24

Chester County TN Homes under $300,000

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  • /47

    $282,900

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

    185 Dry Creek Rd, Pinson, TN 38366

    Picture-perfect setting! This 3 bedroom, 2 bath home sits on 2.54 acres with a completely fenced yard and a 28x40 garage/workshop. Inside you'll find fresh paint, new flooring, and a beautiful screened patio to enjoy year-round. Gorgeous Tennessee hardwoods surround this house waiting for to make it home. Picture-perfect setting! This 3 bedroom, 2 bath home sits on 2.54 acres with a completely

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 318-4725

    185 Dry Creek Rd, Pinson, TN 38366
  • /20

    $269,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    757 Christi Loop, Henderson, TN 38340

    **Incredible Opportunity: $3,000 Credit Towards Closing Costs!**Don't miss your chance to own this brand-new custom-built home! With approximately 1,515 heated square feet and around 2,026 square feet under roof, this stunning residence combines luxury and comfort. Inside, you'll find exquisite custom cabinets, elegant quartz countertops, and high-end luxury vinyl flooring

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 462-4165

    757 Christi Loop, Henderson, TN 38340
  • /22

    $269,000

    • 2 Beds
    • 1 Bath
    • 1,200+ Sq Ft

    513 Crook Ave, Henderson, TN 38340

    WANT TO MAKE MONEY OWNING AN AIRBNB? HERES YOUR CHANCE! This upscale, modern farmhouse inspired home offers the perfect blend of upscale living and affordability. It boasts 1400 sq ft of living space on .2 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. On the main floor, you will find a

    Ashton Roberts Molly Moore Realty

    513 Crook Ave, Henderson, TN 38340
  • /28

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    560 Ollie Ln, Henderson, TN 38340

    Take a look at this 3-bedroom, 2-bath vinyl siding home just minutes from town in a great location. This home offers convenience along with recent updates that make it move-in ready.The large living room features luxury vinyl plank flooring and plenty of space for relaxing or entertaining. The kitchen is beautiful with custom cabinets, tile flooring, and brand-new stainless appliances,

    Richard Emison NextHome 383 Real Estate

    560 Ollie Ln, Henderson, TN 38340
  • /25

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,697 Sq Ft

    263 North Ave, Henderson, TN 38340

    Welcome to this beautifully remodeled 3 bedroom, 2 bath brick home located in a highly desirable area just minutes from FHU, schools, and shopping. The home has been thoughtfully updated with both style and comfort in mind, making it move-in ready for its next owner. Step inside to find a spacious living room featuring luxury vinyl plank flooring and a cozy fireplace, perfect for gatherings or

    Richard Emison NextHome 383 Real Estate

    263 North Ave, Henderson, TN 38340
  • /28

    $295,000

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

    511 White Ave, Henderson, TN 38340

    Take a look at this nicely remodeled 3-bedroom, 3-bath stone exterior home in a great location. Within walking distance to Freed-Hardeman University, schools, and shopping, this home offers both convenience and comfort.Inside, the home features beautiful restored hardwood floors that bring out its original charm. The master bedroom includes an adjoining bath, and the large secondary

    Richard Emison NextHome 383 Real Estate

    511 White Ave, Henderson, TN 38340
  • /23

    $269,000

    • 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
  • /20

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft

    4745 Enville Rd, Henderson, TN 38340

    This Charming 2012 Build in Henderson, TN on 1.00+- Acres is Hitting the Market! This Home Was Remodeled in 2024 with New Roof, LVP Flooring, Custom Cabinetry with Stunning Countertops, Tiled Shower in Primary, Large Living Room Semi Open to Kitchen with Dining Area ; This Home HVAC Was Updated in 2025 with New Ductwork with Extra in Primary Bedroom, UV Lighting and Ozone Generator, Polarized

    Drake Harber Blue Suede Realty

    4745 Enville Rd, Henderson, TN 38340
  • /27

    $289,900

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

    380 Melodie Cir, Henderson, TN 38340

    MOTIVATED SELLER! Built in 2024, this beautiful barndominium offers 3 bedrooms, 2.5 bathrooms, and nearly 1,700 sq ft of modern living on a 0.78-acre lot. Enjoy 10-foot ceilings throughout and an open-concept layout with a vaulted living room that adds warmth and charm.The kitchen features butcher block countertops and a spacious walk-in pantry with a sliding barn door. Epoxy floors run

    Michelle Lilly Lilly Realty

    380 Melodie Cir, Henderson, TN 38340
  • /22

    $284,500

    • 3 Beds
    • 3 Baths
    • 2,440 Sq Ft

    225 E Third St, Henderson, TN 38340

    BEAUTIFUL BRICK HOME WITHIN 2 BLOCKS FROM FHU, WITH SO MUCH TO OFFER A FAMILY, DEN, LIVING,ROOM, SUNROOM, 2 BEDROOMS,DOWN WITH 2 BATHS, LARGE BONUS ROOM UP WITH BATH, PLUS AN OFFICE AREA, FIREPLACE W/GAS LOGS IN DEN, LARGE FENCED IN BACKYARD FOR OUR FUR BABIES OR YOUR REGULAR BABIES AND SO MUCH MORE. THIS IS A MUCH SEE.

    Linda Carter Casey Realtors

    225 E Third St, Henderson, TN 38340
  • /22

    $219,900

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft

    129 N Carolina Ave, Henderson, TN 38340

    Charming Move-In Ready Home Near Freed-Hardeman University! 129 North Carolina Ave, Henderson, TNWelcome to this beautifully updated single-family home located just minutes from Freed-Hardeman University and historic downtown Henderson. Whether you're a first-time homebuyer, an investor looking for strong rental potential, or someone seeking extra space without breaking the bank—this

    Billy Cromwell EXIT Realty Blues City

    129 N Carolina Ave, Henderson, TN 38340
  • /18

    $259,000

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

    135 W Third St, Henderson, TN 38340

    BUYERS! SELLER WILL PAY $5,000 TOWARDS CLOSING! 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

    Ashton Roberts Molly Moore Realty

    135 W Third St, Henderson, TN 38340
  • /22

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,509 Sq Ft

    110 Guy McAdams Rd, Henderson, TN 38340

    Welcome to your peaceful retreat in Henderson, Tennessee! This charming 4-bedroom, 2-bath home sits on a spacious 1.2-acre lot, offering the perfect blend of privacy and convenience. Step inside to find a warm, inviting layout with generous living space, a functional kitchen, and natural light throughout. The primary suite offers comfort and privacy, while three additional bedrooms provide plenty

    Hunter Ross Blue Suede Realty

    110 Guy McAdams Rd, 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
  • /17

    $218,500

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

    5060 Enville Rd, Henderson, TN 38340

    MOTIVATED SELLERS! Home comes with a Home Warranty! Welcome to 5060 Enville Rd. Henderson, TN. This charming 3bed 2bath farmhouse seamlessly blends comfort with rustic appeal. This home highlights a huge master bedroom perfect for your retreat after a busy day, a brand new roof that ensures years of worry-free living, 2 acres of beautiful landscape, a poultry coop and a workshop with

    Braden Mileham Blue Suede Realty

    5060 Enville Rd, Henderson, TN 38340
  • /29

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,645 Sq Ft

    1140 Plainview Rd, Henderson, TN 38340

    Move-In Ready Brick Home on Peaceful 1.92 Acres - No Restrictions!Don't miss this opportunity to own a well-maintained 3-bedroom, 1.5-bath brick home perfectly situated on a spacious 2-acre corner lot. With no restrictions and only one nearby neighbor, enjoy privacy, freedom, and room to grow.This home features a bright and functional layout, a great yard ideal for relaxing,

    Dustin Insell Coldwell Banker Southern Realty

    1140 Plainview Rd, Henderson, TN 38340
  • /26

    $256,000

    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    467 White Ave, Henderson, TN 38340

    Looking for a beautiful home in town with a lot of space, within walking distance to downtown, churches and FHU. Ask about the Renovations done in the Summer of 2022, 5 bedrooms, 3 baths, formal dining room, Large Living room, Covered Back Porch Garage has an area for a one bedroom in garage. this area is heated and cooled but no bathroom

    Linda Carter Casey Realtors

    467 White Ave, 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
  • /12

    $235,000

    • Land
    • 50.1 Acres
    • $4,691 per Acre

    0 Arl Bailey Rd, Finger, TN 38334

    Capture the essence of distinction on this prestigious 50.1-acre wooded estate in rural Chester County. With a perennial spring, numerous prime building locations, and unparalleled serenity, this property offers the ultimate retreat. Strategically located near Henderson, Lexington, Jackson, and the Tennessee River, convenience harmonizes with seclusion, presenting a unique opportunity for refined

    Larry Roberts Casey Realtors

    0 Arl Bailey Rd, Finger, TN 38334
  • /33

    $219,900

    • 3 Beds
    • 2 Baths
    • 1,276 Sq Ft

    661 Mifflin Ave, Henderson, TN 38340

    Charming 3BR/2BA Home Near FHU - Built in 2023!Welcome to 661 Mifflin Ave - a beautifully crafted 3-bedroom, 2-bath home featuring timeless board and batten siding and modern finishes throughout. Built in 2023, this home offers a fresh, move-in-ready feel and is ideally located within walking distance to Freed-Hardeman University, local schools, and shopping.Step inside to

    Richard Emison NextHome 383 Real Estate

    661 Mifflin Ave, Henderson, TN 38340
  • /24

    $229,900

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    320 Benson Rd, Reagan, TN 38368

    2.17 Acres country living. Newly updated kitchen with granite countertops, stainless appliances, cabinets, coffee bar, and open to living room, rec room (which could be 4th bedroom). Main bedroom features private bath, double sinks, shower/commode room, 5x5 closet, and private access door to backyard. Outside was updated with siding, cedar posts, and shutters to match. 14x22 screened in porch

    Andrea Crawford RE/MAX Unlimited

    320 Benson Rd, Reagan, TN 38368
  • /33

    $279,900

    • 6 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    208 Fourth St, Henderson, TN 38340

    Charming 6 BR 2.5 BA Home w/Office in Henderson, TN - Prime Location near Freed Hardemon UniversityWelcome to your dream home in the heart of Henderson! This exquisite property, ideally situated on a corner lot, offers unparalleled convenience, being within walking distance to Freed Hardemon University, Main St, and all that Henderson has to offer.Key Features:Complete

    Richard Emison NextHome 383 Real Estate

    208 Fourth St, 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
  • /17

    $289,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    454 Old Jackson Rd, Henderson, TN 38340

    Don't miss your chance to own this beautifully designed 3 bed, 2 bath home with 1,560 sqft of modern comfort at 454 Old Jackson Rd in Henderson, TN! Step into a spacious open-concept layout that's perfect for entertaining and everyday living. The heart of the home is the luxurious kitchen—featuring sleek finishes, ample counter space, and premium appliances that will impress any home chef. With

    Brent West Crye-Leike Elite

    454 Old Jackson Rd, Henderson, TN 38340
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