#2958452, Chris Milfred, Listing office: Third Coast Real Estate, LLC
5566 Hill Rd Brentwood, TN 37027
Property details
About 5566 Hill Rd
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.
Highlights
(Coming Soon / Hold)
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 4
- Appliances: Electric Oven, Gas Range, Dishwasher, Disposal, Microwave, Refrigerator
- Basement: No
- Flooring Type: Wood, Tile
- Interior: High Speed Internet
- Total Bedroom Count: 4
- Garage Space: 5 spaces
- Attached Garage: No
- Private Pool: Yes
- Parking: Garage Faces Side
- Heating: Central
- Cooling: Central Air
- List Price: $3,499,000
- Price/SqFt: $503
- Annual Tax Amount: $10,102
- Tax Year: 2023
- Lot: Level, Private
- Directions: Right off I-65, head East on Old Hickory Blvd. Turn right on Hill Rd. Home is on the right: 5566 Hill Rd.
- Year Built: 1960
- Living Area: 6,947 SqFt
- Lot Size: 1.9 Acres
- MLS Number: 2958272
- MLS Name: REALTRAC
- Office Name: Compass
- Office Phone: (615) 383-6964
- Office Email: lee.pfund@compass.com
- Listing Agent: Sam Coleman-Dancer
Listings courtesy of RealTracs Middle Tennessee Regional MLS as distributed by MLS GRID.
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Last updated on: 7/28/2025, 12:48:27 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
Date | Event | Price |
---|---|---|
Apr 19, 2016 | Home Sold | $727,500 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2023 | $310,475 | $10,102 |
2022 | $310,475 | $11,760 |
2021 | $310,475 | $10,102 |
2020 | $349,250 | $10,208 |
2019 | $349,250 | $11,018 |
2018 | $275,825 | $8,702 |
2017 | $275,825 | $4,229 |
History based on county public records data.
Nearby schools
7
Granbery Elementary School
Public District PK-4
0.3 mi
•5501 Hill Rd
6
Crieve Hall Elementary School
Public District PK-4
1.6 mi
•498 Hogan Rd
3
Tusculum Elementary School
Public District PK-4
2.2 mi
•440 McMurray Dr
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $88,370. The most common annual income of people living in Brentwood, TN is between $35k-100k. The most common type of family is single, no kids. The most common level of education of people living in this area is post secondary degree.
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Frequently asked questions
About 5566 Hill Rd
The listing price of 5566 Hill Rd property is $3,499,000.
The property 5566 Hill Rd is a house located in Brentwood, Tennessee, 37027.
Coming Soon: 5566 Hill Rd is Coming Soon. This listing has not previously been on the market, but will be on the market soon (no showings are allowed yet). A listing contract has been executed.
The nearby schools for 5566 Hill Rd are: Granbery Elementary School (GreatSchools Rating 7/10), Crieve Hall Elementary School (GreatSchools Rating 6/10), Tusculum Elementary School (GreatSchools Rating 3/10), McMurray Middle School (GreatSchools Rating 3/10), Valor Voyager Academy (GreatSchools Rating 10/10), William Henry Oliver Middle School (GreatSchools Rating 4/10), Valor Flagship Academy (GreatSchools Rating 9/10), Overton High School (GreatSchools Rating 4/10), Brentwood High School (GreatSchools Rating 9/10).
According to the records, the last property tax for 2023 is $10,102 (source: MLS/based on county public records data).
The last sale was on April 19, 2016 for $727,500 (source: MLS/tax record).
The property at 5566 Hill Rd has 4 bedrooms and 4 full and 2 half bathrooms.
The property 5566 Hill Rd is 6,947 SqFt (source: MLS/tax record).
The year of construction for 5566 Hill Rd is 1960.
This home is located at 5566 Hill Rd in Brentwood, TN and zip code 37027 in the Woodridge neighborhood. This 6,947 square foot home, which was built in 1960, sits on a 1.90 acre lot. Features: 4 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since July 26, 2025 and is currently priced at $3,499,000.
Over 13 listings were sold over their listed price in June 2025 in Brentwood, TN. In the same period over 62 listings were sold below the listed price and 17 listings were sold for the listed price. The inventory of homes for sale in Brentwood, TN between May and June 2025 increased by 2.7%. The median list price of listings available in June 2025 was $1,139,000, while the average time on the real estate market was 33 days.