Rolling Woods Homes for Sale

Welcome to Rolling Woods, a serene and inviting subdivision nestled in the heart of Orlando, Florida. Known for its lush landscapes and vibrant community spirit, Rolling Woods offers residents a perfect blend of suburban tranquility and urban convenience. This charming neighborhood is characterized by its tree-lined streets, well-maintained parks, and a variety of family-friendly amenities, making it an ideal place to call home.

Rolling Woods is situated in the picturesque Orange County, providing easy access to some of Orlando's most sought-after attractions. Whether you’re looking to explore the enchanting world of theme parks, enjoy a day at the nearby lakes, or indulge in shopping and dining experiences, everything you need is just a short drive away. The community is also conveniently located near major highways, ensuring that commuting to work or school is a breeze.

The homes for sale in Rolling Woods are as diverse as its residents, featuring a range of styles and sizes to suit any lifestyle. From charming single-family homes with spacious yards perfect for family gatherings to modern townhomes that offer low-maintenance living, there’s something for everyone here. Many of these properties boast updated interiors, beautiful landscaping, and access to community amenities such as playgrounds and walking trails.

If you’re searching for a welcoming community with a strong sense of belonging, look no further than Rolling Woods. Discover your dream home today and experience the warmth and charm of this delightful Orlando neighborhood!

Newest Rolling Woods Homes for Sale

$364,900

3 Beds ⋅ 2 Baths ⋅ Rolling Woods SubDv. ⋅ 33813 Zip Code

Remodeled, move-in ready 3-bed, 2-bath home on a spacious 1/3-acre lot in a highly desirable South Lakeland neighborhood. Bright, open floor plan with abundant natural light, a large family room and eat-in kitchen, plus a moody den/office overlooking the expansive backyard. Luxury vinyl plank flooring flows through the main living areas; bedrooms feature newer carpeting. The updated kitchen showcases stainless steel appliances, quartz countertops, a striking tile backsplash, an island with extra seating, and a large walk-in pantry. The generous primary suite offers a walk-in closet and an ensuite with dual sinks and a walk-in shower. Additional highlights: central vacuum system, enclosed back porch with a charming wood ceiling, mature oak-shaded backyard, storage shed and attached 2-car garage. Recent upgrades include a roof (2017), HVAC (2025), stainless refrigerator (2025), and a new garage door (2024). Excellent location just off Cleveland Heights; close to shopping, the YMCA, parks, schools, Lake Hollingsworth, and Cleveland Heights Golf Course and tennis courts. Schedule your private showing today!

851 Rolling Woods Lane, Lakeland

$142,000

2 Beds ⋅ 1 Baths ⋅ Rolling Woods SubDv. ⋅ 32784 Zip Code

Concrete block home on a large lot in a quiet neighborhood. Come take a look at this two bedroom one bathroom home with mature landscaping. This home has updated kitchen appliances.

17247 Se 284th Terrace, Umatilla

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