MarketsNY
Southold, NY
Live listings and local prices in Southold, refreshed Aug 10, 2026.
Listings67
Median price$1,475,000
Median $/sqft$710
Mix100% sale
Listings
60 homes
$1,445,000for sale
470 Windy Point Ln
3 bd · 2 ba · 1,600 sqft · $903/sqft

$1,495,000for sale
1195 Goose Creek Ln
3 bd · 3 ba · 3,000 sqft · $498/sqft

$1,299,000for sale
250 Paradise Point Rd
4 bd · 3 ba · 2,200 sqft · $590/sqft

$1,499,000for sale
11200 N Bayview Rd
$1,750,000for sale
3500 Pine Neck Rd
3 bd · 3 ba · 2,000 sqft

$1,625,000for sale
1700 Smith Dr S
4 bd · 4 ba · 2,668 sqft · $609/sqft
$1,475,000for sale
425 Maple Ln
4 bd · 4 ba · 2,600 sqft
$1,600,000for sale
55975 Route 25
$1,550,000for sale
500 Summer Ln
4 bd · 4 ba · 2,215 sqft

$1,299,000for sale
1075 Ships Dr
4 bd · 3 ba · 2,240 sqft · $580/sqft
$1,849,000for sale
2100 Glenn Rd
4 bd · 4 ba · 2,850 sqft

$2,695,000for sale
605 Cedar Dr
5 bd · 4 ba · 3,500 sqft · $770/sqft

$2,399,000for sale
470 Goose Creek Ln
3 bd · 2 ba · 2,000 sqft · $1200/sqft
$1,899,000for sale
25 Lighthouse Rd
4 bd · 3 ba · 3,800 sqft
$3,295,000for sale
80 Deer Run
4 bd · 6 ba · 7,341 sqft

$1,950,000for sale
4630 Youngs Ave
2 bd · 2 ba · 3,603 sqft · $541/sqft

$1,599,999for sale
3715 Hortons Ln
4 bd · 4 ba · 2,200 sqft · $727/sqft

$1,975,000for sale
2300 Glenn Rd
3 bd · 3 ba · 2,500 sqft · $790/sqft
$949,000for sale
240 Lisa Dr
4 bd · 3 ba · 1,862 sqft

$239,000for sale
52325 County Road 48 Unit 31
Studio · 1 ba · 250 sqft · $956/sqft

$1,249,000for sale
650 The Esplanade
3 bd · 3 ba · 2,300 sqft · $543/sqft
$2,895,000for sale
1135 Wildberry Ln
5 bd · 6 ba · 3,240 sqft

$4,300,000for sale
11535 N Bayview Rd
$6,850,000for sale
1750 Hobart Rd
5 bd · 5 ba · 4,627 sqft
$6,550,000for sale
920 Cedar Point Dr E
5 bd · 5 ba · 3,500 sqft

$2,895,000for sale
21515 Soundview Ave
3 bd · 2 ba · 1,840 sqft · $1573/sqft
$1,385,000for sale
4408 Old North Rd
4 bd · 3 ba · 2,200 sqft
$1,239,999for sale
75 Birch Rd
4 bd · 4 ba · 2,584 sqft
$960,000for sale
340 Rambler Rd
3 bd · 2 ba · 1,700 sqft
$1,495,000for sale
2015 Kenneys Rd
4 bd · 3 ba · 2,900 sqft
$2,150,000for sale
2245 Little Peconic Bay Ln
3 bd · 3 ba · 2,367 sqft
$1,995,000for sale
680 Private Rd Unit 17
3 bd · 3 ba · 1,782 sqft

$3,695,000for sale
105 Waterview Dr
6 bd · 4 ba · 4,663 sqft · $792/sqft

$4,000,000for sale
1480 Old Wood Path
3 bd · 4 ba · 3,496 sqft · $1144/sqft

$2,899,000for sale
405 Williamsburgh Dr
4 bd · 3 ba · 2,351 sqft · $1233/sqft
$2,495,000for sale
1455 Cedar Point Dr E
3 bd · 2 ba · 1,250 sqft
$3,675,000for sale
150 Deer Run
5 bd · 6 ba · 5,285 sqft

$2,295,000for sale
450 Sterling Woods Ln
4 bd · 3 ba · 3,769 sqft · $609/sqft

$3,899,000for sale
46975 Main Rd

$3,450,000for sale
790 N Sea Dr
5 bd · 4 ba · 4,500 sqft · $767/sqft
$1,199,999for sale
52755 Soundview Ave
3 bd · 2 ba · 1,576 sqft

$995,000for sale
56055 County Road 48
2 bd · 1 ba · 850 sqft · $1171/sqft

$499,000for sale
11195 N Bayview Rd

$989,000for sale
2070 Cedar Dr
2 bd · 1 ba

$950,000for sale
5845 N Bayview Rd
3 bd · 2 ba · 1,989 sqft · $478/sqft

$895,000for sale
445 Budds Pond Rd
3 bd · 3 ba · 1,988 sqft · $450/sqft

$699,000for sale
430 Grove Rd
3 bd · 1 ba

$999,000for sale
136 Bayview Ave
2 bd · 1 ba · 800 sqft · $1249/sqft

$1,150,000for sale
380 Clark Rd
2 bd · 1 ba · 1,500 sqft · $767/sqft
$1,799,000for sale
420 Leon Rd
$1,250,000for sale
13675 Main Bayview Rd
6 bd · 3 ba · 3,093 sqft · $404/sqft

$1,375,000for sale
1050 Bayview Ave
3 bd · 2 ba · 1,841 sqft · $747/sqft

$2,250,000for sale
1665 Glenn Rd
4 bd · 5 ba · 3,248 sqft · $693/sqft
$2,650,000for sale
47100 Route 25
6 bd · 6 ba · 5,111 sqft

$985,000for sale
230 Booth Rd
5 bd · 2 ba · 2,238 sqft · $440/sqft

$799,000for sale
1350 Hortons Ln

$849,999for sale
870 Crittens Ln
3 bd · 2 ba · 1,588 sqft · $535/sqft

$649,000for sale
265 Hummel Ave
2 bd · 1 ba · 1,114 sqft · $583/sqft

$850,000for sale
150 Baywater Ave
3 bd · 4 ba · 2,100 sqft · $405/sqft
$1,249,000for sale
2055 Boisseau Ave
3 bd · 2 ba · 2,000 sqft