Lookout Hills Estate Homes for Sale

Welcome to Lookout Hills Estate, an enchanting subdivision nestled in the heart of Winston-Salem, North Carolina. This picturesque community is located in Davidson County, where Southern charm meets modern living. Lookout Hills Estate offers a serene retreat from the hustle and bustle of city life, while still providing easy access to all the amenities that Winston-Salem has to offer.

The homes for sale in Lookout Hills Estate are a perfect blend of elegance and functionality. Each property is thoughtfully designed to enhance your lifestyle, featuring spacious layouts, contemporary finishes, and beautiful outdoor spaces. Whether you’re looking for a cozy family home or a luxurious retreat, you’ll find a variety of options that cater to diverse tastes and preferences. With well-manicured lawns and stunning views, these homes create a warm and inviting atmosphere that you’ll love coming home to.

Living in Lookout Hills Estate means you’re just moments away from parks, shopping, dining, and top-rated schools. Explore the vibrant local culture, enjoy outdoor activities, or simply relax in your backyard oasis. The community is known for its friendly neighbors and strong sense of belonging, making it an ideal place for families, retirees, and everyone in between.

If you’re ready to discover your dream home in Lookout Hills Estate, browse our listings today! Experience the charm and beauty of this remarkable subdivision, where your ideal lifestyle awaits. Don’t miss the opportunity to be part of this wonderful community in Winston-Salem!

Newest Lookout Hills Estate Homes for Sale

$314,900

3 Beds ⋅ 2 Baths ⋅ 1231598 MLS

Welcome to this charming 1960 all-brick ranch nestled on approximately 1.23 acres in Midway Township of North Davidson County. This 3-bedroom, 1.5-bath home offers timeless character, solid construction, and plenty of potential to make it your own. Features include real hardwood flooring, a spacious kitchen with adjacent dining room, and a cozy den with a classic brick fireplace. The primary bedroom offers the convenience of an ensuite bath. A full unfinished basement provides abundant storage and flexible space for a workshop, hobbies, or future expansion. Outside, enjoy a separate garage, attached carport, and generous acreage with plenty of room to garden, entertain, or simply enjoy the surroundings. Located in the Oak Grove School District, this property is ready for your personal touches and creative vision. Bring your ideas and discover the possibilities this classic North Davidson County ranch has to offer!

364 Woods Lane, Winston-Salem

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .