Chester County, TN Homes

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  /14

  $145,000

  Sold Jul 10, 2026

  429 Regina Dr, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1972

  Last Sold Summary

  • $141/SF
  • 24 Days On Market

  Current Estimated Value $148,209

  Last Listing Agent Julia Crow Sunrise Properties

  429 Regina Dr, Henderson, TN 38340
• 

  

  

  /23

  Est $132,484

  Not Listed For Sale

  323 N Church Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • Built 1940

  323 N Church Ave, Henderson, TN 38340

  Last Sold Summary

  • 23 Days On Market
• 

  

  

  /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. Home Selling "AS IS". 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. Backyard has organic compost for a beautiful garden.

  Jodie Parrish RE/MAX Realty Source

  2985 Sand Mountain Rd, Enville, TN 38332
• 

  

  

  /22

  $120,000

  Sold Aug 15, 2025

  419 White Ave, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1920

  Last Sold Summary

  • 35% Below List Price
  • $93/SF
  • 10 Days On Market

  Current Estimated Value $133,405

  Last Listing Agent Zach Hannis Casey Realtors

  419 White Ave, Henderson, TN 38340
• 

  

  

  /16

  Est $162,665

  Not Listed For Sale

  358 E Third St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 954 Sq Ft
  • Built 1900

  358 E Third St, Henderson, TN 38340

  Last Sold Summary

  • 162 Days On Market
• 

  

  /27

  $364,900

  $10K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  359 Meadow Brook Dr, Henderson, TN 38340

  PRICE IMPROVEMENT! Now offered at $364,900 with the seller offering $5,000 in buyer concessions! Welcome to 359 Meadowbrook Drive, a beautiful brick home located on a quiet cul-de-sac in Henderson's highly desirable Meadowbrook subdivision. Featuring 3 bedrooms, 2 full bathrooms, and a desirable split-bedroom floor plan, this home offers comfort, privacy, and space for everyday living. The

  Alexander Verduzco RE/MAX Realty Source

  359 Meadow Brook Dr, Henderson, TN 38340
• 

  

  /31

  $235,000

  Sold Jul 18, 2025

  235 Pinecrest Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 2 Days On Market

  Current Estimated Value $236,453

  Last Listing Agent Jessica Asberry EXIT Realty Blues City

  235 Pinecrest Dr, Henderson, TN 38340
• 

  

  /18

  Est $210,915

  Not Listed For Sale

  337 E Third St, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,211 Sq Ft
  • Built 1959

  337 E Third St, Henderson, TN 38340

  Last Sold Summary

  • 5 Days On Market
• 

  

  /23

  $157,400

  $17K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 960 Sq Ft

  1295 Mayfield Rd, Henderson, TN 38340

  Completely renovated 3 bed, 1.5 bath home with brand new roof, siding, windows, HVAC, fixtures, subfloor, and flooring. Fresh paint, doors, and trim provide a modern touch. Benefit from county taxes and a convenient location near Henderson, Jackson, Selmer, and Corinth. This property boasts a circle driveway, covered porches for outdoor relaxation, and sits on over a 1-acre lot. A $2000 appliance

  Linda Carter Casey Realtors

  1295 Mayfield Rd, Henderson, TN 38340
• 

  /2

  $225,000

  Sold Sep 30, 2025

  190 Robin Cove, Henderson, TN 38340

  • 3 Beds
  • 4 Baths
  • 1,300 Sq Ft
  • Built 2025

  Last Sold Summary

  • $173/SF

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  190 Robin Cove, Henderson, TN 38340
• 

  

  /41

  Est $382,856

  Not Listed For Sale

  450 Crook Ave, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 3,343 Sq Ft
  • Built 1930

  450 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 0 Days On Market
• 

  

  /37

  $389,923

  $60K PRICE DROP

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

  1155 Ludell Ross Rd, Enville, TN 38332

  $70,000 BELOW RECENT APPRAISAL!! EAGER TO SELL!! MOTIVATED SELLERS!! BRING ALL OFFERS!! Recently appraised at $460,000 and now offered at just $389,923. Sellers are relocating and ready for their next chapter, creating an incredible opportunity to own a one-of-a-kind custom home on 5.21 acres at a price well below appraised value. This private, custom, one-of-a-kind home built in 2025 and sitting

  Jennifer Scott RE/MAX Realty Source

  1155 Ludell Ross Rd, Enville, TN 38332
• 

  

  /54

  $364,900

  Sold Jan 23, 2026

  1890 Montezuma Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,394 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $152/SF
  • 3 Days On Market

  Current Estimated Value $367,789

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  1890 Montezuma Rd, Henderson, TN 38340
• 

  

  /34

  Not Listed For Sale

  486 Hill Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 1950

  486 Hill Ave, Henderson, TN 38340

  Last Sold Summary

  • 1 Day On Market
• 

  

  /29

  $389,900

  $10K PRICE DROP

  • 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
• 

  

  /22

  $535,000

  Sold Jan 30, 2026

  230 Oak Ridge Dr, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 5,944 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $90/SF
  • 5 Days On Market

  Current Estimated Value $549,745

  Last Listing Agent Andrew Houston Coldwell Banker Southern Rlty

  230 Oak Ridge Dr, Henderson, TN 38340
• 

  

  /19

  Est $192,904

  Not Listed For Sale

  639 Mifflin Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1969

  639 Mifflin Ave, Henderson, TN 38340

  Last Sold Summary

  • 2 Days On Market
• 

  

  /3

  $301,600

  • Land
  • 30.16 Acres
  • $10,000 per Acre

  00 Woodland Dr, Henderson, TN 38340

  "DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the property.

  Linda Carter Casey Realtors

  00 Woodland Dr, Henderson, TN 38340
• 

  

  /9

  $65,000

  Sold Dec 11, 2025

  237 E Third St, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • Built 1946

  Last Sold Summary

  • 24% Below List Price
  • $56/SF
  • 7 Days On Market

  Current Estimated Value $158,299

  Last Listing Agent Linda Carter Casey Realtors

  237 E Third St, Henderson, TN 38340
• 

  

  /41

  Est $343,536

  Not Listed For Sale

  510 Crook Ave, Henderson, TN 38340

  • 5 Beds
  • 3 Baths
  • 2,964 Sq Ft
  • Built 1965

  510 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 146 Days On Market
• 

  

  /5

  $20,000

  $7K PRICE DROP

  • Land
  • 1 Acre
  • $20,000 per Acre

  00 Deerfield Loop, Henderson, TN 38340

  Take a look at this beautiful lot in WestChester Hills, West of Henderson, and 3 blocks from West Chester Elementary. Wonderful area to build a home and raise a family. You can build a great home with a basement or a tornado area. Just lok at this look and we will go from there.

  Linda Carter Casey Realtors

  00 Deerfield Loop, Henderson, TN 38340
• 

  

  /54

  $181,443

  Sold Oct 28, 2025

  1710 Clarks Creek Rd, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,065 Sq Ft
  • Built 1979

  Last Sold Summary

  • 39% Below List Price
  • $88/SF
  • 21 Days On Market

  Current Estimated Value $260,847

  Last Listing Agent Destiny Burns Stellar Realty Group

  1710 Clarks Creek Rd, Henderson, TN 38340
• 

  

  /18

  Est $183,030

  Not Listed For Sale

  418 Lewis Ave, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft
  • Built 1977

  418 Lewis Ave, Henderson, TN 38340

  Last Sold Summary

  • 59 Days On Market
• 

  

  /23

  $95,000

  • Land
  • 10.3 Acres
  • $9,223 per Acre

  0 Enville Rd, Henderson, TN 38340

  Own 10.30 fully wooded acres with total privacy in Sweet Lips, Tennessee. This unrestricted property features mature oak and pine hardwoods, flat terrain with only 1-5% slope, and 314 feet of road frontage on Enville Road. Only one neighbor borders the western boundary, with undeveloped land surrounding the remaining sides. Power lines and gas service are available at the road. The rare flat

  David VanSteenkiste The Homestead Group

  0 Enville Rd, Henderson, TN 38340
• 

  

  /20

  $139,900

  Sold Jan 16, 2026

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

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1900

  Last Sold Summary

  • 30% Below List Price
  • $91/SF
  • 282 Days On Market

  Current Estimated Value $142,696

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

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

  

  /16

  Est $344,667

  Not Listed For Sale

  811 Kindra Dr, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 2,038 Sq Ft
  • Built 1995

  811 Kindra Dr, Henderson, TN 38340

  Last Sold Summary

  • 77 Days On Market
• 

  

  /21

  $35,000

  $13K PRICE DROP

  • Land
  • 6.89 Acres
  • $5,080 per Acre

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347

  $1000 DOWN & NO CREDIT CHECKS - ONLY $298/MTH 6.89 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 6 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? Tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. The front of this property is high and dry but the back of this property

  Timothy Crane 2 Cranes Realty

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347
• 

  

  /47

  $282,900

  Sold Oct 28, 2025

  185 Dry Creek Rd, Pinson, TN 38366

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1981

  Last Sold Summary

  • $189/SF
  • 19 Days On Market

  Current Estimated Value $281,703

  Last Listing Agent Destiny Burns Stellar Realty Group

  185 Dry Creek Rd, Pinson, TN 38366
• 

  

  /15

  Est $214,884

  Not Listed For Sale

  827 Sand Road Cir, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1968

  827 Sand Road Cir, Henderson, TN 38340

  Last Sold Summary

  • 3 Days On Market
• 

  

  /32

  $299,000

  $30K PRICE DROP

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

  2925 State Route 100 W, Henderson, TN 38340

  SELLER IS MOTIVATED AND HAS REDUCED THE PRICE BY $30,000 FOR A QUICK SALE! 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,

  Jennifer Scott RE/MAX Realty Source

  2925 State Route 100 W, Henderson, TN 38340
• 

  

  /26

  $316,900

  Sold Sep 08, 2025

  145 Dlynn Cove, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $163/SF
  • 1 Day On Market

  Current Estimated Value $332,670

  Last Listing Agent Kristen Londe Town and Country

  145 Dlynn Cove, Henderson, TN 38340
• 

  

  /28

  Est $452,989

  Not Listed For Sale

  662 Oneal Ln, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 3,509 Sq Ft
  • Built 1969

  662 Oneal Ln, Henderson, TN 38340

  Last Sold Summary

  • 56 Days On Market
• 

  

  /32

  $259,975

  $4K PRICE DROP 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
• 

  

  /18

  $151,000

  Sold Apr 10, 2026

  629 Luray Ave, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $146/SF
  • 48 Days On Market

  Current Estimated Value $151,995

  Last Listing Agent Linda Carter Casey Realtors

  629 Luray Ave, Henderson, TN 38340
• 

  

  /28

  Est $472,473

  Not Listed For Sale

  631 Oneal Ln, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 3,632 Sq Ft
  • Built 1996

  631 Oneal Ln, Henderson, TN 38340

  Last Sold Summary

  • 131 Days On Market
• 

  

  /4

  $125,000

  • 3 Beds
  • 2 Baths

  553 Galbraith Ave, Henderson, TN 38340

  Property is being sold in an as-is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification

  JERRY EMERSON KING Williams & Williams Real Estate Auctions

  553 Galbraith Ave, Henderson, TN 38340
• 

  

  /11

  $145,000

  Sold Aug 28, 2025

  471 Woods Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 1981

  Last Sold Summary

  • 19% Below List Price
  • $127/SF
  • 95 Days On Market

  Current Estimated Value $154,557

  Last Listing Agent Linda Carter Casey Realtors

  471 Woods Dr, Henderson, TN 38340
• 

  

  /24

  Est $270,209

  Not Listed For Sale

  734 Mason Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 2006

  734 Mason Ave, Henderson, TN 38340

  Last Sold Summary

  • 49 Days On Market
• 

  

  /17

  $565,000

  $35K PRICE DROP

  • Land
  • 217.58 Acres
  • $2,597 per Acre

  0 Garland Rd, Henderson, TN 38340

  217 ACRES ALONG THE FORKED DEER RIVER - PRIME TURKEY, DEER, AND DUCK HUNTING. Located just north of Chester County and adjacent to the backside of Pinson Mounds State Archaeological Park, this 217+- acre tract is an outdoorsman's dream. With approximately a mile of river frontage and a natural habitat that consistently holds wildlife, you'll find exceptional turkey, deer and duck hunting

  Tiffany Elder Porchlight Realty West TN

  0 Garland Rd, Henderson, TN 38340
• 

  

  /26

  $279,000

  Sold May 20, 2026

  2930 Sanford Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 2012

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 69 Days On Market

  Current Estimated Value $288,819

  Last Listing Agent Jon Putt Putt Real Estate Advisors

  2930 Sanford Rd, Henderson, TN 38340

Showing Results 321 - 360, Page 9 of 18