Rolling Oaks Ph 7 Homes under $500,000

Rolling Oaks Ph 7 Homes under $500,000

Welcome to Rolling Oaks Phase 7, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This vibrant community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks Phase 7 features a delightful selection of homes, many of which are priced under $500,000, making homeownership accessible for various budgets. These beautifully designed residences boast spacious layouts, contemporary finishes, and inviting outdoor spaces, perfect for enjoying the warm Florida sunshine. With a variety of floor plans and styles available, you’re sure to find the perfect home that suits your lifestyle.

The community itself is surrounded by lush greenery and scenic views, providing a serene backdrop for daily life. Residents can enjoy leisurely strolls through tree-lined streets or take advantage of nearby parks and recreational facilities. The location is convenient, with easy access to major highways, shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a short drive away.

Families will appreciate the proximity to highly-rated schools, while nature enthusiasts can explore the nearby lakes and nature preserves. With its friendly atmosphere and strong sense of community, Rolling Oaks Phase 7 invites you to experience the joys of living in Kissimmee.

Whether you’re looking to invest in your first home or seeking a peaceful retreat, Rolling Oaks Phase 7 offers the perfect opportunity to embrace the Florida lifestyle without breaking the bank. Come and discover your dream home today!

Newest Rolling Oaks Ph 7 Homes under $500,000

3117 Caribbean Soul Drive, Kissimmee
$369,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
CDD BOND IS PAID OFF SAVING THOUSANDS ON YOUR PROPERTY TAX BILL EVERY YEAR! AMAZING VILLA IN MARGARITAVILLE RESORT ORLANDO! CURRENTLY LEASED WITH QUALITY LONG TERM TENANT THROUGH 10/23/26. LEASE CAN BE ASSIGNED TO BUYER. This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene WATER VIEWS. Primary Bedroom Located Upstairs has En Suite Bathroom. Furniture Package is INCLUDED in List Price! Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! 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.

3117 Caribbean Soul Drive, Kissimmee
8217 Surf Street, Kissimmee
$435,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to 8217 Surf St, a beautifully furnished 4-bedroom, 3-full-bath corner townhome located in the highly sought-after Margaritaville Resort Orlando. This spacious two-story home offers an open-concept living and dining area filled with natural light, stylish wood-look tile flooring, and a modern kitchen featuring quartz countertops, stainless steel appliances, ample cabinetry, and everything needed for a fully equipped vacation rental. The flexible floor plan includes a queen bedroom and full bathroom downstairs, while upstairs features three additional bedrooms: a spacious king bedroom, a queen bedroom, and a bunk room with two twin beds. Offered completely turnkey, the property includes all appliances, furniture, TVs, décor, artwork, housewares, kitchen necessities, dishware, linens, and furnishings, allowing the next owner to begin enjoying or renting the property right away. Whether you're looking for an income-producing short-term rental, a second home, or your own Florida vacation retreat, this property offers incredible flexibility. Margaritaville Resort Orlando offers a true resort lifestyle with multiple pools, fitness amenities, Island H2O Water Park, and convenient access to the restaurants, shopping, entertainment, and live music at Sunset Walk. Best of all, you're just minutes from Walt Disney World and Orlando's world-famous attractions. With its desirable corner location, spacious 4-bedroom layout, and complete turnkey setup, 8217 Surf St is an exceptional opportunity to own in one of Central Florida's most unique vacation resort communities—where every day can feel like a vacation.

8217 Surf Street, Kissimmee
2968 On The Rocks Point, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Step into a little slice of paradise with this fully furnished 3-bed/3-bath Key West–inspired villa tucked inside the Margaritaville Resort, just minutes from Disney. From the moment you walk in, the bright and breezy feel sets the tone for a relaxing escape, with 10-foot ceilings, wood-look tile floors, gorgeous quartz surfaces, and a full suite of Samsung appliances already in place. The open layout makes everyday living easy, and the sliding doors lead to a private patio with brick pavers—perfect for morning coffee or unwinding at the end of the day. The spare bedrooms each feature fun themed wall murals that add an extra touch of magic, especially in a setting so close to the parks. You’ll also enjoy an incredible selection of resort-style amenities, including multiple pools, the H2O water park, restaurants, bars, walking trails, a fitness center, a full-service spa, and endless entertainment options nearby. This villa includes a lockable owners’ closet, double-paned windows for added efficiency, and stylish furnishings. It’s an inviting, turnkey opportunity in one of the most carefree settings in Central Florida—schedule your visit and experience it for yourself.

2968 On The Rocks Point, Kissimmee
3145 Caribbean Soul Drive, Kissimmee
$285,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Short Sale. SHORT SALE – Welcome to this beautifully maintained 2-bedroom, 2.5-bath home located in the highly sought-after Margaritaville Resort Orlando community. Offered fully furnished, this property is ideal as a primary residence, second home, short-term vacation rental, or long-term investment property. This charming two-story home features inviting coastal-inspired architecture, bright and airy living spaces, and a functional floor plan designed for comfortable living and exceptional rental performance. The private rear patio provides the perfect space for outdoor dining, relaxation, and enjoying Florida’s year-round sunshine. One of Margaritaville Resort Orlando’s most desirable floor plans, this immaculately maintained home has a strong rental history and is located just minutes from Central Florida’s world-famous attractions. Residents and guests enjoy access to outstanding resort-style amenities, including multiple swimming pools, a fitness center, full-service spa, water park access, on-site restaurants and bars, and scenic walking trails throughout the community. The home is also within walking distance of Sunset Walk, a vibrant entertainment district featuring live music, boutique shopping, family-friendly attractions, and an impressive selection of restaurants and nightlife. Low-maintenance resort living includes exterior home maintenance, landscaping, lawn care, and 24/7 gated security with both staffed and roaming patrols. Ideally located just minutes from Walt Disney World Resort, including Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom, with easy access to Universal Orlando Resort, SeaWorld Orlando, and ICON Park. This is a rare opportunity to own a turnkey home in one of Orlando’s premier resort communities.

3145 Caribbean Soul Drive, Kissimmee
2968 Caribbean Soul Drive, Kissimmee
$294,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Short Sale. TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.

2968 Caribbean Soul Drive, Kissimmee
3165 Caribbean Soul Drive, Kissimmee
$373,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
BEAUTIFUL FULLY FURNISHED WATERFRONT VILLA IN MARGARITAVILLE RESORT ORLANDO! This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each Bedroom has a Ceiling Fan and One Bathroom Includes a Shower/Tub Combo. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. 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. Also Includes 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!

3165 Caribbean Soul Drive, Kissimmee
8205 Surf Street, Kissimmee
$365,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
GORGEOUS VILLA IN MARGARITAVILLE RESORT ORLANDO! This AMAZING two-story townhome is ideally located on Surf Street next to the Cottages. Featuring an open-concept living and dining area with ceiling fan, wood-look tile flooring, abundant natural light, and an island kitchen with quartz countertops and stainless steel appliances. The home includes a full-size washer and dryer, three bedrooms with ceiling fans, and a first-floor bedroom for added convenience. The primary bedroom is located upstairs and features a king bed and en-suite bathroom with dual sinks. The door from the kitchen opens to a beautiful patio with lounge chairs and tropical landscaping, including palm trees and lush foliage — the perfect space to relax outdoors. List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! 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!

8205 Surf Street, Kissimmee
3008 Caribbean Soul Drive, Kissimmee
$329,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Bright and spacious TWO BEDROOM VILLA WITH BONUS BUNK ROOM located in the heart of Margaritaville Resort just 5 minutes from Disney! This spacious townhome is located on a premium lot with open greenspace views and has two large bedrooms, plus a bonus bunk room, cozy and perfect for children or guests. It also comes with high end wood look tile, quartz countertops, upgraded appliances, wooden stairs, private owners' closet, high ceilings, and so much more! This property can be used as a full-time residence, second home, or short-term rental property. This resort style community features three large swimming pools near the Margaritaville Resort Hotel, 4 pools just steps from the villa itself, multiple restaurants and bars, fitness center, full-service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

3008 Caribbean Soul Drive, Kissimmee
3113 Caribbean Soul Drive, Kissimmee
$409,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to Paradise! This Beautifully Furnished WATERFRONT VILLA in Margaritaville Resort has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Stainless Steel Appliances, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each Bedroom has Ceiling Fans and One Bathroom Includes a Shower/Tub Combo. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. 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 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.

3113 Caribbean Soul Drive, Kissimmee
8185 Surf Street, Kissimmee
$379,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
GORGEOUS VILLA with WATER VIEW in Margaritaville Resort Orlando. This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, "WOOD" Tile Floors, an Island Kitchen with QUARTZ Countertop, Stainless Steel Appliances, Washer and Dryer and Abundant Natural Light, Each of the Three Bedrooms 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 Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene Water Views. 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. Also Includes 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!

8185 Surf Street, Kissimmee
3184 Caribbean Soul Drive, Kissimmee
$439,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to 3184 Caribbean Soul Dr, a stunning 4-bedroom, 3-bathroom townhouse in the vibrant Margaritaville Orlando community. This end unit offers privacy and convenience with the community pool just steps away from your door. The home features beautiful wood cabinets, stylish tile floors throughout, and modern stainless steel appliances. What makes this property truly special is that all furniture and decor stays with the home, making it completely move-in ready. This versatile property works perfectly as an Airbnb rental, full-time residence, or your personal vacation retreat. The location puts you close to exciting attractions like Island H2O water park, Sunset Walk's entertainment district, movie theaters, shopping centers, and diverse dining options. Nearby amenities include Formosa Winery Tasting House for wine enthusiasts, Target Grocery for convenient shopping,Walt Disney World. The property also offers easy access to public transportation. Whether you're looking for an investment opportunity or a place to call home in sunny Florida, this Margaritaville townhouse delivers comfort, style, and endless possibilities in one attractive package.

3184 Caribbean Soul Drive, Kissimmee
2976 On The Rocks Point, Kissimmee
$380,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to Paradise. Margaritaville Orlando 3 Bedroom 3 Bath Villa Turnkey Ready for your Personal Vacation Home or Short Term Rental investment property. The Villa showcases an MRO approved City Furniture/Housewares Package ($35K Included), ceiling fans, upgraded appliances, sleek QUARTZ countertops, and beautiful 'wood 'ceramic tile flooring. A high-capacity washer and dryer conveniently located on the second floor. Resort features multiple pools, a state-of-the-art gym, H2O on-site water park, Sunset Walk Restaurants, bars, live music, retail, and more! Terrific location just minutes from DISNEY with free shuttle to the Disney, Universal and Sea World Parks. Furniture/Housewares Package included in list price. Don't Delay !

2976 On The Rocks Point, Kissimmee
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