Built in 2020 and offering 2,170 square feet of living space, this single-story home features a bright, open layout with high ceilings, ceramic tile throughout the main living areas, and plenty of room to gather and entertain. The kitchen opens to the living area and features solid-surface countertops, solid wood cabinetry, a large center island, stainless steel appliances, and generous storage. The spacious primary suite includes a tray ceiling, large walk-in closet, and en-suite bath with dual sinks, soaking tub, and separate shower. Three additional bedrooms provide flexibility for guests, a home office, or additional living space. Step outside to the screened lanai overlooking the fully fenced backyard—perfect for relaxing or enjoying the Florida weather. Additional features include an attached two-car garage, indoor laundry area, and a convenient single-level floor plan. Tapestry offers community amenities including a pool and playground, along with 24-hour guard service. Conveniently located near shopping, dining, major roadways, and all that Central Florida has to offer. Schedule your private showing today!

2500 Avian Loop, Kissimmee
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