Osceola County Homes with Restaurant Community Features

Osceola County Homes with Restaurant Community Features

Welcome to Osceola County, Florida, a vibrant and diverse region that perfectly blends natural beauty with modern convenience. Nestled just south of Orlando, Osceola County is renowned for its stunning landscapes, including lush parks, serene lakes, and sprawling wetlands. The area boasts a rich cultural heritage, offering residents and visitors alike a plethora of recreational activities, from outdoor adventures to entertainment options.

One of the most appealing aspects of living in Osceola County is the thriving community atmosphere, particularly in neighborhoods that feature homes with restaurant amenities. Imagine stepping out of your beautifully designed home and finding a variety of dining options just a stone's throw away. Whether you crave a gourmet meal, a cozy café, or a family-friendly eatery, the restaurant community features in Osceola offer something for everyone. This unique aspect not only enhances the quality of life but also fosters a sense of community, where neighbors gather to enjoy delicious food and share experiences.

Osceola County is also home to world-class attractions, including the famous Walt Disney World, Universal Studios, and the scenic Kissimmee Lakefront Park. With a warm climate year-round, residents can indulge in outdoor activities and community events throughout the seasons.

If you’re looking for a place that combines the charm of small-town living with access to big-city amenities, Osceola County is the perfect choice. Discover your dream home in this enchanting area, where dining and community spirit come together to create a fulfilling lifestyle.

Newest Osceola County Homes with Restaurant Community Features

8844 Cabot Cliffs Drive, Davenport
$580,000
6 Beds ⋅ 6 Baths ⋅ Stoneybrook South North Prcl Ph 2 SubDv. ⋅ 33896 Zip Code
Discover this spacious 6-bedroom, 6-bathroom pool home in the highly desirable ChampionsGate resort community! Ideally located directly across from the community park, playground, soccer field, and basketball courts, this home offers a fantastic location for vacation living. Featuring an open floor plan, three master suites, a spacious upstairs loft, a bonus game room, and a private pool and spa with screened lanai for added privacy. Tile and laminate flooring throughout—no carpet anywhere in the home! One of the community clubhouses is also just a short distance away. With its generous layout, desirable amenities, and prime location, this property is an excellent opportunity for a vacation home or short-term rental investment.

8844 Cabot Cliffs Drive, Davenport
7660 Whisper Way Unit 202, Kissimmee
$329,900
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 4 SubDv. ⋅ 34747 Zip Code
Fully furnished, 3 bedroom, 3 bath, condominium in Reunion Resort. Short term rentals are allowed. This property is perfect for investors, or vacation home owners. Reunion Resort is one of the most highly amenitized resorts in Orlando. It has 3 signature golf courses, a waterpark, tennis, and pickleball courts, multiple pools, clubhouse, and mutiple restaurants. The condo has an open floor plan with kitchen, dining, and living area combined. Each bedroom has it's own full bathroom. It also has a large balcony overlooking a wooded area for lots of privacy. The condo has fresh paint, new appliances, new faucets, new rugs, and a renovated master bathroom. It also has a Reunion membership that is negotiable. The building it is in has an elevator. Reunion Resort is a guard gated community just a few miles from Walt Disny World. Come see this gem of a property.

7660 Whisper Way Unit 202, Kissimmee
2985 Buccaneer Palm Road, Kissimmee
$522,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 3a SubDv. ⋅ 34747 Zip Code
Minutes from Walt Disney World Resort and Disney’s Animal Kingdom, this fully furnished 5-bedroom, 5-bath vacation home in the gated Paradise Palms Resort offers an exceptional combination of location, comfort, and resort-style amenities. The community is also convenient to Lake Davenport, restaurants, shopping, and major roadways including US-192 and FL-429. With no rear neighbors, the home features an open-concept layout, a fully equipped kitchen with quality cabinetry and stone countertops, and sliding doors opening to a spacious outdoor living area. Enjoy a private heated, covered pool and spa for year-round relaxation. Paradise Palms offers an impressive clubhouse with a large resort pool, waterslide, waterfall, fitness center, movie theater, tennis and basketball courts, game room, playground, and tiki bar. An excellent opportunity for a vacation home, short-term rental, second home, or primary residence.

2985 Buccaneer Palm Road, Kissimmee
2939 Castaway Lane, Kissimmee
$330,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to resort-style living in the heart of Margaritaville Resort Orlando! This bright and spacious 2-bedroom townhome with a bonus room is located in the desirable Rolling Oaks community, just minutes from Walt Disney World. The flexible bonus room is currently set up with a twin bed, making it a great additional sleeping space, guest room, or cozy retreat. Inside, you’ll find stylish wood-look tile, quartz countertops, upgraded appliances, wood stairs, high ceilings, a private owner’s closet, and plenty of space to relax and unwind. Whether you’re looking for a full-time residence, a Florida getaway, or a short-term rental investment, this property offers incredible flexibility. Margaritaville Resort delivers the vacation lifestyle with multiple resort-style pools, restaurants and bars, a fitness center, full-service spa, walking trails, gated security, and convenient access to Sunset Walk, where shopping, dining, entertainment, and Island H2O Water Park are practically at your doorstep. With exterior maintenance, landscaping, and lawn care included, you can spend less time worrying about upkeep and more time enjoying everything Central Florida has to offer!

2939 Castaway Lane, Kissimmee
7513 Excitement Drive, Kissimmee
$670,000
4 Beds ⋅ 4 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Experience living in Reunion Resort. This community offers fine and casual dining, views of nightly theme park fireworks, and many resort amenities. This furnished 4BR/3.5BA main home offers incredible personal-use or investment potential! It features a first-floor primary suite, a modern kitchen with stainless steel appliances, granite counters, a breakfast bar, and an open living area. Upstairs offers spacious bedrooms, a bonus room, and a full-length balcony. Enjoy the private pool and spa located between the home and the 2-car garage. Plus, there is a separate 1BR/1BA apartment above the garage with a private entrance, a living room, and a kitchenette. Whether you are seeking a luxurious personal residence or a lucrative rental property, this home delivers it all.

7513 Excitement Drive, Kissimmee
8887 Geneve Court, Kissimmee
$399,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
Your Florida getaway starts here! This fully furnished 5-bedroom, 4.5-bathroom end-unit townhome in gated Windsor at Westside combines a private pool, peaceful conservation views, and access to resort amenities near Disney. With 2,265 square feet of living space, there’s room to gather, unwind, and enjoy time together. The open floor plan connects the kitchen, dining area, and living room, creating an inviting setting for everything from casual breakfasts to evenings after the parks. The kitchen features granite countertops, stainless steel appliances, and a center island. A first-floor bedroom and full bathroom gives added convenience, while upstairs you’ll find 4 additional bedrooms, including the primary suite, plus a loft that provides another space to relax. Step outside to your screened pool area, where conservation views create a relaxing backdrop for morning coffee, afternoon swims, and outdoor dining. Whether you’re searching for a personal vacation retreat or a property for your short-term rental portfolio, this home brings together space, comfort, and the appeal of a resort setting. Windsor at Westside has a 10,000-square-foot clubhouse, a resort pool with waterslide, lazy river, hot tub, children’s water playground, game room, and Tu Casa Bar & Lounge for poolside dining. With Disney attractions, shopping, and restaurants nearby, you can enjoy the excitement of Central Florida and return to your own private retreat. Schedule your showing and discover everything this home has to give!

8887 Geneve Court, Kissimmee
1859 Beach Ridge Rd, Celebration
$1,670,000
4 Beds ⋅ 4 Baths ⋅ Celebration Island Village Ph 1b SubDv. ⋅ 34747 Zip Code
Prof Photos Coming Soon! Luxury, technology & resort-style living come together beautifully in this highly upgraded SANIBEL COASTAL by Mattamy Homes, ideally positioned on a **PREMIUM CONSERVATION HOMESITE** offering a peaceful natural backdrop & enhanced privacy. Featuring 4 bdrms,3.5 bths,approx 3,499 sq ft & a 3-car tandem garage,this exceptional home has been thoughtfully designed for both everyday living and entertaining.The open-concept kitchen,dining area & Great Room are complemented by a 1ST-floor Owner’s Suite, private 1ST-floor Guest Suite,versatile Flex Room with double glass doors, & an upstairs Loft with 2 additional bedrooms and shared bath.The impressive kitchen showcases ceiling-height upgraded cabinetry with soft-close doors & drawers,quartz countertops,a designer island sink & combination oven/microwave Luxury vinyl plank flooring flows throughout the home,complemented by upgraded bathroom tile,8-foot interior doors,enhanced trim & extensive LED lighting.Sound-barrier insulation was added to interior walls on both levels for enhanced comfort & privacy.The 1st-floor Owner’s Suite offers a spa-inspired retreat with an upgraded freestanding soaking tub,spacious walk-in shower,ceiling-height cabinetry & designer tile finishes.The Flex Room provides an ideal home office or additional guest space & includes a queen-size Murphy bed concealed within the closet.Step outside to your own private Florida resort,beautifully complemented by the *conservation setting beyond the backyard*. The spectacular outdoor living area features an EASY TO MAINTAIN luxury pool, that automatically fills & drains to maintain water levels & includes a waterfall spa,deck jets & sun shelf, all surrounded by a full screen enclosure.Entertain from the outdoor kitchen,practice your short game on the private PUTTING GREEN,or simply relax among tropical landscaping & accent landscape lighting.The backyard is fully fenced for privacy.Technology is integrated throughout the home,including Cat 6A Ethernet wiring,whole-home Wi-Fi access points,5.1 surround sound in the Great Room with speakers extending to the lanai,security cameras & video doorbell.Smart-phone control is available for the pool & spa,HVAC,garage doors,irrigation,security system & select exterior lighting.Programmable automated Levolor blinds enhance the front windows, & the garage is prewired for an EV charger.Fiber internet service.Additional upgrades include a Pure Touch water filtration system & water softener,ceiling fans,gutters,whole-home electrical surge protection,upgraded closet & pantry shelving,wall shelving,TV wall mounts & termite protection.The 3-car tandem garage provides excellent vehicle & storage space. This is far more than a builder-standard home.The *premium conservation homesite*, extensive upgrades, advanced technology & thoughtfully designed indoor/outdoor living spaces combine to create an exceptional move-in-ready property where luxury Florida living begins the moment you arrive. Located in Island Village, the latest development within the world-renowned community of Celebration; the town developed by Disney.Residents enjoy a host of amenities including Golf, Pools, Playgrounds,Tennis & Basketball, miles of biking/walking trails,several shopping & eating plazas along w/a charming Waterfront Downtown. Celebration sponsors a number of seasonal & holiday events along with a Sunday Farmer's Market. Close to Disney World,major roadways,medical services & so much more!

1859 Beach Ridge Rd, Celebration
8923 Coconut Breeze Drive, Kissimmee
$670,000
7 Beds ⋅ 7 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Welcome to this STUNNING 7-bedroom, 6-bathroom vacation home located in the highly desirable Solara Resort! Beautifully furnished and professionally designed, this exceptional property is truly turnkey and ready to impress. The home features beautifully decorated themed bedrooms, a private enclosed pool, an amazing game room, a spacious loft, and plenty of room for family and guests. Every detail has been thoughtfully designed to create the perfect combination of comfort, entertainment, and style. Solara Resort offers incredible amenities, including a resort-style pool and water park, fitness center, Tiki Bar, basketball court, soccer field, clubhouse, and much more. Ideally located just minutes from Walt Disney World and Central Florida’s most popular attractions, this property is an excellent opportunity as a vacation home, short-term rental investment, or personal getaway. Fully furnished and ready for its new owner — schedule your private showing today!

8923 Coconut Breeze Drive, Kissimmee
2433 Dubai Street, Kissimmee
$419,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom two-story townhouse located in the sought-after resort community of Windsor at Westside in Kissimmee. The main level welcomes you with a spacious bedroom and full bathroom on the left, followed by a bright and open layout connecting the kitchen, dining area, and living room—perfect for entertaining or relaxing. Sliding doors lead out to the tranquil pool area, ideal for enjoying Florida’s sunny weather year-round. Upstairs, a generous loft provides a comfortable second living space and separates the remaining four bedrooms, including a luxurious primary suite and an additional ensuite bedroom, ensuring comfort and privacy for guests or family members. Windsor at Westside is a gated, amenity-rich community featuring an 8,000 sq. ft. clubhouse, resort-style pool with lazy river and water park, fitness center, restaurant/bar, tennis and basketball courts, sand volleyball, and even a small soccer field. Centrally located just minutes from Disney, golf courses, shopping, dining, and major highways, this townhome is perfect as a short-term rental investment and second home. Don't miss this opportunity to own one of the best-valued homes in a premier resort community!

2433 Dubai Street, Kissimmee
9037 Shadow Mountain Street, Davenport
$570,000
5 Beds ⋅ 5 Baths ⋅ Stoneybrook South Ph 1 Rep Of Tracts C1 & H1 SubDv. ⋅ 33896 Zip Code
Meticulously Maintained | FULLY FURNISHED | Vacation Home & Investment Opportunity. Welcome to this beautifully maintained and fully furnished home, thoughtfully designed and professionally decorated to create a warm, inviting atmosphere where comfort and relaxation take center stage. Whether you are looking for a private vacation retreat or an income-producing short-term rental, this exceptional property is ready to enjoy from day one. The spacious open-concept floor plan seamlessly connects the main living areas with the outdoor space, creating the perfect setting for entertaining family and friends. Large views of the private pool bring the Florida lifestyle outdoors and provide a relaxing backdrop throughout the main living area. Designed with both comfort and versatility in mind, the first-floor en-suite bedroom offers convenient accommodations for extended family members or guests. Upstairs, a secondary TV room provides an additional private retreat and can easily be transformed into a playroom, media room, or relaxation space. One of the home's most desirable features is its privileged location—just one block from the Oasis Clubhouse, one of Central Florida's premier resort-style amenities. The Oasis Club offers an impressive array of entertainment and recreational options for all ages and interests, including three golf courses, a water park, lazy river, multiple swimming pools, air-conditioned cabanas, pickleball courts, sand volleyball, a tiki bar, playroom, movie theater, wheelchair-accessible facilities, restaurant, and much more. Located in the highly sought-after ChampionsGate community, this home offers an exceptional combination of luxury, convenience, and resort-style living. ChampionsGate is renowned as one of Central Florida's premier vacation destinations, attracting visitors from around the world. Fully furnished, beautifully decorated, ideally located, and ready to generate memories—and potential rental income—this home is a true Florida vacation lifestyle opportunity.

9037 Shadow Mountain Street, Davenport
1104 Castle Pines Court, Kissimmee
$1,389,999
6 Beds ⋅ 7 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Turnkey Reunion Resort vacation rental with private pool and spa overlooking the golf course. Fully furnished and guest-ready in the gated Reunion community, this home generated close to $100K in booking revenue last year and is on track to beat that this year. Reunion Platinum Membership may be available for transfer. Enjoy the Clubhouse access with a community pools, water park, splash zone, tennis, basketball and volleyball courts, arcade, fitness center, restaurant and bar. Inside, the open kitchen with stainless steel appliances flows into the dining and living areas. Themed guest bedrooms are designed to stand out in vacation rental listings, and a dedicated arcade room keeps families and groups entertained. The primary suite offers a private lanai and an oversized bath with dual sinks, ample storage, walk-in shower and soaking tub. Every guest bedroom has its own attached bath and ceiling fan. A dedicated laundry room with built-in shelving and a full-size washer and dryer makes turnovers easy. The covered outdoor area has a grill and seating with golf course views. Keep it as an income-producing rental or enjoy it as your own getaway.

1104 Castle Pines Court, Kissimmee
1183 Drop Lane, Davenport
$349,000
2 Beds ⋅ 2 Baths ⋅ Championsgate SubDv. ⋅ 33896 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath vacation home located in the highly desirable ChampionsGate community! Designed for comfort, convenience, and the Florida lifestyle, this stylish residence features a bright and inviting interior with an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for relaxing after a day at the parks or enjoying time with family and guests. The spacious bedrooms provide comfortable private retreats, while the thoughtfully designed living spaces make this property an excellent choice as a vacation getaway, second home, or investment property, subject to community and local rental regulations. Location is one of the highlights! Conveniently situated near I-4 and Highway 27, the property provides easy access to Central Florida's world-famous attractions, with Walt Disney World approximately 20 minutes away, depending on traffic. Shopping, supermarkets, restaurants, bars, schools, medical facilities, golf, and a variety of everyday services are all conveniently located nearby. Enjoy the resort-style atmosphere and exceptional location that make the ChampionsGate area one of Central Florida's most popular vacation destinations. Whether you're looking for your own Florida retreat or an opportunity in the vacation-home market, this property combines style, comfort, convenience, and an outstanding location near everything Central Florida has to enjoy. Schedule your private showing today!

1183 Drop Lane, Davenport
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