Kissimmee/Celebration Homes with Gated Community - Guard Community Features

Kissimmee/Celebration Homes with Gated Community - Guard Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the sun shines brightly and the spirit of community thrives. Nestled in Osceola County, this vibrant area is not just a destination; it’s a lifestyle. Known for its proximity to world-renowned attractions like Walt Disney World, Kissimmee offers residents a unique blend of excitement and tranquility.

Kissimmee boasts a variety of beautiful neighborhoods, and among them, the gated communities stand out as true gems. These exclusive enclaves provide residents with a sense of security and privacy, featuring 24-hour guard services that ensure peace of mind. Imagine coming home to a beautifully landscaped environment, where neighbors become friends and children can play freely in the safe confines of their community.

Homes within these gated communities are designed with elegance and comfort in mind. From contemporary designs to classic Floridian architecture, you’ll find a diverse array of options that cater to every taste. Many homes come equipped with luxurious amenities such as private pools, spacious backyards, and modern interiors, creating the perfect sanctuary for relaxation and entertainment.

Moreover, living in Kissimmee and Celebration means you’re never far from the action. Enjoy the lively atmosphere of local shops, restaurants, and recreational parks, all while being just a short drive from the magical experiences of Orlando’s theme parks.

Whether you’re seeking a family-friendly neighborhood or a peaceful retreat, the gated communities of Kissimmee and Celebration promise a lifestyle filled with comfort, security, and endless opportunities for adventure. Discover your dream home today in this captivating corner of Florida!

Newest Kissimmee/Celebration Homes with Gated Community - Guard Community Features

$327,000
3 Beds ⋅ 3 Baths ⋅ Centre Court Ridge Condo Ph 3 Bldg C SubDv. ⋅ 34747 Zip Code
PLATINUM MEMBERSHIP AVAILABLE...3 Bedroom 3 Full Bath FULLY FURNISHED ground floor condo in the highly sought after community of Centre Court Ridge at Reunion Resort. Enjoy morning coffee & afternoon SUNSETS from your large private lanai with breathtaking GOLF VIEWS of the 13th Fairway and Green of the Tom Watson Signature Course. Centre Court Ridge is perfectly positioned centrally within the resort allowing you quick access to all of the Reunion amenities within short walking distance. The Refrigerator and Washer were replaced in 2021 as well as luxury vinyl flooring was added in the living and dining areas, barstools, living room sofa and dining room table. The kitchen includes granite countertops, hardwood cabinets with crown moulding and stainless appliances. The spacious primary suite has dual vanities with granite countertops, a separate tub and walk in shower additionally TWO walk-in closets as well as access to the covered lanai. The two guest bedrooms are also equipped their own full bathrooms with one that is shared with the living space. The Centre Court Ridge community offers a Heated Pool, Hot Tub, Putt Putt Course and 6 Har-Tru Tennis Courts, Pickle Ball and Tennis Pro Shop. Reunion Resort is a 2,300 acre Private Golf and Tennis Community, just 6 miles to Disney and the parks, and a 30 min drive to the Orlando International Airport. More interior photos coming soon.

1354 Centre Court Ridge Drive Unit 103, Reunion
$297,500
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully UPDATED CORNER UNIT condo in the serene and highly sought-after neighborhood of The Terraces at Reunion Resort. This residence offers the perfect blend of style, comfort, and functionality. Step inside to discover a spacious, light-filled interior with a contemporary design. The gourmet kitchen boasts stainless steel appliances, granite countertops, and hardwood cabinets. and a breakfast nook for added convenience. The expansive living area provides a welcoming space with an abundance of natural light, plush seating, a large flat-screen TV, and direct access to the impressive wrap-around balcony only available with CORNER UNITS, where you may enjoy your mornings with coffee or unwind in the evening sun. The primary suite offers a king-sized bedroom set, a spacious walk-in closet and a second closet that can be locked for owner use. The ensuite bathroom features dual vanities and a walk-in shower. The two additional guest bedrooms include a comfortable queen bedroom and a Lego themed bunk room. As an added bonus the unit includes a detached 1 car garage, a highly coveted feature in Reunion. The HVAC is NEW as of September 2025. Residents of The Terraces enjoy access to the largest lap pool on the property and it is just a short walk away ideal for swimming, sunbathing, or relaxing by the water. Whether you're looking for a primary residence, vacation home, or investment property, this move-in-ready condo checks all the boxes! Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a water park complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, putt putt golf, world class tennis courts, pickleball courts, playgrounds, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport. **REUNION RESORT MEMBERSHIP AVAILABLE*** and is transferrable to the next owner.

7509 Mourning Dove Circle Unit 204, Reunion
$469,900
4 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
English MLS Description Welcome to this immaculate, fully furnished 5-bedroom, 4.5-bathroom pool home located in the desirable gated community of Solara Resort! Designed for maximum comfort and style, this property features a open-concept living space, a modern kitchen with quartz countertops, stainless steel appliances, and a spacious island ideal for entertaining. The primary suite offers a private retreat, while additional bedrooms provide versatile space for family and guests. Step outside to your private covered lanai and screened pool area, perfect for enjoying the Florida sunshine. Residents enjoy access to world-class resort amenities, including a clubhouse, flowrider surf simulator, zero-entry pool, fitness center, and sports courts. Perfectly positioned near major Central Florida attractions, dining, and shopping. Schedule your private tour today!

1535 Carey Palm Circle, Kissimmee
$569,000
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to your dream Central Florida getaway at 8503 La Isla Drive! This impressive, fully furnished 7-bedroom, 5.5-bathroom single-family home offers the ultimate turn-key experience, making it an exceptional opportunity for a lucrative short-term vacation rental investment, a multi-generational primary residence, or a private family retreat. Designed for effortless entertaining and everyday comfort, the home features a light-filled interior, a dedicated packed-with-fun game room, and a private, screened-in pool and spacious lanai. Whether you are hosting large gatherings or unwinding after a day out, this home delivers space, style, and convenience. Situated in the premier gated community of Emerald Island Resort, residents and guests enjoy access to top-tier resort amenities, including a 24-hour guarded gate, a vibrant clubhouse, resort community pools, a poolside Tiki bar, a fitness center, mini-golf, tennis and volleyball courts, walking nature trails, and a playground. Positioned just minutes from Walt Disney World, Universal Studios, world-class golf courses, dining, and premier shopping outlets, this location maximizes guest appeal and everyday convenience. Don't miss this rare, fully furnished 7-bedroom offer in one of Kissimmee's most sought-after resort communities!

8503 La Isla Drive, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Beautifully decorated 3-bedroom, 2.5-bath townhome located in the desirable Encantada community in Kissimmee and just 10 minutes from Disney! This inviting home features a comfortable and functional layout with tile flooring throughout the first floor and carpet on the second floor. The kitchen features granite countertops and flows into the main living area, creating a welcoming space for relaxing and entertaining. Upstairs, you’ll find three comfortable bedrooms and two full bathrooms. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks and enjoying the Florida lifestyle. Conveniently located near world-famous attractions, shopping, dining, and entertainment, this beautifully decorated townhome combines comfort, convenience, and an exceptional location.

8581 Bay Lilly Loop, Kissimmee
$410,000
5 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 5-bedroom, 4-bath townhome in the sought-after Paradise Palms Resort, an ideal family vacation retreat and short-term rental opportunity. Designed for comfort and flexibility, the home features two primary suites, a queen bedroom, a bedroom with two twin beds, and a fun bunk room with four bunk beds, plenty of space for the whole group. The spacious dining area is perfect for sharing meals and making memories together. The well-appointed kitchen features granite countertops and a full suite of appliances. Its open layout overlooks the dining and living areas, as well as the private screened splash pool and covered lanai, so you can stay connected with everyone indoors and out. Paradise Palms Resort offers exceptional amenities, including a clubhouse, resort-style pool with waterfall and waterslide, kiddie pool, two grotto-style spas, poolside tiki bar, movie theater, fitness center, sauna, playground, game room, sand volleyball court, tennis and basketball courts, concierge service, and more. Located just 10 minutes from Disney parks and conveniently close to shopping, dining, and Orlando’s top attractions, this turnkey townhome is the perfect place for your family and also your next investment. Don’t miss this exceptional opportunity!

8964 Cat Palm Road, Kissimmee
$899,000
8 Beds ⋅ 7 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Turnkey and fully furnished, this stunning 8-bedroom, 8-bathroom villa offers an exceptional opportunity to own a luxury retreat in the prestigious Encore Resort. Boasting 3,618 sq. ft. of beautifully appointed living space, the home features elegant interiors, spacious living and dining areas, a spectacular games room, and thoughtfully designed themed bedrooms. Step outside to your private pool and spa, ideal for relaxing or entertaining in the Florida sunshine. Just minutes from Walt Disney World and Orlando’s premier attractions, with shopping, dining, and major highways nearby. Just steps from the community pool and clubhouse, restaurant, and tennis courts, this remarkable property offers the perfect combination of luxury, comfort, and location. The home has performed well as an income-producing property over the years, making it an attractive investment opportunity. Whether you are looking for a main family home, a second home, or an investment property, this villa offers exceptional flexibility to suit your needs. For further details regarding the property’s historical income and expenses, please contact the Listing Agent. Listing agent is the managing agent. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

7648 Fairfax Drive, Kissimmee
$530,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to 9033 Flamingo Key Way, a beautifully furnished 6-bedroom, 4.5-bathroom pool home located in the highly desirable Solara Resort community of Kissimmee! Offering nearly 3,000 square feet of living space, this spacious home is ideally suited as a primary residence, vacation retreat, or investment property with short-term rental potential. Designed with both comfort and entertainment in mind, the home features an open and inviting floor plan, multiple gathering spaces, themed bedrooms, and an upstairs loft/family lounge. The spacious kitchen opens to the main living and dining areas, providing plenty of room for family gatherings and entertaining. Step outside to your own private screened-in pool and spa, where guests can relax, dine outdoors, and enjoy the Florida sunshine year-round. The home is offered fully furnished, providing an excellent turn-key opportunity for buyers looking for a vacation home or investment property. Located within the gated Solara Resort, owners and guests can enjoy an impressive selection of resort-style amenities, including a grand community pool, clubhouse, fitness center, FlowRider® surf simulator, sports courts and fields, playground, on-site dining, poolside cabanas, and additional recreation areas. The location provides convenient access to Walt Disney World and Central Florida's world-famous attractions, along with nearby shopping, dining, entertainment, and major roadways. Whether you're searching for a Florida vacation home, an income-producing short-term rental opportunity, or a spacious residence near the attractions, 9033 Flamingo Key Way offers an exceptional combination of location, space, amenities, and resort-style living. Schedule your private showing today!

9033 Flamingo Key Way, Kissimmee
$389,999
3 Beds ⋅ 2 Baths ⋅ Windsor Hills, Ventura At Windsor Hills SubDv. ⋅ 34747 Zip Code
Escape to your ultimate sunshine sanctuary at 7650 Comrow St, Unit 105, nestled in the world-renowned, gated Windsor Hills Resort! This fully furnished 3-bedroom, 2-bathroom ground-floor condo offers the effortless, resort-style living you've been dreaming of—completely turn-key and ready for you to move right in, kick off your shoes, and start making lifelong memories. The bright, open layout flows seamlessly onto your private screened-in patio, where you can sip your morning coffee or relax in the evening breeze with soothing, picturesque pool views. Best of all, you are just steps away from the resort pool and clubhouse, giving you instant access to sun and fun right outside your door. Located just minutes from Walt Disney World and Central Florida's top attractions, world-class dining, and premier shopping, Windsor Hills delivers the perfect blend of luxury, fun, and convenience. As an owner, you'll enjoy world-class resort amenities, including a massive zero-entry heated pool, the thrilling Sir Windsor AquaVenture Water Park with dual slides, a 48-seat HD movie theater, state-of-the-art fitness center, game arcade, sports courts, and 24/7 guard-gated security. Don't miss this incredible opportunity to own your very own piece of paradise in one of the Orlando area's most desirable resort communities!

7650 Comrow Street Unit 105, Kissimmee
$935,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
***ACTIVE MEMBERSHIP AVAILABLE***TURNKEY RENTAL HOME!! Feast your eyes on this FULLY RENTAL OPTIMIZED 5-bedroom GOLF VIEW home in Reunion! PHENOMENAL LOCATION backing right up to Nicklaus Golf Course for amazing views. Professionally decorated with new furniture THROUGHOUT and well maintained by current owners & management company! This FULLY FURNISHED home has been upgraded to standout in the rental market with multiple THEMED ROOMS as well as an incredible ARCADE THEMED garage conversion with 2 RACING GAMES, POP-A-SHOT, & AIR HOCKEY TABLE! This garage also has an AC SPLIT UNIT so the owners and guests can enjoy the arcade even during the hotter times of the year. Second floor has two THEMED ROOMS. One CUSTOM BUILT DRAGONS BEDROOM as well as a CUSTOM FROZEN CASTLE BEDROOM perfect for family vacations! This fully furnished home is truly TURNKEY as the association takes care of all the general maintenance of the exterior landscaping. Along with a full renovation of the garage and themed rooms, this home also has 2 BRAND NEW HVAC UNITS ($22,000 EXPENSE & INCLUDE 10 YEAR WARRANTY!), EXTERIOR PAINTED, NEW LANDSCAPING, & FRESHLY PAINTED KITCHEN! This home is currently an active short-term rental and will hit the ground running for the new owner! Don't miss your chance!! Make this you primary, second home, or investment property!! Don’t miss your chance & schedule your showing today! REUNION’S Proximity To All The Major Theme Parks Especially Disney World Being Just 2 Exits Away, Makes This Vacation Community A 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 On Site. Hungry?, Why Not Step Into One Of The 5 Onsite Restaurants That Go From Hamburgers At The Cove To Fine Dining At Eleven And Everything In Between. There Are 12 Pools In The Community Including Multimillion Dollar Water Park With Lazy River & Water Slide.

949 Desert Mountain Court, Kissimmee
$345,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
This is a two bedroom plus office Sandpiper Villa. Featuring extended lanai enclosure, luxury vinyl plank flooring. Four Seasons is a gated community with a 24 hour gate guard. Enjoy the two heated pools with lap lanes, hot tub, tennis and pickle ball courts, shuffleboard and the beautiful clubhouse featuring kitchen, game rooms, ping pong and pool table enjoyment. State of the art gym, lockers, showers, card room and the grand ballroom which holds all the community activities. Four Seasons at Orlando is a guard gated 55+ community with private gate access to the Mystic Dunes which offers a discount for our residents.

1646 Key Bay Trail, Kissimmee
$400,000
3 Beds ⋅ 2 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
This is the home you’ve been searching for! Premium cul-de-sac lot with no rear neighbors! Discover a beautifully furnished 3-bedroom, 2-bathroom residence in Reunion Village, where privacy meets the convenience of a true resort community. The backyard overlooks a protected conservation area, creating a tranquil backdrop and plenty of potential for enjoying the outdoors. With no homes directly behind the property, this is a particularly desirable setting within the community. The home features an inviting open floor plan, a well-equipped kitchen with GE appliances, and a washer and dryer. Fully furnished and ready for immediate occupancy, it also offers an excellent opportunity for a turnkey short-term rental, subject to applicable regulations. Life at Reunion comes with an impressive lineup of amenities, including multiple community pools, fitness facilities, a game room, on-site restaurants, beautiful walking areas, and access to the hotel within Reunion. Located approximately 30 minutes from Disney and Universal, with shopping, dining, and major highways nearby. Listing agent is the managing agent. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

1390 Remick Court, Kissimmee
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