Kissimmee/Celebration Homes with 2 Car Garage Garage Description

Kissimmee/Celebration Homes with 2 Car Garage Garage Description

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the charm of small-town living meets the excitement of nearby attractions. Nestled in Osceola County, Kissimmee is a vibrant city known for its warm climate, friendly community, and proximity to world-renowned theme parks, including Walt Disney World Resort. Just a stone’s throw away lies Celebration, a picturesque town designed with a classic Americana aesthetic, featuring tree-lined streets, quaint shops, and delightful dining options.

For those seeking the perfect home in this idyllic area, consider the allure of properties featuring a two-car garage. These homes not only offer ample space for your vehicles but also provide extra storage for outdoor gear, tools, or even a hobby area. Imagine coming home after a day of adventure, parking your car in the comfort of your garage, and stepping into a welcoming space designed for relaxation and enjoyment.

Kissimmee and Celebration boast a diverse selection of homes equipped with two-car garages, catering to families, professionals, and retirees alike. Whether you prefer a cozy single-family home or a modern townhome, you’ll find properties that reflect your unique style and needs.

Living in Kissimmee and Celebration means embracing a lifestyle filled with outdoor activities, cultural experiences, and a strong sense of community. With beautiful parks, scenic lakes, and a variety of entertainment options, you’ll never run out of things to do. Discover your dream home today and experience the magic of living in this captivating region of Florida!

Newest Kissimmee/Celebration Homes with 2 Car Garage Garage Description

$698,000
6 Beds 4 Baths Windsor Hills Ph 7 SubDv. 34747 Zip Code
Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee

$549,000
3 Beds 3 Baths Four Seasons At Orlando Pb 3b & 4a SubDv. 34747 Zip Code
Welcome to refined Florida living in the sought-after Four Seasons at Orlando 55+ community. Set on a **premium conservation-view homesite within walking distance of the clubhouse and amenities**, this beautifully upgraded Dominica model offers 2,360 square feet of thoughtfully designed living space and exceptional indoor-outdoor living. The home features **2 bedrooms, 2.5 bathrooms, and a dedicated office with a closet that can function as a third bedroom**. The private guest suite includes its own full bath, while the expanded primary suite offers **2 walk-in closets with custom built-ins** and an upgraded bath with dual vanities, granite countertops, and an oversized walk-in shower. The kitchen features **GE Profile appliances, enhanced lighting, additional outlets, and a redesigned pantry with custom shelving**. The laundry room includes added cabinetry and storage, while the office is enhanced with **wall-to-wall book shelves and a large custom desk**. Additional garage shelving and a separate storage area provide even more functionality. A true highlight is the private outdoor living space. **Seamless corner glass sliders** open to an expansive covered lanai overlooking the peaceful conservation setting. The custom summer kitchen includes a **gas grill, 2 burners, refrigerator, sink, and ample storage**, representing an estimated $17,000 investment. The beautifully landscaped yard features approximately **40 to 50 recently added plants**, professionally maintained pavers, and significant **drainage and erosion improvements already completed**. The home has been exceptionally well maintained and shows beautifully. **Furniture is negotiable, and TVs may remain.** Jimmy Buffett and Disney-themed memorabilia and media do not convey. Residents of **Four Seasons at Orlando** enjoy 24-hour guarded entry, a 13,000-square-foot clubhouse, 2 resort-style pools, spa, fitness center, tennis, pickleball, and bocce courts. HOA fees include exterior landscaping for truly low-maintenance living. Just minutes from **Walt Disney World®**, dining, shopping, and entertainment, this home combines a premium location, conservation views, meaningful upgrades, and resort-style living in one exceptional residence. **Schedule your private showing today and experience Four Seasons living for yourself.**

7789 Four Seasons Boulevard, Kissimmee

$655,000
8 Beds 6 Baths Windsor At Westside Ph 2b SubDv. 34747 Zip Code
Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully furnished and turnkey, making it completely move-in or rental-ready from day one. Whether you are looking for a short-term rental investment or a primary residence where family and friends can spread out, this property delivers comfort, luxury, and convenience. From the moment you walk through the front door, the open-concept layout feels welcoming and effortless. The main floor features durable tile flooring throughout the main living areas, centered around a kitchen with rich cabinetry, stone countertops, and a large island where everyone naturally gathers. Just off the main space, slide open the glass doors to your private, screened outdoor oasis, featuring a crystal-clear pool, relaxing spa, and covered brick-paver lanai perfect for outdoor dining and evening relaxation. Thoughtful main-floor planning sets this home apart. The main level includes a private primary bedroom suite, as well as a second full bedroom and guest bathroom—ideal for guests who prefer to avoid stairs or for multi-generational living arrangements. Upstairs and across all bedrooms, you will find newly updated low-maintenance LVP flooring. For added entertainment, the full garage game room comes ready for fun with billiards and air hockey. Beyond the home, the neighborhood offers a complete resort lifestyle. The community amenities include a zero-entry pool with a water slide, lazy river, clubhouse, fitness center, bar and lounge, convenience store, tennis courts, playground, private rentable cabanas and more. The HOA fee simplifies daily living by covering high-speed internet, cable TV, daily trash pick-up, and full lawn maintenance. The location places you close to Central Florida's top attractions. You are approximately 25 minutes from Walt Disney World, minutes from shopping and dining at Posner Park, and close to the dining, shopping, and entertainment options at the Promenade at Sunset Walk, as well as nearby championship golf at ChampionsGate and major roadways like I-4 and US-27. Opportunities like this don't wait long—reach out now to claim your piece of Central Florida resort living today!

1610 Lima Avenue, Kissimmee

$740,000
4 Beds 3 Baths Celebration South Village Unit 4 Rep 2 SubDv. 34747 Zip Code
Welcome to 1425 Resolute Street, a beautifully designed David Weekley "Alameda" home nestled along the tree-lined streets of Spring Lake in Celebration. Charming Craftsman-inspired details and a picturesque covered front porch create an inviting first impression, while inside, a bright and spacious open floor plan was designed for comfortable everyday living and effortless entertaining. Beautiful wood flooring, crown molding, recessed lighting, updated fixtures, ceiling fans, and Hunter Douglas window treatments add warmth and character throughout. The kitchen is truly the heart of the home, featuring light cabinetry with glass-front accents and a built-in wine rack, granite countertops, stainless steel appliances, undermount sinks, a closet pantry, and a generous center island with additional storage and breakfast-bar seating. Open to the dining and family rooms, this welcoming space makes it easy to gather with family and friends. Wood stairs lead to the second floor, where you'll find three generously sized secondary bedrooms and a versatile loft featuring beautiful wood flooring. Ideal for today's flexible lifestyles, the loft offers wonderful additional living space for a home office, media room, playroom, or reading retreat. The oversized primary suite is filled with natural light and offers plenty of room for substantial furnishings plus a sitting area, reading nook, or workspace. The spacious primary bath features dual sinks, a garden tub, and separate shower. A large laundry room with tile flooring and additional storage adds everyday convenience. Built by David Weekley Homes, the residence also incorporates energy-efficient building features designed to enhance comfort and help reduce heating and cooling demands. Spring Lake residents enjoy their own neighborhood pool, fitness center, parks, green spaces, and access to Celebration's extensive network of scenic walking and biking trails. Follow the trails toward downtown Celebration, where lakeside views, restaurants, shops, community events, and charming Market Street create the distinctive small-town atmosphere Celebration is known for. Throughout the community, picturesque lakes, neighborhood parks, playgrounds, recreation facilities, and miles of trails offer endless opportunities to enjoy the Florida lifestyle. Spring Lake's convenient location near World Drive and I-4 also provides easy access to Walt Disney World Resort, Orlando's world-famous attractions, shopping, dining, entertainment, and major employment centers. AdventHealth Celebration and everyday conveniences are also nearby. With its welcoming front porch, spacious and flexible floor plan, beautiful interior details, energy-efficient construction, and wonderful Spring Lake location, 1425 Resolute Street is ready to welcome you home to the Celebration lifestyle.

1425 Resolute Street, Celebration

$450,000
4 Beds 3 Baths Lindfields Unit 4 SubDv. 34747 Zip Code
Welcome to 2791 Picadilly Circle, Kissimmee, FL — a beautifully updated 4-bedroom, 2.5-bath pool home offering the perfect combination of modern upgrades, generous living space, privacy, and the Florida lifestyle. From the moment you step inside, you’ll appreciate the bright, open floor plan and thoughtfully upgraded interior. At the heart of the home is the updated gourmet kitchen, designed to impress with stylish finishes and an inviting layout perfect for everything from everyday meals to entertaining family and friends. The bathrooms have also been tastefully updated and upgraded, giving the home a fresh, modern feel throughout. With four spacious bedrooms and 2.5 baths, there’s plenty of room to spread out. The versatile living areas provide flexibility for entertaining, working from home, family gatherings, or simply relaxing at the end of the day. Step outside and discover your own private Florida retreat. The fully fenced backyard features a sparkling swimming pool and plenty of space to relax, entertain, barbecue, or soak up the Florida sunshine. Whether hosting weekend gatherings or enjoying a quiet afternoon poolside, this outdoor space is designed to be enjoyed year-round. Conveniently located in the heart of Kissimmee, 2791 Picadilly Circle puts you just minutes from shopping, dining, schools, major roadways, Orlando-area attractions, and everything Central Florida has to offer. Updated gourmet kitchen. Upgraded bathrooms. Four spacious bedrooms. Private fenced backyard. Sparkling pool. Prime Kissimmee location. This home checks all the boxes and is ready for its next owner. Schedule your private showing today and experience everything 2791 Picadilly Circle has to offer!

2791 Picadilly Circle, Kissimmee

$679,000
5 Beds 5 Baths Windsor Hills Ph 06 SubDv. 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee

$3,199,999
11 Beds 13 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee

$345,000
2 Beds 2 Baths Four Seasons At Orlando Pb 3b & 4a SubDv. 34747 Zip Code
Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring extending through the living areas, bedroom and closets, along with beautiful French doors, window blinds and draperies, upgraded ceiling fans and lighting throughout, and an elegant upgraded dining room light fixture. The kitchen features a stylish backsplash, additional cabinetry and cupboards, an added bank of drawers for convenient storage, decorative cabinet and drawer pulls, and an exhaust fan over the stove. These thoughtful additions provide both functionality and an attractive finished look. The laundry room offers additional cabinetry and storage, decorative hardware, a coordinating backsplash and plumbing already in place for a laundry sink. Both bathrooms feature attractive finishes, including a guest shower and an upgraded beveled-edge finish in the primary shower. Enjoy Florida's beautiful weather from the screened-in lanai, creating an inviting additional space for morning coffee, relaxing, entertaining family and friends, or simply enjoying the Florida lifestyle. Additional improvements include gutters and upgraded garage shelving, providing even more convenient storage and organization. And the lifestyle doesn't stop at your front door. Four Seasons offers an outstanding resort-style 55+ lifestyle within a guard-gated community, complete with an impressive clubhouse offering a wide variety of activities and social opportunities, oversized swimming pools, fitness center, pickleball courts, tennis courts, golf, and much more. Whether you enjoy staying active, playing golf, relaxing poolside, participating in community activities, or spending time with friends at the clubhouse, Four Seasons offers something for virtually every lifestyle. With extensive upgrades already completed, generous living and storage space, outstanding community amenities, and a desirable Kissimmee location, this home offers the opportunity to simply move in and start enjoying everything Central Florida has to enjoy. This is more than a home—it's the Florida lifestyle you've been looking for. Schedule your private showing today and experience Four Seasons for yourself!

1667 Key Bay Trail, Kissimmee

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