Winston Hill Real Estate

Welcome to Winston Hill, an enchanting subdivision nestled in the heart of Nashville, Tennessee, within Davidson County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Winston Hill is characterized by its beautifully landscaped streets, where you’ll find a variety of stunning homes, each with unique architectural styles that reflect the warmth and character of the neighborhood. With spacious yards and mature trees, residents enjoy a peaceful atmosphere while being just a stone's throw away from the vibrant energy of downtown Nashville.

One of the highlights of living in Winston Hill is its proximity to top-rated schools, parks, and recreational facilities. Families will appreciate the excellent educational opportunities available, while outdoor enthusiasts can take advantage of nearby green spaces for walking, jogging, or picnicking. The community fosters a friendly environment, encouraging neighbors to connect and engage through various social events and gatherings.

For those who love the arts, dining, and nightlife, Nashville's renowned music scene is just a short drive away. Residents can easily explore the eclectic mix of restaurants, shops, and entertainment options that the city has to offer.

In Winston Hill, you’ll find not just a home, but a lifestyle that celebrates community, convenience, and the joy of living in one of the most dynamic cities in the country. Discover your dream home in Winston Hill and experience the best of Nashville living!

Newest Listings in Winston Hill

$499,998

5 Beds ⋅ 5 Baths ⋅ 3594356 MLS ⋅ ACTIVE Status ⋅ 37211 Zip Code

Welcome to Winston Hill, a refreshing new community where modern sophistication meets a versatile, thoughtfully designed floor plan. Tucked away on a quiet dead-end road, this exclusive enclave consists of just six brand-new construction homes, offering a sense of privacy and connection that’s hard to find. This particular residence stands out with its unique basement-style architecture—one of only three basement homes available in the community. With five spacious bedrooms and four full bathrooms, the layout is designed to accommodate a variety of lifestyles, whether you’re looking for a sprawling residence or a savvy roommate-style living arrangement. The heart of the home is crafted for both comfort and functionality. You’ll notice an emphasis on privacy immediately, with ensuite bathrooms and an abundance of storage and closet space tucked away at every turn. The primary suite serves as a true retreat, featuring a marvelous private balcony that’s just the spot for a quiet morning coffee or unwinding as the sun sets. The lower level is where this property truly shines. The basement footprint includes a deep two-car garage alongside a significant bonus area with its own exterior access. This flexible space is a blank canvas: it functions perfectly as a fifth bedroom, a secluded home office, or even a potential income-producing suite. Every inch of this Winston Hill home has been crafted with intention, blending high-end finishes with the practical needs of modern living. It’s a rare opportunity to own a home that offers this much space, flexibility, and long-term potential in such an intimate new setting.

4420 Winston Ave W Unit A, Nashville

Start Your Search

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.