$1,395
3 beds2 baths975 sqftHouse
222 Buffalo Trace, Winchester, KY, 40391
49 Results
$1,395
3 beds2 baths975 sqftHouse
222 Buffalo Trace, Winchester, KY, 40391
$875
1 bed1 bathCondo
106 Alabama Street - 106 Alabama 3, Winchester, KY, 40391
$975
2 beds2 bathsApartment
Bel Air Drive, Winchester, KY, 40391
$850
1 bed1 bathApartment
114 Georgia St, Winchester, KY, 40391
$1,195
2 beds2 baths933 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$850
1 bed1 bath576 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$795
Studio1 bath400 sqftApartment
401 N. Maple St. Unit 3, Winchester, KY, 40391
$925
1 bed1 bathApartment
1018 W. Lexington Ave. Unit 19, Winchester, KY, 40391
$995
1 bed1 bath744 sqftApartment
100 Boyd Place, Winchester, KY, 40391
$795
2 beds1 bathHouse
1305 Fulton Rd, Winchester, KY, 40391
$1,195
2 beds2 baths933 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$1,225
2 beds2 baths1,112 sqftApartment
100 Boyd Place, Winchester, KY, 40391
$915
1 bed1 bath576 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$1,045
2 beds2 baths864 sqftApartment
188 & 190 Westside Drive, Winchester, KY, 40391
$1,045
2 beds2 baths864 sqftApartment
163 & 165 Westside Drive, Winchester, KY, 40391
$1,175
2 beds2.5 baths1,200 sqftApartment
247/249 April way, Winchester, KY, 40391
$899
1 bed1 bath400 sqftApartment
27 E Washington Street, Wincester, KY, 40391
$995
2 beds1.5 baths960 sqftApartment
Atrium Place, Winchester, KY, 40391
$795
Studio1 bath372 sqftApartment
200 Hubbard, Winchester, KY, 40391
$1,125
1 bed1 bath744 sqftApartment
300 Bellbrook, Winchester, KY, 40391
$1,100
1 bed1 bathApartment
1004 W Lexington Ave, Winchester, KY, 40391
$925
1 bed1 bathApartment
1018 W. Lexington Ave #4, Winchester, KY, 40391
$1,045
2 beds2 baths864 sqftApartment
183 & 185 Westside Drive, Winchester, KY, 40391
$1,195
2 beds2 baths933 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
Showing 24 of 49 results
Showing 24 of 49 results
Load moreRentals under $1,500 per month cover a wide share of Winchester inventory — expect a mix of one- and two-bedroom apartments, townhomes, and some three-bedroom houses. At this price point, tradeoffs are usually about neighborhood, building age, and amenity package rather than basic habitability. Compare commute time, parking, and in-unit laundry when narrowing your shortlist in Winchester.
Rentler currently shows 45 rentals in Winchester priced under $1,500. Inventory at this price point is updated daily — availability changes quickly, especially at the lower price tiers where well-priced units receive applications within 24–48 hours of posting.
At the under $1,500 price point in Winchester, use the bedroom and property-type filters to narrow to studios, 1-bedrooms, 2-bedrooms, houses, or townhomes. Availability shifts daily — set a listing alert if you want to catch new units as they post.
These terms refer to different things. Cheap or affordable apartments are market-rate units at the lower end of a city's price range — anyone can apply regardless of income. Low-income or income-restricted apartments are subsidized properties (through programs like Section 8, HUD, or LIHTC) that require income qualification, typically at or below 50–80% of the area median income. Both types may appear on Rentler — contact landlords directly on lower-priced listings to ask about income requirements and subsidy acceptance.
Pet-friendly rentals exist across all price tiers. Use Rentler's pet-friendly filter to narrow to properties that accept animals. At lower price points, pet deposits and monthly pet rent still apply — factor that into your total monthly cost when budgeting. Breed and weight restrictions are common even on pet-accepting listings.
Yes — especially on market-rate listings with individual landlords, which make up a significant share of Rentler's inventory. Negotiating leverage is highest in winter (November through January), when fewer people are searching and landlords are more motivated to fill vacancies. Offering a longer lease term, a larger security deposit, or the ability to move in quickly are the most effective negotiating levers.











