Kissimmee/Celebration Homes with Sidewalk Exterior Features

Kissimmee/Celebration Homes with Sidewalk Exterior Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the charm of small-town living meets the excitement of world-class attractions. Nestled in Osceola County, Kissimmee is renowned for its proximity to Walt Disney World, Universal Studios, and a myriad of outdoor adventures. With its picturesque landscapes, vibrant culture, and an array of dining and shopping options, this area is a haven for families, retirees, and anyone seeking a slice of Florida paradise.

Celebration, originally developed by The Walt Disney Company, is just a stone's throw away from Kissimmee. This unique community is characterized by its idyllic streets, meticulously designed homes, and a strong sense of community. Residents enjoy a lifestyle rich in amenities, including parks, walking trails, and quaint shops, all contributing to a warm, neighborly atmosphere.

One of the standout features of homes in this region is their charming sidewalk exteriors. Not only do these homes boast beautiful curb appeal, but they also encourage a sense of community and connectivity. Picture yourself strolling along tree-lined sidewalks, greeting neighbors, and enjoying the Florida sunshine. These walkable neighborhoods enhance the quality of life, making it easy to explore local parks, cafes, and community events.

Whether you’re looking for a cozy family home, a vacation retreat, or an investment property, Kissimmee and Celebration offer a diverse range of options to suit your needs. Embrace the lifestyle that comes with living in this vibrant area, where every day feels like a vacation!

Newest Kissimmee/Celebration Homes with Sidewalk Exterior Features

$330,000
4 Beds ⋅ 3 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
Beautiful fully furnished 4-bedroom, 3-bathroom townhome located in the highly sought-after gated community of West Lucaya Village. This spacious two-story home features an open-concept floor plan, a modern kitchen with ample cabinet and counter space, and comfortable living and dining areas designed for family living or vacation stays. The primary suite includes a walk-in closet and private bathroom, while the additional bedrooms provide plenty of space for family and guests. West Lucaya Village offers outstanding resort-style amenities, including a clubhouse, community pool, fitness center, playground, and beautifully maintained grounds. Ideally located just minutes from Walt Disney World, major attractions, shopping, restaurants, and Orlando's main highways. Zoned for short-term rentals, this property is an excellent opportunity as a primary residence, vacation home, or income-producing investment. Move-in ready and being sold fully furnished.

3200 Cupid Place, Kissimmee
$279,000
1 Beds ⋅ 1 Baths ⋅ Siena At Celebration Condo B SubDv. ⋅ 34747 Zip Code
Virtually Staged. A beautifully maintained condo located within the Siena Condominium Association in Celebration, FL. This spacious one-bedroom, one-bathroom with a den residence features 1,057 square feet of thoughtfully designed living space. This property is ideal for those seeking both comfort and functionality. The interior is highlighted with luxury vinyl flooring throughout, providing a modern and low-maintenance touch to the space. This open floor plan offers plenty of Natural Light that features a living room, dining room, an open kitchen with breakfast bar and a separate den/office for those whom work from home The Spacious 13' x 11' Bedroom/Bath features a walk-in closet and a single vanity with Tub/Shower Combo. Newer Luxury Vinyl Flooring, Range & Microwave. The Siena Condominium Association also provides access to fantastic amenities, including a sparkling pool perfect for relaxing or soaking up the Florida sunshine. Additionally, residents can stay active and healthy with the well-appointed Fitness Center, Social Room, and Playground. Enjoy the Celebration Lifestyle with shops, restaurants, heated community pool, basketball & tennis courts, and Nature Trails.

714 Siena Palm Drive Unit 104, Celebration
$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 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 Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee
$695,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph1 SubDv. ⋅ 34747 Zip Code
Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$565,000
4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Welcome to Georgetown at Celebration, where style, comfort, and convenience come together in one exceptional home. This beautifully updated three-story townhome features a rear-entry two-car garage, four spacious bedrooms—including a first-floor bedroom perfect for guests, a home office, or multigenerational living—and 2.5 bathrooms. The thoughtfully designed floor plan offers an open kitchen, dining, and family room combination, along with a separate living room that provides additional space to relax or entertain. As a desirable end unit, you'll also enjoy an impressive 24-foot covered porch, the perfect spot to unwind and enjoy the fresh Florida air. Inside, you'll find numerous updates including luxury vinyl plank flooring, tile in select areas, granite countertops, fresh interior paint, and a true move-in-ready condition. Georgetown residents enjoy outstanding amenities including a clubhouse, resort-style swimming pool, tennis and pickleball courts, a fitness center, and a playground. Located in the heart of Celebration (celebration.fl.us/amenities/), you'll be just moments from charming restaurants, boutique shopping, year-round entertainment, scenic walking trails, and world-famous attractions—allowing you to enjoy the unique experience of living in a destination. Best of all, the homeowners association maintains the exterior of the property, providing a low-maintenance lifestyle so you can spend more time enjoying everything Celebration has to offer. This is truly a home that must be seen to be fully appreciated.

236 Celebration Boulevard Unit 236, Celebration
$469,900
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
$350,000
3 Beds ⋅ 3 Baths ⋅ Hub At Westside SubDv. ⋅ 34747 Zip Code
Welcome to 3357 Tranquil Trail, Kissimmee, FL, a beautifully maintained townhome in one of Central Florida’s most desirable locations. Situated just minutes from ChampionsGate, Four Corners, and the vibrant US 192 corridor, you’ll enjoy endless shopping, dining, and entertainment options. Walt Disney World and other world-famous attractions are only a short drive away. Located within a gated community, the property offers a secure and welcoming environment for residents and guests alike. Resort-style amenities make it ideal for both full-time living and vacation stays. Its prime location and strong rental demand create an outstanding opportunity for Airbnb or short-term rental investors.

3357 Tranquil Trail, Kissimmee
$654,900
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
$4,495,000
4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code
Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration
$849,999
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 5 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed David Weekley “Arabella” Craftsman, ideally situated on a quiet, tree-lined cul-de-sac and nestled against a peaceful conservation setting. A charming covered front porch and distinctive ribbon driveway create an inviting first impression, while a decorative mosaic medallion in the entryway adds an elegant custom touch. Inside, the bright and airy floor plan is filled with abundant natural light and thoughtfully designed for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, while an electric fireplace creates a warm and inviting focal point in the spacious great room. The adjoining sunroom offers a wonderful additional living space, perfect for morning coffee, reading, or enjoying the tranquil surroundings. The updated kitchen features granite countertops, a convenient bar-height countertop for casual dining and entertaining, and all-new appliances. The formal dining room, kitchen, and bathrooms feature new light fixtures, adding fresh finishing touch throughout the home. A versatile office/flex room provides additional space for a home office, study, or hobby room. Upstairs, all three bedrooms provide privacy and comfort, along with a charming open balcony overlooking the great room below, creating a dramatic sense of space and architectural character. The primary suite features newly installed ceramic tile and a spacious walk-in closet, while the third bedroom also includes a walk-in closet. New carpeting throughout the second floor completes the fresh, updated feel. Outside, the large conservation lot offers a peaceful backdrop and generous backyard space. The covered front porch provides the perfect spot to relax and enjoy the quiet surroundings. Recent improvements provide added peace of mind, including fresh paint completed in December, a roof replaced in 2022 with gutters, and a 2017 water heater and A/C. An oversized 2½-car garage provides exceptional flexibility for vehicles, storage, hobbies, or additional workspace. With its classic Craftsman architecture, elegant custom details, extensive updates, inviting sunroom, open upstairs balcony, generous storage, oversized garage, and serene conservation setting, this exceptional Arabella offers a blend of timeless charm, contemporary comfort, and everyday Florida living.

1103 Banks Rose Court, Celebration
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