Kissimmee Homes with Gated Community - Guard Community Features

Kissimmee Homes with Gated Community - Guard Community Features

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee offers residents a perfect blend of entertainment and relaxation.

For those seeking a secure and private living environment, Kissimmee boasts a variety of homes within gated communities with guard features. These communities provide an extra layer of security and peace of mind for homeowners. From single-family homes to luxurious estates, Kissimmee's gated communities offer a range of housing options to suit different preferences and lifestyles.

Living in a gated community in Kissimmee not only ensures safety but also fosters a strong sense of community. Residents often enjoy exclusive amenities such as swimming pools, fitness centers, and walking trails within the confines of their neighborhood.

If you are looking for a home in Kissimmee that combines security, comfort, and a close-knit community, exploring properties in gated communities with guard features is definitely worth considering.

Newest Kissimmee Homes with Gated Community - Guard Community Features

2204 San Vittorino Circle Unit 104, Kissimmee
$225,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
Welcome to Venetian Bay Villages! This 3-bedroom, 2.5-bath villa offers an excellent opportunity to enjoy resort-style living in a prime Kissimmee location. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property offers comfort, convenience, and access to an impressive selection of community amenities. Located near The Loop, shopping, restaurants, US-192, and Orlando's major attractions, it provides easy access to everything Central Florida has to offer. Residents enjoy a gated community with 24-hour security and an extensive range of amenities, including four community pools, a heated main pool, clubhouse with kitchen, fitness center, game room, arcade, movie theater, business center, tennis, basketball and volleyball courts, playgrounds, picnic and BBQ areas, walking trails, and a fishing pier with lakefront recreational areas. Don't miss this opportunity to own a property in one of Kissimmee's desirable resort-style communities!

2204 San Vittorino Circle Unit 104, Kissimmee
3120 Paradox Circle Unit 401, Kissimmee
$315,000
2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 2 Ph 15 SubDv. ⋅ 34746 Zip Code
Located in Storey Lake Resort, this 2-bedroom, 2-bath condominium is situated on the 4th floor and features an open-concept floor plan with living and dining areas that lead to a private balcony overlooking the community pool. Storey Lake Resort is a short-term rental community offering access to resort amenities, including multiple pools, lazy river, waterslides, splash pad, fitness center, clubhouse, mini golf, playgrounds, sports courts, and on-site dining. Conveniently located near major theme parks, shopping, dining, and entertainment venues. Suitable for use as a vacation home, primary residence, or short-term rental property.

3120 Paradox Circle Unit 401, Kissimmee
7612 Cabana Court Unit 104, Kissimmee
$375,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 2 SubDv. ⋅ 34747 Zip Code
** REUNION RESORT MEMBERSHIP AVAILABLE** Welcome to this 1,755-square-foot first-floor end-unit villa that offers a practical and comfortable layout with three bedrooms and three full bathrooms. The residence features an open floor plan that flows from the living and dining areas into the kitchen, with sliding glass doors that open to outdoor space and a first-floor balcony that is one of the most private in the villas. A bonus is that views from the balcony are not only of the Reunion Grande Hotel, but also the Tee Box of the 14th Hole of the Watson Golf Course. As a first-floor end unit, it benefits from easier access with no stairs or elevator, additional natural light, fewer shared walls, and a quieter, more private feel that appeals to families, full-time residents, and short-term rental guests. The split-bedroom floor plan includes a primary suite with its own en-suite bathroom, plus two secondary bedrooms that each have a full en-suite bath. The kitchen is functional with space for casual dining or a sit-down experience. Upgraded newly installed flooring is the accent other units might not feature. This unit will also come with all furniture and appliances. Steps away from the Reunion Water Park or the Villas South Community Pool, it combines fun and convivence. Located inside the 24-hour guard-gated Reunion Resort, the unit delivers the classic Reunion lifestyle with three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, a multi-acre water park with a lazy river and slides, multiple community pools, tennis and pickleball courts, mini-golf, playgrounds, fitness facilities, and on-site dining. The community is just minutes from Walt Disney World and remains zoned for short-term rentals, making this end unit well suited for primary living, a vacation retreat, or investment use. EASY TO SHOW, VACANT AND TURNKEY

7612 Cabana Court Unit 104, Kissimmee
2304 Silver Palm Drive Unit 202, Kissimmee
$210,000
2 Beds ⋅ 2 Baths ⋅ Windsor Palms Condo Ph 8 SubDv. ⋅ 34747 Zip Code
Welcome to Windsor Palms, a guard-gated resort community just minutes from Walt Disney World, US-192 and the 429. This second-floor 2-bedroom, 2-bath condo offers 1,022 sq ft of living space with a split-bedroom floor plan for added privacy. The kitchen features NEW cabinets, and tile flooring makes everyday care easy. The open living/dining combo leads out to a private balcony, and the inside laundry closet adds convenience. Offered unfurnished and ready for your personal touch, it works as a primary residence, second home or investment. HOA fees include water, sewer, trash, cable TV, internet, exterior and grounds maintenance, and 24-hour guarded security. Community amenities include a resort-style pool, clubhouse, fitness center, tennis courts and playground, all close to shopping, dining, theme parks and major highways. Schedule your private showing today! Some of the pictures have been staged.

2304 Silver Palm Drive Unit 202, Kissimmee
3060 Pirates Retreat Court Unit 102, Kissimmee
$229,000
2 Beds ⋅ 2 Baths ⋅ Caribe Cove Resort SubDv. ⋅ 34747 Zip Code
Welcome to Caribe Cove in Kissimmee, where this upgraded, fully furnished 2-bedroom, 2-bath condo pairs resort amenities with a peaceful woodland setting. Start your morning on one of two private screened patios overlooking protected conservation land, then step inside to a bright, open living area. The first-floor location offers easy, step-free access. Remodeled in 2023, the condo features granite kitchen countertops, luxury vinyl plank flooring, and an updated primary bathroom with a large soaking tub. The A/C, washer, and dryer were replaced during the renovation, and a new dishwasher was added in 2026. Both bedrooms have walk-in closets, and a kitchen pantry, linen closets in both bathrooms, and an entry closet provide plenty of additional storage. This condo is move-in ready, you can use it as a primary residence, second home, or use it as a short- or long-term rental. Caribe Cove is a gated community with staffed security, a resort pool and hot tub, a fitness center, a clubhouse with a pool table, community barbecue grills, and ample parking near the building. The HOA fee includes water, sewer, high-speed internet, and upgraded Hotwire cable. This turnkey condo is a short drive from Disney, shopping, and dining. Interactive floor plan and 3D tour available. Don't miss this opportunity. Schedule your showing today!

3060 Pirates Retreat Court Unit 102, Kissimmee
3151 Paradox Cir #402 K Unit 1, Kissimmee
$299,000
2 Beds ⋅ 3 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Enjoy beautiful water and resort amenity views from this inviting condominium in The Terraces at Storey Lake. A bright, open layout connects the kitchen, dining, and living areas, creating a welcoming space for relaxing and entertaining. The contemporary kitchen features white shaker-style cabinetry, sleek light-colored countertops, a contrasting subway tile backsplash, stainless steel appliances, and a spacious island with breakfast bar seating and pendant lighting. Tile flooring throughout the main living areas adds style and practicality, while the dining area offers an additional sitting nook framed by scenic views.Sliding glass doors lead to a private covered balcony overlooking the water and resort recreation areas—an ideal setting for morning coffee or unwinding after a day exploring Central Florida. In-unit laundry and elevator access add everyday convenience.Storey Lake offers an exceptional resort experience with the Hideaway Club and Bronson Club, resort-style pools, lazy rivers, waterslides, splash areas, fitness facilities, basketball, sand volleyball, miniature golf, and kayak rentals. On-site dining and bars, shaded seating areas, and tropical landscaping complete the vacation atmosphere. Conveniently located in Kissimmee near Walt Disney World, shopping, restaurants, and major roadways, this condominium combines comfortable interiors, beautiful views, and an outstanding resort setting. Schedule your private showing today!

3151 Paradox Cir #402 K Unit 1, Kissimmee
2561 Shoal Bass Way, Kissimmee
$1,399,000
4 Beds ⋅ 3 Baths ⋅ Bellalago Ph 4k SubDv. ⋅ 34746 Zip Code
Virtually Staged. Experience exceptional waterfront living in the distinguished Bellalago community of Kissimmee. Offering approximately 3,575 square feet of heated living space, this distinctive residence blends a refined contemporary design, upscale finishes, and an extraordinary collection of lifestyle amenities. From the moment you enter, you'll appreciate the home's thoughtfully designed interiors, expansive living spaces, and elegant porcelain tile flooring. At the heart of the home, the completely updated kitchen showcases brand-new cabinetry, beautiful countertops, refined hardware, and a gas range, creating a stunning space for everyday living and entertaining. The living room features a striking wood-accent feature wall with a discreet, concealed entrance leading to the private primary suite, adding a unique architectural element and an unexpected sense of privacy. The spacious primary retreat offers two beautifully appointed walk-in closets, providing an impressive his-and-hers dressing experience. Designed to bring wellness and relaxation into everyday living, the home features a dedicated fitness room complete with specialized gym flooring and a private sauna. The thoughtfully designed space offers the convenience of enjoying your own fitness and wellness retreat without ever leaving home. The waterfront experience is equally impressive. Step outside to enjoy a spectacular infinity-style pool and separate jacuzzi, creating a private resort-inspired setting overlooking the water. A private dock further enhances the waterfront lifestyle, offering an exceptional place to enjoy the surrounding scenery, peaceful mornings, and beautiful Florida sunsets. Additional highlights include contemporary bathrooms with elevated finishes, expansive windows that invite natural light throughout the home, and a clean, modern aesthetic that carries seamlessly from room to room. Located in the sought-after Bellalago community, residents enjoy an impressive selection of amenities, including community pools, fitness facilities, tennis courts, recreational areas, and boating opportunities. Combining distinctive architectural details, dedicated wellness spaces, resort-style outdoor living, and a beautiful waterfront setting, this exceptional residence presents a rare opportunity to experience a different level of Florida luxury living.

2561 Shoal Bass Way, Kissimmee
7593 Gathering Drive Unit 206, Reunion
$315,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE** One or more Photo(s) has been Virtually Staged (Patio)- Once in a life time opportunity!!! You will not want to miss this amazing SOUTH FACING fully furnished condo with an oversized patio and deck space. This enormous patio & deck space is FANTASTIC and could be used for cocktail parties, corporate events or family gatherings and is one of its kind! Enjoy Granite countertops, Stainless steel appliances, crown molding and much more. NEW Refrigerator in 2022 ,the mattresses in both bedrooms are newer as well as large flat smart tv's, leather sectional in the living room. There are new barstools at the breakfast bar & new bedroom dresser and night stand in the bedroom. The Master suite has two walk in closets, dual sinks, garden tub and separate walk in shower. You will appreciate the welcoming smiles of the doormen as you arrive home. There is also valet parking & front desk concierge as well as Starbucks coffee & gift shop available for your convenience. The Reunion Grande offers several delicious dining experiences including a Sushi Bar & the 7593 Chophouse both located on the Lobby Level. On the 11th floor there is a rooftop restaurant & bar to enjoy your favorite cocktail or relax by the fireplace and pool. Located adjacent to the hotel, enjoy the Golf Clubhouse, Spa, the Seven Eagles Pool Pavilion & fitness center. This condo can be a primary residence, second home or vacation rental property. Great location in the heart of Reunion, a Must See! This property has an ACTIVE MEMBERSHIP which is transferrable to the next owner. Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways.

7593 Gathering Drive Unit 206, Reunion
7664 Comrow Street Unit 401, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 7 SubDv. ⋅ 34747 Zip Code
**Your Florida Vacation Getaway Awaits in the Highly Desirable Windsor Hills Resort Community, Just Minutes from Walt Disney World!** This Inviting 4th-Floor Condo Offers 3 Bedrooms, 2 Full Baths and the Perfect Opportunity for a Personal Vacation Retreat, Second Home or Short-Term Rental Investment! Ideally Situated Near Orlando's World-Famous Theme Parks, Shopping, Dining and Entertainment, this Condo Places You Right in the Heart of the Vacation Experience. Enjoy All the Incredible Resort-Style Amenities Windsor Hills Has to Give, Including a Sparkling Community Pool, Exciting Water Park, Clubhouse, Fitness Center, Game Room, Movie Theater, Multi-Use Sports Courts and More! Whether You're Spending the Day Exploring Central Florida's Endless Attractions or Relaxing and Enjoying the Community's Outstanding Amenities, There's Something for Everyone! With Its Prime Location, Resort Lifestyle and Short-Term Rental Potential, This Condo Offers a Wonderful Opportunity to Own Your Own Piece of the Florida Vacation Experience. Don't Miss Out! Schedule Your Private Showing Today!

7664 Comrow Street Unit 401, Kissimmee
7670 Otterspool Street, Kissimmee
$459,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to this Beautifully Appointed 3 Bedroom, 3 Full Bath Townhome in the Highly Sought-After, Gated Windsor Hills Resort Community! Designed for the Ultimate Florida Getaway, this Stylish Retreat Offers an Inviting Open-Concept Layout, Modern Finishes, Tasteful Furnishings and Your Very Own Private Pool! The Main Level Features a Convenient Bedroom with Full Bath, a Bright and Airy Kitchen with White Cabinetry, Stainless Steel Appliances, Breakfast Bar Seating and an Open Living and Dining Area Perfect for Gathering and Entertaining. Sliding Glass Doors Lead Directly to the Private Pool and Patio, Creating a Seamless Indoor-Outdoor Vacation Experience. Upstairs, the Spacious Primary Suite Offers an Ensuite Bath and Walk-In Closet, while the Fun and Imaginative Star Wars-Themed Bedroom Adds a Special Touch to Every Disney Vacation! A Convenient Second-Floor Laundry Room Completes the Layout. Beyond Your Front Door, Enjoy the Incredible Resort-Style Amenities Windsor Hills is Known For, Including a Water Park, Community Pool, Clubhouse, Fitness Center, Sports Courts and 24-Hour Gated Security. Ideally Located Near Walt Disney World, Shopping, Dining and Orlando's World-Famous Attractions! With Stylish Furnishings, a Private Pool and Established Bookings, this Property Offers an Exciting Opportunity for Buyers Seeking a Personal Vacation Retreat, Income-Producing Short-Term Rental or Both! Your Florida Vacation Lifestyle Awaits. Schedule Your Private Showing Today!

7670 Otterspool Street, Kissimmee
1592 Heritage Crossing Court Unit 302, Kissimmee
$263,000
3 Beds ⋅ 2 Baths ⋅ Heritage Crossing Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Enjoy beautiful views of the Arnold Palmer-designed golf course from this spacious 3-bedroom condo in Reunion Resort! Tastefully furnished with Tommy Bahama furniture, this inviting retreat offers a relaxed, tropical feel with all the comforts of home. The open-concept living and dining area provides plenty of room to gather and entertain, while the kitchen features granite countertops, ample cabinetry, and a convenient breakfast bar. Large windows and sliding glass doors bring in natural light and showcase the picturesque golf course setting. Whether you're looking for a vacation getaway, investment opportunity, or a place to enjoy the Florida lifestyle, this condo is a wonderful option. Ideally situated within Reunion Resort, just minutes from Walt Disney World, shopping, dining, and Central Florida's most popular attractions!

1592 Heritage Crossing Court Unit 302, Kissimmee
7400 Oconee Street, Reunion
$519,000
3 Beds ⋅ 4 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
Beautifully Furnished Pool Home in Reunion Resort! Discover the perfect blend of comfort, convenience, and resort-style living with this well- maintained, fully furnished 3-bedroom, 3.5-bath pool home in the highly sought-after Reunion Resort. Whether you're looking for a primary residence, a vacation retreat, or an income-producing investment property, this home offers an exceptional opportunity in one of Central Florida's premier resort communities. The inviting main level features a bright, spacious layout with a comfortable living area, well-appointed kitchen, and separate dining space, creating an ideal setting for both everyday living and entertaining. With three bedrooms and 3.5 bathrooms, there is plenty of space for family and guests to enjoy their stay. Enjoy the convenience of being within walking distance of the Reunion Grande Hotel, with easy access to the resort's amenities. World-famous attractions, shopping, dining, and entertainment are all just a short drive away. Offered fully furnished and ready to enjoy, this is an opportunity to own a property in one of Central Florida's most desirable resort destinations. Schedule your private showing today!

7400 Oconee Street, Reunion
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