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

1459 Resolute St, Celebration
$699,990
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 4 Rep 2 SubDv. ⋅ 34747 Zip Code
Win-Win! The sellers’ relocation creates an exceptional opportunity to enjoy luxury living in Celebration’s sought-after Spring Lake Village. Offered at $699,900 and priced to sell, this 3-bedroom David Weekley home blends classic Victorian architecture with everyday comfort. A double front porch adds timeless appeal, while an additional 5 feet in both guest bedrooms and the garage provides valuable extra space. Inside, wood-look tile flooring and crown molding complement the open main living areas. The kitchen features granite countertops, white cabinetry, and a breakfast island, flowing seamlessly into the family room and dining area for easy entertaining. A spindle staircase leads upstairs to all three bedrooms and a conveniently located laundry area. The two oversized guest bedrooms share a full bathroom, while the primary suite features a spacious bathroom with a double vanity, granite countertops, a garden tub, and a separate shower. A walk-in closet with custom built-ins and a private covered balcony complete this personal retreat. Wood laminate flooring runs through the bedrooms and hallway, with tile in the bathrooms and laundry area. A new AC system was installed in 2026. Just steps away, the Spring Lake recreation center offers a pool, fitness facility, cabana and gathering greens. Celebration’s lifestyle extends beyond your doorstep, with miles of walking and biking trails, community pools, tennis courts, fitness centers, playgrounds, and year-round community events. Downtown offers shops, restaurants, seasonal celebrations, and entertainment. This golf cart-friendly community also offers access to golf and a convenient location within a short drive of Orlando International Airport, world-famous attractions, and major highways. A home you’ll love, a lifestyle you’ll enjoy... that’s a Win-Win.

1459 Resolute St, Celebration
2910 Castaway Lane, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed 3-bedroom, 3-bathroom villa in the highly desirable Margaritaville Resort Orlando, just minutes from Walt Disney World! Offering a sought-after floor plan, peaceful views of lush green space, and a prime location just a short stroll from the neighborhood pool, this charming villa perfectly combines comfort, style, and the relaxed Florida lifestyle. Step inside to discover a bright and airy interior featuring soaring ceilings, abundant natural light, and an inviting open-concept design ideal for both everyday living and entertaining. Expansive sliding glass doors seamlessly connect the spacious living and dining areas to a private outdoor patio, creating the perfect setting to unwind and enjoy Florida's beautiful weather. Thoughtfully selected finishes include elegant wood-look tile flooring, quartz countertops, beautiful wood staircases, and a stylish kitchen that opens effortlessly to the main living space. A private owner's closet offers additional convenience and secure storage. Whether you're searching for a full-time residence, a personal vacation getaway, or an income-producing investment, this versatile villa offers exceptional possibilities. The property is currently not enrolled in a rental program, yet short-term vacation rentals are permitted, giving future owners the flexibility to enjoy the property personally or take advantage of its vacation rental potential. Beyond the villa, discover the vibrant tropical atmosphere and exceptional amenities of Margaritaville Resort Orlando, one of Central Florida's most popular resort destinations. Inspired by the laid-back charm of island living, this gated community offers beautifully landscaped grounds, multiple resort-style swimming pools, restaurants, bars, a fitness center, a full-service spa, and scenic walking trails. Residents and guests can also enjoy nearby Sunset Walk, a lively entertainment district featuring an impressive selection of dining, shopping, live music, and year-round events. Island H2O Water Park adds another exciting recreational option just moments away. With beautifully maintained common areas, exterior and lawn maintenance services, and 24-hour gated security, ownership offers the convenience of a low-maintenance resort lifestyle. Ideally located near Walt Disney World, Universal Orlando, championship golf courses, premier shopping, and countless dining and entertainment destinations, this property presents a wonderful opportunity to own a piece of paradise in the heart of Central Florida.

2910 Castaway Lane, Kissimmee
8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
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
2338 Lily Bloom Road, St Cloud
$445,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Sunbridge SubDv. ⋅ 34771 Zip Code
RARE OPPORTUNITY: VA ASSUMABLE LOAN AT JUST 4.75% INTEREST! Welcome to 2338 Lily Bloom Road in Del Webb Sunbridge, a gated 55+ active-adult community in St. Cloud, Florida. Built in 2025 by Del Webb, this beautifully designed, single-story Hallmark model offers 2 bedrooms, 2 full bathrooms, and 1,655 square feet of thoughtfully planned living space. **Eligible buyers may have the opportunity to assume the existing VA loan at an attractive 4.75% interest rate, subject to lender and VA approval and applicable assumption requirements. This could offer significant financing advantages compared with qualifying for a new mortgage at current market rates. The home features an inviting open floor plan, wood-look tile flooring, quartz countertops, and a versatile enclosed flex room ideal for a home office, hobby room, or additional living space. The well-appointed kitchen showcases elegant Lagoon quartz countertops, while the spacious primary suite provides a relaxing retreat with a dual-sink vanity, frameless glass-enclosed shower, and walk-in closet. A secondary bedroom and full bathroom offer comfortable accommodations for guests. Enjoy seamless indoor-outdoor living through pocket sliding glass doors that open to a covered lanai, perfect for morning coffee or unwinding at the end of the day. Additional highlights include a two-car garage, natural gas, energy-efficient features, smart-home conveniences, and the benefits of newer construction. Residents of Del Webb Sunbridge enjoy access to the impressive 27,000-square-foot Hammock Club, featuring a resort-style zero-entry pool with lap lanes, resistance pool, heated spa, fitness center, movement studio, tennis and pickleball courts, walking trails, outdoor fire pits, arts and crafts spaces, and an on-site Tavern & Grille. A full-time Lifestyle Director coordinates social events, classes, clubs, and activities, creating opportunities to stay active and connected. Enjoy added convenience with HOA-maintained grounds! The HOA fee includes ground maintenance, lawn care, and weed care, helping simplify exterior upkeep so you can spend more time enjoying the community and less time on yard work. Conveniently located near Lake Nona, shopping, hospitals, dining, and major roadways, this home offers an exceptional opportunity to enjoy modern Florida living in a vibrant active-adult community. With newer construction, resort-style amenities, lawn maintenance included in the HOA, and the potential to assume a VA loan at 4.75%, this home deserves a closer look!

2338 Lily Bloom Road, St Cloud
5322 Royal Point Avenue, Kissimmee
$450,000
5 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to this spacious and move-in ready 5-bedroom, 3-bathroom home in Kissimmee! Featuring a versatile layout with a loft, 2-car garage, with beautiful pond view, this home is designed for both comfort and entertaining. The open-concept kitchen seamlessly flows into the café and gathering room and showcases a large center island, pantry, stainless steel Whirlpool appliances, espresso cabinetry, granite countertops, and a light gray subway tile backsplash. Just beyond, the lanai provides the perfect space to enjoy indoor-outdoor living year-round with amazing water view. A bedroom and full bathroom on the main level offer flexibility for guests or a home office. Upstairs, you’ll find a spacious loft, convenient laundry room, three additional bedrooms, a full bath, and a generous primary suite featuring a large walk-in closet and an en suite bath with dual sinks, granite countertops, linen storage, and a walk-in shower. Additional highlights include tile flooring throughout the main living areas, bathrooms, and laundry room, soft stain-resistant carpeting in the bedrooms and second floor, and included appliances such as washer, dryer, refrigerator, and window blinds. Enjoy peaceful water or conservation views and take advantage of the community’s resort-style amenities, including a pool with splash pad, playground, sports court, walking trails, and more—perfect for relaxing and entertaining with family and friends.

5322 Royal Point Avenue, Kissimmee
2306 Zaballina Place, Kissimmee
$640,000
6 Beds ⋅ 5 Baths ⋅ Solara Phase 3 SubDv. ⋅ 34747 Zip Code
**TURNKEY VACATION HOME IN SOLARA RESORT!** Discover this beautifully furnished 6-bedroom, 4.5-bathroom corner-unit townhome, thoughtfully designed for the ultimate vacation experience. Combining comfort, style, and entertainment, this property is an excellent choice for a vacation home or short-term rental investment. The spacious open-concept floor plan features a modern kitchen, inviting living and dining areas, and plenty of room for families and groups to gather. One of the home's standout features is its professionally designed themed bedrooms, including Mario, Star Wars, and Minions, creating a fun and memorable experience for guests of all ages. Step outside to your own private swimming pool, the perfect place to relax and unwind after a day exploring Orlando's attractions. Located within the gated Solara Resort community, owners and guests can enjoy an impressive selection of resort-style amenities, including a spectacular clubhouse, resort-style pool, FlowRider surf simulator, splash pad and water slides, fitness center, restaurant, poolside tiki bar, sports courts, playground, and entertainment areas. Conveniently located near Walt Disney World, major attractions, shopping, dining, and entertainment, Solara Resort combines an excellent location with comfort and a resort-style vacation lifestyle. Whether you're looking to expand your investment portfolio or own a vacation retreat in Central Florida, this fully furnished townhome is an excellent choice for enjoying the Orlando vacation lifestyle while exploring the potential of the short-term rental market.

2306 Zaballina Place, Kissimmee
8020 Tuscany Way Unit 6106, Davenport
$185,000
2 Beds ⋅ 2 Baths ⋅ Tuscana 2 Condo SubDv. ⋅ 33896 Zip Code
Resort-Style Living & Investment Opportunity in Tuscana Resort! Welcome to your opportunity to own a piece of paradise in the desirable, gated Tuscana Resort community in Davenport, Florida! This inviting 2-bedroom, 2-bathroom condominium offers approximately 1,134 square feet of comfortable living space, making it an excellent option for a vacation getaway, seasonal residence, or investment property. The ground-floor location offers convenient access, while the peaceful conservation view provides a relaxing backdrop to enjoy your own slice of Central Florida living. Inside, the thoughtfully designed floor plan features a spacious living and dining area, a well-appointed kitchen with stone countertops and stainless steel appliances, and two comfortable bedrooms with two full bathrooms. Tile flooring and an inviting interior create a welcoming atmosphere for relaxing after a day of enjoying everything the area has to offer. Residents and guests can enjoy resort-style community amenities, including a swimming pool, private cabanas, a children's splash area, fitness facilities, and on-site dining and entertainment options. Conveniently located near ChampionsGate golf courses, shopping, restaurants, major roadways, and Central Florida's world-famous theme parks, this property offers an appealing combination of leisure and convenience. Whether you're looking for a personal vacation retreat or an income-producing property, this condo presents an exciting opportunity to enjoy the Central Florida lifestyle in a sought-after resort community. Don't miss your chance to explore the possibilities at Tuscana Resort!

8020 Tuscany Way Unit 6106, Davenport
9143 Sommerset Hills Drive, Davenport
$598,900
5 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 7 SubDv. ⋅ 33896 Zip Code
Beautifully furnished 5-bedroom, 5-bathroom vacation home located in the desirable Champions Gate Resort community near Orlando's world-famous attractions. Featuring high ceilings and an open-concept floor plan on the first level, this spacious home offers a welcoming layout ideal for relaxing and entertaining. The first floor features two bedrooms, each with a full bathroom, providing comfort and privacy for family members and guests. Upstairs, the spacious primary suite offers a private ensuite bathroom featuring a separate shower, soaking tub, and double-sink vanity. The upper level also features two uniquely themed bedrooms: one inspired by Mickey Mouse and the other by the magical world of Harry Potter, adding a special touch to the home's vacation appeal. A versatile loft provides additional space ideal for a game room, movie lounge, or entertainment area. Enjoy Florida living in your private screened-in pool and spa, perfect for relaxing after a day exploring the area's attractions. Additional features include a garage and the convenience of being sold fully furnished. Located within Champions Gate Resort, residents and eligible guests may enjoy resort-style amenities that can include The Oasis Club, resort pools, a lazy river, water slides, splash zone, fitness center, arcade, movie theater, restaurant, Tiki Bar, and sports facilities, subject to applicable access privileges and community rules. Conveniently situated near shopping, dining, golf courses, and Orlando's world-renowned theme parks, this property offers an appealing opportunity for a vacation home, second residence, or potential investment, subject to community regulations and applicable rental requirements. Experience the perfect combination of comfort, entertainment, and resort-style living in Champions Gate!

9143 Sommerset Hills Drive, Davenport
2441 Dubai Street, Kissimmee
$389,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Short Sale. PREMIUM CORNER LOT | FULLY FURNISHED | PRIVATE POOL | BUILT IN 2020! **SHORT-SALE PRE APPROVED BY BANK** Welcome to this beautiful 5-bedroom, 4.5-bathroom townhome located in the highly desirable, gated resort community of Windsor at Westside! Situated on a premium corner lot, this spacious property offers 2,265 square feet of heated living space, an inviting open-concept floor plan, and abundant natural light throughout. Offered FULLY FURNISHED, this home is ready for its next owners to enjoy! As you enter, you’ll be welcomed by a bright and spacious living area that flows seamlessly into the dining space and kitchen, creating the perfect setting for entertaining family and friends. The kitchen features white cabinetry, granite countertops, a center island, stainless steel appliances, and ample storage space. Sliding glass doors lead to the private screened-in pool and patio area, offering an ideal space to relax, entertain, or enjoy Florida’s beautiful weather. The thoughtfully designed floor plan includes a primary suite with a walk-in closet and private bathroom, along with generously sized guest bedrooms. Upstairs, a versatile loft area provides additional space for a movie lounge, game room, or second living area. The home also features tile flooring downstairs, carpet upstairs, and a laundry closet with washer and dryer included. Beyond the home, Windsor at Westside offers an impressive selection of resort-style amenities, including a clubhouse, zero-entry swimming pool, lazy river, waterslides, splash pad, fitness center, restaurant, coffee bar, pool bar, playground, basketball court, volleyball court, soccer field, and gaming stations. Conveniently located near Walt Disney World, US-192, Highway 27, shopping, dining, golf courses, and Central Florida’s most popular attractions, this property combines comfort, convenience, and resort-style living. Whether you’re looking for a vacation retreat, investment property, or a place to call home, this fully furnished corner-unit townhome offers an incredible opportunity in one of Kissimmee’s sought-after resort communities. Schedule your showing today!

2441 Dubai Street, Kissimmee
2785 Almaton Loop Unit 303, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 2 SubDv. ⋅ 34747 Zip Code
***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
7770 Sandy Ridge Drive Unit 236, Kissimmee
$449,000
5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion Condo Ph 8a & 8b SubDv. ⋅ 34747 Zip Code
Welcome to Modern Duplex at Reunion, a stylish pet-friendly retreat in the heart of Orlando’s sought-after Reunion community. Designed for comfort and convenience, this condo offers inviting living spaces, contemporary furnishings, and everything you need for a relaxing stay with family, friends, and your four-legged companion. Enjoy a peaceful setting while remaining close to world-famous theme parks, shopping, dining, and Orlando’s top attractions. Whether you're planning an exciting family vacation or a relaxing getaway, this is the perfect home base for creating unforgettable memories. Community: Spectrum Condos at Reunion Resort, Kissimmee, Orlando. Located near a variety of restaurants and shopping centers. Minutes from Orlando’s top theme parks: Walt Disney Resort (15 min), Animal Kingdom (16 min), Epcot (18 min), Magic Kingdom (20 min) and Sea World (22 min). Travel time may vary due to traffic.

7770 Sandy Ridge Drive Unit 236, Kissimmee
7770 Sandy Ridge Drive Unit 138, Kissimmee
$340,000
4 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 8a & 8b SubDv. ⋅ 34747 Zip Code
Welcome to Modern Condo at Reunion, a stylish pet-friendly retreat in the heart of Orlando’s sought-after Reunion community. Designed for comfort and convenience, this condo offers inviting living spaces, contemporary furnishings, and everything you need for a relaxing stay with family, friends, and your four-legged companion. Enjoy a peaceful setting while remaining close to world-famous theme parks, shopping, dining, and Orlando’s top attractions. Whether you're planning an exciting family vacation or a relaxing getaway, this is the perfect home base for creating unforgettable memories. Minutes from Orlando’s top theme parks: Walt Disney Resort (15 min), Animal Kingdom (16 min), Epcot (18 min), Magic Kingdom (20 min) and Sea World (22 min). Travel time may vary due to traffic.

7770 Sandy Ridge Drive Unit 138, Kissimmee
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