Rolling Woods Homes for Sale

Welcome to Rolling Woods, a hidden gem nestled in the heart of Orlando, Florida, within the vibrant Orange County. This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect place for families, professionals, and retirees alike. With its lush greenery, tree-lined streets, and friendly neighbors, Rolling Woods is a community that truly feels like home.

The homes for sale in Rolling Woods are as diverse as the residents who live here. From cozy single-family homes to spacious modern designs, there’s something to suit every taste and lifestyle. Many properties boast beautiful backyards, perfect for outdoor gatherings or quiet evenings under the stars. Inside, you’ll find thoughtfully designed layouts, featuring open-concept living spaces, updated kitchens, and plenty of natural light.

Living in Rolling Woods means you’re just minutes away from all that Orlando has to offer. Enjoy easy access to world-class dining, shopping, and entertainment, as well as nearby parks and recreational areas for those who love the outdoors. The community is also conveniently located near major highways, making commuting a breeze.

With a strong sense of community and a variety of homes available, Rolling Woods is more than just a place to live; it’s a lifestyle. Whether you’re looking to buy your first home or seeking a peaceful retreat, this subdivision offers the perfect blend of comfort and convenience. Explore the homes for sale in Rolling Woods today and discover your dream home in 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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