Southold, NY rental listings

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ABOUT THIS HOME
Southold, NY Rental Listings
Situated in the heart of Southold Town, this beautiful unfurnished two-bedroom apartment with a private backyard is truly a rare find on the North Fork. The location is within walking distance of publ

$4,000/mo

2 beds1.5 baths1,462 sq ft

1235 Youngs Ave, Southold, NY 11971

Pets welcome • A/C • Patio/Balcony

ABOUT THIS HOME
Southold, NY Rental Listings
Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two s

$40,000/mo

5 beds3 baths2,000 sq ft

1160 Goose Creek Ln, Southold, NY 11971

Parking • A/C • Car-dependent

ABOUT THIS HOME
Southold, NY Rental Listings
2025 Rates: Last two weeks of June: $10,000.00, September 2-30 $15,000.00, October $12,500.00, Off season $6,000.00/month: Stunning New Construction in Southold's Hog Neck community. Enjoy open living

$10,000/mo

4 beds3.5 baths3,000 sq ft

9325 Main Bayview Rd, Southold, NY 11971

Parking • A/C • Car-dependent

NEW 16 HRS AGO

ABOUT THIS HOME
Southold, NY Rental Listings
Seasonal Rental in Scenic Southold, NY - 3 Bed, 3 Bath RetreatEscape to the heart of the North Fork with this beautifully appointed 3-bedroom, 2-bath seasonal rental in picturesque Southold, NY. Nestl

$10,000/mo

3 beds2 baths2,000 sq ft

275 Maier Pl, Southold, NY 11971

Parking • A/C • Car-dependent

ABOUT THIS HOME
Southold, NY Rental Listings
STUNNER 4BR DESIGNER HOME ~ PET FRIENDLY, HEATED POOL & BEACH!August 2 Weeks Only $15,000 and $18,000! First Time Offered! (see below) Fabulous vacations on the coveted Esplanade in "Angel Shores", wi

$10,000/mo

4 beds2.5 baths— sq ft

1275 The Esplanade, Southold, NY 11971

Pets welcome • Parking • A/C

ABOUT THIS HOME
Southold, NY Rental Listings
Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most conven

$20,000/mo

3 beds3 baths— sq ft

480 N Bayview Road Ext, Southold, NY 11971

Dogs welcome • Parking • Car-dependent

Property at 5650 N Bayview Rd, Southold, NY, 11971, 5 beds, 2 baths, [object Object]

$3,300/mo

5 beds2 baths2,000 sq ft

5650 N Bayview Rd, Southold, NY 11971

Property at 57185 North Rd, Greenport, NY, 11944, 1 bed, 1.5 baths, [object Object]

$2,700/mo

1 bed1.5 baths750 sq ft

57185 North Rd, Greenport, NY 11944

Property at 470 Goose Creek Ln, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$7,000/mo

3 beds2 baths2,000 sq ft

470 Goose Creek Ln, Southold, NY 11971

Property at 3825 S Harbor Rd, Southold, NY, 11971, 2 beds, 1 bath, [object Object]

$3,500/mo

2 beds1 bath— sq ft

3825 S Harbor Rd, Southold, NY 11971

Property at 1100 Pine Ave, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$28,000/mo

3 beds2 baths— sq ft

1100 Pine Ave, Southold, NY 11971

Property at 2555 Youngs Ave Unit 4D, Southold, NY, 11971, 2 beds, 2 baths, [object Object]

$3,200/mo

2 beds2 baths1,100 sq ft

2555 Youngs Ave Unit 4D, Southold, NY 11971

Property at 780 Minnehaha Blvd, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$10,000/mo

4 beds4 baths2,082 sq ft

780 Minnehaha Blvd, Southold, NY 11971

Property at 580 Gin Ln, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$15,000/mo

4 beds4 baths3,585 sq ft

580 Gin Ln, Southold, NY 11971

Property at 355 Windjammer Dr, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$70,000/mo

3 beds2 baths— sq ft

355 Windjammer Dr, Southold, NY 11971

Property at 145 Founders Path, Southold, NY, 11971, 3 beds, 1 bath, [object Object]

$5,000/mo

3 beds1 bath1,200 sq ft

145 Founders Path, Southold, NY 11971

Property at 1175 Waterview Dr, Southold, NY, 11971, 3 beds, 3 baths, [object Object]

$14,000/mo

3 beds3 baths1,800 sq ft

1175 Waterview Dr, Southold, NY 11971

Property at 1265 Brigantine Dr, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$9,000/mo

3 beds2 baths1,750 sq ft

1265 Brigantine Dr, Southold, NY 11971

Property at 1355 Watersedge Way, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$19,500/mo

3 beds2 baths1,200 sq ft

1355 Watersedge Way, Southold, NY 11971

Property at 2555 Youngs Ave Unit 11E, Southold, NY, 11971, 2 beds, 2 baths, [object Object]

$3,250/mo

2 beds2 baths1,200 sq ft

2555 Youngs Ave Unit 11E, Southold, NY 11971

Property at 400 Diamond Ln, Peconic, NY, 11958, 3 beds, 1 bath, [object Object]

$3,500/mo

3 beds1 bath— sq ft

400 Diamond Ln, Peconic, NY 11958

Property at 455 W Shore Dr, Southold, NY, 11971, 4 beds, 2.5 baths, [object Object]

$10,000/mo

4 beds2.5 baths1,625 sq ft

455 W Shore Dr, Southold, NY 11971

Property at 250 Wesland Rd, Southold, NY, 11971, 2 beds, 2 baths, [object Object]

$10,500/mo

2 beds2 baths1,400 sq ft

250 Wesland Rd, Southold, NY 11971

Property at 1975 Youngs Ave, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$6,500/mo

3 beds2 baths— sq ft

1975 Youngs Ave, Southold, NY 11971

Property at 365 Chablis Path, Southold, NY, 11971, 4 beds, 3.5 baths, [object Object]

$26,000/mo

4 beds3.5 baths3,800 sq ft

365 Chablis Path, Southold, NY 11971

Property at 425 Old Shipyard Ln, Southold, NY, 11971, 3 beds, 1.5 baths, [object Object]

$10,000/mo

3 beds1.5 baths1,578 sq ft

425 Old Shipyard Ln, Southold, NY 11971

Property at 425 Lake Dr, Southold, NY, 11971, 3 beds, 1 bath, [object Object]

$12,000/mo

3 beds1 bath1,200 sq ft

425 Lake Dr, Southold, NY 11971

Property at 1854 N Bayview Rd, Southold, NY, 11971, 2 beds, 2.5 baths, [object Object]

$15,000/mo

2 beds2.5 baths1,750 sq ft

1854 N Bayview Rd, Southold, NY 11971

Property at 485 Pine Rd, Southold, NY, 11971, 3 beds, 2.5 baths, [object Object]

$10,000/mo

3 beds2.5 baths2,000 sq ft

485 Pine Rd, Southold, NY 11971

Property at 495 N Parish Dr, Southold, NY, 11971, 5 beds, 5.5 baths, [object Object]

$10,000/mo

5 beds5.5 baths3,500 sq ft

495 N Parish Dr, Southold, NY 11971

Property at 400 Hill Rd, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$8,000/mo

3 beds2 baths1,620 sq ft

400 Hill Rd, Southold, NY 11971

Property at 485 Hickory Ave, Southold, NY, 11971, 4 beds, 3 baths, [object Object]

$35,000/mo

4 beds3 baths2,350 sq ft

485 Hickory Ave, Southold, NY 11971

Property at 950 Blue Marlin Dr, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$20,000/mo

4 beds4 baths3,200 sq ft

950 Blue Marlin Dr, Southold, NY 11971

Property at 215 Leon Rd, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$5,000/mo

4 beds4 baths1,800 sq ft

215 Leon Rd, Southold, NY 11971

Property at 45 Budds Pond Rd, Southold, NY, 11971, 5 beds, 2 baths, [object Object]

$22,000/mo

5 beds2 baths3,000 sq ft

45 Budds Pond Rd, Southold, NY 11971

Property at 315 Lake Dr, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$3,800/mo

3 beds2 baths1,100 sq ft

315 Lake Dr, Southold, NY 11971

Property at 3400 Youngs Ave, Southold, NY, 11971, 4 beds, 2 baths, [object Object]

$7,500/mo

4 beds2 baths2,000 sq ft

3400 Youngs Ave, Southold, NY 11971

Property at 775 Hickory Rd, Southold, NY, 11971, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths1,100 sq ft

775 Hickory Rd, Southold, NY 11971

Property at 110 Sleepy Hollow Ln, Southold, NY, 11971, 4 beds, 3 baths, [object Object]

$12,000/mo

4 beds3 baths2,900 sq ft

110 Sleepy Hollow Ln, Southold, NY 11971

Property at 56765 Route 48, Southold, NY, 11971, 3 beds, 2 baths, [object Object]

$35,000/mo

3 beds2 baths1,800 sq ft

56765 Route 48, Southold, NY 11971

Property at 1205 Lake Dr, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$15,000/mo

4 beds4 baths4,000 sq ft

1205 Lake Dr, Southold, NY 11971

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Based on information submitted to the MLS GRID as of Fri Sep 26 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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