Chester County, TN Homes

• 

  

  

  /23

  $150,000

  Pending

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  304 Mifflin Ave, Henderson, TN 38340

  Discover the perfect blend of convenience and affordability in this move-in-ready home just steps from Freed-Hardeman University and minutes from downtown Henderson. This inviting 2-bedroom, single-story home is ideal for anyone seeking an easy, low-maintenance lifestyle. Offering just under 1,000 square feet, the home features comfortable living areas and an eat-in kitchen with abundant cabinet

  

  Brandi Isom

  RE/MAX Realty Source

  304 Mifflin Ave, Henderson, TN 38340
• 

  

  

  /18

  $190,000

  Sold Aug 04, 2026

  1770 Sweet Lips Rd, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Built 2025

  Last Sold Summary

  • 16% Below List Price
  • $129/SF
  • 24 Days On Market

  Last Listing Agent Jake Morford Phillips Realty Group

  1770 Sweet Lips Rd, Henderson, TN 38340
• 

  

  

  /32

  Est $203,153

  Not Listed For Sale

  300 Proctor Rd, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Built 1981

  300 Proctor Rd, Henderson, TN 38340

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jessica Asberry EXIT Realty Blues City
• 

  

  

  /4

  $42,000

  • Land
  • 1.65 Acres
  • $25,455 per Acre

  Lot 7 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 7! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  Lot 7 Greystone Cove, Henderson, TN 38340
• 

  

  /2

  $30,000

  Sold Jan 22, 2026

  145 Parson Ln, Jacks Creek, TN 38347

  • Land
  • 1.18 Acres
  • $25,424 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 35 Days On Market

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  145 Parson Ln, Jacks Creek, TN 38347
• 

  

  /17

  Est $129,825

  Not Listed For Sale

  480 Patterson Ln, Finger, TN 38334

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1991

  480 Patterson Ln, Finger, TN 38334

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Larry Roberts Casey Realtors
• 

  

  /66

  $349,900

  $39K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,631 Sq Ft

  450 North Ave, Henderson, TN 38340

  AT NO FAULT OF THE SELLERS , BACK ON THE MARKET, BUYER FINANCING FELL THROUGH, AND YOUR CHANCE TO MAKE IT YOURS! Step into timeless charm with this beautifully constructed home filled with original woodwork, hardwood floors, and character you simply can't recreate. With 5 bedrooms and 4 baths, there's plenty of room for everyone to spread out and feel at home. Need extra income or space for

  

  Destiny Burns

  Stellar Realty Group

  450 North Ave, Henderson, TN 38340
• 

  

  /56

  $445,000

  Sold Jun 18, 2026

  130 Moss Loop, Enville, TN 38332

  • 4 Beds
  • 3 Baths
  • 1,916 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 47 Days On Market

  Current Estimated Value $459,667

  Last Listing Agent Tiffany Elder Porchlight Realty West TN

  130 Moss Loop, Enville, TN 38332
• 

  

  /19

  Est $225,521

  Not Listed For Sale

  566 Todd Ray Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 2002

  566 Todd Ray Cove, Henderson, TN 38340

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /25

  $149,900

  • 1 Bed
  • 2,400 Sq Ft

  520 Tucker Rd, Henderson, TN 38340

  Have you been dreaming of your own **barndominium**, secluded on **21.75+/- acres** where peaceful solitude and **no neighbors in sight** are part of the package? You just found it! With approximately **2,400 sq. ft. under roof**, this shell is ready for your imagination to bring it to life. **Plumbing has already been roughed in, electric is in place and you just need add a septic system , well,

  

  Destiny Burns

  Stellar Realty Group

  520 Tucker Rd, Henderson, TN 38340
• 

  

  /26

  $365,000

  Sold Mar 20, 2026

  316 Meadow Brook Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Below List Price
  • $191/SF
  • 279 Days On Market

  Current Estimated Value $369,289

  Last Listing Agent Destiny Burns Stellar Realty Group

  316 Meadow Brook Dr, Henderson, TN 38340
• 

  

  /35

  Est $191,915

  Not Listed For Sale

  608 Rosebud St, Henderson, TN 38340

  • 3 Beds
  • 1.5 Baths
  • 1,258 Sq Ft
  • Built 1973

  608 Rosebud St, Henderson, TN 38340

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jessica Asberry EXIT Realty Blues City
• 

  

  /9

  $750,000

  • Land
  • 7 Acres
  • $107,143 per Acre

  3695 US Highway 45 N, Henderson, TN 38340

  Position your business for success with this exceptional ± or - 7-acre commercial tract offering over 250 feet of frontage on highly traveled US Highway 45 in Henderson, Tennessee. With outstanding visibility, easy access, and ample space for development, this property presents an outstanding opportunity for investors, developers, and owner-users alike. Ideally suited for light industrial,

  

  Chris Miller

  Crye-Leike Elite

  3695 US Highway 45 N, Henderson, TN 38340
• 

  

  /27

  $289,900

  Sold Oct 14, 2025

  380 Melodie Cir, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2024

  Last Sold Summary

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

  Current Estimated Value $308,369

  Last Listing Agent Michelle Lilly Lilly Realty

  380 Melodie Cir, Henderson, TN 38340
• 

  

  /28

  Est $282,730

  Not Listed For Sale

  70 Alpine Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1998

  70 Alpine Cove, Henderson, TN 38340

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Julie Holt Blue Suede Realty
• 

  

  /29

  $696,000

  • 5 Beds
  • 4 Baths
  • 3,734 Sq Ft

  585 Smith Rd, Luray, TN 38352

  Luxury, space, and opportunity come together in this exceptional 5-bedroom, 4-bath home situated on nearly 2 acres in Chester County. With impressive design details, generous living spaces, and a layout made for both everyday living and entertaining, this foreclosure offers a rare opportunity to purchase a home of this caliber and complete the remaining finishing touches to make it your own.

  

  Brandi Isom

  RE/MAX Realty Source

  585 Smith Rd, Luray, TN 38352
• 

  

  /8

  $208,000

  Sold Mar 31, 2026

  0 Talley Store Rd, Henderson, TN 38340

  • Land
  • 93 Acres
  • $2,237 per Acre

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  0 Talley Store Rd, Henderson, TN 38340
• 

  

  /18

  Est $217,082

  Not Listed For Sale

  503 Crook Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1947

  503 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /7

  $42,000

  • Land
  • 1.61 Acres
  • $26,087 per Acre

  Lot 5 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 5! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  Lot 5 Greystone Cove, Henderson, TN 38340
• 

  

  /23

  $230,000

  Sold May 08, 2026

  755 Holmes Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1981

  Last Sold Summary

  • $125/SF
  • 5 Days On Market

  Current Estimated Value $227,171

  Last Listing Agent Dessie Hardee RE/MAX Realty Source

  755 Holmes Dr, Henderson, TN 38340
• 

  

  /25

  Not Listed For Sale

  470 Hill Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Built 2024

  470 Hill Ave, Henderson, TN 38340

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Richard Emison NextHome 383 Real Estate
• 

  

  /44

  $744,000

  $16K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,845 Sq Ft

  25 Oak Ridge Dr, Henderson, TN 38340

  Looking for country living with plenty of space? Welcome to Oakmont Estates. This 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space on 2.05 acres in Chester County, with no city taxes. Two additional bonus rooms could potentially serve as sixth and seventh bedrooms, guest rooms, entertainment areas, or flexible living spaces. Inside, the home features a functional

  

  Darrick Mann

  Crye-Leike Elite

  25 Oak Ridge Dr, Henderson, TN 38340
• 

  

  /75

  $488,000

  Sold Jun 26, 2026

  632 North Ave, Henderson, TN 38340

  • 5 Beds
  • 3.5 Baths
  • 3,860 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $126/SF
  • 10 Days On Market

  Current Estimated Value $494,810

  Last Listing Agent Destiny Burns Stellar Realty Group

  632 North Ave, Henderson, TN 38340
• 

  

  /23

  Est $263,003

  Not Listed For Sale

  847 Walnut Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1994

  847 Walnut Cove, Henderson, TN 38340

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Joshua Trammell EXIT Realty Blues City
• 

  

  /72

  $824,900

  $10K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,772 Sq Ft

  746 Oneal Ln, Henderson, TN 38340

  Okay, friend... this one is special. With 6 bedrooms, 3 full baths, and 2 half baths, there's room here for just about everyone. The main floor offers an open-concept layout with 4 bedrooms and 2.5 baths, making everyday living easy and comfortable. But wait until you see what's upstairs. The sellers recently finished and expanded the space beyond the rec room, adding 2 additional bedrooms, a

  

  Destiny Burns

  Stellar Realty Group

  746 Oneal Ln, Henderson, TN 38340
• 

  

  /38

  $235,000

  Sold Aug 29, 2025

  480 Roby Rd, Reagan, TN 38368

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Below List Price
  • $108/SF
  • 14 Days On Market

  Current Estimated Value $235,959

  Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

  480 Roby Rd, Reagan, TN 38368
• 

  

  /20

  Est $223,692

  Not Listed For Sale

  412 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1997

  412 Old Jackson Rd, Henderson, TN 38340

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /7

  $42,000

  • Land
  • 2.94 Acres
  • $14,286 per Acre

  Lot 22 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 22! This beautiful 2.94-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  Lot 22 Greystone Cove, Henderson, TN 38340
• 

  

  /34

  $205,000

  Sold Oct 06, 2025

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

  • 3 Beds
  • 2 Baths
  • 2,000+ Sq Ft
  • Built 1900

  Last Sold Summary

  • 37% Below List Price
  • $102/SF
  • 90 Days On Market

  Current Estimated Value $178,269

  Last Listing Agent Elizabeth Burlew eXp Realty, LLC

  175 State Route 22a S, Jacks Creek, TN 38347
• 

  

  /23

  Est $214,129

  Not Listed For Sale

  3090 Wilson School Rd, Henderson, TN 38340

  • 2 Beds
  • 1.5 Baths
  • 1,158 Sq Ft
  • Built 1960

  3090 Wilson School Rd, Henderson, TN 38340

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /89

  $896,000

  $31K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,888 Sq Ft

  575 Homestead Ln, Henderson, TN 38340

  MOTIVATED SELLERS! If you've been looking for a home with room for everyone and then some, this one is worth a look. Tucked away on approximately 3.11 acres at the end of a dead-end road, this 5-bedroom, 4 full bath home offers the space, privacy, and flexibility that's hard to find. The main floor features the primary suite, two additional bedrooms, an office, and laundry room. Upstairs, you'll

  

  Destiny Burns

  Stellar Realty Group

  575 Homestead Ln, Henderson, TN 38340
• 

  

  /21

  $80,000

  Sold Sep 16, 2025

  2865 Deanburg Rd, Medon, TN 38356

  • Land
  • 12.17 Acres
  • $6,574 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 151 Days On Market

  Current Estimated Value $113,000

  Last Listing Agent Jennifer Knolton Coldwell Banker Southern Realty

  2865 Deanburg Rd, Medon, TN 38356
• 

  

  /15

  Est $157,663

  Not Listed For Sale

  439 Galbraith Ave, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1950

  439 Galbraith Ave, Henderson, TN 38340

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Riley Ragan Ragan Realty Group
• 

  

  /17

  $58,000

  • Land
  • 2 Acres
  • $29,000 per Acre

  0 Hill Ave, Henderson, TN 38340

  2 acres outside the city of Henderson and zoned for residential use. City water and natural gas are available, but a septic system is required. The lots are under the jurisdiction of the local Planning Committee to protect your investment. A soil map has been completed & suggests it is suitable for a one-bedroom home. Shipping containers on the property do not convey. It is a corner lot with road

  

  Ashton Roberts

  Molly Moore Realty

  0 Hill Ave, Henderson, TN 38340
• 

  

  /18

  $206,500

  Sold Aug 27, 2025

  247 Guy Maddox Ln, Granville, TN 38564

  • 1 Bed
  • 1 Bath
  • 957 Sq Ft
  • Built 2010

  Last Sold Summary

  • 30% Below List Price
  • $216/SF
  • 0 Days On Market

  Current Estimated Value $215,218

  Last Listing Agent Karen Strock eXp Realty

  247 Guy Maddox Ln, Granville, TN 38564
• 

  

  /52

  Est $244,163

  Not Listed For Sale

  325 Crook Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft
  • Built 1946

  325 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /41

  $325,000

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft

  1160 Wilson School Rd, Henderson, TN 38340

  Warmth, character, and room to enjoy. This beautiful home on nearly 3 acres offers the space and features you've been seeking. From the moment you step inside, you'll notice the craftsmanship and attention to detail with hardwood floors, rich custom woodwork, detailed trim, and architectural accents that create a timeless and inviting feel throughout the home. Designed with both everyday living

  

  Brandi Isom

  RE/MAX Realty Source

  1160 Wilson School Rd, Henderson, TN 38340
• 

  

  /37

  $110,000

  Sold May 08, 2026

  1 U S 45, Henderson, TN 38340

  • Land
  • 6.3 Acres
  • $17,460 per Acre

  Last Sold Summary

  • 47% Above List Price
  • 45 Days On Market

  Last Listing Agent Sam Wallace The Homestead Group

  1 U S 45, Henderson, TN 38340
• 

  

  /40

  Est $435,548

  Not Listed For Sale

  275 Meadowland Ln, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 2005

  275 Meadowland Ln, Henderson, TN 38340

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Brent West Crye-Leike Elite
• 

  

  /46

  $349,900

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

  1380 Harrison Rd, Pinson, TN 38366

  Welcome to 1380 Harrison Ln, Pinson, TN — a rare opportunity to own a private retreat in one of West Tennessee's most exclusive gated, membership owned communities. Located in Deanburg Hills Incorporated, this unique property offers more than just a home — it offers access to an incredible lifestyle with 480 private acres, a 20-acre lake, and recreation opportunities that are nearly impossible to

  

  Dylan Jones

  Southern LifeStyle Properties

  1380 Harrison Rd, Pinson, TN 38366

Showing Results 41 - 80, Page 2 of 18