Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of theme parks with the tranquility of suburban living. Nestled just south of Orlando, Kissimmee is renowned for its rich history, picturesque landscapes, and a plethora of recreational activities. With its close proximity to world-famous attractions like Walt Disney World and Universal Studios, Kissimmee offers an unparalleled lifestyle for families and adventure seekers alike.

One of the standout features of Kissimmee is its diverse array of homes, particularly those nestled within gated communities. These homes provide not just a residence but a lifestyle marked by security, exclusivity, and community. Imagine waking up each day in a beautifully designed home surrounded by lush greenery and well-maintained landscapes, all within a safe, gated environment.

Gated amenities in Kissimmee often include resort-style pools, fitness centers, playgrounds, and walking trails, making it easy to enjoy an active, engaging lifestyle. Whether you’re hosting a summer barbecue by the pool or enjoying a peaceful evening stroll through your neighborhood, these communities foster a sense of belonging and camaraderie among residents.

The charm of Kissimmee extends beyond its homes. The city boasts a rich cultural scene, with local festivals, farmers' markets, and an array of dining options that cater to every palate. With its warm climate, friendly community, and endless entertainment options, Kissimmee is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting city today!

Newest Kissimmee Homes with Gated Amenities

$349,900
3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 4 SubDv. ⋅ 34741 Zip Code
Modern upgrades and resort-style living come together in this beautifully refreshed 3-bedroom, 2.5-bath townhome, built in 2018 and located within Tapestry’s sought-after 24-hour guard-gated community. Freshly painted throughout, including the front door, the home features recessed daylight LED lighting and stylish vinyl plank flooring extending from the staircase across the entire second floor, creating a clean, cohesive finish with no carpet anywhere. The open-concept main level seamlessly connects the kitchen, dining and living areas for effortless everyday living and entertaining. Stainless steel appliances complement the kitchen, which overlooks the spacious family room, while a convenient half bath completes the first floor. Upstairs, the private primary suite offers its own en-suite bathroom, while two additional bedrooms share a second full bath. The versatile loft provides the perfect setting for a home office, media space or second living area and opens directly onto a spacious balcony where you can unwind while enjoying spectacular sunset skies, along with a peaceful side glimpse of the nearby lake in the distance. Additional highlights include a 2-car garage and access to Tapestry’s impressive amenities: clubhouse, zero-entry resort pool, water slide, splash pad, fitness center, playground, dog park, BBQ areas, event spaces, parks and walking trails. Minutes from The Loop, Publix, Costco, shopping, dining and entertainment, with convenient access to Osceola Parkway, Florida’s Turnpike, SR 417, Orlando International Airport and Central Florida’s world-famous attractions. Contemporary style, thoughtful improvements, flexible living space and an outstanding location make this a Tapestry opportunity you will not want to miss. Schedule your private showing today!

2615 Giardino Loop, Kissimmee
$300,000
4 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Four bedrooms in a condo is already hard to find. Add in two garages, two covered carports and two private storage units, and this one starts to look a whole lot different from the typical condo. Located on the second floor inside gated Legacy Dunes, this renovated 4-bedroom, 2-bath unit has no carpet, with LVP flooring throughout. The kitchen has been updated with white shaker-style cabinetry, a Samsung® stainless steel appliance suite including a Flex Duo range, plenty of counter space and a breakfast bar that opens to the main living area. The living and dining spaces flow together nicely, with sliding doors leading out to a screened balcony for a little extra room to sit outside and enjoy the Florida weather. The primary bedroom has its own private bath and walk-in closet, and one of the three additional bedrooms has a walk-in closet of its own. With four bedrooms total, there’s plenty of flexibility for family, guests or a home office. There’s also an interior laundry room. Legacy Dunes is gated and packed with amenities, including two community pools, a clubhouse, fitness center, game room, tennis, pickleball and basketball courts, sand volleyball, playground, walking trails, BBQ areas and a golf practice area. Short-term rentals are permitted too, giving you options whether you’re looking for a primary home, Florida getaway or investment property. And the location makes that flexibility even better. You’re just off US-192, approximately four miles from Disney property, with Margaritaville Resort Orlando, Sunset Walk and Island H2O nearby, plus plenty of restaurants, shopping and entertainment along the 192 corridor. You’ll also have easy access to SR-429, Hwy 27 and I-4 when you need to get anywhere else in Central Florida. Renovated, four bedrooms, no carpet, two garages, two covered carports and two private storage units. Add in a gated community with a seriously good amenity lineup and a location minutes from some of Central Florida’s biggest attractions, and this is a whole lot more than your typical condo.

8809 Dunes Court Unit 202, Kissimmee
$489,900
5 Beds ⋅ 5 Baths ⋅ Formosa Valley SubDv. ⋅ 34747 Zip Code
Beautiful 2-story vacation home featuring 5 bedrooms and 4.5 bathrooms, ideally located just minutes from Walt Disney World Resort. Fully furnished and tastefully decorated, this home offers a bright open-concept layout with a spacious living area, dining room, and a modern kitchen with granite countertops, stainless steel appliances, and a large breakfast bar. The thoughtfully designed floor plan comfortably accommodates larger families and groups, making it an excellent choice as a primary residence, vacation home, or income-producing short-term rental. Step outside to your private backyard featuring a refreshing pool and patio, perfect for relaxing after a day at the parks. Located in a resort-style community with outstanding amenities, including a clubhouse and community pool, and just minutes from shopping, dining, entertainment, and major attractions. Don't miss this incredible opportunity to own a beautiful vacation home in the heart of Central Florida.

7965 Formosa Valley Place, Kissimmee
$176,950
2 Beds ⋅ 1 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Two bed one bath with conservation view.** Luxury Living in Gated Community of Legacy Dunes **. HOA Includes Water, wi fi ,trash collection. Open living room with a private screened patio. This unit is located in a gated community with resort style amenities, lush landscaping and beautiful ponds. The Condominium features 2 fantastic Pools, one heated, Large recently remodeled Clubhouse, Tots Play Zone, Barbeque Area, Extensive refurbished Fitness Center, Gated card Access, Laundry Facility, Playground, Tennis Courts, and much more. Minutes away from Disney and main highways. Do not look further, this is the one!. Legacy Dunes offers resort style condos that can be used as a full time residence or for short or long term rental with income potential. .Two resort styled pools, fitness center, clubhouse , tennis court, children's playground area, picnic areas and outdoor grills.

8919 Legacy Court Unit 18204, Kissimmee
$370,000
5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion SubDv. ⋅ 34747 Zip Code
Short Sale. SHORT SALE – EXCELLENT OPPORTUNITY Even if it’s hard to believe, opportunities like this don’t come around easily—and this property is offered exactly as you see it, with everything included. Welcome to Spectrum at Reunion Resort! This spacious corner residence features 5 bedrooms, 4.5 bathrooms, and 2,630 sq. ft. of modern living space—ideal as a primary home, vacation retreat, or short-term rental investment. The open layout offers high ceilings, abundant natural light, a large kitchen with Samsung stainless steel appliances, gas range, island, and a generous living area with built-in ceiling speakers. Sliding doors open to a paved patio with views toward the community pool. Additional features include a private elevator, walk-in closets, a laundry closet with stackable Samsung washer and dryer, and contemporary finishes throughout. Spectrum at Reunion provides resort-style amenities: clubhouse, fitness center, pools, playground, tennis courts, golf, dining options, and access to Reunion’s water park with lazy river and slides.

7740 Sandy Ridge Drive Unit 215, Kissimmee
$320,000
3 Beds ⋅ 3 Baths ⋅ Villa Sol Townhomes Village 6 SubDv. ⋅ 34744 Zip Code
Beautifully maintained, move-in-ready 2-story townhome in the gated, resort-style community of Villa Sol! This impeccably kept 3-bedroom, 2.5-bath home offers 1,540 sq ft of living space with a 2-car garage. Gorgeously decorated and sold fully furnished with high-end furnishings throughout, this home is turnkey-ready. Perfect as your primary residence, a second home, or a short-term rental investment opportunity. The level of care, upgraded décor, and furniture package set this home apart from other properties in the community. Step inside to a bright, open floor plan with tile flooring on first floor and hard-wood at second floor. The kitchen features rich wood cabinetry, granite-look countertops, and stainless steel appliances, opening to a spacious dining and living area with sliding glass doors leading to a private screened lanai. Upstairs offers a generous primary suite with a walk-in closet, two additional bedrooms, a full bath, and a convenient laundry room. Villa Sol residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High. Minutes from major highways, shopping, dining, and Orlando's theme parks. Pride of ownership shows throughout this exceptional home!

3140 Via Otero Drive, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven Rental Income Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 7696 Graben St, an extraordinary 12-suite, 12.5-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a top choice for large group bookings, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of high revenue generation in the booming Orlando vacation market. • 12 Ensuite Bedrooms: Offers ultimate comfort and privacy for large groups, including professionally customized themed bedrooms (Avatar, Star Wars, Harry Potter, Jurassic Park, Transformers, Peppa Pig, and Minnie Mouse) that drive premium daily rates. • Private Entertainment Hub: Features a dedicated private movie theater, full game room, arcade games, pool table, air hockey, and multiple gaming setups. • Resort Outdoor Living: Expansive private covered patio, dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout fully equipped with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

7695 Graben Street, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 324 Southfield St, a high-performing 12-suite, 12-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 24 guests comfortably, this asset is a top choice for large group travel, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of strong revenue generation in the booming Orlando vacation market. • 12 Bedrooms / 12 Bathrooms: Offers ultimate comfort and privacy, featuring custom professionally themed bedrooms (Rapunzel, Avatar, Encanto, and Snow White) that command premium daily rates. • Private Entertainment Hub: Fully equipped with a dedicated private movie theater, game room, arcade machines, pool table, gaming console, and multiple TVs. • Resort Outdoor Living: Expansive private covered patio, lounge and dining space, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout complete with premium appliances (Nespresso Vertuo, Air Fryer), double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

324 Southfield Street, Kissimmee
$715,000
6 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
LOCATION, LOCATION, LOCATION! Directly across the street from Storey Lake Resort’s popular Hideaway Clubhouse, this fully furnished 6-bedroom, 5-bath vacation home offers an exceptional combination of resort convenience, private amenities and a desirable corner-lot setting. Guests can simply walk across the street to enjoy the Hideaway Clubhouse and its impressive lineup of resort amenities, including a lazy river, water slides, resort-style pool, tiki bar, mini-golf and fitness center. This prime location makes it easy to enjoy the resort without driving or making a long walk through the community—a standout feature for a vacation home in Storey Lake Resort. The home is situated on a corner lot, providing additional privacy and a more open setting. Inside, the spacious floor plan offers six bedrooms and five full baths, comfortable living and dining areas, and a dedicated game room for even more entertainment. Outside, enjoy your own screened private pool and spa, with the pool heated for year-round enjoyment. Whether spending the day relaxing poolside or returning from the nearby Orlando attractions, the home offers plenty of ways to enjoy the Florida vacation lifestyle without ever leaving the property. Offered fully furnished and ready for its next owner, 4710 Kings Castle Circle brings together many of the features sought in a Storey Lake vacation home: six bedrooms, five baths, a heated private pool and spa, game room, corner-lot privacy and, most importantly, an outstanding location directly across from the Hideaway Clubhouse. For buyers seeking a personal vacation retreat, short-term rental property or a combination of both, this is a Storey Lake location that is difficult to beat.

4710 Kings Castle Circle, Kissimmee
$659,000
9 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to one of the largest homes on one of the most desirable lots in Windsor at Westside Resort! This impressive, fully furnished and equipped vacation home offers an exceptional location, just steps from the clubhouse and resort amenities, with beautiful water views and a private pool deck overlooking the lake. Inside, the home features brand-new DuraLux waterproof flooring throughout the second floor and downstairs bedrooms, high ceilings, granite countertops in the kitchen and bathrooms, 42-inch cabinetry, and stainless steel appliances—including two full-size French-door refrigerators. Designed for entertaining and accommodating larger groups, the spacious outdoor patio features a private heated pool and spa with peaceful lake views—the perfect setting to relax after a day at the nearby attractions. Windsor at Westside offers an impressive collection of resort-style amenities, including a 24-hour guarded entrance, clubhouse, restaurant and bar, resort-style pool, water park, and more. Whether you're looking for a Florida vacation home, second home, or short-term rental investment, this property offers an outstanding combination of size, location, water views, and resort-style living—all just minutes from Central Florida's world-famous attractions. Fully furnished and ready for its next owner!

8853 Rhodes Street, Kissimmee
$369,900
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Fantastic 2-bedroom, 2-bathroom corner unit featuring an oversized balcony with breathtaking golf course views and a spectacular nightly view of the Disney fireworks! This beautiful condo is being offered fully furnished and includes an ACTIVE MEMBERSHIP which is transferrable to the next owner, PLATINUM AVAILABLE, making it an exceptional opportunity for both personal enjoyment or investment. The spacious, open concept layout features crown moulding throughout and a beautifully appointed kitchen with rich hardwood cabinetry, stainless appliances, a decorative backsplash, granite countertops, and a convenient breakfast bar. Both bedrooms are equipped with two closets providing an abundance of storage. and have luxury vinyl flooring. The bathrooms are thoughtfully enhanced with decorative shiplap accents, adding warmth and character. You will appreciate the welcoming smiles of the doormen as you arrive home. There is also valet parking & front desk concierge as well as Starbucks coffee & gift shop available for your convenience. The Reunion Grande offers several delicious dining experiences including a Sushi Bar & the 7593 Chophouse both located on the Lobby Level. On the 11th floor there is a rooftop restaurant & bar to enjoy your favorite cocktail or relax by the fireplace and pool. Located adjacent to the hotel, enjoy the Golf Clubhouse, Spa, the Seven Eagles Pool Pavilion & fitness center. This condo can be a primary residence, second home or vacation rental property. Great location in the heart of Reunion, a Must See! Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways.

7593 Gathering Drive Unit 801, Reunion
$630,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 8427 Secret Key Cove, a beautifully renovated and professionally designed 7-bedroom, 4.5-bathroom home located in the highly sought-after Emerald Island Resort in Kissimmee, Florida. This fully furnished single-family residence offers nearly 2,900 sq. ft. of living space and is currently operating as a successful short-term rental just 4 miles from Walt Disney World. Step inside to find an open-concept layout with plenty of space for entertaining, relaxing, or hosting guests. The home features themed bedrooms that add a playful, family-friendly charm, a private screened-in pool perfect for soaking up the Florida sun, and a garage thoughtfully converted into a game room to keep everyone entertained. Every bedroom includes a Smart TV, and the home comfortably accommodates up to 16 guests. The kitchen is fully equipped, making it ideal for both short and extended stays. As part of the gated Emerald Island Resort community, owners enjoy an impressive array of amenities included in the monthly HOA fee. These include access to two heated resort-style pools, a well-equipped fitness center, a relaxing sauna, and a poolside tiki bar for laid-back afternoons. The resort also features putt-putt golf, scenic nature trails, tennis and basketball courts, a playground, a sand volleyball court, and 24/7 manned security at the gated entrance. HOA dues also cover lawn maintenance, private road upkeep, and trash pickup, making ownership as easy and convenient as possible. With its prime location near US-192, I-4, shopping, dining, and top attractions, this home is perfect for investors or families seeking a vacation getaway with strong rental income potential.

8427 Secret Key Cove, Kissimmee
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