Browse All Hampshire TN Single Family Properties for Sale

2 Beds ⋅ 2 Baths ⋅ 3620479 MLS ⋅ ACTIVE Status ⋅ 16.35 Acres ⋅ 38461 Zip Code

Main House used as short term rental w/2 Bedrooms (3 actual Beds) + Caretaker's House w/ 1 Bedroom + Second Story Suite in Event Hall Building with 1 Bedroom. A wonderful opportunity to own 16 acres of rolling Tennessee countryside with two residences, expansive entertaining spaces, and an established winery and vineyard! Situated along the scenic Natchez Trace corridor, Natchez Hills Vineyard & Winery offers a unique combination of private country living, recreational opportunities, and income-producing potential. The property features a recently renovated 1,340-square-foot cottage, ideal as a primary residence, private retreat, or short-term rental. A separate 692-square-foot caretaker's house provides additional accommodations for guests, extended family, or on-site property management. Surrounded by picturesque countryside and an established vineyard, the setting offers privacy, natural beauty, and room to create a truly one-of-a-kind estate. Beyond the residences, the property offers an impressive collection of improvements designed for entertaining, hospitality, and agricultural use. A 4,832-square-foot event venue features a stage, bar, commercial kitchen, and former recording studio that could serve as additional overnight flex space with a full bathroom. Outdoor gathering areas provide beautiful views of the surrounding landscape, while a 728-square-foot maintenance shed offers additional storage and utility space. Also included is a fully equipped 6,050-square-foot winery production facility and tasting room, complete with wine production equipment and an established vineyard. With two residences, substantial existing infrastructure, ample parking, and versatile improvements across 16 acres, the possibilities extend far beyond a traditional residential property. Please do not visit the property without an agent.

109 Overhead Bridge Rd, Hampshire

$465,000

4 Beds ⋅ 3 Baths ⋅ 3603746 MLS ⋅ ACTIVE Status ⋅ 47.03 Acres ⋅ 38461 Zip Code

Rare opportunity to own 47 unrestricted acres at the end of James Zimmerman Rd. in Hampshire! This property features a partially completed home totaling approx. 2,250sf, combining a 1,500sf original residence (built in 1988) with a 750sf addition. Framed for 4 BR & 3 full BA, the home is supported by an existing 4BR septic. Partially updated with finished drywall & new windows. The sellers began renovations, leaving a solid foundation for completion and customization. The land offers multiple building sites, rolling terrain, two year-round springs, creeks, & two picturesque 30’ waterfalls! A 910sf block shop/garage with concrete floors & electric provides workspace or storage. Located in Lewis County near the Maury County line - 20 minutes to Columbia, 45 minutes to Spring Hill, & 1 hour to Franklin. Nearby wineries & Natchez Trace Parkway. Survey completed in 2020. Approx. 350’ road frontage. Being sold AS-IS. A rare combination of acreage, privacy, water, & development potential!

465 James Zimmerman Rd, Hampshire

$799,000

3 Beds ⋅ 3 Baths ⋅ 3598796 MLS ⋅ ACTIVE Status ⋅ 8.58 Acres ⋅ 38461 Zip Code

An oasis overflowing with natural beauty, peace, and details that come together and create a one of a kind masterpiece. A home that feels like a permeant retreat. A property set up to survive and thrive. Tucked backed amongst mature Tennessee hardwoods shaded by nature and surrounded by views in every direction. Front porch looking over a spring fed pond stocked with fish with a cleared area for sitting, gathering, fishing, or a cozy morning coffee. Property has a well established and flourishing garden, a fenced in area and a food plot for hunting. Homestead capabilities, seller has previously had pigs, goats, ponies & chickens Home has 2 primary bedrooms. An additional room that could be used as an office, bedroom, storage, guest room, creative space, play room or anything your heart desires. Attic could be converted into additional living space. Fiber optic internet through United Communications. Underground electric. Working wood stove. City water. A short drive to Columbia or Hohenwald. 2000sqft Shop/building in front of the property used to be a store front, currently used as storage/work space. Has 2x4 walls, is fully insulated and has a room that was planned to be a bathroom but is not completed. Has 9ft ceilings, running water, AC, and 220v for a welder/RV hook up. Could be converted into a second living space, mother in law suite, family compound or a very cool hangout! Close to the Natchez Trace, Amber Falls Winery and Keg Springs Winery which also host several weddings throughout the year making an air bnb a great possibility for the shop. Equipped, prepared, well established and maintained. 27 Acres with 3 springs adjoining to the property may also be purchased to add to this beautiful haven. (MLS # 3270439)

4574 Hampshire Pike, Hampshire

$234,900

5 Beds ⋅ 1 Baths ⋅ 3543042 MLS ⋅ ACTIVE Status ⋅ 1.19 Acres ⋅ 38461 Zip Code

Embrace a unique piece of Hampshire history with this exceptional 1.19-acre property offering unparalleled versatility. Located in the heart of the quaint and highly desirable Hampshire community, this rare find features two residential structures, a large barn, and an additional storage building—making it a wonderful canvas for your imagination. The charming, historic farmhouse features 2,233 square feet and offers a roomy 5-bedroom layout. Filled with character and classic appeal, it offers a nice layout ready for your personal updates to restore it to its full glory. The second residence has the potential of 1002 square feet and has been prepped for a full renovation. It has the unique potential for a variety of uses - a guest house, multi-generational living, or income-producing property. A large barn and a storage building provide additional storage on the property. Come and explore the myriad of possibilities - whether using the existing historic character and restoring the existing homes or taking advantage of this prime site to build a new home in a charming location - there so many possibilities!

4103 Hampshire Pike, Hampshire

$249,900

2 Beds ⋅ 1 Baths ⋅ 3526008 MLS ⋅ ACTIVE Status ⋅ 0.65 Acres ⋅ 38461 Zip Code

Escape to the rolling Hampshire countryside in this beautifully updated ranch home set on a picturesque 0.65-acre lot framed by mature trees. Perfect as a primary residence, artist’s retreat, or peaceful weekend getaway, this home offers modern convenience blended with scenic country living. The interior showcases fresh paint, refinished original hardwoods, new luxury vinyl plank (LVP) flooring, and charming tongue-and-groove accents. The updated kitchen features new cabinetry, butcher block countertops and SMART appliances—all of which remain, along with the washer and dryer and a NEST thermostat. Additional highlights include newer replacement windows, an attached storage room for tools and gear, and scenic countryside views. Enjoy the tranquility of rural life with easy access to the Natchez Trace Parkway and a convenient commute to both Columbia and Hohenwald. Move-in ready and full of charm!

4854 Dry Fork Rd, Hampshire

$499,000

2 Beds ⋅ 3 Baths ⋅ 3311659 MLS ⋅ ACTIVE Status ⋅ 3.01 Acres ⋅ 38461 Zip Code

Turnkey, Fully Furnished Tennessee Retreat with Proven Vacation Rental History! Welcome to Hampshire Estate – Songwriter's Escape, a beautifully maintained and highly rated retreat nestled in the peaceful countryside of Hampshire, Tennessee. With 10/10 Exceptional guest reviews, this fully furnished property offers a rare opportunity to own a move-in-ready home, private getaway, or established income-producing investment. The home features 2 spacious bedrooms, 3 full bathrooms, and accommodations for up to 8 guests. Every detail has been thoughtfully curated to create a warm, inviting atmosphere where family and friends can relax and reconnect. Step outside to enjoy the expansive outdoor living space featuring a private hot tub, scenic countryside and mountain views, and plenty of room to unwind under the Tennessee sky. The fully equipped kitchen, central HVAC, washer & dryer and ample parking, make this property as practical as it is charming. Located just a short drive from some of Middle Tennessee's favorite destinations, you'll enjoy convenient access to Natchez Hills Vineyard, Amber Falls Winery & Cellars, Keg Springs Winery, and downtown Nashville, making this an ideal location for both personal enjoyment and guest appeal. Property Highlights: Spacious deck and outdoor entertaining area All furnishings included with the sale! Fully equipped kitchen Central heating and air Ample parking Whether you're looking for a peaceful full-time residence, a weekend retreat, or a turnkey investment property with an established reputation, Hampshire Estate offers the perfect blend of comfort, convenience, and Tennessee charm. Simply bring your suitcase—everything else is already here!

3838 Old State Rd, Hampshire

$284,900

3 Beds ⋅ 2 Baths ⋅ 3272143 MLS ⋅ PENDING Status ⋅ 0.58 Acres ⋅ 38461 Zip Code

Step back in time with this historic home full of character and potential. Located in the heart of charming Hampshire, this property is ready for renovation and offers a rare opportunity to restore its original beauty. Featuring timeless architectural details such as 12' ceilings, deep moldings, arched doorways, and spacious rooms, this classic beauty offers endless possibilities. This home is perfect for investors, restoration enthusiasts, or buyers looking to create a beautiful home. Bring your vision and breathe new life into this local treasure.

4139 Hampshire Pike, Hampshire

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.

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Browse All Hampshire TN Single Family Properties for Sale

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