Southold, NY 4 Bedroom Homes For Sale

29 homes

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NEW
OPEN SAT, 10-12PM
1.05 ACRES
$2,500,000
5 Beds
4.5 Baths
3,800 sqft
3470 N Bayview Road,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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NEW
OPEN SAT, 12-1:30PM
2 ACRES
$1,385,000
4 Beds
2.5 Baths
2,200 sqft
4408 Old North Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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0.9 ACRES
$1,250,000
6 Beds
3 Baths
3,093 sqft
13675 Main Bayview Rd,
Southold, NY 11971
Listing by: Corcoran Group
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3D VIEW
0.5 ACRES
$2,650,000
6 Beds
5.5 Baths
5,111 sqft
47100 Route 25,
Southold, NY 11971
Listing by: Saunders & Associates
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0.5 ACRES
$1,299,000
4 Beds
3 Baths
2,240 sqft
1075 Ships Drive,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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NEW CONSTRUCTION
0.4 ACRES
$1,699,000
4 Beds
3.5 Baths
2,665 sqft
1700 Smith Dr S,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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3D VIEW
0.43 ACRES
$985,000
5 Beds
2 Baths
2,238 sqft
230 Booth Road,
Southold, NY 11971
Listing by: Daniel Gale Sothebys Intl Rlty
0.25 ACRES
$1,495,000
4 Beds
3 Baths
2,900 sqft
2015 Kenneys Rd,
Southold, NY 11971
Listing by: Compass
3D VIEW
0.85 ACRES
$1,899,000
4 Beds
2.5 Baths
3,800 sqft
25 Lighthouse Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.64 ACRES
$1,849,000
4 Beds
3.5 Baths
2,850 sqft
2100 Glenn Rd,
Southold, NY 11971
Listing by: Compass
NEW CONSTRUCTION
0.4 ACRES
$1,699,000
4 Beds
3.5 Baths
2,668 sqft
1700 Smith Drive S,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
NEW CONSTRUCTION
0.4 ACRES
$1,699,000
4 Beds
3.5 Baths
2,668 sqft
1700 Smith Dr,
Southold, NY 11971
Listing by: Douglas Elliman
0.35 ACRES
$2,899,000
4 Beds
3 Baths
2,351 sqft
405 Williamsburgh Dr,
Southold, NY 11971
Listing by: Berkshire Hathaway HomeServices Laffey International Realty
NEW CONSTRUCTION
3D VIEW
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
3D VIEW
1.4 ACRES
$6,550,000
5 Beds
4.5 Baths
3,500 sqft
920 Cedar Point Drive E,
Southold, NY 11971
Listing by: Daniel Gale Sothebys Intl Rlty
3.34 ACRES
$1,599,999
4 Beds
4 Baths
2,200 sqft
3715 Hortons Lane,
Southold, NY 11971
Listing by: RIN
0.9 ACRES
$3,450,000
5 Beds
3.5 Baths
4,500 sqft
790 N Sea Dr,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.34 ACRES
$1,049,000
4 Beds
2.5 Baths
5045 Main Bayview Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
3D VIEW
0.52 ACRES
$2,250,000
4 Beds
4.5 Baths
3,248 sqft
1665 Glenn Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.25 ACRES
$1,299,999
4 Beds
3.5 Baths
2,584 sqft
75 Birch Road,
Southold, NY 11971
Listing by: Engel & Volkers North Fork
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
$949,000
4 Beds
2.5 Baths
240 Lisa Dr,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
3D VIEW
0.54 ACRES
$899,999
4 Beds
3 Baths
1,500 sqft
36595 County Road 48,
Peconic, NY 11958
Listing by: Signature Premier Properties
NEW CONSTRUCTION
0.25 ACRES
$1,400,000
4 Beds
3.5 Baths
2,215 sqft
500 Summer Lane,
Southold, NY 11971
Listing by: Compass Greater NY LLC
3D VIEW
6.5 ACRES
$3,695,000
6 Beds
4 Baths
4,663 sqft
105 Waterview Dr,
Southold, NY 11971
Listing by: Compass
3D VIEW
0.99 ACRES
$7,450,000
5 Beds
4.5 Baths
4,627 sqft
1750 Hobart Rd,
Southold, NY 11971
Listing by: Daniel Gale Sotheby's International Realty
NEW CONSTRUCTION
1.98 ACRES
$3,695,000
5 Beds
5 Baths
5,285 sqft
150 Deer Run,
Southold, NY 11971
Listing by: Corcoran
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.
NEW CONSTRUCTION
3D VIEW
2.11 ACRES
$3,295,000
4 Beds
5.5 Baths
7,341 sqft
80 Deer Run,
Southold, NY 11971
Listing by: Corcoran Group
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Real Estate & Homes For Sale Near Southold, NY

We found 30 more homes matching your filters just outside Southold

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NEW - 2 DAYS AGO
0.92 ACRES
$659,000
4 Beds
1 Bath
1,054 sqft
26170 County Road 48,
Cutchogue, NY 11935
Listing by: HomeSmart Premier Living Rlty
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$2,595,000
4 Beds
2.5 Baths
1,994 sqft
11 Prospect Avenue,
Shelter Island Heights, NY 11965
Listing by: Douglas Elliman Real Estate
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3D VIEW
2.3 ACRES
$5,795,000
4 Beds
4 Baths
3,160 sqft
8 Brander Pkwy,
Shelter Island Heights, NY 11965
Listing by: Douglas Elliman Real Estate
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$1,099,000
4 Beds
1.5 Baths
1,835 sqft
609 1st St,
Greenport, NY 11944
Listing by: Thomas J. McCarthy Real Estate, Inc.
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2.42 ACRES
$2,700,000
6 Beds
3 Baths
5,900 sqft
2 Prospect Avenue,
Shelter Island, NY 11964
Listing by: Compass Greater NY LLC
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0.52 ACRES
$1,700,000
4 Beds
3 Baths
2,100 sqft
27 Terry Dr,
Shelter Island, NY 11964
Listing by: Daniel Gale Sotheby's International Realty
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1 ACRE
$5,495,000
4 Beds
4.5 Baths
2,237 sqft
32 Hilo Dr,
Shelter Island Heights, NY 11965
Listing by: Corcoran Group
1.33 ACRES
$6,250,000
6 Beds
5.5 Baths
7,500 sqft
55 Shore Rd,
Shelter Island, NY 11964
Listing by: Corcoran Group
0.4 ACRES
$1,425,000
4 Beds
2.5 Baths
2,400 sqft
1270 Skunk Lane,
Cutchogue, NY 11935
Listing by: Compass Greater NY LLC
0.43 ACRES
$1,849,000
4 Beds
3 Baths
2,200 sqft
1025 9th St,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
NEW CONSTRUCTION
0.7 ACRES
$3,995,000
9 Beds
9 Baths
5,820 sqft
7 Stearns Point Rd,
Shelter Island Heights, NY 11965
Listing by: Sotheby's International Realty
0.39 ACRES
$1,425,000
4 Beds
3 Baths
2,600 sqft
240 August Rd,
Greenport, NY 11944
Listing by: Sotheby's International Realty
3D VIEW
1.4 ACRES
$3,995,000
4 Beds
3.5 Baths
2,854 sqft
60 Westmoreland Dr,
Shelter Island Heights, NY 11965
Listing by: Corcoran Group
3D VIEW
2 ACRES
$2,995,000
4 Beds
4.5 Baths
3,575 sqft
2050 Depot Ln,
Cutchogue, NY 11935
Listing by: Corcoran Group
3D VIEW
$749,999
5 Beds
4 Baths
2,800 sqft
395 Linnet Street,
Greenport, NY 11944
Listing by: Realty Connect USA L I Inc
3D VIEW
0.5 ACRES
$2,950,000
5 Beds
4.5 Baths
4,200 sqft
12 Terry Dr,
Shelter Island, NY 11964
Listing by: Daniel Gale Sotheby's International Realty
NEW CONSTRUCTION
2 ACRES
$5,500,000
4 Beds
5.5 Baths
4,000 sqft
11 Sunnyside Ave,
Shelter Island, NY 11964
Listing by: Douglas Elliman Real Estate
$1,297,000
4 Beds
2 Baths
1,784 sqft
407 Wiggins Street,
Greenport, NY 11944
Listing by: Century 21 Excelsior Realty
$1,297,000
4 Beds
2 Baths
1,740 sqft
401 Wiggins Street,
Greenport, NY 11944
Listing by: Century 21 Excelsior Realty
1 ACRE
$1,999,999
6 Beds
5.5 Baths
6,089 sqft
4 Bayview Ave,
Shelter Island Heights, NY 11965
Listing by: Corcoran Group
NEW CONSTRUCTION
3D VIEW
0.34 ACRES
$2,999,999
4 Beds
6 Baths
5,220 sqft
250 Osprey Nest Road,
Greenport, NY 11944
Listing by: Engel & Volkers North Fork
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
$2,350,000
4 Beds
2.5 Baths
1,900 sqft
172 5th St,
Greenport, NY 11944
Listing by: Compass
3D VIEW
2.12 ACRES
$10,495,000
5 Beds
7 Baths
5,800 sqft
Address Not Disclosed,
Shelter Island, NY 11964
Listing by: Sotheby's International Realty
1.16 ACRES
$1,750,000
4 Beds
1.5 Baths
1,500 sqft
3275 Skunk Lane,
Cutchogue, NY 11935
Listing by: Century 21 Albertson Realty
NEW CONSTRUCTION
1.41 ACRES
$3,850,000
4 Beds
5.5 Baths
3,985 sqft
8 Hilo Dr,
Shelter Island, NY 11964
Listing by: Douglas Elliman Real Estate
NEW CONSTRUCTION
$1,249,000
4 Beds
2 Baths
1,800 sqft
336 2ND Street,
Greenport, NY 11944
Listing by: Keller Williams Realty Greater
OPEN SUN, 1-2:30PM
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
2 ACRES
$3,290,000
4 Beds
2.5 Baths
2,890 sqft
24 Rocky Point Rd,
Shelter Island, NY 11964
Listing by: Saunders & Associates
$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 2026-07-14 01:03:21 PDT 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

Southold, NY 4 Bedroom Homes For Sale

29 homes

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