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

$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 approximately five years old with gutters, and a 2017 water heater. 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
$385,000
4 Beds ⋅ 2 Baths ⋅ Indian Ridge Villas Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 1513 Indian Oaks Trail, a spacious 4-bedroom, 2-bath pool home offering a flexible floor plan, low HOA fees, and an excellent location near Central Florida’s world-famous attractions. The welcoming single-story exterior features a screened front entry, attached two-car garage, mature palm trees, low-maintenance landscaping, and a spacious driveway that creates inviting curb appeal. Inside, the open-concept living area features vaulted ceilings, tile flooring, recessed lighting, neutral finishes, and a seamless flow into the kitchen and screened outdoor living area. The bright dining space offers sliding glass doors that fill the room with natural light and provide convenient access to the lanai and pool. The kitchen features bright cabinetry, solid-surface countertops, stainless steel appliances, ample preparation space, an eat-in area, and a spacious breakfast bar overlooking the main living area. The primary bedroom offers wood-look flooring, neutral finishes, natural light, and convenient access to the private en-suite bathroom. The primary bath features a dual-sink vanity with abundant cabinet storage, an oversized mirror, tile flooring, a walk-in shower, and a large soaking tub positioned beneath a window. A spacious walk-in closet provides wraparound shelving, generous hanging space, and plenty of organized storage. Bedrooms two through four offer comfortable layouts, neutral finishes, natural light, and ample closet space. Two bedrooms feature wood-look flooring, while another includes carpeting and decorative chair-rail molding, creating flexible options for family, guests, or a home office. The updated second bathroom includes a tiled tub and shower combination with subway tile surround, a modern vanity, updated fixtures, and a window providing natural light. Step outside to an inviting covered and screened lanai, ideal for relaxing or entertaining. The screened-in pool features a safety fence, expansive pool deck, and privacy fencing, creating a private setting for enjoying Florida’s year-round sunshine. Located just minutes from Walt Disney World, with Universal Orlando, SeaWorld, and the attractions corridor within easy reach. Restaurants, grocery stores, shopping, and entertainment along US-192 are nearby, while convenient access to SR-429 and I-4 provides an easy connection to downtown Orlando and Orlando International Airport. The community offers a neighborhood pool, tennis court, playground, and park surrounded by mature shade trees. The neighborhood may also allow both short-term and long-term rentals, offering potential flexibility for a primary residence, vacation home, second home, or investment property. Buyers should independently verify all rental restrictions, zoning requirements, and permitting with the HOA and Osceola County. Schedule your private showing today!

1513 Indian Oaks Trail, Kissimmee
$120,000
1 Beds ⋅ 1 Baths ⋅ Parkway Palms Resort Maingate Condo SubDv. ⋅ 34747 Zip Code
GREAT OPPORTUNITY FOR INVESTORS! PRIME TOURIST LOCATION! Located 1.5 miles away from Disney World and across from the Celebration Town Center (shopping and dining opportunities), this remodeled 1 bed/1 unit it can be a RENTAL INCOME if you ready to start your business in the short term rental industry or to be used to relax while visiting Orlando. Great for AIRBNB or BOOKING. The HOA fee includes all utilities. Free community shuttle service to Disney World. Sleeps up to 6 people with separate living areas and kitchen. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, tot lot, sun deck and laundry facilities.

3100 Parkway Boulevard Unit 726, Kissimmee
$289,000
1 Beds ⋅ 1 Baths ⋅ Embassy Suites, Sunset Walk Hotel SubDv. ⋅ 34747 Zip Code
An unbeatable opportunity awaits at 3151 Sunset Walk Dr #507, a fully furnished 1-bedroom, 1-bathroom condo featuring a private balcony on the top floor (5th floor) of Tower 1 within Embassy Suites by Hilton Orlando Sunset Walk. Situated just minutes from Walt Disney World, top dining, shopping, and major Central Florida attractions, this resort property offers premium amenities including the Oasis Beach Club, an outdoor pool and cabanas, fitness center, evening receptions, theme park shuttles, and direct proximity to the Promenade at Sunset Walk and Island H2O Water Park. Strategically chosen in the development's initial phase, Tower 1 offers unmatched convenience with seamless, weather-proof access to reception, dining, bars, parking, and transportation services. Sitting on the 5th floor provides peaceful living free from overhead footstep noise, allowing guests to relax and take in elevated views from the private balcony. For investors or vacation home buyers looking for cash flow and lifestyle benefits, this unit is engineered for performance. Market analysis shows that 1-bedroom floor plans experience higher rental frequency than studios or 2-bedroom units, while this specific unit features an adjoining lock-off door to the neighboring suite to accommodate larger families and group travelers on demand. Since inception, this turnkey asset has generated enough rental income to cover all maintenance and fixed costs while producing a strong return on investment. With management implementing targeted strategies to secure steady group and event bookings—further bolstered by the future events and convention center within Sunset Walk—this unit is uniquely positioned for expanding profitability and long-term value.

3151 Sunset Walk Drive Unit 1507, Kissimmee
$1,800,000
5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration
$498,000
8 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
One of best vacation home at Emerald Island Resort…Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms…. Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ….6 bedroom 5.5 baths, it have Great opportunity awaits you in this executive villa in Emerald Island Resort. The gated resort-style community of Emerald Island is an attraction itself. The clubhouse has a pool, hot tub, sauna, fitness room, cyber Internet room, 24-hour guard gated security and a video arcade. There is even a Tiki bar outside on the pool deck, numerous playgrounds, a sand volleyball court, tennis center and a nature trail to enjoy. Great location for residence, vacation home or short/long term rentals.

8475 Oasis Key Cove, Kissimmee
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