Chester County TN 2-Story Homes for Sale

Welcome to Oakmont Estates! This spacious 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space and sits on 2.05 acres in the heart of Chester County, where you can enjoy peaceful living with no city taxes. Inside, you'll find a functional layout featuring granite countertops in the kitchen, a dedicated office, and two large bonus rooms that provide flexibility for a

Darrick Mann Crye-Leike Elite

Enjoy quiet country living with no city taxes on 1.85 acres just outside Henderson. This home offers 3 bedrooms with 1 on the main level and 2 upstairs, giving you a flexible layout for family, guests, or a home office. Inside you'll find updated flooring throughout and a spacious living area featuring a gas fireplace, creating a comfortable place to relax. The main level also includes a walk-in

Darrick Mann Crye-Leike Elite

Welcome to 5060 Enville Rd, a move-in ready country home on 2 acres of beautiful Tennessee land. This 3-bedroom, 2-bathroom home features a brand-new roof, well water, and a fully powered workshop, perfect for hobbies, projects, or small business use. Enjoy rural living with a chicken coop and plenty of space for outdoor activities, gardening, or entertaining. The country-style home offers

Braden Mileham Blue Suede Realty

PRIVATE 17.49 ACRE COUNTRY RETREAT W/POND,, ORCHARD, WILDLIFE AND SOME EQUIPMENT INCLUDED, ESCAPE TO PEACEFUL COUNTRY LIVING ON THIS BEAUTIFUL 17.49 ACRE PRIVATE PROPERTY, FEATURING A CHARMING 1450 SQ. FT. HOME WITH 2 POSSIBLE 3RD BEDROOM AND 1.5 BATHS. SET OVER 300 FEET BACK FROM THE ROAD, PRIVATE CIRCULAR DRIVEWAY. THE HOME FEATURES A COZY WOOD STOVE, KITCHEN APPLIANCES INCLUDED, PLUS WASHER.

Linda Carter Casey Realtors

Experience peaceful country living on 40 breathtaking acres with this beautifully updated home that blends modern elegance with rural charm. This spacious residence offers 3 generously sized bedrooms, along with a second large living area upstairs featuring an additional bedroom, private bathroom, and convenient storage room—perfect for guests. The kitchen has been thoughtfully renovated and

Heather Pierce Coldwell Banker Southern Realty

Looking for a beautiful home with room to spread out? Welcome to 95 Teague Trace, a stunning four-bedroom, three-bath brick home set on five open acres shaded by mature, majestic oak trees. Located in a quiet, highly sought-after neighborhood, this exceptional property offers the perfect balance of luxury, comfort, and privacy. A BRAND-NEW ROOF installed August 2025 adds peace of mind and

Jennifer Maness-Scott Stellar Realty Group

This charming two-bedroom, two-bath home offers generous living space and thoughtful design, featuring a large office with built-in bookshelves, a sunroom, a formal living room with a beautiful fireplace, a dining room, and a cozy breakfast nook. The residence includes a spacious walkout basement and multiple sitting areas that invite you to enjoy the surrounding nature. A well-appointed backyard

Zach Hannis Casey Realtors

Spacious 3,780 sq. ft. home featuring 4 bedrooms and 2.5 baths with plenty of extra space throughout. The main level offers 3 bedrooms, 2 full baths, and a large bonus room on the back of the home—perfect for a family room or game area. Upstairs includes an additional bedroom, half bath, and a generous storage area. The fenced backyard includes a storm shelter and is ideal for pets or outdoor

Lori Yarbro Evans Real Estate

This beautiful home is located in one of the most desirable subdivisions in town — a wonderful walking neighborhood with easy access to Jackson. Built by the former owner of City Lumber Co., it features top-quality materials and thoughtful design throughout. Enjoy a newly paved circular driveway, large front yard, cozy living spaces. Spacious master suite with private patio, his and her bathroom,

Craig Casey Casey Realtors