9441 Highwood Hill Rd, Brentwood TN 37027
Beautifully updated and move-in ready, this 4-bedroom, 4.5-bath home in Brentwood's sought-after Highland Park at Raintree community offers the perfect blend of comfort, style, and functionality. Featuring updated finishes and a spacious layout, this home is ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a luxurious bath, while upstairs you'll find generously sized secondary bedrooms, a bonus room, and the convenience of dual staircases. The finished walkout basement offers versatile space for a media room, recreation area, home gy
CloseDaily local analysis
Facts and context beyond the MLS description
The sections below combine this listing's current facts with locally retained inventory, sale, and location data. They are generated from the same MLS replica that powers the page, without an external data request during your visit.
Current market context
How this property compares in Brentwood
This property is offered at $315 per square foot, compared with a $337 median for active 4-bedroom homes in Brentwood. Its asking price falls near the 63rd percentile of that active group. The comparison uses 172 active or publicly marketable listings from the same local MLS source, filtered to the same bedroom group rather than mixing every home size together.
The property has been tracked for 56 days, while the current cohort averages 51 days on market. These figures are a point-in-time inventory comparison, not an appraisal or prediction; condition, lot, updates, exact location, and concessions can move an individual sale away from the city-level pattern.
Nearby closed sales
Recent sold homes near this property
The local sold-history cache contains 8 closed sales within approximately 1.25 miles during the last six months. The median recorded sold price in this nearby sample is $1,595,000, and the median is $320 per square foot where square footage was reported.
Nearby sales are useful context, but they are not automatically comparable: renovation level, acreage, water access, construction quality, financing, and seller concessions can materially change a result. A property-specific valuation should review the most similar homes and the full MLS record before drawing a conclusion.
| Address | Sold | Home | Sold price | Distance |
|---|---|---|---|---|
| 9434 Norwood Dr | Aug 28, 2026 | 4 bd · 3,629 sqft | $1,150,000 | 0.1 mi |
| 1659 Preston Pl | Jul 22, 2026 | 4 bd · 3,328 sqft | $1,000,000 | 0.3 mi |
| 9454 Chaucers Ct | Jul 31, 2026 | 5 bd · 6,090 sqft | $1,965,000 | 0.4 mi |
| 9504 Glenfiddich Trce | Jun 22, 2026 | 4 bd · 4,411 sqft | $1,950,000 | 0.5 mi |
| 1674 Geralds Dr | Jul 9, 2026 | 5 bd · 5,170 sqft | $2,300,000 | 0.6 mi |
| 9359 Ansley Ln | Aug 24, 2026 | 4 bd · 4,435 sqft | $1,240,000 | 0.6 mi |
| 1837 Dartmouth Drive | May 29, 2026 | 5 bd · 4,761 sqft | $2,300,000 | 0.7 mi |
| 9345 Ansley Ln | Aug 6, 2026 | 5 bd · 4,450 sqft | $1,190,000 | 0.7 mi |
MLS timeline
Price and status history
This timeline records the price and public status snapshots received by CloseDaily from the local MLS replica. It is retained separately from the current listing so later changes do not erase the earlier market history. Dates reflect when the source record changed or was first observed by the sync system.
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,559,000 · Active
- $1,499,999 · Active
- $1,499,999 · Active
- $1,499,999 · Active
- $1,499,999 · Active
Location reference points
How this address sits within the Brentwood area
These distances are precomputed from the listing coordinates and a maintained set of regional landmarks; no mapping service is called when this page loads. Mileage is straight-line distance. Driving minutes are a planning estimate derived from that distance and should be checked against a live route before a showing or commute.
- I-24 at Manchester49.3 miles straight-line · roughly 88 driving minutes
- Downtown Manchester49.8 miles straight-line · roughly 89 driving minutes
- Downtown Tullahoma51.3 miles straight-line · roughly 92 driving minutes
- Arnold Air Force Base54.2 miles straight-line · roughly 97 driving minutes
- Tims Ford Lake59.0 miles straight-line · roughly 105 driving minutes
Continue comparing
Similar active homes in Brentwood
These active listings are in the same city and a nearby price range. Each link is rendered on the server so visitors and search engines can move between the property, the city inventory, and other relevant homes without returning to a generic search page.
View all Brentwood homes for sale · See the Brentwood market report