Osceola Homes with Gated Community - Guard Community Features

Osceola Homes with Gated Community - Guard Community Features

Osceola County, located in Florida, is a vibrant and diverse area known for its beautiful landscapes, rich history, and welcoming communities. Home to a variety of attractions such as Disney World and Kissimmee Lakefront Park, Osceola County offers residents a high quality of life with plenty of entertainment options.

For those looking for a secure and exclusive living environment, Osceola County boasts a range of homes within gated communities with guard features. These communities provide residents with an added layer of security and privacy, making them an attractive option for families, retirees, and individuals seeking peace of mind.

Living in a gated community in Osceola County offers not only security but also a sense of community and shared amenities such as pools, fitness centers, and walking trails. Whether you're looking for a luxurious estate or a cozy townhome, Osceola County's gated communities have something to offer for everyone. Experience the best of Florida living in a gated community in Osceola County.

Newest Osceola Homes with Gated Community - Guard Community Features

$299,000
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code
Experience effortless resort living in this beautifully updated, fully furnished 3-bedroom, 2-bathroom condo in the gated Reunion Resort community. Thoughtfully enhanced by the current owner, the residence features luxury vinyl flooring throughout, new appliances, updated fixtures, and a wine refrigerator, creating a stylish, move-in-ready retreat. Located in an elevator building, the condo also offers a private balcony, its own one-car garage, and a private driveway. Whether you're looking for a primary residence, second home, vacation getaway, or short-term rental opportunity, this property offers exceptional flexibility in one of Central Florida's premier resort communities. The Terraces at Reunion features a community pool, barbecue area, and park, while Reunion Resort offers an impressive collection of amenities, including three signature golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a multi-level water park, miniature golf, tennis, fitness and spa facilities, multiple community pools, and a variety of restaurants and dining options. Ideally located approximately 30 minutes from Orlando International Airport and just a short drive from Central Florida's world-famous theme parks and attractions, Reunion combines convenience with a true resort-style experience. With 24-hour gated access and a golf-cart-friendly setting, this turnkey, fully furnished residence offers the perfect opportunity to enjoy the Florida resort lifestyle from day one.

7505 Mourning Dove Circle Unit 303, Reunion
$365,000
3 Beds ⋅ 2 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
*PRICED TO SELL* Welcome to the resort-style community of Bellalago! This beautifully maintained 3-bedroom, 2-bath home with a 2-car garage offers the perfect combination of comfort, style, and value. The open-concept floor plan is ideal for entertaining, featuring a spacious kitchen overlooking the living and dining areas, while the private primary suite provides a relaxing retreat with a walk-in closet and en-suite bath. Located in one of Kissimmee's most desirable gated communities, Bellalago offers exceptional amenities including multiple resort-style pools, fitness centers, tennis and basketball courts, walking and biking trails, playgrounds, a private boat ramp and lift with direct access to Lake Tohopekaliga, fishing pier, clubhouse, on-site restaurant, and year-round community events. This home is an incredible opportunity for buyers looking for exceptional value in Bellalago. Don't miss your chance—schedule your private showing today!

1910 Goblet Cove Street, Kissimmee
$308,000
2 Beds ⋅ 2 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Welcome to your dream retreat in the heart of Kissimmee! This beautifully maintained 2-bedroom, 2-bathroom condo is located in the highly desirable Storey Lake Resort, just minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions. Fully furnished and tastefully decorated, this unit features a spacious open-concept layout, modern kitchen with granite countertops and stainless steel appliances, and a private balcony perfect for relaxing after a long day at the parks. The two generously sized bedrooms provide comfort and privacy, including a primary suite with an en-suite bathroom. Whether you're looking for a profitable short-term rental investment or a second home, this unit is turn- key and resort-ready! Storey Lake offers world-class amenities including a resort-style pool, lazy river, splash pad, fitness center, tiki bar, and more! Don’t miss this opportunity – schedule your showing today and own a piece of paradise in Central Florida!

3161 Paradox Circle Unit 304, Kissimmee
$375,000
3 Beds ⋅ 3 Baths ⋅ Tapestry SubDv. ⋅ 34741 Zip Code
Welcome to luxury living in this beautifully updated 3 bedroom, 2 1/2 bathroom townhome. Located in the Premier guard gated tapestry subdivision in Osceola County, this turnkey property perfectly blends modern elegance with resort-style amenities.This property will be perfect for anyone looking to relocate to a quiet community in a great school district , wanting to start a fresh, or looking for a resort style community.The first floor is a open floor plan with endless design options and holds the primary bedroom , the light fixtures on the first and second floor have been upgraded as well. The staircase and second floor have been upgraded with luxury vinyl flooring and the bathroom has been fully renovated. This property is ready for someone to make it their home!

2569 Folio Way, Kissimmee
$360,000
3 Beds ⋅ 3 Baths ⋅ The Terraces At Storey Lake Condo 3 Ph 12 SubDv. ⋅ 34746 Zip Code
Located in the heart of Storey Lake Resort, this fully furnished 3 bedroom, 2 and half bathroom turnkey condo is ready to welcome guests from day one. Thoughtfully designed and fully equipped, it offers investors a seamless opportunity to step into one of Central Florida's most desirable vacation rental markets. Whether you're expanding your investment portfolio, completing a 1031 Exchange, or purchasing your first vacation rental, this property offers the opportunity to own in one of the highest-demand tourist markets in the world. The thoughtfully designed open floor plan features a spacious living area, a modern kitchen with quartz countertops, stainless steel appliances and beautifully appointed furnishings throughout. Everything has been carefully prepared to provide an exceptional guest experience and allow a seamless transition for the next owner. Location is everything and this one delivers. Just minutes from Walt Disney World, Disney Springs, Orlando Vineland Premium Outlets, world-class restaurants, championship golf courses and Central Florida's top attractions, guests enjoy unmatched convenience while owners benefit from one of the region's strongest vacation rental markets. Storey Lake Resort offers an impressive collection of resort-style amenities, including a Clubhouse, Fitness Center, Gated Community with Guard, Resort-Style Pool, Lazy River, Water Park, Restaurant, Playground, and scenic walking paths, creating the kind of guest experience that drives repeat visits and lasting vacation memories. If you're looking for a property that combines location, lifestyle, and investment potential, this fully furnished, move-in-ready condo is an exceptional opportunity to own in one of Orlando's premier short-term rental destinations.

3191 Paradox Circle Unit 208, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the gated, resort-style community of Bellalago. Rich wood cabinetry and warm granite countertops anchor the well-appointed kitchen, complete with stainless steel appliances, a built-in microwave, and ample cabinet and counter space for effortless meal prep. The open-concept living and dining areas are finished with easy-care tile flooring throughout and flow naturally toward a wall of sliding glass doors that frame tranquil water views. Step outside to an oversized screened lanai, fitted with dual ceiling fans, offering the perfect setting for outdoor dining or simply unwinding while taking in the lake breeze. The spacious primary suite impresses with a spa-like en-suite bath featuring a soaking garden tub tucked beneath a wall of windows, a separate glass-enclosed shower, and dual vanities topped in granite with abundant cabinet storage. Beyond the home itself, residents enjoy Bellalago's full slate of resort amenities, including a guard-gated entrance, clubhouse, on-site restaurant, fitness center, multi-pool aquatic center, waterpark, tennis courts, fishing piers, boat ramp, and scenic nature and bike trails, all just minutes from shopping, dining, and the area's world-famous attractions.

3817 Golden Feather Way, Kissimmee
$369,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Discover the Perfect Blend of Comfort, Style, and Investment Potential with this beautifully updated Corner-Unit townhome in Regal Oaks Resort, one of Central Florida's most sought-after Gated vacation rental communities. Built during resort's newest development phase, this rare three-bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community, making it one of the community's most desirable floor plans. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Wide-Plank Luxury Vinyl Flooring throughout the entire second floor and staircase, creating a Warm, Contemporary Atmosphere with exceptional durability and easy maintenance. Large windows throughout the home fill every living space with Abundant Natural Light, creating a Bright, Open, and Inviting atmosphere. The spacious open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for entertaining or relaxing after a day at the parks. The kitchen features Granite Countertops, Stainless-Steel GE Appliances and ample cabinet space. The laundry area includes a modern GE Washer and Dryer, while the home's GE appliances provide quality and consistency throughout the kitchen. Upstairs, the Spacious Owner's Suite overlooks the protected Conservation Area and offers a Private En-suite bathroom with dual vanities, a relaxing soaking garden tub, and peaceful preserve views. Two additional guest bedrooms and another full bathroom comfortably accommodate family and guests. The Screened Lanai provides a peaceful outdoor retreat overlooking the protected preserve, offering privacy with No Rear Neighbors. The home is being sold FULLY FURNISHED and tastefully DECORATED, making it completely Move-In Ready for personal enjoyment or immediate vacation rental use. Regal Oaks Resort offers an outstanding resort lifestyle with a beautiful Clubhouse, resort-style Swimming Pool with Water Slide, Fitness Center, Tennis Courts, Restaurant, Poolside Bar, Arcade, Scenic Lakes, Walking Trails, and 24-hr Guard-Gated security. Daily Valet Trash Collection, Exterior Maintenance, and Lawn Care are all included through the HOA, allowing owners to enjoy a truly low-maintenance ownership experience. Another valuable advantage is that Regal Oaks has no Community Development District (CDD) fees, helping reduce annual ownership costs compared to many competing resort communities. Ideally located in the heart of Kissimmee—Central Florida's Premier Destination for Vacation Homes—the property is approximately 9 miles from Disney Springs and offers convenient access to Walt Disney World, Universal Orlando Resort, Celebration, Sunset Walk, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and I-4. This property is an established, income-producing vacation rental with an excellent rental history, Outstanding Guest Reviews & Future Reservations already in place. Subject to management continuity existing reservations may transfer to the new owner, allowing rental income to continue immediately after closing with $400 value photo package. Whether you're searching for a FL vacation home or a proven investment in one of Orlando's strongest vacation rental markets, this exceptional Regal Oaks property offers an outstanding opportunity.

2679 Corvette Lane, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook South Ph I-1 & J-1 SubDv. ⋅ 33896 Zip Code
If you're looking for peaceful living in a resort-like community, look no further than the Retreat at Champions Gate. This beautiful 4-bedroom, 3-bath home is move-in ready and allows for short-term rentals. The freshly updated interior boasts a gorgeous open-concept layout and bright interior. Upon entering, you'll notice 10' ceilings. A large open kitchen is the heart of your home with quartz countertops and stainless steel appliances, a peninsula, and a vented range with both 42-inch and floor-to-ceiling cabinetry. Featuring a ground-floor private suite facing north. You will enjoy dual sinks with a vanity and a large walk-in shower. The additional 3 bedrooms are nicely sized and well located upstairs, offering plenty of space for family or guests. Make your way out back where you will love spending time relaxing in the screen-enclosed pool. Only minutes from Disney and Universal Resorts and Disney City Walk. The HOA includes cable, high-speed internet, a resort-style pool and splash pad, mini-golf, arcade, ice cream shop, restaurant and bar, fitness center, playgrounds, and a dog park. This is a Fannie Mae Homepath property.

1592 Moon Valley Drive, Davenport
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$649,000
5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee
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