Haileywood Estates Homes with John Overton Comp High School

Welcome to Haileywood Estates, a delightful subdivision nestled in the heart of Nashville, Tennessee, within Davidson County. This charming community perfectly blends suburban tranquility with the vibrant energy of Music City, making it an ideal choice for families, professionals, and anyone looking to enjoy the best of what Nashville has to offer.

Haileywood Estates boasts an array of beautifully designed homes that cater to various lifestyles and preferences. From modern architectural styles to classic Southern charm, each residence reflects the community's commitment to quality and aesthetics. Spacious yards and tree-lined streets create a warm, inviting atmosphere, perfect for evening strolls and weekend gatherings.

One of the standout features of Haileywood Estates is its proximity to John Overton Comprehensive High School, a highly regarded institution known for its academic excellence and diverse extracurricular activities. Parents will appreciate the convenience of having such a reputable school nearby, ensuring that their children receive a top-notch education in a supportive environment.

In addition to its educational advantages, Haileywood Estates is conveniently located near a variety of shopping, dining, and entertainment options. Whether you’re in the mood for a cozy café, a trendy restaurant, or a lively music venue, Nashville's rich cultural tapestry is just a short drive away.

With its blend of quality homes, excellent schools, and a vibrant community, Haileywood Estates is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting subdivision and become part of the Haileywood Estates family today!

Newest Haileywood Estates Homes with John Overton Comp High School

$909,000

3 Beds ⋅ 2 Baths ⋅ 3306609 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37220 Zip Code

Look no further! Fully renovated ranch in one of Nashville’s most desirable neighborhoods, offering great curb appeal and a functional layout. Situated on a half acre lot with mature trees and landscaping, the property also features an oversized two-car garage, wide driveway, and fully fenced backyard—ideal for outdoor living or pets. The renovated kitchen is bright and open, with quartz countertops, stainless steel appliances, custom cabinets and hood, and a full pantry to make it highly functional. The full basement is finished as a large bonus room with fireplace and large laundry room with custom cabinetry. Hardwood floors run throughout, and a rear entry provides easy access to the backyard and the large covered porch with outdoor fireplace. Move-in ready, this home blends classic charm with modern updates in a peaceful setting.

5157 Regent Dr, Nashville

$644,900

3 Beds ⋅ 2 Baths ⋅ 3276765 MLS ⋅ ACTIVE Status ⋅ 0.56 Acres ⋅ 37220 Zip Code

Welcome to this beautifully maintained all-brick home in the highly sought-after Crieve Hall neighborhood—where comfort, convenience, and charm come together seamlessly. Ideally located with quick access to both Brentwood and Downtown Nashville, this home offers the perfect balance of suburban tranquility and city connectivity. Step inside to find gleaming hardwood floors throughout and a thoughtfully updated interior featuring brand-new windows and a new HVAC system, giving you peace of mind from day one. The spacious layout is perfect for both everyday living and entertaining, highlighted by a large bonus room above the garage—ideal for a home office, media room, or guest retreat. Outside, enjoy a fully fenced backyard that’s perfect for relaxing evenings, pets, or hosting gatherings with friends and family. Move-in ready and packed with valuable updates, this Crieve Hall gem is a rare opportunity you don’t want to miss.

5171 Regent Dr, Nashville

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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.