Southold, NY Real Estate & Homes For Sale

74 homes

NEW
COMING SOON 8/28
NEW CONSTRUCTION
0.67 ACRES
$3,295,000
4 Beds
4.5 Baths
5,000 sqft
390 Wildberry Lane,
Southold, NY 11971
Listing by: Migrate Realty LLC
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NEW
OPEN SUN, 11:30-1PM
0.4 ACRES
$2,200,000
3 Beds
3 Baths
2,600 sqft
225 Lakeside Dr S,
Southold, NY 11971
Listing by: Daniel Gale Sotheby's International Realty
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NEW
OPEN SUN, 1-3PM
0.33 ACRES
$1,277,000
4 Beds
3.5 Baths
3,000 sqft
1025 Seawood Drive,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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NEW
OPEN SUN, 11-1PM
0.37 ACRES
$925,000
2 Beds
1 Bath
1,054 sqft
1320 Arshamomaque Avenue,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
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NEW - 2 DAYS AGO
5 ACRES
$2,695,000
3 Beds
2 Baths
2,050 sqft
2850 Main Bayview Road,
Southold, NY 11971
Listing by: Compass Greater NY LLC
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OPEN SUN, 12-1:30PM
0.92 ACRES
$939,000
3 Beds
3.5 Baths
2,950 sqft
595 Greenfields Lane,
Southold, NY 11971
Listing by: Exit Realty Achieve
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NEW CONSTRUCTION
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
0.75 ACRES
$699,000
49295 Route 25,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
OPEN SUN, 11-1PM
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
OPEN SUN, 11-12:30PM
0.92 ACRES
$799,000
4 Beds
3 Baths
1,800 sqft
36595 County Rd 48,
Peconic, NY 11958
Listing by: Modern Age Realty Group LLC
0.38 ACRES
$969,000
3 Beds
2 Baths
1,600 sqft
270 Opechee Avenue,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
3D VIEW
0.39 ACRES
$2,895,000
3 Beds
2 Baths
1,840 sqft
21515 Soundview Ave,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
AUCTION
0.92 ACRES
Est. $1,451,200
4 Beds
3 Baths
2,700 sqft
425 Renes Dr,
Southold, NY 11971
NEW CONSTRUCTION
1.98 ACRES
$3,675,000
5 Beds
5 Baths
5,285 sqft
150 Deer Run,
Southold, NY 11971
Listing by: Corcoran
0.3 ACRES
$1,475,000
4 Beds
3.5 Baths
2,600 sqft
425 Maple Ln,
Southold, NY 11971
Listing by: Daniel Gale Sotheby's International Realty
0.7 ACRES
$2,695,000
5 Beds
3.5 Baths
3,500 sqft
605 Cedar Drive,
Southold, NY 11971
Listing by: Compass Greater NY LLC
0.92 ACRES
$650,000
420 Lake Dr,
Southold, NY 11971
Listing by: Corcoran Group
$795,000
55915 Route 48,
Greenport, NY 11944
Listing by: Corcoran Group
$795,000
55915 County Road 48,
Southold, NY 11971
Listing by: Corcoran
NEW CONSTRUCTION
3D VIEW
0.35 ACRES
$2,650,000
4 Beds
3.5 Baths
2,600 sqft
195 Williamsburg Dr,
Southold, NY 11971
Listing by: Corcoran Group
0.35 ACRES
$2,650,000
4 Beds
3.5 Baths
2,600 sqft
195 Williamsburg Drive,
Southold, NY 11971
Listing by: Corcoran
3D VIEW
0.5 ACRES
$2,150,000
3 Beds
2.5 Baths
2,367 sqft
2245 Little Peconic Bay Ln,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.38 ACRES
$895,000
3 Beds
2.5 Baths
1,988 sqft
445 Budds Pond Rd,
Southold, NY 11971
Listing by: Compass
0.34 ACRES
$1,375,000
3 Beds
2 Baths
1,841 sqft
1050 Bayview Avenue,
Southold, NY 11971
Listing by: Compass Greater NY LLC
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
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
0.9 ACRES
$1,250,000
6 Beds
3 Baths
3,093 sqft
13675 Main Bayview Rd,
Southold, NY 11971
Listing by: Corcoran Group
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
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
$999,000
2 Beds
1 Bath
800 sqft
136 Bayview Avenue,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.78 ACRES
$935,000
3 Beds
2 Baths
1,800 sqft
100 Bayberry Ln,
Greenport, NY 11944
Listing by: Compass
0.51 ACRES
$849,999
3 Beds
2 Baths
1,588 sqft
870 Crittens Lane,
Southold, NY 11971
Listing by: Keller Williams Realty Elite
3D VIEW
0.42 ACRES
$1,495,000
3 Beds
3 Baths
3,000 sqft
1195 Goose Creek Lane,
Southold, NY 11971
Listing by: Daniel Gale Sothebys Intl Rlty
OPEN SAT, 4:30-6PM
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
OPEN SAT, 2:30-4PM
0.64 ACRES
$1,849,000
4 Beds
3 Baths
2,850 sqft
2100 Glenn Rd,
Southold, NY 11971
Listing by: Compass
NEW CONSTRUCTION
0.4 ACRES
$1,625,000
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
3D VIEW
45 ACRES
$3,899,000
46975 Main Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
0.78 ACRES
$935,000
3 Beds
2 Baths
1,800 sqft
100 Bayberry Lane,
Southold, NY 11971
Listing by: Compass Greater NY LLC

Southold, NY Real Estate Trends

Learn about the Southold, NY housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Southold, NY

The median home value is $1,129,197

Month	Median home value
August 2025	$1.11M
September 2025	$1.11M
October 2025	$1.12M
November 2025	$1.12M
December 2025	$1.13M
January 2026	$1.13M
February 2026	$1.13M
March 2026	$1.14M
April 2026	$1.14M
May 2026	$1.14M
June 2026	$1.13M
July 2026	$1.13M

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Southold, NY, by Home Size

Currently, there are 8 new listings in Southold, NY and 74 homes for sale.

Home Size	Home Value*
2 bedrooms (5 homes)	$779,094
3 bedrooms (25 homes)	$1,091,437
4 bedrooms (21 homes)	$1,424,498

*Home value over the past month

What Locals Say about Southold

Ang3l_1127
Resident
2y ago
"It’s a great safe neighborhood for families and a wonderful community. Lots of fun activities for children and fun parks. "
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Sara
Resident
2y ago
"It’s a great and friendly neighborhood. My neighbors have always been friendly and helpful. I’ve felt safe getting any package delivered to my front door."
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Trulia User
Resident
3y ago
"Friendly neighbors and safe neighborhood - o playground though- safe to bike alone and with friends "
1
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Jhartstein
Resident
5y ago
"People are kind and warm. Neighborhood is safe and inviting. We enjoy our home, the space we have and the easy access to town. "
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Hadley S.
Visitor
6y ago
"Spending winter here with my boyfriend , traveling from Brooklyn which is a hike but him being here is worth the trip"
4
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Brian A. P. M.
Resident
6y ago
"It’s rural. Great dog park in the area. Lots to do. Nice people for the most part. Traffic in summer and fall is horrendous on the North Road."
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Rose D.
Resident
7y ago
"Great neighborhood. Some people are here full time others weekend warriors. Everyone looks out for each other. Great place to have a house "
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Tom Mc
Resident
7y ago
"Plenty of open space to walk your dog and many nice people to meet along the way ! There are hundreds of preserved acres to wander, explore and experience the magic that makes The North Fork such a special place to live !"
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Charles H
Resident
7y ago
"Wonderful place of like minded people who enjoy and share in our community and appreciate being neighbors "
3
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Erin S.
Resident
7y ago
"Nice neighborhood, quiet, friendly, I love living here during the summer as well as the winter. All seasons are wonderful, love the vineyard community "
4
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Nplanamento
Resident
7y ago
"Southold residents are mindful of their community and know and respect each other - kindly recognize and honor our dark sky laws, privacy and sound ordinances- while its wonderful to have new people move in be mindful of the reason why you chose to relocate here and respect the quiet and beauty that attracted you in the first place... "
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sk
Resident
7y ago
"Too many dogs, many running loose, pooping in neighbors' yards, barking loudly for a long time, inconsiderate dog owners"
2
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Wyndywilder
Resident
8y ago
"I love the north fork of LI. It’s beautiful, friendly, and has a strong sense of community. I enjoy my proximity to the various hamlets as well as the beach. "
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Victoria G.
11y ago
"Steps to beach, near vineyards, farm stands, fine dining, shopping -- this is a prime North Fork location."
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Susan S.
11y ago
"Live and work here for 30 years."
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Ggeiss
13y ago
"A custom home development within Founder's Landing Park district which offers bay beach, playground and clubhouse for district residents. Minutes to Southold hamlet and Greenport Village shopping, amenities, marinas, & public transit, and highly rated Eastern Long Island Hospital. Bounded by a 14 acre preserve on Hashamomack Pond (which is fed from Peconic Bay), and Long Creek, a branch of the Pond. "
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deluiseny
13y ago
"We had a holiday house here for 25 years, given up when our child went to college. It was an idyllic place, on the water, among flowers, trees, and country roads. I miss it and would love to move back full time."
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Based on information submitted to the MLS GRID as of 2026-08-14 16:38:21 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 Real Estate & Homes For Sale

74 homes

Southold, NY Real Estate Trends

Affordability of Living in Southold, NY

Average Home Value in Southold, NY, by Home Size

What Locals Say about Southold

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