Rolling Woods Homes for Sale

Welcome to Rolling Woods, a captivating subdivision nestled in the heart of Orlando, Florida. This enchanting community offers a perfect blend of tranquility and convenience, making it an ideal place for families, professionals, and retirees alike. Rolling Woods is characterized by its lush landscapes, mature trees, and friendly atmosphere, creating a serene environment that feels like a retreat from the hustle and bustle of city life.

Homes for sale in Rolling Woods showcase a diverse range of architectural styles, from charming single-story residences to spacious two-story family homes. Each property boasts unique features, including expansive yards, modern upgrades, and inviting outdoor spaces perfect for entertaining or relaxing. The community is known for its well-maintained homes and welcoming neighborhoods, where neighbors become friends and community spirit thrives.

Residents of Rolling Woods enjoy easy access to a variety of amenities, including shopping centers, dining options, and recreational facilities. The proximity to major highways ensures a smooth commute to downtown Orlando and nearby attractions, such as the world-renowned theme parks and beautiful natural parks. Families will appreciate the quality schools in the area, providing excellent educational opportunities for children of all ages.

Whether you are seeking a peaceful sanctuary or a vibrant community, Rolling Woods has something to offer everyone. Explore the current homes for sale in this delightful neighborhood and discover the perfect place to create lasting memories. Your dream home awaits in Rolling Woods, where comfort and convenience come together in perfect harmony!

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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