Osceola County Homes with Gated Community - Guard Community Features

Osceola County Homes with Gated Community - Guard Community Features

Welcome to Osceola County, Florida, a vibrant and diverse region that beautifully blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola is renowned for its lush landscapes, family-friendly communities, and a wealth of recreational opportunities. From the enchanting shores of Lake Tohopekaliga to the thrilling attractions of nearby Orlando, residents enjoy a perfect balance of tranquility and excitement.

One of the standout features of Osceola County is its array of gated communities, offering not just homes but a lifestyle defined by security, privacy, and exclusivity. These guard-gated neighborhoods are designed to provide peace of mind, ensuring that residents can enjoy their homes without worry. With 24/7 security personnel and controlled access points, families can feel safe while their children play in the community parks or ride their bikes down tree-lined streets.

Homes within these gated communities boast a variety of architectural styles and sizes, appealing to everyone from first-time buyers to those seeking luxurious estates. Many properties feature modern amenities such as spacious open floor plans, gourmet kitchens, and private backyards, perfect for entertaining or relaxing in the sun. Residents also benefit from community amenities like swimming pools, fitness centers, and clubhouses, fostering a strong sense of community and camaraderie among neighbors.

Living in Osceola County’s gated communities means embracing a lifestyle where comfort, security, and convenience are paramount. Discover your dream home in this enchanting region, where every day feels like a vacation. Come experience the charm of Osceola County today!

Newest Osceola County Homes with Gated Community - Guard Community Features

4511 Monado Drive, Kissimmee
$569,990
5 Beds ⋅ 6 Baths ⋅ Bellavida Ph 2a SubDv. ⋅ 34746 Zip Code
PRIVATE POOL, FIVE ENSUITE BEDROOMS, AND A RESORT LOCATION NEAR CENTRAL FLORIDA’S TOP ATTRACTIONS! Welcome to 4511 Monado Drive in guard-gated Bella Vida Resort, where spacious living and vacation-home potential come together. Built in 2015, this 5-bedroom, 5-bathroom home offers approximately 3,042 square feet of living space, a two-car garage, and an inviting layout suited to entertaining and accommodating guests. The open-concept living and dining areas create a comfortable gathering space, while the kitchen features granite countertops, ample cabinetry, and room to prepare meals between outings. Each bedroom features an ensuite bathroom, providing privacy and convenience—a valuable feature for vacationing groups sharing a home. A spacious game room offers the opportunity to create an entertainment area that enhances the vacation experience. Step outside to the PRIVATE SCREENED-IN POOL IN THE BACK OF THE HOME! This inviting outdoor retreat provides space for refreshing swims, poolside relaxation, and making the most of Florida’s sunshine. The lanai and surrounding deck offer room to create outdoor dining and lounge areas, giving owners and guests a welcoming place to unwind after a day at the parks. LOCATION IS A KEY PART OF THE APPEAL. Enjoy access to Walt Disney World Resort, Disney Springs, SeaWorld Orlando, and Universal Orlando Resort, along with the dining and entertainment options throughout the surrounding tourist corridor. Nearby outings include Medieval Times Dinner & Tournament and Old Town Kissimmee, adding variety beyond the major theme parks. Shopping destinations within the surrounding area include The LOOP and LOOP West, Lake Buena Vista Factory Stores, and Orlando Vineland Premium Outlets. Restaurants, grocery stores, and everyday conveniences along US-192 make it easy to stock the kitchen, dine out, and plan a comfortable extended stay. For buyers exploring short-term rental opportunities, the combination of five ensuite bedrooms, a private backyard pool, recreation space, and resort amenities provides compelling features to showcase in a future vacation rental listing. The layout accommodates shared gatherings while offering separate spaces for privacy, and the location gives visitors access to theme parks, shopping, dining, and entertainment throughout their stay. Offered UNFURNISHED, this property gives the next owner the freedom to develop a distinctive design and furnishing package. Create themed bedrooms, a coordinated interior, and an inviting game room tailored to your vision for a personal retreat or vacation rental. Bella Vida Resort complements the home with guard-gated entry, a clubhouse, community pool and spa, fitness center, and recreation amenities. Discover the possibilities of owning a spacious pool home in an established Kissimmee vacation-home community. Schedule your private showing today! Buyer to verify rental eligibility, licensing requirements, occupancy limits, HOA restrictions, fees, and amenity access.

4511 Monado Drive, Kissimmee
1435 Pro Shop Court, Davenport
$389,900
3 Beds ⋅ 2 Baths ⋅ Stoneybrook South Ph F-1 SubDv. ⋅ 33896 Zip Code
Welcome to luxury golf-community living in the highly desirable gated enclave of ChampionsGate Country Club! Situated on an oversized lot directly across from hole sixteen, this home features three bedrooms, two full bathrooms, a two-car garage, and light-filled, open-concept living space with high-end custom finishes. The completely carpet-free interior boasts elegant tile flooring throughout the main living areas and newly updated laminate flooring in all bedrooms. Step outside to your private east-facing screened back patio, highlighted by beautiful brick pavers and equipped with a brand-new dedicated air conditioning unit for comfortable, climate-controlled year-round outdoor entertaining. Enjoy top-tier resort-style HOA amenities, including golf access, tennis courts, a splash park and lazy river pool, a state-of-the-art fitness center, clubhouse, and full lawn maintenance. Perfectly situated with convenient access to Interstate four and Highway twenty-seven, you are minutes from ChampionsGate Village dining and about ten minutes from Posner Park for shopping, restaurants, and IMAX theater entertainment. Theme park enthusiasts will appreciate being approximately fifteen minutes from Walt Disney World Resort and within easy reach of Universal Studios and SeaWorld. Outdoor enthusiasts can take advantage of nearby paved walking trails at Northeast Regional Park, hiking and kayaking at Lake Louisa State Park, world-class fishing at Lake Tohopekaliga, or day trips to Florida coast beaches. Top educational options abound, with public school zoning for Osceola County Schools alongside highly regarded charter alternatives right in the community including BridgePrep Academy of ChampionsGate, Four Corners Charter School, and Osceola Science Charter School.

1435 Pro Shop Court, Davenport
4130 Shelter Bay Drive, Kissimmee
$320,000
3 Beds ⋅ 2 Baths ⋅ Isles Of Bellalago Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to this spacious 3-bedroom, 2-bath single-family home located in the desirable gated community of Isle of Bellalago! Offering 1,748 square feet of living space, this home features a functional open-concept floor plan with generous living and dining areas, creating a comfortable setting for everyday living and entertaining. Ceramic tile flooring throughout the home provides easy maintenance and practicality. The spacious primary suite features a large walk-in closet and an ensuite bathroom with dual vanities and an oversized walk-in shower. The split-bedroom floor plan offers added privacy, with two additional bedrooms and a full bathroom. Additional features include a separate laundry room with extra storage and a desirable 3-car garage. Sliding glass doors lead to the patio and a large, fully fenced backyard, offering plenty of space to enjoy outdoor activities, entertain, or create your own outdoor retreat. Conveniently located near shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this property offers a great opportunity to enjoy spacious living in an amenity-rich waterfront community. Schedule your showing today!

4130 Shelter Bay Drive, Kissimmee
8513 Bay Lilly Loop, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Attention Investors! This beautiful FULLY FURNISHED 4-bedroom 3-bathroom Townhouse with private heated pool could be yours. This home comes not just fully furnished, but equipped with appliances, dishes, flatware, bowls, coffee makers (including Keurig), blender, popcorn machine, sheets, towels, washcloths, pillows, everything you will need for a fully operational short-term rental, turnkey. The four bedrooms are all furnished with beds, nightstands, lamps, dressers, flat screen televisions, ready for you and your family or your guests. Encantada is a short-term rental community with a fully functioning award-winning clubhouse, with a gym/fitness center, game room, restaurant/cafe, sundry shop, two community pools, two hot tubs/spa, and a very peaceful and delightful fishing pier. Upon entering you will notice the bright open space. When opening the sliding patio doors to your private pool and patio, you'll be in awe. The 4-burner grill is included in the sale of this property. This space is great for entertainment and relaxation. HOA fees include 24-hour manned security, landscaping, high-speed Internet, cable, private telephone with a local number and free calls within the U.S. and of course outside maintenance and repairs. ENCANTADA, is located off of US 192, and minutes from Disney World, restaurants, shopping plazas with the most popular and convenient stores. A/C is only 18 months old; Pool includes a smart heater than can be accessed using a phone app. The property is equipped with an electronic smart lock with key. Whether you want to occupy it or use it as a short-term rental vacation home This townhome has a lot to offer at an exceptional value. A Must See!

8513 Bay Lilly Loop, Kissimmee
3180 Paradox Circle Unit 106, Kissimmee
$300,000
2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo No 2 Ph 13 Or 57 SubDv. ⋅ 34746 Zip Code
Storey Lake t is a premier, master-planned gated vacation community located in Kissimmee, Florida. This highly sought-after property is zoned for short-term rentals and long-term rentals, making it one of the top choices for real estate investors and vacation home buyers in the Greater Orlando area. Combining luxury resort amenities with an unbeatable location just minutes from Walt Disney World, it offers an exceptional blend of personal holiday enjoyment and lucrative investment potential. Five key benefits for owners are: prime location, proven rental income potential, world-class resort amenities, and low-maintenance ownership.

3180 Paradox Circle Unit 106, Kissimmee
1771 Sawyer Palm Place, Kissimmee
$549,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Experience the ultimate blend of comfort, entertainment, and turnkey convenience at 1771 Sawyer Palm Pl, an expansive 6-bedroom, 4.5-bathroom fully furnished home nestled in the premier, gated community of Solara Resort. Designed to impress vacation-home seekers and savvy short-term rental investors alike, the property boasts a light-filled, open-concept floor plan built for seamless gathering. Step outside to your private oasis featuring a screened-in lanai, private pool with an extended deck, and spa, ideal for unwinding under the warm Florida sunshine. Inside, continuous entertainment awaits in the converted garage game room, offering endless fun for guests and family members of all ages. Beyond the front door, Solara Resort delivers a world-class lifestyle with an exceptional Grand Clubhouse, zero-entry lagoon pool, FlowRider® surf simulator, kids’ splash pad, and private poolside cabanas. Residents and guests enjoy an on-site bar and grill, a modern fitness center, beach volleyball, basketball courts, and a full-size soccer field. Located just minutes from Central Florida’s world-renowned theme parks, premier golf courses, the Promenade at Sunset Walk, and an array of shopping and dining corridors, this residence offers an effortless, high-performing asset or an unforgettable family retreat.

1771 Sawyer Palm Place, Kissimmee
2553 Maneshaw Lane, Kissimmee
$439,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 04 SubDv. ⋅ 34747 Zip Code
Welcome to 2553 Maneshaw Ln., a charming, fully furnished townhome in the sought-after resort community of Windsor Hills, just two miles from the magic of Disney! Beautifully maintained and move-in ready, this home offers the perfect blend of comfort and convenience, making it ideal for vacationers, investors, or anyone looking for a relaxing retreat near world-class attractions. Inside, you'll find a spacious, inviting layout with 3 bedrooms, 3 bathrooms, a well-appointed kitchen, and a cozy living area perfect for unwinding after a day at the parks. Step outside to your own private screened-in pool with peaceful park views. Life in gated Windsor Hills feels like a vacation every day. Residents enjoy a resort-style pool with a waterslide, clubhouse, fitness center, movie theater, basketball courts, and more. You're also just minutes from dining, shopping, entertainment, and Central Florida's top theme parks. Don't miss your chance to own this charming townhome. Schedule your showing today!

2553 Maneshaw Lane, Kissimmee
2630 Roadster Lane, Kissimmee
$235,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Discover the perfect combination of comfort, convenience, and investment potential at 2630 Roadster Lane, a beautifully presented 2-bedroom, 2.5-bathroom townhome located within the sought-after, guard-gated resort community of Regal Oaks at Old Town. Whether you’re searching for your own Florida vacation retreat or an income-producing short-term rental, this property offers an exceptional opportunity in the heart of Central Florida’s vacation destination. The thoughtfully designed open-concept floor plan creates a bright and inviting living space, seamlessly connecting the kitchen, dining, and living areas. Step outside to your private screened-in patio, complete with an above-ground hot tub, providing the perfect setting to unwind after a day exploring the nearby attractions. Regal Oaks offers an impressive selection of resort-style amenities, including a spectacular beach-entry swimming pool with dual waterslides, a clubhouse featuring a restaurant and bar, a fitness center, and tennis courts. The location is equally impressive, with Old Town and Fun Spot just a short walk away, while Walt Disney World, Universal Studios, SeaWorld, and an abundance of shopping, dining, and entertainment options are all within easy reach. For investors, the community’s desirable location and short-term rental appeal provide an attractive opportunity to capitalize on Central Florida’s thriving vacation market. Combining resort amenities, an unbeatable location, and the flexibility of personal enjoyment or vacation rental use, 2644 Roadster Lane is an opportunity not to be missed.

2630 Roadster Lane, Kissimmee
2212 San Vittorino Circle Unit 28-107, Kissimmee
$248,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
MOVE-IN READY! Renovated in 2020 with new wooden kitchen cabinets, Italian granite countertops, and new ceramic tile flooring in the downstairs living area. Please refer to the attached features sheet. This CORNER UNIT offers 4 bedrooms, 3 bathrooms, and TWO PRIMARY SUITES—one on the ground floor and one upstairs. The downstairs primary bathroom was completely remodeled in 2023. The main living area features French-style doors, and both the air conditioning system and the water heater were replaced approximately one year ago. This beautiful townhome is ideal as either a short-term rental property or a primary residence. It is strategically located near schools, restaurants, theme parks, shopping centers, and major highways. The property has been fully updated, including new paint, flooring, bathrooms, and lighting. Venetian Bay is a 24-hour gated community offering resort-style amenities: 4 swimming pools (the main one is heated), a sun deck, 4 playgrounds, a clubhouse with a kitchen, a fitness center, a game room, a sand volleyball court, basketball and tennis courts, picnic areas, a fishing pier, and more. This gem won’t stay on the market for long! Call today to schedule a private viewing!

2212 San Vittorino Circle Unit 28-107, Kissimmee
640 Lasso Drive, Kissimmee
$699,900
8 Beds ⋅ 7 Baths ⋅ Reunion West Ph 1 West & Ament Ctr Rplt SubDv. ⋅ 34747 Zip Code
A fully furnished pool and spa home, an expansive open floor plan, and an exceptional investment opportunity come together in this impressive 8-bedroom, 7-bathroom residence offering 3,412 square feet in the sought-after resort community of Storey Lake. Upon entering, the open-concept layout connects the kitchen, dining area, and living room for effortless entertaining and everyday comfort. The kitchen features a large center island with breakfast bar seating, granite countertops, stainless steel appliances, and a dry bar, while a two-panel sliding glass door fills the living space with natural light and opens to the backyard. The main floor includes two bedrooms, one with an en-suite bathroom, while upstairs offers the remaining bedrooms and a spacious loft. The bedroom layout features a combination of en-suite bathrooms and Jack-and-Jill connections for added convenience. The garage has been transformed into a game room for entertainment and can be converted back to a two-car garage. Outside, a covered patio overlooks the private in-ground pool and spa, complemented by a built-in tiki hut that creates an inviting setting for watching the big game, entertaining, or relaxing poolside. Residents and guests enjoy Storey Lake’s resort-style amenities, including a clubhouse, fitness center, resort pool, lazy river, water slides, sports courts, and more. Ideally located just minutes from Walt Disney World, Universal Orlando, shopping, dining, golf, and major highways, this fully furnished property combines generous accommodations, exciting outdoor entertainment, and a desirable location, making it an appealing opportunity for short-term rental investment or personal enjoyment. Mortgage savings may be available for buyers of this listing.

640 Lasso Drive, Kissimmee
748 Desert Mountain Court, Kissimmee
$1,249,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
**PROPERTY HAS AN ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE*** Welcome home to this extraordinary 6 bedroom, 5.5 bathroom masterpiece, where luxurious living and flawless design come together in true harmony. This William Stone custom-designed home showcases unique features throughout, creating a residence unlike any other. From the moment you enter, you’ll be captivated by the seamless flow of the expansive open-concept layout, combining the kitchen, living, and dining areas into a stylish yet welcoming space ideal for entertaining or simply relaxing in style. Designed with today’s modern lifestyle in mind, no detail has been overlooked. The living area has soaring high ceilings, a unique fireplace to cozy up next to during the holidays, and floor-to-ceiling sliding doors open wide to reveal a sparkling west-facing pool and patio area, where you’ll enjoy breathtaking sunset views and direct frontage overlooking the par-3 8th hole on the Nicklaus course—a true Florida dream. The gourmet kitchen is a culinary dream, complete with high-end stainless steel appliances, sleek cabinetry, gorgeous pendant light fixtures, and a generous center island—perfect for gathering with family and friends. Retreat to the elegant primary suite, a serene sanctuary featuring a private walk-out balcony, where you can sip your morning coffee or unwind with an evening cocktail while taking in tranquil views. The en-suite bathroom is equally impressive, boasting spa-like finishes, a fully tiled walk-in shower, and a relaxing soaking tub. Five additional bedrooms and four and a half beautifully appointed bathrooms provide ample flexibility to accommodate family and guests in comfort and style. Whether you envision a dedicated home office, creative studio, fitness room, or a fun-filled playroom, this spacious layout offers endless possibilities to suit your lifestyle needs. Throughout the home, you'll find high-end upgrades and finishes, all thoughtfully curated to create a timeless, elevated aesthetic. One of the standout features is the custom-designed theater room—ideal for movie nights after a day at the theme parks, hitting the links, or exploring the countless attractions that Central Florida is known for. Whether you're searching for a primary residence, a second home, or an investment property, this stunning home offers the versatility and appeal to suit all lifestyles. Located within the highly sought-after Reunion Resort, residents enjoy low HOA dues and access to world-class amenities including championship golf courses, resort-style pools, dining, tennis, and so much more. This home also includes a transferable resort membership providing access to all three championship courses—Nicklaus, Watson, Palmer—as well as the water park and other resort amenities. Don’t miss your opportunity to own a piece of paradise in one of the premier resort communities. Schedule your private showing today before it's gone!

748 Desert Mountain Court, Kissimmee
8827 Geneve Court, Kissimmee
$424,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
***Recent renovated***Fantastic Townhome with 5 bedrooms, 4 and half bathroom with RESERVE VIEWS. Carpet from stairs and loft removed, new backspalsh, new paint and many more upgrades.

8827 Geneve Court, Kissimmee
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