How many apartments are available in Winchester right now?

Rentler currently shows 39 apartments for rent in Winchester. Inventory updates daily — set a listing alert if you want to catch new units as they post.

What should I look for when renting apartments in Winchester?

Compare monthly rent against parking, laundry, storage, and commute. Confirm what is included in rent, who handles maintenance, and any HOA or community rules before you apply. In Winchester, well-priced apartments can move quickly once listed.

Can I find pet-friendly apartments in Winchester?

Yes — many apartments accept pets, though policies vary. Use Rentler's pet-friendly filter, then confirm breed, weight, and deposit requirements with the landlord before submitting an application.

Apartments for Rent in Winchester, KY – Page 2

43 Results

Show previous listings

$1,195

2 beds1 bath810 sqftApartment

100 Buffalo Trace, Winchester, KY, 40391

$1,195

2 beds1 bath810 sqftApartment

100 Buffalo Trace, Winchester, KY, 40391

$915

1 bed1 bath576 sqftApartment

110 Buffalo Trace, Winchester, KY, 40391

$1,095

2 beds1.5 bathsApartment

329-337 S. burns ave., winchester, KY, 40391

$1,195

2 beds1 bath810 sqftApartment

100 Buffalo Trace, Winchester, KY, 40391

$795

Studio1 bath400 sqftApartment

401 N. Maple St. Unit 11, Winchester, KY, 40391

$1,625

3 beds2 baths1,386 sqftApartment

105 Pinnacle Place, Winchester, KY, 40391

$1,475

2 beds2 baths1,112 sqftApartment

115 Pinnacle Place Winchester, Winchester, KY, 40391

$1,475

2 beds2 baths1,112 sqftApartment

115 Pinnacle Place Winchester, Winchester, KY, 40391

$1,475

2 beds2 baths1,112 sqftApartment

115 Pinnacle Place Winchester, Winchester, KY, 40391

$1,625

3 beds2 baths1,386 sqftApartment

105 Pinnacle Place, Winchester, KY, 40391

$1,370

2 beds1 bathApartment

204 S Maple St, Winchester, KY, 40391

$1,195

2 beds2 baths933 sqftApartment

110 Buffalo Trace, Winchester, KY, 40391

$1,295

2 beds2 baths1,112 sqftApartment

100 Boyd Place, Winchester, KY, 40391

$799

1 bed1 bathApartment

7 Calloway St, Winchester, KY, 40391

$1,475

2 beds2 baths1,188 sqftApartment

105 Pinnacle Place, Winchester, KY, 40391

$1,475

2 beds2 baths1,112 sqftApartment

115 Pinnacle Place Winchester, Winchester, KY, 40391

$1,625

3 beds2 baths1,386 sqftApartment

105 Pinnacle Place, Winchester, KY, 40391

$1,656

3 beds2 baths1,600 sqftApartment

135 Winn Ave, Winchester, KY, 40391

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What to Know Before Renting an Apartment in Winchester, KY

Apartment communities across Winchester range from mid-century garden courts to new mid-rise buildings. When comparing apartments in Winchester, weigh monthly rent against parking, storage, and in-unit laundry — those three amenities drive day-to-day satisfaction more than square footage alone. Many complexes offer online applications and virtual tours; still verify noise levels and commute routes before you sign.