Kissimmee Homes with Gated Community - No Guard Community Features

Kissimmee Homes with Gated Community - No Guard Community Features

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, where the sun shines brightly and adventure awaits at every corner. Known for its close proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee is not just a playground for tourists; it’s a fantastic place to call home. With its charming neighborhoods, lush green parks, and a rich tapestry of cultural experiences, Kissimmee offers a unique blend of excitement and tranquility.

One of the standout features of Kissimmee’s real estate market is its array of homes within gated communities. These exclusive neighborhoods provide a sense of security and privacy, making them an ideal choice for families and individuals alike. In Kissimmee, you’ll find gated communities without guard services, allowing residents to enjoy the peace of mind that comes with secure living while also fostering a friendly, community-oriented atmosphere.

Imagine stepping into your own sanctuary, surrounded by beautifully manicured landscapes and well-maintained amenities. Many of these homes boast modern designs, spacious layouts, and access to fantastic community features such as swimming pools, fitness centers, and recreational areas. Whether you’re hosting a barbecue with friends or enjoying a quiet evening on your patio, these homes provide the perfect backdrop for your Florida lifestyle.

Explore the possibilities of living in Kissimmee’s gated communities, where comfort, convenience, and community converge. Your dream home awaits in this enchanting city!

Newest Kissimmee Homes with Gated Community - No Guard Community Features

3833 Siskin Drive, Kissimmee
$480,000
5 Beds ⋅ 3 Baths ⋅ Springlake Village Ph 5b SubDv. ⋅ 34744 Zip Code
Affordability and luxury meets the Lake Nona lifestyle in Spring Lake Village, a gated community with resort-style amenities and convenient access to restaurants, shopping, healthcare, entertainment, parks, and trails. This home offers five spacious bedrooms, three full bathrooms, and approximately 2,800 square feet of living space. The first-floor primary suite provides a comfortable private retreat. A modern kitchen opens to the family room, creating a welcoming space for everyday living and entertaining. Community amenities include heated pools, a fitness center, tennis and basketball courts, a sand volleyball court, shuffleboard courts, and a full-size soccer field. The clubhouse features a community lounge and game room. Outdoor amenities include playgrounds, a dog park, walking trails, and scenic ponds. Enjoy convenient access to Lake Nona’s medical and educational centers, local events, and Orlando International Airport. Schedule a private showing to explore this home and all that Spring Lake Village has to offer.

3833 Siskin Drive, Kissimmee
1012 Whirlaway Drive, Kissimmee
$419,900
4 Beds ⋅ 4 Baths ⋅ Legacy Park Ph 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome home to this spacious two-story residence nestled in the desirable gated community of Legacy Park in Kissimmee! Featuring 4 bedrooms, an attached garage, and an expansive floor plan, this home offers comfortable living spaces, attractive curb appeal, and the added privacy of no rear neighbors! The inviting covered front porch welcomes you into a versatile layout with plenty of room for everyday living, entertaining guests, or creating your ideal home office. Step outside and enjoy the peaceful backyard setting, perfect for relaxing or spending time outdoors. This property presents a wonderful opportunity to add your personal touches and make it truly your own. Enjoy community amenities, including a swimming pool and playground, along with convenient access to Florida's Turnpike, US-192, shopping, dining, schools, and Central Florida's world-famous attractions. Whether you're looking for a primary residence, vacation getaway, or investment property, this home offers outstanding potential and flexibility! With its convenient location, spacious layout, and desirable community setting, this is an opportunity you won't want to miss. Schedule your private showing today!

1012 Whirlaway Drive, Kissimmee
1617 Mohegan Boulevard, Kissimmee
$310,800
3 Beds ⋅ 3 Baths ⋅ Heritage Run SubDv. ⋅ 34744 Zip Code
Short Sale. Located in the gated community of Heritage Run this townhome offers 3 bedrooms, 2.5 bathrooms, and a functional open layout. Features include: 9-foot ceilings, a spacious kitchen with 42-inch solid wood cabinetry, granite countertops, stainless steel appliances, and a large island, family and dining room combo, convenient laundry room upstairs, large master suite with dual sinks, state of the art shower and large walk-in-closet. Close to Kissimmee, shopping, dining, and everyday amenities. Osceola Heritage Park is within walking distance, while The Loop, downtown Kissimmee, and Orlando International Airport are just minutes away. With easy access to the Florida Turnpike, this property is ideal for homeowners, investors, or anyone looking for low-maintenance living.

1617 Mohegan Boulevard, Kissimmee
3052 Rising Mist Court, Kissimmee
$590,000
4 Beds ⋅ 3 Baths ⋅ Legacy Park Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to luxury, space & comfort in Kissimmee this stunning two-story pool home nestled in the heart of Kissimmee, Florida, within a desirable gated community! Offering nearly 3,000 square feet of thoughtfully designed living space, this beautiful 4-bedroom, 2.5-bathroom home combines comfort, style, and functionality. This home features several recent upgrades, including: Freshly painted interior throughout. Newly renovated primary bathroom. Newly installed water heater. Two brand-new chandeliers. Professionally cleaned carpets. Private heated saltwater swimming pool. The spacious first floor offers a versatile bonus room that can easily serve as a home office, guest bedroom, or flex space to fit your needs. Upstairs, you'll find the remaining bedrooms along with a generous loft area, perfect for a media room, study area, playroom, or additional family gathering space. The oversized kitchen is truly the heart of the home, featuring beautiful quartz countertops, abundant cabinetry, and plenty of space for cooking, entertaining, and creating lasting memories with family and friends. Retreat to the generously sized bedrooms, designed to provide comfort, privacy, and plenty of room for everyone. Step outside and enjoy your own private backyard oasis! The heated saltwater pool is perfect for relaxing, entertaining guests, and enjoying Florida living all year long. Conveniently located near major shopping centers, restaurants, entertainment, and everyday conveniences, this home offers the perfect combination of location, space, and lifestyle. Don't miss your opportunity to own this beautiful, move-in-ready pool home in one of Kissimmee's desirable gated communities. Schedule your private showing today and make this home yours!

3052 Rising Mist Court, Kissimmee
2711 Summer Retreat Lane, Kissimmee
$349,990
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Discover the perfect blend of comfort, style, and effortless living in this beautifully upgraded 3-bedroom, 2-bath villa **located in one of Kissimmee’s desirable communities. Featuring 1,579 square feet of thoughtfully designed living space, this move-in-ready home offers a modern open-concept layout with elegant finishes and a relaxed, resort-inspired lifestyle. From the moment you arrive, you’ll appreciate the charming curb appeal, featuring a paver driveway, beautifully maintained landscaping, and a welcoming covered entrance. Step inside to discover a bright and spacious interior filled with natural light, complemented by tile flooring in the entire home, upgraded lighting, and plantation shutters all throughout. The open kitchen seamlessly connects to the dining and living spaces, making it ideal for entertaining guests or enjoying everyday moments with family. The thoughtfully designed split-bedroom floor plan provides added privacy, while the separate room offers flexibility for remote work, a home library, or a personal hobby space. The spacious primary suite features a walk-in closet and a well-appointed en-suite bathroom designed with comfort and convenience in mind. Enjoy Florida living at its best in the covered lanai and fenced in backyard creating the perfect outdoor retreat for relaxing mornings, evening gatherings, or entertaining friends. Additional features include a two-car garage, dedicated indoor laundry room, and easy, low-maintenance living that allows you to spend more time enjoying the things you love. Ideally situated near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida’s Turnpike, and Osceola Parkway, this home offers convenient access to shopping, dining, entertainment, and Orlando’s world-famous attractions.

2711 Summer Retreat Lane, Kissimmee
2015 Spring Shower Circle, Kissimmee
$412,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Reserve SubDv. ⋅ 34744 Zip Code
**SELLER CONTRIBUTION TO CLOSING COSTS AVAILABLE** Great opportunity and price for this immaculately maintained home inside the GATED 55+ Tohoqua Reserve. This split floor plan 3/2 with a den / flex space which can be easily converted to a 4th bedroom, office, or living area, features luxurious details such as neutral ceramic tile floors throughout the entire home, kitchen with oversized island, 42" cabinets with crown moulding, granite countertops and stainless steel appliances, overlooking the living and dining room, for an open concept designed for entertaining, which flows seamlessly into a covered screened-in extended patio, facing a large backyard with no rear neighbors for added privacy and enjoying nature. The primary bedroom is located in the back of the home, providing a tranquil retreat which includes an en-suite bathroom featuring a fully tiled super-shower with a bench, double vanity, huge walk-in closet and quartz countertops. The remaining bedrooms are spacious and comfortable for your guests or occupants alike, and the secondary bathroom has a tub perfect for soaking and relaxing. The home is rounded off by a convenient inside laundry room with a washer and dryer, a 2 car garage with extra mounted storage space, and paved driveway for additional vehicles. The community features private amenities like a Clubhouse with Fitness Center, resort-style pool and outdoor fire pit, pickleball and bocce ball courts, dog park and more – exclusively reserved for those 55 and older. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool for younger guests, and there are more than 5 miles of trails winding throughout the community for walking, running and bicycling to enjoy the Florida Lifestyle. The Tohoqua trails connect to trails outside the community, including the Twin Oaks Conservation Area trail that takes you to the shores of Lake Tohopekaliga. For those who prefer to paddle, you can launch a canoe or kayak into the Saint Cloud Canal and go north to East Lake Tohopekaliga or south to Lake Tohopekaliga. Restaurants, shopping centers, medical facilities and major roads like the Turnpike and 192 are minutes away, and less than an hour from the East Coast beaches and theme parks. Come see this home today!

2015 Spring Shower Circle, Kissimmee
3012 Villa Preciosa Drive, Kissimmee
$420,000
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Welcome to Villa del Sol, a gated community in Kissimmee! This very spacious home features a comfortable layout with a formal living room and a separate formal dining room, perfect for entertaining guests and enjoying family gatherings. The roof was replaced in 2025! Conveniently located near Orlando International Airport, shopping centers, restaurants, hospitals, major highways, and Central Florida’s world-famous theme parks. Enjoy the convenience of being close to everyday essentials, entertainment, and popular attractions. With its generous living space and convenient location, this home provides easy access to the many amenities, attractions, shopping, and entertainment options throughout the Orlando area. Don't miss this opportunity to make this property your own!

3012 Villa Preciosa Drive, Kissimmee
1029 Wood Cove, Kissimmee
$329,000
3 Beds ⋅ 3 Baths ⋅ Meadow Woods Cove SubDv. ⋅ 34743 Zip Code
Welcome to Meadow Wood Cove, a charming gated community of just 80 homes, offering a peaceful neighborhood atmosphere, privacy, and the convenience of an excellent Kissimmee location! This spacious 3-bedroom, 2.5-bath townhome offers nearly 2,000 square feet of comfortable living space, a beautiful lake view, and the ease of low-maintenance living. From the moment you arrive, you’ll appreciate the inviting covered front porch and welcoming surroundings. Step inside to discover an open floor plan featuring generous living and dining areas, ideal for everyday comfort and entertaining. The eat-in kitchen offers abundant cabinetry for storage, while a large storage area beneath the staircase provides additional space for household essentials. Upstairs, you’ll find three spacious bedrooms, each featuring its own walk-in closet, with an especially generous primary suite offering a comfortable and relaxing retreat. Enjoy the added value of recent improvements, including a NEW A/C SYSTEM installed in 2025, a WATER HEATER replaced in 2024, and a WHOLE-HOUSE WATER FILTRATION SYSTEM that conveys with the property. Additional features include gutters, vinyl fencing, and a spacious TWO-CAR GARAGE. One of the home’s most appealing features is its beautiful LAKE VIEW, which can be enjoyed from the covered back porch, a perfect setting for morning coffee, relaxing evenings, or simply enjoying the peaceful surroundings. What truly sets Meadow Wood Cove apart is its intimate setting of ONLY 80 HOMES, offering the charm of a smaller community without the overwhelming size of larger developments. Residents enjoy gated access, a community swimming pool, sidewalks, and beautifully maintained common areas. The LOW HOA FEE includes exterior maintenance, grounds maintenance, and trash service, providing the convenience of a low-maintenance lifestyle. LOCATION IS ANOTHER GREAT ADVANTAGE! Conveniently situated near major roads and highways, this property offers easy access to Orlando International Airport, Lake Nona, The Loop shopping and dining district, medical facilities, restaurants, shopping, and Central Florida’s popular attractions, including Walt Disney World and Universal Orlando. This location makes everyday living convenient. If you’re looking for generous living space, a beautiful lake view, recent upgrades, and the charm of a quaint gated community, this townhome offers a wonderful combination of comfort, convenience, and value. Schedule your private showing today and discover what makes Meadow Wood Cove such a special place to call home!

1029 Wood Cove, Kissimmee
4375 Silver Creek Street, Kissimmee
$599,900
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
221 Westmoreland Circle, Kissimmee
$425,000
4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
OVER $50,000 IN UPGRADES! FULLY RENOVATED! GOLF COURSE VIEW! MOVE-IN READY! WHY PAY MORE FOR NEW CONSTRUCTION? Welcome to 221 Westmoreland Circle, Kissimmee, FL 34744, a beautifully remodeled 4-BEDROOM, 2-BATHROOM, 1,767 SQFT single-family home located in the desirable REMINGTON GOLF COMMUNITY! Featuring beautiful GOLF COURSE VIEWS, modern finishes, and over $50,000 IN RECENT UPGRADES, this meticulously updated home offers exceptional value without the higher price tag often associated with new construction! The sellers have invested extensively in improvements, including a BRAND-NEW KITCHEN, BEAUTIFULLY UPDATED BATHROOMS, UPDATED FLOORING, NEW WATER HEATER, FRESH INTERIOR AND EXTERIOR PAINT, and a beautifully finished EPOXY-COATED GARAGE FLOOR! Additional features include RAIN GUTTERS and a spacious 2-CAR GARAGE. Step inside and experience a bright, inviting floor plan with soaring ceilings, beautifully updated living spaces, and contemporary finishes throughout. The completely renovated kitchen serves as the heart of the home, while the updated bathrooms and flooring create a fresh, modern atmosphere. Enjoy the added benefit of SCENIC GOLF COURSE VIEWS, providing a beautiful backdrop for everyday living, relaxing evenings, and entertaining guests. Used primarily as a SEASONAL WINTER RESIDENCE by its owners, this home has been enjoyed during their winter visits to Florida and thoughtfully maintained. Located in the established REMINGTON GOLF COMMUNITY, this property offers convenient access to FLORIDA'S TURNPIKE, US-192, SHOPPING, RESTAURANTS, PUBLIX, WALMART, AND EVERYDAY ESSENTIALS. Enjoy approximately 5–10 MINUTES TO SHOPPING AND GROCERY STORES, 8–10 MINUTES TO FLORIDA'S TURNPIKE, 20–25 MINUTES TO ORLANDO INTERNATIONAL AIRPORT (MCO), 25–30 MINUTES TO LAKE NONA, 35–40 MINUTES TO DOWNTOWN ORLANDO AND WALT DISNEY WORLD, AND 40–45 MINUTES TO UNIVERSAL ORLANDO, depending on traffic and route. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, VACATION RETREAT, OR MOVE-IN READY HOME NEAR ORLANDO, this property offers the perfect combination of location, comfort, and modern upgrades! WHY WAIT FOR NEW CONSTRUCTION AND PAY EXTRA FOR UPGRADES WHEN YOU CAN OWN A METICULOUSLY REMODELED HOME WITH GOLF COURSE VIEWS IN AN ESTABLISHED COMMUNITY? With over $50,000 invested in improvements, scenic surroundings, and an excellent Central Florida location, this property is truly a must-see! SCHEDULE YOUR PRIVATE SHOWING TODAY! PLEASE NOTE: Select listing photos have been virtually enhanced with wall art and decorative accents. The furniture shown in the photographs is physically staged inside the property.

221 Westmoreland Circle, Kissimmee
2855 N Point Blvd, Kissimmee
$595,000
5 Beds ⋅ 4 Baths ⋅ Sentry North Point, Phase 1a SubDv. ⋅ 34744 Zip Code
Looking for SPACE? You've found it! This beautiful property has so much room to spread out, space to gather, and a pond view to enjoy! Located in the gated North Pointe community, this two-story home offers 5 bedrooms, 3.5 bathrooms, and approximately 3,475 square feet of living space. The layout features a downstairs primary suite, separate formal dining room, office/den, and upstairs loft—giving you flexibility for work, relaxation, and entertaining.The kitchen features an island, breakfast bar, and walk-in pantry, while the covered patio offers a spot to unwind overlooking the pond. A three-car tandem garage provides additional parking and storage space. Enjoy community amenities including a pool, clubhouse, and playground, with access to Boggy Creek Road and the surrounding Lake Nona area. Schedule your private showing and explore the possibilities!

2855 N Point Blvd, Kissimmee
1805 Lee Janzen Drive, Kissimmee
$535,000
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
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