Cheap Homes For Sale in Town of Southold, NY

190 homes

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3.1 ACRES
$1,499,000
4 Beds
1.5 Baths
1,880 sqft
1760 Albertson Ln,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
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0.37 ACRES
$1,499,000
3 Beds
4 Baths
2,900 sqft
535 Bay Home Road,
Southold, NY 11971
Listing by: BERKSHIRE HATHAWAY
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0.58 ACRES
$1,499,900
4 Beds
2 Baths
1,700 sqft
295 Willow Terrace Lane,
Orient, NY 11957
Listing by: Century 21 Albertson Realty
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0.29 ACRES
$1,500,000
4 Beds
3 Baths
2,528 sqft
145 Osprey Nest Rd,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
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0.38 ACRES
$1,500,000
2 Beds
1 Bath
1,100 sqft
3985 Stillwater Avenue,
Cutchogue, NY 11935
Listing by: Douglas Elliman Real Estate
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$1,529,000
4 Beds
3 Baths
2655 Rocky Point Rd,
East Marion, NY 11939
Listing by: Compass
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0.4 ACRES
$1,565,000
4 Beds
2.5 Baths
2,400 sqft
1270 Skunk Lane,
Cutchogue, NY 11935
Listing by: Compass Greater NY LLC
$1,575,000
4 Beds
4.5 Baths
2,900 sqft
130 Sunset Ln,
Greenport, NY 11944
Listing by: Daniel Gale Sotheby's International Realty
OPEN SAT, 11:30-1PM
0.93 ACRES
$1,580,000
5 Beds
4 Baths
3,200 sqft
2340 Fairway Drive,
Cutchogue, NY 11935
Listing by: Signature Premier Properties
0.56 ACRES
$1,595,000
4 Beds
3 Baths
785 The Strand,
East Marion, NY 11939
Listing by: SERHANT.
0.25 ACRES
$1,595,000
4 Beds
3 Baths
2,900 sqft
2015 Kenneys Rd,
Southold, NY 11971
Listing by: Compass
2.06 ACRES
$1,595,000
3 Beds
2 Baths
2,200 sqft
17525 County Road 48,
Cutchogue, NY 11935
Listing by: Atlas Sales Realty LLC
3.34 ACRES
$1,599,999
4 Beds
4 Baths
2,200 sqft
3715 Hortons Lane,
Southold, NY 11971
Listing by: RIN
0.39 ACRES
$1,600,000
4 Beds
3 Baths
2,600 sqft
240 August Rd,
Greenport, NY 11944
Listing by: Sotheby's International Realty
OPEN SAT, 12-1:30PM
1.1 ACRES
$1,645,000
6 Beds
3 Baths
2,911 sqft
56861 Private Rd B (Main),
Southold, NY 11971
Listing by: The Agency Northshore NY
$1,675,000
7 Beds
6 Baths
3,376 sqft
215 North Street,
Greenport, NY 11944
Listing by: BERKSHIRE HATHAWAY
$1,695,000
4 Beds
3 Baths
480 Eastwood Dr,
Cutchogue, NY 11935
Listing by: Compass
0.38 ACRES
$1,699,000
5 Beds
2 Baths
1,688 sqft
530 Sunset Way,
Southold, NY 11971
Listing by: Thomas J. McCarthy Real Estate, Inc.
OPEN SAT, 11:30-1PM
NEW CONSTRUCTION
0.7 ACRES
$1,749,000
5 Beds
5.5 Baths
2,384 sqft
480 Ackerly Pond Lane,
Southold, NY 11971
Listing by: Compass Greater NY LLC
OPEN SAT, 12-2PM
0.3 ACRES
$1,750,000
4 Beds
2.5 Baths
2,534 sqft
1060 Navy Street,
Orient, NY 11957
Listing by: Daniel Gale Sothebys Intl Rlty
0.62 ACRES
$1,785,000
4 Beds
3 Baths
3,392 sqft
90 Caiola Ct,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
OPEN SAT, 1-3PM
0.42 ACRES
$1,795,000
3 Beds
3 Baths
2,870 sqft
360 Masters Rd,
Laurel, NY 11948
Listing by: Colony Realty
NEW CONSTRUCTION
$1,795,000
4 Beds
3.5 Baths
2,857 sqft
1900 Gillette Dr,
East Marion, NY 11939
Listing by: Corcoran Group
0.62 ACRES
$1,795,000
3 Beds
3.5 Baths
3,610 sqft
13100 Main Rd,
Mattituck, NY 11952
Listing by: Corcoran Group
$1,795,000
2 Beds
1 Bath
2,146 sqft
55700 Route 25,
Southold, NY 11971
Listing by: Corcoran Group
0.4 ACRES
$1,835,000
3 Beds
2.5 Baths
1,800 sqft
1020 Ruch Ln,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
1.18 ACRES
$1,835,000
4 Beds
2.5 Baths
3,643 sqft
3225 Stanley Road,
Mattituck, NY 11952
Listing by: Aurora Property Group
1.16 ACRES
$1,850,000
4 Beds
1.5 Baths
1,500 sqft
3275 Skunk Lane,
Cutchogue, NY 11935
Listing by: Century 21 Albertson Realty
3 ACRES
$1,890,000
5 Beds
3 Baths
1800 Sound Ave,
Mattituck, NY 11952
Listing by: Compass
NEW CONSTRUCTION
3D VIEW
$1,890,000
4 Beds
2.5 Baths
2,500 sqft
405 S Oakwood Drive,
Laurel, NY 11948
Listing by: Potter Properties LLC
0.43 ACRES
$1,899,000
4 Beds
3 Baths
2,200 sqft
1025 9th St,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
NEW CONSTRUCTION
0.5 ACRES
$1,899,000
4 Beds
3.5 Baths
2,250 sqft
3000 Grand Avenue,
Mattituck, NY 11952
Listing by: John Quinn Inc
0.85 ACRES
$1,899,000
4 Beds
2.5 Baths
3,800 sqft
25 Lighthouse Road,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.28 ACRES
$1,950,000
3 Beds
2.5 Baths
2,062 sqft
1125 Navy St,
Orient, NY 11957
Listing by: Daniel Gale Sotheby's International Realty
NEW - 12 HRS AGO
0.92 ACRES
$1,950,000
2 Beds
2 Baths
3,603 sqft
4630 Youngs Ave,
Southold, NY 11971
Listing by: Corcoran Group
3.34 ACRES
$1,995,000
4 Beds
2.5 Baths
3,500 sqft
300 PRIVATE RD #8,
CUTCHOGUE , NY 11935
Listing by: Signature Premier Properties
0.57 ACRES
$1,999,000
3 Beds
2.5 Baths
2,000 sqft
3500 Pine Neck Road,
Southold, NY 11971
Listing by: Signature Premier Properties
NEW CONSTRUCTION
0.7 ACRES
$1,999,000
5 Beds
4.5 Baths
4,000 sqft
2200 Laurel Trl,
Laurel, NY 11948
Listing by: Stoebe & Co.
3D VIEW
0.28 ACRES
$2,049,000
3 Beds
3 Baths
1,923 sqft
12910 Main Rd,
East Marion, NY 11939
Listing by: Douglas Elliman Real Estate
$2,100,000
5 Beds
4.5 Baths
3,500 sqft
151 Bay Avenue,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate

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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