Winchester, TN homes for sale & real estate

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906 N High St, Winchester, TN 37398
906 N High St, Winchester, TN 37398
906 N High St, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
This Absolutely Beautifully Remodeled home is located in the heart of Winchester ; walking distance to downtown for shopping and dining; and enjoying Tims Ford Lake. Home features all new windows, refinished hardwoods, new tile in kitchen, freshly painted throughout all new light fixtures, new kitchen countertops and appliances and refreshed cabinetry. Reconfigured home to make a true master bedroom with full bath and closet and separate laundry room; fresh landscaping. Must see to truly appreciate all the upgrades.

$365,000

3 beds2 baths1,976 sq ft

906 N High St, Winchester, TN 37398

0.27 acre lot • 2 garage spots • Car-dependent

Listing provided by REALTRACS as Distributed by MLS Grid

OPEN SUN, 2PM TO 4PM

$1,100,000

3 beds3.5 baths2,891 sq ft

527 Fanning Bend Dr, Winchester, TN 37398

0.37 acre lot • $324 HOA • Garage

Listing provided by REALTRACS as Distributed by MLS Grid

NEW

$849,900

4 beds3.5 baths3,216 sq ft

143 Slalom Cir, Winchester, TN 37398

6,969 sq ft lot • $165 HOA • 2 garage spots

Listing provided by REALTRACS as Distributed by MLS Grid

423 Shasteen Bend Dr, Winchester, TN 37398
423 Shasteen Bend Dr, Winchester, TN 37398
423 Shasteen Bend Dr, Winchester, TN 37398
ABOUT THIS HOME
Winchester, TN Homes for Sale
Welcome to your dream home on the water! Whether you're looking for a weekend getaway, a serene retirement spot, or a forever home for your family, this lakefront gem offers unmatched lifestyle and investment potential. Waterfront homes like this don’t last long. Schedule your private tour today and make every day feel like a vacation!

$1,100,000

3 beds2 baths1,890 sq ft

423 Shasteen Bend Dr, Winchester, TN 37398

0.37 acre lot • 2 garage spots • Pool

Listing provided by REALTRACS as Distributed by MLS Grid

$1,185,000

3 beds2.5 baths2,868 sq ft

62 Abby Cir, Winchester, TN 37398

0.28 acre lot • $275 HOA • 2 garage spots

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 6443 Tanyard Hill Rd, Lynchburg, TN 37352, 2 beds, 2 baths

$1,775,000

2 beds2 baths942 sq ft

6443 Tanyard Hill Rd, Lynchburg, TN 37352

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 137 Favre Cir, Winchester, TN 37398, 4 beds, 3 baths

$420,000

4 beds3 baths2,255 sq ft

137 Favre Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 185 Charlotte Dr, Winchester, TN 37398, 3 beds, 2 baths

$355,000

3 beds2 baths1,623 sq ft

185 Charlotte Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 22 Flip Flop Ct, Winchester, TN 37398, 3 beds, 2.5 baths

$549,900

3 beds2.5 baths2,264 sq ft

22 Flip Flop Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 135 Dry Fork Dr, Winchester, TN 37398, 3 beds, 2.5 baths

$509,900

3 beds2.5 baths1,778 sq ft

135 Dry Fork Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 50 Pontoon Pl, Winchester, TN 37398, 4 beds, 3.5 baths

$674,900

4 beds3.5 baths2,486 sq ft

50 Pontoon Pl, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 294 Hammock Dr, Winchester, TN 37398, 4 beds, 4 baths

$989,900

4 beds4 baths3,467 sq ft

294 Hammock Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1376 Old Mansford Rd, Winchester, TN 37398, 3 beds, 4.5 baths

$2,368,000

3 beds4.5 baths5,404 sq ft

1376 Old Mansford Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 111 Dogwood Ln, Winchester, TN 37398, 3 beds, 1 bath

$340,000

3 beds1 bath1,822 sq ft

111 Dogwood Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 75 Oak Leaf Cir, Winchester, TN 37398, 3 beds, 2 baths

$369,000

3 beds2 baths1,752 sq ft

75 Oak Leaf Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1774 Water Tank Rd, Winchester, TN 37398, 3 beds, 2 baths

$395,000

3 beds2 baths2,432 sq ft

1774 Water Tank Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 171 Cypress Point Dr, Winchester, TN 37398, 5 beds, 4.5 baths

$1,190,000

5 beds4.5 baths3,191 sq ft

171 Cypress Point Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 51 W Rockcrest Cir, Winchester, TN 37398, 3 beds, 6.5 baths

$3,749,000

3 beds6.5 baths7,901 sq ft

51 W Rockcrest Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 75 Summerset Dr, Winchester, TN 37398, 4 beds, 2.5 baths

$495,000

4 beds2.5 baths2,808 sq ft

75 Summerset Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 74 Summerset Dr, Winchester, TN 37398, 4 beds, 2.5 baths

$489,000

4 beds2.5 baths2,608 sq ft

74 Summerset Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 104 3rd Ave NW, Winchester, TN 37398, 2 beds, 1 bath

$199,900

2 beds1 bath999 sq ft

104 3rd Ave NW, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 620 Maple Bend Rd, Winchester, TN 37398, 3 beds, 2 baths

$275,000

3 beds2 baths1,632 sq ft

620 Maple Bend Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 668 Bluff Dr, Winchester, TN 37398, 2 beds, 2.5 baths

$1,474,000

2 beds2.5 baths3,076 sq ft

668 Bluff Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 112 Heath Ln, Winchester, TN 37398, 3 beds, 1.5 baths

$130,000

3 beds1.5 baths1,560 sq ft

112 Heath Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 419 Strawberry Dr, Winchester, TN 37398, 3 beds, 2 baths

$309,700

3 beds2 baths1,460 sq ft

419 Strawberry Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 510 N Porter St, Winchester, TN 37398, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,677 sq ft

510 N Porter St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 211 Timber Ln, Winchester, TN 37398, 4 beds, 3 baths

$975,000

4 beds3 baths3,510 sq ft

211 Timber Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 45 Hickory Point Dr, Winchester, TN 37398, 3 beds, 2.5 baths

$999,999

3 beds2.5 baths2,582 sq ft

45 Hickory Point Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 42 Kitchen Hollow Rd, Winchester, TN 37398, 3 beds, 1 bath

$199,500

3 beds1 bath980 sq ft

42 Kitchen Hollow Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 504 River Watch Way, Winchester, TN 37398, 4 beds, 3 baths

$649,900

4 beds3 baths2,906 sq ft

504 River Watch Way, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 644 Fanning Bend Dr, Winchester, TN 37398, 4 beds, 3.5 baths

$1,699,000

4 beds3.5 baths3,922 sq ft

644 Fanning Bend Dr, 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

$849,900

3 beds3.5 baths3,896 sq ft

630 Shadowbrook Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 963 Lynchburg Rd, Winchester, TN 37398, 4 beds, 3 baths

$595,000

4 beds3 baths2,631 sq ft

963 Lynchburg Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 95 Freeman Ct, Winchester, TN 37398, 5 beds, 4 baths

$624,900

5 beds4 baths5,018 sq ft

95 Freeman Ct, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 798 Haddon Ln, Winchester, TN 37398, 4 beds, 3.5 baths

$759,900

4 beds3.5 baths2,862 sq ft

798 Haddon Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1533 Rowe Gap Rd, Winchester, TN 37398, 1 bed, 1 bath

$499,000

1 bed1 bath480 sq ft

1533 Rowe Gap Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 75 Dry Fork Dr, Winchester, TN 37398, 3 beds, 2.5 baths

$605,000

3 beds2.5 baths2,099 sq ft

75 Dry Fork Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 0 Ridgecrest, Winchester, TN 37398, 4 beds, 4.5 baths

$769,900

4 beds4.5 baths3,017 sq ft

0 Ridgecrest, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 713 N Vine St, Winchester, TN 37398, 3 beds, 1 bath

$235,000

3 beds1 bath924 sq ft

713 N Vine St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 50 Latitude Dr, Winchester, TN 37398, 4 beds, 3 baths

$599,900

4 beds3 baths2,106 sq ft

50 Latitude Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 117 11th Ave NW, Winchester, TN 37398, 3 beds, 1 bath

$185,000

3 beds1 bath1,003 sq ft

117 11th Ave NW, 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
$375,000
Huntland homes for sale
$274,950
Cowan homes for sale
$200,000
Flintville homes for sale
$320,000
Estill Springs homes for sale
$274,950
Hillsboro homes for sale
$512,450
Orme homes for sale
Manchester homes for sale
$339,900
Lynchburg, Moore County homes for sale
$492,500
Sewanee homes for sale
$650,000
Tullahoma homes for sale
$339,000
Decherd homes for sale
$305,200
Normandy homes for sale
$169,900
Monteagle homes for sale
$494,950
Pelham homes for sale
$249,900

Neighborhoods
Zip Codes

Franklin Hills homes for sale
$755,000

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)

$340,000

-6.8% YoY | Feb 2025

1 year
3 year
5 year

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

Location

Data

Feb 2025

Growth

% YoY

Winchester, TN

$340,000

-6.8%

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Popular Markets in Tennessee

Based on information submitted to the MLS GRID as of Fri Apr 25 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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