6,828

Chester County, TN Homes

Section Image
  • /2

    $85,000 Sold Sep 26, 2025

    278 Plunk St, Henderson, TN 38340

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1900

    Last Sold Summary

    • $82/SF

    Current Estimated Value $89,380

    Last Listing Agent Brandi Ragan Ragan Realty Group

    278 Plunk St, Henderson, TN 38340
    • /24

      Est $213,791 Not Listed For Sale

      6650 State Route 22, Enville, TN 38332

      • 3 Beds
      • 2 Baths
      • 1,434 Sq Ft
      • Built 1977
      6650 State Route 22, Enville, TN 38332

      Last Sold Summary

      • 6% Below List Price
      • $159/SF
      • 50 Days On Market

      Last Sold Price $227,500

      Last Listing Agent Linda Carter Casey Realtors

  • /29

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,112 Sq Ft

    2130 Hughes Rd, Henderson, TN 38340

    Private Country Living - Enjoy the peace and serenity of the West Tennessee countryside in this beautiful brick home set on approximately 1.87 acres, perfectly nestled among mature trees & accessed by a picturesque rolling driveway. Privacy is a defining feature here, offering a quiet, relaxing retreat surrounded by natural beauty & tranquil country views. This three-bedroom, two-bath home offers

    Alan Castleman Hickman Realty Group Inc.-Jack

    2130 Hughes Rd, Henderson, TN 38340
  • /38

    $465,000 Sold Apr 10, 2025

    40 E Wind Cove, Henderson, TN 38340

    • 5 Beds
    • 2.5 Baths
    • 2,691 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $173/SF
    • 34 Days On Market

    Current Estimated Value $477,870

    Last Listing Agent Tami Reid Hickman Realty Group Inc.-Jack

    40 E Wind Cove, Henderson, TN 38340
    • /22

      Est $267,514 Not Listed For Sale

      757 Cherry Dr, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,569 Sq Ft
      • Built 2006
      757 Cherry Dr, Henderson, TN 38340

      Last Sold Summary

      • 5% Above List Price
      • $163/SF
      • 94 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Madison Balding Town and Country

  • /32

    $324,000

    • 4 Beds
    • 2.5 Baths
    • 1,948 Sq Ft

    2925 State Route 100 W, Henderson, TN 38340

    Welcome to peaceful country living just minutes from town! This beautifully remodeled 4-bedroom, 2.5-bath home sits on 2.65 acres just outside the Henderson city limits and less than half a mile from West Chester Elementary. Completely renovated in 2022, the home was updated with improvements including updated wiring, plumbing, HVAC, roof, tilt windows and more. Inside, you'll find durable luxury

    Jennifer Scott RE/MAX Realty Source

    2925 State Route 100 W, Henderson, TN 38340
  • /18

    $214,000 Sold Apr 11, 2025

    0 Cash School Rd, Enville, TN 38332

    Last Sold Summary

    • 22% Below List Price
    • 674 Days On Market

    Last Listing Agent Cole Murray Town and Country

    0 Cash School Rd, Enville, TN 38332
    • /46

      Est $551,352 Not Listed For Sale

      4125 Old Jacks Creek Rd, Henderson, TN 38340

      • 5 Beds
      • 3 Baths
      • 3,814 Sq Ft
      • Built 1998
      4125 Old Jacks Creek Rd, Henderson, TN 38340

      Last Sold Summary

      • 19% Below List Price
      • $178/SF
      • 13 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Craig Casey Casey Realtors

  • /32

    $259,975 Pending

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    265 Ollie Ln, Henderson, TN 38340

    Recently renovated 3 bed, 2 bath home with 1564 sq ft of living space. Master bedroom features a spacious closet. Luxury vinyl plank flooring flows through the entire home. Updates include fresh paint, fixtures, and appliances. Situated on a generous 1+ acre lot in a desirable subdivision with the benefit of county taxes.

    Larry Roberts Casey Realtors

    265 Ollie Ln, Henderson, TN 38340
  • /43

    $850,000 Sold Jun 27, 2025

    915 White Ave, Henderson, TN 38340

    • 5 Beds
    • 3.5 Baths
    • 5,200 Sq Ft
    • Built 1936

    Last Sold Summary

    • 2% Below List Price
    • $163/SF
    • 6 Days On Market

    Current Estimated Value $927,976

    Last Listing Agent Destiny Burns Stellar Realty Group

    915 White Ave, Henderson, TN 38340
    • /38

      Est $372,165 Not Listed For Sale

      380 Jr Arnold Loop, Beech Bluff, TN 38313

      • 3 Beds
      • 4.5 Baths
      • 2,056 Sq Ft
      • Built 2013
      380 Jr Arnold Loop, Beech Bluff, TN 38313

      Last Sold Summary

      • 2% Above List Price
      • $178/SF
      • 174 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Destiny Burns Stellar Realty Group

  • /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
  • /29

    $175,000 Sold Aug 20, 2025

    948 Sand Ave, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $136/SF
    • 6 Days On Market

    Current Estimated Value $221,919

    Last Listing Agent Linda Carter Casey Realtors

    948 Sand Ave, Henderson, TN 38340
    • /38

      Not Listed For Sale

      2600 Silerton Rd, Henderson, TN 38340

      • 3 Beds
      • 2.5 Baths
      • 2,277 Sq Ft
      • Built 1986
      2600 Silerton Rd, Henderson, TN 38340

      Last Sold Summary

      • $69/SF
      • 168 Days On Market

      Last Sold Price $157,500

      Last Listing Agent Todd Clouser RE/MAX

  • /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
  • /40

    $303,000 Sold Aug 13, 2025

    860 Plainview Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 2,000+ Sq Ft
    • Built 1998

    Last Sold Summary

    • 13% Below List Price
    • $152/SF
    • 16 Days On Market

    Current Estimated Value $314,729

    Last Listing Agent Darby Drinkard Action Realty

    860 Plainview Rd, Henderson, TN 38340
    • /14

      Est $122,697 Not Listed For Sale

      1133 Phillips Dr, Henderson, TN 38340

      • 2 Beds
      • 1 Bath
      • 620 Sq Ft
      • Built 1970
      1133 Phillips Dr, Henderson, TN 38340

      Last Sold Summary

      • 14% Above List Price
      • $173/SF
      • 18 Days On Market

      Last Sold Price $107,500

      Last Listing Agent Linda Carter Casey Realtors

  • /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
  • /2

    $35,000 Sold Mar 05, 2026

    582 Mifflin Ave, Henderson, TN 38340

    • Land
    • 0 Acre

    Last Sold Summary

    Last Listing Agent Tiffany Elder Porchlight Realty West TN

    582 Mifflin Ave, Henderson, TN 38340
    • /21

      Est $122,068 Not Listed For Sale

      220 Robertson Rd, Bethel Springs, TN 38315

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft
      • Built 1996
      220 Robertson Rd, Bethel Springs, TN 38315

      Last Sold Summary

      • 4% Below List Price
      • $136/SF

      Last Sold Price $127,000

      Last Listing Agent Maranda McGee BST Realty

  • /26

    $289,900 Pending

    • 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
  • /46

    $495,000 Sold Sep 03, 2025

    1166 White Ave, Henderson, TN 38340

    • 5 Beds
    • 3.5 Baths
    • 4,801 Sq Ft
    • Built 1967

    Last Sold Summary

    • 20% Below List Price
    • $103/SF
    • 41 Days On Market

    Current Estimated Value $499,036

    Last Listing Agent Melanie Malone Crye-Leike Elite

    1166 White Ave, Henderson, TN 38340
    • /12

      Est $185,628 Not Listed For Sale

      5830 Old Friendship Rd, Finger, TN 38334

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1948
      5830 Old Friendship Rd, Finger, TN 38334

      Last Sold Summary

      • 3% Above List Price
      • $268/SF
      • 37 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Todd Haltom Haltom Real Estate Group

  • /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
  • /20

    $270,000 Sold Feb 05, 2026

    766 Mason Ave, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,693 Sq Ft
    • Built 2006

    Last Sold Summary

    • 10% Below List Price
    • $159/SF
    • 21 Days On Market

    Current Estimated Value $278,078

    Last Listing Agent Melanie Malone Crye-Leike Elite

    766 Mason Ave, Henderson, TN 38340
    • /24

      Est $323,298 Not Listed For Sale

      580 State Route 125, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 2,350 Sq Ft
      • Built 1968
      580 State Route 125, Henderson, TN 38340

      Last Sold Summary

      • 7% Below List Price
      • $149/SF
      • 11 Days On Market

      Last Sold Price $349,000

      Last Listing Agent Kim Holt Town and Country

  • /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
  • /9

    $47,000 Sold Dec 29, 2025

    0 McEarl Ln, Reagan, TN 38368

    • Land
    • 8.9 Acres
    • $5,281 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 58 Days On Market

    Last Listing Agent Lori Yarbro Evans Real Estate

    0 McEarl Ln, Reagan, TN 38368
    • /43

      Est $382,936 Not Listed For Sale

      315 Millers Ln, Henderson, TN 38340

      • 4 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 2003
      315 Millers Ln, Henderson, TN 38340

      Last Sold Summary

      • 4% Below List Price
      • $167/SF
      • 3 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Madison Balding Town and Country

  • /37

    $250,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    841 Sanford St, Henderson, TN 38340

    Brick Beauty with Shop on Almost 2 Acres in Henderson, TN! Welcome home to this spacious 3-bedroom, 2-bath brick home offering over 1,600 sq. ft. of living space right inside the city limits of Henderson! You’ll love the peaceful setting with nearly 2 acres of land — plenty of room to spread out while still being close to everything. Step inside to find a warm and inviting floor plan, perfect for

    Erica Maxwell Tiffany Jones Realty Group

    841 Sanford St, Henderson, TN 38340
  • /3

    $23,000 Sold Sep 03, 2025

    lot 3 W 3rd St, Henderson, TN 38340

    • Land
    • 0 Acre

    Last Sold Summary

    • 8% Below List Price
    • 0 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    lot 3 W 3rd St, Henderson, TN 38340
    • /43

      Est $538,020 Not Listed For Sale

      240 Millers Ln, Henderson, TN 38340

      • 5 Beds
      • 4 Baths
      • 3,586 Sq Ft
      • Built 2006
      240 Millers Ln, Henderson, TN 38340

      Last Sold Summary

      • 3% Above List Price
      • $145/SF
      • 82 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Heather Pierce Nest Realty

  • /26

    $375,000

    • Land
    • 45.72 Acres
    • $8,202 per Acre

    320 Peddy Vestal Loop, Henderson, TN 38340

    Escape to your own private slice of the countryside with this stunning 46-acre property! Featuring a private gated entrance and established driveway, this land offers security and seclusion. A homesite has already been started with an existing foundation in place- saving you time and giving you a head start on building your dream home. Surrounded by beautiful mature timber, this property provides

    Jennifer Stevens Stellar Realty Group

    320 Peddy Vestal Loop, Henderson, TN 38340
  • /17

    $95,500 Sold Jun 11, 2025

    324 Baughn St, Henderson, TN 38340

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1950

    Last Sold Summary

    • 20% Below List Price
    • $124/SF
    • 23 Days On Market

    Current Estimated Value $93,860

    Last Listing Agent Larry Roberts Casey Realtors

    324 Baughn St, Henderson, TN 38340
    • /25

      Est $368,799 Not Listed For Sale

      175 Autumn Hills Ln, Finger, TN 38334

      • 4 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 2006
      175 Autumn Hills Ln, Finger, TN 38334

      Last Sold Summary

      • 6% Above List Price
      • $134/SF
      • 37 Days On Market

      Last Sold Price $347,900

      Last Listing Agent Rhonda Wheeler Farm & Home Realty

  • /2

    $304,200

    0 Old Cave Springs Rd, Henderson, TN 38340

    Nestled in serene seclusion, this 156 acre parcel offers a rare opportunity to escape into nature, app 15 minutes from Henderson's grocery stores, shops and restaurants. Ideal for avid hunters, the land is rich with wildlife and diverse terrain. Plus, it's a perfect canvas to build your dream home, surrounded by peace, privacy, and endless potential. Don't miss your chance to claim this private

    Tiffany Elder Porchlight Realty West TN

    0 Old Cave Springs Rd, Henderson, TN 38340
  • /2

    $275,000 Sold Mar 20, 2026

    375 Hughes Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 2017

    Last Sold Summary

    • $174/SF
    • 0 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    375 Hughes Rd, Henderson, TN 38340
    • /23

      Est $142,605 Not Listed For Sale

      505 Patterson Ln, Finger, TN 38334

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1982
      505 Patterson Ln, Finger, TN 38334

      Last Sold Summary

      • 257% Above List Price
      • $40/SF
      • 104 Days On Market

      Last Sold Price $40,000

      Last Listing Agent Brooke Redmon Benton Action Realty

  • /5

    $24,900

    • Land
    • 1.3 Acres
    • $19,154 per Acre

    Lot 21 Timberwood Cove, Henderson, TN 38340

    Exclusive 1.3-acre lot in a stunning subdivision with restricted covenants, offering a serene and mature environment. Enjoy the benefits of county taxes while building your dream home in this sought-after location. Don't miss this rare opportunity to own a piece of land in this prestigious community. Situated within a prestigious and coveted exclusive subdivision, this 1.3-acre property adheres

    Zach Hannis Casey Realtors

    Lot 21 Timberwood Cove, Henderson, TN 38340
  • /2

    $339,000 Sold May 27, 2025

    1180 Mayfield Rd, Henderson, TN 38340

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $151/SF

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    1180 Mayfield Rd, Henderson, TN 38340

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home