Rolling Oaks Ph 5 Homes with Two Story Property Description

Rolling Oaks Ph 5 Homes with Two Story Property Description

Welcome to Rolling Oaks Phase 5, a charming subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This vibrant community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, professionals, and retirees alike.

Rolling Oaks Phase 5 is characterized by its picturesque tree-lined streets and well-maintained homes, creating a warm and inviting atmosphere. One of the standout features of this subdivision is its stunning two-story homes, which offer ample space and versatility for any lifestyle. These residences boast spacious floor plans, allowing for comfortable living and entertaining. With multiple bedrooms and bathrooms, families can enjoy the luxury of personal space while still coming together in shared areas.

The homes in Rolling Oaks Phase 5 are designed with modern amenities and stylish finishes, ensuring that each property feels both contemporary and welcoming. Many of these homes feature open-concept layouts, gourmet kitchens, and inviting outdoor spaces perfect for enjoying the beautiful Florida weather.

Residents of Rolling Oaks Phase 5 benefit from proximity to a variety of local attractions, including shopping centers, dining options, and recreational facilities. With easy access to major highways, commuting to nearby cities or exploring Florida's stunning beaches and theme parks is a breeze.

Whether you're searching for your first home, a growing family residence, or a peaceful retreat, Rolling Oaks Phase 5 offers a delightful community experience in Kissimmee, where every day feels like a vacation. Come discover your dream home in this enchanting neighborhood!

Newest Rolling Oaks Ph 5 Homes with Two Story Property Description

4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

'PIRATES IN PARROTDISE' Cottage at Margaritaville Resort Orlando! Spacious Model 1384-C with 3 Bedrooms, 3 Bathrooms and an ADDITIONAL BONUS BEDROOM, BACK PATIO RETRACTABLE AWNING and a HOT TUB! Premium Location Near the Pedestrian Bridge! Spacious Living Room has a HUGE 75-INCH TV. IMMACULATE CONDITION ~ WELL MAINTAINED HOME. This home has NEVER been an STR and has been used as a SECOND HOME and LONG-TERM RENTAL most recently. First Floor Bedroom has En-Suite Bathroom and French Doors Leading to Spacious Backyard Patio with a Gorgeous GRASSY Backyard and TIKI HUTS. Second Floor has Primary En-Suite Bedroom with Front Balcony Access. Bonus Room has been Converted to a Bunk Room. The Kitchen features Upgraded Appliances, and Quartz Countertops. This Home also features Tile Flooring, Ceiling Fans Throughout, Washer and Dryer, Landscaping has Beautiful Foliage! All Furniture, Linens, Housewares and Decor INCLUDED IN LIST PRICE! Includes HIGH END ETHAN ALLEN FURNISHINGS, 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 and More! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! LOCATED MINUTES FROM DISNEY PARKS! Come Enjoy the Margaritaville Lifestyle in Paradise!

8036 Surf Street, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

NEW PRICE $465,000 | FULLY FURNISHED | 3 BEDROOMS + BONUS ROOM | 3 FULL BATHS | DUAL PRIMARY SUITES | PRIVATE HOT TUB | MINUTES FROM DISNEY. A NEW PRICE. A PRIME LOCATION. AN OPPORTUNITY WORTH A SECOND LOOK. Newly offered at $465,000 a fully furnished, turnkey cottage ideally positioned within Margaritaville Resort Orlando and just a short walk to the resort amenities.This property delivers the combination today's vacation-home buyer is searching for: location, flexible accommodations, resort lifestyle and exceptional value near Walt Disney World. Whether you're searching for a Florida vacation home, second residence, short-term rental opportunity or personal getaway with income potential, this home offers versatility in one of Central Florida's most recognizable vacation destinations. The prime corner location immediately sets this cottage apart, while its thoughtfully designed 3-bedroom + bonus-room floor plan with 3 full bathrooms provides flexible space for owners, families and vacationing guests. A standout feature is the DUAL PRIMARY-SUITE DESIGN, with private suites located on BOTH the first and second floors. The first-floor primary offers added convenience and direct access to the outdoor living area, while the second suite creates additional privacy for guests or multigenerational stays. Inside, the bright, open-concept design features soaring ceilings, abundant natural light, quartz countertops, stainless steel appliances, upgraded cabinetry and the sought-after "Son of a Sailor" interior package. The kitchen, dining and living areas flow together beautifully, creating a welcoming central gathering space for entertaining, relaxing and vacation living. Step outside and the Florida lifestyle continues. A private paved patio, tropical landscaping and heated above-ground hot tub create your own outdoor retreat, the perfect place to unwind after a day at Disney, enjoy an evening under the palms or simply escape into vacation mode without leaving home. Even better, IT'S ALL INCLUDED. This home is being offered FULLY FURNISHED AND TURNKEY, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares and more. Skip the expense and hassle of furnishing a vacation property and start enjoying it from day one. And then there's the LOCATION. Situated inside Margaritaville Resort Orlando, you're surrounded by the resort lifestyle while remaining just minutes from Walt Disney World, Universal Orlando, Epic Universe, championship golf, shopping, dining and Central Florida's world-famous attractions. Nearby Sunset Walk adds restaurants, entertainment, live music, shopping and year-round events to the experience.What an exciting opportunity to own a furnished, flexible-layout vacation property in the heart of Orlando's tourism corridor.Dual primary suites. Bonus room. Private hot tub. Fully furnished. Resort lifestyle. Minutes from Disney. Don't just vacation in paradise, OWN IT. Schedule your private showing of 8060 Dreamsicle Drive today.

8060 Dreamsicle Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

"LAZY PARROT" is a Charming Cottage at Margaritaville Resort Orlando. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Located in PREMIUM RESORT LOCATION Just a Short Walk to All the Amenities! MRO Approved City Furniture "SAIL AWAY" Furniture/Housewares Included in List Price. Beautiful 1539-C Model, 3 Bedrooms, 3 Bathrooms with BONUSROOM and CUSTOM PARROT DESIGN SHUTTERS. Master Suites on BOTH First and Second Floors. Downstairs Suite has French Doors Leading to Tranquil Backyard with Paved Patio, Beautiful Tropical Foliage and Shell Pathways. All Three Bedrooms have KING BEDS! The Furniture is the Original City Furniture MRO Approved and Some Items are No Longer Available to Purchase. Home Features High Capacity Washer and Dryer, "SON OF A SAILOR" Interior Upgrade with "WOOD" Tile Flooring, Upgraded Appliances, QUARTZ Countertops, Ceiling Fans and TANKLESS WATER HEATER. There is an Additional Bonus Room Upstairs with a BUILT IN TWIN BED and TV. Furniture/Housewares Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishwasher, Linens, and so MUCH MORE! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close To The Best Shopping, Dining, and Entertainment Options In Florida. This Home Is Not Just A Residence; It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation.

8080 Dreamsicle Drive, Kissimmee

2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

Welcome to 8056 Dreamsicle Drive in Kissimmee, a beautifully maintained 2 bedroom, 2 1/2 bathroom home located in the highly sought-after Margaritaville Resort Orlando community. This charming two-story home features inviting coastal architecture, bright interior spaces, and a functional layout designed for both comfortable living and successful vacation rental potential. The exterior showcases a picturesque front porch and balcony along with tropical landscaping that complements the vibrant resort-style surroundings. Inside, the home offers an open-concept living area filled with natural light, tile flooring throughout the main living spaces, and modern finishes. The spacious kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a convenient breakfast bar perfect for entertaining or casual dining. The adjoining living and dining areas create a welcoming space to relax or host guests. Each of the three bedrooms provides comfort and privacy, while the three full bathrooms provide updated fixtures and ample space for residents and visitors alike. The rear of the home features a private patio area ideal for outdoor seating, relaxation, or enjoying Florida’s warm weather. Located within the world-renowned Margaritaville Resort Orlando, residents and guests enjoy access to exceptional resort-style amenities including multiple swimming pools, a fitness center, spa services, water park access, and beautifully maintained walking paths. Just a short stroll away is the vibrant Sunset Walk entertainment district offering a variety of restaurants, live music venues, boutique shopping, and family-friendly attractions. Popular dining options nearby include Ford’s Garage, Estefan Kitchen, Rock & Brews, and multiple casual waterfront-style eateries perfect for enjoying the Florida lifestyle. This property offers an unbeatable location just minutes from Walt Disney World Resort, including Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom. Other major attractions such as Universal Orlando Resort, SeaWorld Orlando, and ICON Park are also easily accessible. For shopping enthusiasts, nearby options include Orlando Vineland Premium Outlets, The Mall at Millenia, and a wide variety of retail stores along US-192 and nearby ChampionsGate. Travel convenience is another advantage, with Orlando International Airport approximately 30 minutes away and Orlando Sanford International Airport about 50 minutes away, making travel simple for both homeowners and visiting guests. The home is also located near several medical facilities including AdventHealth Celebration Hospital, Orlando Health Horizon West Hospital, and HCA Florida Osceola Hospital, providing excellent healthcare access. With its prime location near world-class attractions, resort amenities, entertainment, dining, shopping, and major travel routes, 8056 Dreamsicle Drive offers an exceptional opportunity whether you are seeking a vacation home, investment property, or primary residence in one of Central Florida’s most desirable resort communities.

8056 Dreamsicle Drive, Kissimmee

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Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

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