Winchester, TN homes for sale & real estate

232 homes

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138 Carol Cir, Winchester, TN 37398
138 Carol Cir, Winchester, TN 37398
138 Carol Cir, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Welcome to this charming 3-bedroom, 2-bath home outside of city limits. The backyard offers a seclusive and peaceful feel with no back neighbors. Close to Tims Ford lake. All freshly painted on the inside. All new windows, flooring and siding put on in 2021. Roof is 8 years old. Fridge, microwave, and stove are 3 years old. Very cute home in a nice quiet area!

$299,000

3 beds2 baths1,325 sq ft

138 Carol Cir, Winchester, TN 37398

New flooring • No back neighbors • New windows

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

901 Wildwood Trce, Winchester, TN 37398
901 Wildwood Trce, Winchester, TN 37398
901 Wildwood Trce, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Lakefront living at its best! This beautiful brick home located in Heatherwood Sub-Div. Experience waterfront lifestyle on Tim’s Ford Lake. Featuring a double slip boat dock with a sun deck for entertaining or just relaxing in the sun. This home sells mostly furnished, Entry foyer, Kitchen/Dining Rm combo w/ lots of counter & cabinet space, granite counter tops, all appliances stay, living room w/ built in, gas fireplace, MBR on main level w/ MBA double vanities. Extra room located basement level would make an awesome game room, etc. This property is ready for lakefront fun. Enjoy access to the lake right from your own backyard w/ just a few steps. The spacious deck is perfect f

$2,850,000

3 beds4 baths4,880 sq ft

901 Wildwood Trce, Winchester, TN 37398

Lakefront living • Granite counter tops • Sun deck

Listing provided by REALTRACS as Distributed by MLS Grid

COMING SOON

494 Cascade Dr, Winchester, TN 37398
494 Cascade Dr, Winchester, TN 37398
494 Cascade Dr, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
* * INSIDE PHOTOS COMING SOON * * Welcome to 494 Cascade Dr. This STUNNING, creatively designed home is situated on a desirable corner lot. Custom Built with so many amenities this home offers crown mouldings and extra trim throughout, oversized primary suite with free standing soaker tub and tiled shower, separate study/office (has a closet so could be 5th bedroom), large bonus room (showing as 4th bedroom) with a half bath and so much more! Escape to your own private sanctuary in the meticulously landscaped backyard. Relax by the stunning swimming pool, perfect for a refreshing dip on hot summer days or gather around the charming fire pit in the evenings. Don't miss the opportunity to

$899,000

4 beds3.5 baths3,361 sq ft

494 Cascade Dr, Winchester, TN 37398

0.94 acre lot • 3 garage spots • Pool

Listing provided by REALTRACS as Distributed by MLS Grid

105 Twilight Dr, Winchester, TN 37398
105 Twilight Dr, Winchester, TN 37398
105 Twilight Dr, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
This beautiful 4 bedroom, 2.5 bath home is full of charm and comfort, nestled in a well- established neighborhood with GORGEOUS lake views! Homeowners here enjoy access to the private boat ramp and dock making it easy to spend your afternoons and weekends on Tim's Ford Lake! Inside you will find a welcoming layout with a double-sided fireplace connecting the living and dining rooms, creating a warm and inviting space for family and friends. The full basement features a large rec room, perfect for movie nights, kids play area or entertaining friends and family. If you have been looking for a wonderful home with a great location and neighborhood amenities, this one is a MUST SEE! See attached

$499,000

4 beds2.5 baths3,570 sq ft

105 Twilight Dr, Winchester, TN 37398

Dock • Lake views • Rec room

Listing provided by REALTRACS as Distributed by MLS Grid

1050 Franklin Heights Dr, Winchester, TN 37398
1050 Franklin Heights Dr, Winchester, TN 37398
1050 Franklin Heights Dr, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Great home built in 1996 with 3 bedrooms and 2 full baths. Large family room with gas fireplace and open to glass 4 season sun room.

$399,900

3 beds2 baths2,346 sq ft

1050 Franklin Heights Dr, Winchester, TN 37398

Gas fireplace • 0.84 acre lot • 3 garage spots

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 147 Golf Shores Dr, Winchester, TN 37398, 3 beds, 2 baths

$340,000

3 beds2 baths1,616 sq ft

147 Golf Shores Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 442 Golf Shores Dr, Winchester, TN 37398, 3 beds, 2 baths

$374,900

3 beds2 baths1,668 sq ft

442 Golf Shores Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 111 Barefoot Way, Winchester, TN 37398, 4 beds, 2.5 baths

$648,500

4 beds2.5 baths1,981 sq ft

111 Barefoot Way, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 348 Lookout Dr, Winchester, TN 37398, 4 beds, 2 baths

$449,900

4 beds2 baths1,887 sq ft

348 Lookout Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 667 Maple Bend Rd, Winchester, TN 37398, 2 beds, 1.5 baths

$340,000

2 beds1.5 baths1,200 sq ft

667 Maple Bend Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 605 Strawberry Dr, Winchester, TN 37398, 3 beds, 2 baths

$350,000

3 beds2 baths1,632 sq ft

605 Strawberry Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 106 Clearview Cir, Winchester, TN 37398, 3 beds, 3 baths

$875,000

3 beds3 baths2,395 sq ft

106 Clearview Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1019 Old Cowan Rd, Winchester, TN 37398, 3 beds, 2 baths

$224,999

3 beds2 baths1,036 sq ft

1019 Old Cowan Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2124 Boswell Rd, Winchester, TN 37398, 4 beds, 3.5 baths

$1,250,000

4 beds3.5 baths6,803 sq ft

2124 Boswell Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 621 S Jefferson St, Winchester, TN 37398, 3 beds, 1 bath

$299,000

3 beds1 bath2,236 sq ft

621 S Jefferson St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 119 Kenmore Ave, Winchester, TN 37398, 3 beds, 2 baths

$260,000

3 beds2 baths1,276 sq ft

119 Kenmore Ave, 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 114 11th Ave NW, Winchester, TN 37398, 3 beds, 2 baths

$244,900

3 beds2 baths1,040 sq ft

114 11th Ave NW, Winchester, TN 37398

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

$269,900

3 beds2 baths1,400 sq ft

114 Allen Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 103 Anderton Dr, Winchester, TN 37398, 5 beds, 3 baths

$496,800

5 beds3 baths2,160 sq ft

103 Anderton Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 21 Huntington Dr N, Winchester, TN 37398, 3 beds, 2 baths

$369,000

3 beds2 baths1,440 sq ft

21 Huntington Dr N, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 120 Pontoon Pl, Winchester, TN 37398, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths2,317 sq ft

120 Pontoon Pl, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1106 Old Cowan Rd, Winchester, TN 37398, 6 beds

$364,900

6 beds— baths2,052 sq ft

1106 Old Cowan Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 630 Shadowbrook Rd, Winchester, TN 37398, 3 beds, 3.5 baths

$829,900

3 beds3.5 baths3,896 sq ft

630 Shadowbrook Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 88 Norwood Creek Rd, Winchester, TN 37398, 4 beds, 3 baths

$750,000

4 beds3 baths2,544 sq ft

88 Norwood Creek Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 201&203 3rd Ave NE, Winchester, TN 37398, 4 beds, 2 baths

$285,000

4 beds2 baths1,344 sq ft

201&203 3rd Ave NE, Winchester, TN 37398

Property at 397 Campfire Ct, Winchester, TN 37398, 5 beds, 3.5 baths

$799,900

5 beds3.5 baths2,805 sq ft

397 Campfire Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 203 3rd Ave NE, Winchester, TN 37398, 4 beds, 2 baths

$285,000

4 beds2 baths1,344 sq ft

203 3rd Ave NE, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 407 Style St, Winchester, TN 37398, 5 beds, 2 baths

$274,000

5 beds2 baths2,148 sq ft

407 Style St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 70 Hammock Dr, Winchester, TN 37398, 5 beds, 4.5 baths

$824,999

5 beds4.5 baths3,121 sq ft

70 Hammock Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 109 Carter Farris Ln, Winchester, TN 37398, 6 beds, 4 baths

$575,000

6 beds4 baths3,158 sq ft

109 Carter Farris Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 712 Fanning Bend Dr, Winchester, TN 37398, 4 beds, 4.5 baths

$1,329,000

4 beds4.5 baths3,492 sq ft

712 Fanning Bend Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 60 Sharp Cir, Winchester, TN 37398, 3 beds, 3 baths

$410,000

3 beds3 baths2,956 sq ft

60 Sharp Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 249 Lookout Dr, Winchester, TN 37398, 4 beds, 2.5 baths

$569,900

4 beds2.5 baths2,973 sq ft

249 Lookout Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 139 Sherry St, Winchester, TN 37398, 4 beds, 2 baths

$265,000

4 beds2 baths1,375 sq ft

139 Sherry St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3250 Lynchburg Rd, Winchester, TN 37398, 2 beds, 2 baths

$150,000

2 beds2 baths980 sq ft

3250 Lynchburg Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1336 Sharp Springs Rd, Decherd, TN 37324, 3 beds, 2 baths

$349,000

3 beds2 baths1,711 sq ft

1336 Sharp Springs Rd, Decherd, TN 37324

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 155 Cypress Point Dr, Winchester, TN 37398, 3 beds, 2.5 baths

$869,900

3 beds2.5 baths2,236 sq ft

155 Cypress Point Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 102 Summer Lake Ct, Winchester, TN 37398, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths2,688 sq ft

102 Summer Lake Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 209 Franklin Park, Winchester, TN 37398, 3 beds, 2 baths

$319,900

3 beds2 baths2,053 sq ft

209 Franklin Park, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1203 Liberty Rd, Winchester, TN 37398, 2 beds, 2.5 baths

$359,000

2 beds2.5 baths1,709 sq ft

1203 Liberty Rd, 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
$353,900
Huntland homes for sale
$239,900
Cowan homes for sale
$235,000
Flintville homes for sale
$272,500
Estill Springs homes for sale
$325,000
Hillsboro homes for sale
$649,900
Orme homes for sale
Manchester homes for sale
$335,000
Sewanee homes for sale
$475,000
Lynchburg, Moore County homes for sale
$459,900
Tullahoma homes for sale
$338,188
Decherd homes for sale
$259,000
Normandy homes for sale
Monteagle homes for sale
$475,000
Pelham homes for sale
$607,350

Neighborhoods
Zip Codes

Franklin Hills homes for sale
$657,450

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)

$445,000

+43.5% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

Winchester, TN

$445,000

+43.5%

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Based on information submitted to the MLS GRID as of Mon Sep 15 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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