Kissimmee Homes with Gated Community - Guard Community Features

Kissimmee Homes with Gated Community - Guard Community Features

Welcome to Kissimmee, a charming city located in Osceola County, Florida. Known for its proximity to world-famous theme parks like Walt Disney World Resort and Universal Orlando Resort, Kissimmee offers a perfect blend of entertainment and relaxation.

If you're looking for a secure and private living environment, homes in gated communities with guard features in Kissimmee are the ideal choice for you. These communities offer an added layer of security and peace of mind for residents, ensuring a safe and tranquil living experience.

Living in a gated community in Kissimmee not only provides security but also offers a sense of exclusivity and luxury. With beautifully landscaped surroundings, top-notch amenities, and a close-knit community atmosphere, these homes provide the perfect retreat from the hustle and bustle of everyday life.

Whether you're looking for a vacation home near the theme parks or a permanent residence in this vibrant city, Kissimmee's gated communities with guard features are sure to exceed your expectations. Explore the available properties in these sought-after neighborhoods and discover the perfect place to call home in Kissimmee, Florida.

Newest Kissimmee Homes with Gated Community - Guard Community Features

$275,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
170 Club Villas is officially on the market and ready to welcome its new owners! This beautifully maintained 2-bedroom, 2-bathroom townhome with a den/office is perfectly positioned along the spectacular, serene, and challenging golf course at Remington Golf Club, offering picturesque views of the fairway, sand trap, and a sparkling pond. With over 1,400 square feet of heated living space, this townhome has everything you've been looking for, including a spacious open floor plan, a 2-car garage, a screened rear porch, and access to an amenity-rich community designed for an active Florida lifestyle. Start your mornings on the covered, screened front porch with a cup of coffee, or end the day relaxing with a glass of wine while enjoying the peaceful surroundings. Inside, you're welcomed by a bright dinette and a spacious kitchen featuring stainless steel appliances, stunning black countertops, and a breakfast bar that overlooks the open living and dining areas. Abundant natural light, expansive tile flooring, and generous living space create a warm and inviting atmosphere throughout. The spacious primary suite is a true retreat, complete with a charming bay window overlooking the golf course and a private en-suite bathroom with a walk-in shower. The second bedroom and bathroom provide comfortable accommodations for guests or a home office. Life at Remington means more than just a beautiful home. Residents enjoy gated security, scenic walking paths, a community pool, tennis and basketball courts, a clubhouse, a playground, and so much more. Conveniently located just 3.5 miles from the Florida Turnpike, 3.8 miles from the St. Cloud Lakefront, where you'll find four miles of waterfront walking paths, a splash pad, marina, boat ramp, fishing pier, park, and waterfront dining, and only 4.5 miles from Downtown St. Cloud with its local restaurants, boutique shopping, and movie theater, this location truly has it all. Whether you're searching for your primary residence, a seasonal getaway, or your next investment, this exceptional townhome checks every box. Schedule your private showing today to come experience everything this beauty has to offer! Did I mention it also comes with Hurricane Shutters????

170 Club Villas Lane, Kissimmee
$399,900
4 Beds ⋅ 3 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
SELLER MOTIVATED! MOVE-IN READY & BEAUTIFULLY UPDATED! Welcome to your new home in the highly desirable Remington Golf Community in Kissimmee! This beautifully updated 4-bedroom, 3-bathroom single-story home offers nearly 2,000 sq. ft. of comfortable living space and an inviting floor plan designed for both everyday living and entertaining. Step inside and fall in love with the stunning updated kitchen, featuring elegant quartz countertops, like-new stainless-steel appliances, abundant cabinetry, and generous counter space. The open and functional layout provides plenty of room for family and guests, with the flexibility to create a home office, playroom, or additional living space. Step outside and enjoy the best of Florida living! The spacious fenced backyard and screened-in porch create the perfect setting for morning coffee, weekend gatherings, outdoor dining, or simply relaxing while the kids and pets enjoy the yard. Major updates provide added peace of mind, including a 2018 roof and 2024 A/C system. And the lifestyle doesn’t stop at your front door! Remington residents enjoy an impressive selection of amenities, including a resort-style community pool, fitness center, tennis courts, basketball courts, playgrounds, and beautiful golf course surroundings. The location is another major plus, with convenient access to major highways, shopping, restaurants, schools, and everyday conveniences, plus Orlando International Airport approximately 20 minutes away. Whether you're looking for a comfortable family home, a place to enjoy the Florida lifestyle, or an excellent opportunity in a sought-after community, this home checks all the boxes! Seller is motivated and this home is ready for its next owner! Don't wait, schedule your private showing today and come see why this one won't last!

2713 Barnsley Lane, Kissimmee
$595,000
5 Beds ⋅ 4 Baths ⋅ Remington Ph 01 Tr C SubDv. ⋅ 34744 Zip Code
Welcome to this stunning 3,744 square foot residence located on a quiet cul de sac within the highly desirable gated Remington Golf Community. Built in 2000 and surrounded by mature landscaping with an irrigation system, this impressive home offers the perfect blend of space, comfort, and convenience in one of Kissimmee’s most sought after neighborhoods.From the moment you enter, you are greeted by soaring ceilings, luxury plank flooring, and a dramatic two story foyer with dual staircase access from both the formal living area and the kitchen side of the home. The thoughtful floor plan is designed for both entertaining and everyday living.The spacious first floor features formal living and dining areas, a large family room with a cozy fireplace, and an open kitchen designed for gathering. Home chefs will appreciate the prep island, extensive granite countertops, 42 inch cabinets, abundant storage, and a bright breakfast nook overlooking the backyard. A convenient half bath is also located on the main level. Upstairs, the home offers exceptional flexibility with two oversized bonus living areas that can serve as game rooms, media rooms, home offices, fitness spaces, or potential additional bedrooms. Elegant Romeo and Juliet balconies overlook the foyer below, enhancing the home's open and airy design. The expansive primary suite serves as a private retreat, featuring a tray ceiling and direct access to a spectacular second story balcony that spans nearly the entire width of the home. The luxurious en suite bathroom includes a garden jacuzzi tub, separate shower, dual vanities, and generous space for relaxation. Outdoor living is equally impressive with covered front and rear patios, a spacious backyard, and an oversized balcony perfect for enjoying Florida sunsets. The three car garage provides ample space for vehicles, storage, and hobbies. Residents of Remington enjoy a warm community atmosphere and outstanding amenities including a championship golf course, clubhouse, community pool, tennis courts, fitness facilities, walking trails, playgrounds, and beautifully maintained green spaces. A primary school is conveniently located within the community, along with a convenience store and business center. Security is enhanced with gated access and overnight guard service from 7PM to 7AM. Conveniently located near the Florida Turnpike, this home offers easy access to Orlando International Airport, area hospitals, shopping centers, restaurants, and Central Florida attractions. Walt Disney World, Universal Orlando Resort, SeaWorld, and other world famous destinations are just a short drive away. If you are searching for a spacious home in a golf club community with exceptional amenities, flexible living spaces, and an unbeatable location, 202 Woodson Court delivers an incredible opportunity to experience the very best of Central Florida living. Schedule your private showing today and experience everything that makes Remington one of Central Florida's premier places to call home.

202 Woodson Court, Kissimmee
$423,000
4 Beds ⋅ 3 Baths ⋅ Gleneagles SubDv. ⋅ 34744 Zip Code
One or more photo(s) has been virtually staged. SELLER OFFERING $5,000.00 TOWARDS CLODING COST &/OR RATE BUY-DOWN. Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home featuring TWO PRIMARY SUITES, a private screened pool, and an exceptional floor plan designed for comfortable living, entertaining, and investment potential. Featuring luxury vinyl plank flooring throughout, freshly painted white kitchen cabinetry, brand-new stainless-steel appliances, designer matte black fixtures, and a modern boho-inspired design, every detail has been carefully selected to create a warm, stylish, and inviting atmosphere. The fully renovated bathrooms showcase stunning floor-to-ceiling ceramic tile, creating a spa-like experience rarely found at this price point. 2026 Water Heater, Roof Replaced in 2022, new pool filter system 07/2026, Screened Front Porch, Move-In Ready. RESORT-STYLE COMMUNITY AMENITIES • Gated Community • Golf Course Community • Clubhouse • Fitness Center • Community Pool • Tennis Courts • Playgrounds • Scenic Walking Trails • Beautifully Maintained Common Areas INVESTOR FRIENDLY: Short-term rentals are permitted, making this property an excellent opportunity for homeowners, vacation home buyers, or investors seeking strong rental income potential. PRIME CENTRAL FLORIDA LOCATION: Conveniently located nearby: Orlando International Airport, Lake Nona Medical City, Florida Turnpike and Major Highways, Walt Disney World, Universal Studios, and Orlando's World-Famous Attractions, Shopping Centers and Retail Destinations, Restaurants and Entertainment, Schools and Childcare Facilities. Remington Christian Academy and Kidsville Daycare Academy are located approximately a 2-minute walk from the property, providing unmatched convenience for families with children. Schedule your private showing today!

2705 Willow Glen Circle, Kissimmee
$334,000
4 Beds ⋅ 3 Baths ⋅ Heritage Run SubDv. ⋅ 34744 Zip Code
RARE 4-BED/2.5-BATH TOWNHOME WITH 2-CAR GARAGE & PREMIUM POOL VIEW! Welcome to Heritage Run, a premier guard-gated community offering resort-style living with an incredibly low HOA of just $158/month covering gated security, a resort pool, and a playground! This expansive 1,935 sq ft contemporary home offers the space of a single-family home with zero exterior maintenance. The bright, open-concept main floor features ceramic tile, a spacious kitchen with sleek granite countertops, and seamless entertaining space. Slide open the glass doors to your private, screened-in lanai to unwind with peaceful views looking right toward the community pool. Upstairs, the massive primary suite features a grand walk-in layout and soaking tub. Three additional large bedrooms offer total flexibility for family, a home office, or media room, right next to the convenient 2nd-floor laundry. Under 10 mins to the exploding NeoCity tech hub, with rapid access to the Turnpike and Osceola Pkwy. Strongest value in 34744!

1205 Teton Drive, Kissimmee
$399,500
4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr B SubDv. ⋅ 34744 Zip Code
THIS HOME IS ON A GOLF COURSE! Imagine yourself driving home within the tree-lined streets of the Remington Golf Community, as this 4-bedroom, 2-bath home welcomes you with a layout that feels open, comfortable, and easy to breathe in. The front foyer leads into connected living and dining spaces that flow effortlessly from one room to the next, offering plenty of room for gathering, relaxing, or finding a quiet corner of your own. What if this is where you created music or stretched in silence after a long day of office work. The kitchen sits at the center of it all, allowing conversations to move naturally throughout the home. The split-bedroom design places the primary suite in its own peaceful wing, complete with a walk-in closet and private bath. Three additional bedrooms offer flexibility for guests, work, or hobbies. Just beyond the main living areas, a large, screened patio becomes an extension of the home — a place where you can unwind in the shade, listen to the breeze move across the fairway, and imagine watching the sunset settle over the golf course at the end of the day. Life in Remington comes with access to a championship golf course, community pool, fitness center, tennis courts, and walking paths, creating an environment where staying active and enjoying the outdoors feels effortless. The location adds even more convenience, with everyday shopping, dining, and services just minutes away along East Irlo Bronson Memorial Highway. Larger destinations such as The Loop, Lake Nona, and Orlando International Airport are also within easy reach. A welcoming layout, a community full of amenities, and a setting that lets you enjoy the beauty of the fairway from your own patio — all waiting for you at 237 Strathmore Circle.

237 Strathmore Circle, Kissimmee
$325,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Completely remodeled villa with golf course views in Remington's exclusive gated community. This Home is ideal for those seeking low-maintenance Florida living, offering a split floor plan with two bedrooms, two bathrooms, a large kitchen, and a den suitable as a third bedroom or office. Enjoy open living spaces, a screened lanai overlooking the course, and recent appliance updates. Conveniently located near shopping, dining, major roads, and just minutes from Orlando without the city taxes.

168 Club Villas Lane, Kissimmee
$499,990
5 Beds ⋅ 3 Baths ⋅ Springlake Village Ph 03 SubDv. ⋅ 34744 Zip Code
DISTRESSED PROPERTY - SHORT SALE negotiations in progress with lender. Utilities are currently off and no appliances are present. Sold strictly AS-IS. Buyer to perform all due diligence.! Enjoy luxury living in the heart of Lake Nona with this fully renovated 5-bedroom, 3-bath home. Featuring a brand-new roof, fresh paint inside and out, high-end quartz countertops, new Shaker cabinetry, and top-of-the-line Samsung appliances. All bathrooms are fully updated with modern tile, new tubs, and premium MOEN fixtures. Spacious master suite offers room for a nursery or office. Bonus room with French doors is perfect for a game room or home theater. Upgraded garage with storage and epoxy floors. Relax in the screened patio with a 7-person color-changing jacuzzi and outdoor shower. Located near A+ schools, shopping, and medical facilities. Don’t miss this incredible opportunity!

3824 Blue Dasher Drive, Kissimmee
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