Rolling Woods Real Estate

Welcome to Rolling Woods, a hidden gem nestled in the heart of Florida, where nature’s beauty meets modern living. This charming subdivision boasts a harmonious blend of serene landscapes and vibrant community life, making it an ideal place for families, retirees, and everyone in between.

Rolling Woods is characterized by its lush greenery, mature trees, and picturesque streets that invite you to take leisurely strolls or bike rides. The community is designed with a focus on outdoor living, featuring well-maintained parks and playgrounds that provide ample opportunities for recreation and relaxation. Residents often gather for community events, fostering a warm, welcoming atmosphere that makes it easy to forge lasting friendships.

Conveniently located, Rolling Woods offers easy access to major highways, ensuring that you’re never far from the excitement of nearby cities. Whether you’re looking to enjoy a day at the beach, indulge in shopping at local boutiques, or savor delicious cuisine at nearby restaurants, everything you need is just a short drive away.

The homes in Rolling Woods range from charming single-family residences to modern townhouses, catering to a variety of tastes and budgets. Each property reflects the unique character of the neighborhood while providing the comfort and amenities that today’s buyers desire.

Embrace the lifestyle you’ve always dreamed of in Rolling Woods, where the tranquility of nature and the vibrancy of community life come together to create a truly exceptional living experience. Come explore this enchanting subdivision and discover why it’s the perfect place to call home in sunny Florida!

Newest Listings in Rolling Woods

$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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