Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the thrill of adventure with the tranquility of suburban living. Nestled just minutes from the enchanting attractions of Orlando, Kissimmee is a sought-after destination for families, retirees, and everyone in between. With its warm climate, diverse community, and rich cultural heritage, this charming city offers a lifestyle that is as exciting as it is welcoming.

Kissimmee is renowned for its stunning natural landscapes, featuring beautiful lakes, lush parks, and an abundance of outdoor activities. Whether you’re exploring the scenic trails of Shingle Creek Regional Park or enjoying a day of fishing on Lake Tohopekaliga, the city’s outdoor offerings are sure to captivate nature lovers. Additionally, the area boasts a thriving dining scene, shopping venues, and entertainment options, ensuring that residents have everything they need right at their fingertips.

For those seeking a secure and luxurious living experience, Kissimmee offers an array of homes with gated amenities. These exclusive communities provide not only peace of mind but also a sense of belonging. Imagine coming home to a beautifully designed residence within a gated enclave, where you can enjoy community features such as swimming pools, fitness centers, and clubhouses. These homes are perfect for families looking for safety, as well as for individuals desiring a serene retreat after a day of adventure.

In Kissimmee, you don’t just find a house; you discover a home in a community that embraces the best of Florida living. Come and explore the possibilities that await you in this enchanting city!

Newest Kissimmee Homes with Gated Amenities

4375 Silver Creek Street, Kissimmee

4375 Silver Creek Street, Kissimmee

5 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 1 SubDv. ⋅ 34744 Zip Code

Welcome to 4375 Silver Creek Street, where elegance meets modern comfort in the heart of Kissimmee! This beautifully designed two-story residence offers the perfect blend of sophistication, space, and functionality. Step inside to discover an inviting floor plan featuring elegant tile flooring, a stunning wood staircase with decorative iron railings, and spacious living areas ideal for both everyday comfort and entertaining. The beautifully appointed kitchen flows seamlessly into the expansive family room, while separate formal living and dining areas add a touch of elegance. The first floor also features a versatile bonus room that can easily serve as a fifth bedroom, private home office, or guest retreat. Upstairs, you'll find four generously sized bedrooms, including a spacious owner's suite with two closets and a private bathroom, along with a large loft perfect for entertainment or relaxation. Enjoy Florida living at its finest with an extended covered lanai, ideal for outdoor gatherings, and a convenient two-car garage. A remarkable home offering elegance, versatility, and exceptional living space. Schedule your private showing today!

4375 Silver Creek Street, Kissimmee

1403 Titian Court, Reunion

1403 Titian Court, Reunion

Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code

Located in Liberty Bluff, a Sub-Community of Reunion Resort. 35x143 East Facing Back Yard with park view

1403 Titian Court, Reunion

2788 Almaton Loop Unit 401, Kissimmee

2788 Almaton Loop Unit 401, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 1 SubDv. ⋅ 34747 Zip Code

Schedule a showing today! Windsor Hills Resort! 3 Bed/ 2 bath, Fully Furniture. One of best resort Minutes to Disney. Located in the highly desirable gated community of Windsor Hills, only minutes from Central Florida`s World-renowned Walt Disney World theme parks and Universal Studios. Windsor Hills has everything you're looking for in a resort and world-class amenities including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. Quiet, gorgeous and space, Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities.... airbnb short rentals with high return.....great opportunity for investment, vacation home or residence

2788 Almaton Loop Unit 401, Kissimmee

3081 Beach Palm Avenue, Kissimmee

3081 Beach Palm Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code

Beautifully maintained 4-bedroom, 3-bath townhome located in the highly desirable, gated Paradise Palms Resort community. Built in 2012, this spacious two-story residence offers approximately 1,902 square feet of well-designed living space with an open-concept layout ideal for full-time living, vacation use, or investment. The home features ceramic tile and carpet flooring, a bright and airy living area, and a fully equipped kitchen with built-in oven, cooktop, dishwasher, microwave, refrigerator, washer, and dryer. The primary suite includes a built-in closet and private bath, while additional bedrooms are thoughtfully laid out to maximize comfort and flexibility. Interior highlights include central air, ceiling fans, public water and sewer, and fiber optic connectivity. Enjoy resort-style living with access to both private and community pools, including an in-ground pool with screened enclosure. Community amenities include a clubhouse, fitness center, playground, basketball courts, tennis courts, restaurant, walking paths, and 24-hour guard-gated security. HOA includes cable TV, internet, grounds maintenance, sewer, and access to all community amenities. Short-term rentals are allowed with a minimum lease period of 1–7 days, making this an excellent income-producing opportunity. Pets are allowed. Centrally located near major highways, shopping, dining, entertainment, and area attractions. Professionally managed community enhances the ownership experience.

3081 Beach Palm Avenue, Kissimmee

3217 Tocoa Circle, Kissimmee

3217 Tocoa Circle, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 3 SubDv. ⋅ 34746 Zip Code

Excellent opportunity to purchase a furnished 4 bedroom/3.5 bath/1 car garage townhouse in a well maintained and ideally located, GATED community. Close to the theme parks, shopping, I-4 and the turnpike. Short term rentals are allowed. This townhome has an efficient and accommodating floor plan, spacious kitchen with large breakfast bar, convenient upstairs laundry, 1 car garage and a fantastic screened enclosed lanai. The unit is ideally located near the pool, pond, park and playground.

3217 Tocoa Circle, Kissimmee

7890 Stoney Bay Loop, Kissimmee

7890 Stoney Bay Loop, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 3c & 3d SubDv. ⋅ 34747 Zip Code

This home is only two years old. It is a "St. Thomas Model" featuring three bedrooms and two full baths with a beautiful kitchen, dining room, living room (with coffered ceilings), primary suite plus two additional bedrooms and a guest bath. Four panel pocket sliders brings you to the enclosed lanai with fantastic views and privacy. The garage holds two cars plus a golf cart and the water filtration system is in the garage (see photos) plus the garage floor has a professional finish coating. The Four Seasons at Orlando has a 24 hour gate guard, fantastic clubhouse featuring a ballroom, kitchen, meeting room, pool and ping pong room, card room, large gym, exercise room, showers and lockers, covered lanai, main pool has zero entry and a lap lane plus a second pool for family when they visit. Enjoy the hot tub, grilling on our patio, tennis, pickle ball and so much more. We are entwined within Mystic Dunes Golf Course with a private access road entering their facilities. Enjoy the discount at the restaurant and golf. Friday night music and cocktails is a great start to your weekend. You will love living at the Four Seasons with so many resident and HOA planned activities. Come live with us and be part of our wonderful community.

7890 Stoney Bay Loop, Kissimmee

8722 Rain Forest Place Unit C, Kissimmee

8722 Rain Forest Place Unit C, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Villas At Island Club Ph 9 SubDv. ⋅ 34747 Zip Code

INCREDIBLE OPPORTUNITY JUST 5 MILES FROM WALT DISNEY WORLD — ONLY $225,000! FULLY FURNISHED • TURNKEY • TOP FLOOR • END UNIT • SHORT-TERM RENTAL POTENTIAL! LOCATION, LOCATION, LOCATION — AND A PRICE THAT'S HARD TO BELIEVE! Discover an extraordinary opportunity to own your very own piece of the magic just minutes from Walt Disney World! Priced at an incredible $225,000, this beautifully furnished 3-bedroom, 2-bathroom TOP-FLOOR END-UNIT condominium offers the perfect combination of LOCATION, VALUE, COMFORT, and FLEXIBILITY! Step inside and fall in love with the abundance of NATURAL LIGHT streaming through this desirable end unit, creating a bright, cheerful, and inviting atmosphere. Beautifully decorated and being sold FULLY FURNISHED, this delightful condo is truly TURNKEY — simply bring your suitcase and start enjoying the Florida lifestyle! The spacious primary bedroom opens to a GENEROUS PRIVATE BALCONY, the perfect retreat for morning coffee, afternoon relaxation, or unwinding after a magical day at the theme parks. Whether you're searching for a FULL-TIME FLORIDA RESIDENCE, VACATION GETAWAY, OR SHORT-TERM RENTAL OPPORTUNITY, this property offers incredible versatility! Short-term rental use is subject to applicable community and local regulations. MORE REASONS TO FALL IN LOVE: • Within approximately 5 miles of Walt Disney World! • 3 Bedrooms | 2 Full Bathrooms • Desirable TOP-FLOOR END UNIT with abundant natural light • FULLY FURNISHED with attractive, welcoming décor • Spacious Balcony Accessible from the Primary Bedroom • GATED COMMUNITY with Swimming Pool and Tennis Courts • LOW MONTHLY CONDO FEES — JUST $362! • Located in Osceola County, with potentially favorable property taxes depending on assessment and exemptions • MOVE-IN READY — NO FURNITURE SHOPPING REQUIRED! WHERE ELSE CAN YOU FIND THIS MUCH VALUE SO CLOSE TO DISNEY FOR ONLY $225,000? Opportunities like this don't come along every day! Whether you're dreaming of living near the magic or adding a furnished vacation property to your real estate portfolio, THIS ONE DESERVES YOUR IMMEDIATE ATTENTION! DON'T WAIT — AT THIS PRICE, THIS DISNEY-AREA GEM MAY NOT LAST LONG!

8722 Rain Forest Place Unit C, Kissimmee

4005 Venetian Bay Drive Unit 108, Kissimmee

4005 Venetian Bay Drive Unit 108, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code

WELCOME TO VENETIAN BAY VILLAGES! Discover this charming, FULLY FURNISHED, two-story condominium located in a beautiful GATED, RESORT-STYLE COMMUNITY in the heart of Kissimmee! Perfect for a primary residence, vacation getaway, or investment opportunity, this property allows SHORT-TERM RENTALS WITH A MINIMUM STAY OF 7 DAYS! Step inside to a bright, inviting interior with a fully equipped kitchen, breakfast bar, spacious bedrooms, tasteful furnishings, and comfortable living spaces. Move-in ready and beautifully presented, this home offers convenience and flexibility from day one! Enjoy RESORT-STYLE AMENITIES, including a sparkling community pool, fitness center, playground, and beautifully landscaped surroundings. Conveniently located near Disney attractions, shopping, dining, entertainment, and major highways. Whether you’re looking for your Florida retreat or an income-producing investment opportunity, this property offers the perfect combination of LOCATION, LIFESTYLE, AND RENTAL FLEXIBILITY! SCHEDULE YOUR PRIVATE SHOWING TODAY!

4005 Venetian Bay Drive Unit 108, Kissimmee

4751 Clock Tower Drive Unit 104, Kissimmee

4751 Clock Tower Drive Unit 104, Kissimmee

2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 1 Ph 4 SubDv. ⋅ 34746 Zip Code

Welcome to 4751 Clock Tower Drive, Unit 104, Kissimmee, Florida, where resort-style living meets investment potential. This fully furnished 2-bedroom, 2-bathroom condominium in the sought-after Storey Lake community is ready for its next owner. Thoughtfully furnished and set up for short-term rental use, this property offers an appealing opportunity for investors seeking a vacation rental property or buyers looking for a Florida getaway that can also serve as an income-producing asset. The open-concept floor plan creates a welcoming atmosphere, with a functional kitchen featuring granite countertops, 42-inch cabinetry, and a stylish backsplash. The kitchen flows into the living and dining areas, providing a comfortable space for relaxing after a day exploring Central Florida. A covered lanai offers additional space to unwind, while the two-bedroom, two-bathroom layout provides flexibility for personal enjoyment and guest accommodations. An included storage unit adds valuable convenience and extra space for storing personal belongings or rental supplies. Storey Lake offers an exciting resort-inspired lifestyle with amenities that include swimming pools, a lazy river, waterslides, miniature golf, a fitness center, sports courts, and a tiki bar. Conveniently located near Walt Disney World, Disney Springs, popular shopping destinations, restaurants, and Central Florida's world-famous attractions, this property puts guests and owners close to the entertainment and experiences that make the area so desirable. Whether you're expanding your real estate portfolio, entering the vacation rental market, or searching for a fully furnished Florida retreat, this turnkey opportunity combines convenience, community amenities, and a desirable Kissimmee location. Enjoy the flexibility of owning a property designed for short-term rental use in one of Central Florida's popular resort communities. Schedule your showing today!

4751 Clock Tower Drive Unit 104, Kissimmee

234 Marcello Boulevard, Kissimmee

234 Marcello Boulevard, Kissimmee

8 Beds ⋅ 5 Baths ⋅ Bellavida Ph 2c SubDv. ⋅ 34746 Zip Code

Welcome to your perfect getaway in the heart of Florida's enchanting landscape! This fully furnished 8-bedroom, 5-bath home, NO CDD, built in 2022 and meticulously maintained, this turnkey gem offers all the comforts and luxuries you desire. Step inside to discover a spacious retreat designed for relaxation and entertainment. With two living rooms, a garage converted game room, and a private screened-in patio featuring a heated pool, every moment here is infused with joy and leisure. Need a break from the sun? Retreat to one of the two conveniently located first-floor bedrooms for a peaceful nap. Elegantly crafted, this home showcases modern furnishings, with sleek granite countertops and stylish wood cabinets that exude sophistication. The allure continues at the highly sought-after Bella Vida Resort, where you'll enjoy exclusive access to a wealth of amenities, including a clubhouse, fitness center, playground, and more. Plus, with 24-hour security included in your HOA fees, peace of mind is always at your doorstep. Conveniently situated just minutes from world-famous attractions, shopping, and dining options, every day is an adventure waiting to unfold. And with pristine beaches just over an hour away, you’ll enjoy the best of both worlds right at your fingertips. Don’t miss this incredible opportunity! The motivated seller is ready to make your dreams a reality. Call today to schedule your private showing and embark on a lifetime of unforgettable memories!

234 Marcello Boulevard, Kissimmee

7653 Heritage Crossing Way, Reunion

7653 Heritage Crossing Way, Reunion

3 Beds ⋅ 3 Baths ⋅ Heritage Crossing Condo Ph 12 SubDv. ⋅ 34747 Zip Code

Beautifully updated END-UNIT TOWNHOME ideally located in Heritage Crossing within Reunion Resort, offering 2,069 square feet, 3 bedrooms, 2.5 bathrooms, and incredible WEST-FACING GOLF COURSE VIEWS overlooking the 10th hole of the Arnold Palmer-designed course. Enjoy unforgettable Florida sunsets from your private covered rear patio while taking in expansive fairway views from the main living areas. This spacious two-story home has been meticulously maintained by the current owner, who serves as HOA President, and features extensive updates throughout. Luxury vinyl plank flooring and updated stairs run throughout the home, complemented by fresh interior paint, updated ceiling fans and light fixtures, switches, smart thermostats, and additional smart-home features. Major system improvements include a complete downstairs HVAC replacement in November 2022 and a Navien tankless gas water heater with smart monitoring installed in August 2025. A Ring security system has also been integrated with the home’s existing wired security infrastructure. The bright open-concept main level features generous living and dining spaces, abundant natural light, and multiple French doors opening to the rear patio and golf course beyond. The kitchen offers granite countertops, stainless steel appliances, white cabinetry, and counter seating. The primary suite is located on the first floor and includes a beautifully remodeled bathroom with modern finishes, an illuminated heated mirror, updated vanity, walk-in shower, and separate soaking tub. Upstairs, two generously sized secondary bedrooms share a Jack-and-Jill bath and offer excellent flexibility for guests, office space, or additional living areas. Outside, the end-unit location provides added privacy, mature landscaping, and a covered patio perfectly positioned for sunset views over the golf course. Heritage Crossing has also benefited from significant recent community improvements, including new roofs completed throughout 2024-2025 and exterior building repainting completed in March 2025. Reunion Resort is located just minutes from Walt Disney World Resort, with convenient access to Universal Orlando, SeaWorld, Orlando International Airport, shopping, dining, and major Central Florida roadways. Heritage Crossing residents enjoy access to neighborhood community amenities including pools, hot tubs, playground areas, and beautifully maintained common spaces. Property does not include an active Reunion Resort membership. With its end-unit location, extensive updates, first-floor primary suite, Arnold Palmer golf-course setting, and spectacular west-facing sunset views, this is an exceptional opportunity to own within Reunion Resort. Schedule your showing today.

7653 Heritage Crossing Way, Reunion

8939 Candy Palm Road, Kissimmee

8939 Candy Palm Road, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code

PRIME LOCATION IN PARADISE PALMS RESORT! WATER VIEWS, PRIVATE POOL, AND DIRECTLY ACROSS FROM THE CLUBHOUSE! Discover this beautifully appointed, fully furnished 4-bedroom, 3-bathroom townhome, ideally situated on one of the most desirable lots within the community. Enjoy the convenience of being just steps from the resort's exceptional amenities while overlooking a picturesque pond and lush greenery from your own private pool and patio. This outstanding setting offers the perfect combination of relaxation, convenience, and resort-style living. Inside, the home features a spacious, open-concept floor plan filled with natural light, creating an inviting atmosphere for gathering, dining, and entertaining. Tastefully furnished with contemporary finishes and creatively themed bedrooms, the property is designed to provide a memorable vacation experience while offering the comfort and functionality of a home away from home. The private outdoor pool area provides a wonderful space to unwind after a day exploring Central Florida's attractions. Whether you're searching for a vacation getaway, a primary residence, or an income-producing short-term rental property, this townhome offers exceptional versatility. Paradise Palms Resort is a gated community featuring an impressive selection of amenities, including a resort-style swimming pool, clubhouse, fitness center, movie theater, arcade, game room, basketball and pickleball courts, sand volleyball, and playground. Conveniently located near Walt Disney World, major attractions, shopping, restaurants, and entertainment, Paradise Palms continues to be a sought-after destination for vacation homeowners and visitors alike. With its premium location, beautiful water views, private pool, and furnishings included, this property stands out as an exceptional opportunity within the resort. Schedule your private showing today!

8939 Candy Palm Road, Kissimmee

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