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Showing 1–24 of 138 · as of September 23, 2026 at 11:58 AM CDT
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1 / 6$99,900
1717 Georgia Crossing Rd
Winchester, TN, 37398
Single Family Residence · Single level · Main-level primary
“Unlock the potential of this versatile 1,500± sq. ft. property! Offering a unique…”
14 days on market
Listed by Century 21 Volunteer Realty · MLS# 3234838
Active · (931) 283-1776
1 / 6$649,000
292 Ridgecrest Dr
Winchester, TN, 37398
Franklin Hills Ph Vi · 3-car garage · Main-level primary
“Spacious and beautifully maintained 5 bedroom, 4 bath home loaded with upgrades and…”
16 days on market
Listed by Southern Middle Realty · MLS# 3223240
Active · (931) 597-0263
1 / 6$299,900
206 Homeward Ave
Winchester, TN, 37398
Rogers Haven · Single level · Main-level primary
“Space, style, and valuable extras—this beautifully maintained home has it all! Enjoy…”
16 days on market
Listed by Keller Williams Realty - Murfreesboro · MLS# 3543108
Active · (615) 895-8000
1 / 6$740,000
71 Windjammer Ct
Winchester, TN, 37398
Twin Creeks Village Ph Iv · Main-level primary
“Welcome to your dream home in Twin Creeks Village, where comfort meets style and…”
16 days on market
Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3543235
Active · (931) 967-1672
1 / 6$399,900
810 Cumberland Dr
Winchester, TN, 37398
Single Family Residence · Single level · Main-level primary
“Welcome to 810 Cumberland Dr.! This charming 3-bedroom, 2-bath home offers 2,260 square…”
16 days on market
Listed by Matt Sargent Homes · MLS# 3544234
Active · (615) 497-1658
↓ $250,5001 / 6$999,500
2124 Boswell Rd
Winchester, TN, 37398
Single Family Residence · Acreage · Finished basement
“BRAND NEW ROOF!* W/ Transferable Warranty. Ask Me About Our 1% Preferred Lender Credit To…”
18 days on market
Listed by Berkshire Hathaway HomeServices Woodmont Realty · MLS# 2990003
Active · (615) 661-7800
1 / 6$299,000
1790 Old Estill Springs Rd
Winchester, TN, 37398
Single Family Residence · Single level · Main-level primary
“Lots of space, a beautiful nearly one acre flat lot, and a convenient Winchester…”
18 days on market
Listed by Keller Williams West Knoxville · MLS# 3542865
Active · (865) 966-5005
1 / 6Price on request
366 Oak Leaf Cir
Winchester, TN, 37398
Woodland Acres · Single level · Main-level primary
“AUCTION ON SAT., SEPT., 26TH AT 2 PM! This move in ready all brick home offers 3 bedrooms…”
20 days on market
Listed by Maples Realty & Auction Co. · MLS# 3542217
Active · (615) 896-4740
1 / 6$424,900
124 Lookout Drive
Winchester, TN, 37398
Highlands · Single level · Main-level primary
“The Winchester Plan—a beautifully designed 1-level, 4-bedroom home offering comfort…”
21 days on market
Listed by simpliHOM - The Results Team · MLS# 3541078
Active · (615) 270-3111
1 / 6$443,900
108 Lookout Drive
Winchester, TN, 37398
Highlands · Main-level primary · New construction
“Welcome to this beautiful 1.5-level home designed for comfort, convenience, and style!…”
21 days on market
Listed by simpliHOM - The Results Team · MLS# 3541127
Active · (615) 270-3111
↓ $30,0001 / 6$269,900
102 Oak Park
Winchester, TN, 37398
Oak Park · Single level · Main-level primary
“Make plans now to see this extensively renovated home with a FULL basement in the heart…”
23 days on market
Listed by Benchmark Realty, LLC · MLS# 3282483
Active · (615) 809-2323
1 / 6$1,199,900
160 Wakeboard Way
Winchester, TN, 37398
Twin Creeks Village Ph Iv · 3-car garage · Main-level primary
“Incredible opportunity to own a well appointed custom designed home that comes with 5…”
23 days on market
Listed by Benchmark Realty, LLC · MLS# 3529994
Active · (615) 432-2919
↓ $9,500 · Sep 231 / 6$629,500
24 Kacey Marie Dr
Winchester, TN, 37398
Bell Acres Ph III · Pool · Single level
“Beautifully updated all-brick home in a highly sought-after neighborhood! This home is…”
23 days on market
Listed by eXp Realty · MLS# 3529308
Active · (888) 519-5113
1 / 6$319,000
115 7th Ave, NE
Winchester, TN, 37398
Lynch · Single level · Main-level primary
“Incredible renovation in prime location! So close to Clark Elementary and situated in a…”
24 days on market
Listed by Canopy Real Estate · MLS# 3529508
Active · (615) 473-9518
1 / 6$369,900
76 Chase Cir
Winchester, TN, 37398
Fox Run Ph I · Single level · Main-level primary
“**New HVAC, water heater, gutters, granite countertops, paint carpet and like new roof**…”
25 days on market
Listed by Blue Door Realty Group · MLS# 3528603
Active · (615) 392-5700
1 / 6$585,000
205 Billy Goat Hill Rd
Winchester, TN, 37398
Single Family Residence · Lakefront · Acreage
“This is a unique opportunity to own a Tims Ford Lake lakefront home offering privacy…”
26 days on market
Listed by 1st Choice REALTOR · MLS# 3527505
Active · (931) 455-8000
1 / 6$880,000
1478 Marble Hill Rd
Winchester, TN, 37398
Manufactured On Land · Acreage · Horse property
“Country living with room to roam! This 4-bedroom, 2.5-bath home sits on 35+/- acres and…”
28 days on market
Listed by Southern Middle Realty · MLS# 3524717
Active · (931) 597-0263
↓ $10,000 · Sep 201 / 6$479,900
69 Anderton Dr
Winchester, TN, 37398
Twin Creeks Village · Main-level primary · Step-free entry
“Enjoy lake living in the gated Twin Creeks Village community on Tims Ford Lake, with up…”
28 days on market
Listed by Southern Elite Realty · MLS# 3527938
Active · (931) 229-0411
1 / 6$199,900
203 W Petty Ln
Winchester, TN, 37398
Hugh Plattenburg · Single level · Main-level primary
“Charming Winchester Starter Home or Turnkey Rental Opportunity! Make this home just the…”
28 days on market
Listed by Century 21 Volunteer Realty · MLS# 3527849
Active · (931) 283-1776
1 / 6$599,900
369 Pickney Rd
Winchester, TN, 37398
Pickney · Single level · Main-level primary
“NEW CONSTRUCTION Construction completion date Mid October 2401 SQ FT Large lot .92 +/…”
29 days on market
Listed by Duffeys Real Estate · MLS# 3527291
Active · (256) 508-8410
1 / 6$1,999,000
0 Leatherwood Dr
Winchester, TN, 37398
Leatherwood · Lakefront · Boat dock
“Welcome to lake living at its finest! This beautiful, spacious lakefront home offers the…”
30 days on market
Listed by Simmons Realty · MLS# 3526330
Active · (931) 703-3191
1 / 6$1,799,000
322 N Porter St
Winchester, TN, 37398
Landings · Lakefront · Boat dock
“Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and…”
31 days on market
Listed by Benchmark Realty, LLC · MLS# 3512410
Active · (615) 371-1544
↓ $37,5001 / 6$451,500
270 Wood Bluff Rd
Winchester, TN, 37398
Wood Bluff · Waterfront view · Main-level primary
“Bring your fishing pole or Kayak! This charming 4-bedroom, 2.5-bathroom home is all about…”
33 days on market
Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3134071
Active · (931) 967-1672
1 / 6$419,000
56 Deer Valley Cir
Winchester, TN, 37398
Deer Valley · Single level · Main-level primary
“Welcome to your dream home in a brand-new 55+ community designed for comfort…”
33 days on market
Listed by Lynch Rigsby Realty & Auction, LLC · MLS# 3520695
Active · (931) 967-1672
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