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Luxury Apartments

Luxury Apartments for Rent in Southold, NY

16 rentals available

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City Guide for Southold, NY

Get ready to make a wish--Southold is going to have 375 candles on its birthday cake in 2015! Founded in 1640 by settlers from the New Haven Colony, Southold's official flag states that this community is the oldest English town in New York State.

One of ten towns in Suffolk County, NY, Southold is perched on the northeast tip of the North Fork of Long Island

View Southold City Guide (opens in a new tab)

20 Best Luxury Apartments for Rent in Southold, NY (with pictures!)

More Rental Options

Amenities

Southold Apartments with Garages (7)
Southold Furnished Apartments (6)

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Frequently Asked Questions (FAQs)

How much is rent for a luxury apartment in Southold, NY?
Rental prices for luxury apartments in Southold, NY range from $10,000 to $70,000 per month.
How many luxury apartments are available for rent in Southold, NY?
Currently, there are 16 luxury apartments available for rent in Southold, NY.

Home/
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Luxury Apartments

Last updated September 3, 2026 at 10:10 PM PDT

Listings

1100 Pine Avenue Gallery 1

1 of 19

1100 Pine Avenue (opens in new tab)

1100 Pine Avenue, Southold, NY 11971

$28,000/moFees may apply12-mo lease

1 unit available

3 bed

1355 Watersedge Way Gallery 1

Amenities

Parking, Fire pit, Fireplace, and Bbq/grill

57305 Route 48 Gallery 1

1 of 47

57305 Route 48 (opens in new tab)

57305 Route 48, Southold, NY 11971

$49,000/moFees may apply12-mo lease

1 unit available

6 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Parking, Recently renovated, Stainless steel + more

16125 Soundview Avenue Gallery 1

1 of 26

16125 Soundview Avenue (opens in new tab)

16125 Soundview Avenue, Southold, NY 11971

$12,500/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Garage, Stainless steel, Pool + more

1275 The Esplanade Gallery 1

1 of 47

1275 The Esplanade (opens in new tab)

1275 The Esplanade, Southold, NY 11971

$39,500/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

On-site laundry, Patio / balcony, Pet friendly, Recently renovated, Stainless steel, Walk in closets + more

110 Sleepy Hollow Lane Gallery 1

1 of 46

110 Sleepy Hollow Lane (opens in new tab)

110 Sleepy Hollow Lane, Southold, NY 11971

$12,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Garage, Recently renovated, Pool + more

1 of 27

1355 Watersedge Way (opens in new tab)

1355 Watersedge Way, Southold, NY 11971

$19,500/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

In unit laundry and Patio / balcony

570 Hippodrome Drive Gallery 1

1 of 22

570 Hippodrome Drive (opens in new tab)

570 Hippodrome Drive, Southold, NY 11971

$15,000/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

In unit laundry, Dishwasher, Parking, Fireplace, Microwave, and Range

495 N Parish Drive Gallery 1

1 of 21

495 N Parish Drive (opens in new tab)

495 North Parish Drive, Southold, NY 11971

$70,000/moFees may apply12-mo lease

1 unit available

5 bed

Amenities

Patio / balcony, Garage, Recently renovated, Bike storage, and Bbq/grill

1825 Main Bayview Road Gallery 1

1 of 29

1825 Main Bayview Road (opens in new tab)

1825 Main Bayview Road, Southold, NY 11971

$10,000/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Parking, Range, and Refrigerator

590 Soundview Av Ext Gallery 1

1 of 29

590 Soundview Av Ext (opens in new tab)

590 Soundview Avenue, Southold, NY 11971

$27,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Parking, Pool, and Clubhouse

650 Pine Avenue Gallery 1

1 of 34

650 Pine Avenue (opens in new tab)

650 Pine Avenue, Southold, NY 11971

$30,000/moFees may apply12-mo lease

1 unit available

8 bed

Amenities

In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Pool + more

215 Northfield Lane Gallery 1

1 of 20

215 Northfield Lane (opens in new tab)

215 Northfield Road, Southold, NY 11971

$13,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

In unit laundry, Patio / balcony, Granite counters, Dishwasher, Parking, Recently renovated + more

935 Corey Creek Lane Gallery 1

1 of 24

935 Corey Creek Lane (opens in new tab)

935 Corey Creek Lane, Southold, NY 11971

$15,000/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

Patio / balcony, New construction, Parking, Walk in closets, Pool, and Fireplace

1000 Rambler Road Gallery 1

1 of 26

1000 Rambler Road (opens in new tab)

1000 Rambler Road, Southold, NY 11971

$15,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Garage, Walk in closets, Fireplace + more

910 Glenn Road Gallery 1

1 of 33

910 Glenn Road (opens in new tab)

910 Glenn Road, Southold, NY 11971

$25,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

On-site laundry, Hardwood floors, Garage, Walk in closets, Pool, and Fireplace

355 Windjammer Drive Gallery 1

1 of 21

355 Windjammer Drive (opens in new tab)

355 Windjammer Drive, Southold, NY 11971

$60,000/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

Parking, Pool, Hot tub, and Fireplace

Best market deals

These units are the best deal in town.

5650 N Bayview Road 5 Bed

5 Beds • 2 Baths • 2000 sqft

Base monthly rent

$437+

Available

Now

55075 Main Road Youngs Bldg #3

1 Bed • 1 Bath • 530 sqft

Base monthly rent

$2,450+

Available

Now

3825 S Harbor Road 2 Bed

2 Beds • 1 Bath

Base monthly rent

$3,500+

Available

Now

8515 Soundview Avenue 2 Bed

2 Beds • 1 Bath • 750 sqft

Base monthly rent

$4,000+

Available

Now

310 Old Shipyard Lane 3 Bed

3 Beds • 1 Bath • 1100 sqft

Base monthly rent

$4,000+

Available

Now

Luxury apartments

Top units for an elevated lifestyle.

495 N Parish Drive 5 Bed

5 Beds • 7 Baths • 3500 sqft

Base monthly rent

$70,000+

Available

Now

355 Windjammer Drive 3 Bed

3 Beds • 2 Baths

Base monthly rent

$60,000+

Available

Now

57305 Route 48 6 Bed

6 Beds • 6 Baths • 6600 sqft

Base monthly rent

$49,000+

Available

Now

1275 The Esplanade 4 Bed

4 Beds • 3 Baths

Base monthly rent

$39,500+

Available

Now

650 Pine Avenue 8 Bed

8 Beds • 7 Baths • 5400 sqft

Base monthly rent

$30,000+

Available

Now