Rolling Woods Homes for Sale

Welcome to Rolling Woods, a picturesque subdivision nestled in the heart of Orlando, Florida, within the vibrant Orange County. This charming neighborhood is a hidden gem that seamlessly blends suburban tranquility with the excitement of city living. With its lush landscapes and friendly community atmosphere, Rolling Woods is the perfect place for families, young professionals, and retirees alike.

Homes for sale in Rolling Woods offer an array of options to suit diverse lifestyles and preferences. From cozy single-family residences to spacious modern designs, each home is thoughtfully crafted with attention to detail. Many properties feature inviting outdoor spaces, ideal for enjoying Florida's warm weather, whether it’s a morning coffee on the patio or a weekend barbecue with friends and family.

Residents of Rolling Woods enjoy easy access to a wealth of amenities. The neighborhood is conveniently located near top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone’s throw away. Plus, with Orlando's renowned attractions, including theme parks, dining hotspots, and cultural venues, there’s never a dull moment in this vibrant city.

Whether you’re looking to settle down or invest in a rental property, Rolling Woods presents a unique opportunity to be part of a thriving community. With homes for sale that cater to various tastes and budgets, now is the perfect time to explore what Rolling Woods has to offer. Embrace the charm of this delightful neighborhood and make it your new home in sunny Orlando!

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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