Kissimmee/Celebration Homes with Community Mailbox Community Features

Kissimmee/Celebration Homes with Community Mailbox Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida—where the magic of the Sunshine State meets the charm of community living! Nestled in Osceola County, Kissimmee is renowned for its vibrant atmosphere, cultural diversity, and proximity to world-famous attractions. Just a stone’s throw away, the picturesque town of Celebration offers a quaint, small-town feel with its beautifully manicured streets, delightful shops, and inviting parks, making it a perfect place for families and retirees alike.

In this captivating area, you’ll find homes in communities that feature convenient community mailboxes, fostering a sense of connection among neighbors. These thoughtfully designed neighborhoods promote an engaging lifestyle, where residents can enjoy leisurely strolls, friendly chats, and the convenience of easy mail access. Imagine starting your day with a morning walk to the mailbox, greeting friends along the way, and soaking in the warm Florida sun!

Kissimmee and Celebration boast a wealth of amenities, including lush parks, recreational facilities, and scenic walking trails that beckon outdoor enthusiasts. With a variety of dining options ranging from cozy cafes to fine dining, there’s something to satisfy every palate. Plus, the area’s proximity to major highways makes commuting a breeze, while world-renowned attractions like Walt Disney World and Universal Studios are just minutes away, offering endless opportunities for adventure and fun.

Whether you’re seeking a family-friendly neighborhood or a serene retirement community, Kissimmee and Celebration have it all. Come discover your dream home in this delightful region, where community spirit and Florida charm await!

Newest Kissimmee/Celebration Homes with Community Mailbox Community Features

8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ S5160476 MLS ⋅ 8105 BLDG.
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
600 Edwards Street Unit 7202, Kissimmee
$749,999
3 Beds ⋅ 3 Baths ⋅ O6453384 MLS ⋅ #600 BLDG.
Luxurious Carlyle Condo built by Issa Builder located in the heart of downtown Celebration. This spacious 3 bedroom and 2.5 bath is light and bright with plenty of room for entertaining guests! This popular open floor plan is perfectly situated on the 2nd floor. You can enjoy the beautiful and serene views of the tree lined streets. Large foyer features powder room and flows to the Kitchen and family room area. Spacious kitchen opens to a large family room area with charming french doors that lead to a balcony for relaxing. Kitchen has 42 inch maple cabinets and gorgeous granite counter tops with stainless steel appliances. Charming wine storage closet! Beautiful crown molding, elegant wood floors, gorgeous stone fireplace and stone inlay staircase. Laundry upstairs for your convenience. Primary suite is located on 2nd floor with lovely balcony and spacious organized walk in closet. Primary bathroom has garden tub w/dual sinks and zero entry upgraded shower. Upgraded cabinetry and counter tops throughout with deep linen closets. 2 bedrooms on 2nd floor with large bathroom and zero entry shower. Large 1 car garage and Block construction. Tankless water heater! Lots of windows allow for nice views. The condo is a block away from the Town Center shops, restaurants, tennis courts, community pool and walking trails. You'll love the condo life here in Celebration. It's a perfect get-a-way!!

600 Edwards Street Unit 7202, Kissimmee
2785 Almaton Loop Unit 303, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ O6452728 MLS ⋅ 2785 BLDG.
***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
7789 Four Seasons Boulevard, Kissimmee
$499,900
3 Beds ⋅ 3 Baths ⋅ O6452131 MLS
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
2043 Key Bay Trail, Kissimmee
$360,000
2 Beds ⋅ 2 Baths ⋅ O6452617 MLS
Welcome to the Four Seasons of Orlando in Kissimmee, Fl. The Four Seasons has a 24 hour guard on premises and we are located within Mystic Dunes Golf Course. This is a "Sandpiper" Villa featuring two bedrooms plus an office with French Doors. The entire Villa has luxury vinyl flooring and French Doors to the screened in Lanai. The primary bedroom is large with a private luxury bathroom. The second bedroom is on the other side of the Villa with a full bath. The Four Seasons is entwined within Mystic Dunes Golf Course which we have an access road to the Restaurant and they give a discount to our residents. The clubhouse is booming with activities every week and there are so many clubs to join. We love living at the Four Seasons, a friendly active community. You can own this home furnished with a full price contract.

2043 Key Bay Trail, Kissimmee
8805 Dunes Court Unit 5-103, Kissimmee
$185,000
1 Beds ⋅ 1 Baths ⋅ G5117849 MLS ⋅ 5-103 BLDG.
Less than 6 miles from Walt Disney World, your Central Florida getaway or next investment opportunity awaits! Welcome to 8805 Dunes Court, Unit 103, in Legacy Dunes, a gated condominium community in Kissimmee offering an appealing combination of location, convenience and short-term rental flexibility. Whether you're searching for a vacation home near Disney, a second home or an income-producing investment opportunity, this first-floor turnkey condo offers a well appointed and comfortable living space, stainless steel kitchen appliances and a screened front porch perfect for morning coffee or relaxing after a day of exploring. With no stairs to navigate, the ground-floor location adds everyday convenience. One of the property's biggest advantages is the ability to accommodate short-term rentals, providing flexibility for personal use, vacation rentals or both. Legacy Dunes offers a swimming pool, tennis courts, clubhouse, playground, and convenient parking. The monthly condo fee includes internet, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance, recreational facilities that include a resort style pool, clubhouse with a game room featuring air hockey, ping pong and a pool table, on site Cafe & Bar, tennis courts, basketball courts, volleyball courts and a playground area. All of this with easy access to Disney, Universal, shopping and area beaches! Location, rental flexibility and low-maintenance ownership come together in one exciting opportunity. Discover the possibilities of owning a ready to go vacation-friendly condo in the Disney area!

8805 Dunes Court Unit 5-103, Kissimmee
8949 Candy Palm Road, Kissimmee
$389,990
5 Beds ⋅ 4 Baths ⋅ S5159999 MLS ⋅ 8949 BLDG.
Fully furnished 5-bedroom, 4-bathroom townhome with a private screened-in pool in Paradise Palms Resort! Located at 8949 Candy Palm Road in Kissimmee, this two-story property offers 2,024 square feet of living space in a guard-gated resort community near Walt Disney World. Whether you’re looking for a Central Florida vacation retreat or exploring a potential vacation rental property, this home offers space, convenience, and resort-style amenities. The open-concept living and dining areas connect to a well-appointed kitchen featuring stone countertops, stainless steel appliances, and a breakfast bar. One of the home’s standout features is its uniquely themed bedrooms, each designed to create a special and memorable vacation experience. From the magical world of Frozen to the adventures of Star Wars and the charm of Paris, every bedroom offers its own distinctive atmosphere, adding an extra touch of fun and excitement for guests of all ages. A first-floor bedroom provides flexibility for guests who prefer fewer stairs. Four full bathrooms and an interior laundry room with washer and dryer make the layout especially practical for group stays. Step outside to a private screened-in pool and covered patio—an inviting setting for morning coffee, afternoon swims, or relaxing after a day at the theme parks. Beyond the home, Paradise Palms Resort offers a heated community pool with waterfalls, waterslide, splash pad, and hot tubs, as well as a clubhouse, movie theater, arcade, fitness center, playground, and sports courts. On-site dining and marketplace amenities add to the resort experience. Conveniently situated in West Kissimmee near US Highway 192, the community provides access to shopping, restaurants, and everyday essentials, with Walt Disney World 16 mins away. Offered fully furnished, this townhome may suit buyers seeking personal vacation use or a property to evaluate for short-term rentals.

8949 Candy Palm Road, Kissimmee
7692 Somersworth Drive, Kissimmee
$570,000
6 Beds ⋅ 5 Baths ⋅ O6451689 MLS
WELCOME HOME — THIS SPACIOUS 6-BEDROOM RETREAT DESIGNED FOR FAMILY LIVING, VACATION MEMORIES & ZONED FOR SHORT TERM RENTAL INCOME! Located in the desirable, secure gated community of Somersworth at Reunion Resort, this impressive residence offers the space, comfort and flexibility today’s families and vacation-home investors are looking for—while placing you just minutes from the world-famous attractions of Walt Disney World and Central Florida’s premier entertainment destinations. Step inside and experience a bright, open-concept floor plan designed for gathering and entertaining. The expansive main living area flows naturally into a stunning gourmet kitchen featuring quartz countertops, a large center island, abundant cabinetry and plenty of natural light through oversized windows and sliding glass doors. Whether preparing breakfast before a day at the parks or hosting family and friends after a day of Central Florida adventures, this home provides an ideal setting for making lasting memories. The first-floor primary suite offers a private retreat with a spacious walk-in closet and beautifully appointed spa-inspired bathroom. With 6 generously sized bedrooms and 4.5 bathrooms, there is room for extended family, overnight guests or vacation groups to enjoy their own space and privacy. Upstairs, additional bedrooms provide exceptional flexibility, including a Jack-and-Jill bathroom connecting two secondary bedrooms. Multiple walk-in closets throughout the home provide abundant storage, while the spacious game room/flex space creates an ideal area for movie nights, gaming, a playroom or additional entertainment space. Step through the sliding glass doors to the covered patio, where you can enjoy outdoor dining, morning coffee or relaxing Florida evenings. The generous living and entertaining areas make this property particularly appealing for families seeking a full-time residence, second home or vacation getaway. For investors and buyers seeking short-term rental potential, the combination of a large 6-bedroom layout, multiple bathrooms, dedicated entertainment space, gated-community setting and proximity to Disney-area attractions creates an attractive vacation-home configuration. The spacious design allows families and larger groups to enjoy the home comfortably while using it as a base for exploring everything Central Florida. Located in the heart of the Kissimmee/Disney vacation corridor, you’ll be close to world-class theme parks, restaurants, shopping, golf and entertainment. The community offers resort-style amenities, featuring a water park and access to four world-class golf courses. Convenience is at your doorstep, with a Starbucks, a restaurant, and a hospital located right at the entrance to the neighborhood. Everyday essentials are just minutes away, with Publix, CVS, and a wide variety of restaurants all within a five-minute drive. This is an opportunity to enjoy the best of both worlds—a comfortable and refined home for your family and guests, with the flexibility to pursue short-term rental income. Whether you’re looking for a primary residence, vacation home, second home or investment property, this stunning rare find home offers the space, location and versatility to fit your Central Florida lifestyle. COME SEE WHY THIS SPACIOUS RETREAT DESERVES A PLACE AT THE TOP OF YOUR LIST

7692 Somersworth Drive, Kissimmee
7890 Stoney Bay Loop, Kissimmee
$575,000
3 Beds ⋅ 2 Baths ⋅ O6450854 MLS
This home is only two years old. It is a "St. Thomas Model" featuring three bedrooms and two full baths with a beautiful kitchen, dining room, living room (with coffered ceilings), primary suite plus two additional bedrooms and a guest bath. Four panel pocket sliders brings you to the enclosed lanai with fantastic views and privacy. The garage holds two cars plus a golf cart and the water filtration system is in the garage (see photos) plus the garage floor has a professional finish coating. The Four Seasons at Orlando has a 24 hour gate guard, fantastic clubhouse featuring a ballroom, kitchen, meeting room, pool and ping pong room, card room, large gym, exercise room, showers and lockers, covered lanai, main pool has zero entry and a lap lane plus a second pool for family when they visit. Enjoy the hot tub, grilling on our patio, tennis, pickle ball and so much more. We are entwined within Mystic Dunes Golf Course with a private access road entering their facilities. Enjoy the discount at the restaurant and golf. Friday night music and cocktails is a great start to your weekend. You will love living at the Four Seasons with so many resident and HOA planned activities. Come live with us and be part of our wonderful community.

7890 Stoney Bay Loop, Kissimmee
8722 Rain Forest Place Unit C, Kissimmee
$225,000
3 Beds ⋅ 2 Baths ⋅ S5159783 MLS ⋅ N/A BLDG.
INCREDIBLE OPPORTUNITY JUST 5 MILES FROM WALT DISNEY WORLD — ONLY $225,000! FULLY FURNISHED • TURNKEY • TOP FLOOR • END UNIT • SHORT-TERM RENTAL POTENTIAL! LOCATION, LOCATION, LOCATION — AND A PRICE THAT'S HARD TO BELIEVE! Discover an extraordinary opportunity to own your very own piece of the magic just minutes from Walt Disney World! Priced at an incredible $225,000, this beautifully furnished 3-bedroom, 2-bathroom TOP-FLOOR END-UNIT condominium offers the perfect combination of LOCATION, VALUE, COMFORT, and FLEXIBILITY! Step inside and fall in love with the abundance of NATURAL LIGHT streaming through this desirable end unit, creating a bright, cheerful, and inviting atmosphere. Beautifully decorated and being sold FULLY FURNISHED, this delightful condo is truly TURNKEY — simply bring your suitcase and start enjoying the Florida lifestyle! The spacious primary bedroom opens to a GENEROUS PRIVATE BALCONY, the perfect retreat for morning coffee, afternoon relaxation, or unwinding after a magical day at the theme parks. Whether you're searching for a FULL-TIME FLORIDA RESIDENCE, VACATION GETAWAY, OR SHORT-TERM RENTAL OPPORTUNITY, this property offers incredible versatility! Short-term rental use is subject to applicable community and local regulations. MORE REASONS TO FALL IN LOVE:     •    Within approximately 5 miles of Walt Disney World!     •    3 Bedrooms | 2 Full Bathrooms     •    Desirable TOP-FLOOR END UNIT with abundant natural light     •    FULLY FURNISHED with attractive, welcoming décor     •    Spacious Balcony Accessible from the Primary Bedroom     •    GATED COMMUNITY with Swimming Pool and Tennis Courts     •    LOW MONTHLY CONDO FEES — JUST $362!     •    Located in Osceola County, with potentially favorable property taxes depending on assessment and exemptions     •    MOVE-IN READY — NO FURNITURE SHOPPING REQUIRED! WHERE ELSE CAN YOU FIND THIS MUCH VALUE SO CLOSE TO DISNEY FOR ONLY $225,000? Opportunities like this don't come along every day! Whether you're dreaming of living near the magic or adding a furnished vacation property to your real estate portfolio, THIS ONE DESERVES YOUR IMMEDIATE ATTENTION! DON'T WAIT — AT THIS PRICE, THIS DISNEY-AREA GEM MAY NOT LAST LONG!

8722 Rain Forest Place Unit C, Kissimmee
3321 Tranquil Trail, Kissimmee
$349,000
3 Beds ⋅ 3 Baths ⋅ O6449127 MLS ⋅ 57 BLDG.
Turnkey Income Property in Kissimmee: $2,850/month Welcome to 3321 Tranquil Trail in The Hub at Westside! This furnished 3-year-old home features rooms with lockable doors, an open-concept layout, a modern kitchen, three bathrooms, and carpet-free laminate flooring throughout. Relax on the patio and enjoy Florida’s sunshine. Internet and Cable TV included. Minutes from Walt Disney World, Universal Orlando, dining, shopping, and major highways, this resort-style community works equally well as a primary residence, vacation home, or short- or mid-term rental. Fully furnished and ready to go, so just bring your suitcase and start enjoying it or earning from day one!

3321 Tranquil Trail, Kissimmee
8900 Shine Drive, Kissimmee
$355,000
4 Beds ⋅ 3 Baths ⋅ O6449950 MLS ⋅ 11 BLDG.
Modern Resort Living with Dual Primary Suites! Welcome to this turnkey, fully furnished 4-bedroom, 3-bathroom corner-unit townhome in the highly sought-after West Lucaya Resort. As a desirable end unit, this home enjoys an abundance of natural light, extra privacy, and a spacious feel. Designed with flexibility in mind, the open-concept main floor features sleek laminate wood flooring, a modern kitchen equipped with granite countertops and stainless steel appliances, and a convenient first-floor primary suite paired with a full bath. Upstairs, you will find a second expansive primary suite, along with comfortable retreats for family and guests—all featuring cozy carpeting in the bedrooms. Located just minutes from Walt Disney World, Margaritaville, and Island H2O Water Park, with quick access to I-4 for easy trips to Universal and the Orlando airport. West Lucaya offers fantastic resort amenities including a sparkling pool, clubhouse, fitness center, and game room. Whether you are searching for a primary home, a vacation getaway, or an income-producing short-term rental, this property delivers on all fronts!

8900 Shine Drive, Kissimmee
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