Osceola Homes with Gated Community - Guard Community Features

Osceola Homes with Gated Community - Guard Community Features

Welcome to Osceola County, Florida, a vibrant region known for its rich cultural heritage, stunning natural landscapes, and a thriving community spirit. Nestled in the heart of Central Florida, Osceola County is home to world-famous attractions, including the enchanting Walt Disney World Resort and the breathtaking beauty of Lake Tohopekaliga. With its diverse recreational opportunities, from outdoor adventures to serene parks, Osceola offers a unique blend of excitement and tranquility.

For those seeking an exclusive lifestyle, the gated communities in Osceola County provide a perfect sanctuary. These meticulously designed neighborhoods offer an added layer of security and privacy, making them ideal for families, retirees, and anyone looking for a peaceful retreat. With 24-hour guard services, residents can enjoy peace of mind while indulging in the luxurious amenities these communities have to offer.

Imagine living in a beautifully crafted home surrounded by lush landscaping and serene lake views, with access to resort-style amenities such as sparkling swimming pools, state-of-the-art fitness centers, and clubhouses for social gatherings. Many of these gated communities also feature walking trails, tennis courts, and playgrounds, encouraging an active and engaged lifestyle.

Osceola County's gated communities are more than just homes; they foster a sense of belonging and community. Residents often come together for events, creating lasting friendships and memories. Whether you’re looking for a primary residence or a vacation getaway, Osceola County’s gated communities offer a perfect blend of luxury, security, and community spirit. Discover your dream home in this enchanting corner of Florida today!

Newest Osceola Homes with Gated Community - Guard Community Features

$975,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code
Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee
$274,995
3 Beds ⋅ 3 Baths ⋅ Bellalago Pod G Twnhms SubDv. ⋅ 34746 Zip Code
Settle into a move in ready and well-maintained townhome in the desirable Bella Lago community, where resort-style living offers a private boat lift to Lake Tohopekaliga, sparkling pools, fitness centers, scenic walking and biking trails, restaurants, and 24-hour gated security. The neighborhood boasts lush landscaping and a peaceful, upscale vibe. Conveniently located near attractions, shopping, dining, and major highways, it perfectly blends luxury with convenience. Enjoy tennis and basketball courts, playgrounds, a clubhouse, boat ramp, and fishing pier. This maintenance-free property is even more stunning in person—pictures simply can’t capture its charm!

1414 Anchor Bend Way, Kissimmee
$329,997
3 Beds ⋅ 2 Baths ⋅ Championsgate Condo 4 Ph 34 SubDv. ⋅ 33896 Zip Code
Turnkey 3-bed, 2-bath condo in the heart of ChampionsGate — built in 2023 and sold fully furnished, move-in or rent-ready from day one. This single-story unit lives large at 1,788 sq ft with an attached garage, in-unit laundry, and a full stainless appliance package. Located inside a guard-gated community built for resort-style living: the Oasis Clubhouse brings a lazy river, waterslide pool, splash park, movie theater, arcade, and fitness center right to your doorstep, plus two Greg Norman championship golf courses. Under 5 minutes off I-4 Exit 58, twenty minutes to Disney, minutes to Universal, SeaWorld, and Margaritaville Resort Orlando, with Posner Park shopping and dining just down the road. Whether you're chasing a short-term rental income play or a low-maintenance second home near the parks, this one checks every box — with easy interstate access buyers will actually notice.

8853 Cabot Cliffs Drive Unit 104, Davenport
$898,000
9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee
$649,900
4 Beds ⋅ 4 Baths ⋅ Stoneybrook South Tr K SubDv. ⋅ 33896 Zip Code
WELCOME TO YOUR OWN BUTTERFLY LOVER’S PARADISE IN CHAMPIONSGATE COUNTRY CLUB! Discover this beautifully updated 4-bedroom, 3.5-bath home offering 3,305 square feet of living space, ideally situated on an oversized lot in the desirable Estate section of ChampionsGate Country Club**. Surrounded by thoughtfully designed landscaping that attracts beautiful butterflies, this home offers a peaceful connection to nature right in your own backyard. Step outside to your screened patio and take in the gorgeous pond view with a lighted fountain that creates a spectacular backdrop in the evening. Imagine starting your morning watching butterflies flutter through the landscaping or ending your day listening to the relaxing sound of the fountain as the sun goes down. It’s a tranquil Florida setting that truly needs to be experienced in person. Inside and out, this home has been refreshed and carefully maintained with numerous recent improvements, including fresh interior and exterior paint, new black hardware, a new kitchen single bowl stone sink and a beautiful black matte Moen faucet, new garbage disposal, the kitchen hood was updated to vent outside, new light fixtures throughout, new carpet in the master bedroom and freshly painted cabinetry in the primary bathroom, the front door has a beautiful glass insert to let the FL light shine through! The HVAC system was recently serviced, and an ultraviolet light was installed**, the hot water tank was cleaned, the driveway pavers were recently sealed, and the roof was recently cleaned and inspected. The backyard patio has also been newly screened and includes a new screen door, making it the perfect place to enjoy the beautiful water and fountain views. This home has been meticulously maintained! And the home is only part of what makes living here so special! ChampionsGate Country Club offers an incredible resort-style lifestyle, with a full golf membership and lawn maintenance included in the HOA, 24-hour gated security, cable phone and internet are also included, access to multiple amenity centers, and discounts on food and beverages at community restaurants. If you want to feel like you're on vacation this is the home for you! Whether your perfect day includes golf, tennis, pickleball, bocce ball, sand volleyball, floating along the lazy river, enjoying the water slides, working out, dining with friends, or simply relaxing beside one of the many pools, there is truly something for everyone. All of this is conveniently located near Central Florida’s world-famous theme parks, shopping, dining, and I-4, giving you easy access to everything the Orlando area has to offer. This isn’t simply a home—it’s a lifestyle and a butterfly lover’s paradise! With its oversized Estate-section lot, tranquil pond and lighted fountain views, beautiful butterfly-attracting landscaping, extensive recent improvements, and all the amenities of ChampionsGate Country Club, 1458 Olympic Club Boulevard is one you truly need to see to believe!

1458 Olympic Club Boulevard, Davenport
$525,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code
Welcome to this beautifully upgraded corner-lot home in the highly sought-after 24-hour guard-gated community of Tapestry! This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, plus a versatile bonus room on the first floor—ideal as a home office, gym, playroom, or guest space. All four bedrooms are privately located upstairs, creating the perfect separation between living and sleeping areas. The open-concept layout is filled with natural light and showcases elegant porcelain tile throughout the entire first floor. The modern kitchen overlooks the spacious living and dining areas, making it perfect for entertaining family and friends. Additional upgrades include a luxurious marble epoxy-coated garage floor, irrigation system, beautiful landscaping, and a partially fenced backyard. Step outside to enjoy the covered, screened lanai, perfect for relaxing year-round while overlooking the spacious corner lot. With plenty of room for children to play, pets to roam, or hosting weekend barbecues and family gatherings, the outdoor space is just as inviting as the interior. Residents enjoy resort-style amenities including a 24-hour guard-gated entrance, elegant clubhouse, state-of-the-art fitness center, resort-style lakefront pool, playgrounds, scenic walking trails, and beautiful lakes and green spaces throughout the community. Ideally located near The Loop, Orlando International Airport, major highways, shopping, dining, medical facilities, and world-famous attractions, this move-in-ready home offers the perfect combination of luxury, comfort, and convenience.

2527 Nouveau Way, Kissimmee
$469,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$455,000
3 Beds ⋅ 2 Baths ⋅ Del Webb Sunbridge Ph 2a SubDv. ⋅ 34771 Zip Code
Why wait to build when this like-new waterfront Hallmark home in Del Webb Sunbridge already offers panoramic pond views, completed upgrades and an exceptional move-in-ready Florida lifestyle? Located in St. Cloud’s premier gated 55+ active-adult community, this beautifully maintained, single-story home features the highly desirable HALLMARK FLOOR PLAN—NO LONGER OFFERED FOR NEW CONSTRUCTION in Del Webb Sunbridge. Built in 2023, it offers approximately 1,650 square feet with three bedrooms, two full bathrooms and a two-car garage—giving buyers the benefits of newer construction without the wait or added expense of completing major improvements after closing. The light-filled, open-concept floor plan seamlessly connects the kitchen, dining and gathering areas for comfortable everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances, a natural-gas cooktop, built in oven and microwaves, pull-out cabinetry and a custom pantry with built-in shelving. Tile flooring flows throughout the entire home with no carpet, while a custom credenza and tinted-glass front door add style and functionality. Privately positioned at the rear of the home, the primary suite enjoys peaceful water views, a custom-designed walk-in closet and an upgraded walk-in shower with a built-in bench. Two secondary bedrooms are thoughtfully located away from the primary suite near the second full bathroom, creating excellent privacy and flexibility for overnight guests, hobbies or a home office. The true showpiece is the OVERSIZED SCREENED LANAI with an extended paver patio and PANORAMIC WATER VIEWS. Already PRE-PLUMBED FOR A FUTURE SUMMER KITCHEN, this exceptional outdoor living space is ready for sunset cocktails, relaxed mornings and year-round entertaining. Additional upgrades include a spacious laundry room with added cabinetry, generous storage and a utility sink; a salt-free water-softening system; natural gas servicing the tankless water heater and dryer; an epoxy-coated garage floor; and an insulated garage door. DEL WEBB SUNBRIDGE IS A GATED 55+ ACTIVE-ADULT COMMUNITY centered around the 27,000-square-foot Hammock Club, offering resort-style pools, a heated spa, fitness center, pickleball and tennis courts, walking trails, dog park, Tavern & Grille, resident clubs and a full social calendar. All outdoor yard maintenance and internet service are included for a convenient, low-maintenance lifestyle. Ideally located near Lake Nona, Orlando International Airport, Brightline and routes to Port Canaveral, this is the perfect lock-and-leave home base for enjoying Florida, traveling and staying close to family.

2499 Cliff Way, St Cloud
$929,000
7 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
INVESTMENT & VACATION HOME OPPORTUNITY in the heart of Kissimmee! Welcome to 3841 Sonoma Blvd, an exceptional property offering the ideal combination of location, versatility, and income-producing potential in one of Central Florida’s most popular vacation destinations. Whether you’re looking to expand your investment portfolio, own a vacation rental near the theme parks, or enjoy your own Florida getaway while renting it when not in use, this property is ready to impress. The home features several customized upgrades that enhance its style, comfort, and appeal, creating an inviting retreat for both owners and vacation guests. Designed with the Orlando vacation lifestyle in mind, the property offers plenty of space to relax, entertain, and recharge after a day enjoying Central Florida’s world-famous attractions. LOCATION is a major advantage! Conveniently situated near Walt Disney World, Universal Orlando, shopping, dining, entertainment, golf, and major roadways, the property provides easy access to everything that makes the Orlando/Kissimmee area one of the most visited vacation destinations in the world. For investors, this is an opportunity to own a property in a highly recognized vacation market with strong appeal to both domestic and international travelers. For second-home buyers, enjoy your own Central Florida retreat with the added flexibility and potential of vacation-rental use. Beautifully located, upgraded, and positioned for the vacation-home market, 3841 Sonoma Blvd offers the combination investors and vacation-home buyers are looking for. Don’t miss the opportunity to add this exceptional Kissimmee property to your portfolio. Schedule your private showing today!

3841 Sonoma Boulevard, Kissimmee
$690,000
8 Beds ⋅ 6 Baths ⋅ Bellavida Resort SubDv. ⋅ 34746 Zip Code
Unlock the ultimate Florida vacation lifestyle and high-yield investment potential at 302 Marcello Blvd, a premier turn-key property nestled in the highly sought-after BellaVida Resort! This expansive, fully furnished 8-bedroom, 6-bathroom luxury residence is custom-built for epic group getaways and maximum rental performance. Step into sleek, open-concept living spaces designed to host grand gatherings, complete with a fully equipped kitchen and vast dining quarters. Step out back to your private tropical oasis featuring a pristine screened-in pool and sun-drenched patio, or head inside to the custom garage-turned-game room for non-stop, indoor entertainment. Beyond the home's incredible features, owners and guests enjoy full VIP access to BellaVida’s 24-hour gated, world-class resort amenities. The expansive 6,700-square-foot clubhouse boasts a zero-entry pool, relaxing hot tub, modern fitness center, sand volleyball, basketball courts, and scenic lakeside walking trails. Located just minutes from Walt Disney World, Universal Studios, top-tier golf, dining, and premier shopping along US-192, this income-generating powerhouse delivers unmatched location, luxury, and booking appeal for ambitious vacation home buyers and investors.

302 Marcello Boulevard, Kissimmee
$227,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! This fully furnished 3-bedroom, 2-bath condo offers approximately 1,268 square feet in a gated resort community just minutes from Walt Disney World. Suitable for personal occupancy, a vacation home, or short- or long-term rental use, subject to applicable association rules, licensing, and governmental requirements. Documented 2023 updates include the A/C system, luxury vinyl flooring, interior paint, granite countertops, bathroom vanities and sinks, kitchen sink, dishwasher, and washer/dryer. Televisions were updated in 2025. Community amenities include gated entry, resort-style pool, clubhouse, sports courts, movie theater, arcade, and bar. Conveniently located near Disney-area attractions, shopping, dining, entertainment, major roadways, and Orlando-area airports. Sale price, terms, and closing timeline require the seller’s lender approval. Buyer must verify measurements, property condition, included furnishings, HOA fees and assessments, rental requirements, licensing, insurance, financing, and association information.

8107 Coconut Palm Way Unit 201, Kissimmee
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