• 721 Wayland Dr, Winchester, KY 40391

  $2,595

  4 beds · 3 baths · 2,160 sq ft

  721 Wayland DrWinchester, KY 40391

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• 239 College St, Winchester, KY 40391

  $2,500

  4 beds · 2 baths · 2,368 sq ft

  239 College StWinchester, KY 40391

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• 281 White Conkwright Rd, Winchester, KY 40391

  $2,200

  4 beds · 2 baths · 2,100 sq ft

  281 White Conkwright RdWinchester, KY 40391

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• 322 Briarwood Ln, Winchester, KY 40391

  $1,950

  3 beds · 2 baths · 1,950 sq ft

  322 Briarwood LnWinchester, KY 40391

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• 230 Prescott Ln, Winchester, KY 40391

  $1,850

  3 beds · 2.5 baths · 1,879 sq ft

  230 Prescott LnWinchester, KY 40391

  
• 217 S Highland St #1F, Winchester, KY 40391

  $1,795

  3 beds · 1.5 baths · 1,150 sq ft

  217 S Highland St #1FWinchester, KY 40391

  
• 410 Paisley Ct, Winchester, KY 40391

  $1,795

  3 beds · 3 baths · 1,628 sq ft

  410 Paisley CtWinchester, KY 40391

  
• 135 Winn Ave, Winchester, KY 40391

  $1,705

  3 beds · 1 units available

  135 Winn AveWinchester, KY 40391

  
• 202-210 Pepperwood Ct, Winchester, KY 40391

  $1,625

  3 beds · 2 units available

  202-210 Pepperwood CtWinchester, KY 40391

  
• 121 Bellbrook Ln, Winchester, KY 40391

  $1,620

  2 beds · 2 units available

  121 Bellbrook LnWinchester, KY 40391

  
• Townhomes on Fairfield, Winchester, KY 40391

  $1,599

  3 beds · 2 units available

  Townhomes on FairfieldWinchester, KY 40391

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• 202 S Maple St, Winchester, KY 40391

  $1,555

  2 beds · 1 units available

  202 S Maple StWinchester, KY 40391

  
• 130 Jefferson St, Winchester, KY 40391

  $1,550

  3 beds · 1 bath · 1,250 sq ft

  130 Jefferson StWinchester, KY 40391

  
• 130 Elm St, Winchester, KY 40391

  $1,500

  3 beds · 2 baths · 1,600 sq ft

  130 Elm StWinchester, KY 40391

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• 120 Quail Ridge Rd #120, Winchester, KY 40391

  $1,500

  3 beds · 2.5 baths · 1,400 sq ft

  120 Quail Ridge Rd #120Winchester, KY 40391

  
• 65 S Main St #B, Winchester, KY 40391

  $1,500

  2 beds · 1 bath

  65 S Main St #BWinchester, KY 40391

  
• The Enclave at Fairholme, Winchester, KY 40391

  $1,499

  2 beds · 2 units available

  The Enclave at FairholmeWinchester, KY 40391

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• 19 Hughes Ave, Winchester, KY 40391

  $1,400

  3 beds · 2 baths · 1,232 sq ft

  19 Hughes AveWinchester, KY 40391

  
• 358 Colby Ridge Blvd #1, Winchester, KY 40391

  $1,400

  2 beds · 1.5 baths · 1,080 sq ft

  358 Colby Ridge Blvd #1Winchester, KY 40391

  
• 222 Buffalo Trce, Winchester, KY 40391

  $1,395

  3 beds · 2 baths · 975 sq ft

  222 Buffalo TrceWinchester, KY 40391

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• 150 Cook Ave, Winchester, KY 40391

  $1,355

  3 beds · 1 bath · 805 sq ft

  150 Cook AveWinchester, KY 40391

  
• 204 S Maple St, Winchester, KY 40391

  $1,355

  2 beds · 1 units available

  204 S Maple StWinchester, KY 40391
• 433 Country Club Dr #433, Winchester, KY 40391

  $1,350

  3 beds · 1.5 baths · 1,250 sq ft

  433 Country Club Dr #433Winchester, KY 40391

  
• 31 Franklin Ave, Winchester, KY 40391

  $1,350

  2 beds · 1 bath · 1,200 sq ft

  31 Franklin AveWinchester, KY 40391

  
• 7 N Main St #C, Winchester, KY 40391

  $1,300

  1 bed · 1 bath · 800 sq ft

  7 N Main St #CWinchester, KY 40391View units

  
• The Reserve at Fairholme, Winchester, KY 40391

  $1,299

  2 beds · 3 units available

  The Reserve at FairholmeWinchester, KY 40391

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• 102 W Hickman St, Winchester, KY 40391

  $1,205

  2 beds · 1 bath

  102 W Hickman StWinchester, KY 40391
• 155 Chatham Pl #3, Winchester, KY 40391

  $1,195

  2 beds · 2 baths · 1,056 sq ft

  155 Chatham Pl #3Winchester, KY 40391

  
• 311 Waveland Ave, Winchester, KY 40391

  $1,095

  2 beds · 1 bath · 1,400 sq ft

  311 Waveland AveWinchester, KY 40391

  
• 341 S Burns Ave, Winchester, KY 40391

  $1,015

  2 beds · 2 units available

  341 S Burns AveWinchester, KY 40391

  
• 1/2 N Main St, Winchester, KY 40391

  $996

  1 bed · 1 bath · 725 sq ft

  1/2 N Main StWinchester, KY 40391

  
• 265 S Highland St #3, Winchester, KY 40391

  $955

  2 beds · 1 bath

  265 S Highland St #3Winchester, KY 40391

  
• 1136 Dale Dr, Winchester, KY 40391

  $910

  2 beds · 1 units available

  1136 Dale DrWinchester, KY 40391

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• 6 S Maple St #C, Winchester, KY 40391

  $875

  1 bed · 1 bath · 850 sq ft

  6 S Maple St #CWinchester, KY 40391

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• 1137 Dale Dr, Winchester, KY 40391

  $875

  2 beds · 1 units available

  1137 Dale DrWinchester, KY 40391

  
• 401 N Maple St #11, Winchester, KY 40391

  $825

  Studio · 1 bath · 400 sq ft

  401 N Maple St #11Winchester, KY 40391

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• 192 Wabash Ave, Winchester, KY 40391

  $675

  Studio · 1 bath · 625 sq ft

  192 Wabash AveWinchester, KY 40391