• The Enclave at Fairholme, Winchester, KY 40391

  $1,499/mo

  2 beds · 2 units available

  The Enclave at FairholmeWinchester, KY 40391

  $500 Gift Card

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• Townhomes on Fairfield, Winchester, KY 40391

  $1,599/mo

  3 beds · 2 units available

  Townhomes on FairfieldWinchester, KY 40391

  $500 Gift Card

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• The Reserve at Fairholme, Winchester, KY 40391

  $1,299/mo

  2 beds · 3 units available

  The Reserve at FairholmeWinchester, KY 40391

  $1,000 Off

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

  $840/mo

  Studio · 1 bath · 400 sq ft

  401 N Maple St #11Winchester, KY 40391

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• 222 Buffalo Trce, Winchester, KY 40391

  $1,395/mo

  3 beds · 2 baths · 975 sq ft

  222 Buffalo TrceWinchester, KY 40391

  

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• 219 Boone Ave, Winchester, KY 40391

  $1,975/mo

  5 beds · 2 baths · 2,100 sq ft

  219 Boone AveWinchester, KY 40391

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

  $1,100/mo

  1 bed · 1 bath

  65 S Main St #CWinchester, KY 40391View units

  
• N Main St, Winchester, KY 40391

  $996/moTotal price

  Studio · 1 bath · 784 sq ft

  N Main StWinchester, KY 40391

  
• 104 Colby Hills Dr, Winchester, KY 40391

  $2,950/mo

  4 beds · 2 baths · 1,950 sq ft

  104 Colby Hills DrWinchester, KY 40391

  
• 439 Colby Ridge Blvd, Winchester, KY 40391

  $1,700/mo

  3 beds · 3 baths · 1,648 sq ft

  439 Colby Ridge BlvdWinchester, KY 40391

  
• 130 Jefferson St, Winchester, KY 40391

  $1,550/mo

  3 beds · 1 bath · 1,250 sq ft

  130 Jefferson StWinchester, KY 40391

  
• 306 Martins Ct #A, Winchester, KY 40391

  $800/mo

  1 bed · 1 bath · 700 sq ft

  306 Martins Ct #AWinchester, KY 40391

  
• 325 S Main St #A, Winchester, KY 40391

  $1,525/mo

  3 beds · 2 baths · 1,772 sq ft

  325 S Main St #AWinchester, KY 40391

  Special Offer

  
• 128 Bay Hill Dr, Winchester, KY 40391

  $1,750/mo

  3 beds · 2 baths · 1,289 sq ft

  128 Bay Hill DrWinchester, KY 40391

  
• 410 Paisley Ct, Winchester, KY 40391

  $1,795/mo

  3 beds · 3 baths · 1,628 sq ft

  410 Paisley CtWinchester, KY 40391

  
• 192 Wabash Ave, Winchester, KY 40391

  $675/mo

  Studio · 1 bath · 625 sq ft

  192 Wabash AveWinchester, KY 40391

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

  $996/mo

  1 bed · 1 bath · 725 sq ft

  1/2 N Main StWinchester, KY 40391

  
• 217 S Highland St #A, Winchester, KY 40391

  $1,595/mo

  3 beds · 1.5 baths · 1,150 sq ft

  217 S Highland St #AWinchester, KY 40391

  
• 239 College St, Winchester, KY 40391

  $2,500/mo

  4 beds · 2 baths · 2,368 sq ft

  239 College StWinchester, KY 40391

  
• 31 Franklin Ave, Winchester, KY 40391

  $1,350/mo

  2 beds · 1 bath · 1,200 sq ft

  31 Franklin AveWinchester, KY 40391

  
• 19 Hughes Ave, Winchester, KY 40391

  $1,400/mo

  3 beds · 2 baths · 1,232 sq ft

  19 Hughes AveWinchester, KY 40391

  
• 155 Chatham Pl #3, Winchester, KY 40391

  $1,195/mo

  2 beds · 2 baths · 1,056 sq ft

  155 Chatham Pl #3Winchester, KY 40391

  
• 106 Alabama St #3, Winchester, KY 40391

  $949/mo

  1 bed · 1 bath

  106 Alabama St #3Winchester, KY 40391

  
• 202 S Maple St, Winchester, KY 40391

  $1,560/mo

  2 beds · 1 units available

  202 S Maple StWinchester, KY 40391

  
• 204 S Maple St, Winchester, KY 40391

  $1,396/mo

  2 beds · 1 units available

  204 S Maple StWinchester, KY 40391
• 150 Cook Ave, Winchester, KY 40391

  $1,396/mo

  3 beds · 1 bath · 805 sq ft

  150 Cook AveWinchester, KY 40391

  
• 721 Wayland Dr, Winchester, KY 40391

  $2,595/mo

  4 beds · 3 baths · 2,160 sq ft

  721 Wayland DrWinchester, KY 40391

  
• 206 E Hickman St, Winchester, KY 40391

  $1,275/mo

  3 beds · 1 bath · 1,253 sq ft

  206 E Hickman StWinchester, KY 40391

  
• 110 Pepperwood Ct, Winchester, KY 40391

  $1,400/mo

  3 beds · 2 baths · 1,482 sq ft

  110 Pepperwood CtWinchester, KY 40391

  
• 202-210 Pepperwood Ct, Winchester, KY 40391

  $1,625/mo

  3 beds · 2 units available

  202-210 Pepperwood CtWinchester, KY 40391

  
• 230 Prescott Ln, Winchester, KY 40391

  $1,795/mo

  3 beds · 2.5 baths · 1,879 sq ft

  230 Prescott LnWinchester, KY 40391

  
• 135 Winn Ave, Winchester, KY 40391

  $1,675/mo

  3 beds · 1 units available

  135 Winn AveWinchester, KY 40391

  Price Drop

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

  $955/mo

  2 beds · 1 bath

  265 S Highland St #3Winchester, KY 40391