Brentwood, TN 37027
$3,499,000.00
Welcome to 5566 Hill Rd, an exceptional Brentwood estate offering nearly 7,000 sq ft of refined living space on 2 private, flat acres. Thoughtfully designed for both everyday living and grand-scale entertaining, this gated property features a heated pool and spa by Waterscapes, a tiki bar, and a fully equipped pool house with kitchen and guest suite. Inside the main home, you'll find four bedrooms, a chef’s kitchen with breakfast nook, a dedicated office, media room, and a stunning upstairs bonus with wet bar and attic storage. The detached guest apartment offers a private retreat with kitchenette and full bath, while a 1,000 sq ft barn adds flexible space for hobbies, gym, or storage. Car collectors will love the five garage bays, including RV-height clearance. Enhanced with landscape lighting, irrigation, security cameras, and mature trees, this one-of-a-kind estate offers unmatched privacy just minutes from I-65, Cool Springs, and everything Brentwood has to offer. A rare opportunity to own a true compound in one of Middle Tennessee’s most desirable areas.
Based on information submitted to the MLS GRID as of 2025-08-31T20:34:01+00:00. All data is obtained from various sources and may not have been verified by broker or MLS GRID.
Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Explore market data for Brentwood and the Tatom Estates neighborhood
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Timeline of listing events and status changes
Currently active listing
6 days ago • Aug 25, 2025
6 days on market
$3,499,000.00
Property sold and closed
8 years ago • Dec 29, 2016
$1,250,000.00
Sold: $1,250,000.00
Property sold and closed
9 years ago • Apr 14, 2016
58 days on market
$799,900.00
Sold: $727,500.00
Originally: $899,900.00