Kissimmee Homes with Gated Community - Guard Community Features

Kissimmee Homes with Gated Community - Guard Community Features

Welcome to beautiful Kissimmee, Florida! This vibrant city is a hidden gem in the Sunshine State, offering a perfect blend of natural beauty, exciting attractions, and a welcoming community.

Kissimmee is located in the heart of Florida, just a stone's throw away from world-renowned theme parks like Walt Disney World Resort and Universal Studios. Residents of Kissimmee enjoy easy access to these entertainment hotspots while still being able to retreat to the peaceful surroundings of their gated community homes.

Speaking of gated communities, Kissimmee boasts an array of homes with true guard community features. These gated communities provide an extra layer of security and privacy for residents, allowing them to feel safe and secure in their own neighborhood. From single-family homes to luxury estates, Kissimmee's gated communities offer a variety of housing options to suit every lifestyle.

Imagine coming home to a tranquil oasis where you can unwind and relax without a care in the world. In Kissimmee, that dream can become a reality. With lush landscapes, top-notch amenities, and a strong sense of community, living in a gated community in Kissimmee is truly an unparalleled experience.

If you're looking for a place to call home that combines the best of both worlds – the excitement of city living and the comfort of a secure community – then Kissimmee is the perfect destination for you. Come and discover the magic of Kissimmee – where every day feels like a vacation!

Newest Kissimmee Homes with Gated Community - Guard Community Features

7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code

Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee

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

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

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

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

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

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

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

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

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

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom home located in the highly sought-after Windsor at Westside Resort in Kissimmee. Whether you're searching for a primary residence, vacation home, or investment property, this home offers the perfect blend of comfort, style, and convenience. The spacious open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and a large island overlooking the living and dining areas. The first-floor primary suite provides privacy and convenience, while the additional bedrooms plenty of space for family and guests. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, resort pool, lazy river, waterslide, sports courts, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, shopping, dining, golf courses, and major highways, this property offers exceptional convenience for both homeowners and vacation guests. Don't miss this opportunity to own a home in one of Central Florida's premier resort communities.

2417 Dubai Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Remington Prcl K Ph 3 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the desirable gated community of Remington in Kissimmee. Offering approximately 1,560 square feet of comfortable living space, this move-in-ready residence features a bright, open floor plan with a spacious living and dining area, a well-appointed kitchen with ample cabinet and counter space, and a split-bedroom layout that provides added privacy. The primary suite includes a walk-in closet and an en-suite bathroom. Two additional bedrooms and a full guest bath provide plenty of space for family, guests, or a home office. Enjoy Florida living year-round from the rear patio overlooking the backyard—perfect for relaxing or entertaining. Remington residents enjoy access to outstanding community amenities, including a championship golf course, clubhouse, swimming pool, tennis courts, basketball courts, playgrounds, walking trails, and beautifully maintained common areas. Conveniently located near major highways, Lake Nona Medical City, Orlando International Airport, shopping, dining, schools, and world-famous attractions, this home offers the perfect combination of comfort, convenience, and lifestyle. Sold AS-IS. Seller is a corporation and has never occupied the home. Seller does not disclose. It is Buyer and Buyers brokers responsibility to verify all information, HOA fees, restrictions and approval process. Seller chooses Mainstay National Title. 5 day inspection period max. Closing date on or before 45 days from effective date. All appliances stay in home but not warranted by seller.

2413 Ruddenstone Way, Kissimmee

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