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 community offers the perfect blend of suburban tranquility and urban convenience, making it an ideal location for families, professionals, and retirees alike.

Rolling Woods is characterized by its lush, tree-lined streets and beautifully manicured lawns, creating a serene atmosphere that invites you to unwind and enjoy nature. The homes in this delightful neighborhood boast a variety of architectural styles, from cozy single-family residences to spacious modern designs, catering to diverse tastes and lifestyles. With homes for sale in Rolling Woods, you’ll find the perfect place to call your own.

Residents of Rolling Woods enjoy easy access to an array of amenities, including parks, shopping centers, and top-rated schools. The nearby attractions of Orlando, such as world-famous theme parks and vibrant entertainment options, are just a short drive away, ensuring that adventure is always within reach.

The community fosters a strong sense of belonging, with friendly neighbors and local events that bring everyone together. Whether you’re enjoying a leisurely stroll through the neighborhood or hosting a barbecue in your backyard, Rolling Woods is a place where memories are made.

Explore the opportunities that await you in Rolling Woods, where your dream home is just around the corner. With a variety of homes for sale, you’ll discover a welcoming community that perfectly complements the Orlando lifestyle. Don’t miss your chance to be a part of this enchanting subdivision!

Newest Rolling Woods Homes for Sale

$374,900

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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