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Homes for Sale in 37342

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  • /69

    $599,000

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft

    340 Yates Rd, Hillsboro, TN 37342

    Motivated Seller Discover exceptional country living on this prime 17.28-acre farm property in Hillsboro, Tennessee, featuring a solidly constructed 1,700 square foot brick home with beautiful hardwood flooring throughout. This turnkey homestead estate offers the perfect opportunity for hobby farming, livestock operations, horse property, or rural investment in peaceful Coffee County.The

    Agent Photo

    Mike Winton

    Mike Winton Realty & Auction

    (931) 293-1421

    340 Yates Rd, Hillsboro, TN 37342
  • /90

    $1,299,900

    411 Bryan Rd, Hillsboro, TN 37342

    Build your legacy on 102 acres in Hillsboro—minutes to I-24 and close to Arnold Air Force Base (AEDC)—perfectly positioned for work or play. You’re under an hour to Murfreesboro, about an hour to Chattanooga, and roughly 75 minutes to Nashville, giving you big-city access with true country privacy. The land delivers versatility: ~20 acres are cleared for livestock, crops, or a multigenerational

    Charlie Gonzales Southern Middle Realty

    411 Bryan Rd, Hillsboro, TN 37342
  • /29

    $308,900

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    77 Shawna Ln, Hillsboro, TN 37342

    Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a peaceful, established neighborhood. This property offers an ideal blend of comfort, functionality, and value — perfect for first-time buyers, downsizers, or anyone seeking a move-in-ready home. Step inside to an inviting open-concept living area filled with natural light, creating a warm, welcoming atmosphere. The kitchen

    Jessica Simpson Compass

    77 Shawna Ln, Hillsboro, TN 37342
  • /10

    $499,900

    • Land
    • 3.82 Acres
    • $130,864 per Acre

    0 Hillsboro Hwy Unit RTC2941493, Hillsboro, TN 37342

    Prime Commercial Opportunity – Don't miss this exceptional opportunity to own 3 commercial lots totaling 3.84 acres, being sold as one parcel. The possibilities are endless – perfect for a variety of business ventures, development, or investment. Each lot has had a high intensity soil study completed with multiple suitable septic areas, offering strong potential for future residential or

    Haley Gray RE/MAX 1st Realty

    0 Hillsboro Hwy Unit RTC2941493, Hillsboro, TN 37342
  • /49

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    137 Jd Ring Rd, Hillsboro, TN 37342

    Dreaming of the quiet country life with no close neighbors? This charming home offers the perfect blend of privacy and character, reminiscent of a cozy chalet with a warm country feel. Nestled on a dead-end road, you'll love the peaceful surroundings and spacious layout. Living room includes a charming fireplace with gas logs for comfort and ambiance. Enjoy added functionality with a floored

    Connie Brantley Century 21 Coffee County Realty & Auction

    137 Jd Ring Rd, Hillsboro, TN 37342
  • /42

    $600,000

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

    954 Newt Vanattia Rd, Hillsboro, TN 37342

    This is the Unicorn you've been looking for!! Welcome home to the simple joys of country living. Tucked away on 8 peaceful acres, this 3 bed, 2.5 bath home offers room to breathe, grow, and reconnect with nature. Spend slow mornings sipping coffee on your front or back porches, fishing your stocked pond, pick fresh fruit right from your own trees, and watch deer wander by as the sun sets over

    Kasidy Lowe Compass Tennessee, LLC

    954 Newt Vanattia Rd, Hillsboro, TN 37342
  • /28

    $314,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4437 Hickerson Rd, Manchester, TN 37355

    Charming home in a peaceful country setting, just 5.7 miles from I-24, Walmart, and local restaurants. Situated on 3.14 acres, this property offers both privacy and space. The home has been completely updated and features a spacious kitchen and generously sized bedrooms. Recent improvements include a new metal roof (2025), new subfloor in the living room, new joists throughout, a vapor barrier

    Amanda Koziol eXp Realty

    4437 Hickerson Rd, Manchester, TN 37355
  • /15

    $440,000

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

    0 Meadows Rd Unit RTC2914682, Hillsboro, TN 37342

    44 acres in the beautiful Henry Cove area of Hillsboro! Field section has had soil work checked and according to seller anywhere in the field is perkable. Electricity, and Internet should be readily available at the road. Utility water and Natural Gas is nearby. Restricted to no hog, swine, or commercial chicken farms.

    Charlie Gonzales Southern Middle Realty

    0 Meadows Rd Unit RTC2914682, Hillsboro, TN 37342
  • /2

    $1,772,280

    • Land
    • 98.46 Acres
    • $18,000 per Acre

    0 Clarence Finney Rd, Hillsboro, TN 37342

    BUY LAND, they are not making it anymore. You have an opportunity to buy this land 3 different ways. This property has been subdivided into twelve 5+ acres and one 34.78 acres. Discover the extraordinary potential of this sprawling farm, a true rural oasis with multiple ponds, spanning across a generous expanse of land. Whether you're an aspiring farmer, an investor seeking development

    Fhonda Hatmaker eXp Realty

    0 Clarence Finney Rd, Hillsboro, TN 37342
  • /9

    $280,000

    • Land
    • 7 Acres
    • $40,000 per Acre

    0 Hillsboro Viola Rd, Hillsboro, TN 37342

    7+/- acres in the beautiful Henry Cove area of Hillsboro! The field section has had soil work checked, and according to the seller, anywhere in the field is perkable. Water, Electricity, Natural Gas, and Internet should be readily available on the road. The seller is a builder and will be the builder for any future construction on the lot. Restricted to no hog, swine, or commercial chicken farms.

    Charlie Gonzales Southern Middle Realty

    0 Hillsboro Viola Rd, Hillsboro, TN 37342
  • /24

    $695,600

    • Land
    • 34.78 Acres
    • $20,000 per Acre

    1 Clarence Finney Rd, Hillsboro, TN 37342

    BUY LAND – they’re not making it anymore! Hillsboro is the kind of place where neighbors wave, families gather, and life moves at a more peaceful pace. Welcome to an incredible opportunity in the heart of Hillsboro, TN, one of Coffee County’s most cherished communities. Known for its small-town charm, scenic countryside, and central location between Manchester and Tullahoma, Hillsboro is where

    Fhonda Hatmaker eXp Realty

    1 Clarence Finney Rd, Hillsboro, TN 37342
  • /53

    $685,000

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    1055 Newt Vanattia Rd, Hillsboro, TN 37342

    This stunning 4 bedroom, 2 bath home is only 2 years old and sits on 2.5 acres in Hillsboro, TN. Offering 1,989 sq. ft. of living space, the home features an efficient floor plan, paved driveway, and dual attached garages with a combined 1,011 sq. ft. that connect for convenience. Outdoors, enjoy a 20x40 underground pool with 8 ft. depth, concrete walkways leading to the pool entrance, and a

    Alice Roberts eXp Realty

    1055 Newt Vanattia Rd, Hillsboro, TN 37342
  • /25

    $150,000

    • Land
    • 5.47 Acres
    • $27,422 per Acre

    1 Clarence Finney Rd, Hillsboro, TN 37342

    BUY LAND – they’re not making it anymore! Hillsboro is the kind of place where neighbors wave, families gather, and life moves at a more peaceful pace. Welcome to an incredible opportunity in the heart of Hillsboro, TN, one of Coffee County’s most cherished communities. Known for its small-town charm, scenic countryside, and central location between Manchester and Tullahoma, Hillsboro is the

    Fhonda Hatmaker eXp Realty

    1 Clarence Finney Rd, Hillsboro, TN 37342
  • /2

    $318,000

    • Land
    • 3.17 Acres
    • $100,315 per Acre

    0 Hillsboro Hwy Unit RTC2781377, Hillsboro, TN 37342

    This prime parcel of land offers incredible commercial potential in the heart of Coffee County, Tennessee, within the thriving community of Manchester. Known for its charm and rapid growth, Manchester is home to the world-famous Bonnaroo Music & Arts Festival and serves as a hub for residents and visitors alike. This property is conveniently located just off US Hwy 41 S, in a high-traffic area

    Fhonda Hatmaker eXp Realty

    0 Hillsboro Hwy Unit RTC2781377, Hillsboro, TN 37342
  • /25

    $150,000

    • Land
    • 5.15 Acres
    • $29,126 per Acre

    0 Old Airport Rd, Hillsboro, TN 37342

    Welcome to Your Dream Property in Hillsboro, Tennessee! Nestled in the heart of beautiful Hillsboro, this expansive new land listing offers a rare opportunity: over 60 acres of stunning Tennessee countryside, thoughtfully divided into 11 parcels. Each parcel ranges from about five to eight acres, giving you the perfect blend of space and freedom to craft your ideal homestead. Imagine waking up to

    Rachel Bruner Greater Chattanooga Realty, Keller Williams Realty

    0 Old Airport Rd, Hillsboro, TN 37342
  • /63

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 3,460 Sq Ft

    183 Prairie Plains Rd, Hillsboro, TN 37342

    Discover the charm and space of this impressive all brick and stone ranch-style home, perfectly nestled among mature trees with breathtaking mountain views!! This spacious residence offers the ideal blend of rustic elegance and modern comfort, featuring three bedrooms, three full bathrooms, two cozy wood-burning fireplaces and a partial basement for extra storage or expansion potential. Enjoy the

    Victoria Monilaw Better Homes & Gardens Real Estate Heritage Group

    183 Prairie Plains Rd, Hillsboro, TN 37342
  • /37

    $239,900

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    191 Shawna Ln, Hillsboro, TN 37342

    From the minute you walk in you will appreciate this fully remodeled brick home in a great neighborhood. This one features an open concept with the living room, kitchen and dining together creating a great open space, the kitchen has updated cabinets and a large island with a butcher block. the den is located just off the kitchen and has its own entry. With updated fixtures throughout this one is

    Steve Jernigan Steve Jernigan Realty

    191 Shawna Ln, Hillsboro, TN 37342
  • /2

    $646,080

    • Land
    • 40.38 Acres
    • $16,000 per Acre

    0 Miller Crossroads Rd, Hillsboro, TN 37342

    Explore this 40.38 acre parcel of untouched wilderness, a nature enthusiast's dream. Abundant mature trees offer potential for sustainable logging, while the wildlife-rich landscape beckons hunters, and this huge plat could provide privacy for camping or RVing lifestyle. This blank canvas of natural beauty promises endless recreational possibilities. Your blank canvas awaits. Additionally, the

    Fhonda Hatmaker eXp Realty

    0 Miller Crossroads Rd, Hillsboro, TN 37342
  • /5

    $100,000

    • Land
    • 3 Acres
    • $33,333 per Acre

    0 Simmons Rd Unit RTC2813975, Hillsboro, TN 37342

    Three wooded acres with beautiful mountain views and a 4-bedroom perk site — perfect for your dream home! The property has been surveyed and has water and electricity available at the road.

    Amanda Koziol eXp Realty

    0 Simmons Rd Unit RTC2813975, Hillsboro, TN 37342
  • /70

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    774 Sherrell Rd, Hillsboro, TN 37342

    Tucked away on 4.5 beautiful acres, this charming and well-kept Victorian home offers the perfect blend of privacy and convenience. The expansive, level yard is mostly cleared—ideal for outdoor fun, gardening, or simply soaking in the peaceful surroundings. Inside, you’ll find 3 bedrooms, 2.5 baths, and a flexible 4th bedroom/office upstairs. The kitchen features a distinctive layout with a

    Melissa Leedy Mike Winton Realty & Auction

    774 Sherrell Rd, Hillsboro, TN 37342
  • /100

    $1,499,900

    • 4 Beds
    • 4.5 Baths
    • 4,509 Sq Ft

    69 Meadows Rd, Hillsboro, TN 37342

    Motivated Seller! Needing to sell! Incredible opportunity on 10 acres! This versatile estate offers privacy, space, and stunning mountain top views. The main home spans approx. 4,509 sqft and features 4 bedrooms (with potential for more), 4.5 bathrooms, a separate dining room, sunroom, and a large upstairs with 3 closets (2 walk-in). Enjoy a beautiful stone wood-burning fireplace, custom

    Charlie Gonzales Southern Middle Realty

    69 Meadows Rd, Hillsboro, TN 37342
  • /31

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    1756 Winchester Hwy Unit 1756, Hillsboro, TN 37342

    This home is conveniently located near I-24 and just down the street from the Hillsboro Elementary School. Well-maintained ranch-style home featuring 3 bedrooms and 2 full baths. Spacious primary suite includes a walk-in tile shower. Large laundry room/ pantry storage. Central heat and air with gas wall units for backup. Exterior features include a 2-car garage, 2-car carport, 16x12 storage

    Susan Baker BHGRE Baker & Cole

    1756 Winchester Hwy Unit 1756, Hillsboro, TN 37342
  • /25

    $135,000

    • Land
    • 5.01 Acres
    • $26,946 per Acre

    1 Newt Vanattia Rd, Hillsboro, TN 37342

    BUY LAND – they’re not making it anymore! Hillsboro is the kind of place where neighbors wave, families gather, and life moves at a more peaceful pace. Welcome to an incredible opportunity in the heart of Hillsboro, TN, one of Coffee County’s most cherished communities. Known for its small-town charm, scenic countryside, and central location between Manchester and Tullahoma, Hillsboro is the

    Fhonda Hatmaker eXp Realty

    1 Newt Vanattia Rd, Hillsboro, TN 37342
  • /2

    $318,000

    • Land
    • 3.17 Acres
    • $100,315 per Acre

    0 Hillsboro Hwy Unit RTC2784988, Hillsboro, TN 37342

    Great lot with commercial potential, on a extremely busy, highly populated highway. EXCELLENT COMMERCIAL POTENTIAL Lot just off of US Hwy 41 S just past Walmart Great for any Retail or Professional needs. High traffic area in a popular community!! The people will be knocking at your business's door to give you their money! GET this money magnet parcel while you still can! Call today! Minimal

    Fhonda Hatmaker eXp Realty

    0 Hillsboro Hwy Unit RTC2784988, Hillsboro, TN 37342
  • /97

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    116 Coventry Ct, Hillsboro, TN 37342

    This beautifully maintained 1,899 sq ft home offers a smart split floorplan, an open kitchen–living layout, and a spacious bonus room over the garage. The interior flows perfectly for everyday living and entertaining, enhanced by well-kept, beautiful landscaping that adds curb appeal and outdoor enjoyment. Outside, the property delivers exceptional utility with an oversized 2-car attached garage,

    Charlie Gonzales Southern Middle Realty

    116 Coventry Ct, Hillsboro, TN 37342
  • /35

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,500 Sq Ft

    566 Clarence Finney Rd, Hillsboro, TN 37342

    This beautiful split-level farmhouse offers 3,500 sq. ft. of living space with 4 spacious bedrooms and 3 full baths. Set on 6.26 acres with a pond, the property includes approximately 3 acres of fenced pasture, perfect for animals. The huge fully concrete barn features 3 horse stalls, an elevated tack room, An additional hay barn is also included. The land is adorned with 3 pear trees and 3

    Brenda Daniel United Real Estate Middle Tennessee

    566 Clarence Finney Rd, Hillsboro, TN 37342
  • /11

    $214,999

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    0 N G St Unit RTC2998415, Hillsboro, TN 37342

    Discover this brand new 2025 Clayton Tru 'Satisfaction' model TRU28483R home on a spacious 0.46 acre lot. This is being offered as a land home package and will be installed on a permanent foundation allowing for FHA, VA, and other financing options! The home is going to be 3 beds and 2 baths. Also included will be stairs leading to the home in the front and back of the home and newly placed

    Daniel Demers Sell Your Home Services, LLC

    0 N G St Unit RTC2998415, Hillsboro, TN 37342
  • /11

    $420,000

    • Land
    • 20 Acres
    • $21,000 per Acre

    0 Bailey Rd, Hillsboro, TN 37342

    Discover your slice of Tennessee paradise with this gorgeous 20-acre unrestricted property nestled in the peaceful countryside of Hillsboro, TN. Surrounded by breathtaking mountain views and wide-open skies, this rare find offers the perfect blend of privacy, natural beauty, and limitless potential. Whether you’re dreaming of building a custom home, starting a mini farm, or developing a

    Madeleine Duncan The Bogetti Partners

    0 Bailey Rd, Hillsboro, TN 37342
  • /73

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 3,297 Sq Ft

    2828 Bains Rd, Hillsboro, TN 37342

    Beautifully maintained home sitting on 5 acres of open field that backs up to woods and nature. This home offers so much in open kitchen concept with beautiful cabinets and crown moldings. Eat in kitchen area, bar area, den with gas fireplace and formal dining that goes out to a huge back porch/patio area that would be awesome for entertaining. The main living room is huge and opens up to the

    Lynn Willis Sewanee Realty

    2828 Bains Rd, Hillsboro, TN 37342
  • /25

    $135,000

    • Land
    • 5.78 Acres
    • $23,356 per Acre

    1 Clarence Finney Rd, Hillsboro, TN 37342

    BUY LAND – they’re not making it anymore! Hillsboro is the kind of place where neighbors wave, families gather, and life moves at a more peaceful pace. Welcome to an incredible opportunity in the heart of Hillsboro, TN, one of Coffee County’s most cherished communities. Known for its small-town charm, scenic countryside, and central location between Manchester and Tullahoma, Hillsboro is the

    Fhonda Hatmaker eXp Realty

    1 Clarence Finney Rd, Hillsboro, TN 37342
  • /5

    $243,270

    • Land
    • 9.01 Acres
    • $27,000 per Acre

    0 Bains Rd Tract 8, Hillsboro, TN 37342

    This property now features two newly identified perc sites for 3+ bedroom homes. It offers 358 feet of road frontage on Bains Rd, along with a newly granted easement right for entry from Newt Vanattia Rd. With county approval, this land can be subdivided into multiple build sites, making it a prime opportunity for investors. There are minimal restrictions, ensuring you can enjoy the land to its

    Fhonda Hatmaker eXp Realty

    0 Bains Rd Tract 8, Hillsboro, TN 37342
  • /2

    $243,270

    • Land
    • 9.01 Acres
    • $27,000 per Acre

    0 Bains Rd, Hillsboro, TN 37342

    This property has been in the same family for many years, this is the first time this acreage has been publicly listed! LOCATION! LOCATION! LOCATION! Hillsboro is known for its rural charm and scenic countryside, making it an attractive destination for those seeking a peaceful & tranquil lifestyle away from the hustle-N-bustle of the big city life. Welcome to home to Hillsboro, TN! This

    Fhonda Hatmaker eXp Realty

    0 Bains Rd, Hillsboro, TN 37342
  • /44

    $499,900

    • 4 Beds
    • 2 Baths
    • 2,991 Sq Ft

    3645 Prairie Plains Rd, Hillsboro, TN 37342

    This spacious one owner custom built 4-bedroom 2 bath home is nestled in a peaceful country setting on 3.1 acres, offering both privacy and plenty of room to enjoy the outdoors. The large master suite features a generous master bath, perfect for relaxation and comfort. A dedicated sewing room provides an ideal space for crafting or working on projects. The great room is expansive and inviting,

    Ron Wheeler Century 21 Coffee County Realty & Auction

    3645 Prairie Plains Rd, Hillsboro, TN 37342
  • /100

    $1,899,900

    • 4 Beds
    • 4.5 Baths
    • 4,509 Sq Ft

    69 Meadows Rd, Hillsboro, TN 37342

    Motivated Seller! Needing to sell! Incredible opportunity on 61 acres! This versatile estate offers privacy, space, and stunning mountain top views. The main home spans approx. 4,509 sqft and features 4 bedrooms (with potential for more), 4.5 bathrooms, a separate dining room, sunroom, and a large upstairs with 3 closets (2 walk-in). Enjoy a beautiful stone wood-burning fireplace, custom

    Charlie Gonzales Southern Middle Realty

    69 Meadows Rd, Hillsboro, TN 37342
  • /36

    $370,000

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft

    1431 Winchester Hwy, Hillsboro, TN 37342

    Incredible Opportunity in Hillsboro – Two Lots Included! This newly renovated one-level home on a spacious lot in Hillsboro offers an amazing blend of modern comfort and unique character. Included in the sale are two lots – one with a stunning, 4,000 sq. ft. home and the other featuring an adjacent vacant lot with plumbing and electrical infrastructure nearby, perfect for a future build. The

    Brad Elam Elam Real Estate

    1431 Winchester Hwy, Hillsboro, TN 37342
  • /2

    $243,270

    • Land
    • 9.01 Acres
    • $27,000 per Acre

    0 Bains Rd Tract 6, Hillsboro, TN 37342

    This property has been in the same family for many years, this is the first time this acreage has been publicly listed! LOCATION! LOCATION! LOCATION! Hillsboro is known for its rural charm and scenic countryside, making it an attractive destination for those seeking a peaceful & tranquil lifestyle away from the hustle-N-bustle of the big city life. Welcome to home to Hillsboro, TN! This

    Fhonda Hatmaker eXp Realty

    0 Bains Rd Tract 6, Hillsboro, TN 37342
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