Cheap Homes For Sale in Town of Southold, NY

190 homes

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0.42 ACRES
$2,100,000
4 Beds
2.5 Baths
2,410 sqft
660 Sutton Place,
Greenport, NY 11944
Listing by: Compass Greater NY LLC
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0.33 ACRES
$2,150,000
4 Beds
3.5 Baths
2,765 sqft
980 Manhasset Ave,
Greenport, NY 11944
Listing by: Compass
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0.93 ACRES
$2,195,000
4 Beds
4 Baths
3,359 sqft
1680 Lands End Road,
Orient, NY 11957
Listing by: Douglas Elliman Real Estate
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0.55 ACRES
$2,200,000
3 Beds
3 Baths
2,538 sqft
255 S View Drive,
Orient, NY 11957
Listing by: Compass Greater NY LLC
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1.32 ACRES
$2,250,000
6 Beds
4.5 Baths
3,000 sqft
825 Munn Lane,
Orient, NY 11957
Listing by: Daniel Gale Sothebys Intl Rlty
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NEW CONSTRUCTION
2.01 ACRES
$2,250,000
4 Beds
4.5 Baths
4,450 sqft
5697 Westphalia Rd,
Mattituck, NY 11952
Listing by: Corcoran Group
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NEW CONSTRUCTION
1.14 ACRES
$2,250,000
4 Beds
4 Baths
2,900 sqft
4760 Blue Horizon Bluffs,
Peconic, NY 11958
Listing by: Engel & Volkers North Fork
$2,275,000
3 Beds
2.5 Baths
2,200 sqft
1970 Village Ln,
Orient, NY 11957
Listing by: Daniel Gale Sotheby's International Realty
1.07 ACRES
$2,295,000
4 Beds
3 Baths
875 The Strand,
East Marion, NY 11939
Listing by: SERHANT.
1.07 ACRES
$2,295,000
4 Beds
3 Baths
1,993 sqft
875 & 785 The Strand,
East Marion, NY 11939
Listing by: Serhant East End LLC
OPEN SAT, 11-12:30PM
NEW CONSTRUCTION
0.59 ACRES
$2,300,000
5 Beds
4.5 Baths
3,866 sqft
26745 Main Road,
Cutchogue, NY 11935
Listing by: Compass Greater NY LLC
$2,350,000
4 Beds
2.5 Baths
1,900 sqft
172 5th St,
Greenport, NY 11944
Listing by: Compass
OPEN SUN, 12-1:30PM
0.52 ACRES
$2,350,000
4 Beds
4.5 Baths
3,248 sqft
1665 Glenn Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.39 ACRES
$2,399,000
3 Beds
2 Baths
2,000 sqft
470 Goose Creek Ln,
Southold, NY 11971
Listing by: Thomas J. McCarthy Real Estate, Inc.
COMING SOON 5/28
NEW CONSTRUCTION
0.35 ACRES
$2,399,000
4 Beds
3.5 Baths
2,250 sqft
1760 McCann Lane,
Greenport, NY 11944
Listing by: John Quinn Inc
0.26 ACRES
$2,400,000
3 Beds
2.5 Baths
1,980 sqft
168 Sterling Street,
Greenport, NY 11944
Listing by: Compass Greater NY LLC
3.88 ACRES
$2,400,000
4 Beds
2 Baths
2,480 sqft
1710 Gull Pond Lane,
Greenport, NY 11944
Listing by: Greene Realty Group
NEW CONSTRUCTION
0.43 ACRES
$2,479,000
4 Beds
5 Baths
3,200 sqft
675 Pine Tree Road,
Cutchogue, NY 11935
Listing by: John Quinn Inc
OPEN SAT, 1-4PM
0.47 ACRES
$2,495,000
3 Beds
2 Baths
1,250 sqft
1455 Cedar Point Dr E,
Southold, NY 11971
Listing by: Daniel Gale Sotheby's International Realty
0.73 ACRES
$2,495,000
5 Beds
4.5 Baths
3,400 sqft
605 Gus Dr,
East Marion, NY 11939
Listing by: Douglas Elliman Real Estate
1.02 ACRES
$2,499,999
5 Beds
4 Baths
4,200 sqft
290 Windward Road,
Orient, NY 11957
Listing by: Compass Greater NY LLC
OPEN SUN, 1-3PM
0.72 ACRES
$2,595,000
4 Beds
4.5 Baths
4,250 sqft
350 Laurel Way,
Laurel, NY 11948
Listing by: Daniel Gale Sothebys Intl Rlty
OPEN SUN, 2-3:30PM
0.48 ACRES
$2,599,000
3 Beds
2.5 Baths
3,000 sqft
2280 Deep Hole Drive,
Mattituck, NY 11952
Listing by: Engel & Volkers North Fork
17.5 ACRES
$2,600,000
3 Beds
2 Baths
1,540 sqft
35950 Main Road,
Cutchogue, NY 11935
Listing by: Daniel Gale Sothebys Intl Rlty
0.75 ACRES
$2,650,000
3 Beds
2 Baths
1,800 sqft
56765 Route 48,
Greenport, NY 11944
Listing by: East End Luxury Ltd
0.54 ACRES
$2,650,000
5 Beds
4 Baths
4,100 sqft
3120 Grathwohl Rd,
New Suffolk, NY 11956
Listing by: Daniel Gale Sotheby's International Realty
OPEN SUN, 12-2PM
1.75 ACRES
$2,700,000
3 Beds
3 Baths
1,652 sqft
100 Sound Drive,
Greenport, NY 11944
Listing by: Andron Realty Group Tulip R E
$2,739,000
4 Beds
3 Baths
1,930 sqft
4415 Camp Mineola Road,
Mattituck, NY 11952
Listing by: Engel & Volkers North Fork
0.81 ACRES
$2,795,000
4 Beds
4.5 Baths
4,327 sqft
1475 Laurel Ave,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.73 ACRES
$2,799,000
4 Beds
3 Baths
2100 Sound Dr,
Greenport, NY 11944
Listing by: Compass
OPEN SAT, 11-12:30PM
0.92 ACRES
$2,800,000
4 Beds
4.5 Baths
3,400 sqft
1895 Pequash Avenue,
Cutchogue, NY 11935
Listing by: Compass Greater NY LLC
4 ACRES
$2,850,000
3 Beds
3 Baths
2,800 sqft
35335 Main Rd,
Orient, NY 11957
Listing by: Nest Seekers International
0.55 ACRES
$2,895,000
5 Beds
5.5 Baths
3,240 sqft
1135 Wildberry Lane,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
NEW CONSTRUCTION
0.92 ACRES
$2,900,000
5 Beds
4.5 Baths
4,900 sqft
150 N Hillcrest Drive,
Orient, NY 11957
Listing by: Daniel Gale Sothebys Intl Rlty
NEW
COMING SOON 5/29
0.75 ACRES
$2,950,000
4 Beds
3 Baths
2,100 sqft
580 Broadwaters Road,
Cutchogue, NY 11935
Listing by: Compass Greater NY LLC
0.8 ACRES
$2,995,000
2 Beds
1 Bath
837 sqft
825 N Sea Drive,
Southold, NY 11971
Listing by: Daniel Gale Sothebys Intl Rlty
0.39 ACRES
$2,995,000
3 Beds
2 Baths
1,840 sqft
21515 Soundview Ave,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.42 ACRES
$2,995,000
7 Beds
6.5 Baths
4,544 sqft
1050 Tasker Ln,
Greenport, NY 11944
Listing by: Realty Connect USA
2.3 ACRES
$2,995,000
4 Beds
4 Baths
4,613 sqft
2790 Stanley Road,
Mattituck, NY 11952
Listing by: Aurora Property Group
2.84 ACRES
$2,999,500
7 Beds
3 Baths
4,376 sqft
605 Halyoake Avenue,
Orient, NY 11957
Listing by: Coldwell Banker American Homes

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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. Some IDX listings have been excluded from this website. Click here for more information

Cheap Homes For Sale in Town of Southold, NY

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