83 total properties
View 11200 N Bayview Road Southold, NY MLS# 827387
$1,499,000
0.0

Baths

228,690

Sq.Ft.

11200 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1700 Smith Drive S Southold, NY MLS# 1011372
$1,599,000
4

Beds

3.1

Baths

2,668

Sq.Ft.

1700 Smith Drive S

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 55975 Route 25 Southold, NY MLS# L3530579
$1,600,000
87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 55975 Route 25 Southold, NY MLS# L3530714
$1,600,000
0.0

Baths

87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 55700 Route 25 Southold, NY MLS# 909437
$1,695,000
2,146

Sq.Ft.

55700 Route 25

Southold, NY

Courtesy of CORCORAN
View 2025 Little Peconic Bay Lane Southold, NY MLS# 1061179
$1,695,000
3

Beds

2.0

Baths

2,376

Sq.Ft.

2025 Little Peconic Bay Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 3500 Pine Neck Road Southold, NY MLS# 951805
  • Virtual Tour
1 of 35
$1,750,000
3

Beds

2.1

Baths

2,000

Sq.Ft.

3500 Pine Neck Road

Southold, NY

Courtesy of SIGNATURE PREMIER PROPERTIES
View 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 34
$1,799,000
4

Beds

2.1

Baths

3,800

Sq.Ft.

25 Lighthouse Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1020 Ruch Lane Southold, NY MLS# 960778
$1,835,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

1020 Ruch Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 2100 Glenn Road Southold, NY MLS# 1008927
  • Virtual Tour
1 of 43
$1,849,000
4

Beds

2.2

Baths

2,850

Sq.Ft.

2100 Glenn Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 680 Private Road 17 Southold, NY MLS# 1017642
$1,995,000
3

Beds

3.0

Baths

1,782

Sq.Ft.

680 Private Road 17

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 2245 Little Peconic Bay Lane Southold, NY MLS# 1022803
$1,999,999
3

Beds

2.1

Baths

2,367

Sq.Ft.

2245 Little Peconic Bay Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1455 Cedar Point Drive E Southold, NY MLS# 1058940
  • Recently Listed
1 of 20
$2,150,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

1455 Cedar Point Drive E

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 205 Grange Road Southold, NY MLS# 1063190
  • Recently Listed
1 of 7
$2,195,000
4

Beds

3.1

Baths

3,900

Sq.Ft.

205 Grange Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 225 Lakeside Drive S Southold, NY MLS# 1038709
  • Virtual Tour
1 of 29
$2,200,000
3

Beds

3.0

Baths

2,600

Sq.Ft.

225 Lakeside Drive S

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1665 Glenn Road Southold, NY MLS# 990099
  • Virtual Tour
1 of 46
$2,250,000
4

Beds

4.1

Baths

3,248

Sq.Ft.

1665 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 605 Cedar Drive Southold, NY MLS# 1031524
$2,395,000
5

Beds

3.1

Baths

3,500

Sq.Ft.

605 Cedar Drive

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 470 Goose Creek Lane Southold, NY MLS# 943087
$2,399,000
3

Beds

2.0

Baths

2,095

Sq.Ft.

470 Goose Creek Lane

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 3470 N Bayview Road Southold, NY MLS# 903844
$2,500,000
5

Beds

4.1

Baths

3,800

Sq.Ft.

3470 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1430 Bay Haven Lane Southold, NY MLS# 1054890
$2,548,000
4

Beds

4.0

Baths

3,035

Sq.Ft.

1430 Bay Haven Lane

Southold, NY

Courtesy of COMPASS GREATER NY LLC

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Data is updated as of 10/25/2026.

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