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Cheap Apartments for Rent in Southold NY - 91 Rentals

55075 Route 25 Unit Wells 1W

55075 Route 25 Unit Wells 1W, Southold, NY 11971
1 / 5
$2,500

2 Beds, 1 Bath
3705 Wells Rd

3705 Wells Rd, Peconic, NY 11958
1 / 5
$3,000

2 Beds, 2 Baths
3825 S Harbor Rd

3825 S Harbor Rd, Southold, NY 11971
1 / 5
$3,500

2 Beds, 1 Bath
400 Diamond Ln

400 Diamond Ln, Peconic, NY 11958
1 / 5
$3,500

3 Beds, 1 Bath
475 Youngs Ave Unit C

475 Youngs Ave Unit C, Southold, NY 11971
1 / 5
$3,500

2 Beds, 1 Bath
16640 Main St

16640 Main St, Southold, NY 11956
1 / 5
$3,800

1 Bed, 1 Bath
315 Lake Dr

315 Lake Dr, Southold, NY 11971
1 / 5
$3,800

3 Beds, 2 Baths
380 Private Rd

380 Private Rd, Southold, NY 11971
1 / 5
$4,000

2 Beds, 2 Baths
795 Monsell Ln

795 Monsell Ln, Southold, NY 11935
1 / 5
$4,000

3 Beds, 2 Baths
380 Eds Rd

380 Eds Rd, Southold, NY 11971
1 / 5
$4,000

4 Beds, 2 Baths
8515 Soundview Ave

8515 Soundview Ave, Southold, NY 11971
1 / 5
$4,000

2 Beds, 1 Bath
3670 Rocky Point Rd

3670 Rocky Point Rd, Southold, NY 11939
1 / 5
$4,200

3 Beds, 2 Baths
8340 Main Bayview Rd

8340 Main Bayview Rd, Southold, NY 11971
1 / 5
$4,500

4 Beds, 2.5 Baths
13595 Soundview Ave

13595 Soundview Ave, Southold, NY 11971
1 / 5
$4,800

3 Beds, 2.5 Baths
775 Hickory Rd

775 Hickory Rd, Southold, NY 11971
1 / 5
$4,850

2 Beds, 2 Baths
8415 Soundview Ave

8415 Soundview Ave, Southold, NY 11971
1 / 5
$5,000

2 Beds, 1 Bath
215 Leon Rd

215 Leon Rd, Southold, NY 11971
1 / 5
$5,000

4 Beds, 4 Baths
3175 Kenneys Rd

3175 Kenneys Rd, Southold, NY 11971
1 / 5
$5,600

4 Beds, 2 Baths
1155 Old Harbor Rd

1155 Old Harbor Rd, Southold, NY 11971
1 / 5
$6,000

4 Beds, 3 Baths
600 Corey Creek Ln

600 Corey Creek Ln, Southold, NY 11971
1 / 5
$6,000

3 Beds, 2 Baths
285 Oyster Ponds Ln

285 Oyster Ponds Ln, Southold, NY 11957
1 / 5
$6,000

3 Beds, 2 Baths
590 Soundview Ave

590 Soundview Ave, Southold, NY 11971
1 / 5
$6,250

4 Beds, 4.5 Baths
1975 Youngs Ave

1975 Youngs Ave, Southold, NY 11971
1 / 5
$6,500

3 Beds, 2 Baths
400 Town Creek Ln

400 Town Creek Ln, Southold, NY 11971
1 / 5
$6,500

2 Beds, 1 Bath
470 Goose Creek Ln

470 Goose Creek Ln, Southold, NY 11971
1 / 5
$7,000

3 Beds, 2 Baths
3400 Youngs Ave

3400 Youngs Ave, Southold, NY 11971
1 / 5
$7,500

4 Beds, 2 Baths
6710 Soundview Ave

6710 Soundview Ave, Southold, NY 11971
1 / 5
$7,500

4 Beds, 2 Baths
640 Orchard St

640 Orchard St, Southold, NY 11956
1 / 5
$8,000

3 Beds, 2 Baths
400 Hill Rd

400 Hill Rd, Southold, NY 11971
1 / 5
$8,000

3 Beds, 2 Baths
1265 Brigantine Dr

1265 Brigantine Dr, Southold, NY 11971
1 / 5
$9,000

3 Beds, 2 Baths
1275 The Esplanade

1275 The Esplanade, Southold, NY 11971
1 / 5
$10,000

4 Beds, 2.5 Baths
5650 N Bayview Rd

5650 N Bayview Rd, Southold, NY 11971
1 / 5
$10,000

5 Beds, 2 Baths
485 Pine Rd

485 Pine Rd, Southold, NY 11971
1 / 5
$10,000

3 Beds, 2.5 Baths
9325 Main Bayview Rd

9325 Main Bayview Rd, Southold, NY 11971
1 / 5
$10,000

4 Beds, 3.5 Baths
455 W Shore Dr

455 W Shore Dr, Southold, NY 11971
1 / 5
$10,000

4 Beds, 2.5 Baths
780 Minnehaha Blvd

780 Minnehaha Blvd, Southold, NY 11971
1 / 5
$10,000

4 Beds, 4 Baths
425 Old Shipyard Ln

425 Old Shipyard Ln, Southold, NY 11971
1 / 5
$10,000

3 Beds, 1.5 Baths
3650 Bay Shore Rd

3650 Bay Shore Rd, Greenport, NY 11944
1 / 5
$10,000

3 Beds, 3 Baths
250 Wesland Rd

250 Wesland Rd, Southold, NY 11971
1 / 5
$10,500

2 Beds, 2 Baths
400 Diamond Ln

400 Diamond Ln, Peconic, NY 11958
1 / 5
$12,000

3 Beds, 1 Bath
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Southold, NY Cheap Apartments for Rent

Whether you're on a budget or just looking to save, there are plenty of ways to find cheap apartments in Southold. Start by defining your list of apartment “must-haves.” What features can you not live without? If you want to live within walking distance to your favorite downtown locations, you may find that a smaller apartment of fewer amenities are a fair trade-off. Rent prices in Southold tend to be higher near the city center. For better deals, explore neighborhoods farther out where rents can be lower and apartment sizes may be larger. Look for areas with a higher number of available rental units — landlords with more vacancies are often more willing to offer incentives like lower rent or flexible lease terms. Keep an eye on listings for budget-friendly apartments that meet your core needs while offering a reasonable commute and access to the amenities you want.

Best Time to Find Cheap Apartments in Southold NY

Timing your apartment search can make a big difference in securing a great deal. Apartments are typically more affordable during the winter months — December through March — when demand is lower. During this off-season, landlords may offer reduced rent, waived fees, or other specials to fill units quickly. Another smart time to search is at the end of the month, when lease turnover peaks and more units become available. Being flexible with your move-in timing could help you land a better price. Cheap apartments in Southold tend to go fast. Keep an eye on timing, neighborhood options, and special deals to score the best rental price.