Town of Southold, NY Real Estate & Homes For Sale

234 homes

Use arrow keys to navigate
NEW - 5 HRS AGO
0.46 ACRES
$1,295,000
2 Beds
1 Bath
2,000 sqft
1220 Youngs Avenue,
Southold, NY 11971
Listing by: Beninati Associates
Use arrow keys to navigate
NEW
COMING SOON 5/29
0.92 ACRES
$1,950,000
2 Beds
2 Baths
3,603 sqft
4630 Youngs Avenue,
Southold, NY 11971
Listing by: Corcoran
Use arrow keys to navigate
NEW - 23 HRS AGO
45 ACRES
$4,300,000
46975 Main Rd,
Southold, NY 11971
Listing by: Douglas Elliman Real Estate
Use arrow keys to navigate
NEW - 23 HRS AGO
$749,000
2 Beds
2 Baths
1,400 sqft
210 3rd St,
Laurel, NY 11948
Listing by: Engel & VÃ¶lkers North Fork
Use arrow keys to navigate
NEW
COMING SOON 5/28
$925,000
3 Beds
2 Baths
1,141 sqft
315 Wicks Road,
New Suffolk, NY 11956
Listing by: Daniel Gale Sothebys Intl Rlty
Use arrow keys to navigate
NEW
COMING SOON 5/30
0.77 ACRES
$1,349,000
3 Beds
3 Baths
2,300 sqft
1545 Indian Neck Lane,
Peconic, NY 11958
Listing by: Signature Premier Properties
Use arrow keys to navigate
NEW - 1 DAY AGO
0.45 ACRES
$1,150,000
2 Beds
1 Bath
1,500 sqft
380 Clark Road,
Southold, NY 11971
Listing by: Engel & Volkers North Fork
NEW - 1 DAY AGO
0.5 ACRES
$1,149,900
3 Beds
2 Baths
1,650 sqft
380 Homestead Way,
Greenport, NY 11944
Listing by: Locqube New York, Inc.
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
NEW
OPEN SAT, 11-1PM
1 ACRE
$1,425,000
3 Beds
2 Baths
1,800 sqft
820 Gabriella Ct,
Mattituck, NY 11952
Listing by: William Raveis Real Estate
NEW
OPEN SAT, 1-3PM
NEW CONSTRUCTION
1.68 ACRES
$4,859,000
6 Beds
8 Baths
3360 Wunneweta Rd,
Cutchogue, NY 11935
Listing by: Compass
NEW - 2 DAYS AGO
0.92 ACRES
$699,000
405 Hillcrest Dr,
Orient, NY 11957
Listing by: Daniel Gale Sotheby's International Realty
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
COMING SOON 5/29
1.46 ACRES
$1,199,000
6 Beds
1 Bath
2,300 sqft
1055 Oregon Road,
Mattituck, NY 11952
Listing by: MYNY Residential
OPEN SUN, 1-3PM
0.68 ACRES
$3,295,000
5 Beds
5.5 Baths
5,800 sqft
2675 Laurel Trl,
Laurel, NY 11948
Listing by: Compass
0.92 ACRES
$1,249,000
3 Beds
2.5 Baths
2,300 sqft
650 The Esplanade,
Southold, NY 11971
Listing by: William Raveis Real Estate
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
OPEN SAT, 1-2:30PM
0.25 ACRES
$949,000
3 Beds
3 Baths
2,200 sqft
710 Sound Dr,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
OPEN SAT, 11:30-1PM
0.66 ACRES
$999,000
2 Beds
2 Baths
1,712 sqft
930 Cedar Lane,
East Marion, NY 11939
Listing by: Douglas Elliman Real Estate
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
OPEN SAT, 12-1:30PM
$725,000
4 Beds
2 Baths
1,500 sqft
27 Madison St,
Greenport, NY 11944
Listing by: Daniel Gale Sotheby's International Realty
3.4 ACRES
$3,200,000
3 Beds
2 Baths
2,000 sqft
995 Red Fox Rd,
Mattituck, NY 11952
Listing by: Compass
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
1.7 ACRES
$985,000
2 Beds
1 Bath
1,080 sqft
427 Sound Road,
Greenport, NY 11944
Listing by: Compass Greater NY LLC
OPEN SAT, 1-2:30PM
0.25 ACRES
$949,000
3 Beds
3 Baths
2,200 sqft
28 (aka 710) Sound Road,
Greenport, NY 11944
Listing by: Douglas Elliman Real Estate
0.25 ACRES
$1,595,000
4 Beds
3 Baths
2,900 sqft
2015 Kenneys Rd,
Southold, NY 11971
Listing by: Compass
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
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
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
NEW CONSTRUCTION
0.33 ACRES
$1,377,000
3 Beds
2.5 Baths
1,500 sqft
550 Madison Avenue,
Greenport, NY 11944
Listing by: Century 21 Albertson Realty
3.34 ACRES
$1,599,999
4 Beds
4 Baths
2,200 sqft
3715 Hortons Lane,
Southold, NY 11971
Listing by: RIN
1.77 ACRES
$699,000
3 Beds
2 Baths
2,000 sqft
540 Franklinville Road,
Laurel, NY 11948
Listing by: Classic Realty Partners Inc
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
COMING SOON 5/26
3.75 ACRES
$4,000,000
3 Beds
4 Baths
3,496 sqft
1480 Old Wood Path,
Southold, NY 11971
Listing by: Compass Greater NY LLC
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
$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
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
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
$1,250,000
3 Beds
2 Baths
1,526 sqft
1635 Smith Road,
Peconic, NY 11958
Listing by: Daniel Gale Sothebys Intl Rlty
1.01 ACRES
$1,170,000
4 Beds
3.5 Baths
2,400 sqft
1705 Kerwin Blvd,
Greenport, NY 11944
Listing by: Compass

Explore Neighborhoods in Town of Southold, NY

Skip to last item

Greenport West
38 Homes For You
Buy: $243k - $3m
See Greenport West homes

Skip to first item

Neighborhood stats provided by third party data sources.

What Locals Say about Town of Southold

Review Highlights

Town of Southold, NY: coastal, close-knit, safe—strong schools, steady value for families. Residents praise safety, friendly neighbors, beaches, parks, schools, and quiet streets. Concerns: summer traffic, tourism crowds, high costs, scarce playgrounds, loose dogs.

AI-generated summary of moderated reviews.

Flag

Hf2qh9vbkr
Resident
6mo ago
"The Maritime festival in September, music in the park during the summer , Friday farmers market , the carousel "
0
Flag
Lululiny
Resident
1y ago
"There is a train station about 2 miles away. And public buses run on the Main Rd..We are retired, so we don’t commute anymore! "
0
Flag
Frederick Marino
Resident
1y ago
"Nice place to live. Period.quiet neighborhood. Convenient location. Great access to beaches and other attractions."
0
Flag
Frederick Marino
Resident
1y ago
"Great family oriented community with beautiful beaches and close to town and schools. A real sense of community."
0
Flag
Frederick Marino
Resident
1y ago
"There are beaches and parks close by. Convenient to shopping. Safe community.. very private community."
0
Flag
Frederick Marino
Resident
1y ago
"Lived here for 10:years. Quiet neighborhood. Friendly neighbors. Very convenient to stores and beaches."
0
Flag
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. "
0
Flag
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."
0
Flag
Trulia User
Resident
3y ago
"Friendly neighbors and safe neighborhood - o playground though- safe to bike alone and with friends "
1
Flag
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. "
4
Flag
Cornelljohn
Resident
5y ago
"Amazing place to raise a family. It feels like a forgotten time in America where people are really friendly and take time to get to know each other"
0
Flag
Bridget
Resident
5y ago
"Most of the community events around here are for the businesses. Grandpa is a tourist community.As much as it is a great place to live the local businesses and put above the local residents."
3
Flag
Bridget
Resident
5y ago
"Greenport is a beautiful waterfront community. Tourists just love it. there are lots of beautiful shops and restaurants and the Maritime community is exceptional. A small village Has many diverse restaurants and shops. Accessible by the waterfront, trains, buses and is very drivable from most parts of Long Island"
4
Flag
K.christian13
Resident
6y ago
"Be aware in the summer time of the tourists, they sometimes forget that children are in the area and drive as if they are on a highway."
4
Flag
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
Flag
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."
3
Flag
Rose D.
Resident
6y ago
"Great neighborhood. Some people are here full time others weekend warriors. Everyone looks out for each other. Great place to have a house "
4
Flag
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 !"
2
Flag
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
Flag
Valbert59
Resident
7y ago
"too many festivals to count. multiple festivals each month in summer . spring n fall about once monthly we are a very tight community . "
3
Flag
Flythemelissa
Resident
7y ago
"Music in the park maritime festival and local beaches and parks. Carousel for the kids and the fishing docks."
0
Flag
sk
Resident
7y ago
"Too many dogs, many running loose, pooping in neighbors' yards, barking loudly for a long time, inconsiderate dog owners"
2
Flag
Jyahalom5344
Resident
7y ago
"I love this neighborhood People are caring and friendly, they look out for each other. It is very safe and clean "
1
Flag
Ktapfar
Resident
7y ago
"Ok so far. Mix of agriculture and tourist industry. Many fine restaurants. Winery tasting rooms and more recently breweries and distilleries. Maritime environment surrounded by Long Island Sound to the north and 3 separate bays to the south. The Hamptons separate the bays from the Atlantic. Fishing and boating are especially popular in the area. "
2
Flag
Afophis
Resident
7y ago
"I just move here , ppl are friendly and respectful to the nature . I love being here . I would like to having house around here 😀"
0
Flag
Bhobam1
Resident
7y ago
"You can take them on long walks and to the beach or have a large yard for them. It is a popular spot for dog owners and the vet is great"
0
Flag
Jack N.
Resident
7y ago
"Lived here 5 years and love it. Water and trees galore. Landscaping exceptional. Quiet! Friendly neighbors and neighborhood."
0
Flag

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

Town of Southold, NY Real Estate & Homes For Sale

234 homes

Explore Neighborhoods in Town of Southold, NY

What Locals Say about Town of Southold

Review Highlights

Nearby Real Estate

Nearby Zip Codes

Popular Cities in New York

Town of Southold Neighborhoods

Town Of Southold Property Types

Real Estate Guides