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Henderson, TN Homes for Sale under $500,000

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  • /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

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    450 North Ave, Henderson, TN 38340
  • /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

    Agent Photo

    Brandi Wilson Isom

    RE/MAX Realty Source

    1160 Wilson School Rd, Henderson, TN 38340
  • /42

    $249,000

    • 2 Beds
    • 1 Bath
    • 1,279 Sq Ft

    470 North Ave, Henderson, TN 38340

    This Charming Cottage is perfect for those seeking a Home with a heart. This beautiful Home features vintage details throughout, a cozy fireplace, original hardwood, stone counters, spacious backyard, plenty of natural light, hydrangeas, large front porch, and all the attention to details that will make you feel like you are living in a storybook! If you are looking for a beautiful Home that

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    470 North Ave, Henderson, TN 38340
  • /2

    $241,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,251 Sq Ft

    618 Mifflin Ave, Henderson, TN 38340

    Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2-bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

    Agent Photo

    Melanie Malone

    Crye-Leike Elite

    618 Mifflin Ave, 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.

    Agent Photo

    Ashton Roberts

    Molly Moore Realty

    135 W Third St, Henderson, TN 38340
  • /2

    $234,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,258 Sq Ft

    610 Mifflin Ave, Henderson, TN 38340

    Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2.5 bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

    Agent Photo

    Melanie Malone

    Crye-Leike Elite

    610 Mifflin Ave, Henderson, TN 38340
  • /45

    $469,500

    • Land
    • 180 Acres
    • $2,608 per Acre

    3385 Tennessee 125, Henderson, TN 38340

    180+/- acres | Hunting • Recreation • Timber | Silerton, TNThe Big Rock Tract is a 180± acre hunting, timber, and potential homesite property in Silerton, Tennessee, positioned along the edge of Chickasaw State Forest with frontage on Hwy 125, Hickory Grove Cemetery Lane, and Big Rock Trail. This tract combines the privacy and habitat of a large recreational property with the practical

    Austin Carroll Tutt Land Company

    3385 Tennessee 125, Henderson, TN 38340
  • /31

    $424,000

    • Land
    • 105 Acres
    • $4,038 per Acre

    935 Big Rock Trail, Henderson, TN 38340

    105 AC. BIG ROCK TRAIL, HENDERSON TN. OFF THE GRID LIVING Want to truly get away from it all? Look no further—this is as private and secluded as it gets. Tucked away at the end of a 1.5-mile winding driveway with no thru traffic, this incredible 105-acre retreat borders Chickasaw State Park—offering unmatched peace, privacy, and natural beauty. NO neighbors just you and nature. PROPERTY

    Jeremy Ryan Crye-Leike, Inc., REALTORS

    935 Big Rock Trail, Henderson, TN 38340
  • /32

    $431,900

    • Land
    • 192 Acres
    • $2,249 per Acre

    0 Grooms Rd, Henderson, TN 38340

    PT-03 is located on Grooms Rd and Hurst Rd in Chester County. This hunting/recreational and timber tract contains approximately 192 acres of ridgetops with rolling and sloping hills. It contains roughly 85 acres in mature upland hardwoods and pine, as well as another 95 acres in loblolly pine plantations planted in 2021. There is a good ridge system that could be used for additional roads/trails,

    Austin Carroll Tutt Land Company

    0 Grooms Rd, Henderson, TN 38340
  • /2

    $450,000

    • Land
    • 157.68 Acres
    • $2,854 per Acre

    0 Tennessee 125, Henderson, TN 38340

    Need a place to build or hunt or just hang out, try this rural country property near the town of Silerton . Just the right number of neighbors. Has a major creek running through the property, Gaylor Creek. Not hard to find as it surrounds the Silerton Fire Station. Plenty of roll to the terrain and a nice 17 acre bean field in center of the property. This farm also borders the Chickasaw State

    Keith Morris Morris and Morris

    0 Tennessee 125, Henderson, TN 38340
  • /24

    $340,000

    • 4 Beds
    • 3 Baths
    • 1,899 Sq Ft

    2515 State Route 125, Henderson, TN 38340

    Welcome home to the peace and privacy of country living in Chester County, Tennessee! Situated on approximately 1.5 acres with no city taxes, this spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, functionality, and room to grow. Includes a private mother-in-law suite, making it ideal for guests or family. A detached workshop provides plenty of space for hobbies, storage, or

    Mary Lawson Nest Realty

    2515 State Route 125, Henderson, TN 38340
  • /39

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    130 Simmons St, Henderson, TN 38340

    LOOKING FOR A GREAT 4 BEDROOM IN TOWN, THEN THIS IS IT. BRICK 4 BR., 2 BATH, HOME LOCATED IN A GREAT LOCATION, GREAT LOT. THIS HOME HAS BEEN VERY WELL MAINTAIN, WITH A METAL ROOF INSTALLED AROUND 4 YEARS AGO. CH/A - 3 MONTHS OLD, THIS IS A MUST SEE, SO CALL AND MAKE THAT APPT TO TAKE A LOOK

    Linda Carter Casey Realtors

    130 Simmons St, Henderson, TN 38340
  • /25

    $200,000

    • Land
    • 65.9 Acres
    • $3,035 per Acre

    0 Plainview Rd, Henderson, TN 38340

    Discover your own private retreat on this secluded 65+ acre rural paradise. Featuring pristine woodlands and the peaceful flow of Jacks Creek winding through the property, this untouched land offers a rare opportunity to embrace nature at its finest. Ideal for off-grid living, recreation, hunting, or creating a one-of-a-kind private estate, the possibilities are endless. Escape the noise and

    Christy Fullington Crye-Leike Elite

    0 Plainview Rd, Henderson, TN 38340
  • /46

    $450,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    1555 Hwy, Henderson, TN 38340

    OK HERE YOU GO, SO MUCH TO OFFER A FAMILY ON THIS PROPERTY, A BEAUTIFUL HOME (3 BR., 2 BATHS), FORMAL D/R, LIVING ROOM W/FIREPLACE, SUNROOM WITH LOTS OF WINDOWS FOR THE OUTSIDE LIGHT) COVERED DECK ON BACK AND COVERED FRONT PORCH. 2 CAR GARAGE WITH A UPRIGHT STORM SHELTER, EXTERNAL STORM SHELTER, 24 X 36 WORKSHOP BY THE HOUSE (HEATED AND COOLED), STORAGE BUILDING, 3 OTHER GREAT BUILDING AND A POLE

    Linda Carter Casey Realtors

    1555 Hwy, Henderson, TN 38340
  • /29

    $319,000

    • Land
    • 23 Acres
    • $13,870 per Acre

    00 Williams Rd, Henderson, TN 38340

    23 ACRES OF LAND IN CHESTER COUNTY! Discover the perfect blend of privacy, convenience, and versatility with this beautiful 23-acre tract with app 1/4 mile of road frontage on Meadows Lane, located just 5 minutes from downtown Henderson, TN - Freed Hardeman University, schools, shopping and dining all while being just outside the city limits . Tucked away in a quiet, low-traffic setting, this

    Tiffany Elder Porchlight Realty West TN

    00 Williams Rd, Henderson, TN 38340
  • /13

    $325,000

    $50K PRICE DROP
    • Land
    • 45.72 Acres
    • $7,108 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 money on building your dream home! Surrounded by beautiful timber, this property provides a peaceful, natural

    Jennifer Stevens Coldwell Banker Southern Realty

    320 Peddy Vestal Loop, 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
  • /18

    $249,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    341 Melodie Cir, Henderson, TN 38340

    Welcome to 341 Melodie Circle in Henderson, Tennessee — where comfort, updates, and privacy come together. This well-maintained home features beautifully updated bathrooms, including a primary suite with a tiled walk-in shower complete with a rainfall showerhead for a spa-like experience. The secondary bathroom offers a stylish tub/shower combo with modern plumbing fixtures and updated flooring,

    Jake Morford Phillips Realty Group

    341 Melodie Cir, Henderson, TN 38340
  • /32

    $410,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,051 Sq Ft

    100 Mary Kate Ln, Henderson, TN 38340

    Located in an established and desirable Henderson neighborhood, this spacious home offers the perfect blend of suburban comfort, functional living, and sustainable, farm-to-table functionality. Situated on a generously sized lot, this exceptional property delivers all the infrastructure and charm you need to start your hobby farm from day one without sacrificing the conveniences of neighborhood

    Christy Fullington Crye-Leike Elite

    100 Mary Kate Ln, Henderson, TN 38340
  • /13

    $330,000

    $18K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    521 Crook Ave, Henderson, TN 38340

    ENJOY THE COMFORT OF A PEACEFUL NEIGHBORHOOD WHILE HAVING PLENTY OF ROOM TO GROW. PROPERTIES WITH THIS MUCH POTENTIAL AND OUTDOOR SPACE ARE HARD TO FIND! BEAUTIFUL BRICK, 3 BEDROOM, 2 BATH HOME IN A HIGHLY DESIRABLE NEIGHBORHOOD! FEATURES INCLUDE: NEARLY 1/2 ACRE LOT W/FENCED IN BACK YARD, NEW METAL ROOF, DOUBLE CARPORT W/ATTACHED SHOP/WORKSHOP, TWO ATTICS FOR EXCEPTIONAL STORAGE (1 FLOORED IN

    Linda Carter Casey Realtors

    521 Crook Ave, Henderson, TN 38340
  • /31

    $219,900

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    248 E 3rd St, Henderson, TN 38340

    Currently a duplex with a 1 BR 1BA unit and a 2BR 1BA unit, (separated by a breezeway), Just remodeled and freshened up with new paint, new floor covering throughout 2BR unit and new paint and new floor covering through most of 1 BR unit. Seller to installed a new Stove and Refrigerator & Dishwasher in both units before closing. ' ALL NEW WINDOWS IN BOTH UNITS. Could be turned into home with

    Linda Carter Casey Realtors

    248 E 3rd St, Henderson, TN 38340
  • /9

    $269,000

    $16K PRICE DROP
    • Land
    • 0 Sq Ft

    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
  • /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
  • /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
  • /29

    $209,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft

    460 Kendyl Cove, Henderson, TN 38340

    Unlock the Potential at 460 Kendyl Cove, Henderson, TN! Bring your vision and transform this 3-bedroom, 2-bath home offering 1,471 square feet on a spacious half-acre lot into the home of your dreams. Whether you're a first-time homebuyer ready to build equity or an investor looking to expand your portfolio, this fixer-upper is packed with opportunity and endless possibilities. Conveniently

    Lisa McGhee Davis ReZults Realty, LLC

    460 Kendyl Cove, Henderson, TN 38340
  • /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
  • /36

    $431,900

    • Land
    • 192 Acres
    • $2,249 per Acre

    0 Hurst Rd, Henderson, TN 38340

    PT-03 is a 192+/- acre hunting, recreational, and timber tract located on Grooms Road and Hurst Road in Chester County, Tennessee. The topography consists of ridges with rolling and sloping hills, offering scenic views and excellent wildlife habitat. Approximately 85 acres consists aging upland pine and hardwoods, as well as an additional 95 acres of loblolly pine plantations planted in 2021,

    Austin Carroll Tutt Land Company

    0 Hurst 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
  • /12

    $377,000

    • Land
    • 0 Sq Ft

    00 Highway 100 E (Tract 2), Henderson, TN 38340

    Discover an exceptional opportunity with this +/- 50-acre tract located in Chester County, just outside the city limits of Henderson, TN. Offering a prime location with convenient access from Mickens Lane, this property is ideal for investors, farmers, or those looking to build for the future. The majority of the acreage is currently tillable, providing immediate income-producing potential while

    Jacob Shelton Buy Dirt Auctions & Realty

    00 Highway 100 E (Tract 2), Henderson, TN 38340
  • /25

    $419,900

    • 3 Beds
    • 3 Baths
    • 2,581 Sq Ft

    1615 Holly Springs Rd, Henderson, TN 38340

    Looking for that little slice of country living? Look no further, this 3 bed 3 bath home checks the boxes. Completely remodeled on all fronts. Each bedroom has it's own bathroom. No matter how you unwind, there's room for it. A formal living room for close family nights and a large den for all the family gatherings. Don't want to be stuck inside? Head outdoors and enjoy peaceful views. Fully

    Christopher Wilkerson Ragan Realty Group

    1615 Holly Springs Rd, Henderson, TN 38340
  • /10

    $225,250

    • Land
    • 0 Sq Ft

    00 Highway 100 E (Tract 1), Henderson, TN 38340

    Located just outside the city limits of Henderson, Tennessee, this +/- 17.62-acre property offers an exceptional opportunity for investors, farmers, or anyone looking to own land in a highly desirable location. With road frontage on both Fourth Street and Mickens Lane, the property provides excellent accessibility and multiple possibilities for future use. Currently in row crop production, the

    Jacob Shelton Buy Dirt Auctions & Realty

    00 Highway 100 E (Tract 1), Henderson, TN 38340
  • /33

    $226,250

    $3K PRICE DROP
    • 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
  • /10

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    137 Fourth St, Henderson, TN 38340

    Welcome home to this charming 3-bedroom, 2-bath residence with attached single car garage. This home blends classic character with thoughtful updates that provide comfort and peace of mind. Ideally located within walking distance to Freed-Hardeman University, this property offers convenient access to campus, local amenities, and the surrounding community. Inside, you'll find a functional layout

    Christopher Lankford Casey Realtors

    137 Fourth St, Henderson, TN 38340
  • /29

    $435,000

    • 4 Beds
    • 2 Baths
    • 2,774 Sq Ft

    320 Rabbit Ranch Rd, Henderson, TN 38340

    4 bedroom 2 bath Brick home on 57.6 acres that offers everything. This 2774 Sq Ft home features Luxury Vinyl floors and a very spacious Living, Dinning and Kitchen area. Other features include a single attach garage and a separate unattached storage and shop. Great place to live and the 57.6 acres offers a great place for hunting and recreation or a good hobby farm. The land also has a Creek that

    Larry Childers Childers Real Estate

    320 Rabbit Ranch Rd, Henderson, TN 38340
  • /25

    $200,000

    • Land
    • 65.9 Acres
    • $3,035 per Acre

    2800 Plainview Rd, Henderson, TN 38340

    Discover your own private retreat on this secluded 65+ acre rural paradise. Featuring pristine woodlands and the peaceful flow of Jacks Creek winding through the property, this untouched land offers a rare opportunity to embrace nature at its finest. Ideal for off-grid living, recreation, hunting, or creating a one-of-a-kind private estate, the possibilities are endless. Escape the noise and

    Kenneth Fullington Crye-Leike Elite Realtors

    2800 Plainview Rd, Henderson, TN 38340
  • /3

    $375,000

    • Land
    • 60 Acres
    • $6,250 per Acre

    795 Hill Ave, Henderson, TN 38340

    You have access from three locations, 1) Williams Rd. 2) A 55 ft. strip between 751 and 777 Hill Ave, and 3) End of Mason Street. This is approximately 60-acre tract more or less that is behind a 10-acre tract at 817 Hill Avenue Ext. and runs from the end of Mason St. to Williams Rd. approximately 2,445 feet from Williams rd to Mason Street. This tract is an irregular shape. Survey available on

    Garry Carroll Crye-Leike Elite

    795 Hill Ave, Henderson, TN 38340

Home Price Trends

Median Sale Price
$255,000
Median Single Family Sale Price
$255,000
Median 2 Bedroom Sale Price
$180,000
Median 1 Bedroom Sale Price
$86,000
Average Price Per Sq Ft
$148
Number of Homes for Sale
29
Last 12 months Home Sales
122
Months of Supply
2.90
Median List Price
$274,950
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
9%
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