Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida, a vibrant and enchanting city nestled in the heart of Osceola County. Known for its picturesque landscapes and proximity to world-renowned attractions, Kissimmee offers a unique blend of adventure and tranquility. Just a stone’s throw away from the magic of Walt Disney World and Universal Studios, this charming locale is perfect for families, retirees, and anyone seeking a lively community with a touch of Southern hospitality.

Kissimmee boasts a diverse array of neighborhoods, many of which feature stunning homes with gated amenities. These gated communities provide not only security and peace of mind but also a sense of exclusivity and luxury. Imagine returning home to a beautifully landscaped entrance, where you can relax and unwind in a serene environment. Many of these homes come equipped with modern features, spacious floor plans, and private outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

Life in Kissimmee is enriched by an abundance of recreational opportunities. Residents can explore the scenic parks, indulge in local dining experiences, or take part in thrilling outdoor activities such as fishing, boating, and hiking. With its warm climate and friendly atmosphere, Kissimmee is not just a place to live—it’s a lifestyle.

Whether you’re looking for a family-friendly neighborhood or a peaceful retreat, Kissimmee’s gated communities offer the perfect blend of comfort, security, and accessibility. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Kissimmee Homes with Gated Amenities

$625,000
4 Beds ⋅ 6 Baths ⋅ Remington Ph 1 Tr C SubDv. ⋅ 34744 Zip Code
STUNNING POOL HOME IN THE GATED GOLF COMMUNITY OF REMINGTON! New Roof (Jan. 2025) New Water Heater (May 2025) Exceptional 4-bedroom, 5½-bath pool home offering 4,146 heated square feet of living space in the highly sought-after gated community of Remington in Kissimmee. From the moment you arrive, you'll appreciate the expansive 3-CAR SIDE-ENTRY GARAGE, complete with a WORKSHOP AREA and EV CHARGER. Step inside to a welcoming first floor with the spacious family room features a GAS FIREPLACE, while the large kitchen offers plenty of cabinetry, workspace, and a comfortable dinette area. A separate FORMAL DINING ROOM provides an elegant space for special occasions. The PRIVATE OFFICE, enclosed by French doors and accented by a beautiful chandelier, is ideal for working from home. The first-floor guest bedroom offers convenient access to a bathroom, making it perfect for guests or multigenerational living. A DEDICATED LAUNDRY ROOM with Washer and Dryer plus additional storage. Upstairs, the IMPRESSIVE PRIMARY SUITE that offers a luxurious private retreat. Step outside on your PRIVATE BALCONY overlooking the sparkling pool and golf course—the perfect spot to enjoy your morning tea or unwind at the end of the day. The spacious en-suite bathroom features a garden tub, separate shower, water closet, dual sinks, and THREE WALK IN CLOSETS! The second bedroom is an incredible 23' x 13' and includes a sitting area, TWO closets, and a private en-suite bath. The third upstairs bedroom also features its own en-suite bath and two closets. You will have plenty of storage throughout. For movie nights and entertaining, head to the dedicated movie room, creating the perfect space for family fun or just relaxing at home. Step outside to your private SCREENED POOL AND SPA, where Florida living comes to life. The outdoor space includes a FULL POOL BATH with shower, making it easy to enjoy the pool without having to track water through the home. The pool heater and indoor fireplace are both powered by gas. Located in the GATED GOLF COURSE COMMUNITY of Remington with amenities that include FITNESS CENTER, POOL, Basketball Courts, Tennis Courts, Baseball Field, Sand Volleyball, Security, and Playgrounds. This home offers a desirable location with a community atmosphere and convenient access to Central Florida's world-class attractions, shopping, dining, and major roadways. With an abundance of living space, generously sized bedrooms and closets, private pool and spa, balcony overlooking the pool and golf course, three-car garage, movie room, office, and recent major upgrades, this is an exceptional opportunity to enjoy spacious Florida living in a sought-after gated golf community. Don't miss the opportunity to make this remarkable home yours!

156 Burrell Circle, Kissimmee
$419,990
4 Beds ⋅ 2 Baths ⋅ Lago Buendia Ph 1 SubDv. ⋅ 34744 Zip Code
Imagine a thoughtfully designed home with 12-foot ceilings that create a sense of openness and grandeur without feeling overly formal. The main living and dining spaces are connected but distinctly separated, allowing them to feel like part of one cohesive entertaining area while maintaining their own identities. The living room also feature double sliding doors that give easy access to the screened in lanai. A newly refreshed, open-concept kitchen flows seamlessly into the living area, creating a bright and welcoming space for entertaining. The large master ensuite featuring a spacious walk-in shower and a freestanding soaking tub. The bathroom offers an elegant, spa-like atmosphere with ample room to move around, dual vanities, generous storage, and beautiful finishes. Gated community with resort style pool and playground adds to warm feel of a family oriented community. Roof has been redone in 2023 and still carries another 7 years of warranty. AC unit has recently been serviced and check and is working perfectly. Make this your new home!

2900 Bonita Circle, 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
$395,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautifully updated home in the desirable, gated community of Magic Landings! From the moment you arrive, you’ll appreciate the inviting curb appeal and spacious lot. Inside, LVP and tile flooring run throughout the home, complemented by fresh interior paint and a spacious open floorplan. The main living areas flow seamlessly together, while the separate dining room provides the perfect space for formal meals and entertaining. A unique spiral staircase adds character and visual appeal to the interior. The refreshed kitchen features freshly painted cabinets and brand-new quartz countertops, creating a bright and modern space with plenty of workspace. The primary suite offers a comfortable retreat with walk-in closets and a bathroom featuring a convenient dual vanity. A separate laundry room adds functionality and convenience. Outside, enjoy a private backyard with plenty of room to relax, entertain, or create your own outdoor retreat. A new roof provides valuable peace of mind, making this a fantastic opportunity in a desirable community. With numerous updates already completed, this Magic Landings home is ready for its next owner!

233 Magical Way, Kissimmee
$499,000
6 Beds ⋅ 4 Baths ⋅ Villa Sol Ph 2 Village 3 SubDv. ⋅ 34744 Zip Code
Nestled within a prestigious gated community, this meticulously maintained sanctuary offers an exceptional blend of elegance, peace of mind, and modern convenience. Step inside to discover a luminous, light-filled interior showcasing fresh, neutral paint and beautiful, low-maintenance luxury vinyl plank flooring that flows seamlessly throughout the main level. At the heart of the home lies a newly transformed chef’s kitchen, thoughtfully designed with stunning granite countertops, a spacious central island for effortless entertaining, sleek stainless steel appliances, and abundant storage to keep everything beautifully organized. Designed with flexibility and indulgence in mind, the residence boasts two primary suites, including a private main-level retreat ideal for a mother-in-law suite, guest sanctuary, or multi-generational living. Unwind at the end of the day in your private backyard oasis, featuring a serene screened-in pool and spa designed for effortless outdoor lounging without the hassle of pests. Beyond your private retreat, resort-style community amenities elevate daily living with access to a sprawling clubhouse, fully equipped fitness center, shimmering pool, tennis and basketball courts, and a charming neighborhood park, offering a perfect balance of active living and peaceful relaxation.

2986 Siesta View Drive, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Reserve SubDv. ⋅ 34744 Zip Code
Experience the best of active 55+ living at 1989 Spring Shower Circle, a beautifully designed 3-bedroom, 2-bath home in Tohoqua Reserve, one of Kissimmee’s premier gated 55+ communities. Offering modern finishes, a flexible floor plan, and access to an impressive collection of resort-style amenities, this home provides the ideal combination of comfort, convenience, and lifestyle. With the community nearing completion, enjoy the benefits of a newer neighborhood without years of ongoing construction. Designed for comfort, style, and flexibility, this thoughtfully planned home features a versatile flex room ideal for a home office, den, hobby room, or additional living space. The chef-inspired kitchen serves as the heart of the home and showcases an expansive island, abundant cabinetry, quartz countertops, stainless steel appliances, and a spacious walk-in pantry. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating a bright and welcoming setting for entertaining or relaxing at home. The spacious primary suite offers a private retreat with a well-appointed en-suite bath and oversized walk-in closet. Two additional bedrooms provide comfortable accommodations for guests or added flexibility. Beyond the home, Tohoqua Reserve offers an amenity-rich lifestyle designed for active living and social connection. Residents enjoy a beautiful clubhouse, resort-style pool and spa, fire pits, fitness center, scenic walking trails, pickleball and tennis courts, bocce ball, and a dog park. Residents also have access to select Tohoqua amenities outside the Reserve, including an additional resort-style pool. Conveniently located near US-192 and Florida’s Turnpike, the community provides easy access to Orlando International Airport, Medical City, shopping, dining, and Central Florida’s world-famous theme parks and attractions. 1989 Spring Shower Circle delivers the perfect blend of modern comfort, resort-style amenities, and convenient Central Florida living in a vibrant 55+ community.

1989 Spring Shower Circle, Kissimmee
$510,000
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 2 Village 3 SubDv. ⋅ 34744 Zip Code
Welcome to this STUNNING 4 bed/2 bath POOL home in the GATED COMMUNITY of Villa Sol. This Energy-Efficient home is loaded with UPGRADES and character from the moment you walk through the door! Features include 2 additional DEN/OFFICE rooms, NEWER AC (2023), FULLY OWNED SOLAR PANELS, slat wall panels in the living room, modern fixtures, NEWER APPLIANCES (2023) and an open layout. The gourmet kitchen boasts QUARTZ countertops, a KITCHEN ISLAND with breakfast bar, soft-close drawers, stainless steel appliances and a built-in oven. The spacious primary suite offers an en-suite bathroom with a separate tub and shower, generous vanity space and a WALK-IN CLOSET. Step outside to your private backyard oasis, complete with a SCREEN-ENCLOSED pool (Resurfaced 2024), OUTDOOR KITCHEN with built-in grill, storage shed and plenty of covered space for entertaining! The HOA INCLUDES CABLE, INTERNET & LAWN CARE in addition to the community pool, fitness center, basketball courts, tennis/pickleball courts and clubhouse. Conveniently located near The Loop, shopping, dining, major highways and theme parks. If you’re looking for a beautiful house with incredible indoor and outdoor living, Welcome Home!

3016 Camino Real Drive S, Kissimmee
$379,900
3 Beds ⋅ 2 Baths ⋅ Springlake Village SubDv. ⋅ 34744 Zip Code
Welcome to this AMAZING Waterfront home in the highly desirable GATED community of Springlake VillageHome. This home Offers an OPEN Floor Plan that consists of 3 Bed and 2 Bath. The home features include new roof, newer AC, large bedrooms, a spacious kitchen, island space and vaulted ceilings. This Home has an outstanding water view with a private lanai —a perfect spot to unwind and enjoy the fresh air while admiring the water view. Located in a beautiful neighborhood with amenities that include a fitness center, club house, pool, tennis court, playground, picnic area and within driving minutes from Orlando International Airport, Lake Nona Medical City, Theme Parks, Schools, etc. Call now to schedule your showing!!!!

3807 Wood Thrush Drive, Kissimmee
$309,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee
$499,900
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. SPANISH-MEDITERRANEAN WATERVIEW OASIS WITH PRIVATE IN-LAW SUITE Located in the gated community of Villa Sol, this 4 Bed / 3 Bath single-story residence (2,351 sq ft heated) features a private pool, spa, and direct pond views—plus a dedicated, attached in-law suite with its own exterior entry. PROPERTY HIGHLIGHTS: In-Law / Guest Suite: Private exterior back entrance, separate bedroom, and full bath. Outdoor Living: Screen-enclosed heated pool and integrated spa set on an oversized lot with peaceful water views. Chef’s Kitchen: Granite countertops, multi-level breakfast bar, stainless steel appliances, and pendant lighting. Primary Suite: Vaulted ceilings, luxury vinyl plank flooring, walk-in closet, direct pool access, and en-suite with a jetted soaking tub and dual-sink vanity. Interior Design: Open layout, vaulted ceilings, polished porcelain tile, and architectural archways. LOCATION & COMMUNITY VALUE: Low HOA ($160/mo): Includes high-speed fiber internet, cable TV, and ground maintenance. Resort Amenities: Gated entry, clubhouse, fitness center, resort pool, tennis & basketball courts, and playground. Prime Location: Fast access to SR-417, US-192, Lake Nona Medical City, and MCO Airport. Zoned for top local schools.

3133 Riachuelo Lane, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Heritage Key Villas Ph 1 & 2 SubDv. ⋅ 34744 Zip Code
Enjoy resort like living in gated community. This modern open floor concept townhouse close to FL Turnpike, minutes from attractions, restaurants, schools, and lakes. You will be welcomed by a beautifully upgraded and pristine 3 bedrooms and 2.5 baths. This layout is ideal for family and friends to gather. The kitchen features an island (with granite counter top), pantry, and plenty of cabinet space. The living area has a sliding door that leads to a screened patio. All bedrooms are located on the second level, adding additional privacy. The primary bedroom features an en-suite bath, and built-in closet. For convenience, a half bathroom is located on the first floor. You will love the gated community of Heritage Key. There are plenty of amenities including a clubhouse, pool table, beach volleyball, playground, pool & spa, all are directly opposite this unit. This convenient location offers easy access to 192, shopping, and dining. You will be only minutes to the Silver Spurs Arena and the fast growing area of NeoCity and St. Cloud. Show today . . . or gone tomorrow.

2080 Heritage Key Boulevard, Kissimmee
$439,995
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 02 Village 03 SubDv. ⋅ 34744 Zip Code
WELCOME TO 3028 CAMINO REAL DR S – YOUR PRIVATE POOL HOME IN THE UPSCALE GATED COMMUNITY OF VILLA SOL! Welcome to this beautiful pool home offering the perfect blend of comfort, privacy, and resort-style living in one of Kissimmee's most desirable communities. Whether you're searching for your primary residence, a vacation home, or an investment opportunity, this move-in-ready property checks all the boxes. Step inside to a spacious, open-concept floor plan filled with natural light, featuring generous living and dining areas that are perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and counter space and overlooks the main living area, making it ideal for gatherings. The spacious primary suite serves as a private retreat with a walk-in closet and en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private screened-in pool, where you can relax, entertain, or enjoy Florida's year-round sunshine in your own backyard oasis. Located in the highly sought-after Villa Sol gated community, residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, golf courses, and world-famous attractions including Walt Disney World, Universal Orlando, and SeaWorld. Don't miss this incredible opportunity to own a private pool home in an unbeatable location. Schedule your private showing today before it's gone!

3028 Camino Real Drive S, Kissimmee
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