Osceola County Homes with Gated Amenities

Osceola County Homes with Gated Amenities

Welcome to Osceola County, Florida – a vibrant and picturesque region that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, diverse wildlife, and a plethora of recreational activities. From the enchanting waters of Lake Tohopekaliga to the lush expanses of the Kissimmee Prairie Preserve, outdoor enthusiasts will find endless opportunities for exploration and adventure.

Osceola County is not just about stunning scenery; it is also a thriving community with a rich cultural heritage. With charming towns like Kissimmee and St. Cloud, residents enjoy a warm, welcoming atmosphere filled with local shops, delightful dining options, and vibrant festivals. The county is conveniently located near world-famous attractions, including Walt Disney World and Universal Studios, making it an ideal place for families and individuals alike.

For those seeking a touch of exclusivity and security, Osceola County boasts a variety of homes with gated amenities. These luxurious residences offer a tranquil retreat, combining comfort and elegance with the peace of mind that comes from living in a secure community. Gated neighborhoods often feature stunning landscaping, resort-style amenities, and a strong sense of community, making them perfect for families, retirees, and anyone looking for a refined lifestyle.

Whether you are searching for a cozy family home or a luxurious estate, Osceola County's gated communities provide the perfect backdrop for your dream life in sunny Florida. Discover the charm and comfort of this remarkable county today!

Newest Osceola County Homes with Gated Amenities

7593 Gathering Drive Unit 708, Kissimmee
$220,000
1 Beds ⋅ 1 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**Property has an active Reunion Resort Membership Available** Welcome to the Reunion Grande, located in the renowned golf community of Reunion Resort! Comprised of 82 individually owned condos, 4 restaurants on site, and all of the amenities of a 4 diamond resort hotel, the Reunion Grande is a the epitome of luxury living. This condo is 1 of only 6 one bedroom condos in the Grande, making it a rarity. As you enter. this tastefully appointed condo you will immediately notice the penthouse ambience, featuring an open concept kitchen, dining, living room space that flows together perfectly, with diamond pattern laid travertine tile flooring covering the main living area, dining room and kitchen. Positioned on the 7th floor, this condo has amazing views out every window, stepping out on your oversized covered balcony you will enjoy unobstructed views of the Watson and Palmer golf courses, beautiful sunrises, and a panoramic view of the beautiful community of Reunion Resort. Pride in ownership can be seen throughout this condo, as it has been meticulously maintained. Being sold fully furnished, this condo will come to you turnkey. Reunion Resort is a luxury resort, that also allows short term rental, if you're looking for a home away from home, while also being able to generate short term rental revenue, this condo is for you! Reunion Resort is positioned with quick access to all the major theme parks, especially Disney World, being Just 2 Exits Away, making Reunion Resort top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 world class championship golf courses, Designed By Arnold Palmer, Tom Watson, And Jack Nicklaus, that Are Located within the gates of Reunion. There Are 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slide. This condo is turnkey, With so much to desire, it is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

7593 Gathering Drive Unit 708, 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

8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee

2338 Lily Bloom Road, St Cloud
$445,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Sunbridge SubDv. ⋅ 34771 Zip Code
RARE OPPORTUNITY: VA ASSUMABLE LOAN AT JUST 4.75% INTEREST! Welcome to 2338 Lily Bloom Road in Del Webb Sunbridge, a gated 55+ active-adult community in St. Cloud, Florida. Built in 2025 by Del Webb, this beautifully designed, single-story Hallmark model offers 2 bedrooms, 2 full bathrooms, and 1,655 square feet of thoughtfully planned living space. **Eligible buyers may have the opportunity to assume the existing VA loan at an attractive 4.75% interest rate, subject to lender and VA approval and applicable assumption requirements. This could offer significant financing advantages compared with qualifying for a new mortgage at current market rates. The home features an inviting open floor plan, wood-look tile flooring, quartz countertops, and a versatile enclosed flex room ideal for a home office, hobby room, or additional living space. The well-appointed kitchen showcases elegant Lagoon quartz countertops, while the spacious primary suite provides a relaxing retreat with a dual-sink vanity, frameless glass-enclosed shower, and walk-in closet. A secondary bedroom and full bathroom offer comfortable accommodations for guests. Enjoy seamless indoor-outdoor living through pocket sliding glass doors that open to a covered lanai, perfect for morning coffee or unwinding at the end of the day. Additional highlights include a two-car garage, natural gas, energy-efficient features, smart-home conveniences, and the benefits of newer construction. Residents of Del Webb Sunbridge enjoy access to the impressive 27,000-square-foot Hammock Club, featuring a resort-style zero-entry pool with lap lanes, resistance pool, heated spa, fitness center, movement studio, tennis and pickleball courts, walking trails, outdoor fire pits, arts and crafts spaces, and an on-site Tavern & Grille. A full-time Lifestyle Director coordinates social events, classes, clubs, and activities, creating opportunities to stay active and connected. Enjoy added convenience with HOA-maintained grounds! The HOA fee includes ground maintenance, lawn care, and weed care, helping simplify exterior upkeep so you can spend more time enjoying the community and less time on yard work. Conveniently located near Lake Nona, shopping, hospitals, dining, and major roadways, this home offers an exceptional opportunity to enjoy modern Florida living in a vibrant active-adult community. With newer construction, resort-style amenities, lawn maintenance included in the HOA, and the potential to assume a VA loan at 4.75%, this home deserves a closer look!

2338 Lily Bloom Road, St Cloud

4819 Cumbrian Lakes Drive, Kissimmee
$390,000
4 Beds ⋅ 3 Baths ⋅ Cumbrian Lakes Resort Ph 1 SubDv. ⋅ 34746 Zip Code
Located in the gated Cumbrian Lakes community of Kissimmee, this beautifully remodeled 4-bedroom, 3-bathroom pool home offers a distinctive combination of modern upgrades, stylish interior finishes, and a private outdoor retreat. Featuring a new roof, newer AC, and updated water heater, the home offers major improvements alongside its beautifully updated living spaces. From the attractive landscaping and paver driveway to the welcoming entryway and attached two-car garage, the home makes a lasting first impression. Inside, the extensively remodeled interior showcases elegant marble-look tile flooring, custom millwork, decorative tray ceiling accents, crown molding, and upgraded LED lighting. The fully remodeled kitchen serves as a centerpiece of the home, featuring custom white cabinetry, granite countertops, stainless steel appliances, a decorative backsplash, and an oversized island with a stone-accented base and breakfast bar seating. The adjoining dining area connects seamlessly to the living room, creating an inviting setting for everyday living and entertaining. The living room is particularly impressive, featuring a custom-designed theater and entertainment wall with stone accents, a built-in electric fireplace, recessed display niches, and a large arched window that fills the space with natural light. The extensive interior remodel included updated flooring, custom millwork, upgraded electrical outlets, LED lighting, and fresh interior and exterior paint, creating a cohesive and thoughtfully finished home. The split-bedroom layout offers privacy and flexibility, with four bedrooms and three full bathrooms arranged throughout the single-story floor plan. The primary suite features wood-look flooring, a ceiling fan, and direct access to the pool area through glass doors. Its en-suite bathroom includes a granite-topped vanity, soaking tub, and separate glass-enclosed shower. The bathrooms also feature custom millwork and granite upgrades, while an interior laundry room adds everyday convenience. Step outside to your private screened-in pool area, which underwent a complete renovation, including the swimming pool, deck, and screen enclosure. The expansive paver deck provides plenty of space for outdoor dining, lounging, and entertaining, while the screened enclosure and surrounding privacy fencing create a comfortable outdoor setting. Cumbrian Lakes offers a gated residential setting surrounded by established homes, landscaped streets, and natural scenery. Conveniently located in Kissimmee near shopping, dining, entertainment, and Central Florida's popular attractions, this property combines extensive recent renovations, major system updates, custom interior features, and a beautifully remodeled private pool area. Find out how the seller can reduce your monthly mortgage payment on an accepted offer!

4819 Cumbrian Lakes Drive, Kissimmee

2306 Zaballina Place, Kissimmee
$640,000
6 Beds ⋅ 5 Baths ⋅ Solara Phase 3 SubDv. ⋅ 34747 Zip Code
**TURNKEY VACATION HOME IN SOLARA RESORT!** Discover this beautifully furnished 6-bedroom, 4.5-bathroom corner-unit townhome, thoughtfully designed for the ultimate vacation experience. Combining comfort, style, and entertainment, this property is an excellent choice for a vacation home or short-term rental investment. The spacious open-concept floor plan features a modern kitchen, inviting living and dining areas, and plenty of room for families and groups to gather. One of the home's standout features is its professionally designed themed bedrooms, including Mario, Star Wars, and Minions, creating a fun and memorable experience for guests of all ages. Step outside to your own private swimming pool, the perfect place to relax and unwind after a day exploring Orlando's attractions. Located within the gated Solara Resort community, owners and guests can enjoy an impressive selection of resort-style amenities, including a spectacular clubhouse, resort-style pool, FlowRider surf simulator, splash pad and water slides, fitness center, restaurant, poolside tiki bar, sports courts, playground, and entertainment areas. Conveniently located near Walt Disney World, major attractions, shopping, dining, and entertainment, Solara Resort combines an excellent location with comfort and a resort-style vacation lifestyle. Whether you're looking to expand your investment portfolio or own a vacation retreat in Central Florida, this fully furnished townhome is an excellent choice for enjoying the Orlando vacation lifestyle while exploring the potential of the short-term rental market.

2306 Zaballina Place, Kissimmee

4933 Parkview Drive, St Cloud
$850,000
6 Beds ⋅ 4 Baths ⋅ Lake Pointe SubDv. ⋅ 34771 Zip Code
Discover the perfect blend of space, elegance, & resort-style living in this impressive two-story, 6-bedroom, 4-bathroom home located in the desirable gated community of Lake Pointe at Toho. Situated on a generous lot just shy of half an acre, this exceptional residence showcases picturesque lake views, an expansive backyard, & inviting outdoor living spaces, offering an ideal setting for entertaining, relaxing, & creating lasting memories. From the moment you arrive, the home’s attractive curb appeal makes a lasting impression, featuring meticulously maintained landscaping, a brick paver driveway, & elegant stone accents. A welcoming entryway opens to a thoughtfully designed interior w/ soaring sightlines, creating an immediate sense of space & sophistication. Formal living & dining rooms provide versatile spaces for hosting guests, celebrating special occasions, or creating an elegant home office or sitting area. At the heart of the home, the spacious open-concept kitchen seamlessly connects to the inviting family room, creating the perfect gathering place for everyday living & entertaining. Abundant cabinetry, extensive countertop space, & a convenient breakfast bar provide excellent functionality, while large sliding glass doors fill the family room w/ natural light & frame the beautiful outdoor setting. This well-designed layout delivers the space & versatility today’s homebuyers desire. A first-floor bedroom & full bathroom offer exceptional flexibility for multigenerational living, overnight guests, or a private home office. Upstairs, the generously proportioned primary suite serves as a peaceful private retreat. Double-door entry, an elegant tray ceiling, & a ceiling fan enhance the spacious atmosphere, while dual walk-in closets provide ample storage. The ensuite primary bathroom offers a spa-inspired experience w/ dual vanities, extensive counter space, a relaxing soaking tub, & a separate walk-in shower. Additional upstairs accommodations include 3 spacious bedrooms w/ ceiling fans, two featuring walk-in closets. A conveniently located bathroom w/ dual sinks & a tub-and-shower combination adds functionality for family & guests. The fourth upstairs bedroom features its own ensuite bathroom & offers exceptional versatility, making it ideal for a guest suite, bonus room, playroom, or additional private living space. Step outside to the extended rear lanai & discover one of this property’s standout features: a spacious backyard w/ tranquil lake views. With nearly 1/2 acre to enjoy, there is plenty of room to create your dream outdoor oasis, establish a garden, & recreational features, or simply unwind while taking in the scenic surroundings. The combination of generous outdoor space, a lake-view setting, & an extended covered entertaining area creates an appealing backdrop for Florida living throughout the year. Major updates include a roof replaced in 2024, AC 2021 & a recently replaced water heater, providing valuable peace of mind for the next owner. Beyond the home itself, Lake Pointe at Toho offers an appealing lifestyle w/in a gated community featuring resort-style amenities, including a community swimming pool, covered tot lot & playground, tennis courts, pickleball courts, basketball courts, barbecue grills, picnic areas, scenic walking paths, & seasonal community events. Whether enjoying an active afternoon outdoors or connecting w/ neighbors, the community offers opportunities to make the most of the Florida lifestyle.

4933 Parkview Drive, St Cloud

2530 Avian Loop, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome home—you’ve found the upgrades you want and the spaces you’ll love! Located in guard-gated Tapestry, this contemporary residence pairs stylish interiors with a climate-controlled home gym, a covered upstairs balcony, and a backyard made for enjoying Florida living. From the distinctive exterior and paver driveway to the thoughtful details inside, 2530 Avian Loop makes a memorable first impression. The bright, open main living area connects the kitchen, dining, and living spaces for effortless entertaining and everyday comfort. White cabinetry, stainless steel appliances, a subway tile backsplash, and a contrasting island with breakfast-bar seating create a stylish kitchen at the heart of the home. In the living room, decorative wall trim and a fireplace feature wall add warmth and character. A separate den with glass-paneled doors provides an inviting setting for a home office, study, or quiet retreat. Eight-foot interior doors create an elevated sense of space, while luxury vinyl plank flooring throughout the upstairs, den, and staircase brings warmth and continuity to the home. An upgraded stair railing completes the polished look, showcasing the attention to detail found throughout. Upstairs, the spacious primary suite features an en suite bathroom with dual sinks and a glass-enclosed shower. The covered balcony offers another welcoming place to enjoy your morning coffee or wind down in the evening. A standout feature is the garage, converted into a dedicated home gym with its own mini-split air-conditioning unit for comfortable, year-round workouts. Enjoy the convenience of a personal fitness space just steps from your living room. Outside, the generously sized backyard extends your living space with a covered patio, additional pavers, a garden area, storage shed, and playground. From weekend barbecues and gardening to afternoons at play, there’s space to make the most of your time at home. Beyond your front door, Tapestry offers resort-style amenities, including a community pool, splash area, clubhouse, fitness center, playgrounds, and walking trails. Shopping, dining, and entertainment at The Loop and Loop West are nearby, with convenient access to Osceola Parkway, John Young Parkway, and Central Florida’s attractions. Come experience the upgrades, explore the possibilities, and picture your next chapter here. Schedule your private tour today!

2530 Avian Loop, Kissimmee

4713 Flagler Beach Way, Kissimmee
$359,000
4 Beds ⋅ 3 Baths ⋅ Terra Verde Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Discover the perfect combination of relaxation, convenience and INVESTMENT POTENTIAL with this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath townhome in Terra Verde Resort in Kissimmee! Located in a GUARD-GATED, RESORT-STYLE COMMUNITY, this fully furnished END UNIT is ideal for those seeking a short-term rental investment or a VACATION RETREAT of their own. Tucked into a QUIET AREA of the community, the home offers a wonderful setting to unwind after a day of fun, with a PRIVATE SCREENED POOL and PEACEFUL POND VIEW adding to its appeal. Inside, CERAMIC TILE FLOORING throughout the main living areas creates an attractive, easy-care foundation for the open-concept layout. The Living Room, Dining Area and Kitchen FLOW TOGETHER NATURALLY, making it easy for everyone to gather and enjoy time together. Large Living Room windows fill the space with ABUNDANT NATURAL LIGHT, and offers a comfortable place to kick back after a busy day. Sliding glass doors in the Dining Area lead directly to the back PATIO AND POOL, making indoor-outdoor living part of the experience.The Kitchen supplies ample cabinetry and counter space, along with a center island and BREAKFAST BAR that provide extra room for meal preparation, casual dining and conversation. Updated stainless steel appliances enhance the space, including a NEWER MICROWAVE installed in 2024, while a NEWER WATER HEATER (2024) adds to the home's recent improvements.A FIRST-FLOOR BEDROOM is conveniently located near a full Bath, offering a comfortable option for guests who prefer to avoid stairs. Upstairs, you'll find three additional Bedrooms, one with LAMINATE FLOORING, and two with carpet that was RECENTLY CLEANED (October 2026), giving the upper level a fresh feel. The spacious PRIMARY SUITE features a large built-in closet and a PRIVATE EN SUITE BATH, while two additional Bedrooms share another full Bath. All three Bathrooms feature UPDATED FIXTURES INSTALLED IN 2024, and select furnishings in the home have also been refreshed over the past few years. Step outside to your own PRIVATE SCREENED POOL and BRICK-PAVER PATIO, where the PEACEFUL POND VIEW creates a relaxing backdrop.The pool has been well cared for with RESURFACING completed in 2021, a NEWER PUMP AND SKIMMER (2023), and a REPLACEMENT POOL FILTER (2025). AMAZING AMENITIES at Terra Verde Resort make every stay feel like a getaway, with a CLUBHOUSE and CONCIERGE SERVICES, lounge area, meeting rooms, a game room and arcade, MOVIE THEATER, fitness center, RESORT POOL, hot tub, poolside TIKI BAR & GRILL, playground, SPORTS COURTS, walking trails and a STOCKED THREE-ACRE LAKE for catch-and-release fishing. Just a short drive from WALT DISNEY WORLD and within convenient reach of UNIVERSAL ORLANDO RESORT and SEAWORLD, the home puts some of Central Florida's most popular attractions within reach. Nearby Kissimmee also offers shopping, restaurants and entertainment, while HISTORIC DOWNTOWN KISSIMMEE and KISSIMMEE LAKEFRONT PARK provide a change of pace with local events, WATERFRONT VIEWS, walking paths, playgrounds and fishing. Whether you're looking for a FURNISHED VACATION PROPERTY with SHORT-TERM RENTAL POTENTIAL or a welcoming Florida retreat to enjoy with family and friends, this BEAUTIFULLY MAINTAINED townhome extends a wonderful combination of comfort, recreation and location. Relax by your PRIVATE POOL, enjoy the POND VIEW and let the resort lifestyle do the rest!

4713 Flagler Beach Way, Kissimmee

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