Haileywood Estates Homes with John Overton Comp High School

Welcome to Haileywood Estates, a charming subdivision nestled in the heart of Nashville, Tennessee, within Davidson County. This picturesque community is perfect for families, professionals, and anyone seeking a serene suburban lifestyle while still enjoying the vibrant culture of Music City.

Haileywood Estates boasts a collection of beautifully designed homes that cater to a variety of tastes and preferences. With spacious layouts, modern amenities, and beautifully landscaped yards, these residences are ideal for creating lasting memories. The neighborhood is known for its friendly atmosphere and strong sense of community, making it a wonderful place to call home.

Families will appreciate the proximity to John Overton Comprehensive High School, which is highly regarded for its commitment to academic excellence and a well-rounded education. This ensures that your children will have access to quality education just a stone's throw away from your front door. The school’s engaging programs and extracurricular activities foster a nurturing environment that encourages students to thrive.

In addition to excellent schooling, Haileywood Estates is conveniently located near shopping centers, parks, and recreational facilities, providing residents with numerous opportunities for leisure and entertainment. Whether you’re enjoying a weekend at the nearby park or exploring the vibrant music scene in downtown Nashville, there’s never a shortage of activities to enjoy.

Discover the charm and convenience of Haileywood Estates, where a welcoming community and a prime location come together to create a perfect place to live, grow, and thrive. Come experience the lifestyle you’ve always dreamed of!

Newest Haileywood Estates Homes with John Overton Comp High School

$909,000

ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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.