Kissimmee/Celebration Homes with Security Community Extras

Kissimmee/Celebration Homes with Security Community Extras

Welcome to the enchanting region of Kissimmee and Celebration, Florida—two vibrant communities nestled in the heart of Osceola County. Known for their picturesque landscapes and family-friendly atmosphere, these areas offer a unique blend of suburban charm and urban convenience. Kissimmee, with its rich cultural heritage and proximity to world-renowned attractions like Walt Disney World, is a haven for those seeking adventure and relaxation alike. Just a stone's throw away, Celebration captures the essence of small-town America with its beautifully designed streets, delightful shops, and community events that foster a strong sense of belonging.

When it comes to finding your dream home in this captivating region, the properties here come with an array of security features and community extras that elevate your living experience. Many homes in Kissimmee and Celebration boast advanced security systems, ensuring peace of mind for you and your loved ones. Gated communities provide an additional layer of safety, allowing residents to enjoy their surroundings without worry.

Moreover, the community extras don’t stop at security. Residents can take advantage of beautifully landscaped parks, sparkling swimming pools, and recreational facilities designed for family fun and social gatherings. Engage with neighbors at community events, or simply enjoy a leisurely stroll through the charming streets.

Whether you’re looking for a cozy family home or a vibrant place to retire, Kissimmee and Celebration offer an inviting lifestyle that balances comfort, security, and community spirit. Come and discover the magic of these remarkable communities today!

Newest Kissimmee/Celebration Homes with Security Community Extras

8972 California Palm Road, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort P1 SubDv. ⋅ 34747 Zip Code
Welcome to Paradise Palms Resort! Beautifully updated 4-Bedroom, 3-Bath Townhome with private pool! Experience the perfect blend of comfort, style, and resort-style living in this stunning townhome located in a desirable guard-gated community just minutes from Walt Disney World! Step inside to discover gorgeous wood tile flooring (2025) , elegant plantation shutters (2024), fresh interior paint (2025), and updated luxury vinyl staircase flooring (2025). The beautifully appointed kitchen features granite countertops, a stylish stone backsplash (2024), and new LG appliances (2025). Spacious bathrooms dual have sinks and a walk-in shower. Additional upgrades include a NEW A/C (2023), water heater (2023), and pool screen enclosure (2024). Washer and dryer convey! Your private tropical oasis awaits! Relax in your sparkling private pool or unwind beneath the covered lanai, perfect for enjoying Florida living year-round! Enjoy incredible Paradise Palms Resort Amenities, including a resort-style pool, clubhouse, fitness center, sports courts, playground, and more! HOA benefits include daily trash pickup, landscaping, and internet. Ideally located near Disney, shopping, dining, and entertainment, this beautiful townhome is perfect for year round living, vacation getaway or investment opportunity. YOUR SLICE OF PARADISE AWAITS! Call for a private showing today!

8972 California Palm Road, Kissimmee
202 Redbud Street, Celebration
$749,000
3 Beds ⋅ 2 Baths ⋅ Celebration North Vlg Un6 SubDv. ⋅ 34747 Zip Code
Enjoy SINGLE-STORY LIVING on a large corner lot on a quiet street in Celebration’s North Village, just one block from the community pool. This single-family home features hard-surface flooring throughout and plantation shutters for a timeless look. An extra-large screened lanai offers ample space for outdoor dining, entertaining, or relaxing, while the pavered backyard creates a welcoming outdoor retreat. A two-car garage and extra-long driveway provide parking for multiple vehicles, and an upgraded electrical panel adds practical value and peace of mind. Experience the Celebration lifestyle with community pools, parks, playgrounds, and scenic walking and biking paths. North Village’s pool, pavilion, and recreation areas offer opportunities to enjoy the outdoors, while Celebration’s Town Center brings dining, shopping, and community gatherings together in a charming setting. Discover the comfort of one-floor living with generous outdoor space and the amenities that make Celebration a special place to call home. MORE PHOTOS COMING SOON!

202 Redbud Street, Celebration
7593 Gathering Drive Unit 708, Kissimmee
$220,000
1 Beds ⋅ 1 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**Property has an active Reunion Resort Membership Available** Welcome to the Reunion Grande, located in the renowned golf community of Reunion Resort! Comprised of 82 individually owned condos, 4 restaurants on site, and all of the amenities of a 4 diamond resort hotel, the Reunion Grande is a the epitome of luxury living. This condo is 1 of only 6 one bedroom condos in the Grande, making it a rarity. As you enter. this tastefully appointed condo you will immediately notice the penthouse ambience, featuring an open concept kitchen, dining, living room space that flows together perfectly, with diamond pattern laid travertine tile flooring covering the main living area, dining room and kitchen. Positioned on the 7th floor, this condo has amazing views out every window, stepping out on your oversized covered balcony you will enjoy unobstructed views of the Watson and Palmer golf courses, beautiful sunrises, and a panoramic view of the beautiful community of Reunion Resort. Pride in ownership can be seen throughout this condo, as it has been meticulously maintained. Being sold fully furnished, this condo will come to you turnkey. Reunion Resort is a luxury resort, that also allows short term rental, if you're looking for a home away from home, while also being able to generate short term rental revenue, this condo is for you! Reunion Resort is positioned with quick access to all the major theme parks, especially Disney World, being Just 2 Exits Away, making Reunion Resort 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 within the gates of Reunion. There Are 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slide. This condo is turnkey, With so much to desire, it is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

7593 Gathering Drive Unit 708, Kissimmee
7601 Recife Drive, Kissimmee
$420,000
4 Beds ⋅ 5 Baths ⋅ Magic Village SubDv. ⋅ 34747 Zip Code
Discover resort-style living at Magic Village Resort! Located in a gated community just minutes from Orlando's famous theme parks, shopping, and dining, this beautifully furnished and tastefully decorated 4-bedroom, 4.5-bath townhome offers a blend of resort amenities and the comfort of a private retreat. Enjoy soaring living room ceilings, two spacious primary suites, one downstairs and another upstairs with a balcony, and a covered lanai with an outdoor grill, perfect for relaxing after a day at the parks. Resort conveniences include concierge services, a 24/7 clubhouse, fitness center, kids' playroom, housekeeping services, and an on-site restaurant. Make unforgettable memories with family and friends while enjoying the opportunity to generate rental income when you're not using the home.

7601 Recife Drive, Kissimmee
8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee
1102 Sunset View Circle Unit 103, Reunion
$309,900
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 5 SubDv. ⋅ 34747 Zip Code
ACTIVE TRANSFERABLE REUNION RESORT MEMBERSHIP AVAILABLE. Immaculate 3 Bedroom 3 Bath GROUND FLOOR Condo with GOLF VIEWS of Hole #16 on the Tom Watson Signature Course at Reunion Resort. Located in the Villas North Community this well maintained and tastefully updated condo is being offered FULLY FURNISHED! As you enter the condo you will notice the open concept floor plan providing an inviting atmosphere to relax and entertain family and friends. Recent updates to the unit NEW LUXURY VINYL FLOORING throughout the living and dining areas, as well as all three bedrooms. NO CARPET! Additional BRAND NEW UPGRADES include living room couches, dining room table and chairs, BRAND NEW BEDS including Mattresses in all Bedrooms! (NEVER BEEN USED). The Primary Bedroom and one of the Guest Bedrooms has Brand New End Tables and Dressers. New Decor and fixtures throughout bringing a fresh inviting feel to the condo. The Washer and Dryer have been replaced within the last 2 years. Whether you’re looking for a primary residence, a relaxing vacation retreat, or a fantastic investment opportunity that includes resort-style amenities this is it! 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.

1102 Sunset View Circle Unit 103, Reunion
1999 Key Bay Trail, Kissimmee
$399,900
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 4b SubDv. ⋅ 34747 Zip Code
Beautifully Upgraded Villa in Four Seasons at Orlando — 55+ Gated Community Welcome to 1999 Key Bay Trail, a beautifully maintained 2023 Sandpiper villa offering comfortable single-story living, thoughtful upgrades, and the convenience of a 55+ community in Kissimmee, Florida. This inviting home features two bedrooms, two full bathrooms, and a versatile den or home office with French doors. The open floor plan, high ceilings, crown molding, and plantation shutters create a bright, welcoming living environment. Exceptional upgrades provide comfort and peace of mind, including a 22 kW Generac whole-home standby generator with automatic transfer switch, surge protection, and warranty coverage through 2030, along with remote-controlled motorized storm shutters. HVAC and water heater service contract prepaid for one year. Enjoy Florida's outdoor lifestyle on the extended paver lanai and screened patio. Additional features include an upgraded kitchen with gas cooktop, wall oven, microwave, and dishwasher; a hot-water recirculation system; upgraded gutters; and a security alarm system. Located in Four Seasons at Orlando, residents enjoy a gated community with clubhouse, swimming pool, fitness center, tennis courts, and other recreational amenities. Convenient to Celebration, shopping, dining, entertainment, and area attractions.

1999 Key Bay Trail, Kissimmee
2785 Almaton Loop Unit 303, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 2 SubDv. ⋅ 34747 Zip Code
***TURNKEY & THEMED CONDO*** Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit will continue to book well and is ready to go for the new owner! AC replaced in 2023 & WATER HEATER in 2026! This unit has already proven success in the short term rental market and has plenty of future bookings!! This is unit it sure to impress the little ones with a family favorite Toy Story themed room! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!

2785 Almaton Loop Unit 303, Kissimmee
1553 Fairview Circle, Reunion
$80,000
Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code
BCreate something exceptional in Reunion Resort! This vacant residential lot offers a canvas for a custom Florida home, vacation retreat, or potential investment property near Walt Disney World and Central Florida’s world-famous attractions. Enjoy a location that combines the appeal of an Orlando-area getaway with convenient access to shopping, dining, golf, and major highways. Bring your vision to life and explore the possibilities for your next build in this established gated resort community. Construction must be completed by a Reunion-approved builder and is subject to architectural review and applicable permitting requirements. Buyer to verify permitted uses, rental eligibility and restrictions, lot dimensions, utilities, HOA and CDD fees, building requirements, and membership requirements. Access to certain resort amenities may require separate membership and additional fees.

1553 Fairview Circle, Reunion
7789 Four Seasons Boulevard, Kissimmee
$499,900
3 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Are you ready to finally live the Florida lifestyle that you have dreamed of?  The Four Seasons Orlando is an amenity-rich, 24/7 guard-gated community, earning its name as one of the most coveted active adult communities in the entire state.  Now being sold for the very first time by the original owner, this Dominica floor plan has a well-thought-out design of 2,360 square feet, offering 3 bedrooms, 2 full bathrooms, and one half bathroom. Once across the threshold you can immediately begin to appreciate the care that has gone into maintaining this immaculate home.  Extra large porcelain tile greets you in the foyer, and leads your eye down the vast hallway, making it the perfect place to add your family photos & memories.  One large bedroom is perfectly situated in the front of the home, with its own generously sized closet, and private en-suite bathroom; making it the ideal space for your guests or visiting friends.  Bedroom number two is located further down the hall and currently doubles as an office. It has an extensive built-in closet, making it the perfect place to keep your crafting supplies, extra books or decorations.  Conveniently located in the rear of the home, your primary bedroom is one to rival any hotel, and was built with multiple windows and extended by several feet, providing a better view of the premium conservation lot.  Are you ready to be impressed?  Step in to your new en-suite bathroom, and you'll almost believe that you're in a Tommy Bahama resort.  Massive granite vanities flank the picturesque walk-in shower with floor to ceiling tile and a rain-shower head, while your Key West-inspired ceiling fan keeps the air moving around you. Custom closet systems have already been added in each room, maximizing the space even more.  Do you like to entertain, or are you the "go-to" home for the holidays and birthday parties?  If you answered yes, your guests will be staying a little longer than expected!  Not only is this kitchen the heartbeat of the home, with a colossal island that can accommodate six very large barstools, but it's completely open to the living room and eat-in breakfast nook.  Do you enjoy that morning cappuccino or evening cabernet?  Have you always wanted a summer kitchen but weren't quite sure where to start or how to design it?  You can now thank the owner of 7789 Four Seasons Blvd, as they've already added it for you.  Spend hours outside all year-round, enjoying time cooking with friends and family, and truly begin to appreciate how this indoor-outdoor living can enhance your lifestyle.  Whether you aspire to be a "Michelin-rated" chef, or just cook a few burgers and kabobs now and again, this summer kitchen—with a built-in refrigerator, plenty of storage and all necessary equipment—will make you the best host you can possibly be.  The Four Seasons of Orlando has two resort-style pools, a fitness center, a clubhouse, tennis courts and a dedicated activities director.  HOA is responsible for the landscaping, making this a true lock & leave lifestyle home.  >CUSTOM CLOSETS IN EVERY BEDROOM & IN PANTRY | NATURAL GAS | PREMIER CONSERVATION LOT WITHOUT REAR NEIGHBORS | SEALED PAVER DRIVEWAY | CONVENIENT 5 MINUTE WALK TO THE CLUBHOUSE | HOME CAN BE SOLD FULLY FURNISHED< Don't you deserve to finally call Florida a place to live?

7789 Four Seasons Boulevard, Kissimmee
2669 Manesty Lane, Kissimmee
$678,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat—ideally situated just 5 miles from the world-renowned Walt Disney World®! This stunning 6-bedroom, 4-bathroom home sits on an elevated premium corner lot in the highly sought-after Windsor Hills Resort, offering exceptional privacy and unobstructed backyard views. Perfect as a family getaway or high-performing investment property, the home features a spacious layout with a main floor guest suite, a master bedroom, and four additional bedrooms upstairs, offering comfort and privacy for everyone. Recent upgrades include a new roof (Nov 2024), new luxury vinyl plank flooring throughout (2024), and a new pool pump (2024), ensuring low maintenance and modern appeal. The beautifully furnished living room provides a warm, relaxing atmosphere, while the well-equipped kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, and a bright eat-in area. Sliding glass doors open to your private screened-in pool and covered patio, ideal for soaking up Florida’s sunshine year-round. Windsor Hills is one of Central Florida’s most renowned resort communities, known for its proximity to Disney and a wealth of amenities: a resort-style pool, hot tub, water park, fitness center, recreation park, sports courts, game room, movie theater, market, and on-site grill. The HOA also includes Bluestream cable, high-speed internet, lawn maintenance, and trash valet. Whether you're seeking a personal vacation home, a short-term rental, or a full-time residence, this home offers the best of the Florida lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today and make this piece of paradise yours!

2669 Manesty Lane, Kissimmee
7465 Gathering Loop, Reunion
$3,500,000
10 Beds ⋅ 11 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
**PROPERTY HAS AN ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE*** Welcome to beautiful Reunion Resort! This high-end CUSTOM home built by Liberty Partners Development promises an exceptional level of luxury and sophistication. Situated on a premium oversized pie-shaped lot along the Tom Watson Signature Golf Course, this masterpiece is sure to impress! Excellent golf views looking right at the 3rd green of the Watson course. Location is phenomenal located on Gathering Loop which is a quiet road shared by only 11 other homes. Not only does this home come with a large pool of its own, but also, sits right next to one of the 12 community pools in the resort! It features an impressive layout with 10 bedrooms, 10 full baths, and 2 half baths. This home also has multiple CUSTOM THEMED BEDROOMS including a SECRET ROOM that you will have to find yourself! Every room has its own bathroom so EVERYONE will be comfortable! Upstairs you can't miss the THEATER ROOM! Perfect for unforgettable movie nights with the family! This home was tastefully decorated with a professional / designer furnishing package, making it rental-ready to hit the ground running from a booking standpoint! This home has enormous gathering areas making it perfectly suited for short-term rentals or as a grand personal residence. The highlight of this home is undoubtedly the outdoor space. The expansive pool area is designed to impress, featuring a private pool with a spillover spa, perfect for soaking up the Florida sun or enjoying a relaxing evening under the stars. The sun shelf splash pad area provides a safe and fun spot for the little ones to play, while adults can unwind in the spa, taking in the breathtaking views overlooking the lush greens of the golf course. For those who love to entertain, the outdoor summer kitchen and bar offer the perfect setup for BBQs and al fresco dining. The patio, with seating for 13, is ideal for enjoying a leisurely meal while taking in the serene surroundings. Rejuvenate in the gym, offering a serene escape to relax your muscles and enhance your wellness routine! This lot is 83ft wide in the pool area which is much larger than the typical homesite as most are 50ft wide. Lots like this one that have more width in the back are sought after and are becoming more and more rare as we go. Having extra width in the back allows for larger pool areas and amenities. The design emphasizes tall ceilings and exquisite finishes, ensuring unparalleled comfort and style for those with upscale tastes. This home represents a unique opportunity to own a piece of luxury in one of Florida's most sought-after locations. The Resorts 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.

7465 Gathering Loop, Reunion
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