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Winchester, TN Homes for Sale under $2,000,000

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  • /80

    $1,849,999

    • 6 Beds
    • 3.5 Baths
    • 3,617 Sq Ft

    3539 Liberty Rd, Winchester, TN 37398

    Exceptional property on 10.5 sprawling acres offering the perfect blend of space, comfort, and resort style outdoor living. The main residence features 3,617 sq. ft. with 6 bed, 3.5 baths, providing ample room for family, guests, and entertaining. The well appointed kitchen showcases beautiful hickory cabinetry, black stainless steel appliances, quartz countertops, abundant storage and generous

    Chesney Luttrell John Smith Jr Realty and Auction LLC

    3539 Liberty Rd, Winchester, TN 37398
  • /48

    $1,750,000

    903 Old Estill Springs Rd, Winchester, TN 37398

    Exceptional 47.5± acre residential development opportunity in the heart of Winchester, TN. This predominantly level, well-drained farm offers frontage on Old Estill Springs Rd., Bible Crossing Rd., and Myers Rd., providing multiple access points for a future subdivision or master-planned community. Adjacent to Winchester City Park, the property presents a rare opportunity to create a

    Thomas Ore Winton Auction & Realty Co.

    903 Old Estill Springs Rd, Winchester, TN 37398
  • /37

    $1,799,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 5,019 Sq Ft

    322 N Porter St, Winchester, TN 37398

    Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #6. Built Ready for a Hot Tub, and Sauna. 3 Car Garage. Basement Level

    Tara Hays Benchmark Realty, LLC

    322 N Porter St, Winchester, TN 37398
  • /8

    $1,500,000

    • Land
    • 19.58 Acres
    • $76,609 per Acre

    405 Sharp Springs Rd, Winchester, TN 37398

    Prime Residential Development Tract – Inside the City Limits of Winchester. This exceptional 19.5± acre development tract presents a rare, in-town opportunity for residential builders and developers seeking scale, location, and long-term upside. The property is strategically located behind Watson Funeral Home and directly adjacent to the established lakefront community of Winchester Village,

    Thomas Ore Winton Auction & Realty Co.

    405 Sharp Springs Rd, Winchester, TN 37398
  • /21

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 2,962 Sq Ft

    107 Brandi Way, Winchester, TN 37398

    Welcome to your Tims Ford Lake retreat! A beautifully maintained 3-bedroom, 2-bath lake house offering the perfect blend of privacy, space, and waterfront living. Set on half an acre with a private dock and boat lift on year-round water, this home puts lake life right outside your back door. Step inside to find a newly renovated kitchen, ready for everything from quiet mornings to entertaining

    Jackson Carroll Compass

    107 Brandi Way, Winchester, TN 37398
  • /10

    $1,999,000

    New Construction
    • 3 Beds
    • 4.5 Baths
    • 3,438 Sq Ft

    0 Leatherwood Dr Unit 3526330, Winchester, TN 37398

    Welcome to lake living at its finest! This beautiful, spacious lakefront home offers the perfect combination of comfort, style, and waterfront living. Situated right on the lake with a dock included, the property features an easy, gently sloping walk to the water—perfect for boating, fishing, swimming, and enjoying everything the lake has to offer.The home showcases board-and-batten

    Christopher (Bra Heath Simmons Realty

    0 Leatherwood Dr Unit 3526330, Winchester, TN 37398

Home Price Trends

Median Sale Price
$379,950
Median Single Family Sale Price
$379,950
Median Townhouse Sale Price
$442,000
Median 2 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
102
Last 12 months Home Sales
196
Months of Supply
6.20
Median List Price
$409,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
7%
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