Winchester, TN homes for sale & real estate

226 homes

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105 Cannonball Ct, Winchester, TN 37398
105 Cannonball Ct, Winchester, TN 37398
105 Cannonball Ct, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
This 5BR /5BA Home located in a quiet cul de sac has a view of pond with water fountain. Short golf cart ride away from Twin Creeks Marina. Plenty of space for entertaining family and friends. The main floor has a spacious kitchen, large breakfast nook, formal dining, a den, Master Suite & 2 full baths. Upstairs is 2nd master bedroom with private balcony, 3 additional bedrooms, large bonus room and a game room. This home has a lot to offer lake lovers that are either seeking a primary residence or a second home. Great room has stacked stone fireplace and sliding glass doors opening out onto covered back deck. Kitchen has Kitchen-Aid appliances(gas cook top and double ovens. ) Owner/Ag

$949,900

5 beds5 baths4,748 sq ft

105 Cannonball Ct, Winchester, TN 37398

0.36 acre lot • 3 garage spots • Community pool

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

114 Magrath Rd, Winchester, TN 37398
114 Magrath Rd, Winchester, TN 37398
114 Magrath Rd, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Gorgeous brick/rock 4br 3ba home with huge bonus room. HW and tile flooring, granite counters, concrete stamp shower, walk in closets, loads of trim, fireplaces, and much more make this home a must see!!

$550,000

4 beds3 baths2,600 sq ft

114 Magrath Rd, Winchester, TN 37398

0.67 acre lot • Garage • Huge bonus room

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

46 Willow Dr, Winchester, TN 37398
46 Willow Dr, Winchester, TN 37398
46 Willow Dr, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Welcome to 46 Willow Drive, where modern elegance meets breathtaking natural beauty! This stunning house, nestled in a peaceful neighborhood, offers spectacular lake views that will captivate you from the moment you step inside the door. Whether you’re hosting a lively gathering or savoring a quiet morning coffee, this home provides the perfect setting for both relaxation and entertainment. Conveniently located near local amenities, outdoor activities, and entertainment, this home offers the perfect balance of tranquility and access to vibrant community life. Whether you’re a family looking for a long-term residence or an individual seeking a peaceful retreat, this property will

$720,000

3 beds2.5 baths2,920 sq ft

46 Willow Dr, Winchester, TN 37398

0.72 acre lot • 2 garage spots • Kitchenette

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

1549 Mansford Rd, Winchester, TN 37398
1549 Mansford Rd, Winchester, TN 37398
1549 Mansford Rd, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
This beautifully crafted home showcases a stunning exterior of natural stone and cedar that blends seamlessly into its peaceful surroundings. Nestled on your option to purchase with either + \ -1.25 acre or with + \ -17.71 acres. Inside, you'll find a perfect balance of character and comfort-- original details that reflect the home's timeless charm, thoughtfully paired with tasteful updates. Whether you're enjoying quiet evenings in the hot tub outback or cooking dinner inside you will feel right at home in this cozy aboad.

$850,000

3 beds2 baths1,964 sq ft

1549 Mansford Rd, Winchester, TN 37398

17.71 acre lot • 2 garage spots • Tasteful updates

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

247 Oak Cir, Winchester, TN 37398
247 Oak Cir, Winchester, TN 37398
247 Oak Cir, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Auction property. Bid online or live day of sale August 16 @ 10 AM. Brick home in Dripping Springs with lake access to Tims Ford Lake.

Unknown

4 beds2.5 baths2,860 sq ft

247 Oak Cir, Winchester, TN 37398

0.42 acre lot • 2 garage spots • Brick home

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 74 Summerlake Ct, Winchester, TN 37398, 3 beds, 3.5 baths

$825,000

3 beds3.5 baths2,504 sq ft

74 Summerlake Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 54 Foyer Dr, Winchester, TN 37398, 4 beds, 3 baths

$605,900

4 beds3 baths2,749 sq ft

54 Foyer Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 6685 Lynchburg Rd, Winchester, TN 37398, 4 beds, 2 baths

$685,000

4 beds2 baths2,282 sq ft

6685 Lynchburg Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 319 Campfire Ct, Winchester, TN 37398, 3 beds, 3.5 baths

$609,000

3 beds3.5 baths2,579 sq ft

319 Campfire Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 13 Lake Life Ct, Winchester, TN 37398, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,985 sq ft

13 Lake Life Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 995 Dripping Springs Rd, Winchester, TN 37398, 3 beds, 2.5 baths

$1,195,000

3 beds2.5 baths2,256 sq ft

995 Dripping Springs Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 67 Summerset Dr, Winchester, TN 37398, 3 beds, 2.5 baths

$504,900

3 beds2.5 baths2,543 sq ft

67 Summerset Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 65 Campfire Ct, Winchester, TN 37398, 3 beds, 3.5 baths

$499,900

3 beds3.5 baths2,564 sq ft

65 Campfire Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 332 Country Club Rd, Winchester, TN 37398, 4 beds, 3 baths

$519,000

4 beds3 baths2,081 sq ft

332 Country Club Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 316 Campfire Ct, Winchester, TN 37398, 3 beds, 3.5 baths

$559,000

3 beds3.5 baths2,538 sq ft

316 Campfire Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at FB 217 Plan, Winchester, TN 37398, 4 beds, 4.5 baths

$1,329,000

4 beds4.5 baths3,492 sq ft

FB 217 Plan, Winchester, TN 37398

Listing provided by Zillow

Property at 346 Campfire Ct, Winchester, TN 37398, 4 beds, 3 baths

$568,000

4 beds3 baths2,265 sq ft

346 Campfire Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 119 Spring Hill Dr, Winchester, TN 37398, 3 beds, 1 bath

$320,000

3 beds1 bath1,470 sq ft

119 Spring Hill Dr, Winchester, TN 37398

Property at 162 Grizzell Ln, Winchester, TN 37398, 4 beds, 2.5 baths

Unknown

4 beds2.5 baths4,075 sq ft

162 Grizzell Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 17 Cannonball Ct, Winchester, TN 37398, 4 beds, 3.5 baths

$849,900

4 beds3.5 baths2,956 sq ft

17 Cannonball Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at FB 173 Plan, Winchester, TN 37398, 6 beds, 5 baths

$1,600,000

6 beds5 baths4,352 sq ft

FB 173 Plan, Winchester, TN 37398

Listing provided by Zillow

Property at FB 175 Plan, Winchester, TN 37398, 4 beds, 5 baths

$1,550,000

4 beds5 baths4,089 sq ft

FB 175 Plan, Winchester, TN 37398

Listing provided by Zillow

Property at FB 216 Plan, Winchester, TN 37398, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths3,380 sq ft

FB 216 Plan, Winchester, TN 37398

Listing provided by Zillow

Property at 712 Fanning Bnd #217, Winchester, TN 37398, 4 beds, 4.5 baths

$1,329,000

4 beds4.5 baths3,492 sq ft

712 Fanning Bnd #217, Winchester, TN 37398

Listing provided by Zillow

Property at 86 Simmons Cir #175, Winchester, TN 37398, 4 beds, 5 baths

$1,550,000

4 beds5 baths4,089 sq ft

86 Simmons Cir #175, Winchester, TN 37398

Listing provided by Zillow

Property at 947 Fanning Bend Dr #173, Winchester, TN 37398, 6 beds, 5 baths

$1,600,000

6 beds5 baths4,352 sq ft

947 Fanning Bend Dr #173, Winchester, TN 37398

Listing provided by Zillow

Property at 114 Allen Dr, Winchester, TN 37398, 3 beds, 2 baths

$279,900

3 beds2 baths1,400 sq ft

114 Allen Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 426 Maple Bend Rd, Winchester, TN 37398, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,981 sq ft

426 Maple Bend Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 208 Loop Dr, Winchester, TN 37398, 4 beds, 3.5 baths

$1,289,900

4 beds3.5 baths2,906 sq ft

208 Loop Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 160 Anderton Dr, Winchester, TN 37398, 4 beds, 2 baths

$439,900

4 beds2 baths1,900 sq ft

160 Anderton Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 265 Shasteen Bend Dr, Winchester, TN 37398, 3 beds, 2 baths

$829,700

3 beds2 baths2,349 sq ft

265 Shasteen Bend Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 246 Lookout Dr, Winchester, TN 37398, 4 beds, 2 baths

$494,000

4 beds2 baths2,044 sq ft

246 Lookout Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 86 Simmons Cir, Winchester, TN 37398, 4 beds, 5 baths

$1,550,000

4 beds5 baths4,080 sq ft

86 Simmons Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 16 Blairmont Ct, Winchester, TN 37398, 4 beds, 3.5 baths

$859,900

4 beds3.5 baths4,109 sq ft

16 Blairmont Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 165 13th Ave NW, Winchester, TN 37398, 3 beds, 2 baths

$384,900

3 beds2 baths1,526 sq ft

165 13th Ave NW, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1108 N Jefferson St, Winchester, TN 37398, 4 beds, 5.5 baths

$1,118,000

4 beds5.5 baths3,157 sq ft

1108 N Jefferson St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 263 Riva Lake Rd, Winchester, TN 37398, 3 beds, 2.5 baths

$397,000

3 beds2.5 baths1,903 sq ft

263 Riva Lake Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 236 Tims Ford Dr, Winchester, TN 37398, 4 beds, 4.5 baths

$994,236

4 beds4.5 baths6,152 sq ft

236 Tims Ford Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 106 Hammock Dr, Winchester, TN 37398, 3 beds, 3.5 baths

$775,000

3 beds3.5 baths3,028 sq ft

106 Hammock Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 379 Hooper Rd, Winchester, TN 37398, 4 beds, 2 baths

$799,000

4 beds2 baths2,793 sq ft

379 Hooper Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 169 Joy Cir, Winchester, TN 37398, 3 beds, 3.5 baths

$1,375,000

3 beds3.5 baths3,183 sq ft

169 Joy Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

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Average home prices near Winchester, TN

Cities

Tracy City homes for sale
$352,900
Huntland homes for sale
$269,000
Cowan homes for sale
$234,900
Flintville homes for sale
$232,500
Estill Springs homes for sale
$320,000
Hillsboro homes for sale
$674,900
Manchester homes for sale
$349,900
Lynchburg, Moore County homes for sale
$483,448
Sewanee homes for sale
$699,000
Tullahoma homes for sale
$342,500
Decherd homes for sale
$299,995
Normandy homes for sale
Monteagle homes for sale
$453,500
Pelham homes for sale
$574,900

Zip Codes

Winchester, TN real estate trends

All Home Types trends in Winchester, TN

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$345,000

-29.6% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Winchester, TN

$345,000

-29.6%

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Based on information submitted to the MLS GRID as of Thu Jul 24 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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