Listings in 11944 - Columbia County, New York
Displaying 1 – 200 of 138 Real estate listings
90 Caiola Court
Southold, NY | Pending
Listed: Jul, 17, 2026
Price: $1,585,000
Living Area: 3,392 Sq. Ft.
Southold, NY | Pending
Listed: Jul, 17, 2026
Price: $1,585,000
Living Area: 3,392 Sq. Ft.
430 1st Street
Southold, NY | Canceled
Listed: Oct, 09, 2026
Price: $1,495,000
Living Area: 1,920 Sq. Ft.
Southold, NY | Canceled
Listed: Oct, 09, 2026
Price: $1,495,000
Living Area: 1,920 Sq. Ft.
1000 9th Street Unit L97
Southold, NY | Closed
Listed: Jul, 23, 2026
Price: $2,000
Living Area: 560 Sq. Ft.
Southold, NY | Closed
Listed: Jul, 23, 2026
Price: $2,000
Living Area: 560 Sq. Ft.
1100 (aka 702 Linnett) 7th Street
Southold, NY | Active
Listed: May, 25, 2026
Price: $899,000
Living Area: 580 Sq. Ft.
Southold, NY | Active
Listed: May, 25, 2026
Price: $899,000
Living Area: 580 Sq. Ft.
611 1st Street
Southold, NY | Pending
Listed: Sep, 08, 2026
Price: $2,200,000
Living Area: 2,800 Sq. Ft.
Southold, NY | Pending
Listed: Sep, 08, 2026
Price: $2,200,000
Living Area: 2,800 Sq. Ft.
450 Maple Lane
Southold, NY | Closed
Listed: May, 29, 2026
Price: $1,150,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Closed
Listed: May, 29, 2026
Price: $1,150,000
Living Area: 1,800 Sq. Ft.
55 Brown Street
Southold, NY | Closed
Listed: Jan, 13, 2026
Price: $1,325,000
Living Area: 2,012 Sq. Ft.
Southold, NY | Closed
Listed: Jan, 13, 2026
Price: $1,325,000
Living Area: 2,012 Sq. Ft.
609 1st Street
Southold, NY | Closed
Listed: Sep, 14, 2025
Price: $1,099,000
Living Area: 1,835 Sq. Ft.
Southold, NY | Closed
Listed: Sep, 14, 2025
Price: $1,099,000
Living Area: 1,835 Sq. Ft.
1000 9th Street G59
Southold, NY | Closed
Listed: Jun, 27, 2026
Price: $2,600
Living Area: 800 Sq. Ft.
Southold, NY | Closed
Listed: Jun, 27, 2026
Price: $2,600
Living Area: 800 Sq. Ft.
110 Homestead Way
Southold, NY | Expired
Listed: Sep, 05, 2025
Price: $549,000
Living Area: 0 Sq. Ft.
Southold, NY | Expired
Listed: Sep, 05, 2025
Price: $549,000
Living Area: 0 Sq. Ft.
130 Sunset Lane
Southold, NY | Closed
Listed: Jun, 20, 2025
Price: $1,575,000
Living Area: 2,900 Sq. Ft.
Southold, NY | Closed
Listed: Jun, 20, 2025
Price: $1,575,000
Living Area: 2,900 Sq. Ft.
434 Main Street
Southold, NY | Expired
Listed: Mar, 26, 2026
Price: $2,500,000
Living Area: 6,871 Sq. Ft.
Southold, NY | Expired
Listed: Mar, 26, 2026
Price: $2,500,000
Living Area: 6,871 Sq. Ft.
1050 Tasker Lane
Southold, NY | Expired
Listed: Jun, 21, 2026
Price: $2,995,000
Living Area: 4,310 Sq. Ft.
Southold, NY | Expired
Listed: Jun, 21, 2026
Price: $2,995,000
Living Area: 4,310 Sq. Ft.
2100 Sound Drive
Southold, NY | Hold
Listed: May, 16, 2025
Price: $2,599,000
Living Area: 2,095 Sq. Ft.
Southold, NY | Hold
Listed: May, 16, 2025
Price: $2,599,000
Living Area: 2,095 Sq. Ft.
1000 9th Street 43
Southold, NY | Pending
Listed: Jul, 14, 2026
Price: $295,000
Living Area: 0 Sq. Ft.
Southold, NY | Pending
Listed: Jul, 14, 2026
Price: $295,000
Living Area: 0 Sq. Ft.
168 Sterling Street
Southold, NY | Closed
Listed: Mar, 19, 2026
Price: $2,400,000
Living Area: 1,980 Sq. Ft.
Southold, NY | Closed
Listed: Mar, 19, 2026
Price: $2,400,000
Living Area: 1,980 Sq. Ft.
307 Champlin Place
Greenport, NY | Active
Listed: Apr, 27, 2026
Price: $859,000
Living Area: 990 Sq. Ft.
Greenport, NY | Active
Listed: Apr, 27, 2026
Price: $859,000
Living Area: 990 Sq. Ft.
402 5th Street
Southold, NY | Active
Listed: Oct, 05, 2026
Price: $1,300,000
Living Area: 1,850 Sq. Ft.
Southold, NY | Active
Listed: Oct, 05, 2026
Price: $1,300,000
Living Area: 1,850 Sq. Ft.
311 Front Street
Southold, NY | Active
Listed: Oct, 08, 2026
Price: $840,000
Living Area: 1,122 Sq. Ft.
Southold, NY | Active
Listed: Oct, 08, 2026
Price: $840,000
Living Area: 1,122 Sq. Ft.
134 6th Street
Southold, NY | Active
Listed: Mar, 06, 2026
Price: $18,500
Living Area: 1,560 Sq. Ft.
Southold, NY | Active
Listed: Mar, 06, 2026
Price: $18,500
Living Area: 1,560 Sq. Ft.
31 Sage Boulevard 31
Southold, NY | Pending
Listed: Mar, 09, 2026
Price: $559,000
Living Area: 500 Sq. Ft.
Southold, NY | Pending
Listed: Mar, 09, 2026
Price: $559,000
Living Area: 500 Sq. Ft.
69430 Main Road
Southold, NY | Active
Listed: Jul, 29, 2026
Price: $1,800,000
Living Area: 1,100 Sq. Ft.
Southold, NY | Active
Listed: Jul, 29, 2026
Price: $1,800,000
Living Area: 1,100 Sq. Ft.
429 Kaplan Avenue
Southold, NY | Active
Listed: Aug, 01, 2026
Price: $775,000
Living Area: 2,200 Sq. Ft.
Southold, NY | Active
Listed: Aug, 01, 2026
Price: $775,000
Living Area: 2,200 Sq. Ft.
1760 McCann Lane
Southold, NY | Active
Listed: May, 15, 2026
Price: $2,399,000
Living Area: 2,250 Sq. Ft.
Southold, NY | Active
Listed: May, 15, 2026
Price: $2,399,000
Living Area: 2,250 Sq. Ft.
63615 North Road
Southold, NY | Active
Listed: Jan, 19, 2026
Price: $6,300
Living Area: 3,500 Sq. Ft.
Southold, NY | Active
Listed: Jan, 19, 2026
Price: $6,300
Living Area: 3,500 Sq. Ft.
738 Conklin Road
Southold, NY | Active
Listed: Sep, 16, 2026
Price: $925,000
Living Area: 925 Sq. Ft.
Southold, NY | Active
Listed: Sep, 16, 2026
Price: $925,000
Living Area: 925 Sq. Ft.
435 Sound Road
Southold, NY | Active
Listed: Aug, 21, 2026
Price: $1,100,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Aug, 21, 2026
Price: $1,100,000
Living Area: 1,800 Sq. Ft.
216 Monsell Place
Southold, NY | Active
Listed: Aug, 19, 2026
Price: $1,100,000
Living Area: 1,200 Sq. Ft.
Southold, NY | Active
Listed: Aug, 19, 2026
Price: $1,100,000
Living Area: 1,200 Sq. Ft.
817 Wiggins Street
Southold, NY | Active
Listed: Oct, 28, 2026
Price: $1,275,000
Living Area: 2,154 Sq. Ft.
Southold, NY | Active
Listed: Oct, 28, 2026
Price: $1,275,000
Living Area: 2,154 Sq. Ft.
100 Sound Drive
Southold, NY | Active
Listed: May, 05, 2026
Price: $2,700,000
Living Area: 1,652 Sq. Ft.
Southold, NY | Active
Listed: May, 05, 2026
Price: $2,700,000
Living Area: 1,652 Sq. Ft.
210 5th Street
Southold, NY | Active
Listed: Mar, 02, 2026
Price: $1,310,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Mar, 02, 2026
Price: $1,310,000
Living Area: 1,800 Sq. Ft.
48 Front Street
Southold, NY | Active
Listed: Oct, 31, 2026
Price: $2,800,000
Living Area: 4,935 Sq. Ft.
Southold, NY | Active
Listed: Oct, 31, 2026
Price: $2,800,000
Living Area: 4,935 Sq. Ft.
517 Flint Street
Greenport, NY | Closed
Listed: Jul, 26, 2026
Price: $3,200
Living Area: 900 Sq. Ft.
Greenport, NY | Closed
Listed: Jul, 26, 2026
Price: $3,200
Living Area: 900 Sq. Ft.
42 Stirling Cove A
Greenport, NY | Active
Listed: Oct, 04, 2026
Price: $49,000
Living Area: 1,100 Sq. Ft.
Greenport, NY | Active
Listed: Oct, 04, 2026
Price: $49,000
Living Area: 1,100 Sq. Ft.
56875 Route 48
Southold, NY | Active
Listed: Mar, 24, 2026
Price: $4,250,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Mar, 24, 2026
Price: $4,250,000
Living Area: 1,800 Sq. Ft.
300 Fiddler Lane
Southold, NY | Expired
Listed: Feb, 25, 2026
Price: $15,000
Living Area: 1,900 Sq. Ft.
Southold, NY | Expired
Listed: Feb, 25, 2026
Price: $15,000
Living Area: 1,900 Sq. Ft.
395 Linnet Street
Southold, NY | Expired
Listed: Aug, 06, 2025
Price: $749,999
Living Area: 2,800 Sq. Ft.
Southold, NY | Expired
Listed: Aug, 06, 2025
Price: $749,999
Living Area: 2,800 Sq. Ft.
2675 Kerwin Boulevard
Southold, NY | Closed
Listed: Jun, 19, 2026
Price: $950,000
Living Area: 1,735 Sq. Ft.
Southold, NY | Closed
Listed: Jun, 19, 2026
Price: $950,000
Living Area: 1,735 Sq. Ft.
130 Tasker Lane
Southold, NY | Canceled
Listed: Apr, 14, 2026
Price: $1,175,000
Living Area: 2,400 Sq. Ft.
Southold, NY | Canceled
Listed: Apr, 14, 2026
Price: $1,175,000
Living Area: 2,400 Sq. Ft.
155 Bridge Street
Southold, NY | Canceled
Listed: Nov, 27, 2023
Price: $10,000
Living Area: 2,400 Sq. Ft.
Southold, NY | Canceled
Listed: Nov, 27, 2023
Price: $10,000
Living Area: 2,400 Sq. Ft.
135 Corwin Street
Southold, NY | Closed
Listed: Apr, 29, 2026
Price: $725,000
Living Area: 1,700 Sq. Ft.
Southold, NY | Closed
Listed: Apr, 29, 2026
Price: $725,000
Living Area: 1,700 Sq. Ft.
306 6th Street
Southold, NY | Expired
Listed: Jun, 04, 2026
Price: $16,000
Living Area: 2,000 Sq. Ft.
Southold, NY | Expired
Listed: Jun, 04, 2026
Price: $16,000
Living Area: 2,000 Sq. Ft.
1565 Calebs Way D15
Southold, NY | Closed
Listed: May, 06, 2026
Price: $550,000
Living Area: 1,249 Sq. Ft.
Southold, NY | Closed
Listed: May, 06, 2026
Price: $550,000
Living Area: 1,249 Sq. Ft.
160 Sound Drive
Southold, NY | Expired
Listed: Sep, 19, 2025
Price: $5,695,000
Living Area: 4,500 Sq. Ft.
Southold, NY | Expired
Listed: Sep, 19, 2025
Price: $5,695,000
Living Area: 4,500 Sq. Ft.
123 Sterling Avenue 2
Southold, NY | Active
Listed: Feb, 19, 2026
Price: $45,000
Living Area: 1,528 Sq. Ft.
Southold, NY | Active
Listed: Feb, 19, 2026
Price: $45,000
Living Area: 1,528 Sq. Ft.
1235 Calebs Way Unit G25
Southold, NY | Closed
Listed: Aug, 13, 2026
Price: $599,000
Living Area: 1,180 Sq. Ft.
Southold, NY | Closed
Listed: Aug, 13, 2026
Price: $599,000
Living Area: 1,180 Sq. Ft.
744 Main Street Unit 1
Southold, NY | Closed
Listed: Jun, 01, 2026
Price: $3,500
Living Area: 2,600 Sq. Ft.
Southold, NY | Closed
Listed: Jun, 01, 2026
Price: $3,500
Living Area: 2,600 Sq. Ft.
300 Fiddler Lane
Southold, NY | Active
Listed: Sep, 23, 2026
Price: $4,900
Living Area: 1,900 Sq. Ft.
Southold, NY | Active
Listed: Sep, 23, 2026
Price: $4,900
Living Area: 1,900 Sq. Ft.
485 Sutton Place
Southold, NY | Closed
Listed: Oct, 30, 2025
Price: $20,000
Living Area: 2,026 Sq. Ft.
Southold, NY | Closed
Listed: Oct, 30, 2025
Price: $20,000
Living Area: 2,026 Sq. Ft.
131 6th Street G
Southold, NY | Active
Listed: Dec, 05, 2025
Price: $5,000
Living Area: 2,238 Sq. Ft.
Southold, NY | Active
Listed: Dec, 05, 2025
Price: $5,000
Living Area: 2,238 Sq. Ft.
151 Bay Avenue
Southold, NY | Active
Listed: Sep, 19, 2024
Price: $2,100,000
Living Area: 3,500 Sq. Ft.
Southold, NY | Active
Listed: Sep, 19, 2024
Price: $2,100,000
Living Area: 3,500 Sq. Ft.
160 Sound Drive
Southold, NY | Active
Listed: Jun, 16, 2026
Price: $5,695,000
Living Area: 4,500 Sq. Ft.
Southold, NY | Active
Listed: Jun, 16, 2026
Price: $5,695,000
Living Area: 4,500 Sq. Ft.
69465 Main Road
Southold, NY | Active
Listed: May, 12, 2025
Price: $1,225,000
Living Area: 6,000 Sq. Ft.
Southold, NY | Active
Listed: May, 12, 2025
Price: $1,225,000
Living Area: 6,000 Sq. Ft.
660 Sutton Place
Southold, NY | Active
Listed: Mar, 17, 2026
Price: $1,950,000
Living Area: 2,410 Sq. Ft.
Southold, NY | Active
Listed: Mar, 17, 2026
Price: $1,950,000
Living Area: 2,410 Sq. Ft.
185 Inlet Lane
Southold, NY | Active
Listed: Jul, 20, 2026
Price: $12,000
Living Area: 2,800 Sq. Ft.
Southold, NY | Active
Listed: Jul, 20, 2026
Price: $12,000
Living Area: 2,800 Sq. Ft.
311 5th Street
Southold, NY | Pending
Listed: Jun, 01, 2026
Price: $1,579,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Pending
Listed: Jun, 01, 2026
Price: $1,579,000
Living Area: 1,800 Sq. Ft.
410 6th Street
Southold, NY | Active
Listed: Sep, 02, 2026
Price: $864,200
Living Area: 1,500 Sq. Ft.
Southold, NY | Active
Listed: Sep, 02, 2026
Price: $864,200
Living Area: 1,500 Sq. Ft.
1710 Gull Pond Lane
Southold, NY | Active
Listed: Dec, 23, 2025
Price: $2,400,000
Living Area: 2,480 Sq. Ft.
Southold, NY | Active
Listed: Dec, 23, 2025
Price: $2,400,000
Living Area: 2,480 Sq. Ft.
56765 Route 48
Southold, NY | Active
Listed: Apr, 29, 2026
Price: $100,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Apr, 29, 2026
Price: $100,000
Living Area: 1,800 Sq. Ft.
446 6th Street
Southold, NY | Active
Listed: Apr, 02, 2026
Price: $16,000
Living Area: 1,400 Sq. Ft.
Southold, NY | Active
Listed: Apr, 02, 2026
Price: $16,000
Living Area: 1,400 Sq. Ft.
950 Tasker Lane
Southold, NY | Active
Listed: Mar, 18, 2024
Price: $36,000
Living Area: 3,500 Sq. Ft.
Southold, NY | Active
Listed: Mar, 18, 2024
Price: $36,000
Living Area: 3,500 Sq. Ft.
750 Kerwin Boulevard
Southold, NY | Expired
Listed: Aug, 12, 2025
Price: $11,200
Living Area: 3,200 Sq. Ft.
Southold, NY | Expired
Listed: Aug, 12, 2025
Price: $11,200
Living Area: 3,200 Sq. Ft.
48 Front Street
Southold, NY | Expired
Listed: Sep, 19, 2024
Price: $2,850,000
Living Area: 4,400 Sq. Ft.
Southold, NY | Expired
Listed: Sep, 19, 2024
Price: $2,850,000
Living Area: 4,400 Sq. Ft.
28 Sound Road
Southold, NY | Expired
Listed: Oct, 20, 2025
Price: $839,000
Living Area: 2,200 Sq. Ft.
Southold, NY | Expired
Listed: Oct, 20, 2025
Price: $839,000
Living Area: 2,200 Sq. Ft.
55915 County Road 48
Southold, NY | Active
Listed: Jul, 24, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
Southold, NY | Active
Listed: Jul, 24, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
317 South Street
Southold, NY | Active
Listed: Sep, 10, 2026
Price: $2,650
Living Area: 1,400 Sq. Ft.
Southold, NY | Active
Listed: Sep, 10, 2026
Price: $2,650
Living Area: 1,400 Sq. Ft.
1100 (aka 702 Linnett) 7th Street
Southold, NY | Active
Listed: Sep, 02, 2026
Price: $3,100
Living Area: 580 Sq. Ft.
Southold, NY | Active
Listed: Sep, 02, 2026
Price: $3,100
Living Area: 580 Sq. Ft.
336 2nd Street
Southold, NY | Active
Listed: Dec, 01, 2025
Price: $999,750
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Dec, 01, 2025
Price: $999,750
Living Area: 1,800 Sq. Ft.
4012 Route 9
Greenport, NY | Closed
Listed: Sep, 15, 2015
Price: $122,000
Living Area: 1,400 Sq. Ft.
Greenport, NY | Closed
Listed: Sep, 15, 2015
Price: $122,000
Living Area: 1,400 Sq. Ft.
44 (1180) Sound Road
Southold, NY | Pending
Listed: Aug, 11, 2026
Price: $799,000
Living Area: 1,090 Sq. Ft.
Southold, NY | Pending
Listed: Aug, 11, 2026
Price: $799,000
Living Area: 1,090 Sq. Ft.
1760 Albertson Lane
Southold, NY | Active
Listed: Nov, 10, 2025
Price: $1,499,000
Living Area: 1,880 Sq. Ft.
Southold, NY | Active
Listed: Nov, 10, 2025
Price: $1,499,000
Living Area: 1,880 Sq. Ft.
1000 9th Street Unit J70
Southold, NY | Active
Listed: Sep, 14, 2026
Price: $2,400
Living Area: 616 Sq. Ft.
Southold, NY | Active
Listed: Sep, 14, 2026
Price: $2,400
Living Area: 616 Sq. Ft.
407 Wiggins Street
Southold, NY | Canceled
Listed: Apr, 04, 2026
Price: $1,297,000
Living Area: 1,784 Sq. Ft.
Southold, NY | Canceled
Listed: Apr, 04, 2026
Price: $1,297,000
Living Area: 1,784 Sq. Ft.
130 Tasker Lane
Southold, NY | Active
Listed: Aug, 11, 2026
Price: $1,099,000
Living Area: 2,400 Sq. Ft.
Southold, NY | Active
Listed: Aug, 11, 2026
Price: $1,099,000
Living Area: 2,400 Sq. Ft.
1050 Tasker Lane
Southold, NY | Active
Listed: Oct, 05, 2026
Price: $2,795,000
Living Area: 4,562 Sq. Ft.
Southold, NY | Active
Listed: Oct, 05, 2026
Price: $2,795,000
Living Area: 4,562 Sq. Ft.
216 Broad Street
Southold, NY | Active
Listed: Sep, 14, 2026
Price: $699,000
Living Area: 1,400 Sq. Ft.
Southold, NY | Active
Listed: Sep, 14, 2026
Price: $699,000
Living Area: 1,400 Sq. Ft.
235 Bridge Street
Southold, NY | Closed
Listed: Mar, 28, 2019
Price: $399,000
Living Area: 1,000 Sq. Ft.
Southold, NY | Closed
Listed: Mar, 28, 2019
Price: $399,000
Living Area: 1,000 Sq. Ft.
1000 Sound Drive
Southold, NY | Active
Listed: Feb, 08, 2025
Price: $38,000
Living Area: 3,700 Sq. Ft.
Southold, NY | Active
Listed: Feb, 08, 2025
Price: $38,000
Living Area: 3,700 Sq. Ft.
3650 Bay Shore Road
Southold, NY | Active
Listed: Jun, 17, 2025
Price: $10,000
Living Area: 2,400 Sq. Ft.
Southold, NY | Active
Listed: Jun, 17, 2025
Price: $10,000
Living Area: 2,400 Sq. Ft.
820 Wiggins Street
Southold, NY | Active
Listed: Sep, 17, 2026
Price: $525,000
Living Area: 0 Sq. Ft.
Southold, NY | Active
Listed: Sep, 17, 2026
Price: $525,000
Living Area: 0 Sq. Ft.
57305 Route 48
Southold, NY | Active
Listed: Feb, 12, 2026
Price: $49,000
Living Area: 6,600 Sq. Ft.
Southold, NY | Active
Listed: Feb, 12, 2026
Price: $49,000
Living Area: 6,600 Sq. Ft.
620 Kerwin Boulevard
Southold, NY | Active
Listed: Mar, 29, 2026
Price: $485,000
Living Area: 0 Sq. Ft.
Southold, NY | Active
Listed: Mar, 29, 2026
Price: $485,000
Living Area: 0 Sq. Ft.
40 Stirling Cove
Greenport, NY | Active
Listed: Sep, 30, 2026
Price: $20,000
Living Area: 1,100 Sq. Ft.
Greenport, NY | Active
Listed: Sep, 30, 2026
Price: $20,000
Living Area: 1,100 Sq. Ft.
695 Sound Drive
Southold, NY | Expired
Listed: Mar, 16, 2026
Price: $20,000
Living Area: 3,393 Sq. Ft.
Southold, NY | Expired
Listed: Mar, 16, 2026
Price: $20,000
Living Area: 3,393 Sq. Ft.
1705 Kerwin Boulevard
Southold, NY | Closed
Listed: Jan, 09, 2026
Price: $1,170,000
Living Area: 2,400 Sq. Ft.
Southold, NY | Closed
Listed: Jan, 09, 2026
Price: $1,170,000
Living Area: 2,400 Sq. Ft.
19 Front Street
Southold, NY | Expired
Listed: Jun, 01, 2026
Price: $5,500
Living Area: 1,600 Sq. Ft.
Southold, NY | Expired
Listed: Jun, 01, 2026
Price: $5,500
Living Area: 1,600 Sq. Ft.
40 Stirling Cove
Southold, NY | Expired
Listed: Mar, 29, 2026
Price: $23,500
Living Area: 1,100 Sq. Ft.
Southold, NY | Expired
Listed: Mar, 29, 2026
Price: $23,500
Living Area: 1,100 Sq. Ft.
61475 Route 48 A105
Southold, NY | Closed
Listed: May, 06, 2026
Price: $659,000
Living Area: 730 Sq. Ft.
Southold, NY | Closed
Listed: May, 06, 2026
Price: $659,000
Living Area: 730 Sq. Ft.
880 Wiggins Street
Southold, NY | Expired
Listed: Jan, 16, 2026
Price: $2,600
Living Area: 600 Sq. Ft.
Southold, NY | Expired
Listed: Jan, 16, 2026
Price: $2,600
Living Area: 600 Sq. Ft.
619 Bailey Avenue
Southold, NY | Expired
Listed: Apr, 29, 2026
Price: $45,000
Living Area: 2,300 Sq. Ft.
Southold, NY | Expired
Listed: Apr, 29, 2026
Price: $45,000
Living Area: 2,300 Sq. Ft.
619 Bailey Avenue
Southold, NY | Closed
Listed: Apr, 28, 2026
Price: $1,475,000
Living Area: 2,300 Sq. Ft.
Southold, NY | Closed
Listed: Apr, 28, 2026
Price: $1,475,000
Living Area: 2,300 Sq. Ft.
611 Main Street B
Southold, NY | Closed
Listed: Jan, 14, 2026
Price: $3,250
Living Area: 930 Sq. Ft.
Southold, NY | Closed
Listed: Jan, 14, 2026
Price: $3,250
Living Area: 930 Sq. Ft.
340 Westwood Lane
Southold, NY | Closed
Listed: Jan, 11, 2017
Price: $489,000
Living Area: 0 Sq. Ft.
Southold, NY | Closed
Listed: Jan, 11, 2017
Price: $489,000
Living Area: 0 Sq. Ft.
1510 Maple Lane
Southold, NY | Expired
Listed: Dec, 16, 2025
Price: $8,000
Living Area: 2,000 Sq. Ft.
Southold, NY | Expired
Listed: Dec, 16, 2025
Price: $8,000
Living Area: 2,000 Sq. Ft.
56765 Route 48
Southold, NY | Active
Listed: Mar, 24, 2026
Price: $2,650,000
Living Area: 1,800 Sq. Ft.
Southold, NY | Active
Listed: Mar, 24, 2026
Price: $2,650,000
Living Area: 1,800 Sq. Ft.
250 Osprey Nest Road
Southold, NY | Closed
Listed: Apr, 01, 2026
Price: $2,999,999
Living Area: 5,780 Sq. Ft.
Southold, NY | Closed
Listed: Apr, 01, 2026
Price: $2,999,999
Living Area: 5,780 Sq. Ft.
311 Front Street
Southold, NY | Expired
Listed: Oct, 15, 2025
Price: $895,000
Living Area: 1,122 Sq. Ft.
Southold, NY | Expired
Listed: Oct, 15, 2025
Price: $895,000
Living Area: 1,122 Sq. Ft.
427 Sound Road
Southold, NY | Closed
Listed: May, 15, 2026
Price: $985,000
Living Area: 1,080 Sq. Ft.
Southold, NY | Closed
Listed: May, 15, 2026
Price: $985,000
Living Area: 1,080 Sq. Ft.
1175 9th Street
Southold, NY | Pending
Listed: Jan, 15, 2026
Price: $935,000
Living Area: 2,100 Sq. Ft.
Southold, NY | Pending
Listed: Jan, 15, 2026
Price: $935,000
Living Area: 2,100 Sq. Ft.
312 5th Avenue
Southold, NY | Active
Listed: Nov, 01, 2025
Price: $12,000
Living Area: 1,900 Sq. Ft.
Southold, NY | Active
Listed: Nov, 01, 2025
Price: $12,000
Living Area: 1,900 Sq. Ft.
242 Maple Lane
Southold, NY | Active
Listed: Jan, 26, 2026
Price: $15,000
Living Area: 3,400 Sq. Ft.
Southold, NY | Active
Listed: Jan, 26, 2026
Price: $15,000
Living Area: 3,400 Sq. Ft.
308 Monsell Place
Southold, NY | Active
Listed: Jul, 24, 2026
Price: $749,000
Living Area: 968 Sq. Ft.
Southold, NY | Active
Listed: Jul, 24, 2026
Price: $749,000
Living Area: 968 Sq. Ft.
217 Center Street
Southold, NY | Closed
Listed: Jul, 04, 2026
Price: $1,095,000
Living Area: 1,600 Sq. Ft.
Southold, NY | Closed
Listed: Jul, 04, 2026
Price: $1,095,000
Living Area: 1,600 Sq. Ft.
1400 Bay Shore Road
Southold, NY | Pending
Listed: Sep, 03, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
Southold, NY | Pending
Listed: Sep, 03, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
165 Marine Place
Southold, NY | Active
Listed: Mar, 01, 2026
Price: $10,000
Living Area: 3,800 Sq. Ft.
Southold, NY | Active
Listed: Mar, 01, 2026
Price: $10,000
Living Area: 3,800 Sq. Ft.
1075 Inlet Lane
Southold, NY | Expired
Listed: Oct, 17, 2025
Price: $10,000
Living Area: 2,200 Sq. Ft.
Southold, NY | Expired
Listed: Oct, 17, 2025
Price: $10,000
Living Area: 2,200 Sq. Ft.
40 Stirling Cove
Southold, NY | Active
Listed: Sep, 30, 2026
Price: $20,000
Living Area: 1,100 Sq. Ft.
Southold, NY | Active
Listed: Sep, 30, 2026
Price: $20,000
Living Area: 1,100 Sq. Ft.
237 6th Street
Southold, NY | Expired
Listed: Mar, 16, 2026
Price: $14,000
Living Area: 1,452 Sq. Ft.
Southold, NY | Expired
Listed: Mar, 16, 2026
Price: $14,000
Living Area: 1,452 Sq. Ft.
275 Sound Road
Southold, NY | Closed
Listed: Jun, 09, 2026
Price: $799,900
Living Area: 1,100 Sq. Ft.
Southold, NY | Closed
Listed: Jun, 09, 2026
Price: $799,900
Living Area: 1,100 Sq. Ft.
744 Main Street 1
Greenport, NY | Closed
Listed: Jun, 01, 2026
Price: $3,500
Living Area: 2,600 Sq. Ft.
Greenport, NY | Closed
Listed: Jun, 01, 2026
Price: $3,500
Living Area: 2,600 Sq. Ft.
380 Homestead Way
Southold, NY | Active
Listed: Oct, 06, 2025
Price: $1,149,900
Living Area: 1,650 Sq. Ft.
Southold, NY | Active
Listed: Oct, 06, 2025
Price: $1,149,900
Living Area: 1,650 Sq. Ft.
485 Sutton Place
Southold, NY | Active
Listed: Sep, 27, 2026
Price: $20,000
Living Area: 2,026 Sq. Ft.
Southold, NY | Active
Listed: Sep, 27, 2026
Price: $20,000
Living Area: 2,026 Sq. Ft.
145 Osprey Nest Road
Southold, NY | Closed
Listed: Apr, 25, 2026
Price: $1,500,000
Living Area: 2,528 Sq. Ft.
Southold, NY | Closed
Listed: Apr, 25, 2026
Price: $1,500,000
Living Area: 2,528 Sq. Ft.
2700 Sound Drive
Southold, NY | Active
Listed: Jun, 12, 2025
Price: $55,000
Living Area: 3,700 Sq. Ft.
Southold, NY | Active
Listed: Jun, 12, 2025
Price: $55,000
Living Area: 3,700 Sq. Ft.
440 1st Street
Southold, NY | Active
Listed: Oct, 15, 2026
Price: $1,975,000
Living Area: 2,659 Sq. Ft.
Southold, NY | Active
Listed: Oct, 15, 2026
Price: $1,975,000
Living Area: 2,659 Sq. Ft.
290 Gull Pond Lane
Southold, NY | Pending
Listed: Apr, 03, 2026
Price: $859,900
Living Area: 1,157 Sq. Ft.
Southold, NY | Pending
Listed: Apr, 03, 2026
Price: $859,900
Living Area: 1,157 Sq. Ft.
430 1st Street
Southold, NY | Active
Listed: Aug, 26, 2026
Price: $1,495,000
Living Area: 1,920 Sq. Ft.
Southold, NY | Active
Listed: Aug, 26, 2026
Price: $1,495,000
Living Area: 1,920 Sq. Ft.
1025 9th Street
Southold, NY | Active
Listed: Dec, 07, 2025
Price: $1,799,000
Living Area: 2,200 Sq. Ft.
Southold, NY | Active
Listed: Dec, 07, 2025
Price: $1,799,000
Living Area: 2,200 Sq. Ft.
980 Manhanset Avenue
Southold, NY | Closed
Listed: Sep, 24, 2025
Price: $1,995,000
Living Area: 2,765 Sq. Ft.
Southold, NY | Closed
Listed: Sep, 24, 2025
Price: $1,995,000
Living Area: 2,765 Sq. Ft.
1000 Sound Drive
Southold, NY | Active
Listed: Oct, 10, 2026
Price: $5,350,000
Living Area: 3,700 Sq. Ft.
Southold, NY | Active
Listed: Oct, 10, 2026
Price: $5,350,000
Living Area: 3,700 Sq. Ft.
401 Wiggins Street
Southold, NY | Canceled
Listed: Apr, 04, 2026
Price: $1,297,000
Living Area: 1,740 Sq. Ft.
Southold, NY | Canceled
Listed: Apr, 04, 2026
Price: $1,297,000
Living Area: 1,740 Sq. Ft.
550 Madison Avenue
Southold, NY | Active
Listed: May, 12, 2026
Price: $1,276,000
Living Area: 1,500 Sq. Ft.
Southold, NY | Active
Listed: May, 12, 2026
Price: $1,276,000
Living Area: 1,500 Sq. Ft.
213-215 North Street
Southold, NY | Active
Listed: Apr, 09, 2026
Price: $1,595,000
Living Area: 3,376 Sq. Ft.
Southold, NY | Active
Listed: Apr, 09, 2026
Price: $1,595,000
Living Area: 3,376 Sq. Ft.
