The five highest-priced home sales reported in Jackson Area (Tennessee) for the week ending November 8, 2026, came to a combined $3.51 million. Prices ran from $579,900 to $975,000, and every one of the five was a single-family home on more than an acre.
Two of the sales were in Jackson, two in Humboldt and one in Beech Bluff, split between Madison and Gibson counties. The homes range from a 1993 brick home in a gated neighborhood to one finished in 2022, and one agent had a hand in three of the five sales.
No. 1 — $975,000 · 20 Deepwood Dr, Jackson, Tennessee
Deepwood is a gated community in Northwest Jackson with a private entrance, a community pond and common areas kept up by the homeowners association. The home at 20 Deepwood Drive sits on a secluded, wooded 2.08-acre lot on a cul-de-sac there, and it sold for $975,000.
Built in 1993 of brick, it has 5,404 square feet, the most living area of the five homes, along with five bedrooms, four full baths and a half bath. A two-story foyer opens onto oak hardwood floors that continue through the dining room, sunroom and butler’s pantry. The sunken living room has 10-foot ceilings, custom built-ins and a full masonry fireplace that burns wood and has a gas starter, and crown molding and custom millwork run throughout the home.
The kitchen has a center island with seating, an eat-in area, double wall ovens, a five-burner gas cooktop and a built-in Sub-Zero refrigerator, and the butler’s pantry links it to the formal dining room. The primary suite is on the main level. Its bathroom was recently renovated as a wet room, with a freestanding soaking tub, a large walk-in shower with two shower heads, double vanities and a private water closet. The other four bedrooms are upstairs with two full baths, a bonus room under a vaulted ceiling and several more rooms for hobbies or exercise.
Outside, a saltwater pool and a separate spa were added in 2022. A rear terrace looks over the fenced pool and the woods behind the home, and a covered side porch and a circular driveway complete the approach. The property last sold for $605,000 in 2021.
The home went under contract four days after it was listed and sold at its full asking price. Kristen Londe of Town and Country was the listing agent, and Madison Balding, also of Town and Country, represented the buyer.
See this property in Google Street View →
No. 2 — $715,000 · 29 Phillip Hale Rd, Humboldt, Tennessee
At the back of Hale Estates in Humboldt, at the end of a cove, 29 Phillip Hale Road sold for $715,000. The brick home was built in 2015 on a level 1.33-acre lot and has two stories, five bedrooms and four full baths across 3,975 square feet, with a three-car garage.
The backyard is the center of the property. A covered rear porch with a large farm fan looks out over a saltwater pool with a diving board and a tanning ledge, and the yard is fenced. The primary suite has a tray ceiling and its own door out to the backyard, plus his-and-her closets and a bath with a soaking tub, separate double sinks and a custom tile walk-in shower.
Three of the bedrooms are on the main level, in a split floor plan that also has a formal dining room and a breakfast area. The kitchen has a large granite island with seating, a gas stove, a double oven and a walk-in pantry, and the living area has built-ins and a gas fireplace. The home is in the South Gibson School District, and it last sold for $684,900 in 2025.
India Mesa of Crye-Leike Elite was the listing agent. Brad Dale Lindsey of Hickman Realty Group, Inc.-Hum represented the buyer, the first of three sales in this week’s Top 5 in which Lindsey had a part.
See this property in Google Street View →
No. 3 — $650,000 · 296 Liberty Claybrook Rd, Beech Bluff, Tennessee
The home at 296 Liberty Claybrook Road in Beech Bluff sits on the shore of Deer Lake, a watershed lake in eastern Madison County, and it comes with a private dock and its own concrete boat ramp running from the main drive down to the water. It sold for $650,000.
The brick home was built in 1998 on 5.30 wooded, rolling acres, about 20 minutes from Jackson and 3.6 miles from Exit 93 on Interstate 40. A deck off the great room leads to a staircase down to the dock. Inside, the great room and dining room are vaulted, and the open kitchen has a breakfast bar and a walk-in pantry.
The home has three bedrooms, two full baths and two half baths in 3,553 square feet. The primary suite is on the main level, with a tray ceiling and a large walk-in closet that connects to the laundry room. Upstairs, two bedrooms share a Jack-and-Jill bath, and a large recreation room has its own half bath and, like the great room, a gas log fireplace. A full walk-out basement holds a third garage bay 40 feet deep, a workshop, a safe room and a storage room.
Lee W. Godfrey of Coldwell Banker Southern Realty was on both sides of the sale, as the listing agent and as the agent who represented the buyer.
See this property in Google Street View →
No. 4 — $591,000 · 393 Pleasant Hill Rd, Humboldt, Tennessee
The largest property of the five, 393 Pleasant Hill Road in Humboldt covers 12.44 acres of secluded farmland in the county, with room for gardening, recreation or horses. It sold for $591,000.
The brick home was built in 2002 and has four bedrooms, two full baths and a half bath in 2,700 square feet. Inside are an eat-in kitchen, a separate dining area, a home office, a sunroom and a laundry room. Porches run along the front, side and rear, and there is also a deck. The land includes a workshop, a storage building, a mobile home and a carport for an RV, along with a two-car garage. The property is in the South Gibson School District.
Brad Dale Lindsey of Hickman Realty Group, Inc.-Hum was the listing agent, and Heather Inez Pierce of Coldwell Banker Southern Realty represented the buyer.
See this property in Google Street View →
No. 5 — $579,900 · 491 Cooper Anderson Rd, Jackson, Tennessee
The newest of the five, 491 Cooper Anderson Road in Jackson was custom built in 2022 in a farmhouse style on 1.23 acres. It went under contract 11 days after it was listed and sold at its full asking price of $579,900.
The one-story home has four bedrooms, all on the main level, along with two full baths and a half bath in 2,610 square feet. The vaulted great room is anchored by a stone gas fireplace set against a shiplap wall. The open kitchen has a large breakfast bar and a hidden walk-in pantry with a pot filler, and a vaulted sunroom with a wood ceiling looks out over the private backyard.
The primary suite has a custom bath, a large walk-in closet and direct access to the laundry room. The home also has an interior storm shelter, plantation shutters and an oversized attached three-car garage plumbed for a future sink, and covered porches at the front and back look over the grounds.
Brad Dale Lindsey of Hickman Realty Group, Inc.-Hum was the listing agent, the second listing for the brokerage in this Top 5 and the third sale this week in which Lindsey had a part. Bailey Bell of Town and Country represented the buyer.
See this property in Google Street View →