25

Chester County TN Homes under $300,000

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  • /34

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,333 Sq Ft

    2215 State Route 22a S, Jacks Creek, TN 38347

    Country living at its best! 4BR/2BA home on approximately 3 acres. Some recent remodeling including new vanities and countertops in the bathroom, new island in the kitchen, new kitchen appliances and new shelving in the laundry room. New HVAC in 2025. Unrestricted, perfect for a mini farm. Barn and partial fencing already in place. Lot dimensions are approximate.

    Agent Photo

    Jesse Bradley

    Tennessee Valley Realty and In

    (731) 207-4441

    2215 State Route 22a S, Jacks Creek, TN 38347
  • /27

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,922 Sq Ft

    6525 State Route 225, Henderson, TN 38340

    Seller offering 3% closing cost assistance to the buyer! This 4 bedroom, 2 bath home offers plenty of space and great potential. Inside you'll find a comfortable layout with room to spread out and make it your own. Step outside and you'll find a double shed out back, perfect for storage, hobbies, or a workshop. The property also includes a storm shelter, adding an extra level of safety and peace

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 868-7932

    6525 State Route 225, Henderson, TN 38340
  • /25

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft

    707 Mifflin Avenue Extension, Henderson, TN 38340

    Welcome home to this beautifully maintained 3-bedroom, 2-bath residence located in the heart of the city. Designed with an open floor plan, this home offers seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. There's plenty of space for a large dining table, complemented by a kitchen peninsula with seating for casual meals and gatherings.

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    Melanie Malone

    Crye-Leike Elite

    (731) 361-7904

    707 Mifflin Avenue Extension, Henderson, TN 38340
  • /41

    $299,999

    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft

    205 Pinecrest Dr, Henderson, TN 38340

    Welcome home to 205 Pinecrest Drive - a beautifully maintained brick home offering warmth, space, and timeless appeal in one of Henderson's most established neighborhoods. Built in 1978 and featuring over 2,100 square feet, this 3-bedroom, 2-bath home combines comfort and function with a layout designed for everyday living. You'll appreciate the inviting curb appeal, manicured landscaping, and

    Agent Photo

    Brandi Wilson

    RE/MAX Realty Source

    (731) 330-8286

    205 Pinecrest Dr, Henderson, TN 38340
  • /21

    $253,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft

    757 Christi Loop, Henderson, TN 38340

    Two year builder warranty on house and appliances!! This charming new construction offers modern farmhouse appeal with clean lines and timeless details. The white board-and-batten style vinyl siding exterior is complemented by a welcoming front porch, complete with a ceiling fan for comfort, the covered back porch gives peaceful vibes for your morning coffee or tea. Inside, you'll find a

    Agent Photo

    Brandi Wilson

    RE/MAX Realty Source

    (731) 506-0286

    757 Christi Loop, Henderson, TN 38340
  • /27

    $285,000

    • 4 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    2985 Sand Mountain Rd, Enville, TN 38332

    Very well maintained spacious home w/several extra rooms & unfinished basement. Beautiful hardwood floors, sunroom, stone patio, wired workshop. Also, a single wide mobile home on the property that could be converted to rental property or in-law suite. Sits on 2.1 acres, very private, beautiful lot w/circle drive.

    Jodie Parrish RE/MAX Realty Source

    2985 Sand Mountain Rd, Enville, TN 38332
  • /36

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    515 Plunk Rd, Henderson, TN 38340

    Discover the perfect blend of comfort and country living at 515 Plunk Road in Henderson, TN! This charming 1,960 sq. ft. home features 3 bedrooms and 2 bathrooms, offering plenty of space to relax and enjoy the peaceful surroundings. Situated on 10 beautiful acres, the property is already well-equipped for animal lovers with ample fencing and setups for chickens, goats, dogs, and other small farm

    Brent West Crye-Leike Elite

    515 Plunk Rd, Henderson, TN 38340
  • /31

    $264,900

    • 3 Beds
    • 2 Baths
    • 1,306 Sq Ft

    5195 Tennessee 200, Henderson, TN 38340

    Nestled on 5 peaceful acres in the county, this charming 3 bedroom, 2 bath home offers the perfect blend of comfort and privacy. Enjoy quiet mornings and peaceful evenings on the large front porch, surrounded by serene country views. Inside, you'll find an inviting open floor plan ideal for both everyday living and entertaining. The home has been thoughtfully updated with vinyl siding, gutters,

    Jennifer Stevens Stellar Realty Group

    5195 Tennessee 200, Henderson, TN 38340
  • /32

    $275,000

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft

    1070 Inca Rd, Henderson, TN 38340

    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

    1070 Inca Rd, Henderson, TN 38340
  • /17

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    5060 Enville Rd, Henderson, TN 38340

    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

    5060 Enville Rd, Henderson, TN 38340
  • /24

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft

    390 Memory Ln, Henderson, TN 38340

    This home offers all the vintage charm with all the modern updates. Thoughtfully renovated to make optimal use of space. Country living and fenced in back yard for entertaining. Spacious front yard on a quiet county road. Country living with quick access to Hwy 45 just outside Henderson City limits. Only county taxes! Schedule your showing soon. This one will go fast! Additional pictures will be

    Sheila Darnell EXIT Realty Blues City

    390 Memory Ln, Henderson, TN 38340
  • /28

    $226,500

    • 4 Beds
    • 2 Baths
    • 1,949 Sq Ft

    241 Crook Ave, Henderson, TN 38340

    Vintage 4-bedroom, 2-bath home that's been totally revamped! With new flooring, fresh paint, and cool light fixtures, it's ready for you to move right in. It's super close to Freed Hardeman and all the fun stuff downtown Henderson has to offer. You'll love the big, roomy spaces with tons of storage for all your stuff. The kitchen's got shiny stainless steel appliances that are perfect for

    Katie Mitchell Townsend Compass RE

    241 Crook Ave, Henderson, TN 38340
  • /26

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    2930 Sanford Rd, Henderson, TN 38340

    This well-maintained 3-bed, 2-bath home is a great fit for first-time buyers who want space, privacy, and manageable monthly expenses. Located in the county, you'll avoid city taxes while still having plenty of room to spread out on 1.54 acres. The property gives you the kind of outdoor freedom that's hard to find—whether you've got pets, kids, hobbies, or just want a quiet place to unwind. The

    Jon Putt Putt Real Estate Advisors

    2930 Sanford Rd, Henderson, TN 38340
  • /24

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    155 Whitley Ave, Henderson, TN 38340

    Welcome to this charming home built in 2023 that blends modern style with comfortable everyday living. This super cute 3-bedroom, 2-bath home features an open-concept floor plan designed for both entertaining and relaxing. The kitchen and living area flow seamlessly together, highlighted by white shaker cabinets, granite countertops throughout, and a roomy walk-in pantry that offers exceptional

    Amanda Driver Wendell Alexander Realty

    155 Whitley Ave, Henderson, TN 38340
  • /33

    $209,900

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft

    444 Galbraith Ave, Henderson, TN 38340

    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

    444 Galbraith Ave, Henderson, TN 38340
  • /23

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    200 Westwood Cove, Henderson, TN 38340

    Discover modern living at 200 Westwood Cove, a brand-new 3-bedroom, 2-bath home featuring a spacious open-concept living room, sleek kitchen with new appliances, a large backyard patio, and a 2-car garage. Located just 3 minutes from Henderson, TN, this move-in-ready home offers the perfect blend of convenience and comfort, all with no city taxes in a peaceful private cove.

    Brent West Crye-Leike Elite

    200 Westwood Cove, Henderson, TN 38340
  • /23

    $229,900

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    533 North Ave, Henderson, TN 38340

    Discover this stunning, completely remodeled 4-bedroom, 2.5-bath home featuring a spacious 2-car garage. Every detail has been thoughtfully updated, including brand-new cabinets, flooring, and lighting fixtures, creating a fresh and modern living space. The HVAC system has been replaced for optimal comfort year-round. Enjoy the beautifully landscaped yard—perfect for outdoor gatherings,

    Zach Hannis Casey Realtors

    533 North Ave, Henderson, TN 38340
  • /22

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    414 Galbraith Ave, Henderson, TN 38340

    This modern remodeled 3-bedroom, 2-bath home features vinyl siding, a carport with extra storage ideal for a workshop, and spacious rooms with a large backyard. Inside, it offers new flooring and fresh paint throughout, plus a master suite with a double vanity and a walk-in tiled shower. A turnkey property that combines modern updates with practical amenities for versatile living. This modern

    Zach Hannis Casey Realtors

    414 Galbraith Ave, Henderson, TN 38340
  • /15

    $225,550

    • Land
    • 45.11 Acres
    • $5,000 per Acre

    0 Highway 22 A, Enville, TN 38332

    Escape to Tennessee Country Living on this 45.11 parcel situated in Enville, TN. Ideally located just 20 miles from Lexington, Henderson, and Savannah, TN, this property offers no restrictions and lies outside city limits, giving you the perfect chance to make your dreams come true. Part of tract has already been cleared and ready to build on. Soil mapping has been done. Call today!

    Lori Yarbro Evans Real Estate

    0 Highway 22 A, Enville, TN 38332
  • /32

    $289,900

    • 4 Beds
    • 2.5 Baths
    • 3,780 Sq Ft

    524 Hill Ave, Henderson, TN 38340

    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

    524 Hill Ave, Henderson, TN 38340
  • /9

    $284,900

    • Land
    • 0 Acre

    X Cedar Brook Ln, Henderson, TN 38340

    Discover 63 acres of wooded landscape offering privacy and natural beauty just minutes from the conveniences of Henderson. The property features multiple potential building sites surrounded by mature trees and abundant wildlife. An entrance is located on Cedar Brook Lane, providing easy access while maintaining a peaceful country setting. Whether you're looking for a future home site,

    Sheila Darnell EXIT Realty Blues City

    X Cedar Brook Ln, Henderson, TN 38340
  • /3

    $260,000

    • Land
    • 2.7 Acres
    • $96,296 per Acre

    00 Highway 45 S, Henderson, TN 38340

    Excellent location with high traffic count. Close proximity to Jackson & Henderson. Property is ready to build on. Owner is open to financing.

    Craig Casey Casey Realtors

    00 Highway 45 S, Henderson, TN 38340
  • /23

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,707 Sq Ft

    1100 Stewart Rd, Henderson, TN 38340

    Private storm shelter, den is currently being used as 4th bedroom and has a door to large back deck and fenced yard. Please give tenant 24 hour notice to show. Seller is obligated to give tenants a 30 day notice to vacate. This will be done upon either of the following; successful closing on the property or the seller the receives from the buyer a non-refundable $10,000 deposit toward the

    Linda Carter Casey Realtors

    1100 Stewart Rd, Henderson, TN 38340
  • /23

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft

    90 Mitchell Ln, Henderson, TN 38340

    Brent West Crye-Leike Elite

    90 Mitchell Ln, Henderson, TN 38340
  • /33

    $244,700 New Construction

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    135 W Third St, Henderson, TN 38340

    This upscale, modern inspired REMODELED home seems brand new. It offers the perfect blend of upscale living. It boasts 1400 sq ft of living space on .92 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. 3 bed, 2 bath w/ an open kitchen/living floor plan, & master suite with a walk-in closet.

    Ashton Roberts Molly Moore Realty

    135 W Third St, Henderson, TN 38340
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